Refine Search
Sort by
$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

$2,199,000
6 Beds 6 Baths Oakland Park SubDv. 34787 Zip Code
***BACK-UP OFFERS WELCOMED*** Your Dream Home awaits !!! A perfect blend of luxury and timeless Florida charm, nestled in the vibrant heart of OAKLAND PARK. This beautifully crafted WATERFRONT residence offers an exceptional lifestyle for those who love to entertain, relax, and enjoy nature in style. Step inside to an airy, open-concept layout filled with natural light, elegant wood-look tile floors, and thoughtfully designed spaces that flow seamlessly from indoors to out. The expansive 39X13 screened porch, complete with an 8x5 four-panel slider, invites you to unwind by the lake while enjoying glowing sunsets and gentle breezes. Gather around the firepit or host memorable evenings on the paver patio. This home was made for connection. From the charming front porch, French doors lead to versatile rooms perfect for a home office, guest suite, or hobby space. At the heart of the home is a CHEF'S KITCHEN designed to impress, featuring a large center island, 6-burner natural gas range, 2 ovens, with pot filler, expansive cabinetry throughout, stainless steel farmhouse sink, under-counter microwave, ice maker, and a sleek side-by-side fridge/freezer. The spacious butler pantry ensures everything has its place. The living area is stunning with coastal-inspired shiplap walls, a custom wet bar with glass cabinetry, and stylish finishes throughout. Tucked away for ultimate privacy, the luxurious OWNER'S SUITE offers sweeping lake views, private porch access, spa inspired bath with a freestanding soaking tub, seamless glass rain shower, and a custom walk-in closet. UPSTAIRS, you’ll find a generous loft for movie nights or play space, along with three well-appointed bedrooms and two full bathrooms. A separate brick-paved courtyard leads to a breezeway and the oversized three-car garage. Above it, a 907-square-foot garage apartment with kitchenette, walk-in closet and full size bath, ideal for in-laws, guests, and family. This home is part of a certified green community featuring waterfront walking trails, a fishing pier, two resort-style pools, lush parks, a clubhouse, and direct access to the scenic West Orange Trail. All this—just a short golf cart ride from historic downtown Winter Garden, where you can enjoy vibrant dining, shopping, and year-round events at Plant Street Market and much more!!!

907 Celadon Street, Winter Garden

$390,000
3 Beds 3 Baths Signature Lakes Ph 3b-6 SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Your new home in Winter Garden is here! Perfectly located, this move-in ready 3-bedroom, 2.5-bath townhouse offers the ideal blend of comfort, convenience, and lifestyle within the master-planned community of Independence. The spacious, open-concept first floor features a bright living and dining area with luxury vinyl flooring, beautiful quartz countertops in the modern kitchen, a center island, a large walk-in pantry, and window treatments throughout. A dedicated laundry room adds extra convenience to your daily routine. Upstairs, all bedrooms are located on the second level. The primary suite boasts a walk-in closet and a private en-suite bathroom, while two additional bedrooms offer plenty of space for family or guests. The home also features new bathrooms and kitchen countertops, a brand-new tankless water heater, A/C, and flooring, all less than 3 years old. This exclusive unit has no back neighbors, offering only lush natural vegetation as your backdrop, while a private courtyard with brick paver flooring and vinyl fencing provides the perfect setting for relaxing and entertaining. The two-car garage, located at the rear, is accessible via a charming covered walkway. Beyond the home itself, Independence offers an impressive list of amenities: Waterfront pools, tennis and basketball courts, dog park, fitness center, walking trails, playgrounds, private lake access, community events, and more! Located just minutes from top shopping centers, restaurants, entertainment options, and quick access to Highway 429 and Disney Parks. Quality of life and safety for you and your family—this is the perfect choice for anyone seeking a vibrant and secure community near everything Orlando has to offer. | NOTICE: furniture does not convey with the sale. | Schedule your showing today!

