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$545,000
3 Beds ⋅ 2 Baths ⋅ Black Lake Park SubDv. ⋅ 34787 Zip Code
**LOCATION -- LOCATION -- LOCATION** **GATED WINTER GARDEN COMMUNITY** **3 BEDROOMS + DEN/OFFICE/4TH BED** **ONE STORY** **UPDATED KITCHEN & BATHS** **INSURANCE READY & WORRY FREE -- ROOF (2018) + HVAC (2022) + WATER HEATER (2022)** **LARGE CORNER LOT -- FULLY FENCED & NEARLY 1/4 ACRE** Welcome to this adorable & move-in ready home in the highly-desired & gated community of Black Lake Park in Winter Garden! Starting with great curb appeal and a charming front entry, this home sits on an oversized CORNER lot (nearly 1/4 acre) that is FULLY FENCED. Perfect for pets, play & privacy. Fantastic & FLEXIBLE open floor plan with THREE bedrooms PLUS an additional spacious flex room…office (or two), den, gym, guest room, 4th bedroom…the choice is yours! Beautifully updated kitchen including cabinetry, countertops, custom backsplash, fixtures, appliances…and an incredible extended bar & storage area with custom built cabinets and opening for beverage fridge, wine cooler or pets. The large primary suite features TWO separate walk-in closets and renovated bathroom with two separate sink & vanity areas, custom storage shelves & new large walk-in shower. New blinds on all windows & doors. All appliances STAY including washer & dryer. Live the Florida lifestyle outdoors in your HUGE extended screened patio lanai & large backyard area -- peace, privacy & serenity right at home. Plenty of space for relaxing or entertaining. Beautiful upgraded landscaping throughout entire property. Enjoy harvest from five Florida fruit trees (lemon, lime, orange, mango & fig). LOW HOA FEES -- this community offers an incredible value which includes security gates at two entrances, pool, park, playground, pavilion, soccer field, volleyball, basketball, tennis, community fishing dock, lake access & community boat ramp...AMAZING! WORRY-FREE LIVING (and no issues with insurance…) with a newer roof (2018), HVAC (2022) and water heater (2022). For further reassurance & peace of mind -- there is a transferrable HVAC & plumbing plan with ProTech & transferrable (preventative) termite plan with Massey. The PERFECT location -- just one minute to shopping & dining at the Winter Garden Village, medical at Advent Health Hospital and around the corner to HWY 429 entrance with direct connect to the Turnpike and 408 for an easy commute to anywhere in Central Florida. Also located just 2.5 miles to downtown historic Winter Garden -- enjoy the West Orange Trail, HUGE weekly farmer's market, festivals, shopping, dining, art, the Crooked Can Brewery & Plant Street Market. Zoned for fantastic schools including K-8 Sunridge and West Orange High School. Just 9 (yes…NINE!) miles to Walt Disney World. WELCOME HOME!

570 Cascading Creek Lane, Winter Garden
$790,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code
PRICE JUST REDUCED TO $799,000! WELCOME HOME TO STONEYBROOK WEST AND THIS STUNNING, IMMACULATE, 4 Bedroom, 3 Full Bath, 3219 htd sqft POOL home, situated on a PRIVATE, PREMIER, .33-acre CONSERVATION lot, with NO REAR NEIGHBORS, and nestled between BOTH Black Lake and Lake Tilden. The GUARD-GATED, LAKE-FRONT, GOLF Community of Stoneybrook West is one of the MOST SOUGHT-AFTER Neighborhoods in ALL of Winter Garden. Just as you enter the main gates, you will be immediately taken aback by the NATURAL Beauty of this AMAZING Community. This home is Turn-Key and MOVE-IN READY! ALL the work has been done for you! Upgrades include: Rescreened Pool Enclosure (2025), Refreshed Paint on Interior (2025), New Refrigerator (2024), New Sprinkler System (2024), New Dishwasher (2023), New Roof (2022), New Exterior Paint (2022), New Engineered Wood Flooring Throughout (Except Wet Areas)(2020), New HVAC (2019), New Microwave (2018), and New Light Fixtures (2018). Upon arriving at this home, you will be met by GORGEOUS landscaping and Curb appeal! As you enter the GRAND foyer of this popular Nottingham Manor model, you are greeted by both a formal Living room and formal Dining room, complete with crown molding. You will enjoy cooking or entertaining in the SPACIOUS Kitchen that is TRULY a Chef's Dream...with TONS of Cabinetry and Countertop Space. The Kitchen boasts Stainless Steel Appliances, a Breakfast Bar, a Closet Pantry, and an Eat-In Breakfast area. The Kitchen opens DIRECTLY into the OVERSIZED Family room with large picture windows overlooking the screened Patio, Pool Entertainment area. This floorplan features a large FIRST-FLOOR Bedroom that can easily be converted to an Office, Den, or Study. It enjoys its own adjoining FULL bath. The HUGE 2nd-floor screened-Balcony extends nearly the ENTIRE length of the back of the home and features DOUBLE DOORS from both the Master Suite and MASSIVE Loft/Bonus room...which allows for GORGEOUS views of all your FRUIT Trees and landscaping in the FULLY-FENCED backyard, as well as SPECTACULAR views of all the AMAZING wildlife...LIKE Eagles nesting! The second floor Loft/Bonus/Game room makes for the IDEAL setting for Family fun and movie-watching nights. The GIGANTIC Master Bedroom is PLENTY big enough for even your largest furniture. There are two additional NICELY SIZED Bedrooms and the FULL-SIZED Laundry room rounding out the Second Floor. Your new home enjoys TOP-RATED Schools and the Community Amenities in Stoneybrook West are SECOND TO NONE... offering a RESORT-like Lifestyle that features an 18-hole Championship Golf Course, 24-hour Manned Security Gate, OLYMPIC-SIZE Swimming Pool, a Splash Park, a Playground, PRIVATE Lake Access & Boat Ramp to Black Lake, a STATE OF THE ART Fitness Center, Yoga and Conference Rooms, Tennis & Basketball Courts, an IN-LINE ROLLER HOCKEY RINK, and Full-time Activities Director on site. You are MERE Minutes to the Shopping and Restaurants of Winter Garden Village and Downtown Winter Garden, the 429, I-4, 408 and Florida Turnpike. You are less than 20 minutes to Downtown Orlando, the Orlando International Airport, Dr Phillips' World Famous "Restaurant Row" and International Drive. You are also less than half an hour from Walt Disney World, Universal Studios, and SeaWorld. You are just an hour's drive from some of Florida's Finest Beaches. Come live the FUN-IN-THE-SUN Lifestyle in the Resort-style Community of Stoneybrook West. THIS HOME IS AN ABSOLUTE DO-NOT-MISS-MUST-SEE!

