Above $1 Million 34787 Zip Code FL Real Estate, Homes, Condos for Sale

5 Beds ⋅ 6 Baths ⋅ Lake Star/Ovation Ph 1b SubDv. ⋅ 34787 Zip Code

Price Improvement | One of Horizon West's Most Exclusive Luxury Lakefront Homes Luxury lakefront living at its absolute finest in the heart of Horizon West Ovation. This is a rare opportunity to own one of the most impressive homes in the entire community, now offered at a newly improved price. If you have been waiting for a home that combines luxury, space, privacy, breathtaking views, and exceptional value, this is the opportunity you have been looking for. Built with the builder's largest and most prestigious floor plan, this nearly new residence offers 5 spacious bedrooms, 5 full bathrooms, 1 powder room, and nearly 5,000 square feet of beautifully designed living space where elegance and comfort come together effortlessly. Situated on an oversized premium homesite with exceptional distance from neighboring homes, this property provides a level of privacy rarely found in Central Florida. From the moment you walk through the front door, you are welcomed by stunning lake and conservation views that create an atmosphere of peace, beauty, and exclusivity. What truly makes this home special is something that very few properties in Ovation can offer. This is one of the only homes in the community with direct access to a navigable lake, allowing you to enjoy a true waterfront lifestyle right from your own backyard. Imagine launching a kayak or paddleboard whenever you want, relaxing by the water at sunset, or enjoying Disney fireworks from your private balcony. It is a lifestyle that simply cannot be replicated. To help you visualize the incredible possibilities, two professionally designed 3D renderings are included with the listing, showcasing the potential for a spectacular custom pool and private lakefront deck. This property offers the perfect setting to create one of the most beautiful outdoor living spaces in Horizon West. Inside, every detail reflects quality and thoughtful design. The finishes are comparable to the builder's model home and include expansive open living areas, soaring ceilings filled with natural light, premium flooring, designer finishes, and a stunning gourmet kitchen that is perfect for entertaining or everyday living. The bedrooms are exceptionally spacious, providing comfort for family and guests alike. The oversized laundry room offers abundant cabinetry and a utility sink for added convenience. The owner's suite is a true private retreat, featuring an extended balcony overlooking the lake and conservation area, where you can enjoy breathtaking sunsets and Disney fireworks from the comfort of your own home. Located in the highly desirable Horizon West Ovation community, this home is only minutes from Walt Disney World, top rated schools, shopping, restaurants, entertainment, and major highways, while still offering the tranquility of a luxury waterfront setting. With its recent price improvement, this home represents one of the finest luxury values currently available in Horizon West. Opportunities like this rarely come to market, especially a home offering nearly 5,000 square feet, one of the community's premier floor plans, direct access to a navigable lake, breathtaking views, and the opportunity to build your dream pool and private waterfront deck. Do not miss your chance to own one of the most exclusive waterfront homes in Horizon West. Schedule your private showing today and experience everything this extraordinary property has to offer before someone else does.

17372 Glossy Pomelo Way, Winter Garden

$1,295,000

5 Beds ⋅ 4 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code

Experience the best of Historic Winter Garden living in this brand-new Craftsman-style home, ideally located just steps from downtown dining, shopping, entertainment, and the renowned West Orange Trail. Originally a charming 1950s bungalow, the 576 sq. ft. home has been completely renovated and thoughtfully expanded into a stunning 2,800 sq. ft. residence offering 5 bedrooms, 4 bathrooms, and exceptional modern upgrades throughout. Relax on the inviting front porch and enjoy the charm and atmosphere of this idyllic golf cart community. Inside, a bright and spacious open floor plan welcomes you with designer finishes, 10-foot ceilings, luxury waterproof vinyl plank flooring, plantation shutters, 8-foot doors, and elegant architectural details throughout. The heart of the home is the spectacular chef’s kitchen featuring premium LG stainless steel appliances, built-in oven and microwave, induction cooktop, wine fridge, oversized island with seating and storage, 42” refrigerator, and an enormous walk-in pantry complete with an additional retro-style refrigerator. The adjoining family room showcases a custom fireplace with built-in storage and two sets of French doors opening to a large covered lanai with summer kitchen, overlooking the beautifully landscaped and fully fenced backyard with additional deck space for entertaining and relaxing. The luxurious primary suite offers custom walk-in closets, a spa-inspired en-suite bath, and private French doors leading to a secluded patio and deck area. A separate lower-level wing includes two additional bedrooms, a full bath, and utility room, creating endless possibilities for an in-law suite, home office, theater room, or private guest retreat. Upstairs, you’ll find two spacious bedrooms, including one with en-suite bath, an additional full bath, linen storage, and generous extra storage space. Additional highlights include a covered carport with EV charging outlet, oversized driveway with parking for at least 6 cars, 2-zone A/C system, gutters with leaf guards, upgraded lighting, charming picket fencing, lush landscaping, and a 10x8 storage/workshop. Live the coveted Winter Garden lifestyle with golf cart access to charming boutiques, restaurants, breweries, parks, the weekly farmers market, Lake Apopka, splash pad, and more. This exceptional home perfectly combines historic charm with luxurious modern living in one of Central Florida’s most sought-after communities. Don’t miss this rare opportunity!

217 W Bay Street, Winter Garden

$1,200,000

5 Beds ⋅ 6 Baths ⋅ Waterside/Johns Lk-Ph 1 SubDv. ⋅ 34787 Zip Code

An exceptional expression of refined living, this luxury estate is nestled within the exclusive gated enclave of Waterside at Johns Lake in Winter Garden. Boasting 5 bedrooms and 5.5 baths, this impeccably designed residence showcases a seamless blend of sophistication and comfort. The expansive open-concept layout is enhanced by elegant wood plank tile flooring throughout the main level and anchored by a chef-inspired gourmet kitchen, thoughtfully appointed for both everyday living and upscale entertaining. The lavish primary suite serves as a private sanctuary, featuring a spa-caliber bath and an oversized walk-in closet designed to impress. Step outside to your own resort-style retreat, where a screened-in pool and spa create the perfect setting for relaxation, complete with a dedicated pool bath for added convenience. The upper level offers a versatile bonus room along with a private guest suite, providing ideal accommodations for visitors or multigenerational living. Distinguished features include a 3-car garage, stately slate tile roof, charming courtyard entry, and a fully integrated irrigation system—every detail curated for both elegance and ease. Residents enjoy access to an array of resort-style amenities, including a clubhouse, state-of-the-art fitness center, community pool, fishing dock, scenic walking paths, parks, and playgrounds. Perfectly positioned just minutes from the charm of Historic Downtown Winter Garden, Winter Garden Village, Hamlin, and Horizon West, with convenient access to major thoroughfares and Central Florida’s premier attractions

16783 Turtle Hatch Drive, Winter Garden

$1,349,000

5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-2 & 2c-3 SubDv. ⋅ 34787 Zip Code

Perfectly positioned on a PREMIER WATERFRONT LOT just under half an acre, this stunning 3,910-square-foot residence delivers luxury living at every turn. Tucked away at the end of a tranquil cul-de-sac and situated on one of the few homesites in the neighborhood with no neighbors in front or behind, the property offers an exceptional sense of privacy with beautiful views of Lake Noah. A grand foyer with a dramatic wrought iron staircase sets the tone for the sophisticated interiors, where CROWN MOLDING and WAINSCOTING elevate the home throughout. The GOURMET KITCHEN is both stylish and functional, featuring a center island, glass-front cabinetry, under-cabinet lighting, designer backsplash, stainless steel appliances, and a sleek flat cooktop. A butler’s pantry and formal dining room create the perfect setup for effortless entertaining. The luxurious primary suite features a CUSTOM CALIFORNIA CLOSET SYSTEM and a spa-inspired bath with dual vanities and an oversized walk-in shower complete with double shower heads, including a RAIN SHOWER. Spacious secondary bedrooms all offer walk-in closets, with two connected by a JACK-AND-JILL BATHROOM, while the oversized upstairs loft provides flexible living space ideal for a media room, game room, or lounge. Designed for both comfort and convenience, the home also includes a 3-car tandem garage with EPOXY FLOORINGS and HANGING STORAGE RACKS, a WHOLE-HOUSE GENERAC GENERATOR, a WHOLE-HOUSE HALO WATER FILTRATION SSTEM, NEW 80-GALLON WATER HEATER, security system with cameras throughout. The backyard is a true private retreat featuring a gas-heated saltwater pool and spa with water features, SUMMER KITCHEN, FIRE PIT, screened enclosure, OUTDOOR SONOS SURROUND SOUND SPEAKER SYSTEM, upgraded LIGHTING PACKAGE, and lush professional landscaping. Beyond the screen enclosure, the fully fenced yard offers additional green space rarely found in waterfront homes. One of the property’s most unique features is the ABILITY TO BUUILD A PRIVATE DOCK on Lake Noah, offering an incredible opportunity to embrace true waterfront living in one of Winter Garden’s premier communities. Conveniently located near top-rated schools, shopping, dining, Disney, and major roadways, this home effortlessly combines luxury, lifestyle, and location into one exceptional offering. Opportunities like this do not come along often.

9827 Beach Port Drive, Winter Garden

$2,210,000

5 Beds ⋅ 6 Baths ⋅ Grove/Oakland SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. Welcome to one of the most anticipated new builds at Grove at the Harvest District — the Sunburst Plan by Davila Homes, a luxury new construction masterpiece designed for those who prioritize space, style, and lifestyle. Spanning 4,204 livable square feet with 5,665 total square feet, this stunning 5-bedroom, 5.5-bath estate is thoughtfully designed from the ground up to blend elevated living with effortless entertaining. Every inch reflects Davila Homes' signature commitment to superior craftsmanship, custom finishes, and exceptional attention to detail. Step inside and discover a floor plan built for the way you actually live — an executive office for focused work, a versatile loft for flexible living, and a gracious layout that flows naturally from the heart of the home to the outdoors. The second-floor covered terrace invites year-round relaxation with a front-row view of your private retreat below, where a custom pool and fully equipped summer kitchen set the stage for unforgettable gatherings. The three-car garage rounds out a home that delivers on every level — from daily functionality to that rare feeling of arriving somewhere truly special. Located within the coveted Grove at the Harvest District, this is more than a home — it's a legacy address in one of Central Florida's new communities.

1164 Prado Lane, Winter Garden

$1,498,440

5 Beds ⋅ 5 Baths ⋅ Winter Grove SubDv. ⋅ 34787 Zip Code

Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Introducing the exquisite Roseland former model home! This stunning 5-bedroom, 5-bathroom, 2-car garage masterpiece boasts a homesite neighboring a pond and a luxury pool, spa, and outdoor kitchen. As a former model home, there is also an option to purchase the furniture separately. As you step through the double entry glass doors, you are immediately greeted by a striking foyer that rises to the second floor, setting the tone for the entire home. To one side, an enclosed flex room offers versatility, while the formal dining room invites effortless entertaining. As you travel further into the Roseland you are greeted by a grand staircase, featuring engineered hard wood plank treads and wrought iron balusters with an oak handrail. Tucked just under the staircase is a wine lover’s dream, a wine cave with built-in cabinets, quartz countertops, and stylish tile backsplash. From there, you enter the heart of the home—the open concept kitchen and living area. Equipped with built-in Whirlpool stainless steel appliances, including a beverage cooler, double oven, and built-in cooktop, the kitchen is a dream for culinary enthusiasts. Two-tone soft-close cabinetry is paired with exquisite quartz countertops, creating a timeless and sophisticated look, while a spacious walk-in pantry ensures ample storage. The open-concept design effortlessly connects the kitchen to the gathering room and cafe, where soaring ceilings create an airy, light-filled space, perfect for both intimate gatherings and larger celebrations. Step outside to the covered lanai and enjoy your backyard oasis complete with an inground pool and spa, as well as an outdoor kitchen. Also located on the first floor, is a “Multi-Gen Suite” offering a spacious bedroom with its own linen closet, walk-in closet, and attached bathroom complete with a frameless glass enclosed shower and quartz countertops. Upstairs, the private owner’s suite spans one side of the home, creating a peaceful retreat. The owner’s retreat area, ideal for reading or unwinding, leads into the spa-inspired owner’s bath, where luxury knows no bounds. A free-standing bathtub, frameless glass-enclosed shower, enclosed toilet, and double walk-in closets create a sanctuary of relaxation. The second floor also offers two additional spacious bedrooms connected by a Jack and Jill bathroom, ensuring both privacy and convenience, while a third bedroom enjoys its own en suite bath, providing an added level of comfort and luxury. The upstairs laundry room, with a utility sink trimmed in quartz and cabinets, makes daily tasks a breeze. With an intelligently designed layout and meticulously curated finishes, this home offers the perfect balance of form, function, and style. It's the epitome of luxury living in a highly sought-after location, blending convenience, sophistication, and thoughtful design into a living experience like no other. Schedule a tour today!

398 Winter Grove Boulevard, Winter Garden

$1,225,000

4 Beds ⋅ 3 Baths ⋅ Garden West SubDv. ⋅ 34787 Zip Code

Nestled within the intimate Garden West enclave — just 11 exclusive homesites — this 4-bedroom, 3-bathroom J&J Building masterpiece spans 2,698 square feet of meticulously curated living space and sits directly on the West Orange Trail. Lace up your sneakers and you're seconds from one of Florida's premier multi-use trails, stretching 22 scenic miles through the heart of West Orange County. Located in the heart of Winter Garden's beloved Golf Cart District, Downtown Winter Garden's vibrant Plant Street is just a half mile away — putting award-winning restaurants, the beloved Saturday farmers market, boutique shops, and year-round community events right at your doorstep. From the moment you arrive, the Florida-inspired architecture, lush professionally re-landscaped grounds with low-voltage landscape lighting, and inviting covered front porch signal that every detail has been considered. Inside, the owners have transformed this already exceptional home into something truly turnkey. Two stunning shiplap feature walls anchor the main living spaces, while all-new designer lighting fixtures — inside and out — have been upgraded throughout and are fully programmable via the Leviton app, so you can set the perfect ambiance from anywhere. The chef's kitchen remains the heart of the home, featuring a Dacor 36" gas range, Samsung Pro dark stainless appliances, quartz countertops, subway tile backsplash, and ceiling-height cabinets beneath a one-of-a-kind shiplap vented hood. A reverse osmosis water filtration system at the kitchen sink adds a thoughtful, health-forward touch. Natural oak hardwood floors, crown molding, and custom woven wood window treatments on the first floor carry sophistication from room to room, while cordless blinds keep the second floor clean and effortless. The main floor offers an open living area with a guest bedroom and full bath — ideal for visitors or multigenerational living. The living room features a mounted, tilt-and-extend TV (included) paired with a Sonos sound system, controlled seamlessly by app for both the living room and lanai. Upstairs, the primary suite, two additional bedrooms, and a versatile loft provide space to spread out. Step outside and the screened lanai — enclosed with premium no-see-um screen material — becomes a true outdoor living room. Backyard café string lights, a mounted TV (included), Sonos audio, a natural gas BBQ stub-out, a retractable privacy blind, and no rear neighbors make this the ultimate Florida entertaining space. Additional outdoor power outlets and thoughtfully designed landscape lighting round out the backyard experience. Built for efficiency and peace of mind, the home features spray foam insulated block walls, energy-efficient double-pane windows, a radiant roof barrier, and a tankless gas water heater. Programable keyless entry locks secure all exterior doors, including the garage. The detached two-car garage — complete with a dedicated golf cart bay and overhead SafeRack storage — connects to the main house via a covered breezeway, a nod to the community's lifestyle-first design. This is more than a home. It's a lifestyle — trail, town, golf cart community, and turnkey luxury all in one.

705 Garden West Terrace, Winter Garden

$1,190,000

5 Beds ⋅ 4 Baths ⋅ Encore/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code

Welcome to this stunning 2021-built residence in the highly sought-after Encore at Ovation community in Winter Garden, where modern elegance meets exceptional comfort and thoughtful design. This beautifully upgraded home showcases an open-concept floor plan filled with abundant natural light, soaring ceilings, and exquisite, professionally curated finishes throughout. rom the moment you arrive, you’re greeted by impressive curb appeal, lush landscaping, a charming front porch, and a grand, custom-designed entry hall that sets the tone for the home’s refined interior. Inside, you’ll find designer lighting, including high-end chandeliers and custom pendant fixtures, enhancing both the common and private living spaces. The gourmet kitchen is a true showstopper, featuring next-generation stainless steel appliances, premium cabinetry, stunning stone countertops, a spacious center island, and a large walk-in pantry, perfectly designed for both everyday living and entertaining. The seamless flow into the living and dining areas creates an inviting atmosphere for gatherings of any size. Retreat to the expansive primary suite, where the spa-inspired master bathroom offers a truly luxurious experience with oversized proportions and high-end finishes, complemented by custom-designed closets. Additional bedrooms are generously sized, offering flexibility for guests, a home office, or multi-generational living. This home also features a spacious loft, an oversized laundry room, and beautiful flooring throughout with no carpet, providing both style and easy maintenance. Step outside to your private backyard oasis, designed for unforgettable moments. Enjoy a covered summer kitchen complete with modern features and a cozy fireplace, perfect for barbecues and al fresco dining. The breathtaking pool and spa, enhanced by elegant landscaping and design, create a resort-style ambiance. A fire pit gathering area and outdoor shower complete this exceptional space, your guests may never want to leave. Additional highlights include a Tesla charger, solar panel system for significant energy savings, and a garage equipped with storage racks and ample space. Situated on a premium lot, this home truly offers it all. Ideally located near top-rated schools, shopping, dining, and major highways, and just minutes from Walt Disney World and Orlando’s world-class attractions, this move-in-ready masterpiece delivers the perfect combination of luxury, efficiency, and prime location.

12241 Encore At Ovation Way, Winter Garden

$1,660,000

6 Beds ⋅ 7 Baths ⋅ Avalon Rdg SubDv. ⋅ 34787 Zip Code

Sunset Lake Views | Luxury Upgrades | Move in Ready | Positioned on a Cul-de-Sac homesite with unobstructed views of Lake Avalon, this six-bedroom residence offers a functional two-level layout. Built in 2024 and enhanced with extensive owner improvements completed after purchase. The main floor supports single-level living with a primary suite, guest bedroom with en-suite bathroom, study, and an extensively upgraded kitchen and butler’s pantry featuring an oversized 10’ x 7’ island, quartz countertops, stacked cabinetry, dual Bosch dishwashers, Thermador microwave, and Samsung appliances. New luxury vinyl flooring extends throughout the first level, complemented by 12-foot ceilings. The primary suite features tray ceilings, automatic blinds, a large walk-in closet, and a remodeled bath with floor to ceiling tile and seamless glass shower. Upstairs includes a 33x22 loft, media room, four additional bedrooms, climate-controlled storage, and a balcony with elevated lake views. Other recent updates include interior paint, lighting, and gutters. Community amenities include a recreation area and walking trails, with convenient access to the 429, downtown Orlando, Walt Disney World, and top-rated schools.

16161 Barkly Ridge Court, Winter Garden

$1,000,000

4 Beds ⋅ 4 Baths ⋅ Country Lakes SubDv. ⋅ 34787 Zip Code

Virtually Staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.

14001 Country Estate Drive, Winter Garden

$3,330,000

6 Beds ⋅ 6 Baths ⋅ Isles Lake Hancock SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Get ready to be impressed by this exceptional lakefront residence at 14511 Isleview Dr in Winter Garden, fully renovated by the renowned Davila Homes. Set directly on the pristine shores of Lake Hancock, this luxury property offers breathtaking water views and a private dock, perfect for boating, sunset lounging, or embracing the ultimate Florida lifestyle. This thoughtfully designed home features 5 spacious bedrooms, including a private mother-in-law suite ideal for multigenerational living or guests. A dedicated home office provides the perfect space for remote work or quiet study, while a fully equipped home gym adds to the home’s functional appeal. At the heart of the home is a stunning chef’s kitchen, complete with top-of-the-line appliances, custom cabinetry, and premium finishes—designed to impress both everyday cooks and seasoned entertainers alike. With refined modern design, high-end finishes, and meticulous attention to detail throughout, this residence offers an unmatched blend of luxury, comfort, and lakefront living in one of Winter Garden’s most desirable locations.