14743 Driftwater Drive, Winter Garden

$570,000
3 Beds 2 Baths Lakeview Preserve Phase 2 SubDv. 34787 Zip Code
WONDERFULLY UPDATED AND SPACIOUS SINGLE-STORY HOME! Three large bedrooms plus a flex room! As soon as you enter this open floorplan Lakeview Preserve home, you notice the bright and airy feel with upgraded features like LUXURY VINYL plank flooring throughout the living space. At the front of the home, there is a large, private FLEX ROOM with double glass French doors that is perfect for an office, study, or game room! The GOURMET KITCHEN is a chef’s dream with ample upgraded soft close white cabinetry and added organizers, slick QUARTZ countertops, built-in wall oven and microwave, large electric range with modern stainless steel range hood, and HUGE ISLAND for prepping or entertaining. This is all open to the spacious living and dining space, which connects seamlessly to the outside through sliding glass doors, allowing for the perfect setup for entertaining inside and out. The large primary suite is located off the living space at the rear of the home, and features a WALK-IN CLOSET and dream primary bathroom with dual sink vanity and HUGE upgraded glass and tile WALK-IN SHOWER! The two guest bedrooms are in their own wing of the house, allowing for maximum privacy, and share their own guest bathroom with large vanity and upgraded tile shower and tub. Also inside is a spacious laundry room with extra storage cabinets and laundry sink. Stepping outside, you are greeted with a large COVERED PATIO and partially FENCED-IN YARD (just add gates!), perfect for pets and enjoying the wonderful Florida weather! Additional exterior upgrades include REFRESHED LANDSCAPING AND SOD (2025), upgraded smart irrigation system, and permanent holiday lighting. The gated Lakeview Preserve community features a RESORT-STYLE COMMUNITY POOL, children’s splash pad, outdoor cabana, stylish clubhouse with fitness center, and playground - PLUS a waterfront community dock and kayak launch on Johns Lake! The location is prime, with easy access to SR-429, US-27 and FL Turnpike making commuting a breeze. Also enjoy a quick drive to local shopping, dining, and entertainment destinations like Downtown Winter Garden, Winter Garden Village shopping center, Downtown Clermont, Walt Disney World, Universal Orlando, and more! Do not miss out on your chance to make this home your Florida oasis, schedule your private showing today!

4591 Gliding Wave Street, 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

$483,500
4 Beds 2 Baths Stoneybrook West SubDv. 34787 Zip Code
Experience the perfect blend of modern upgrades and serene waterfront living in this beautifully updated 4-bedroom, 2-bathroom home nestled in the guard-gated community of Stoneybrook West. Property Highlights: • Size: 1,755 sq ft • Bedrooms/Bathrooms: 4 bedrooms, 2 bathrooms • Renovations: Completely renovated in 2022, featuring updated kitchen and bathrooms with quartz countertops, new flooring, and modern fixtures. • Systems: New A/C installed in 2022; roof currently in permitting for 2025; new wrought iron fence added in 2024. • Outdoor Features: Screened rear porch overlooking a tranquil pond, perfect for relaxing evenings. • Interior Features: Open floor plan with vaulted ceilings, central air, and luxury vinyl flooring. • Additional Amenities: Laundry room, attached 2-car garage, and a beautifully landscaped yard. Community Amenities: Stoneybrook West offers resort-style living with a plethora of amenities: • Golf: 18-hole championship golf course designed by Arthur Hills. • Recreation: Clubhouse with restaurant, fitness center, Jr. Olympic-sized pool, splash pad, tennis courts, basketball courts, volleyball court, and a hockey rink. • Outdoor Activities: Baseball field, playgrounds, and scenic walking trails. • Security: 24-hour guard-gated entrances ensuring peace of mind. Included in the HOA is Internet and TV - you also get Disney+, Paramount and Peacock Prime Location: Situated just 20 minutes from Downtown Orlando and 15 minutes from Walt Disney World Resort, this home offers convenient access to shopping, dining, and entertainment options. Nearby Schools: • Whispering Oak Elementary School (10/10 rating) • SunRidge Middle School (7/10 rating) • West Orange High School (6/10 rating) Don’t miss the opportunity to own this exceptional home in one of Winter Garden’s most sought-after communities.