2842 Balforn Tower, Winter Garden
$1,250,000
5 Beds ⋅ 6 Baths ⋅ Watermark At Horizon West SubDv. ⋅ 34787 Zip Code
FALL PRICE DROP | Move-in ready for your next big game or holiday gatherings. Experience luxury living in this immaculate, semi-custom home within Watermark at Horizon West. Built by Meritage Homes, the Lafayette sits on over a quarter acre combining breathtaking water and preserve views with modern elegance. Nestled in tranquility, this 5-bedroom, 3 full and 3 half-bath masterpiece is designed for those who love to entertain and enjoy life's finest comforts. Step inside to discover a seamless blend of style and functionality. Wander through the sweeping foyer to a gourmet kitchen, complete with a stunning granite island and stainless-steel appliances, perfect for culinary adventures. The 2-story family room, bathed in natural light, opens to a resort-style oasis featuring a heated, automated saltwater pool and a full outdoor kitchen with a BBQ grill, all set against serene water and conservation views. Retreat to the first-floor primary suite, a sanctuary offering soaking tub, separate walk-in shower, dual vanities, and a custom closet. The spacious upstairs loft and bonus media room cater to work and play, while every bedroom promises privacy with walk-in closets and Jack-and-Jill baths. Outside, enjoy evenings by the gas firepit or entertain under the stars with an upgraded sound system. The newly enhanced garage features a workshop and ample storage, perfect for the modern homeowner. This home, freshly painted in 2020, offers an unparalleled lifestyle, blending comfort and sophistication. Why wait to build, when your dream home awaits? Embrace the extraordinary today.

9574 Meadow Hunt Way, Winter Garden
$800,000
6 Beds ⋅ 5 Baths ⋅ Wintermere Harbor SubDv. ⋅ 34787 Zip Code
Stunning 6-Bedroom POOL Home on Oversized Lot in Gated Wintermere Harbor! Welcome to this spacious and beautifully updated 6-bedroom, 4.5-bathroom home in the highly desirable gated community of Wintermere Harbor! Situated on a generous 0.38-acre lot, this move-in ready residence offers the perfect blend of elegance, comfort, and functionality—IDEAL FOR LARGE or MULTIGENERATIONAL FAMILIES. Step inside the grand two-story foyer with soaring ceilings and a split staircase, leading to Formal Living and Formal Dining rooms—perfect for entertaining in style. The expansive family room opens to the kitchen and overlooks the sparkling private enclosed pool and serene partial pond view with a fountain, creating a true indoor-outdoor living experience. This thoughtfully designed floor plan features two master suites—the main on the first floor with private en suite, and a second upstairs, perfect for guests or extended family. An additional downstairs bedroom with full bath provides flexible space for an office or in-law suite. The modern kitchen is equipped with asphalt stainless steel appliances, granite counters, and a center island. A full 3-car garage offers ample storage, while the backyard, mature palm trees, and covered patio offers a tropical retreat for relaxing or entertaining. Upgrades include: • ROOF (2020) • AC (2024) • All 4 bathrooms FULLY REMODELED in a stylish, contemporary design • Washer & dryer included (front load). Wintermere Harbor is an established, family-friendly community zoned for BEST schools and offers unbeatable convenience—just 2 minutes to Winter Garden Village, AdventHealth Hospital, and SR-429, with quick access to the Turnpike, 408, Downtown Orlando, Historic Winter Garden, Hamlin, and the theme parks. Don’t miss your chance to own this incredible home—schedule your private tour today!

13044 Lakeshore Grove Drive, Winter Garden
$429,000
4 Beds ⋅ 3 Baths ⋅ Regal Pointe SubDv. ⋅ 34787 Zip Code
** Motivated Seller ** Bring All Offers. Gorgeous recently painted home with a brand new roof, fresh carpeting, and modern paceline tile in the kitchen near downtown Winter Garden. Fresh paint inside and out, screened lanai, new roof in 2023, new carpet, newer appliances, and large rooms makes this home an exceptional opportunity. You'll love the kitchen open to the family room with formal dining downstairs and all the bedrooms are upstairs with a large en suite complete with garden tub and walk in closet. What a wonderful place to call home.

343 Grand Royal Circle, Winter Garden
$1,338,000
4 Beds ⋅ 4 Baths ⋅ Independence/ Signature Lakes SubDv. ⋅ 34787 Zip Code
LAKEFRONT residence in Winter Garden - Natural Lake – Build your own BOAT DOCK! Located in the coveted Signature Lakes Subdivision of Independence. Do not miss Disney's FIREWORKS every night! This stunning home boasts 4 bedrooms, 3.5 bathrooms, a BONUS room - that can be used as an OFFICE. The open kitchen has been completely remodeled with new countertops and a modern, neutral, and bright color palette. The butler’s serving area has also been updated to match, creating a sleek and cohesive look. The kitchen features quartz countertops, stainless steel appliances, a 5-burner gas cooktop, ample cabinets, and an oversized island. NO CARPET – ceramic tile graces the bathrooms and kitchen, while ENGINEERED WOOD FLOORING extends throughout the rest of the home. The spacious DOWNSTAIRS master bedroom has also been renewed—opened and enlarged to take advantage of a stunning lake view, creating a peaceful retreat with a large custom walk-in closet. Enjoy the convenience of a water softener system and pest control system. 3-car garage. Step onto the pavered and enclosed deck overlooking LAKE SPEER for delightful outdoor dining with tremendous LAKE and SUNSET views. Experience the luxury of watching Disney fireworks from your backyard. Bring your boat, skis, fishing rod, jet skis, and kayaks to utilize the PRIVATE COMMUNITY BOAT RAMP. The low monthly HOA fee covers cable and internet services. The community offers a wealth of amenities, including park areas, green space, wooded conservation, walking/biking paths, 2 pools, 2 clubhouses, fitness facilities, billiards room, arcade, play areas, a large community park, dog parks, tennis and basketball courts. Exceptional school district. A short drive to the new Hamlin, and easy access to SR 429. Close to restaurants, shopping centers and stores. Make this dream home a must-see. Call to schedule your private showing.

14906 Speer Lake Drive, Winter Garden
$750,000
5 Beds ⋅ 4 Baths ⋅ Johns Lake Pointe A & S SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Stunning 5BR/4BA home minutes from Historic Downtown Winter Garden & Winter Garden Village at The Grove. Enjoy upscale shopping, dining, and one of Florida’s best Saturday Farmers Markets just minutes away! Inside features wood-look tile on main floor, formal living/dining, gourmet kitchen w/stone counters, SS appliances, breakfast nook & bar, walk-in pantry. Open family room flows to private wooded backyard & covered lanai. Main level also features 2 guest BRs + full bath & office. Upstairs features a huge loft, media room w/surround sound, bonus room, multiple WICs & luxury primary suite w/spa-like bath. 3-car tandem garage, paver driveway, resort-style amenities including pool, clubhouse, fitness, tennis, playground. Top schools & easy highway access. Luxury + location...THIS IS HOME! Up to $5K credit if Buyer uses our preferred lender.

15242 Heron Hideaway Circle, Winter Garden
$700,000
5 Beds ⋅ 4 Baths ⋅ Reserve At Carriage Pointe Phase 2 SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this beautifully maintained ONE-OWNER HOME in sought after Winter garden! Located in the GATED Reserve at Carriage Point community offering a friendly neighborhood atmosphere complete with a playground making it the perfect place to plant roots and make memories. Step inside and discover a bright flowing floor plan with a generous living room at the center delivering high ceilings that create an airy, open feel ideal for every day living or entertaining family and friends. The well appointed kitchen is complete with a casual dining space, large prep island, desirable STAINLESS STEEL APPLIANCES (including a GAS RANGE!), and plenty of cabinet and counterspace. Adjacent to the kitchen you also have a formal dining room, and beyond that off the foyer a separate office space provides the perfect spot to work from home or organize your hobbies. The ideal 3-WAY SPIT FLOOR PLAN offers privacy and functionality, with two bedrooms connected by a convenient Jack & Jill bath and a third guest space at the back of the home next to a full guest bath. The entire second floor is dedicated to a versatile EN-SUITE BEDROOM/BONUS/FLEX SPACE, a fantastic spot for guests, in-laws, a media room or private retreat. Enjoy the outdoors on the COVERED FRONT PORCH or relax in the large EXTENDED/SCREENED PAVER LANAI, both offer views of the lovely landscaping. The 3-CAR GARAGE adds storage space and paired with the PAVER DRIVEWAY plenty of parking. Additional highlights of this home include a NEW A/C (2024), mostly main floor living and thoughtful updates that show off the care and pride of ownership. Located just off the Stoneybrook West Parkway with easy access to SR 429 and only minutes from the Horizon West area, Winter Garden Village, shopping, dining, parks lakes and more for an unbeatable location with access to TOP-RATED SCHOOLS. Come experience the charm and comforts of this well-kept gem in one of Winter Garden’s most desirable communities!