14511 Isleview Drive, Winter Garden

$1,100,000

5 Beds ⋅ 4 Baths ⋅ Hickory Hammock SubDv. ⋅ 34787 Zip Code

One lucky buyer will soon call this exceptional home their own. Proudly offered for the first time by the original owners, who have cherished and meticulously cared for it since day one, this residence sits on a quiet cul-de-sac in the gated community of Hickory Hammock. With generous 90 feet of frontage along Lake Burnett and bordered by a retention pond on the side, it delivers rare privacy and space that is seldom found at this price point in the area. Curb appeal greets you immediately on this peaceful Cul de sac surrounded by stocked ponds, setting the stage for one “wow” moment after another inside. Formal living and dining areas welcome you, with the flexible living space easily convertible to a home office with minimal effort. The heart of the home is the expansive open kitchen, complete with abundant counter space, a large prep island, and a walk-in pantry. Even routine tasks become a pleasure here, thanks to the sweeping views of the backyard oasis from the sink. Adjacent, the oversized family room features a dramatic wall of glass that frames the breathtaking scenery beyond. Upstairs, a spacious bonus room offers versatility, pre-wired for a home theater. The owner’s suite is huge with dual vanities, a walk-in shower, a soothing garden tub and 2 walk in closets. Yet it is the backyard that truly captures the essence of the Florida lifestyle. A large screened and heated saltwater pool anchors the space, surrounded by a beautifully finished deck perfect for effortless entertaining or quiet relaxation after a long day. From here, postcard-perfect sunsets paint the sky while you soak in panoramic views of Lake Burnett, Johns Lake, and the serene nature preserve—views that feel exclusively yours thanks to the thoughtful layout and surrounding privacy. The hot tub will stay too ! New pool pump too. The FULLY PAID -OFF whole-home solar panel system ensures your electric bills remain remarkably low, while an EV charger, upgraded shutters on all windows and overhead garage storage racks convey with the home. Whole home water filtration will also stay. Both AC units replaced 2 years ago and come with 10 year warranties, for worry free ownership. Residents of Hickory Hammock enjoy a true resort lifestyle behind the gated entrance. Gather at the clubhouse, unwind by the beach-entry community pool, or stay active at the state-of-the-art fitness center, tennis courts, playground, beach volleyball area, BBQ and picnic spots, lakeside park, and fishing pier along Johns Lake. Highly rated K-12 school district , and convenient access to Montverde Academy, Foundation Academy and Windermere Preparatory campuses, make this an ideal location for those that are focused on education. Everyday conveniences abound with shopping and dining options in every direction, including a short drive to Winter Garden Village and the vibrant historic downtown with its famous farmers market and year round festivals. Disney is less than 20 minutes from the gate, downtown Orlando is easily reachable, and the 429 expressway provides smooth commutes throughout Central Florida. This is a rare opportunity to own a lovingly maintained home with unmatched privacy, sweeping lake and preserve views, and an enviable lifestyle—all priced for a smooth, no-drama transaction. Don’t miss your chance to experience it in person.

15196 Lake Claire Overlook Drive, Winter Garden

$2,850,000

7 Beds ⋅ 7 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code

Welcome to an extraordinary estate in Lakeshore Preserve, this exceptional lakefront estate represents a rare convergence of scale, sophistication, and resort-inspired living. Crafted by Toll Brothers, this expanded Santa Bella model stands as one of the largest and most distinguished residences in the community, offering over 6,400 square feet, 7 bedrooms, and 6.5 bathrooms. A stately tile roof crowns the home, enhancing its timeless architectural presence. A grand sense of arrival gives way to interiors defined by volume, light, and intentional design. Formal and informal living spaces flow effortlessly, anchored by an expansive dining area and a showpiece gourmet kitchen. Outfitted with stacked cabinetry, striking quartz surfaces, a natural gas cooktop with pot filler, and an oversized walk-in pantry, the kitchen is designed to perform as beautifully as it presents. The great room is both inviting and dramatic, centered around a natural gas fireplace and framed by expansive glass sliders that dissolve the boundary between indoors and out—revealing a private outdoor setting designed for both grand entertaining and quiet retreat. The floor plan is curated for both elegance and flexibility. The main level hosts the primary suite along with the home’s core living spaces, creating a refined yet functional everyday experience. A private multi-generational suite offers its own living area, kitchenette, full bath, and spacious bedroom—ideal for extended family or long-term guests. A well-appointed laundry room with dual washers and gas dryers adds an additional layer of convenience. Upstairs, the home extends its sense of scale and comfort, offering generously sized secondary bedrooms, a versatile bonus space, and a dedicated theater room—perfectly suited for elevated leisure and entertainment. Outdoors, a true resort-style environment unfolds. The lakefront backdrop sets the stage for a custom pool with cascading waterfall, an 8-person spa, and an expansive covered lanai adorned with coffered ceilings. Lounging and dining areas invite both vibrant gatherings and serene, private moments—all framed by tranquil water views. This home also offers nightly views of Walt Disney World Resort fireworks—an iconic backdrop to your private outdoor retreat. Residents of Lakeshore Preserve enjoy an amenity-rich lifestyle with access to a state-of-the-art clubhouse, fitness center, activity spaces, zero-entry pool, kayaking and paddleboarding, beach volleyball, playgrounds, and scenic parks. HOA includes full lawn and landscaping maintenance along with 1-gig high-speed internet. Enjoy unmatched convenience with quick access to Walt Disney World and Universal Studios, along with championship golf at Orange County National Golf Center and the vibrant atmosphere of Downtown Winter Garden. Families benefit from a premier school zone, including Horizon High School just across the community, Panther Lake Elementary School a short walk away, and Water Spring Middle School nearby. With exceptional scale, thoughtful design, and a premier setting, this home stands as a true expression of luxury living and distinction. Private showings available by appointment.

15522 Shorebird Lane, Winter Garden

$1,295,000

Briley Farm SubDv. ⋅ 34787 Zip Code

Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your oasis—a timeless farmhouse, a classic Southern estate, or a luxurious lakeside residence. You’ll have the option to work with one of our three trusted builders, each known for their exceptional craftsmanship and personalized approach: Pioneer Builders, J&J Building, and Element Home Builders. These professionals bring years of experience and dedication to turning your vision into reality. This lot is situated within a peaceful, beautifully maintained community that combines the tranquility of lakeside living with convenient access to local shops, dining, and major roadways. With utilities already in place and minimal site preparation required, you're ready to get started on building the home you’ve always dreamed of. As a lakefront property owner, you'll also have the opportunity to add a private dock, perfect for boating, fishing, or simply soaking in the stunning sunsets over Lake Apopka. This is a rare opportunity to become part of the Briley Farm lifestyle, where quality, nature, and community come together. Don’t miss your chance to build in Briley Farm, Okland's newest custom home community. Reach out today for more information or to schedule a private tour.

556 Walker Street, Oakland

$1,049,900

5 Beds ⋅ 4 Baths ⋅ Ests/Lakeview Preserve SubDv. ⋅ 34787 Zip Code

Welcome to 3208 Sailing Pier Ave, the original model home at The Estates at Lakeview Preserve. Built in 2023, this stunning residence offers 5 bedrooms, 4 bathrooms, and nearly 4,000 square feet of living space. It is being sold fully furnished with designer-selected pieces, representing turnkey luxury at its finest. The first level features an open-concept layout filled with natural light, a chef-style kitchen with quartz countertops and a walk-in pantry, a spacious living and dining area, a private flex room, and a serene and elegant primary suite. Two additional bedrooms are also located on the first floor. The second level offers a second living area, two more bedrooms, and a beautifully furnished family/game room, perfect for entertaining and relaxing. As a former model home, every detail was professionally designed, and all furnishings are included. The expansive backyard provides the perfect space to create your dream outdoor oasis. Located in the gated community of Estates at Lakeview Preserve, residents enjoy resort-style amenities including a pool, clubhouse, fitness center, playground, and scenic lakeside trails. The home is just minutes from SR-429, Disney, Winter Garden Village, and top-rated schools. Move-in ready and meticulously maintained, this home offers exceptional style, convenience, and value. Schedule your private showing today.

3208 Sailing Pier Avenue, Winter Garden

$1,440,000

Prominent Pointe Ph 2 SubDv. ⋅ 34787 Zip Code

Discover this exceptional 5.45-acre lake view homesite in Lake County with a highly desirable Winter Garden address, located in the private, deed-restricted community of Prominent Pointe. This high-and-dry property offers breathtaking views of Johns Lake, stunning sunsets, and a peaceful setting surrounded by natural beauty, including mature bamboo. Build your custom dream home at your own pace—there is no time limit to build, and you can bring your own builder. The expansive acreage provides endless possibilities, whether you envision a private estate, hobby farm, or organic garden on this certified organic land. Enjoy the privacy of a quiet cul-de-sac with no through traffic, creating a serene environment for residents. Despite its tranquil setting, this property is conveniently located just minutes from major roadways including SR 429, SR 50, and the Florida Turnpike, offering easy access to Downtown Orlando, area attractions, and the airport. Shopping, dining, and entertainment are just a short drive away at Winter Garden Village, along with close proximity to world-renowned destinations like Walt Disney World, Universal Studios, and SeaWorld. Location, Location, Location! This rare offering combines privacy, location, and natural beauty—truly one of Winter Garden’s best-kept secrets. Secure your piece of paradise today!

11711 Flynn Court, Winter Garden

$1,025,000

5 Beds ⋅ 4 Baths ⋅ Johns Landing SubDv. ⋅ 34787 Zip Code

Beautiful house, fully remodeled luxury residence in the exclusive gated community of John's Landing. Offering nearly 4,000 sq/ft, this impressive 5 bedrooms, 4 bath home features, 2 of the bedrooms is a suite, high-end finishes, and a seamless modern design throughout. Porcelain tile flooring, a stunning gourmet kitchen with island with quartz countertops, custom cabinetry and a premium stainless steel appliances. Every details has been thoughtfully upgraded; spa inspired master bathroom include designer walk-in shower,LED mirrors, and luxury fixtures. Step outside to a private screened-in pool and spa, creating the perfect setting for entertaining and relaxed living. Residents enjoy gated access and private boat/jet sky ramp to John's Lake, ideal for boating and jet skis. Also prime location access to Turnpike Hwy and just minutes from Winter Garden, Clermont, Downtown Orlando and all Disney Parks.

219 Largovista Drive, Oakland

$1,275,000

5 Beds ⋅ 4 Baths ⋅ Hickory Hammock SubDv. ⋅ 34787 Zip Code

Tucked away on a Private Street within a quiet cul-de-sac in the highly sought-after Gated community of Hickory Hammock, this exceptional 5 Bedroom, 4 Bathroom residence offers 3,908 sqft of thoughtfully designed living space with captivating views of Lake Burnett. Perfectly positioned to capture both Lake and Conservation Vistas, this home delivers the rare combination of Privacy, Comfort, and an Elevated Lifestyle in one of Winter Garden’s Most Desirable Neighborhoods. From the moment you enter, soaring 20-foot Ceilings in the foyer create a grand sense of arrival, complemented by a Formal Dining Room and immediate Sightlines to the Sparkling Pool and Tranquil Lake beyond, an unforgettable first impression that sets the tone for the entire home. Designed for both everyday living and entertaining, the first floor features Wood Plank tile throughout and an open, functional layout. The kitchen serves as the heart of the home, appointed with New Quartz Countertops, Stainless Steel Appliances, a Double Oven, abundant cabinetry, and an expansive Walk-in Pantry just off the Butler’s Pantry, complete with a JennAir Beverage and Wine Fridge. Thoughtful Lighting throughout enhances the warmth and livability of each space. Step outside to your Private Outdoor Retreat, where a Covered and Screened Lanai frames Peaceful Lake and Conservation Views. The Saltwater Pool with a Baja Shelf and Heated (electric) Spa invites year-round enjoyment, while the Spacious Backyard offers Plenty of Room for Kids or Pets to play, all while enjoying Stunning SUNSET VIEWS each evening over Lake Burnett and the Johns Lake Conservation area. A First-Floor Bedroom with a Full Bath provides flexibility for guests or multi-generational living. Upstairs, a generous Bonus Room offers endless possibilities for a media room, playroom, or additional living space. The Primary Suite is a true retreat, featuring Double Tray Ceilings and a Private Screened Balcony overlooking Lake Burnett, offering the perfect setting to take in breathtaking Sunset Views each evening. Secondary Bedrooms are well-appointed with Walk-in Closets, including one bedroom with an Ensuite Bathroom, while the remaining 2 Bedrooms share a well-designed bath. The tandem 3-Car Garage provides ample space for vehicles and storage, complemented by a spacious first-floor Laundry Room featuring New Quartz Countertops, a Sink, ample Cabinetry, and a Walk-in Closet. Residents of Hickory Hammock enjoy an impressive array of amenities including a Clubhouse, Fitness Center, Resort-style Pool, Fishing Pier, Tennis Courts, Sand Volleyball Courts, Dog Park, Playground, Walking Trails, and Golf-Cart-friendly streets. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, Top-Rated Schools, and approximately 20 miles to Orlando International Airport. This home offers the Perfect Blend of Space, Functionality, and Desirable Water View Living - schedule your private showing TODAY.

15200 Lake Claire Overlook Drive, Winter Garden

$2,295,000

6 Beds ⋅ 6 Baths ⋅ Overlook At Hamlin SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Experience lakefront luxury at its finest. Situated on the pristine shores of Lake Hancock in Overlook at Hamlin, this 2020-built Mediterranean masterpiece offers the perfect blend of elegance and recreation. Boasting 6 spacious bedrooms and 5.5 baths, this home features an open-concept layout with soaring cathedral ceilings and high-end finishes throughout. The gourmet kitchen, complete with a massive island and walk-in pantry, flows seamlessly into the living areas—all offering stunning water views. Step outside to your private oasis featuring a salt-water pool and a custom composite dock (2022) ready for skiing or sunset cruises. With the primary suite on the main floor and a massive upstairs game room, there is space for everyone. Enjoy the best of Winter Garden living with top-rated schools and world-class community amenities.

7460 John Hancock Drive, Winter Garden

$2,075,000

5 Beds ⋅ 6 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Award-Winning Toll Brothers Model Home on the Lake | Infinity Pool + Designer Estate Welcome to luxury waterfront living in the highly sought-after Panther Lake community in Winter Garden. This award-winning Maranello model sites on a premium lakefront homesite and is designed for both elevated everyday living and effortless entertaining, the home showcases expansive open living areas, designer finishes, and seamless indoor-outdoor flow. Property Highlights & Amenities: * Seller pays $10,000.00 towards buyer's closing costs * Infinity pool with heated spa providing breathtaking water views * Large pocket sliders create a true open-air living experience, connecting the living and dining spaces with the pool, lanai, and lake * Private mother-in-law suite offering a comfortable and private retreat for guests or extended family, ideal for multi-generational living or a quiet home office * Chef’s kitchen with JennAir appliances designed for both everyday living and elevated entertaining * Top rated schools a bike ride from Independence Elementary School and Horizon High School * Outdoor living with a fully equipped kitchen, fireplace, fire pit and TV creating a complete outdoor living space perfect for hosting or relaxing year-round * Private balcony with expansive views of the Lake, pool and community * Butler’s kitchen providing additional prep space, storage, and functionality for seamless entertaining * Spacious loft with built-ins and workspace offering flexible space for work, study, or casual gathering * First-floor primary suite with spa-style bath and walk-in closet creating a private retreat with comfort and convenience on the main level * Professionally designed model home finishes throughout delivering a cohesive, high-end aesthetic in every space * Furnishings convey, presenting an opportunity to acquire the home’s professionally curated design elements. Enjoy access to Panther Lake’s resort-style community amenities, including a clubhouse with event space for private parties and receptions, fitness center, community pool, playground, walking trails, and a private dock with canoe/kayak storage—perfect for embracing the lakefront lifestyle. A rare opportunity to own a premier waterfront model home with resort-style amenities - this home delivers the perfect blend of privacy, luxury, and convenience. Schedule your private showing today.

15555 Panther Lake Drive, Winter Garden

$1,349,000

7 Beds ⋅ 4 Baths ⋅ Mcallister Lndg SubDv. ⋅ 34787 Zip Code

Welcome to an extraordinary Winter Garden retreat where luxury, flexibility, and resort-style living come together in one remarkable residence. Situated on a premium corner lot, this expansive 7-bedroom, 4-bath home offers over-the-top living spaces designed for entertaining, multi-generational living, and creating unforgettable memories. Step inside to soaring ceilings, abundant natural light, and an open-concept floor plan that effortlessly blends elegance with everyday comfort. The chef-inspired kitchen serves as the heart of the home, featuring an oversized island, breakfast bar, abundant cabinetry, and seamless flow into the spacious family room and café dining area. The thoughtfully designed layout includes both the owner's suite and a guest bedroom on the main level, providing ideal accommodations for extended family or visitors. Upstairs, a sprawling game room, dedicated home theater, and additional bedrooms create the ultimate entertainment hub for family and guests alike. Outside, your private backyard oasis awaits. Relax by the sparkling in-ground pool, entertain under the covered lanai, or host gatherings in the fully equipped summer kitchen. The fully fenced yard provides privacy while maximizing enjoyment of Florida's year-round sunshine. Perfectly positioned just minutes from Historic Downtown Winter Garden, Orlando's world-famous attractions, premier dining, shopping, and entertainment, this exceptional home offers the lifestyle today's buyers are seeking—space to gather, room to grow, and amenities that make every day feel like a vacation.

1698 Juniper Hammock Street, Winter Garden

$1,025,000

5 Beds ⋅ 4 Baths ⋅ Sunset Lakes SubDv. ⋅ 34787 Zip Code

Experience luxury living in this gorgeous home in the highly sought after Sunset Lakes community in Winter Garden. This FULLY-REMODELED, 5-bedroom, 4-bath POOL/SPA home sits on a SERENE POND and offers 3,389 sq. ft. of beautifully designed living space on OVER HALF AN ACRE, complete with a three-car side entry garage. Four of the 5 bedrooms are conveniently located on the first floor (including the Primary Bedroom), with the 5th Bedroom, a full bath and a bonus loft located on the second level. Inside, the home features designer ENGINEERED HARDWOOD FLOORING throughout the main living areas and the downstairs primary suite. The CHEF'S KITCHEN is a showpiece, boasting THREE SLABS OF PERMIUM CALCUTTA QUARTZ, an ITALIAN MARBLE BACKSPLASH, 60-inch DOUBLE-STACKED ALL WOOD SHAKER CABINTRY, a handy FOOD PREP ISLAND, a BREAKFAST BAR and TOP-OF-THE-LINE SAMSUNG APPLIANCES! The family room features AUTOMATIC ROLLER SHADES and is open to the kitchen and features Cathedral ceilings, a huge picture window and French Doors to the inviting lanai and sparkling pool. The primary suite is a retreat of its own, offering a FULLY-RENOVATED, SPA-INSPIRED bathroom with floor to ceiling CALCUTTA TILE, a frameless glass shower, a freestanding soaking tub, tall custom cabinetry with WHITE EXOTIC CARERRA QUARTZ COUNTERS and a massive walk-in closet! Architectural details elevate every room, including Plantation Shutters, multiple sets of French Doors, tray ceilings, volume and cathedral ceilings, extensive crown molding, transom windows, recessed lighting, bead boarding and elegant custom millwork. Step outside to a stunning outdoor oasis. The completely remodeled pool and spa area is surrounded by 2100 sq. ft. of travertine decking that extends across the covered lanai and additional outside patio space—perfect for entertaining! The lanai ceiling is finished with tongue and groove wood planks, adding warmth and sophistication. Other major upgrades include NEW DOUBLE-PANE, THERMAL WINDOWS (2023), a 2019 ROOF a 2019 AC SYSTEM and rain gutters. The extended brick paver driveway and matching walkway enhance curb appeal, while the well-fed irrigation system coupled with the well water (filtered by the whole house WATER SOFTENER) help keep utility costs low. Note: The wooden planter at the back of the pool and the retaining wall at the back of the lot needs some work and conveys 'AS IS.' All of this is just 5 minutes from the 429, offering quick access to Orlando and surrounding areas. Downtown Winter Garden & Winter Garden Village are also nearby as well as numerous championship golf courses for all your shopping, dining and recreational needs! Nearby top-rated schools are just another plus! Call for your showing today if you want to be the lucky one to snag this one-of-a-kind home before someone else does!