2407 Oakington Street, Winter Garden

$320,000
2 Beds 3 Baths Signature Lks-Pcl 01d Ph 01 SubDv. 34787 Zip Code
WELCOME HOME to this dual primary suite townhome in the highly-sought after community of Independence! Put your mind at ease as you pull up to the beautifully manicured lawn and landscaping that the HOA takes care of on your behalf. Greet your neighbors and listen to nature from your covered front porch. Step inside and admire the tile floored downstairs featuring an open concept floor plan with the living room, dining space, and kitchen all in one area. 2 large windows in the front of the home and a backdoor with a glass insert allow in so much natural light to brighten up this inner-unit. The kitchen showcases granite countertops, a brand new trendy black refrigerator and dishwasher to match the other black appliances. The high ceilings downstairs really lift this space up for an even more open feel. Stylishly tucked away in the kitchen by sliding doors is the laundry closet. Be comforted as you head upstairs on the plush 2-year old carpeting and find both primary suites on either side of the landing for privacy. The larger primary suite faces the front of the home. This en suite bathroom houses a large garden tub/shower combination. The other primary suite faces the rear of the home and houses a walk-in shower. Walk out back onto your large private courtyard floored with brick pavers for ease of maintenance, and relish in the fact that an overhang connects the home to the 2-car garage. The garage is accessed by way of a back alley and driveway, and there is even more parking opportunities for owners, tenants, and/or guests on the curb out front. Independence is loaded with resort-style amenities including 2 pools, a spa, 2 gyms, tennis courts, basketball courts, an arcade, playgrounds, dog parks, a clubhouse, events, walking trails, a community boat dock accessing Lake Hancock (motors allowed!), and home to an A-rated elementary school. Just a casual stroll to the Hamlin area and in near proximity to highway 429, you could not ask for a better place to own. Inquire today to make this gem your own!

7010 Broomshedge Trail, Winter Garden

$565,000
4 Beds 2 Baths Lakeview Reserve SubDv. 34787 Zip Code
Welcome to this stunning 4-bedroom, 2-bathroom pool home located in a private, gated lakefront community just minutes from downtown Winter Garden and the West Orange Trail. Perfectly positioned within the GOLF CART DISTRICT, this meticulously maintained residence—built in 2001—offers deeded access to Lake Apopka along with quick access to the 408, 429, and Turnpike. The exterior boasts a freshly painted façade completed in September 2023 by ColorWorx, new downspouts and gutter guards added in August 2023, and a professionally installed retaining wall with a French drain system completed in the same month. Thoughtful backyard upgrades include a stone border around landscaped areas, pea gravel pathways, and refreshed landscaping completed between 2020 and 2021. A custom-painted outdoor building with loft storage and a heavy-duty ramp was added in September 2023, along with a cedar garden shed installed in 2020. Inside, the home features fresh interior paint (August 2023), brand-new carpet, and custom closets. French doors lead to a stunning screened and heated pool area with a rock waterfall, sunshelf, lush landscaping, and new screen panels installed in April 2023. The pool is solar-heated, ideal for year-round enjoyment. The kitchen includes granite countertops, a brushed nickel faucet, updated outlet and switch plates, and upgraded chandeliers in the dining, kitchen, and breakfast areas. Ceiling fans with lights are installed in the formal study, family room, primary suite, and two additional bedrooms. The main entry door features an elegant brushed nickel handle and lock (installed March 2025). The garage includes a sealed and painted interior, pull-down attic access with a plywood floor, and loft storage. Two TV wall mounts (in the primary bedroom and kitchen) and an oversized doggy door provide practical additions for daily living. This home also offers a fully maintained irrigation system, a private backyard with a full privacy fence, landscape lighting in both front and back yards, and programmable colored pool lighting with remote control for added ambiance. Curtains for the window will stay with the home. Safetouch security equipment is installed and ready for the next owner’s setup. Combining modern updates, privacy, and prime location, this move-in-ready home is a rare opportunity in one of Winter Garden’s most desirable gated communities.