15366 Sandfield Loop, Winter Garden
$1,150,000
6 Beds ⋅ 5 Baths ⋅ Lakeshore Preserve Ph 5 SubDv. ⋅ 34787 Zip Code
Welcome to 8210 Topsail - a stunning Toll Brothers Madeira floor plan, offering over 4,400 square feet of living space in the highly desirable Lakeshore Preserve community. Situated on a premium executive lot with no rear neighbors, this home offers it all. The main level features a guest suite and an additional bedroom with a full bath—perfect for multi-generational living or hosting guests. A light-filled open layout showcases coffered ceilings, arched doorways with custom molding, an expanded great room. The home has been upgraded with contemporary designer lighting throughout. Beautiful tile flooring flows seamlessly through all main first-floor living areas, creating a cohesive look. Entertain in the formal dining room, highlighted by another coffered ceiling. The gourmet kitchen is a chef’s dream, featuring a large center island, quartz countertops, 42” upper cabinets with crown molding, tile backsplash, stainless steel appliances, natural gas cooktop, and a large kitchen island. An adjacent breakfast nook overlooks the private pool and spa. The spacious great room opens via two sliding glass doors to the covered lanai and fully fenced backyard, where a resort-style saltwater pool awaits. This outdoor retreat includes a pebble tec finish, rock wall waterfall, sun shelf, and a spa with a spillway. Upstairs, enjoy a spacious loft wired with a built-in 7.1 surround sound system and pre wire for a projector setup. The primary suite is a retreat, featuring a coffered ceiling, private extended balcony, and a spa-inspired en suite bathroom complete with dual vanities, an oversized walk-in shower with a rain head, a private water closet, and an expansive walk-in closet. There are three additional bedrooms and two full baths upstairs. There is a second-floor laundry room and generous storage throughout the home. Enjoy the community with access to Lakeshore’s exceptional resort-style amenities: clubhouse, pool with splash zone, fitness center, dog park, volleyball court, playgrounds, fishing dock, and more. Ideally located just minutes from Orange County National Golf Center, Walt Disney World, and top-rated schools—this home is one you don’t want to miss. Call today to schedule your private tour today.

8210 Topsail Place, Winter Garden
$520,980
3 Beds ⋅ 3 Baths ⋅ Highland Ridge SubDv. ⋅ 34787 Zip Code
Brand new, energy-efficient home available NOW! This plan offers a large, covered front porch and spacious, open first floor. Upstairs boasts a game room for entertaining friends and family, versatile loft that can be used the way you want to, and a private primary suite. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL. This neighborhood offers easy access to major employment centers and great schools. Visit us today and see the benefits of our energy-efficient features that all Meritage Homes are built with.* Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

11957 Bracco Street, Winter Garden
$950,000
4 Beds ⋅ 4 Baths ⋅ Foxcrest SubDv. ⋅ 34787 Zip Code
Welcome to your dream home in the heart of beautiful Winter Garden! This exquisite residence offers the perfect blend of luxury, comfort, and timeless Florida architecture. Boasting four spacious bedrooms, each with custom walk-in closets, this home is designed for elevated living. The primary suite is truly breathtaking — featuring direct access to the pool and outdoor oasis, plantation shutters that bathe the space in natural light, and a majestic spa-inspired bathroom with a soaking tub, dual vanities, and custom mirrors. A designer walk-in closet completes this private retreat. As you enter, you’re greeted by a grand formal living and dining area adorned with elegant arches, architectural lighting, and intricate crown moldings. To the right, a private office awaits, complete with a custom-built armoire perfect for displaying books, collections, or art. The gourmet chef’s kitchen is a masterpiece, offering abundant cabinetry, a striking 180-degree window framing views of the sparkling pool and serene pond, a gas range with a statement stainless steel hood, a wine cooler, and stylish pendant lights with an elegant birdcage design. The kitchen seamlessly opens to a cozy family room with pocketing glass doors that bring the outdoors in. Upstairs, the possibilities are endless: an expansive bonus room perfect for a media space or additional living area, a private home theater with automatic leather recliners and surround sound, and an additional guest bedroom ideal for visitors or extended family. Step outside to experience true Florida resort-style living. The oversized paved patio leads to a custom outdoor kitchen with built-in grill, refrigerator, and bar — perfect for entertaining. The resort-style pool and spa overlook the tranquil pond, offering stunning sunset views that will take your breath away. Located just minutes away from world class theme parks, charming downtown Winter Garden, dining, shopping and so much more! This home is more than a property — it’s a lifestyle. Don’t miss your chance to own this Winter Garden masterpiece. Schedule your private tour today — this beauty won’t last!

922 Home Grove Drive, Winter Garden
$485,000
3 Beds ⋅ 2 Baths ⋅ Brandy Creek SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. REDUCED PRICE!!! Motivated Sellers want this home sold! First time on the market, this lovingly maintained, one-owner home in the gated community of Brandy Creek is a rare gem—offering a 2019 roof, 2020 HVAC, and a spacious, well-designed floor plan perfect for relaxing or entertaining. Boasting high ceilings, engineered wood flooring and ceramic tile throughout (no carpet!), this 3-bedroom, 2-bath home features a huge great room with a Solatube skylight, a flexible bonus room/den with built-ins nook, and a large screened lanai overlooking the shady, fully fenced backyard. The oversized kitchen will be a gathering place for friends and family alike—with oak cabinetry, stainless steel appliances, a generous pantry, and multiple dining options including a breakfast bar and eat-in nook with backyard views. A separate formal dining room with built-in display shelving adds even more charm and function. The large primary suite offers backyard privacy, a walk-in closet, double-sink vanity, garden tub with chandelier lighting, and a separate tiled shower. The two secondary bedrooms face the front yard with ample natural light, and share a tiled full bath. An added bonus just off the kitchen, is the large tiled indoor laundry room with sink, washer/dryer, and open shelving. A two-car garage with door opener and extended driveway provide plenty of parking. The lovely yard is landscaped with low maintenance shrubbery, shade tolerant plants and an irrigation system. Brandy Creek is a cozy gated community of only 63 homesites and offers community lake access with a fishing dock, gazebo, and launch area for canoes, kayaks and other non-motorized watercraft. All of this just 2 miles from historic Plant Street in downtown Winter Garden, where you can stroll the brick-lined streets, explore the weekly farmers market, dine at local favorites, catch live music, or bike the scenic 22 mile West Orange Trail. Just two miles west you'll find plenty to do in downtown Oakland where you can visit the Oakland Nature Preserve, or maybe Healthy West Orange Arts and Heritage Center to try Yoga on the Porch. Brandy Creek offers the perfect mix of privacy, convenience, and access to the best of Central Florida living.