13536 Sunset Lakes Circle, Winter Garden

$1,100,000

5 Beds ⋅ 5 Baths ⋅ Lakeshore Preserve Ph 2 SubDv. ⋅ 34787 Zip Code

OVERSIZED CORNER LOT. 3- CAR GARAGE. NEW OUTDOOR GOURMET AREA. FIRST-FLOOR SUITE. HUGE LOFT. 5 BEDROOMS Welcome to this beautifully appointed home in the highly desirable Lakeshore community in Winter Garden, offering an exceptional combination of space, comfort, and location. Situated in a prime area close to top-rated schools, shopping, dining, and major roads, this residence is ideal for buyers seeking both convenience and an outstanding lifestyle. This spacious home features 5 bedrooms, 4 full bathrooms, and 1 half bath, with a highly functional and attractive floor plan. Upon entry, you are welcomed by a private first-floor suite, perfect for guests, in-laws, or a home office with added privacy. Upstairs, you will find the remaining bedrooms, including the generous primary suite, along with a huge loft that offers endless possibilities for a media room, playroom, second living area, or home workspace. The home also features a formal dining room, while the kitchen, breakfast area, and family room flow seamlessly together in an open-concept layout that is ideal for both everyday living and entertaining. Step outside to enjoy the brand-new outdoor gourmet area, creating the perfect setting for gatherings, weekend barbecues, and relaxed Florida living. Residents of Lakeshore enjoy access to excellent community amenities, including a well-appointed clubhouse, fitness center, and playground, all contributing to a vibrant and welcoming neighborhood atmosphere. This is a rare opportunity to own a spacious, well-located home in one of Winter Garden’s most attractive communities. The spacious backyard offers excellent potential for a future pool. Some images have been virtually enhanced to help illustrate the outdoor possibilities. Pool shown in renderings is not currently installed.

15161 Canoe Place, Winter Garden

$2,050,000

5 Beds ⋅ 7 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code

Lakefront living, done at scale. Set along approximately 160 feet of shoreline on Lake Hancock, this five-bedroom, six-and-a-half-bath residence delivers expansive water views, refined finishes, and a layout designed for both everyday living and effortless entertaining. From the moment you enter, soaring ceilings, arched architectural details, and wide-plank hardwood floors create a sense of openness and flow. A wall of arched windows floods the home with natural light and draws your eye straight through to the lake beyond. At the center, a chef’s kitchen anchors the space—featuring a generous island, porcelain farm sink, custom cabinetry, glass tile backsplash, and a full suite of Wolf and Sub-Zero appliances. The kitchen opens seamlessly to the family room and breakfast area, all positioned to capture the view. The primary suite is tucked privately on the main level, offering a true retreat with tranquil lake views, a spa-style bath with soaking tub and walk-in shower, dual vanities, and an oversized closet. Upstairs, four additional bedrooms with en-suite baths are complemented by a spacious game room and dedicated media room—creating separation and flexibility for guests or family. Outdoor living is just as compelling. A covered lanai and upper-level balcony overlook the water, with ample space to design a custom pool and private dock. Located near Hamlin Town Center, Winter Garden Village, and major roadways, the home offers both convenience and a true waterfront lifestyle, with community amenities including a pool, fitness center, playgrounds, and dock access

5340 Bowman Drive, Winter Garden

$1,075,000

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Nestled in the heart of Winter Garden’s beloved Golf Cart District, this oversized Seaside model by David Weekley invites you to embrace a lifestyle where luxury meets charm. Tucked within the picturesque Oakland Park Subdivision, this home offers not just a place to live but a way to experience the very best of this vibrant community. Step inside, and you’re greeted by the golden warmth of light wood laminate floors and streams of natural light pouring through every window. The gourmet kitchen, truly the soul of the home, is a chef’s haven with a gas stovetop, sleek finishes, and plenty of room to gather, cook, and connect. Just steps away, the main-floor master retreat becomes your personal sanctuary—offering peace, privacy, and every comfort you could wish for. The second floor is a haven in its own right, with three spacious bedrooms circling a versatile loft space. Whether it becomes a playroom, a cozy reading nook, or your dream work-from-home setup, the possibilities are endless. Outside, the rare 3-car garage, discreetly accessed via a quiet alley, adds both convenience and a touch of exclusivity. But the magic doesn’t stop at your doorstep. Imagine mornings strolling leafy trails, afternoons exploring Winter Garden's historic downtown, and evenings savoring craft beer or artisan treats at the nearby Plant Street Market—a true local gem just moments away. From farmers markets to boutique shops, this is a neighborhood where every day feels like a celebration. This isn’t just a home; it’s a gateway to the lifestyle you’ve been dreaming of. Don’t wait—schedule your private tour today and let this storybook setting become your reality.

883 Tilden Oaks Trail, Winter Garden

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Hickory Hammock Ph 1d SubDv. ⋅ 34787 Zip Code

Experience true lakefront living in the highly sought-after Hickory Hammock community in Winter Garden on the shores of Johns Lake. This stunning 4-bedroom, 3.5-bath home, showcases breathtaking sunset views and a seamless blend of luxury and comfort. Inside, rich wood flooring flows throughout the main living areas and most bedrooms, complemented by custom finishes, accent walls, and an open-concept layout designed for both everyday living and entertaining. The designer kitchen features an oversized island, upgraded cabinetry, stainless steel appliances, and stylish lighting, all overlooking a spacious living area with custom ceiling details and expansive sliding glass doors framing the lake. The primary suite offers a private retreat with a custom feature wall and a spa-inspired bath with dual vanities and a large walk-in shower. Additional highlights include a built-in bar/wine area, spacious laundry room, and a dedicated fitness room with sauna. Step outside to a true resort-style setting featuring an infinity-edge pool and spa overlooking the water, an expansive screened lanai, and a fully equipped outdoor living area with fireplace, TV, spacious seating area, refrigerator, stainless steel grill, and Big Green Egg. Enjoy direct lake access from your private dock complete with boat lift and automatic enclosure, perfect for boating, fishing, and year-round waterfront living. Located in one of Winter Garden’s premier communities with top-rated schools, clubhouse, fitness center, tennis courts, and convenient access to shopping and dining, this exceptional property offers the ultimate Florida lakefront lifestyle.

Winter Garden

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Overlook At Hamlin SubDv. ⋅ 34787 Zip Code

Welcome to Horizon West living at its finest in the highly sought-after Overlook at Hamlin community, home of top-rated schools. This exceptional pool home is perfectly positioned on a premium oversized lot offering over 4k SF with lake views in the front and fireworks views in the back. The thoughtfully designed living space has a northwest-facing orientation, allowing you to enjoy breathtaking sunrise views from your backyard oasis and stunning sunset views from the front. This luxurious and meticulously maintained upgraded home features 4 to 6 bedrooms, 3.5 bathrooms, and a highly desirable first-floor primary suite designed for comfort and privacy. The open-concept floor plan is enhanced by a spacious loft and multiple flex spaces, including dedicated offices or additional bedrooms on both levels, each with elegant French doors. The expansive living area is anchored by a custom 20-foot entertainment wall complete with built-ins, a fireplace, and integrated sound, creating the perfect setting for both relaxation and entertaining. The chef’s kitchen is a true showpiece, upgraded with brand-new commercial-style Café luxury appliances (2026), gas cooktop, custom cabinetry with soft-close features, designer backsplash, upgraded lighting, and an oversized custom pantry with a butler’s area. Multiple dining spaces, including a formal dining room and eat-in kitchen, offer versatility for gatherings both large and intimate. Additional major upgrades provide peace of mind and modern efficiency; two brand-new Carrier AC systems (2026) with a 10-year warranty, whole-house water purification and softener system, and new LED lighting in the pool. The home also includes 2 tankless gas water heaters and features high-end finishes throughout, including commercial-grade luxury vinyl flooring, premium carpeting, fresh interior paint, designer lighting, and smart home enhancements such as remote-controlled window treatments and extensive wall-mounted TV connections. Step outside to your private resort-style retreat, featuring a custom 600-square-foot saltwater pool with marble decking, sun shelf, waterfall features, and panoramic screened enclosure designed to maximize views of Disney fireworks. A separate spa, added in 2024, creates the ultimate relaxation experience. The outdoor living space is complete with a fully equipped summer kitchen, built-in bar, tongue-and-groove ceilings, and professionally designed landscaping with privacy hedges and palm trees. With no direct rear neighbors and a dry retention pond behind, this home offers exceptional privacy and serene surroundings. Additional exterior highlights include an extended driveway, oversized two-car garage with space for a golf cart, full fencing with multiple access points, exterior lighting, gutters, and security features, including cameras and motion lighting. Located just a half-mile from Hamlin Town Center, this home is accessible via walking trails, golf cart, or a 1-minute drive to shopping, dining, and entertainment. Residents of the Overlook community enjoy resort-style amenities, including a clubhouse, fitness center, community pool with splash area, walking trails, dog park, playgrounds, fishing pier, and private boat ramp access to Lake Hancock. This is a rare opportunity to own a move-in-ready luxury home in one of Winter Garden’s most desirable locations, where you can experience elevated Florida living at its best. Set up a showing today before it's gone.

5401 Bowman Drive, Winter Garden

$1,199,999

4 Beds ⋅ 2 Baths ⋅ Mt Park Orange Grove SubDv. ⋅ 34787 Zip Code

Rare opportunity to own 6.8 acres in the heart of Horizon West! Zoned A1 with NO HOA. Zoned for top rated schools. Bring your horses, goats, chickens and build your dream home. The property is located at the end of a dead end street. Very private and isolated. One side of the property is flanked by retention ponds, the other side is the future home of a community park, and far in the backyard is Hamlin Elementary and Middle Schools. The home has been gutted and ready to customize your ideal floor plan. Plenty of room on the land to add a barn, ADU, or workshop. The lot contains wetland so a pond ebbs and flows on the property bringing all sorts of life to the land. Enjoy the tranquil ranch life with beautiful sunsets while remaining within minutes of shopping, restaurants, Disney, and access to the 429. Refer to Orange County Land Use Table for property use. Check with county to verify all current and future use.

17425 Lake Ingram Road, Winter Garden

$3,470,000

5 Beds ⋅ 6 Baths ⋅ Briley Farm - Phase 1b SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. Pre Construction. To be Built. Briley Farm rests comfortably on 111 acres of lush landscape in the beautiful town of Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! Each residence will be meticulously designed to complement its natural surroundings, with spacious floor plans that flow from room to room, planned to be airy yet cozy and ready for your personal touch. At Briley Farm, you'll find a seamless combination of residential luxury and convenience, with homes built for enjoying the best of indoor and outdoor living. Briley Farm boasts serene scenery as a picturesque back drop for new home construction, while still near shopping, restaurants, and major highways. At Briley Farm you'll discover comfortable countryside living under a canopy of welcoming trees, set to embody the lifestyle for which you've been searching, all nestled away from life's demands.

521 N Pollard Street, Oakland

$3,894,945

6 Beds ⋅ 7 Baths ⋅ Briley Farm - Phase 1b SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. Briley Farm rests comfortably on 111 acres of lush landscape in the beautiful town of Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! Each residence will be meticulously designed to complement its natural surroundings, with spacious floor plans that flow from room to room, planned to be airy yet cozy and ready for your personal touch. At Briley Farm, you'll find a seamless combination of residential luxury and convenience, with homes built for enjoying the best of indoor and outdoor living. Briley Farm boasts serene scenery as a picturesque back drop for new home construction, while still near shopping, restaurants, and major highways. At Briley Farm you'll discover comfortable countryside living under a canopy of welcoming trees, set to embody the lifestyle for which you've been searching, all nestled away from life's demands.

517 N Pollard Street, Oakland

$2,400,000

34787 Zip Code

Rarely does a "blank canvas" of this magnitude become available in the heart of Winter Garden’s most sought-after corridor. This sprawling 5.02-acre estate site offers the ultimate sanctuary for those seeking to escape the restrictions of an HOA without sacrificing modern convenience. Boasting a grand 166-foot frontage on Stoneybrook West Parkway and tranquil views of Lake Roberts, the land is perfectly suited for a multi-generational custom estate, a private equestrian retreat, or a sprawling "hobby farm" compound. Under its versatile ORG-A-1 (Citrus Rural) zoning, you have the freedom to build not just a luxury residence, but the lifestyle amenities that nearby communities forbid—including private stables, massive, detached workshops, collector’s garages, and ample space for RV or boat storage. Positioned just minutes from the 429 and Winter Garden Village, this property represents a vanishing opportunity to own significant acreage with unparalleled autonomy and serene water vistas in the 34787 zip code.

12714 Stoneybrook West Parkway, Winter Garden

$1,225,000

5 Beds ⋅ 7 Baths ⋅ Canopy Oaks Ph 1 SubDv. ⋅ 34787 Zip Code

Within the gated community of Canopy Oaks in Winter Garden, Parade of Homes award-winning Delray model by renowned builder A.R. Bailey Homes combines timeless architecture with curated upgrades rarely found in today’s market. Within an intimate enclave of only 49 homesites, this meticulously maintained home offers over 4,000 square feet of flexible multigenerational living, entertaining spaces and seamless indoor-outdoor Florida living. Ideally just minutes from Historic Downtown Winter Garden, Winter Garden Village, Orlando Health, the Roper YMCA, shopping, dining, recreation and major roadways including Florida’s Turnpike, SR 429, SR 408 and Interstate 4. A paver driveway, concrete tile roof, stone-accented exterior, wood-look garage doors, three-car garage and grand solid wood double-entry doors create a striking first impression. Inside, 10-foot ceilings in the great room, architectural details, abundant natural light, elegant finishes, and wood-look porcelain tile flooring throughout the first floor create a sophisticated yet welcoming atmosphere. The chef’s kitchen serves as the heart of the home, designed for everyday living and entertaining. Highlights include a natural gas cooktop with exterior vent, built-in wall oven, upgraded appliances, pot filler, oversized center island, 42-inch cabinetry with crown molding, under-cabinet lighting, designer tile backsplash and an expansive walk-in pantry overlooking the coffered-ceiling great room. A gated wine cellar adds a distinctive feature rarely found at this price point. The luxurious first-floor primary suite was designed as a spa-inspired retreat, featuring a beautifully appointed primary bath with premium finishes, dual vanities, an oversized walk-in shower, freestanding soaking tub and a spacious walk-in closet. A separate first-floor en-suite bedroom provides flexibility for guests, extended family, multigenerational living or a private home office. Upstairs, a second primary suite is complemented by two additional en-suite bedrooms, a spacious loft, guest powder bath and covered balcony, providing privacy and versatility for family and guests. Designed to embrace Florida’s indoor-outdoor lifestyle, dramatic corner-opening glass doors and expansive stacking sliders open to the covered lanai with a motorized retractable screen, creating effortless entertaining year-round. The backyard, accented by a stucco privacy wall, offers ample space for a custom pool, outdoor kitchen and additional outdoor living areas. The three-car garage provides generous space for vehicles, golf carts, storage and recreational equipment. Additional highlights include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, mudroom, reading nook and generous storage throughout. Residents of Canopy Oaks enjoy scenic recreational trails, a community playground and an exceptional Winter Garden location near shopping, dining, healthcare, recreation and everyday conveniences. Offering five en-suite bedrooms, seven baths, dual primary suites, a spa-inspired first-floor primary suite, wood-look porcelain tile throughout the first floor, a three-car garage, natural gas, award-winning design and an exceptional location within Canopy Oaks, this beautifully maintained residence presents an outstanding opportunity to experience refined Winter Garden living. Also available for lease (MLS #O6416527).

706 Canopy Estates Drive, Winter Garden

$1,219,000

4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. EXPERIENCE ELEVATED LAKEFRONT LIVING IN THE HEART OF HORIZON WEST!!! Welcome to 15594 Shorebird Lane, an exceptional Toll Brothers lakefront residence located in the Lakeshore Preserve community of Winter Garden. Perfectly positioned on a premium oversized 0.34-acre homesite overlooking beautiful Panther Lake, this stunning 4-bedroom, 3.5-bath home offers over 3,000 square feet of thoughtfully designed living space, breathtaking water views, and nightly Disney fireworks from your own backyard. From the moment you enter the grand two-story foyer, you'll be captivated by the home's elegant design, abundant natural light, and seamless connection between indoor and outdoor living. The open-concept floor plan showcases a spacious great room, gourmet chef's kitchen with oversized island, and expansive windows framing panoramic lake views throughout the main living areas. The luxurious first-floor owner's retreat serves as a private sanctuary featuring tranquil water views, custom closet systems, and a spa-inspired bathroom. Upstairs, a spacious loft provides endless possibilities as a media room, game room, home office, or secondary living space. Step outside and discover one of the most impressive outdoor living spaces in the community. The enormous 1,250-square-foot screened lanai creates the perfect setting for entertaining, relaxing in the hot tub, enjoying the peaceful fountain, or gathering around the fire pit while watching spectacular sunsets and Disney fireworks illuminate the night sky. Designed with comfort and efficiency in mind, the home features Fully paid solar panel system for substantial energy savings, Tankless water heater, Advanced foam insulation, Plantation shutters throughout, Built-in pest control system, Upgraded irrigation system, and Custom storage and closet solutions. Move-in ready condition! This beautiful gem includes RESORT-STYLE AMENITIES, Residents of Lakeshore Preserve enjoy an unmatched lifestyle with access to Resort-style swimming pool, State-of-the-art fitness center, Yoga and wellness studio, Clubhouse and gathering spaces, Sand volleyball courts, Playground and dog park, Community canoes and lake access, and walking, and biking trails. One of the greatest advantages of this home is its unbeatable prime location in the highly desirable Horizon West area: Minutes to Walt Disney World Resort, Approximately 15 minutes to Winter Garden Village's premier shopping, dining, and entertainment, Convenient access to Flamingo Crossings Town Center, Close to Hamlin Town Center featuring restaurants, retail, movie theater, and waterfront events, Near Orange County National Golf Center and Lodge, one of Florida's premier golf destinations, Easy access to SR-429, Florida's Turnpike, and I-4, Approximately 30 minutes to Orlando International Airport, Close to Downtown Winter Garden, known for its award-winning farmers market, boutique shopping, breweries, and dining. Whether you're seeking a luxury primary residence, a relocation destination, or simply a home that delivers unforgettable lakefront sunsets and resort-style amenities every day, this extraordinary property offers a lifestyle few homes can match. Wake up to sparkling lake views. Spend your evenings watching Disney fireworks. Live where every day feels like a vacation. It won't last. Schedule your showing today!

15594 Shorebird Lane, Winter Garden

$1,125,200

4 Beds ⋅ 5 Baths ⋅ Bay Isle 48 17 SubDv. ⋅ 34787 Zip Code

Virtually Staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must-see retreat designed to impress. Bring your MOTORIZED BOATS and embrace the ultimate waterfront lifestyle from your own private slice of paradise! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!

14255 Hampshire Bay Circle, Winter Garden

$2,790,000

4 Beds ⋅ 2 Baths ⋅ Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code

A rare opportunity to own nearly 8.92± acres across three contiguous parcels in the sought-after Winter Garden—Avalon Rural Settlement. Located just 5 minutes from Hamlin and Stoneybrook West. This property offers a unique blend of residential living and established agricultural infrastructure. The home itself is fully updated with modern finishes, luxury appliances, and custom upgrades, providing a comfortable living space or ideal on-site office or retail space. Currently operating as a functioning plant nursery, the property is equipped with significant infrastructure including: • Multiple high-capacity wells (14” well for the residence and two 6” wells with 10 HP and 7.5 HP outputs) • Full drip and overhead irrigation systems throughout the property • Existing operational areas, grow houses, barns, office, vehicles and equipment The sale includes all three parcels, the residence, buildings, and equipment. Plant inventory is available for purchase separately. With its strategic Central Florida location, this property offers exceptional accessibility to growing residential communities, making it ideal for a live/work setup, agricultural operation, landscape business headquarters, or long-term land hold with income potential. Property brochure and plant inventory available upon request.