97 Desiree Aurora 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

$580,000
4 Beds 3 Baths Signature Lks-Pcl 01a SubDv. 34787 Zip Code
JUST GORGEOUS in the PRIME LOCATION of INDEPENDENCE SIGNATURE LAKES!- This 4 BEDROOMS x 3 FULL BATHROOMS family Home is next to a picturesque TRAIL, CLUB HOUSE, POOL, GYM and PLAYGROUND. It offers an open lay out, NEWLY RENOVATED tile floors throughout the main floor. The kitchen has a gas stove, pantry, breakfast bar and QUARTZ COUNTER TOPS The second floor lands on the FOYER to 3 of the bedrooms where the large primary one includes DUAL CLOSETS and primary bathroom with bathtub, shower and dual sinks. The other two bedrooms conveniently share a jack and Jill bathroom with two sinks. Favored with an AMAZING BACKYARD, large and well maintained. Featuring PALM TREES, MAGNOLIA trees and PAPAYA ones in the gardening portion of it flanking the DETACHED TWO CAR GARAGE. HEATING, WATER HEATER, STOVE and DRYER run on GAS!!! The HOA includes TV Cable, DISNEY+, Paramount and VIX Premium. The array of AMENITIES the community offers suits mostly every need from PLAYGROUNDS and DOG PARK, to TRAILS, POOLS, BOATING, BIKING, TENNIS courts, GYMS and so on. Do NOT MISS THE OPPORTUNITY TO SEE IT!

14314 Pleach Street, Winter Garden

$895,000
5 Beds 5 Baths Winding Bay Ph 1b SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. This property qualifies for a rate buy-down or closing cost credit up to $8,000 through the Seller’s preferred lender (restrictions apply). WELCOME TO YOUR DREAM HOME IN WINTER GARDEN! Built in 2021, this STUNNING 5-BEDROOM, 4.5-BATHROOM residence perfectly blends LUXURY, COMFORT, and MODERN DESIGN in a HIGHLY SOUGHT-AFTER HORIZON WEST COMMUNITY WITH LOW HOA FEES, just minutes from the MAGIC OF WALT DISNEY WORLD! Step inside and experience a THOUGHTFULLY DESIGNED FLOOR PLAN featuring ONE ENSUITE BEDROOM + OFFICE/DEN ON THE FIRST FLOOR, ideal for GUESTS or WORKING FROM HOME. Upstairs, discover FOUR ADDITIONAL BEDROOMS (including TWO ENSUITES) plus a SPACIOUS LOFT, offering the perfect layout for FAMILY LIVING and ENTERTAINMENT. The GOURMET CHEF’S KITCHEN will impress with its OVERSIZED ISLAND, SLEEK WOOD CABINETRY, HIGH-END APPLIANCES, WALK-IN PANTRY, and nearby MUD ROOM, designed for CULINARY CREATIVITY and EVERYDAY CONVENIENCE. At the heart of the home, enjoy a CUSTOM FIREPLACE FEATURE WALL that creates a WARM, INVITING, and ELEGANT LIVING SPACE, perfect for relaxing evenings or hosting guests. Step outdoors to your PRIVATE BACKYARD OASIS with a CUSTOM POOL & SPA and a FULLY EQUIPPED SUMMER KITCHEN, the ultimate setting for FLORIDA INDOOR-OUTDOOR LIVING and WEEKEND GATHERINGS UNDER THE SUN. The RESORT-STYLE COMMUNITY AMENITIES include a SPARKLING POOL, OVERSIZED CABANA, SPORTS FIELDS, TOT LOT, and DOG PARK, providing FUN AND RELAXATION FOR ALL AGES. Located near TOP-RATED SCHOOLS and just 15 minutes from HAMLIN TOWN CENTER for SHOPPING, DINING, AND ENTERTAINMENT, this home truly CHECKS EVERY BOX. DON’T MISS YOUR OPPORTUNITY to own this FLORIDA PARADISE, where LUXURY MEETS LIFESTYLE in the most ENCHANTING WAY.