1156 Brandy Lake View Cir, Winter Garden
$408,000
3 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 3b-6 SubDv. ⋅ 34787 Zip Code
3 Bedrooms, 2.5 baths located nearby the Hamlin Horizon West Town Center area. Corner Unit Townhouse. This house is zoned for Keenes Crossing Elementary School, Bridgewater Middle School, and Windermere High School. Property had a Fenced Courtyard. Formal Dining Room, Formal Living Room, Family Room, First Floor Tile Floor, Second Floor with Vinyl Plank Flooring. HOA fee included Cable TV & Internet. Community features amenities including 2 Community Pools, 2 Clubhouse with Fitness, Green spaces & Park areas, Boat Ramp, Fishing Docks, Tennis & Basketball courts, Billiards & arcade, Bike & walking paths. Rear porch for relaxing and watching fireworks. Home is close to Theme Parks area, the 429 entrance/exit for easy commute, Hamlin Shopping Center, Supermarket and Winter Garden Grove is nearby.

14867 Driftwater Drive, Winter Garden
$1,300,000
6 Beds ⋅ 5 Baths ⋅ Acreage SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to 11630 Flynn Court, a rare five-acre retreat where privacy, flexibility, and location come together in one of Central Florida’s most desirable areas. Tucked away on a quiet street, this estate offers the kind of peaceful setting that feels worlds away yet you’re just minutes from the charm and energy of historic Downtown Winter Garden. Saturday mornings can begin at the farmers market, afternoons spent along the West Orange Trail, and evenings finished at one of Winter Garden’s beloved local restaurants before returning home to your own private acreage. The property itself spans five fully fenced acres, thoughtfully designed to support a variety of lifestyles. With two separate residences, it’s ideal for multi-generational living, extended guests, or income-producing opportunities, all while preserving privacy and independence. The main home offers generous living spaces with a natural flow that’s equally suited for entertaining or quiet everyday living, while a screened lanai invites you to slow down and take in the surrounding landscape. The second residence, complete with a private entrance, adds another layer of versatility, perfect for a home office, guest house, or long-term rental. Whether you’re accommodating family, running a business from home, or creating an investment strategy, this setup offers rare flexibility in a location where land is increasingly scarce. For those who need space to create, store, or build, the 1,800 sq. ft. detached, fully insulated garage delivers exceptional function with oversized bays ideal for workshops, equipment, or specialty vehicles. The property’s natural beauty reinforces the feeling of a private countryside retreat. Despite its serene setting, convenience is unmatched. Top-rated schools, shopping, dining, hospitals, and major highways are all within easy reach, making daily life seamless while preserving the tranquility of estate living. 11630 Flynn Court is more than a home, it’s a lifestyle property offering room to grow, space to breathe, and the freedom to live on your own terms, all in one of Winter Garden’s most sought-after surroundings.

11630 Flynn Court, Winter Garden
$795,000
4 Beds ⋅ 4 Baths ⋅ Bay Isle 48 17 SubDv. ⋅ 34787 Zip Code
**Video and 3D Tour Available** WELCOME TO BAY ISLE, a quiet gated community near Winter Garden Village, downtown, the 429, and the Turnpike. This move-in-ready home sits on A GENEROUS HALF ACRE LOT with mature landscaping and a variety of fruit trees including lychee, banana, and more. This home is practically NEXT DOOR TO THE COMMUNITY PIER where you can enjoy the lake and take in beautiful sunsets. Serene water views can be seen from the formal dining room, breakfast nook, and one of the upstairs bedrooms. The private backyard is a true retreat, featuring a SALTWATER SCREENED-IN POOL (NEW IN 2021), a covered patio, and a pergola—perfect for relaxing or entertaining. Inside, the spacious layout offers formal living and dining rooms, an OPEN EAT-IN KITCHEN with Corian counters, glass cabinets, a built-in wine rack, stainless-steel appliances, and a new sink. The kitchen opens to the family room with a SOARING 21’ CEILING and a cozy wood-burning fireplace. The DOWNSTAIRS PRIMARY SUITE boasts French doors to the pool, a garden tub with a step-in shower, dual vanities, and a large walk-in closet. Upstairs, you'll find a loft with an iron railing, three bedrooms (each with its own sink), and two bathrooms. Additional features include a NEWER ROOF (2020), NEWER AC (2021), NEWER WATER HEATER (2023), an upstairs laundry room with storage and utility sink, and a SPACIOUS 3-CAR GARAGE. Don’t miss this exceptional home with easy lake access, stunning views, and privacy—an unbeatable combination in a prime location!

14315 Hampshire Bay Circle, Winter Garden
$749,900
4 Beds ⋅ 3 Baths ⋅ Cypress Reserve SubDv. ⋅ 34787 Zip Code
Welcome to 14001 Jomatt Loop, a beautifully maintained 4-bedroom, 3-bathroom home BUILT NEW IN 2019, thoughtfully designed with comfort, style, and functionality in mind. The chef’s kitchen features *** STAINLESS STEEL APPLIANCES, STONE COUNTERTOPS, DOUBLE OVENS, AND UNDER-AND OVER- CABINET LIGHTING*** (all on one control) with a welcoming dining space. The spacious primary suite offers a peaceful retreat, complete with a king-size sleigh bed and antique bedroom set, dual WALK IN CLOSETS, a luxurious Roman soaking tub, a separate standing shower, and dual vanities. A separate en-suite bedroom provides ideal space for guests or a home office. Enjoy the convenience of included washer and dryer, a ***WHOLE HOUSE SALT FREE WATER SOFTENER***, landscape lighting perfect for everyday or holiday lighting set up, and a security system with cameras and exterior lighting. Relax in the comfort of the SPACIOUS screened back patio (19' X 25') while soaking up the Florida sunshine with NO REAR NEIGHBORS and a tranquil NATURE PRESERVE CONSERVATION VIEW . Additional perks include termite coverage by Massey (in wood, attic, and perimeter cylinders), transferable with an annual fee. This home blends modern upgrades with serene surroundings—ready for you to move in and enjoy. Nestled in the Cypress Preserve Community with LOW HOA FEE and a beautiful community pool and playground to utilize! Just a short walk away from Sunridge Elementary and Sunridge Middle! Prime location in Winter Garden near a plethora of shopping, dining, and entertainment options to take advantage of. Near major highways like FL Turnpike making commute to Downtown Orlando, major theme parks, Orlando International Airport, beaches and more a breeze. Come see today before its gone!