4004 Rex Drive, Winter Garden

$3,200,000

41 Beds ⋅ 75 Baths ⋅ Lake Johns Motel Apts. & Tr. Pk SubDv. ⋅ 34787 Zip Code

15992 W Colonial Dr, Oakland, FL – 32-Unit Income Producing Multifamily Opportunity Exceptional opportunity to acquire a 32-unit income-producing asset in the heart of West Orange County, ideally positioned along the high-visibility W Colonial Dr / SR-50 corridor in the Town of Oakland. Situated on approximately 2.15 acres, this unique property offers a diverse mix of duplex-style residences, mobile home/RV units, and additional rental pads, creating multiple income streams and long-term upside. Currently generating $34,860 per month in gross rental income the property delivers immediate cash flow while offering significant future value-add and redevelopment potential. Located just minutes from the Florida Turnpike interchange, Downtown Winter Garden, Clermont, and the greater Orlando employment hubs, this site sits directly in the path of West Orange’s continued expansion. The C-1 zoning and strategic frontage on SR-50 make this an especially compelling opportunity for investors seeking stable income today with the flexibility for future repositioning. Whetherd workforce housing and RV income asset, repositioned into a boutique rental community, or held for future redevelopment, opportunities with this combination of location, scale, frontage, and in-place revenue are increasingly rare. (Seller is selling 112 units in total varying in diffrent locations this is 32 of those 112)

15992 W Colonial Drive, Oakland

$2,550,000

5 Beds ⋅ 6 Baths ⋅ Johns Cove 43/104 SubDv. ⋅ 34787 Zip Code

Experience unparalleled lakefront living in this fully renovated Mediterranean-style estate located in the exclusive gated community of John’s Cove on Johns Lake. A grand driveway and manicured landscaping welcome you into a striking modern entry and elegant interior featuring high-end flooring and designer finishes throughout. Designed for effortless entertaining, the open-concept layout showcases a chef’s kitchen with a waterfall quartz island, custom cabinetry, premium stainless steel appliances, and a full-slab backsplash, all flowing into an expansive living area with designer lighting and seamless indoor-outdoor access. The primary suite offers a private retreat with abundant natural light, custom closets, and a spa-inspired bath featuring a freestanding soaking tub and luxury walk-in shower. Step outside to a screened pool, upgraded travertine deck, and private pier, creating an unparalleled waterfront lifestyle ideal for relaxation and entertaining. Additional highlights include a concrete tile roof (maintained), smart home features, updated HVAC, epoxy garage, modern laundry room, and high-end upgrades throughout. Ideally located minutes from Downtown Winter Garden, premier dining, shopping, and top-rated schools, this is a rare opportunity to own an unparalleled lakefront property.

812 Johns Point Drive, Oakland

$1,024,999

5 Beds ⋅ 4 Baths ⋅ Encore At Ovation SubDv. ⋅ 34787 Zip Code

HUGE PRICE REDUCTION. PRICE TO SELL. A TRUE SHOWCASE LOCATED IN HORIZON WEST.Do you love only the finest of quality? Are you looking for the finest of MODERN LUXURY in this "architecturally" designed estate? Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot.FENCE IS ALLOWED FOR PRIVACY. Boasting over $200,000 in QUALITY UPGRADES, this residence features, 5 bedrooms and 4 bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level, transitioning to rich engineered hardwood on the second floor. A striking custom wood and TEMPERED glass staircase serves as a focal point, leading to a spectacular second floor entertainment gallery enclosed in TEMPERED glass with private balcony. A GOURMET DREAM KITCHEN , featuring custom wood cabinetry, Exotic Quartzite countertops, and a custom-fitted pantry. Equipped for the foodie enthusiast, with a SUB -ZERO refrigerator for peak freshness, a Wolf precision oven, a Thermador hub, and a dual-zone wine chiller, for years of gatherings and conversations. Retreat to the oversized travertine-floored lanai, overlooking a sprawling backyard already prepped with plumbing for a summer kitchen-the perfect. The perfect canvas for a custom infinity pool. Other features include;motorized designer blinds, custom lighting installations, and high-efficiency ceiling fans. A spacious garage with built-in overhead storage racks. HOA INCLUDES LAWN CARE AND BASIC LANDSCAPING, for true low-maintenance living.Enjoy resort-style community amenities just steps from your home.These include a clubhouse, fitness center, community pool and steps from a dog park and walking trails. End your day on your private Master Suite balcony, embracing breathtaking sunsets over Lake Mac. Welcome to paradise!

16006 Gilden Way, Winter Garden

$1,175,000

5 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Unique Opportunity to Enjoy an Outdoor PARADISE with STUNNING LAKE, CONSERVATION & SUNSET Views! The HOA is Allowing Docks on these Special Lots – Relax, Fish or Kayak! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage. The OUTDOOR LIVING Space is SPECTACULAR - $200,000 to Duplicate! Generous COVERED Patio PLUS additional Covered CABANA SPACE is 34 FEET LONG! DELUXE Heated POOL and SPA with Upgraded Pavers, PANORAMIC SCREEN, Large SUN SHELF with Bubblers, PEBBLETEC Surface, Mosaic Accent Tile, SALT SYSTEM, LED Lights and FULLY AUTOMATED SYSTEM for Chemicals! PLUS Ledge Loungers and Basketball Hoop are Included! This MODEL PERFECT Home has a GOURMET KITCHEN with 42” Cabinets, Large Island with QUARTZ COUNTERS, Upgraded Subway Tile Backsplash, NEW PENDANT LIGHTS, Large SINGLE SINK, SS APPLIANCES including BUILT-IN OVEN and COOK TOP with VENT HOOD and FRENCH DOOR Refrigerator. ! Large Pantry and Butler Pantry add Storage! OPEN FLOOR PLAN with Views of the Patio, Pool and LAKE from Family Room and Casual Dining! First Floor Primary Suite with CUSTOM CLOSET has a Bath that Features DOUBLE Vanities, OVERSIZED SHOWER and Garden Tub. FLEX Space can be Dining Room, Office or Living Room. Convenient Powder Bath and FULLY Remodeled Laundry Room with Cabinetry, Utility Sink and RO Water System Complete the First Floor. Entire First Floor has WOOD PLANK Porcelain Tile, 8’ Doors and 5 ¼ Molding. Stairs are Engineered Wood with Wrought Iron Spindles. The HUGE LOFT separates the Upstairs. ALL 4 Bedrooms have WALK IN Closets – but Bedroom 3 has a CUSTOM CLOSET. Bedrooms 2 and 3 share Full Bath 2 and Bedrooms 4 and 5 Share a Jack-and-Jill Bathroom. These Owners Thought of Everything! Paver Path to Store Trash Bins, Gutters with LEAF GUARD, Salt Free Water Filtration System, Custom Valances, Interior Painted with QUALITY paint, AC with Ultraviolet Sanitizing, Upgraded PRIVACY Landscaping, Garage with EPOXY FLOOR, Overhead Storage Racks and CUSTOM Storage System! Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 3 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, Water Spring Middle School and Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX!

8978 Sonoma Coast Drive, Winter Garden

$1,499,999

5 Beds ⋅ 7 Baths ⋅ Canopy Oaks Ph I SubDv. ⋅ 34787 Zip Code

BOM. Buyer decided against stairs. There is a specific kind of silence that exists only within the gated sanctuary of Canopy Oaks. It is the sound of ancient oak leaves stirring in a gentle breeze & the distant, rhythmic splash of a stone fountain. Here, the recipient of the Parade of Homes Grand Award stands as a magnificent testament to what happens when timeless Italian architecture is reimagined for a modern lifestyle. This is not merely a residence. It is a legacy of vertical liberation, a home that breathes with you, scales with your ambitions, and cradles your quietest moments in an embrace of stone and iron. Your journey begins at the threshold of 8-foot, solid double-entry doors. As they swing open, the frantic pace of Central Florida fades, replaced by a two-story foyer that commands immediate respect. A hand forged iron staircase sweeps upward in a graceful arc, mirrored by the delicate charm of a Juliette balcony that suggests a life lived with a touch of Mediterranean flair. Every inch of this grand entrance is a curated experience, designed to transition you into a realm of meticulously crafted prestige where every shadow and light well has been considered. For those who view cooking as a performance art, the professional-grade kitchen is your stage. High-end Kitchen Aid appliances and a natural gas cooktop meet the warmth of artisanal design. The 42-inch upper cabinetry and a hidden walk-in pantry ensure the visual continuity remains unbroken. At the center sits a massive prep island with integrated beverage refrigeration, designed specifically for the art of hosting. Here, the boundary between chef & guest is delightfully blurred. Nearby, the home reveals its most enchanting secret, the drop-down wine cellar. Behind a hand-forged iron gate lies a space that transports you directly to a cobblestone alleyway in Tuscany. With label-forward shelving casting a museum-quality glow & a quaint bistro table within, it evokes the feeling of a private corner in a centuries-old Italian eatery. It is the ultimate setting for an evening pour, a space where time slows down & the modern world feels a thousand miles away. The first-floor owner’s suite is a masterclass in personal seclusion. By design, this space serves as a dedicated haven of quietude, featuring soaring tray ceilings & an atmosphere of total stillness. The spa-inspired bath, featuring a frameless glass walk-through shower & a free-standing soaking tub, offers a daily ritual of total restoration. As you ascend, the lifestyle shifts toward entertainment. The dedicated theater room stands ready for premiere nights, offering a dark, immersive escape. Adjacent, the versatile gathering room opens onto a private balcony overlooking the shimmering resort-style pool & the vast, permanent conservation area. With no rear neighbors, your view is an unbroken tapestry of natural beauty. The outdoor living area features a resort-style pool & spa framed by water/fire bowls & a rainfall pergola. With a full summer kitchen & a backyard that merges into conservation, your privacy is absolute. Enjoy the nightly glow of nearby fireworks from your peaceful terrace, surrounded by the scent of night-blooming jasmine. Strategically along the medical corridor, you are minutes from AdventHealth, Orlando Health & the soul of Winter Garden. Backed by a whole-house natural gas generator & water purification, this home offers security & beauty. Welcome home. Check out the video tour!

743 Canopy Estates Drive, Winter Garden

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Summerlake Pd Ph 2a & 2b SubDv. ⋅ 34787 Zip Code

Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five bedrooms, a dedicated office and a loft, this residence seamlessly blends modern design with the tranquility of lakeside living. Step inside to discover an open, sunlit space connecting the living room, dining area, and chef's kitchen. Expansive windows frame panoramic lake views, creating an inviting atmosphere throughout. The owner's bedroom, complete with a custom walk-in closet, provides comfort and convenience. Beyond the ordinary, this home features a expansive windows, surround sound throughout the home and an oversized laundry room. The floor-to-ceiling stackable sliding doors allow you to step outside to your private paradise with a saltwater pool with a spa and a boat dock. Enjoy a low-maintenance turf yard, ensuring lush greenery year-round. As part of a vibrant community, residents enjoy access to Resident's Club, featuring a state-of-the-art fitness center, business center, resort-style pool with splash pad, playground, tennis and basketball courts. Conveniently located just minutes from the Hamlin Center and 429, this residence offers a perfect blend of serenity and accessibility. Don't miss the chance to call this lakefront haven home.

7701 Summerlake Pointe Boulevard, Winter Garden

$1,509,900

4 Beds ⋅ 5 Baths ⋅ Johns Cove SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Virtually Staged. Discover your dream lakefront retreat on Johns Lake! Enjoy 176 feet of waterfront—perfect for skiing, boating, fishing, or relaxing. The oversized boathouse has water, power and accommodates two jet skis plus a boat with a touch-less remote-controlled cover. The home features a desirable floor plan with stunning lake views. The Family Room Over Garage (FROG) serves as a versatile bonus space—ideal as a game room or guest retreat. The chef-inspired kitchen offers ample counter space, storage, and a charming built-in nook bench with views of the pool and Johns Lake. Outside, the expansive private backyard includes a heated pool, spa, private gas fire pit, and nightly views of Disney's fireworks. Meticulously maintained and with many new upgrades. Situated in one of Central Florida’s most sought-after locations. You are just four minutes from a major highway, enjoy easy access to premier dining and shopping in nearby Winter Garden. Come by and experience the luxury lake living. We can’t wait to show you around!

1412 Johns Cove Lane, Oakland

$950,000

5 Beds ⋅ 4 Baths ⋅ Johns Lake Pointe SubDv. ⋅ 34787 Zip Code

Welcome to this Beautifully Designed David Weekley home, built in 2023 and meticulously maintained in the Overlook portion of Johns Lake Pointe offering over 3,500 square feet of thoughtfully designed living space on an oversized lot. From the moment you step inside, you’re greeted by luxury vinyl plank flooring, expansive 10-foot ceilings, and abundant natural light that create a warm yet refined first impression. Just off the entry, a private office provides the ideal work-from-home space, while a guest bedroom with a nearby full bath is perfectly tucked away for privacy and convenience. As you continue into the heart of the home, you’ll fall in love with the open-concept living area, where the family room, dining space, and gourmet kitchen come together seamlessly—perfect for both everyday living and entertaining. The kitchen serves as a true centerpiece, featuring an oversized island, designer finishes, and ample cabinetry, all overlooking the main living space. Upstairs, you will be greeted by a spacious bonus room that offers endless flexibility—ideal for a media room, game room, or secondary living area. The Master suite is a true retreat, complete with a private walk-out balcony, Tray ceiling and a luxurious en-suite bathroom featuring a standalone garden tub, oversized walk-in shower, and a massive walk-in closet. On the other side of the home, two bedrooms share a convenient Jack-and-Jill bathroom, while a third bedroom is nestled with a full bath just outside its door, providing privacy and ease. The upstairs laundry room adds everyday convenience. This home has been meticulously maintained throughout. The community features a resort-style pool, tennis courts, playground and clubhouse that includes a gym, yoga room, gathering area and kitchen. Neighborhood is minutes from Downtown Winter Garden and Winter Garden Village as well as within walking/biking distance from the elementary and middle school. Also conveniently located to most major highways making commuting to work easier than ever. Don't hesitate, make your appointment today!

15226 Sunset Overlook Circle, Winter Garden

$1,300,000

5 Beds ⋅ 4 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code

PRICE IMPROVEMENT! Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.

243 Zachary Wade Street, Winter Garden

$1,030,987

6 Beds ⋅ 5 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code

Virtually Staged. Pre-Construction. To be built. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with the bonus room., with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage

17090 Haggerty Hollow Estate, Winter Garden

$1,075,000

5 Beds ⋅ 5 Baths ⋅ Oxford Chase SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully upgraded 5 bedroom, 4 and a half bath pool and spa home located in the highly desirable, fully gated community of Oxford Chase! Zoned for top-rated schools, this home offers the perfect combination of luxury, privacy, and energy efficiency. This spacious residence features a 3-car garage, paver driveway, and impressive curb appeal. Inside, you’ll find thoughtfully designed living spaces including a formal dining room with a custom built-in bar, perfect for entertaining guests or hosting special occasions, multiple office spaces, upgraded flooring throughout, a large laundry room, private gated doggie retreat, and so much more. The primary suite is located on the first level, secluded for optimal privacy with oversized his and hers closets. Upstairs you'll find guest bedrooms, a large open air loft space, and plush movie theatre room. Step outside to your own gorgeous backyard oasis featuring a fully enclosed heated pool and spa, ideal for year-round Florida living. The backyard overlooks a peaceful green space with no rear neighbors, providing extra privacy and relaxing views. Enjoy outdoor entertaining with the fully equipped summer kitchen featuring a custom vented hood, perfect for grilling and gatherings. The home is also equipped with PAID IN FULL SOLAR PANELS offering incredible energy efficiency and the benefit of little to no electric bill. Located in a secure gated neighborhood close to top schools, shopping, dining, and major highways, this home truly has it all — privacy, premium upgrades, and resort-style outdoor living. Schedule your showing today!

14766 Ellingsworth Lane, Winter Garden

$1,220,000

4 Beds ⋅ 5 Baths ⋅ Lakeshore Preserve Ph 2 SubDv. ⋅ 34787 Zip Code

Virtually Staged. Beautiful home located at 15686 Panther Lake Dr, offering the perfect blend of comfort, privacy, and the Florida lifestyle. The backyard is a true retreat, featuring a private pool with a relaxing jacuzzi, ideal for entertaining guests or unwinding after a long day. One of the most distinctive highlights of this property is the view of the Disney fireworks, which you can enjoy right from your home, adding a magical touch to your evenings. Conveniently located near shopping, dining, major highways, and world-class attractions, this home presents a fantastic opportunity to enjoy resort-style living in one of Central Florida’s most desirable locations.

15686 Panther Lake Drive, Winter Garden

$1,150,000

4 Beds ⋅ 3 Baths ⋅ Avalon Ridge SubDv. ⋅ 34787 Zip Code

Enchanting newly built home in Avalon Ridge with a private pool, located in one of the most desirable areas of Winter Garden. This beautiful residence has been thoughtfully designed and features 4 bedrooms with carpet flooring, 3 full bathrooms, and a perfect blend of modern space, functionality, and elegant finishes. The living area features sliding glass doors that open to the outdoor space and private pool, creating the perfect setting for entertainment and relaxation. The spacious living room flows seamlessly into a large kitchen equipped with modern cabinetry, stainless steel appliances, elegant countertops, and a generous center island. The primary suite offers a spacious bathroom with dual sinks, a large walk-in closet, and a comfortable walk-in shower. The three additional bedrooms provide plenty of space for family members or guests. The three-car garage offers ample room for vehicles, storage, or even a workspace. Ideally located in a rapidly growing area, just minutes from major highways, shopping centers, restaurants, and top-rated schools. Don't miss this opportunity—schedule your showing today!

16071 Barkly Ridge Court, Winter Garden

$1,185,000

5 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code

Step into better-than-new living with this beautifully upgraded home that rival's today's new construction--without the wait. This exceptional five-bedroom, four-bathroom home situated on Lake Star located in the highly desirable Horizon West area. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the lower level. This Ashton Woods "Superior" floor plan has been upgraded to include a downstairs 5th Bedroom/In-law suite. The gourmet kitchen features a neutral color palette, sleek quartz countertops, lots of cabinet storage, under cabinet lighting, a white farmhouse apron front single bowl sink, modern appliances, including a stainless-steel wall-mounted vent hood, smooth surface cooktop, built-in oven and microwave complemented by a tile backsplash. An open-concept design seamlessly connects the kitchen to the expansive family room, providing an ideal space for entertaining. The first-floor primary bedroom suite offers a tray ceiling and a luxurious bath featuring double vanities, garden tub and a walk in glass framed shower with multiple headed jets. Three additional well-appointed bedrooms upstairs provide ample space for family and guests. The home also features a formal dining room, a den, and a spacious game room, offering versatile living options. A beautiful, stained oak staircase with open stair rails. Elegant finishes, including plantation shutters on all the windows and neutral tones create a timeless aesthetic throughout the residence. Outdoors, the property boasts a well-maintained exterior, and a paver driveway leading to the two-car garage. The spacious lot includes a covered lanai with plumbing already in place to create a summer kitchen of your dreams, and a scenic lakefront view, providing a peaceful and tranquil setting. The community amenities include a clubhouse, a pool, a dog walk park, and a playground, offering convenient recreational opportunities. Conveniently located near shopping, dining, top-rated schools and world-famous Orlando attractions, including Disney parks, Downtown Winter Garden and 40 minutes to the Orlando International Airport. This home is also within minutes of Florida's Western Beltway 429, providing easy access to the area's major thoroughfares. Why wait months for new construction when you can have it all--right now?