10699 Petrillo Way, Winter Garden

$400,000
3 Beds 3 Baths Waterleigh Ph 2a SubDv. 34787 Zip Code
This charming corner townhouse offers the perfect blend of comfort and convenience, nestled in a vibrant resort-style community. Boasting 3 spacious bedrooms, 2.5 bathrooms, and an inviting upstairs loft, the home features an open-concept floor plan ideal for modern living. Enjoy mornings on the cozy front porch, surrounded by lush landscaping and gracefully manicured sidewalks. Just steps away, residents have access to premium amenities including a four sparkling community pool, full gym, tennis courts, sand volleyball court, outdoor gym, dog park, and multiple playgrounds right across the street. HOA fees include lawn and Irrigation service which frees up your weekends to enjoy all the incredible amenities. The property also showcases serene pond views, amazing amenities, and is perfectly situated only 0.08 miles—to the elementary school, 1.4 miles from the middle school, and 2.2 miles from Horizon High School, with Publix just 0.6 miles away, only 16 minutes to Disney World Magic Kingdom everything you need is within easy reach.

16163 Pebble Bluff Loop, 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

$940,000
5 Beds 5 Baths Silverleaf Reserve/Haml Ph 2a SubDv. 34787 Zip Code
INVESTOR OPPORTUNITY - Currently leased with Responsible Tenant ($6,000/month, always pays on time, tenant lease active until July 31 2026). This lovely newly-built home features 5 spacious bedrooms and 5 bathrooms. It is a modern residence that offers an abundance of natural light throughout, creating a warm and inviting atmosphere. The highlight of the property is the beautiful outdoor pool, perfect for relaxing or entertaining guests, and the large backyard provides ample space for outdoor activities, gardening, or simply enjoying the fresh air. The 2 covered garage spots are perfect for big cars or extra space for storage. This home is designed with comfort and style in mind, offering a perfect blend of contemporary elegance and functional living space. Don't miss the opportunity to make this amazing house your new home!

16031 Silver Brook Way, Winter Garden

$530,000
3 Beds 3 Baths Waterleigh Ph 2b SubDv. 34787 Zip Code
MOTIVATED SELLER IS READY TO MAKE A MOVE AS THEY ARE MOVING OUT OF STATE. Welcome to this beautifully maintained 3-bedroom, 2.5-bath bungalow located in the neighborhood of Waterleigh, where resort-style living meets everyday convenience. From the inviting front porch to the welcoming interior, every detail has been thoughtfully updated with comfort and style in mind. Inside, you’ll find new LVP flooring throughout and brand-new carpet on the stairs, an open-concept living space with an accent wall in the family room, and a freshly updated half bath. The kitchen features a brand-new stove and flows effortlessly into the heart of the home, while the primary bedroom offers its own charming accent wall and private bath. Step outside to enjoy a screened-in lanai, a fully fenced backyard, and the peace of mind that comes with a gutter system and water softener. Practical touches like garage storage racks make everyday living easy. And with access to Waterleigh’s incredible amenities—including 4 pools, a 6-hole mini golf course, sand volleyball, tennis courts, playgrounds, and more—this home truly offers the perfect blend of comfort, community, and fun.

16137 Azure Key Street, Winter Garden

$582,000
3 Beds 3 Baths Longleaf/Oakland Replat SubDv. 34787 Zip Code
Imagine coming home to your very own slice of paradise nestled in the heart of Winter Garden. 3-bedrooms, 2.5-bathrooms offering 1,853 sq ft of thoughtfully designed living space, perfectly blending comfort and style. This backyard will make all of your friends jealous. The custom-designed pool features a pebble tec finish, in-water bar stools, dual waterfalls, a sun shelf for lounging, and an advanced Ultra Violet Sanitation system for crystal-clear water. Surrounding the pool, premium artificial sod ensures a lush, green lawn year-round with minimal maintenance. Add in fully paid off solar panels and your backyard is something out of a magazine. The only way to get closer to the bike trail and Nature Preserve would be to pitch a tent directly inside the Preserve. The West Orange Trail is across the street and is perfect for biking, jogging, or leisurely walks, while the Oakland Nature Preserve offers scenic trails and wildlife. If that wasn’t enough, you are a short drive away from downtown Winter Garden's charm, brick-lined streets, and a vibrant community. There you can enjoy local boutiques, cafes, and the popular Plant Street Market, home to the Crooked Can Brewing Company and a variety of artisan vendors. Local's tip - (Don't miss the weekly Farmers Market on Saturdays) This exceptional property offers the perfect blend of luxury, privacy, and community. What more could you need?