14001 Jomatt Loop, Winter Garden
$840,000
4 Beds ⋅ 3 Baths ⋅ Winters Landing Phase 2 SubDv. ⋅ 34787 Zip Code
RARE OPPORTUNITY in the highly desirable Winters Landing community – golf cart accessible to downtown Winter Garden and steps to the tree-shaded, 22 mile long West Orange Trail! Upon entering this David Weekly-designed home, you’ll be captivated by the inviting nature of this single-story property loaded with upgrades. No stone has been left unturned, including crown molding, five-inch baseboards, plantation shutters, upgraded wood window casings, newer light and fan fixtures, and a wood shiplap accent wall. The home features an updated roof (2020), new water heater (2025), updated dark oak laminate flooring throughout, water softener system, 3-car garage, and an oversized lot (.29 acres), giving you plenty of elbow room between neighbors! All 3,290 square feet of living space was thoughtfully designed and is perfect for entertaining, with the open yet split floor plan providing balance and accessibility. The gourmet kitchen will delight your inner chef with its elevated materials: stainless steel appliances (including a new range), cabinetry with detailed molding, granite countertops, built-in double oven, breakfast bar and convenient eat-in dining space. The kitchen is positioned beautifully to the sun-drenched living room with its large-scale windows and wood-burning fireplace; plus, a double set of French doors that lead to the expansive screened and covered lanai overlooking the large backyard. The impressive primary suite offers a private sanctuary with its own access to the lanai, sitting area, deep walk-in closet, and spa-like bathroom featuring a jacuzzi tub, separate walk-in shower, and dual vanities. On the other side of the house sits a generous, multipurpose flex space that cushions the three sizeable guest bedrooms. Additional rooms include a spacious dining room, lounge area, and dedicated home office with French doors and built-in shelving. With easy access to the FL Turnpike, SR 429, and HWY 27, traveling and commuting is a breeze. Plus, Oakland Avenue Charter School is just across the street from the neighborhood, with highly rated Orange County Schools also nearby. This Oakland residence checks every box and is truly a special place to live. Discover the lifestyle you’ve been dreaming of; call today to schedule your private tour and make this home yours! *AT&T fiber optics network available here!

413 Macchi Avenue, Oakland
$525,000
4 Beds ⋅ 4 Baths ⋅ Enclave/Hamlin SubDv. ⋅ 34787 Zip Code
Welcome to this exceptional residence located in the highly sought-after Hamlin community in Horizon West, where luxury, comfort, and convenience seamlessly come together. This stunning two-story home offers 4 spacious bedrooms and 3.5 bathrooms, including a full guest suite on the first floor with a private bath, ideal for in-laws, visitors, or a dedicated home office. The thoughtfully designed open floor plan flows effortlessly into the kitchen and living areas, creating an inviting space perfect for entertaining or everyday living. The chef-inspired gas kitchen features quartz countertops, an upgraded backsplash, a breakfast bar, and a built-in under-sink water filtration system. Upstairs, you’ll find the laundry room complete with a utility sink, making chores a breeze. The primary suite features a sleek, contemporary bath design with a walk-in shower and no tub, offering a modern and minimalist aesthetic. Additional features include a detached 2-car garage, a private backyard patio, and a location on a beautifully maintained, paved street within a meticulously planned community. Residents enjoy access to resort-style amenities such as a sparkling community pool and playground, with lawn care included in the HOA. Situated in Hamlin Horizon West, one of Central Florida’s fastest-growing and most desirable areas, this home offers quick access to top-rated schools, major highways, and premium local amenities. You'll be just 10 minutes from Walt Disney World, less than a mile from Hamlin Town Center, which features Publix, Starbucks, Cinepolis, and a wide variety of shopping and dining options. The nearby 429 expressway connects you effortlessly to the rest of Central Florida. Don’t miss the opportunity to own this incredible home in The Enclave at Hamlin, a vibrant community that combines suburban charm with urban convenience. Schedule your private tour today and discover why this home is truly one of a kind!

4233 Mistwood Street, Winter Garden
$990,000
4 Beds ⋅ 4 Baths ⋅ Waterside On Johns Lk-Ph 1 SubDv. ⋅ 34787 Zip Code
COME ESCAPE TO A BEAUTIFUL OASIS! SELLER PAYING UP TO $21,500 TO PAY FOR A 2/1 RATE BUY DOWN FOR BUYER which means first year rate will be 2% below fixed rate and second year rate will be 1% below fixed rate. This is a HUGE BONUS AND SAVINGS! SPECTACULAR POOL HOME WITH EXCELLENT FINISHES THROUGHOUT & MOVIE ROOM IN THE HIGHLY SOUGHT AFTER WINTER GARDEN ADDRESS! RESORT STYLE AMENITIES! This home and pool area are to die for with lush landscaping and no homes directly behind! Set on a private home site with lush landscaping! The pool has a built in SUNDECK and TONS OF LOUNGING AND ENTERTAINING SPACE with a huge portion of it covered under the home roof line and with CUSTOM FARMHOUSE TONGUE AND GROVE CEILING and TRAVERTINE DECK! It feels as though you have escaped to a private, beautiful and luxurious oasis. This home is only a few years old and has been maintained in pristine, like NEW condition with finishes equivalent to a LUXURY builders MODEL HOME. The home has a TILE ROOF, GOURMET KITCHEN WITH GAS COOFTOP, DOUBLE OVENS AND A HUGE WORKING ISLAND AS WELL AS DOUBLE STACK CABINETS and CUSTOM BUILT IN PANTRY. The home has LUXURY VINYL PLANK flooring THROUGHOUT the ENTIRE HOME with the exception of the home theater room! Theater Room comes FULLY COMPLETE with THEATER CHAIRS, TV and THEATER BAR AREA WITH BEVERAGE REFRIGERATOR! When you walk up to this home you are greeted by a beautiful courtyard that takes you to the front porch with room for outdoor furniture. Once entering the home, you will find custom details such as tray ceilings, stone walls, a custom backsplash, all wood staircase with rod iron railings, plantation shutters, custom tile and brick walls, barn doors, built in closets and a free-standing tub! The family room and kitchen of this home flow right out to the expansive pool area out back. The hardwood staircase leads you to the second floor where you are greeted by a wonderful GAME ROOM with custom wall detailing and overlooking the foyer with natural lighting galore! The master bedroom is located on the main floor and is HUGE and has TWO LARGE CLOSETS! The secondary rooms are large as well. On the main floor of this home, you will also have an on-suite with its very own PRIVATE bathroom. This home offers a large laundry room on the main floor with a laundry sink, cabinets and natural lighting as well! This home has NATURAL GAS with a GAS TANKLESS WATER HEATER so you NEVER RUN OUT OF HOT WATER, gas and electric to the dryer and GAS COOKING! This home is located in the exclusive GATED community of Waterside on Johns Lake and just a couple of miles to the 429 Expressway, the Florida Turnpike and the 408 Expressway! It is located just over 3 miles to THE WINTER GARDEN VILLAGE and 6 miles to Downtown WINTER GARDEN, just ONE MILE to PUBLIX, WALGREENS, Shops, Restaurants, Yoga studios, Fitness studios and hair and nail salons, just 8 miles to Downtown Windermere, just 27 miles to the Orlando International Airport, just 16 miles to Disney World, 15 miles to Universal Studios, just 17 miles to The Mall at Millenia and Downtown Orlando! This is a HIGHLY DESIRED LOCATION! COME LIVE IN THE HEART OF IT ALL YET TUCKED AWAY IN A PEACEFUL QUIET EXCLUSIVE, LUXURY COMMUNITY. This quaint community offers RESORT STYLE AMENITIES including a playground, fitness center, clubhouse and community pool area all looking over BEAUTIFUL JOHNS LAKE! Come visit this amazing, warm and friendly neighborhood because you are sure to want to stay forever!