17588 Lake Star Road, Winter Garden

$1,039,000

5 Beds ⋅ 5 Baths ⋅ Bronsons Lndgs F & M SubDv. ⋅ 34787 Zip Code

This stunning waterfront model home in the prestigious gated community of Bronson's Landing in Winter Garden, Florida, offers the perfect blend of luxury, comfort, and waterfront living. Step inside to an elegant foyer featuring a custom staircase and a private office, setting the tone for this thoughtfully designed 5-bedroom, 5-full-bath residence with an additional loft, theater room, and versatile flex spaces ideal for relaxation and effortless entertaining. The heart of the home is the expansive open-concept gourmet kitchen, boasting sleek stone countertops, modern hardware, premium stainless steel appliances, built-in ovens, abundant cabinetry, a walk-in pantry, and a large island bar overlooking the sparkling pool, extended lanai, and tranquil pond views. Upgraded wood flooring flows throughout, while abundant natural light floods the seamless kitchen, dining, and living areas creating an inviting space perfect for year-round gatherings. The luxurious primary suite is a true retreat, with peaceful water views, crown molding, and a spa-like en-suite bath featuring a large soaking tub, separate shower, and an extended walk-in closet with custom built-ins. Upstairs, a second master bedroom awaits, complete with its own private sitting area and full bath that’s ideal for multigenerational living or guests seeking privacy. Generously sized secondary bedrooms accommodate family or visitors comfortably, while the flexible upstairs theater/flex room with kitchenette doubles as a superb loft or secondary living space. Outside, your private outdoor oasis beckons: an extended covered lanai with sliding glass doors opens to a resort-style pool and spa, fully fenced extended backyard, and panoramic water views that make every day feel like a vacation. Additional premium features include custom window treatments, designer lighting throughout, a whole-home central vacuum system, energy-efficient double-pane windows, and a convenient 3-car attached garage. Immaculately maintained and brimming with thoughtful details, this exceptional waterfront home must be experienced in person to truly appreciate its elegance and tranquility.

2217 Rickover Place, Winter Garden

$1,295,000

5 Beds ⋅ 5 Baths ⋅ Canopy Oaks Ph 1 SubDv. ⋅ 34787 Zip Code

Canopy Oaks, located in Winter Garden, Florida, is a unique blend of high-end luxury homes and suburban tranquillity. This gated enclave, developed by the distinguished home builder A.R. Bailey, features 49 classic estates. The meticulously crafted community is designed to cater to the specific needs and desires of homeowners, and includes a scenic nature trail, a children’s play park, and a community post office. From the moment you arrive at this Mediterranean POOL estate home, it makes a BOLD statement with its 8-foot Solid Wood Arched double entry doors. You are greeted with cathedral ceilings, solid wood oversized French doors to the private office, elegant hand forged custom iron railings, and a unique wine cellar with a custom hand forged iron gate. Luxury details and fine craftsmanship are inside this 5 BR/4.5 Ba/2-car garage POOL home. Open Floor plan leads pleasantly into the chef-style kitchen with the perfect layout for entertaining. The kitchen includes Bespoke Samsung stainless steel appliances, including a Family Hub Refrigerator. Gas stove top, built-in oven, and built-in convection oven. Granite counters. Completing the 1st floor, in addition to the 1st MBR, is a den/office, laundry room, generous dining area, powder bath, epoxy-coated garage floor 2-car garage, Autel Level 2 EV Charger and large lanai complete with Remote controntrolled, motorized retractable patio screens (upstairs and downstairs). The lanai and pool area are designed as additional living space, with pre-plumbing and Gas for your Summer Kitchen. Tons of architectural features throughout, upgraded light fixtures. Both Primary Suites have built in Kitchenettes. The media room includes a mini kitchenette with sink and microwave, and the theatre is wired for a 5.1 in-wall sound system. Three en-suite bedrooms and a Second Master Suite can also be found on this upper floor – perfect for multi-generational options and living privacy. The upstairs primary bathroom and closet are a dream come true. The Spa style bath has granite countertops, custom wood cabinetry, spacious dual sinks, an elegant free-standing soaking tub, seperate frameless glass wall shower with a bench. The custom-made, upgraded, solid wood oversized closet is Couture-Ready. Rainsoft whole-home water filtration/treatment/softener system. Luxury saltwater pool and spa. Privacy hedges along the side yard. Pool lighting; spa with custom tile; finished pool surface; low-maintenance turf and landscaping in the backyard. Exterior lighting, LED trim lighting. The list goes on and on. This home is a must see. An exceptional estate at an exceptional value, Canopy Oaks is located on Roper Road between Winter Garden’s downtown historic district and the Winter Garden Village shopping complex. With convenient access to major highways such as 429, 408, and the Turnpike, and its proximity to world-renowned attractions like Disney World® and Universal Studios®, this home offers an exceptional opportunity for easy commuting.

671 Canopy Estates Drive, Winter Garden

$1,550,000

4 Beds ⋅ 5 Baths ⋅ Lake Star At Ovation Phase 1b SubDv. ⋅ 34787 Zip Code

Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space, providing both functionality and convenience. The gourmet kitchen includes built-in appliances such as a cooktop, wall oven, microwave, dishwasher, range hood, and wine refrigerator, complemented by elegant stone countertops and a large island ideal for entertaining. Situated on a premium corner homesite, the property offers exceptional privacy with scenic pond views from both the backyard and side of the home. The backyard overlooks tranquil water followed by a conservation area and an additional lake beyond the tree line, creating a layered natural backdrop that ensures long-term privacy with no future construction directly behind the property. From the backyard and main living areas, residents can also enjoy seasonal views of the Disney fireworks in the distance. Located in one of Horizon West’s fastest-growing communities, close to top-rated Water Spring schools, Hamlin Town Center, major highways, and Walt Disney World, this home presents a rare opportunity to own a newer luxury residence with privacy, views, and an exceptional location. Private showings by appointment only. Please contact the listing agent directly to schedule a tour.

16788 Muskgrass Drive, Winter Garden

$1,590,000

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

PARADE of HOMES-OAKLAND PARK! Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. The chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!

720 Lake Brim Drive, Winter Garden

$1,160,000

5 Beds ⋅ 5 Baths ⋅ Courtlea Oaks SubDv. ⋅ 34787 Zip Code

Virtually Staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.

441 Courtlea Oaks Boulevard, Winter Garden

$1,490,000

4 Beds ⋅ 6 Baths ⋅ Country Lakes SubDv. ⋅ 34787 Zip Code

Tucked away on 2.5 private lakefront acres in the heart of Winter Garden, this exceptional 4-bedroom, 4 full + 2 half bath estate offers privacy, space, and the ultimate retreat lifestyle. In this beautiful home, you can start your day drinking morning coffee on your screened-in lanai overlooking Lake Tilden, enjoy a mid-afternoon swim in the saltwater, heated pool, and end your evening with Disney fireworks lighting up the sky from your backyard. Inside, the home features fresh interior paint, a dedicated home office, a spacious great room, and formal living and dining areas perfect for both entertaining and quiet relaxation. Custom built-ins throughout the home provide charm, function, and plenty of storage. Three newly remodeled bathrooms include a spa-like master bath with a soaking tub, multi-head shower, and finished walk-in closet, bringing luxury and comfort to daily living. Updated interior and exterior lighting enhances the home while honoring its timeless character. A new electrical panel ensures modern reliability. A versatile ADU adds endless possibilities as a home gym, private office, guest suite, creative studio, or man cave, giving flexibility for multigenerational living or working from home. Recent upgrades include a new well pump, whole-home water filtration system, new septic drain field, two new HVAC units, brand-new pool equipment with iAquaLink automation, and a newly epoxied garage floor. Outdoors, fresh exterior paint, updated landscaping, and a newly fenced backyard with puppy picket fencing create an inviting environment for kids, pets, and entertaining. This rare lakefront property combines acreage, character, and thoughtful updates just minutes from downtown Winter Garden, top-rated schools, dining, and shopping. With space to spread out, enjoy the outdoors, and live a lifestyle others only dream about, this home is meant to be lived in, loved, and enjoyed for years to come.

14126 Lake Tilden Boulevard, Winter Garden

$1,335,000

6 Beds ⋅ 6 Baths ⋅ Waterside/Johns Lk-Ph 1 SubDv. ⋅ 34787 Zip Code

Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!

16826 Broadwater Avenue, Winter Garden

$984,809

6 Beds ⋅ 4 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus! This stunning 4158 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!

6505 Shore Juniper Street, Winter Garden

$1,790,000

4 Beds ⋅ 4 Baths ⋅ Oakland Hills SubDv. ⋅ 34787 Zip Code

Welcome to this stunning farmhouse-style home nestled on a premium corner lot in one of the most sought-after communities near Historic Winter Garden. Thoughtfully designed and beautifully maintained, this home offers modern comfort with timeless charm. This is part of one of only 17 exclusive oversized luxury custom residences. Set in a thriving, close-knit neighborhood the area is known for its community charm and excellent schools. Take a short golf cart ride or bike the West Orange Trail to relax and unwind in the heart of downtown Winter Garden just minutes away. Inside, you'll be captivated by the gourmet kitchen, tall ceilings, and exposed wood beams that add warmth and character throughout. The bright, open layout is complemented by plantation shutter blinds, high-end finishes, and plenty of natural light. With a spacious 3-car garage, there's room for vehicles, storage, and more. Enjoy the added bonus of new A/C units in both the garage and attic—providing an additional 278 usable square footage for a home gym, workshop, or flex space. Step outside to your private backyard oasis, featuring a newly added **resort-style pool**, perfect for relaxing or entertaining all year long. Don’t miss your chance to own this rare and beautiful gem—schedule your private tour today!

15198 E Oakland Avenue, Winter Garden

$1,365,000

5 Beds ⋅ 5 Baths ⋅ Tilden Place SubDv. ⋅ 34787 Zip Code

Welcome to this 5-bedroom, 4.5-bath home offering 4,030 sq ft of living space in the gated community of Tilden Place. Upon entry, you’re greeted by views of a grotto waterfall (2024) that conceals a private spa, creating a true backyard retreat. The open layout features granite countertops, a large waterfall-edge island, and glass backsplash in the kitchen, perfect for entertaining. The main floor includes the primary suite and a secondary bedroom with private en suite. Upstairs offers a spacious bonus room and three additional bedrooms, all with walk-in closets, including one with its own en suite. The garage is equipped with an electric EV charger for added convenience. Enjoy a resort-style pool with waterslide, mini lazy river, outdoor kitchen, and pool half bath, all enclosed within a panoramic lanai. With no rear neighbors and conservation views, this home offers added privacy while being conveniently located near Winter Garden shopping, SR 429, and Disney attractions. Schedule your showing today.

14501 Wabasso Loop, Winter Garden

$2,254,000

5 Beds ⋅ 5 Baths ⋅ Avalon Cove SubDv. ⋅ 34787 Zip Code

Presenting a stunning luxury lakefront residence by Jones Homes USA, perfectly positioned on the shores of Hickory Nut Lake in the heart of Horizon West. Designed for true water enthusiasts, this exceptional five-bedroom, five-bathroom estate offers the ultimate in lakefront living with breathtaking sunset views from your own backyard oasis. Imagine evenings spent on the extended lanai featuring a high-end summer kitchen, sparkling pool with waterfall feature, and relaxing spa or unwinding on your private boat dock complete with lift, offering mooring for a boat and two jet skis for effortless access to the lake. Known for its high EPD water ratings, Hickory Nut Lake is celebrated for its clarity and quality, making it as beautiful as it is enjoyable. Inside, luxury continues at every turn. The expansive first floor is thoughtfully designed for both entertaining and everyday comfort. The chef’s kitchen is a showpiece, with cabinetry to the ceiling, a built-in refrigerator, stunning quartz countertops, designer backsplash, pendant lighting, and a generous island with breakfast bar all oriented to maximize sweeping lake views through expansive windows and sliding glass doors. The kitchen flows seamlessly into a spacious family room accented by custom built-in shelving, drawer storage, and a sleek electric fireplace, creating a warm gathering space. A large first-floor office offers incredible versatility with two custom built-in workstations, a full wall of organizational storage, and plenty of space for a sitting area or media setup. A private guest suite with en-suite bath provides ideal accommodations for visitors or multigenerational living. Upstairs, architectural details take center stage with a striking staircase featuring iron spindles. This inviting space is ideal for gathering and entertaining, complete with a wet bar and partitioned feature wall, and extends to a second-floor balcony overlooking the pool and lake...truly a breathtaking vantage point. The primary suite, situated at the rear of the home, captures stunning lake views and offers generous proportions with a tray ceiling and spa-inspired bath featuring an oversized shower, separate vanities, a dedicated makeup station, and a custom-organized walk-in closet with direct access to the laundry room. The laundry space itself is impressively designed with additional cabinetry, built-ins, and a utility sink to maximize functionality. Three additional upstairs bedrooms include two generously sized front-facing rooms and a private en-suite bedroom with rear balcony access and additional linen storage. And the final cherry on top? A fully Dolby-certified home theater! Not a media room, but a true cinematic experience. Designed for immersive entertainment, this spectacular space features custom acoustic speaker panels of iconic movie posters, tiered stadium seating with luxury recliners, elegant wall sconces, LED accent lighting, and recessed lighting throughout. Every detail has been thoughtfully curated to create an authentic theater atmosphere right at home. Located just minutes from Walt Disney World, premier shopping, dining, and everyday conveniences, and approximately 30 minutes to Orlando International Airport, this extraordinary lakefront estate blends refined luxury, thoughtful design, and an unbeatable central Florida lifestyle. Absolutely stunning and breathtaking in every way, this is waterfront living at its finest.

9092 Morgana Court, Winter Garden

$1,625,000

4 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 3 & 4 SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Beautiful Winter Garden lakefront home with 270-degree lake views, a resort pool, and location, location, location. This one-story, four-bedroom, four-bath open floor plan home features a modern infinity-edge pool overlooking stunning views of Lake Hancock, with an oversized fenced-in backyard. Just three minutes to everything in Hamlin. The home also features an office/flex room and is located three minutes off 429 and New Independence Parkway, 30 minutes to the Orlando International Airport, 25 minutes to downtown Orlando, 20 minutes to Disney World, 12 minutes to Winter Garden Village, and 3 minutes to the movies, theaters, several restaurants, and shopping. This property has one of the best views on Lake Hancock in one of the best locations — a one-of-a-kind lakefront home in Winter Garden, Florida, that you must see for yourself.

15120 Shonan Gold Drive, Winter Garden

$1,000,000

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Experience timeless elegance and modern luxury in this impeccably maintained David Weekley home, perfectly positioned on a premium lot in the coveted Oakland Park community. With its charming Colonial-style architecture and inviting covered front porch overlooking serene park views and partial lake vistas, this residence effortlessly combines sophistication with comfort. Step inside to discover a sun-drenched open floor plan, where the gourmet kitchen, dining area, and family room create an ideal space for entertaining and making memories. The kitchen is a chef’s dream, boasting 42” cabinets with crown molding, GE Profile stainless steel appliances, stone countertops, an oversized island, and a convenient eating bar. Every detail has been thoughtfully curated, from the rich wood floors underfoot to the elegant plantation shutters. Retreat to the master suite, a true sanctuary featuring a spacious walk-in closet and a luxurious en-suite bath complete with dual sinks, a spa-like walk-in shower with a rain showerhead, and an inset stone floor. French doors lead to a private downstairs office, while upstairs offers a versatile bonus room with surround sound, three generously sized bedrooms, and two additional full baths. Outdoor living shines with screened front and rear porches, perfect for relaxing or entertaining. The newly updated outdoor space is a showstopper, featuring stunning brick pavers that elevate the backyard’s charm. Storage is abundant throughout the home, and the Culligan whole-home water softener system adds an extra touch of convenience. Nestled in the heart of Winter Garden, Oakland Park is a certified green community offering two resort-style pools, multiple parks, and direct access to the West Orange Trail. Take a leisurely bike ride or stroll to vibrant downtown Winter Garden, home to award-winning restaurants, boutique shops, a brewery, and the nation’s finest farmers market. And yes, bring your golf cart—this community was made for it! Don’t miss this rare opportunity to own a model-home-quality residence in one of Winter Garden’s most desirable neighborhoods. Make it yours today!

1045 Colleton Alley, Winter Garden

$1,775,000

6 Beds ⋅ 4 Baths ⋅ Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code

Priced to sell and ready to fall in love with. Welcome home to 17224 Old Country Lane. Tucked behind a private gate on over 2.3 sprawling acres, this completely renovated farmhouse-style retreat delivers the rare combination of space, privacy, and location that rarely comes together like this. With 6 bedrooms, 3.5 bathrooms, and 3,629 square feet of thoughtfully designed open-concept living all on one level this home was made for gathering, entertaining, and simply living well. Step outside to your own private oasis: a sparkling pool and spa framed by a screened-in patio, perfect for lazy Florida mornings and unforgettable evenings under the stars. A separate garage offers flexible storage for a boat or additional vehicles, while new septic systems, a private well, and a new electric fence add peace of mind to the property's undeniable charm. All of this just minutes from the shops, dining, and energy of Hamlin, and zoned for sought-after A-rated schools. Homes like this with this much land, this much privacy, and this much heart don't come around often. Schedule your private showing today before it's gone.

17224 Old Country Lane, Winter Garden

$2,775,000

5 Beds ⋅ 5 Baths ⋅ Deer Island SubDv. ⋅ 34787 Zip Code

Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.

17737 Deer Isle Circle, Winter Garden

$1,095,000

4 Beds ⋅ 4 Baths ⋅ 30 North Park SubDv. ⋅ 34787 Zip Code

Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.

64 N Park Avenue, Winter Garden

$1,500,000

4 Beds ⋅ 3 Baths ⋅ Johns Cove 43/104 SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Experience elevated lakefront living on the shores of prestigious Johns Lake. Situated on an expansive half-acre homesite within the exclusive gated Johns Cove community, this meticulously maintained 4-bedroom, 2.5-bath waterfront residence offers direct lake access, panoramic sunset views, and refined designer finishes throughout. Built in 2016 and thoughtfully upgraded, the home also features a recently installed air conditioning system for optimal comfort and efficiency. Inside, the home makes an immediate impression with soaring ceilings, 8-foot doors, and an abundance of natural light. Mannington luxury vinyl flooring flows seamlessly throughout, creating a cohesive, upscale aesthetic with both beauty and durability. Expansive double-pane windows and retractable glass doors blur the line between indoors and out, showcasing breathtaking water views from multiple living spaces. The chef’s kitchen is designed for both entertaining and everyday elegance, featuring a large granite island, premium appliances including a double oven and GE Profile dishwasher, custom cabinetry, and generous storage. Designer light fixtures elevate each space, adding warmth and sophistication throughout. The primary suite is a true retreat, highlighted by a sculptural freestanding soaking tub with a striking fountain-style tub filler, a marble-glass, tiled walk-in shower, and a custom walk-in closet. Secondary bedrooms offer direct access to the pool and patio, while the fourth bedroom provides flexibility as a private office, guest suite, or flex space. Outdoor living is designed for resort-style relaxation, featuring a sparkling pool, outdoor kitchen, stone-set electric fireplace, and an outdoor shower for convenience — all perfectly positioned to capture unforgettable lakefront sunsets and tranquil water views. A private covered dock with boat and jet ski lifts makes enjoying one of Central Florida’s most desirable lakes effortless. Perfectly positioned near Florida’s Turnpike and SR-429, the home offers seamless connectivity across Central Florida. The 50+ mile West Orange Trail is nearby, leading straight to historic downtown Winter Garden with its boutique shopping, acclaimed dining, and vibrant weekly farmers market. World-class attractions including Walt Disney World and area theme parks are just minutes away, and Orlando International Airport is approximately 25 minutes from your door. This is a rare opportunity to own a private waterfront sanctuary in one of the area’s most sought-after lakefront communities. Schedule your private showing today.