2683 Bobcat Chase Boulevard, Oakland

$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

$755,000
5 Beds 4 Baths Cambridge Crossing Ph 01 SubDv. 34787 Zip Code
Located in the gated community of Cambridge Crossing, this expansive home offers over 4,400 square feet of living and entertaining space on a generous sized lot. Enter into soaring ceilings and a renovated kitchen with sleek quartz countertops, stainless steel appliances, and warm wood flooring throughout the main living areas. The seamless design is ideal for entertaining, with multiple living and dining spaces that flow effortlessly into the screened-in private solar heated pool and lanai. The primary suite is tucked away in its own wing, offering ultimate privacy with dual walk-in closets and a spa-like bath. Additional bedrooms are located on the opposite side of the home, ideal for family or guests, while the second-floor bonus room makes for the perfect home theater, game room, or flex space. Outside, enjoy the community with easy access to top-rated schools and just minutes to George Bailey Park, Winter Garden Village, and local favorites in downtown Winter Garden. The home’s location provides fast access to major highways, making commuting to Orlando and beyond a breeze. Recent updates, thoughtful layout, and a prime location make this home as functional as it is beautiful. Don’t miss your chance to own in one of Winter Garden’s most sought-after neighborhoods - schedule your private tour today.

1125 English Garden Lane, Winter Garden

$556,615
4 Beds 3 Baths Harvest/Ovation SubDv. 34787 Zip Code
Under Construction. Luxury New Townhome by RockWell Homes lot #21. Welcome to this stunning luxury new townhome designed for modern living and comfort. This spacious townhome offers 4 bedrooms, 3 bathrooms, 2-car garage, covered balcony, covered lanai and a host of premium features that make it the perfect choice for those seeking style and convenience. Step inside and discover an open-concept floor plan, with an open living-kitchen area featuring upgraded solid surface flooring on the first floor. The gourmet kitchen is a chef's dream, complete with a large island, stainless steel appliances, including an oven, microwave, and dishwasher, upgraded 42-inch cabinets, Delta faucets, a walk-in pantry, undermount sink, and a beautiful ceramic tile backsplash. The 42-inch cabinets offer plenty of storage, and the lighting package adds the perfect touch of elegance. The kitchen flows seamlessly into the dining area, creating a welcoming space for family gatherings. Abundant energy-efficient windows allow natural light to flood the home, creating a bright and airy atmosphere. From the living area, enjoy access to the covered back yard lanai, providing the ideal space for relaxation and outdoor entertainment. The covered front porch and covered balcony offer additional outdoor living areas to enjoy the fresh air. The primary suite is a true retreat, featuring dual vanity sinks, an oversized shower with ceramic tile, ceramic tile flooring, Delta faucets, and a lighting package. The suite also includes a large walk-in closet, a window for natural light, and access to the covered balcony, offering beautiful views and a peaceful place to unwind. The secondary bedrooms are equally impressive, complete with ceramic tile flooring, a full bath with a ceramic tile tub and shower surround, Delta faucets, a lighting package, and towel bars. Additional features of this new home include an 8ft front door, elevated ceilings, and a complete landscaping package that adds curb appeal. The energy-efficient construction ensures year-round comfort, while the garage door opener, sprinkler system, gutters and new home warranty provide added convenience and peace of mind. This luxury townhome is the perfect combination of comfort, style, and practicality. Experience the best in modern living with RockWell Homes!