16675 Otterchase Lane, Winter Garden
$580,000
3 Beds ⋅ 2 Baths ⋅ Tuscany Ph 02 SubDv. ⋅ 34787 Zip Code
Welcome to this charming Winter Garden home, offering a peaceful retreat with easy access to the city's vibrant amenities. This well-maintained property features a spacious and inviting open floor plan, designed for comfortable living and entertaining. The main living area, dining room, and kitchen flow seamlessly together, creating an airy and connected space. The kitchen is well-equipped with ample counter space, wood cabinetry, granite countertops, and stainless steel appliances including a new Bosch dishwasher. The home boasts 3 bedrooms and 2 bathrooms with an office, including a split bedroom layout for added privacy. The primary bedroom features an updated ensuite bathroom, while the secondary bedrooms share a updated guest bathroom (2024). Recent updates include luxury vinyl plank flooring throughout, a renovated primary bathroom shower and tub (2025), and a brand NEW ROOF to be installed prior to closing. A versatile bonus room/office with elegant French doors, provides an ideal space for an office, playroom, or cozy reading nook/library. The interior has been freshly painted, and the lighting fixtures have been modernized, creating a bright and contemporary feel. French doors from the main living area lead to a screened-in lanai, complete with a pool, perfect for enjoying Florida's sunshine. The fully fenced backyard offers a private and secure outdoor space, complemented by a charming stone patio with a built-in fire pit for relaxing evenings and is situated on a generous lot, over 1/3 of an acre! Located within the established Tuscany community, this home offers a sense of privacy and tranquility. Experience the best of Winter Garden living and schedule your showing today!

1624 Malcolm Pointe Drive, Winter Garden
$570,000
5 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 3 SubDv. ⋅ 34787 Zip Code
Spacious house in an excellent community - Summerlake in Winter Garden at Horizon West. HOA includes lawncare. No Carpet on 2nd floor and stairs. New interior painting. Screened lanai. Home featuring 5 bedrooms & 3 baths with 2455 sqft. It has a large kitchen integrated with dinning room and living room. Separated formal dinning room or open office/den for multiple functional space. Sizeable master bedroom upstairs with garden tub and separated shower stand, tray ceiling, walk-in closet. There is one bedroom and full bath downstairs. Summerlake is an amazing community, with tons of amenities, including clubhouse with lake view, resort style pool, fitness center, soccer fields, basketball, ziplining, dog park, tot lot, playground, etc. 3 mins walking distance to Summerlake Elementary School and Park. Only 3 mins drive to Orange County National Golf Center. 5 minutes drive to the Hamlin Town Shopping center, Walmart, Publix, Starbucks, Cinema, restaurants, banks, gas station...etc. Near to Walt Disney World. Only short drive to downtown Windermere and Winter Garden Village. Quick access to SR429, 535, 545. Schedule a showing TODAY.

7809 Purple Finch Street, Winter Garden
$998,000
5 Beds ⋅ 4 Baths ⋅ Windward Cay 48 125 SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Exquisite Custom Pool Home with Water & Conservation Views Live the ultimate Florida lifestyle in this breathtaking 5-bedroom + office estate, located on a premium 0.25-acre lot in a private, gated Winter Garden community. Boasting a brand-new roof (Oct 2023), fully remodeled chef’s kitchen (2022), and luxury bathroom renovations (2024), this home is turnkey with nearly $100K in recent upgrades! Designed for Luxury & Comfort Originally built as the builder’s personal home, every inch reflects superior craftsmanship and refined finishes, including: Soaring 11.5' ceilings Crown molding, plantation shutters, custom window treatments Propane gas-powered for energy efficiency Smart home automation: surround sound, security system, Ring doorbell, Nest pool cameras, app-controlled pool, HVAC & irrigation Spacious & Private Living Primary suite with a spa-like bath: body-jet walk-in shower, soaking tub, dual vanities, bidet seat Custom walk-in closet build-out in the master Private office/den with in-wall surround sound, located next to the master Three additional bedrooms with new tile flooring and fully renovated bathrooms featuring: New vanities, fixtures, tile, lighting & electric mirrors Versatile 5th bedroom suite with full bath – ideal for guests, media room, or playroom Chef’s Kitchen – The Heart of the Home Remodeled in 2022 with function and elegance in mind: Luxury stainless appliances, including a 48” dual-fuel range & 600 CFM Smeg hood Built-in double fridge/freezer, wine cooler, ice maker, bar Custom quarter-sawn white oak cabinetry, Carrara marble countertops & backsplash Oversized island with vegetable sink & 3-stage RO filtered faucet Reverse osmosis drinking water system Whole-home water filtration & softener system Indoor-Outdoor Living at Its Finest Enjoy seamless indoor-outdoor living with French doors and a 3-panel sliding door leading to: PebbleTec pool & spa with new saltwater system & solar heating Pavered, sealed patio with new built-in BBQ grill Expansive screened lanai with outdoor living/dining space Newly enhanced landscaping for privacy & shade Fenced yard with fresh sod and spectacular west-facing sunset views Prime Winter Garden / Windermere Location Set in an exclusive 66-home gated enclave, this location offers top-tier convenience: Less than 5 miles to Winter Garden Village, Downtown Winter Garden & Windermere 10 miles to Disney, 20 to Universal & Downtown Orlando Zoned for top-rated schools: Keene’s Crossing ES, Bridgewater MS, Windermere HS Easy access to Hwy 429 and other major routes Extensive Upgrades & Smart Features New Roof (2023), New Hot Water Heater (2024) Fully Renovated Bathrooms (2024) New saltwater pool system, solar heating, pool pump & lights (2022) Central vacuum, whole-home audio, surround sound & security system Automated shades (master bedroom & family room) Custom closets, overhead garage storage, freshly painted interiors Updated irrigation heads, new landscape lighting Sealed pavers on driveway, walkways & lanai This custom estate combines timeless design, top-of-the-line upgrades, and the best of Florida living. Schedule your private tour today!

3418 Turningwind Lane, Winter Garden
$965,000
6 Beds ⋅ 5 Baths ⋅ Johns Lake Pointe SubDv. ⋅ 34787 Zip Code
Embrace the Florida lifestyle in this spacious, beautifully maintained home designed for both comfort and entertaining. With generous living areas inside and plenty of room to enjoy the outdoors, there’s space for everyone to spread out and make lasting memories. Ideally located in one of Winter Garden’s most sought-after communities, Johns Lake Pointe, this is a home that truly has it all. From the moment you walk through the front door, you’re greeted by a bright, open layout and soaring 20-foot ceilings that instantly make the space feel grand and welcoming. The formal dining room offers the perfect spot for gatherings, while a flexible front room can serve as a home office or cozy lounge. Beautiful wood stairs with wrought iron railings add elegance and charm, setting the stage for thoughtful details throughout. The heart of the home is the beautifully updated kitchen featuring new Samsung Wi-Fi-enabled appliances, quartz countertops, a stainless-steel double workstation sink, elegant white French Provincial cabinetry, and under/over cabinet lighting—perfect for both everyday living and entertaining. All floors have been upgraded to luxury vinyl plank, offering beauty and durability. The home offers a first-floor primary suite with an ensuite bath including a garden tub, shower, double vanities, and a custom walk-in closet. Upstairs, a second primary suite features similar amenities including a private ensuite with a garden tub, shower, and walk-in closet. There’s 4 more bedrooms with 3 full baths upstairs plus another bedroom and full bath downstairs. Entertainment is front and center with a huge upstairs game room complete with a wet bar, drink fridge, and hexagon LED ceiling lights. Off the game room is a fully equipped home theater with a projector, surround sound, movie screen, and reclining theater seating. Every room in the house is creatively Disney-themed, adding a magical touch. The unique 4-car garage offers a/c, insulation, ceiling-mounted storage racks, and painted floors and walls. Outside, enjoy beautiful pond views as the backdrop to your outdoor living experience. A recently added Saltwater Pool and Spa with a Sun Shelf, fire feature, and electric heater invites you to unwind or entertain in style. The Outdoor Kitchen is fully outfitted with a built-in grill, smoker, sink, beverage fridge, and bar seating—perfect for hosting gatherings. The yard is fully fenced and complements the scenic setting, making this space a true extension of the home. Pet lovers will appreciate the thoughtful details, including a dog-friendly green area with a fire hydrant and an indoor custom 4x6 under-stair doghouse with its own porch light – truly one-of-a-kind. The exterior has been freshly painted, pavers sealed, new gutters installed, and modern lighting added for a polished, well-maintained finish. Additional features include a mudroom, 2nd-floor laundry room, and smart design throughout. This home is just minutes from the elementary and middle school, Downtown Winter Garden, WG Village, the West Orange Trail, and major highways. The neighborhood is surrounded by conservation land, bordered by Tucker Ranch, Johns Lake Conservation, and Johns Lake. It offers resort-style amenities including a pool, gym, clubhouse, tennis/pickleball courts, a playground, and scenic walking paths around the community pond. This is more than just a home, it’s a lifestyle. Don’t let this magical property slip away! Call today, let’s make it yours!