1210 Johns Cove Lane, Oakland

$1,250,000

6 Beds ⋅ 5 Baths ⋅ Black Lake Preserve SubDv. ⋅ 34787 Zip Code

Stunning POOL HOME located in the gated Black Lake Preserve community of Winter Garden, offering over 5,000 square feet of beautifully designed living space, dual primary suites, and owned solar panels—all situated on an oversized .38-acre lot. Mature palms, a paver driveway, and stacked stone accents create impressive curb appeal from the moment you arrive. Inside, you’re welcomed by soaring ceilings, abundant natural light, and tile flooring throughout the main living areas. Formal living and dining rooms flank the foyer, while a private office behind French doors provides the perfect work-from-home setup. The upgraded kitchen is the heart of the home, opening seamlessly to the spacious family room with a fireplace and large sliders—ideal for entertaining and indoor/outdoor living. Enjoy the flexibility of two primary suites, one conveniently located on the main level and another upstairs, both offering serene retreats. The second floor also features generously sized bedrooms, many with walk-in closets, along with a loft/bonus area complete with a bar and built-in desks, plus a dedicated media room. Step outside to a covered lanai overlooking a heated saltwater pool and spa, all screened and set against a fully fenced backyard with a private basketball court—perfect for relaxing or hosting gatherings. Additional highlights include custom closet systems, a newly replaced upstairs A/C, and an electric vehicle charging station in the garage. Black Lake Preserve residents enjoy a playground, scenic walking trails, and a close-knit community of just 92 homes. Ideally located near the Turnpike, 429, and 408, minutes from Historic Downtown Winter Garden, top-rated SunRidge schools, and less than 30 minutes to Downtown Orlando and world-famous attractions. With space to grow and every detail thoughtfully designed, this exceptional home is ready to welcome its next chapter. Schedule your private showing today!

14355 Black Lake Preserve Street, Winter Garden

$1,525,000

3 Beds ⋅ 2 Baths ⋅ Oakland SubDv. ⋅ 34787 Zip Code

Only two owners since 1952 have called this Oakland mansion home, will you be the third? Set on over an acre, surrounded by majestic oaks, and multi-million dollar homes this elegant home is time capsule of yesteryear. The long paver driveway, with ample parking for all, eventually leads to the oversized two car garage. A spacious front porch is perfect for languishing about over coffee in the morning, or beverages in the evening. Enter through the original front door and prepare to be wowed! Gleaming original hardwood floors adorn the grand reception foyer, extending nearly to the back of the home. To your right you will appreciate the quality of old world construction, complete with built-in book case, WOOD BURNING fire place, and hardwood floors. To the back of the house you will note the spacious and graceful dining room, just waiting for new memories to be made. The kitchen features a breathtaking 6 burner gas range with hood, sub zero refrigerator, a walk-in pantry, original glass front cabinets, and an eat in area. A massive laundry room leads to the oversized garage that is already plumbed to add a pool bath in the future. Adjacent to the kitchen is a stunning wood paneled office that actually served as a citrus moguls office, complete with a private entrance. Returning to the front of the home, is a bright Florida room/family room. The enormous primary bedroom has an original en-suite bath, walk in closet, and second closet. The other two bedrooms are very large by today's standards, and the original hall bath recalls to a simpler time, when things were built to last. As if that isn't enough, there is an upstairs bonus room which could serve as a multitude of options. A rear courtyard styled patio is perfect for grilling out with family and friends. The entire home is bathed in tons of natural lighting. Outback you will see a very large shed, capable of housing another car, she shed, man cave, workshop etc. There simply is nothing else like this home, anywhere with-in such great proximity to the year-round events happening in Downtown Winter Garden, and Oakland. You can even drive your golf cart through Oakland, and into Downtown Winter Garden!

15722 E Oakland Avenue, Winter Garden

$1,150,000

4 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Welcome to 5365 Bowman Drive, an extensively updated and thoughtfully curated residence in one of Winter Garden’s most desirable communities. Blending architectural presence, meaningful recent upgrades, and unforgettable lifestyle features, this home offers a rare opportunity to own something truly special. A dramatic two-story foyer sets the tone upon entry, opening to an equally stunning two-story living room filled with natural light and architectural volume. The expansive layout creates an immediate sense of openness while maintaining warmth and livability throughout. In preparation for listing, the home has undergone substantial enhancements designed for both comfort and long-term peace of mind. Two brand-new HVAC systems ensure efficient climate control year-round. The exterior has been meticulously refreshed with professional stucco refinishing and a full repaint, delivering crisp curb appeal and a refined aesthetic. The driveway has been extended to comfortably accommodate an additional full-size vehicle with added maneuvering space — a rare and practical upgrade. Inside, fresh interior paint and brand-new carpet throughout create a clean, cohesive, move-in-ready presentation. The kitchen is well-appointed for both everyday living and entertaining, featuring a gas range that will delight culinary enthusiasts. An intelligently designed floor plan includes an isolated guest suite with its own full bath, offering privacy and flexibility for visitors or multigenerational living. Entertainment and leisure take center stage in this home. A custom Star Wars-themed theatre room creates a truly immersive cinematic experience — a one-of-a-kind feature that transforms movie nights into events. Step outside to your private outdoor retreat, where a heated saltwater pool and screened-in lanai invite year-round enjoyment. The backyard backs to a peaceful retention pond, offering added privacy and tranquil views. The oversized garage provides generous storage and flexibility for vehicles, hobbies, or recreational equipment. And as a uniquely Central Florida bonus, rocket launches from Cape Canaveral can be viewed right from your own front doorstep — an awe-inspiring experience that never gets old. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, the West Orange Trail, and world-renowned theme parks including Walt Disney World, this home offers exceptional convenience while maintaining the charm and tranquility of a well-established neighborhood. 5365 Bowman Drive is more than a residence — it is a lifestyle property that seamlessly combines thoughtful upgrades, architectural elegance, resort-style amenities, and an extraordinary location. An exceptional offering in the heart of Winter Garden.

5365 Bowman Drive, Winter Garden

$3,050,000

5 Beds ⋅ 6 Baths ⋅ Signature Lakes Prcl 01c SubDv. ⋅ 34787 Zip Code

Luxury meets laid-back lake living on Lake Hancock in Winter Garden, inside the sought-after Independence community with parks, trails, and a true neighborhood feel. Custom built by Brierhill Homes, recognized as MCBC Builder of the Year, and professionally designed/furnished by Gilmore Design Co., this exceptional direct lakefront residence sits on one of the area’s largest lots—with an oversized, fully fenced backyard—perfect for entertaining—where you can enjoy stunning sunsets over the water and catch the Disney fireworks on select nights. Arrive via an impressive circular drive and step into a striking entry featuring a custom front door, polished natural stone flooring, and a dramatic stone accent wall—framed by a deep, covered front porch with a rich wood-plank ceiling that immediately sets the tone. It’s a welcoming space that’s perfect for a small seating area to enjoy morning coffee or greet guests in style. Inside, the home is bright, elevated, and designed for both entertaining and everyday comfort, highlighted by a timeless coastal-modern palette with white oak flooring, a beautiful white oak staircase with integrated LED lighting under each step, and custom ceiling details throughout (including soffit/tray accents and integrated lighting). The layout offers 5 bedrooms, each with a private en-suite bathroom and walk-in closet, and each bedroom includes blackout honeycomb shades for comfort and privacy—including a stunning first-floor primary suite with serene lake and backyard views, plus a dedicated first-floor guest suite. You’ll also love the private office and a media room that easily works as a flex space (playroom, gym, second lounge, or homework room). At the heart of the home, the chef’s kitchen showcases Thermador appliances and a show-stopping double island topped with Cambria quartz with subtle gold veining, plus a custom chevron-designed backsplash with under-cabinet LED lighting that highlights the detail beautifully. The kitchen flows seamlessly into the main living space for true indoor-outdoor living. A wall of living room sliding glass doors opens wide, creating one expansive space that connects the interior to the lanai, pool, and lake beyond. Enjoy built-in Sonos sound in the living room and kitchen, with audio extended to the outdoor kitchen as well—plus the flex/media space is pre-wired if additional speakers are desired. The living room also features a sleek gas fireplace framed in natural stone, flanked by custom built-ins for a clean, designer finish. Out back, unwind in your private retreat with a heated pool and spa, generous covered areas, and a summer kitchen made for sunset dinners. The first-floor lanai (including the summer kitchen) and the second-floor balcony are both fully encapsulated with motorized screens controlled by remote—perfect for effortless, bug-free evenings and both outdoor living areas feature a warm wood-plank ceiling accent that brings a high-end, resort feel. Additional highlights include a whole-home water softener/filtration system (low/zero maintenance), a built-in security system with exterior cameras, built-in Sonos audio, and whole-home smart lighting with keypad controls and scene presets—plus an oversized 3-car garage. Select furniture may be purchased separately upon request.

14730 Avenue Of The Rushes, Winter Garden

$1,100,000

4 Beds ⋅ 4 Baths ⋅ Watermark Ph 2a SubDv. ⋅ 34787 Zip Code

Located in the highly sought-after Watermark community in Winter Garden, this stunning 4-bedroom, 3 full bath, and 1 half bath home offers the perfect blend of luxury, comfort, and functionality. Step inside to find beautiful wood flooring, tile, and plush carpet thoughtfully placed throughout the home. The chef-inspired kitchen features gourmet stainless-steel appliances, ample cabinetry, and modern finishes—ideal for both everyday living and entertaining. Elegant details elevate the interior, including crown molding, upgraded baseboards throughout, and a tray ceiling in the spacious primary suite. The home also offers a versatile bonus room perfect for a media room, office, or playroom. The laundry room is equipped with built-in cabinets for added storage and convenience. A 2-car garage completes the home, while the community offers exceptional amenities and a prime location close to shopping, dining, and major roadways. Schedule your private showing today and experience the best of Winter Garden living!

9312 Holliston Creek Place, Winter Garden

$1,032,000

5 Beds ⋅ 5 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026 The wide and elongated foyer create an impressive entry into this home, with large formal dining room and spacious kitchen. The well-equipped kitchen features a walk-in pantry and an open view of the breakfast area and great room. The great room opens out to a covered lanai. The master bedroom/ on the second floor includes a large walk-in closet and a private bath with a free-standing tub, a separate shower with a seat, and a private toilet area. The second floor features a spacious loft, and large secondary bedrooms. The Griffin is well planned for a comfortable, luxurious lifestyle. Model home available for walkthrough.

12904 Westhaven Oak Drive, Winter Garden

$1,062,000

5 Beds ⋅ 5 Baths ⋅ Orchard Pk/Stillwater Xing Ph SubDv. ⋅ 34787 Zip Code

BACK ON THE MARKET ? This home is ready to move-in — every detail has been fully addressed, reviewed, repaired, refreshed, and professionally prepared for its next owner. From structure to finishes, paint to touch-ups, nothing was overlooked. seller is motivated and open to reviewing serious offers. Our goal is to have this home under contract by Memorial Day Monday. Don’t miss this opportunity. **“This beautifully renovated home features numerous upgrades completed. Nearly all living areas and bedrooms have been updated, and almost every closet includes custom built-in cabinetry. The property offers 5 bedrooms, 4 and a half bathrooms, and 3,878 square feet of living space, situated on a generous 0.36-acre lot. On the main level, the home features two spacious living areas, a large kitchen, and a suite currently used as a home office, which can easily be converted back into a bedroom. The downstairs living room also includes a built-in fire pit, creating a warm and inviting atmosphere. The outdoor area is perfect for entertaining, with a heated pool and a fully equipped outdoor kitchen. The home is surrounded by lush greenery along the sides and backyard, offering privacy and a peaceful setting. Upstairs, there is a cozy media or movie room. The entire home was freshly painted inside and out less than 15 days ago. All major appliances are included — washer, dryer, dishwasher, and refrigerator — as well as all TVs throughout the home. The property may also be negotiated fully furnished, excluding decorative items. This home is truly move-in ready.”**

3035 Irish Peach Drive, Winter Garden

$1,975,000

5 Beds ⋅ 6 Baths ⋅ Grove At The Harvest District SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. Nestled within the exclusive Grove community, the Clementine Plan by Element Home Builders is a bespoke pre-construction offering that showcases timeless architecture, refined luxury, and exceptional craftsmanship. This thoughtfully designed residence features 5 bedrooms, 5 full bathrooms, a powder room, loft across 3,596 square feet of elegantly curated living space—where classic design meets modern sophistication. Buyers may personalize the home with a curated selection of upgrade options, including additional squarefootage, a custom pool and spa, summer kitchen, cabana, golf cart garage and storage, three-car garage, or a private garage apartment suite. Home plans, elevations, and design renderings are subject to change, with exterior finishes and roof materials influencing final elevation pricing. Ideally positioned within Oakland and Winter Garden's golf cart district, just minutes from Downtown Winter Garden and a short two-minute walk to the West Orange Trail, this residence offers an unmatched lifestyle—seamlessly blending luxury living with access to recreation, dining, and boutique shopping.

1106 Sarah Mathews Drive, Oakland

$1,200,000

5 Beds ⋅ 4 Baths ⋅ Garden West SubDv. ⋅ 34787 Zip Code

Set just a half-mile from the heart of Winter Garden, this CUSTOM BUILT 2023 showpiece delivers trail-side living, timeless design, and everyday luxury in one of the area’s most desirable communities – Garden West Terrace! Built by J&J Custom Homes, this one-of-a-kind residence sits on a .18 ACRE ~ CORNER LOT with tranquil pond views, bordering the WEST ORANGE TRAIL and located within Winter Garden’s coveted GOLF CART DISTRICT. From here, stroll or cruise to downtown shops, weekly farmers markets, dining, and entertainment – true urban convenience while maintaining a neighborhood feel. Inside, gorgeous ENGINEERED HARDWOOD floors flow throughout a thoughtfully designed layout that feels completely custom at every turn. Elevated finishes, built-ins, accent walls, upgraded fixtures, crown molding, and recessed lighting create a refined yet livable aesthetic! The OPEN LIVING AREA connects seamlessly to a MAGAZINE WORTHY KITCHEN, where timeless style meets modern performance with a Dacor 42” refrigerator, Bosch 36” professional GAS RANGE with six burners and XL oven, and generous workspace for the home chef. A formal dining room with a BUILT-IN BAR and wine fridge sets the stage for entertaining, while multiple COVERED OUTDOOR SPACES – including a covered front porch, covered side porch/lanai with stained pine ceilings, and an open paver patio – invite year-round indoor/outdoor living. The lanai is pre-plumbed for a summer kitchen with natural gas hookup, ready for your future plans! The luxurious MAIN FLOOR PRIMARY SUITE offers privacy and comfort, complete with a CUSTOM WALK-IN CLOSET and the convenience of space for a stackable washer/dryer within the suite. The additional MAIN FLOOR GUEST BEDROOM and full bath adds flexibility, while upstairs you will find the remaining bedrooms – all with walk-in closets – including a SECOND BEDROOM SUITE option, plus a full laundry room. The SPLIT BEDROOM LAYOUT is ideal for working from home, hosting guests, or growing into over time. With a TILE ROOF, fantastic CURB APPEAL, and only 11 custom homes in this small enclave located at the corner of Plant Street and Brayton Road, opportunities like this are rare. Zoned for “A-RATED” Tildenville Elementary and West Orange High School, this home checks every box – design, luxury, versatility, and an unbeatable location! Welcome to Garden West Terrace. Trail-side. Downtown-close. Custom everything. Schedule your tour today! **Seller may consider buyer concessions if made in an offer**

740 Garden West Terrace, Winter Garden

$1,320,000

4 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to 1006 Lake Brim Drive, a beautifully crafted custom home by J&J Builders, ideally positioned in one of Winter Garden’s most scenic settings. This exceptional residence offers the perfect blend of thoughtful design, outdoor living, and an unbeatable location. At the heart of the home is a gorgeous, oversized screened lanai, ideal for relaxing or entertaining year-round. Complete with a private hot tub, this inviting space overlooks the West Orange Trail, creating a peaceful, private backdrop with no rear neighbors and direct access to miles of walking and biking paths. Out front, the home enjoys expansive green space and tranquil lake views, providing a rare sense of openness and natural beauty both coming and going. The custom craftsmanship throughout reflects the quality and attention to detail J&J Builders is known for, making this home as functional as it is beautiful. Located just minutes from downtown Winter Garden, shopping, dining, and top-rated schools, this home offers a truly special lifestyle — where nature, comfort, and convenience come together seamlessly.

1006 Lake Brim Drive, Winter Garden

$1,093,000

5 Beds ⋅ 5 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code

WELCOME TO A TRULY EXCEPTIONAL HOME in the highly sought-after community of Lakeshore Preserve in Winter Garden, where luxury, comfort, and lifestyle come together seamlessly. This beautifully upgraded Toll Brothers Madeira floor plan offers 5 bedrooms, 4.5 bathrooms, and a 3-car tandem garage, and feels practically brand new, having been gently lived in by only a couple. This home features a private lot and a tranquil backyard, offering the peace and privacy many buyers desire while still enjoying all the benefits and conveniences of a vibrant community. From the moment you enter, the barrel ceiling foyer and soaring 10-foot ceilings create a grand yet inviting first impression. Natural light fills the open layout, drawing you into the heart of the home, a stunning gourmet kitchen designed for both everyday living and entertaining. Enjoy upgraded cabinetry, designer hardware and faucets, pull-out drawers, a wood plank backsplash accent wall, a spacious center island with breakfast bar, and a butler’s pantry for added functionality and elegance. The kitchen flows seamlessly into the family room, highlighted by a tray ceiling and pocket sliders that open to your private outdoor oasis. The extended screened lanai overlooks a gorgeous custom pool featuring a waterfall, LED illumination, and fully automated smart controls accessible from your phone, true resort-style living at home. The patio is pre-plumbed for an outdoor kitchen with water hookups, and the outdoor space is elevated with Shell Beach Tumbled Versailles Pattern pavers, a fully fenced yard, landscape lighting, a retaining wall, and an additional 10x10 paver patio for even more entertaining space. Downstairs, guests will appreciate a private bedroom and full bath, plus an additional half bath for convenience. Home theater speakers are pre-wired on both the first and second floors, adding built-in entertainment value. Upstairs, a spacious loft anchors the remaining bedrooms, creating the perfect second living area. The owner’s suite is a true retreat featuring dual vanities, a soaking tub, a glass-enclosed walk-in shower, and a custom built-in closet. Additional bedrooms include a Jack-and-Jill setup, a private en-suite, and a flexible room ideal for an office, gym, or craft space. Laundry is conveniently located upstairs. Bonus Magic: Enjoy nightly views of the Magic Kingdom fireworks right from your home. Families will appreciate the proximity to highly rated, A-rated schools, providing excellent educational opportunities just minutes away. Living in Lakeshore Preserve means access to resort-style amenities including a lakefront clubhouse, pool, fitness center, playgrounds, dog park, sand volleyball, canoeing, and community events: all in the heart of the Hamlin area, close to top shopping, dining, major highways, and everyday conveniences. This isn’t just a home: it’s a lifestyle!

15625 Sylvester Palm Drive, Winter Garden

$2,675,000

5 Beds ⋅ 6 Baths ⋅ Signature Lakes Ph 02 A B H I J SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Welcome to this custom-built modern lakefront home by Davila Homes, located in Horizon West, Winter Garden, offering 5,433 square feet of living space with 5 bedrooms, 4 full bathrooms, and 2 half bathrooms, and direct frontage on Lake Hancock with approximately 85+ feet of shoreline and sunset views. Located directly across the lake from Hamlin Town Center, this 2021-built residence blends contemporary design and true waterfront living. A large driveway leads to the striking exterior, featuring a side-entry three-car garage and a dedicated home office with a private exterior entrance. Upon entering through the double front doors, soaring ceilings and open sightlines immediately reveal pool and lake views. The main living areas are designed for open-concept living and entertaining, featuring 2x4 porcelain tile flooring, 8-inch baseboards, PGT impact windows, and custom sliding glass doors that fill the home with natural light. Decorative ceiling beams add architectural character to the living room and kitchen, while the living area flows seamlessly into the kitchen and outdoor spaces. The kitchen is centered around a large quartz island and equipped with Thermador appliances, including a six-burner natural gas range with pot filler, built-in wall oven, espresso machine, custom hood, farmhouse sink, and soft-close cabinetry extending to the ceiling. A hidden walk-in pantry with an additional refrigerator and microwave conveying enhances function and clean design, and a half bathroom nearby adds convenience for guests. The primary suite is located on the main level and offers privacy, generous space, and lake views accented by a wood feature wall. The spa-inspired primary bathroom features quartz countertops, a soaking tub, and a frameless glass shower with a Kohler Real Rain shower system. Two additional first-floor bedrooms include walk-in closets and share a Jack-and-Jill bathroom with a Roman soaking tub and quartz countertops, while a laundry room with a dedicated dog wash station completes the main level. Upstairs, luxury vinyl flooring continues throughout, with a private loft opening onto a large balcony overlooking Lake Hancock, offering elevated lake views. Two upstairs bedrooms feature ensuite bathrooms, walk-in closets, and lake views, along with a dedicated gym and powder bathroom. Outdoor living includes a natural gas–heated saltwater pool and spa overlooking the lake, a summer kitchen by Grillworks with an Argentinian-style Santa Maria grill, remote-controlled electric screens, and a natural gas fire pit surrounded by artificial turf. The fully fenced backyard offers open green space between the home and the water, leading to a pavered dock area with a covered boat lift and dedicated jet ski dock. Additional features include a three-car garage with epoxy flooring, two tankless natural gas water heaters, two Tesla batteries connected to the solar system, 72 solar panels producing approximately 32,000 kilowatts annually, and a whole-home water filtration system. Situated in the sought-after Independence Signature Lakes community, residents enjoy resort-style amenities including a fitness center, community pool, tennis courts, playgrounds, walking trails with exercise stations, parks, and dog parks, all within one of Winter Garden’s most desirable lakefront locations close to shopping, dining, entertainment, and major highways. Schedule your private showing today!