15201 Summer Harvest Street, Winter Garden

$480,000
3 Beds 3 Baths Lakeview Pointe/Horizon West P SubDv. 34787 Zip Code
REDUCED!!!! Awesome opportunity to own a home in the popular Lakeview Pointe community of Winter Garden. This 3-bedroom, 2.5-bath home, offers a great balance of space, comfort, and functionality. You’ll love the inviting curb appeal, with a paver walkway leading to a cozy front porch where you can unwind and even catch a view of the nightly Disney fireworks. Inside, the open layout features a spacious family room and ceramic tile floors throughout the main level, making daily living easy to maintain. The kitchen offers plenty of cabinet space, granite countertops, stainless steel appliances, perfect for casual meals or hosting friends and family. Right off the dining area, French doors open to a private paver patio—a great spot for grilling or relaxing outdoors. The detached two-car garage is just steps away. A half bath and extra storage space downstairs add even more convenience. Upstairs, you’ll find a loft area, a full-size laundry room, and three roomy bedrooms—all with comfortable carpeted flooring. The primary suite includes a walk-in closet and a private bath with double sinks and a glass shower. The other two bedrooms share a full bath with a clean, simple design. Lakeview Pointe offers awesome community perks like a pool with splash pad, cabana, gym, playground, walking trails, and a dock by the lake. Plus, lawn care is included in the HOA, so you can enjoy a low-maintenance lifestyle. Located just minutes from Hamlin Town Center, schools, major roads, and tons of dining and shopping, this home is move-in ready and offers so much value in a great location.

14131 Lakeview Park Road, Winter Garden

$712,000
5 Beds 3 Baths Stoneybrook West Ut 04 48 48 SubDv. 34787 Zip Code
Discover your personal oasis with this modern, open-concept home. It is located in the exclusive Stoneybrook West, which has a 24/7 guard gate. This golf community offers plenty of amenities, including pickleball, basketball, tennis, hockey, fishing, a community pool, and a fitness center. This exquisite 4-bedroom, home office, 3-bathroom residence is a masterpiece of modern design and comfort, offering over 3,400 sq. ft. of pure luxury. Step into a world of sophistication. Upon entering the home, you are greeted with soaring ceilings that create an ambiance of grandeur and views of your pool and the golf course. The heart of the home beats in the stunning chef's kitchen, boasting sleek contrasting cabinetry, state-of-the-art stainless steel appliances, and an accenting island—perfect for culinary adventures and casual dining alike. Bask in abundant natural light flooding through expansive arched windows, seamlessly blending indoor elegance with the lush Florida landscape beyond. The open-concept living areas flow effortlessly, ideal for intimate gatherings and lavish entertaining of friends and family. Retreat to the luxurious primary suite sanctuary, featuring a spa-like ensuite bathroom with dual vanities and a sumptuous soaking tub. This bathroom connects you to your office or an additional bedroom. Three additional bedrooms provide ample space for family or guests, each thoughtfully designed for comfort and style. Ascend the elegant staircase to discover a versatile loft space perfect for a home office, playroom, or media center. With multiple living areas, including a family room and combined living and dining space, this home offers the flexibility to suit any lifestyle. Embrace the coveted indoor-outdoor Florida living with sliding glass doors leading to a covered patio – an ideal setting for enjoying your pool with plenty of space for a backyard grill or outdoor kitchen. The property's carefully curated landscaping provides a private, verdant backdrop to your daily life. The community's location is second to none, with plenty of shopping, dining, and entertainment provided by Winter Garden Villiage, historic Downtown Winter Garden, and Hamlin Shopping. The home is conveniently located to easy access all major highways and has multiple entrances into and out of the community. This Winter Garden gem is more than just a house; it's a canvas for your dreams, a haven for creating lasting memories, and a testament to refined living. Welcome home to luxury, comfort, and endless possibilities. Take a virtual tour with our Matterport Link