427 Egret Place Drive, Winter Garden
$999,000
5 Beds ⋅ 4 Baths ⋅ 34787 Zip Code
This is a truly rare find—a sprawling, MULTIGENERATIONAL COMPOUND on nearly an acre with no rear neighbors. Offering two homes for the price of one, this well-maintained property features a massive screened-in pool and spa, creating the ultimate private retreat. The main residence boasts FIVE bedrooms and 2.5 bathrooms, with a spacious formal living and dining area, plus a large family room complete with a wood-burning fireplace.Connected by a covered breezeway, the entirely separate one-bedroom, one-bathroom home offers its own full kitchen, great room, and private one-car garage. This unique setup is perfect for aging parents, onsite caretakers, or adult children needing their own space with a private entrance. It also presents an excellent rental opportunity to help offset living expenses. The expansive circular driveway and oversized parking area provide ample room for RVs, boats, or work vehicles—all with no HOA restrictions. 3 car side entry garage and additional 1 car garage for lawn equipment and storage, you never will need anything offsite again ! The meticulously manicured grounds feature mature landscaping, a huge covered lanai, an oversized screened-in pool & spa, and a party deck with a dedicated cabana bath, ensuring an incredible outdoor living experience. Relax by the waterfall and stream at rear of property and enjoy a Florida evening anytime you desire. Adding even more value, the seller will pay off the whole-home solar system at closing, significantly reducing electric costs, while the well water system eliminates monthly water bills. This prime location is just minutes from extensive shopping, dining options, plus highly sought-after K-12 school district. Several private school campuses short distance from your front door. With Disney less than 15 minutes away and easy access to the 429 Expressway, Florida’s Turnpike, and the 408 Expressway, commuting is effortless. Zoned A-1, this property offers endless possibilities at an unbeatable price. Act fast—this exceptional home won’t last long! ROOF IS 2022, AC UNITS 2017, NEWER WATER HEATERS and everything has been meticulously maintained. ZONED A-1 so chickens are allowed !!!

14343 Tilden Road, Winter Garden
$1,475,000
4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
An unparalleled opportunity awaits to step into refined luxury without the delay or uncertainty of building. This bespoke residence, masterfully crafted by J&J Builders, graces an oversized corner lot directly across from the resort-caliber clubhouse of Oakland Park. From the moment you arrive, the home makes a commanding impression with its grand front porch—a quintessential feature of Oakland Park living—offering the perfect vantage point to enjoy golden Florida evenings in effortless style. Inside, a seamless and expansive open floor plan unfolds with exceptional finishes at every turn. Richly toned floors, intricate millwork, and custom details elevate the interior to a level of design typically reserved for high-end architectural showcases. The kitchen is a true culinary statement, centered around a stunning quartz island and appointed with a gas range beneath a sculptural vent hood, built-in convection oven, handcrafted cabinetry, and an oversized walk-in pantry designed to impress even the most discerning chef. The first-floor primary suite is a private sanctuary, offering direct access to a tranquil screened front porch. Spa-level finishes define the ensuite bath, which includes dual vanities, two custom-designed walk-in closets, and a luxurious walk-in shower. A glass-enclosed home office and an elegant guest suite—both located on the main level—offer the flexibility to create a sophisticated in-law or private guest retreat. Ascend the wood-accented staircase to a sunlit loft, which serves as the gateway to two additional bedrooms, one of which features its own ensuite configuration—perfectly accommodating family or long-term guests with both privacy and comfort. Step outside into your own private oasis. The large screened lanai offers a serene setting for morning coffee or evening cocktails, with complete privacy provided by the split three-car garage. While there’s ample space for a custom pool, the allure of the resort-style pool just steps away makes it entirely optional. The lifestyle here is one of convenience, elegance, and leisure. This residence is ideally located within the sought after Town of Oakland section of Oakland Park, offering unmatched access to the scenic West Orange Trail—just two blocks from your front door—and a short golf cart ride to downtown Winter Garden’s vibrant district. Indulge in rooftop dining, boutique shopping, and local favorites such as the renowned Crooked Can Brewery. Community amenities abound, including two pools, waterfront parks, playgrounds, a clubhouse, dog park, and a calendar full of curated events—from golf cart parades to book clubs—fostering a sense of elegance and connection. With immediate proximity to the Turnpike, 429, world-class golf, and Central Florida’s most iconic attractions, this location is as exceptional as the home itself. Homes of this caliber—where luxury, design, and location converge so flawlessly—rarely come to market. This is more than a home; it is an experience crafted for those who appreciate the finer things. Tour this extraordinary estate and discover what it means to live without compromise.