6711 Point Hancock Drive, Winter Garden

$1,330,000

7 Beds ⋅ 6 Baths ⋅ Overlook 2 At Hamlin SubDv. ⋅ 34787 Zip Code

Experience refined Florida living in this exceptional 7-BEDROOM POOL HOME located in the prestigious West Lake Hancock Estates, perfectly positioned on an OVERSIZED CORNER LOT. The light-filled interior showcases a modern, open-concept floor plan with expansive living and gathering spaces ideal for both everyday comfort and elevated entertaining. At the heart of the home is the gourmet DOUBLE-ISLAND kitchen, offering generous prep space, abundant cabinetry, and a layout designed to host with ease. A rare and highly desirable feature, this home offers TWO PRIMARY SUITES on the FIRST FLOOR, each complete with private en-suite bathrooms and spacious walk-in closets, providing exceptional flexibility for multi-generational living, extended guests, or a private home retreat. The additional bedrooms are generously sized and thoughtfully placed, offering versatility for guest accommodations, a home office, fitness room, or creative space. Step outside to your private backyard oasis, where a sparkling POOL and OUTDOOR KITCHEN create the ultimate setting for relaxing, entertaining, and enjoying Florida’s year-round sunshine. Whether hosting summer gatherings or quiet evenings at home, this outdoor space is designed for elevated living. Additional highlights include a 3-car attached garage, ample storage throughout, and a pet-friendly neighborhood. Residents of West Lake Hancock Estates enjoy access to resort-style amenities, including a stunning clubhouse overlooking Lake Hancock, community pool, fitness center, playground, amphitheater, scenic walking and biking trails, canoe access, and a full calendar of organized social activities. Ideally located just off SR-429, this home offers convenient access to downtown Orlando, major highways, shopping, dining, and entertainment—while still providing the tranquility of an upscale, lake-centered community.

14241 Colonial Pointe Drive, Winter Garden

$1,167,000

5 Beds ⋅ 4 Baths ⋅ Overlook 2 At Hamlin SubDv. ⋅ 34787 Zip Code

This impressive 5-BEDROOM, 4-bath POOL HOME offers over 4,006 sq ft of living space, designed for comfort, functionality, and modern living. Built in 2019, this home sits on a well-positioned lot with sidewalks and paved streets in the highly sought-after HAMLIN COMMUNITY. A large paver driveway and covered entry framed by upgraded landscaping set the tone for this beautifully appointed home. Inside, a grand two-story foyer opens to formal living and dining spaces accented by soaring ceilings, architectural detailing, and an inviting mix of upgraded ceramic tile and carpet throughout. The open-concept floor plan is ideal for both everyday living and entertaining. The gourmet kitchen features upgraded cabinetry with crown molding, granite countertops, stainless steel appliances, a center island, butler’s pantry, and a breakfast nook, all flowing seamlessly into the expansive two-story family room. Additional FLEX SPACES include a study/media room and a spacious loft, offering options for a home office, playroom, or additional living area. A private FIRST-FLOOR PRIMARY SUITE provides a relaxing retreat with a spacious bath and walk-in closets, while the additional bedrooms offer versatility for guests or multi-generational living. Step outside to a backyard that feels like a tropical escape, with a CUSTOM POOL & SPA, OUTDOOR KITCHEN, and gorgeous WATER VIEW. This backyard is perfect for relaxing or hosting gatherings. Built in 2019 and situated on a well-positioned lot with sidewalks and paved streets, this home is located in a resort-style community featuring a clubhouse overlooking Lake Hancock, pool, fitness center, playground, amphitheater, walking and biking trails, canoes, and a full calendar of social activities. Conveniently located just off SR-429, this home offers easy access to downtown Orlando, shopping, dining, and entertainment.

7389 John Hancock Drive, Winter Garden

$1,290,000

5 Beds ⋅ 5 Baths ⋅ Sanctuary/Twin Waters SubDv. ⋅ 34787 Zip Code

Luxurious 5-bedroom 5-bathroom home with TWO MASTER SUITES. The primary suite is on the second floor. The second suite is located on the first floor. 8 x 48 Ceramic tile with warm wood-look throughout the entire home. Massive Kitchen Island. Quartz Waterfall for Kitchen Island. Farmhouse Undermount Cast Iron Kitchen Sink. Butler’s Pantry area and Large Walk-in pantry between the Kitchen and Dining Room. Solid wood 42-inch cabinets with undermount lighting and soft-close doors and drawers. Pot filler above the gas cooktop. Stainless steel appliances include a built-in oven and microwave. Custom-built-in wine storage, wine and beer refrigerators under the stairs. Outside Covered Patio on first floor and covered second floor patio overlooking the enormous pool and spa. Surround sound setup with Ceiling Speakers both on the interior of the home. Outdoor kitchen with sink, refrigerator, cooktop, gas, and charcoal grills. Natural Gas Community with underground natural gas for outdoor grill, kitchen cooktop, pool and spa heater. Community Pool with restrooms, Recreation Area with kids' playground, dock, and Lake Access to Lake Avalon.

16689 Toccoa Row, Winter Garden

$990,000

4 Beds ⋅ 3 Baths ⋅ Isles Of Lake Hancock SubDv. ⋅ 34787 Zip Code

Welcome to your new dream home! Located within the exclusive, gated and luxurious community of Isles of Lake Hancock, this stunning 4-bedroom, 3-bath home offers refined design, thoughtful layout, and an elevated way of living. A beautifully pavered driveway and manicured front lawn lead to a three-car garage and covered front patio, setting the tone for the elegance that awaits inside. French doors open to a bright, welcoming foyer where soaring ceilings, recessed lighting, and abundant natural light immediately impress. Just off the entry, the formal dining room is designed for unforgettable gatherings, featuring a dramatic double tray ceiling, striking statement lighting, and a wet bar area with storage that makes hosting feel effortless and elevated. The heart of the home brings together the family room and kitchen in a space that is both inviting and beautifully finished. Exposed ceiling beams add architectural interest to the family room, while the kitchen delivers true luxury with a large island and breakfast bar offering additional storage, premium stainless steel appliances, a stunning range hood, crown-molded cabinetry, and a spacious pantry. Whether you’re preparing a weeknight dinner or hosting a celebration, this kitchen is designed to handle it all with ease. A sunlit dinette just off the kitchen features an angled bay window and elegant lighting, creating the perfect spot for casual meals and morning coffee. A split-bedroom layout enhances privacy, with the primary suite tucked away on its own side of the home. This serene retreat includes private access to the lanai, a generous walk-in closet, and a spa-inspired en suite bath complete with dual vanities, a deep soaking tub, and an expansive walk-in shower, making it an ideal space to unwind at the end of the day. The additional bedrooms are thoughtfully designed with ample storage, natural light, and comfortable space for family or guests. Step outside to the covered lanai featuring retractable patio screens, allowing you to customize your outdoor experience while enjoying al fresco dining or relaxing in the shade. The fully fenced backyard provides peace of mind and room to play, perfect for four legged friends, little ones, or hosting weekend gatherings in the Florida sun. Residents of Isles at Lake Hancock enjoy exceptional community amenities including tennis courts, a residents-only boat ramp, playground, and recreation areas. Known as a nationally recognized water-skiing destination that hosts world-class tournaments, the community also offers convenient access to Walt Disney World, excellent shopping and dining options, upscale golf courses, top-rated schools, and easy access to SR-429 so everything you could need is right at your fingertips. Don't miss out on the opportunity to call this stunning, luxurious home your own. Schedule a private showing TODAY!!!

7832 Freestyle Lane, Winter Garden

$1,248,190

5 Beds ⋅ 5 Baths ⋅ Winter Grove SubDv. ⋅ 34787 Zip Code

Sold Data Entry Only.

418 Winter Grove Boulevard, Winter Garden

$2,200,000

7 Beds ⋅ 6 Baths ⋅ Twinwaters SubDv. ⋅ 34787 Zip Code

There are homes built to impress—and then there are homes built to be remembered. Set along a peaceful cove on Johns Lake, this lakefront estate offers a lifestyle that feels both refined and effortless. Spanning over 5,100 square feet, the home features seven bedrooms, five-and-a-half baths, and sweeping water views, with spaces thoughtfully designed for everyday living and unforgettable gatherings. Natural light fills the interior, highlighting tailored millwork, warm hardwood flooring, and a striking staircase that makes an immediate architectural statement. The layout flows seamlessly toward the heart of the home, where the lake becomes a constant backdrop. The main living area is both dramatic and inviting, anchored by a sleek electric fireplace and expansive glass doors that open to the outdoors, creating a true indoor-outdoor connection. The kitchen is elevated yet highly functional, centered around a statement island with a porcelain farmhouse sink and quartz countertops. Double-stacked cabinetry, a flat cooktop with pot filler, premium appliances, and generous pantry space support effortless entertaining. Just beyond, an eat-in breakfast area framed by French doors on two sides opens directly to the lanai with views of the pool and lake. A flexible main-level office or den offers versatility for a home office, gym, or additional bedroom, ideal for multigenerational living. The primary suite on the main floor is a private retreat, featuring a separate sitting area overlooking the pool and lake, a spa-inspired bath, and a custom walk-in closet—designed for comfort, flexibility, and quiet relaxation. Upstairs, a spacious loft provides room for media or gathering, surrounded by six additional bedrooms. Two bedrooms feature private baths, while two others share a well-designed Jack-and-Jill bath, offering comfort and privacy for family and guests alike. Outdoors, the lifestyle truly comes alive. A covered and screened lanai overlooks the heated pool and paver terrace, perfect for year-round enjoyment, while the backyard includes an in-ground trampoline seamlessly integrated into the landscape. The experience continues beyond the pool with a thoughtfully designed dock that comes alive at night with ambient lighting. At the end, a boathouse awaits with a covered boat lift, lifts for two jet skis, power, water, and generous deck space—ideal for fishing, entertaining, or simply enjoying sunset views across Johns Lake. Additional highlights include a four-car garage, plantation shutters, security system, dual laundry rooms, and recent interior and exterior updates. Located in the Twinwaters community, residents enjoy a neighborhood pool, playground, and walking trail, just minutes from Winter Garden Village, Historic Downtown Winter Garden, top-rated schools, major highways, and Orlando’s iconic destinations. This is more than a lakefront home—it’s a place where architecture, lifestyle, and water come together beautifully.

16641 Broadwater Avenue, Winter Garden

$1,650,000

4 Beds ⋅ 5 Baths ⋅ Orange Grove Sub SubDv. ⋅ 34787 Zip Code

Experience the best of downtown living in this stunning, brand new custom home located just one block north of iconic Plant Street. Thoughtfully designed with luxury and lifestyle in mind, this residence offers 4 bedrooms, 4.5 bathrooms, a spacious loft, and a flexible bonus space—ideal for a home office, gym, or private retreat. The open-concept main living area is enhanced with plantation shutters, providing both timeless style and added privacy, and is anchored by a natural gas fireplace. The chef’s kitchen features a gas range, premium finishes, and a wet bar, making it perfect for entertaining. Designed for comfort and convenience, each bedroom includes its own ensuite bathroom and walk-in closet, offering privacy and functionality for family and guests alike. Step outside to your private backyard retreat with a pool and fully equipped summer kitchen, creating an ideal setting for year-round indoor-outdoor living. Every detail reflects quality craftsmanship and modern design, all in one of Winter Garden’s most desirable, walkable locations—just steps from Plant Street’s dining, shopping, farmers market, and community events.

9 E Newell Street, Winter Garden

$1,765,000

5 Beds ⋅ 4 Baths ⋅ Oakland Park B-2 SubDv. ⋅ 34787 Zip Code

Step into a custom residence where calmness, grace, and thoughtful design greet you from the moment you arrive. In the quiet part of community, overlooking peaceful pond views, this luxury home features an open, airy floor plan filled with natural light, upscale laminate planks throughout, large lot. The gourmet kitchen is a true centerpiece here, offering a commercial-grade hood ideal for entertaining, gas stove, Bosch appliances, pot filler, walk-in pantry, and an appliance garage. The living area flows seamlessly to the outdoors through fully retractable sliding glass doors, complemented by surround sound and custom-tinted windows for comfort and privacy. With 4 bedrooms and 3 full baths—including one with direct patio access—the layout is designed for both convenience and flexibility. One bedroom is located on the main level, while upstairs you’ll find a Jack-and-Jill setup and a spacious primary suite featuring a tray ceiling, spotlight accents, and a spa-inspired bath with walk-in shower, separate soaking tub, and a stunning built-in closet with natural light. An exceptional bonus is the private in-law suite above the garage, complete with its own kitchen, living area, bedroom, and stackable washer/dryer—perfect for guests or multi-generational living. The outdoor oasis is a destination of its own, surrounded by bamboo, olive, lime, and persimmon trees. The covered patio invites year-round enjoyment, and the fully fenced property offers privacy and space to unwind. From your backyard, you can even watch Space Shuttle launches light up the sky. Located in the highly desirable golf cart district, this home places you just a 2-minute walk from the West Orange Trail and only 3 miles from historic Downtown Winter Garden. Unbeatable location, unmatched lifestyle. Schedule your private showing today.

906 Allendale Lane, Winter Garden

$1,385,000

5 Beds ⋅ 5 Baths ⋅ Hickory Hammock Ph 1d SubDv. ⋅ 34787 Zip Code

Thoughtfully positioned on an expansive, oversized front lot, 16115 Johns Lake Overlook Drive commands attention with a striking sense of arrival. Its prominent placement, complemented by a beautiful tile roof and wide, sweeping driveway, enhances the home’s architectural scale and creates a level of presence rarely found within the Johns Lake community. From the moment you approach, the residence asserts itself as a true statement property, balancing grandeur and elegance with a distinctive curb appeal that sets it apart in one of Winter Garden’s most desirable neighborhoods. Step inside to discover an interior designed for both sophistication and comfort. Soaring ceilings, 8-foot doors, and refined finishes create an atmosphere of elegance throughout, while custom blinds add a cohesive, polished touch to every room. The heart of the home is a spacious, meticulously appointed kitchen featuring oversized countertops and high-end fixtures, perfectly suited for entertaining or intimate family gatherings. Its open-concept design seamlessly connects to the main living areas, offering a welcoming flow and a sense of effortless luxury. The living spaces extend naturally to a beautifully landscaped outdoor setting, highlighted by a shimmering pool with dual water fountains, a 360-degree spa, and an expansive patio. This serene retreat is ideal for hosting lavish gatherings, enjoying quiet evenings, or simply soaking in the Florida sun in complete privacy. The thoughtfully designed floor plan offers generously sized bedrooms and versatile living spaces, perfect for guests, a home office, or multigenerational living. The primary suite serves as a private sanctuary, while additional bedrooms provide comfort and flexibility for family or visitors. Surrounded by the natural beauty of Johns Lake, the neighborhood offers picturesque views and a lifestyle that combines tranquility with convenience. Residents enjoy easy access to major roadways, premier shopping, dining, and everyday necessities, all while remaining immersed in one of Winter Garden’s most sought-after lakefront communities. 16115 Johns Lake Overlook Drive presents a rare opportunity to own a home that harmonizes architectural presence, elevated finishes, and a commanding setting, establishing itself as an unmistakable landmark in a distinguished and highly desirable location.

16115 Johns Lake Overlook Drive, Winter Garden

$1,200,000

4 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Nestled on a corner lot in the heart of Oakland Park and thoughtfully custom designed and built by J&J Builders, this fully turnkey home is impeccably finished and flooded with natural light, thanks to an abundance of large sun-filled windows that create an airy, welcoming atmosphere throughout. A flexible floor plan offers 4 true bedrooms PLUS an additional flex room. At the heart of the home is a DeVol-inspired kitchen featuring Thermador appliances, Cesarstone Quartz countertops, and a sun-drenched dining area. The spa-like primary suite is a true retreat, featuring an oversized walk-in shower, soaking tub, and double vanities. Step outside to your own citrus garden, situated on a fully fenced corner lot, the expansive yard offers plenty of room to add a pool, while the screened-in back lanai provides the perfect spot to relax year-round. A detached garage and large driveway allow for ample parking. Live the outdoor life in Oakland Park with two community pools, jogging trails, green spaces, and walkability to the West Orange Trail - all within the Winter Garden golf cart district and less than a five minute drive to the turnpike.

1120 Civitas Way, Oakland

$1,490,000

4 Beds ⋅ 4 Baths ⋅ Oakland Parkb-1 SubDv. ⋅ 34787 Zip Code

Welcome to 1127 Celedon, a stunning J&J Custom Home in the heart of coveted Oakland Park, where exceptional craftsmanship meets elevated, modern design. This 4-bedroom, 3.5-bath residence is filled with thoughtfully curated details that make the home feel both luxurious and welcoming. Architectural wood beams, designer lighting, and rich finishes create warmth and character throughout. The kitchen is a true showpiece, featuring a coveted Le Cornue range, handmade tile, custom cabinetry, and statement finishes that anchor the home as both a functional and visual centerpiece. Just off the kitchen, a versatile flex space offers the perfect blend of form and function—ideal as a small office, scullery, or prep space, seamlessly supporting everyday living and entertaining alike. The primary suite is a private retreat, featuring a spa-inspired bathroom with a luxurious steam shower for a truly restorative, at-home spa experience. The home opens to a serene outdoor escape, backing to peaceful green space for added privacy and tranquility. A resort-style pool completes the setting, offering the perfect backdrop for both relaxed evenings and lively gatherings. With impeccable design, flexible living spaces, and an unbeatable location, 1127 Celedon delivers luxury, style, and livability in one of Oakland’s most desirable neighborhoods.

1127 Celadon Street, Winter Garden

$1,170,000

4 Beds ⋅ 3 Baths ⋅ Courtlea Oaks SubDv. ⋅ 34787 Zip Code

NEW PRICE and Brand New Renewal by Anderson Double Paned Windows coming soon ($60,000 value)!!! Welcome to Courtlea Oaks, one of Winter Garden’s most timeless and charming communities, perfectly positioned in the heart of the golf cart district. This beautiful 4-bedroom, 2.5-bath home with a 3-car garage and screened pool has been freshly painted inside and out, offering a bright, clean, move-in-ready feel from the moment you arrive. Inside, you’ll love the functional layout featuring a downstairs office, formal dining room, and spacious family room—plus a stunning open entry with soaring ceilings that extend to the second floor, creating an airy, grand feel. The home also features a generously sized primary suite, complete with a newly renovated bathroom and a spacious walk-in closet—your own private retreat. Upstairs, a versatile loft/bonus space provides the perfect flex area for a media room, playroom, or second living space. Step outside to your backyard oasis with a screened-in pool, ideal for relaxing and entertaining year-round. Enjoy being just minutes from Historic Downtown Winter Garden, with its boutique shopping, casual and fine dining, the Saturday Farmers Market, local breweries, the Winter Garden Theatre, and the West Orange Trail. Conveniently located near major highways including 408, 429, and the Florida Turnpike for an easy commute. Don’t miss your opportunity to own in Courtlea Oaks—schedule your private showing today!