921 Bradenville Lane, Winter Garden
$840,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2a SubDv. ⋅ 34787 Zip Code
POOL HOME PERFECTION! No Detail Overlooked in this CUSTOM CRESSWELL Floor Plan with PAID OFF SOLAR! Featuring 4 Bedrooms, 4 FULL BATHS, FLEX ROOM and Large LOFT! Enjoy the DELUXE HEATED and FULLY SCREENED POOL Built in 2022 with Pebble Finish, BUILT-IN Table and Bench with Umbrella, Infinity Edge SPA with GLASS ACCENT Tiles, Raised Wall with WATERFALL, Ozonator System, Upgraded Pavers and TRAVERTINE COPING in a PRIVATE FENCED and LANDSCAPED Yard just minutes from DISNEY! HOME EXTERIOR PAINTED APRIL 2025! NEW Luxury Plank Vinyl installed 2023! Enter the Foyer with CROWN MOLDING and Custom Chair Rail. Enjoy an OPEN FLOOR PLAN with GOURMET KITCHEN featuring UPGRADED APPLIANCES, 42” Cabinets with Uplighting, ISLAND, NEW SINGLE SS SINK, EXTRA CABINETRY added to Large Dining Area and Large Pantry with CUSTOM CLOSET! Family Room features HUGE WALL TO WALL CUSTOM CABINETRY AND SHELVING with Gorgeous ELECTRIC FIREPLACE! All Overlooking Generous OUTDOOR LIVING SPACE with Large Covered Patio that is 28’ x 12’ and opens to Pool Deck. Custom Designed Pool is Surrounded by LUSH PRIVACY LANDSCAPING and FULLY FENCED YARD! Special 1st Floor FLEX ROOM with Board and Batten Accent Wall can be Wine Room, Dining Room or Converted to BEDROOM #5 because it is next to FULL BATH #4! CUSTOM CLOSET under the Stairs has TONS OF STORAGE! Spacious Loft is a great GAME ROOM, Media Room or HOME OFFICE. Primary Bedroom has POOL VIEWS, Tray Ceiling with Accent Beams AND DISNEY FIREWORKS VIEWS! Primary Bath has Long Granite Counter, DOUBLE SINKS, Large Shower, Garden Tub and Opens to HUGE Walk-In Closet (14x7) with CLOSET ORGANIZATION SYSTEM! This Meticulously Maintained Home has: Upgraded Light Fixtures and Ceiling Fans, RING DOORBELL, Security System with Cameras, BEAD BOARD Trim in all Secondary Bathrooms, PLANTATION SHUTTERS, SONOS Sound System, Gutters, OUTDOOR SHOWER with HOT and Cold Water, Custom PRIVACY DRAPES at Slider, Laundry Room PRE-Plumbed for Laundry Tub, SMART HOME, GARAGE STORAGE RACKS and much more! SPLIT PLAN and Bedroom 2 has PRIVATE Bath 2. Beds 3 and 4 Share FULL Bath 3. Large Laundry Room with INCLUDED Washer and Dryer completes 2nd Floor. ENERGY EFFICIENT HOME with SOLAR PANELS, Double Pane “Lo E” Windows, Reclaimed Water for Irrigation and R-30 Insulation Saves $$ on Utility Bills! Located in WATERLEIGH – the PREMIER LIFESTYLE COMMUNITY in the area with 3 Community Pools, 2 Clubhouses and Fitness Centers, Fishing Pier, Playgrounds, Parks, Sand Volleyball, Tennis, Pickleball and MUCH MORE! RELAX and Enjoy your home – HOA does all Yard Work! All this close to DISNEY, DINING, SHOPPING plus walking Distance to the NEW Atwater Bay Elementary School, Water Spring Middle and Horizon High School! Easy Access to 429, 417 and 408!

9675 Waterway Passage Drive, Winter Garden
$725,000
4 Beds ⋅ 4 Baths ⋅ Winding Bay Ph 3 SubDv. ⋅ 34787 Zip Code
A RARE 4-bedroom, 3.5-bath POOL HOME on a CONSERVATION LOT with refined craftsmanship with functionality and outdoor living featuring a SUMMER KITCHEN. Don't wait for new construction, this 2021 IS LIKE NEW with a POOL, the residence showcases a thoughtfully designed layout featuring an open-concept great room, anchored by a custom accent wall and oversized windows that flood the space with natural light. The kitchen is equally impressive with shaker cabinetry, a statement granite island, gas cooktop with stainless hood, modern backsplash, and walk-in pantry—ideal for both everyday cooking and elevated entertaining. Adjacent dining and living areas flow seamlessly to a covered lanai, complete with an outdoor kitchen, gas grill, refrigerator and built-in lighting. A saltwater pool with sun shelf, tile finishes, and privacy landscaping overlooks a peaceful conservation area, offering a private resort-style experience. The first-floor primary suite includes tray ceilings, walk-in closets, and a spa-inspired bathroom with an expansive tiled shower and dual vanities. Upstairs, a loft creates a flexible second living space alongside a private guest suite. Smart home features, wood-look tile flooring, and thoughtful upgrades like pest guard, a tankless water heater, rain gutters, and custom lighting elevate the home’s performance and style. Located within a community featuring a clubhouse, dog park, and pool, and zoned for top-rated schools including Horizon High, this property also provides easy access to Hamlin Town Center, Flamingo Crossings Village, and Disney. No CDD, low HOA, and a highly desirable location make this a rare opportunity in one of Horizon West’s fastest-growing corridors. <iframe src="https://www.zillow.com/view-imx/ba3e8550-e62b-4b4e-b95e-0b548278059a?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="640" height="360" style="border: 0;" allow="fullscreen"></iframe>

15313 Lebeau Loop, Winter Garden
$650,000
4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Short Sale. *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay more for a similar home... this one is ready now. This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods!

18339 Oliver Twist Way, Winter Garden
$460,000
3 Beds ⋅ 3 Baths ⋅ Emerald Rdg H SubDv. ⋅ 34787 Zip Code
Outstanding 3 Bd/ 2.5 Bt ! GATED COMMUNITY in sought after Emerald Ridge! Open concept floor plan with a lot of natural light. Updated Kitchen with Stainless steel appliances, built-in oven and upgraded wood cabinets, eating space with view of large, fenced yard. Engineered Hardwood flooring thru-out 1st floor in Spacious Great Room Living, Dining & Large Kitchen. Upstairs are the 3 Bedrooms all have Large Walk-in Closets! Luxurious Spacious Master Suite & private bath with dual sinks. Plus a Bonus Loft! Large private Fenced backyard with Vinyl fence& gate! Corner lot . Community pool, cabana and walking trail to its residents. Near Winter Garden Village shopping, major area attractions. Convenient to everything! Hurry! Won't Last!

1750 Morning Sky Dr, Winter Garden
$620,000
3 Beds ⋅ 3 Baths ⋅ Waterside On Johns Lake - Phase 2a SubDv. ⋅ 34787 Zip Code
FULLY-UPDATED, SINGLE-STORY HOME ON A PREMIUM LOT! No stone has been left unturned in this pristine, inviting Waterside home. You are greeted at the front entrance by meticulously cared-for, mature landscaping and solid wood front door. As you step inside, you immediately notice the upgraded wood-look tile flooring throughout the main living space, as well as the fine details such as the tray ceilings, large cove crown molding, tall five-inch baseboards, and custom wood casings around the windows. Continuing down the hallway, there is a wonderful formal space perfect for extra seating, dining, an office or game room! The living room is open to the kitchen and dining area, and features wiring for surround sound speakers and beautiful, large French Doors out to the lanai that provide tons of natural light. The gourmet kitchen is a chef's dream, with a large gas burner range, built-in double oven, sizeable pantry, granite countertops, and detailed cabinetry, including on the island. There is also an extended dining space off of the kitchen that allows for plenty of room for guests, as well as a separate powder room that makes entertaining a breeze! The large, private primary suite features a decorated tray ceiling, split vanities, walk-in shower with bench, relaxing soaking tub, and huge walk-in closet. The two guest bedrooms are located in their own wing at the front of the home, allowing for added privacy. They feature their own upgraded bathroom with walk-in, tiled shower and ample storage space! Stepping outside, you have a huge extended, screened-in paver lanai, perfect for enjoying the Florida weather. With a covered section and wiring for speakers, you can entertain all-year-round! This premium lot has no rear neighbors and lots of room to garden or add a fence for pets. Other upgrades to the home include epoxy garage flooring, comfort-height toilets throughout, whole-home gutters, attic access with fold-down stairs, and foam wall insulation. The Waterside community features a sparkling resort-style community pool and clubhouse with fitness center, as well as multiple playgrounds, walking trails, and fishing dock on Johns Lake. Plus the location cannot be beat, with easy access to FL-429 and Turnpike, Downtown Winter Garden (with the famous Saturday Farmer's Market), Plant Street Market, numerous high-class shopping and dining establishments, Walt Disney World, Universal Orlando and so much more that Central Florida has to offer! Come see this home before it is gone!

16959 Tradewind Point, Winter Garden