308 Forest Haven Drive, Winter Garden

$1,100,000

5 Beds ⋅ 5 Baths ⋅ Winding Bay Ii Llc SubDv. ⋅ 34787 Zip Code

Set within one of Winter Garden’s most loved communities, this thoughtfully designed two-story home offers a lifestyle shaped by ease, connection, and everyday enjoyment in Winter Garden, Florida. Morning walks along sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a rhythm that feels relaxed yet vibrant. With top-rated schools, convenient access to shopping and dining, and Walt Disney World Resort just minutes away, the location blends Central Florida convenience with the feeling of being tucked into something special. From the moment you step inside, the home invites you to slow down and take it all in. Natural light fills the space, drawing your eye through the open living area to peaceful pond views and the private pool. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be built on, preserving privacy and tranquility. Oversized white tile spans the first floor, creating an open, airy atmosphere that feels clean and welcoming. At the center of the home, the kitchen is designed for real life and real gatherings. White cabinetry, granite countertops, a double oven, and a statement range hood anchor a space that works effortlessly for weeknight dinners or hosting friends. A large walk-in pantry keeps everything organized and within reach. Just beyond, the family room feels warm and grounded, with a stone accent wall, electric fireplace, and custom shelving creating a comfortable place to relax. The first floor offers flexibility to suit your lifestyle. A dedicated den or home office provides a quiet place to focus, while a formal dining room invites shared meals and conversation. A drop zone near the garage keeps daily routines running smoothly. Toward the back of the home, a spacious downstairs bedroom with a full en suite bath offers privacy, ideal for guests or multi-generational living. Upstairs, an open loft serves as a central gathering space for movie nights or game days, enhanced by a stone wall and theater-style seating. The owner’s suite feels like a true retreat with a tray ceiling, spa-inspired bath featuring a rain shower, dual sinks, generous storage, and two oversized walk-in closets. A private balcony overlooks the pond and wooded preserve, offering a peaceful place to enjoy morning coffee or unwind. Three additional upstairs bedrooms provide ample space for family or guests. Two share a hall bath, while one enjoys its own en suite for added comfort and privacy. Outside, the backyard feels like a private Central Florida escape. A resort-style saltwater pool with a lounging platform and in-water loungers overlooks the serene pond, creating an inviting setting for relaxing afternoons or entertaining. The screened enclosure allows for year-round enjoyment, and the community dog park directly across the street adds everyday convenience for pet lovers. With fresh interior paint and plantation shutters throughout, this move-in ready single-family home is ready for its next chapter. Community amenities include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. This is more than a house — it is a place to settle in, build memories, and truly feel at home in Winter Garden.

15312 Gilligan Court, Winter Garden

$1,200,000

5 Beds ⋅ 5 Baths ⋅ Waterside/Johns Lk-Ph 1 SubDv. ⋅ 34787 Zip Code

Behind the private gates of the highly sought-after Waterside on Johns Lake community in Winter Garden, this exceptional and extensively updated estate offers a rare blend of refined luxury, thoughtful architectural design, and seamless indoor-outdoor living. Designed to impress, this five-bedroom residence lives primarily as a single-story home, complemented by a private upstairs retreat featuring a spacious loft, full bedroom, and bathroom—ideal for guests, multi-generational living, or a secluded home office. From the moment you enter, the home exudes timeless sophistication. Authentic solid wood flooring flows throughout, creating warmth and character that elevate every space. Expanded living areas provide a bright, open layout perfectly suited for both intimate daily living and elegant entertaining. Luxury countertops define the gourmet kitchen and gathering spaces, blending modern elegance with classic craftsmanship. The home is thoughtfully designed for true Florida living, with interiors opening seamlessly to an expansive screened-in lanai, creating a year-round indoor-outdoor lifestyle. Electric automatic blinds in the living room allow effortless control of natural light, while the fully fenced backyard reveals a stunning infinity-edge pool, offering a resort-style atmosphere ideal for relaxation and entertaining. Inside, the residence continues to impress with custom built-in cabinetry, high-end finishes, and a floor plan that balances functionality with refined design. Five generously sized bedrooms and beautifully appointed bathrooms are thoughtfully positioned to maximize privacy, comfort, and flow throughout the home. Located within gated Waterside, one of Winter Garden’s most desirable lakefront communities, residents enjoy privacy, exclusivity, and direct access to Johns Lake, while remaining conveniently close to top-rated schools, dining, shopping, and major roadways. This is more than a home—it is a lifestyle, defined by space, craftsmanship, and exceptional outdoor living. Opportunities of this caliber on Johns Lake are truly rare, and this residence stands apart in both design and execution.

16740 Turtle Hatch Drive, Winter Garden

$1,530,000

5 Beds ⋅ 5 Baths ⋅ Sanctuary/Twin Waters SubDv. ⋅ 34787 Zip Code

GORGEOUS LAKEFRONT POOL HOME BEING OFFERED IN THE TRANQUIL LAKE COMMUNITY, SANCTUARY AT TWIN WATERS! The home sits on a HALF-ACRE LOT on LAKE AVALON! This 5-bedroom, 4 and 1/2 bath, 4 car garage home has 4,258 heated square feet and 5,916 total square feet. The plan is perfect for MULTIGENERATIONAL LIVING with a guest (in-law) bedroom and ensuite bathroom downstairs; and upstairs the back bedroom has its own ensuite full bathroom. The GOURMET KITCHEN will delight the most avid chef with generous upgraded light gray shaker cabinets including modern hardware and stacked pot drawers for all those cooking gadgets! Sparkling white quartz countertops, meet high-end stainless-steel appliances including a 5-burner gas cooktop, double oven, microwave, refrigerator, and dishwasher. Need lots of organized space in your pantry? No problem-this pantry comes with a professional organizer system including pullouts. You will love gathering around the large coordinating island complete with contrasting navy shaker cabinets, white quartz countertops, stainless farmhouse sink, and counter bar area! The rest of the downstairs living areas (great room, breakfast room, and formal dining room) flow open from the kitchen offering spectacular views of the lake. A pool half bath rests behind the kitchen for easy guest access. You will absolutely love the dedicated and professionally organized laundry room with sink, cabinets, and plenty of folding/hanging areas. Did I mention that the WHOLE HOUSE HAS PLANTATION SHUTTERS and EVERY CLOSET HAS “CALIFORNIA” PROFESSIONAL ORGANIZERS!!! The downstairs living area is covered with light gray, easy to maintain wood looking tile, and soft carpet around the great room TV area. The expansive downstairs primary suite features an extended flex room perfect for an office area, sitting room, or workout area. BOTH primary suite ROOMS LOOK OUT OVER THE salt chlorinated and screened POOL with SPA. Step right out your French doors into the heated spa as you watch the sun set over the lake! You will absolutely love the light, airy primary bathroom complete with free standing soaker tub, huge shower with frameless glass enclosure, and gorgeous white marble-looking porcelain tile covering the floor and shower walls. Light gray cabinets meet medium gray quartz countertops creating a true work of art! Look at the huge, organized closet perfect for all your clothes and accessories! All the bedrooms have a plush carpet for comfort. The upstairs features the bedroom with ensuite bathroom, two other bedrooms that share a bathroom, and a huge bonus room just perfect for game night, movie night, or just chilling as you look out at the lake! The new owner can build a dock on Lake Avalon. Enjoy the pool amenity and Lake Park area just inside the main entrance to the community. Sanctuary at Twin Waters is a convenient location just out from the hustle and bustle, but convenient to all that Winter Garden has to offer including Disney, the charming Downtown Winter Garden with the 20 mile West Orange trail network, Winter Garden Village with its shops and restaurants, and so many other fantastic activities which make this one of the top Central Florida areas to live in. Great local public schools as well as private schools surround the area adding to a great quality of life.

16768 Sanctuary Drive, Winter Garden

$2,098,000

4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Pre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve of the sought-after Oakland Park community. This is a RCB Homes custom-built two story, four-bedroom, four-bath floor plan that you will customize with all the luxury finishes you will pick yourself! The floorplan is an open concept design, but you can still make changes to the floorplan if you want! The lot affords beautiful views of Lake Apopka on a secluded cul-de-sac. The community is conveniently located minutes away from downtown Winter Garden, with a plethora of restaurants, shopping, and more. If outdoor recreation is up your alley, enjoy the various walking trails in the community or explore the 22-mile paved West Orange Trail connecting Oakland/Winter Garden to Apopka! Seize your opportunity to become a part of the luxury lifestyle inside Oakland Park with its multiple community living spaces, pools, playgrounds, and more. Don't settle for a community or home that doesn't have your wants and needs; build this home one to your specifications. Call us to find out more!

1258 Ridge Lake Way, Oakland

$995,000

5 Beds ⋅ 5 Baths ⋅ Latham Park North SubDv. ⋅ 34787 Zip Code

A Sanctuary of Luxury Living in Horizon West Located in the coveted Latham Park at Horizon West, this highly customized Ashton Woods Duval Craftsman offers a rare blend of sophistication and serenity just 10 minutes from Disney World. Backing onto a lush conservation area, this 5-bedroom, 4.5-bath estate spans over 3,500 square feet of thoughtfully elevated living space. The heart of the home is a culinary masterpiece featuring floor-to-ceiling cabinetry, a whitewashed brick backsplash, and Frigidaire Professional appliances, all anchored by an oversized custom island and a sleek butler’s pantry perfect for entertaining. The architectural design commands attention with a two-story great room featuring soaring ceilings, a magnificent gas fireplace, and 13 additional custom windows that flood the home with natural light and tranquil views. Practical luxury abounds on the main floor, including a versatile guest suite with a clever remote closet-to-office conversion. Upstairs, the master retreat serves as a private haven with a spa-inspired bath—freshly updated in 2025—while an enlarged bonus loft, pre-wired for surround sound, provides the ultimate media experience for family and guests. Engineered for peace of mind, the home is packed with high-end integrations including 3M Hurricane-tinted film, smart weather-sync irrigation, and fiber-optic connectivity. From the Next-Gen Shaw flooring and quartz countertops to the three-bay tandem garage and screened lanai, every detail has been meticulously curated. This is more than a home; it is a turn-key masterpiece offering a "forever view" in one of Central Florida's most desirable communities. Your forever view is waiting. Schedule your private tour of this Horizon West masterpiece today.

14144 Aldford Drive, Winter Garden

$1,725,000

5 Beds ⋅ 3 Baths ⋅ Oakland Hills SubDv. ⋅ 34787 Zip Code

Discover the pinnacle of custom-built luxury in Winter Garden with this spectacular 5-bedroom, 3-bathroom Modern Farmhouse, crafted by the esteemed Justice & Wood Builders. This home is situated within Oakland Hills, a truly exclusive enclave of just 17 homesites, offering a private and peaceful lifestyle while remaining mere moments from the energy of Historic Downtown Winter Garden. Set on a rare and expansive 0.47-acre lot, the property is graced by the majestic, moss-draped canopy of towering old oak trees, creating an idyllic, tranquil setting from the moment you arrive. Step inside to an airy, open-concept living space where natural light floods the wide-plank wood floors. The heart of the home is defined by dramatic cathedral ceilings, beautifully accentuated by rich, exposed timber ceiling beams. The kitchen is a masterful fusion of high design and functionality—a space that moves beyond standard "gourmet." It features premium shaker cabinetry, a massive center island finished in a striking blue-gray hue for contrast, and luxurious quartz countertops. Chefs will appreciate the professional stainless steel appliances, the deep farmhouse sink, and the dedicated natural gas range for precision cooking. The home's thoughtfully designed layout provides versatile living areas for every need. The three-car garage offers not just ample storage and parking, but the convenience of an EV adapter in the third bay, ready for your electric vehicle. Escape to the generous private bedrooms, the upstairs bedroom offers a flexible space that can easily serve as a dedicated home office, home gym, media room, or guest suite. This room comes with the significant advantage of both air-conditioned storage and a large walk-in attic, ensuring clutter-free living. Bathrooms feature clean lines, modern fixtures, and striking custom tilework. The dedicated laundry room is equally impressive, boasting extensive cabinetry, quartz counters, and an eye-catching patterned tile backsplash. The fully fenced backyard provides exceptional privacy for your personal resort. The stunning private pool and spa are surrounded by a spacious paver patio, complemented by a charming fire pit area, making this the ultimate space for both lavish entertaining and quiet relaxation. Crucially, this exceptional home is zoned for highly-rated schools offering excellent educational opportunities. The coveted location ensures you are only minutes from the vibrant, golf-cart-friendly atmosphere of Historic Downtown Winter Garden, with its acclaimed Farmers Market, Plant Street Market, unique boutiques, and fine dining. This is a rare opportunity to own a meticulously crafted, custom home in one of Winter Garden's most desirable and private communities--priced BELOW APPRAISED VALUE. Schedule your private showing today to experience this unparalleled lifestyle in Oakland Hills!

15210 E Oakland Avenue, Winter Garden

$1,008,426

5 Beds ⋅ 4 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Under Construction. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Tidewater, a spacious single-story, open-concept home designed for modern living and effortless entertaining. This brand-new home offers 5 bedrooms and 3 bathrooms, providing flexibility for families, guests, or multi-generational living. Bonus area with Full Bath.The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for everyday life and entertaining. A wet bar in one of the rooms adds style and convenience for hosting guests. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort, and a door connecting the laundry room directly to the owner’s suite closet adds an extra layer of convenience. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

16132 Leyland Cypress Lane, Winter Garden

$2,075,000

5 Beds ⋅ 5 Baths ⋅ Avalon Cove SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. This is more than a house ~ Lakefront retreat designed to stop you in your tracks the moment you walk through the door! Perfectly positioned on Hickorynut Lake within the exclusive Avalon Cove, this custom Jones Homes residence was built in 2022 and is one of only 49 homes in this intimate luxury enclave. From the instant you enter, you are met with a rare “water-on-water” moment – breathtaking panoramic lake views that frame the entire living space and set the tone for everything that follows. Designed for effortless living and unforgettable entertaining, Come home and immediately dive into the lake life. Expansive sliding glass doors dissolve the line between indoors and out, opening to a resort-style backyard featuring a saltwater pool, heated spa, pool ledge loungers, integrated lighting, and a pool crawler cleaning system. Motorized lanai screens, a built-in outdoor kitchen with gas grill, and a gas fire pit creating the ultimate sunset and entertainment zone – complete with water views and space to gather - there or on your private dock! Inside, the chef’s kitchen anchors the home with an oversized island seating up to eight, custom wood vent hood, gas cooktop, designer finishes, barn door accents, and thoughtful upgrades throughout. Custom wood beams add warmth and architectural interest, while the open layout flows seamlessly to living, dining, and outdoor spaces – ideal for hosting or relaxing in style. Luxury meets intelligence with over $30,000 in smart home upgrades, including full Alarm automation, indoor and outdoor security cameras, remote access controls, Sonos audio, and Bluetooth sound zones throughout the kitchen, living room, loft, lanai, and balcony. Motorized shades on both floors provide privacy and convenience at the touch of a button. A reverse osmosis water system enhances everyday living, and the first-floor laundry adds to the home’s thoughtful functionality. Both primary suites are beautiful, a spa-inspired primary bath, and a custom walk-in closet. A dedicated gaming room offers a turnkey entertainment space – perfect for family & friends fun for all ages. Step onto the front-facing balcony in the evenings and enjoy nightly Disney fireworks, a magical reminder of how close you are to it all. The epoxy-finished three-car garage includes an additional storage bay, offering space for vehicles, toys, and lake-life essentials. Outside, low-maintenance AstroTurf landscaping keeps the focus on enjoyment, not upkeep. Just minutes from Disney theme parks, shopping, dining, and with easy access to SR-429, this home is approximately 30–40 minutes from Orlando International Airport, making it ideal as a primary residence, second home, or luxury retreat. Comfortable, elevated, and completely move-in ready – this is lakefront living done right! Call today to schedule your tour and let us welcome you home!

9014 Morgana Court, Winter Garden

$1,350,000

4 Beds ⋅ 5 Baths ⋅ Canopy Oaks Ph 1 SubDv. ⋅ 34787 Zip Code

The Sanibel model: a champion among estates. To own this residence is to inherit a legacy. Known locally as The Castle, this 4,713-square-foot Mediterranean masterpiece is not merely a home, it is a decorated champion. Having secured the SEBC Excel Award for Best Model in Florida and the Parade of Homes Award, this estate stands as a testament to architectural perfection. It offers a rare opportunity to acquire a pedigree property that balances status of a trophy home with intimate sanctuary of a primary residence. Grandeur at the threshold: The arrival experience is nothing short of cinematic. Framed by a classic Terra Cotta barrel tile roof and sweeping front balconies, the façade commands immediate respect. As you push open the imposing 8-foot arched wood double doors, the world behind you fades. You are greeted by a breathtaking foyer where an elegant wood staircase, adorned with custom decorative iron railings, spirals upward. Your gaze is instantly drawn through the home, past the volume ceilings and sun-drenched corridors, directly to the shimmering fountains and pool, establishing a seamless visual connection with the outdoors. Unrivaled entertaining: Designed for the host who refuses to compromise, the main level is a triumph of open-concept design. Whether hosting a grand gala or an intimate wine tasting, the flow is effortless. The culinary center, featuring natural gas cooking, anchors the great room, allowing conversations to drift naturally through 8-foot interior doors onto the expansive lanai. This is the epitome of Florida’s indoor-outdoor lifestyle, sophisticated, airy and undeniably impressive. With four bedrooms, each boasting private en-suite baths, every guest is treated to comfort of a five-star hotel. The crown jewel, the owner’s suite: The pièce de résistance, however, awaits upstairs. The owner's suite is not just a bedroom, it is an architectural event. Entry is granted through a jaw-dropping rotunda, a dramatic vestibule that signals you are entering a private realm of luxury. Under soaring ceilings, the suite expands into a sanctuary of solitude, complete with private balcony access that invites the morning breeze. It is a retreat worthy of the estate’s royal moniker. Experience the award-winning lifestyle of The Castle.

606 Canopy Estates Drive, Winter Garden

$1,500,000

6 Beds ⋅ 5 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to this exceptional RCB custom home with a pool located in the highly desirable Oakland Park community. Ideally positioned directly across from a green area and surrounded by walking trails on both sides, this home offers park and lake views from the front porch and an upstairs bedroom, creating a peaceful and picturesque setting. The residence features 6 bedrooms and 5 full bathrooms, with two bedrooms located on the first floor. One is a full guest suite with walk-in closet, while the second first-floor bedroom—currently used as a home office with elegant glass French doors excellent flexibility work-from-home needs. Designed for both everyday living and entertaining, the home showcases an outstanding kitchen overlooking the main living area, complemented by a large walk-in pantry, enhanced by a hidden oversized pantry/bar area with microwave and mini beverage refrigerator. Outdoor living is a highlight, featuring a resort-style pool and spa, covered patio, and retractable screen, ideal for year-round enjoyment. The home also offers a rare three-and-a-half car oversized garage, including a dedicated roll-up garage door with direct access to the pool area, plus a large built-out storage attic with staircase access. Additional features and upgrades include LVP flooring, wood beams, electric fireplace, crown molding, metal roof over the front porch, CAT 6 wiring throughout, whole-house water softener, whole-house surge protector, and a home that has been consistently maintained under an air-conditioning service plan. Located just three blocks from the West Orange Trail and within a golf-cart-approved community, the property is within walking distance to Tildenville Elementary School (9/10 rating) with magnet and global language programs, as well as Oakland Charter School and the local middle school. Just minutes from downtown Winter Garden, this home offers exceptional access to dining, shopping, and outdoor recreation. This thoughtfully designed residence combines quality craftsmanship, flexibility, and an outstanding location—offering refined Florida living in one of Oakland’s most desirable communities.

1008 Tilden Oaks Trail, Oakland

34787 Zip Code Real Estate & Homes - Above $1 Million

Advanced Search

Map Search

Home Valuation

Browse All 34787 Zip Code FL Above $1M Properties for Sale