13716 Fox Glove Street, Winter Garden

$717,000
5 Beds 3 Baths Wincegroves Ph 1 SubDv. 34787 Zip Code
Stunning 5/3 in Wincey Grove of Hamlin. Close to EVERYTHING..restaurants shopping highways AND Disney World. This home offers a spacious open-concept design with modern finishes throughout. The chef’s kitchen features modern appliances, spacious countertops, all flowing seamlessly into the expansive family room. The primary bedroom provides a peaceful retreat with a walk-in designer closet and a luxurious en-suite bath with a soaking tub and separate shower. All closets through out are upgraded. Outside, there is beautifully landscaped fenced backyard—ideal for relaxing or entertaining guest! Residents will have peace of mind in this tranquil neighborhood. Conveniently located near top-rated schools, shopping, dining, and entertainment, this home offers the perfect balance of luxury, comfort, and convenience. Don't miss the opportunity to make this exceptional property your own!

16238 Misty Hills Avenue, 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

$687,500
4 Beds 3 Baths Mcallister Lndg Ph 2 SubDv. 34787 Zip Code
MULTIPLE OFFERS...all highest & best offers are due by Sunday 4/20/25 at 5 pm. FINALLY there is an available gorgeous home in the sought after McAllister Landing community of Winter Garden!! Move right in and do nothing but take a dip in your very own new salt water pebble textured heated POOL. Although that heat won't be needed any day now! This community is situated in a prime location just a 10 minute golf cart ride to quaint and desired downtown Winter Garden and just 35 minutes from all the Orlando attractions anyone could ever want! The HOA is extremely reasonable with no CDD fee and also includes a fishing dock on Lake Apopka. This home is only 5 years old and in impeccable condition allowing it to be very easy to get home owners insurance. Placed on high and dry land there is no flood zone here! Many many upgrades here create a very comfortable and appealing vibe and way of life. They include crown molding, 6" base boards, tray ceiling, quartz countertops, stainless steel appliances, wood shelves in pantry, recessed lighting, walk-in closet and walk-in shower in the primary bathroom, etc. The driveway and back patio are upgraded with pavers, oversized 3 car garage, extra storage space (there's even a split unit AC unit in the garage). Folks you just have to come see it, it will be worth your time!

677 Brooks Field Drive, Winter Garden

$430,000
3 Beds 3 Baths Waterleigh Ph 3b 3c & 3d SubDv. 34787 Zip Code
Accepting Back-ups. Seller is offering $5K towards closing costs or rate buy down with acceptable offer. Seller will consider lease purchase or one year lease! Check out this end unit townhome with FENCED in yard providing plenty of room for your children and pets to play outdoors!! Waterleigh townhomes offers the perfect blend of style & convenience with open concept floor plan, flat island & wood cabinetry in kitchen PLUS spacious bedrooms & loft upstairs & did I mention plenty of natural light in this END unit. The long brick paver driveway allows for plenty of guest parking! No need for a lawnmower or gym membership in this community because low monthly dues include lawn service which frees up your weekends to enjoy all the amenities Waterleigh has to offer including resort style swimming pool and fully equipped Fitness Center, plus Parks and trails for the exercise enthusiasts & all within walking distance. Or if you prefer you can hop on your golf cart and cruise over to the restaurants & shopping just a few minutes away. Waterleigh is part of the horizon West community which is also convenient to 429 & Disney Parks! This home is super easy to show and Sellers will respond to all offers within 24 hours!

16261 Admirals Cove Lane, Winter Garden

$489,900
3 Beds 2 Baths Garden Heights SubDv. 34787 Zip Code
Step into a home that feels brand new — but better. Tastefully updated with bespoke finishes and thoughtful upgrades throughout, this residence blends comfort and elegance in all the right ways. From the moment you enter, you’re greeted by an open, airy layout with vaulted ceilings, rich wood-toned LVP floors, and a spacious great room perfect for entertaining or everyday living. The kitchen is a true showpiece, outfitted with all-new shaker solid wood cabinetry featuring soft-close doors, brushed brass hardware, quartz countertops, a stunning mosaic tile backsplash, full stainless steel appliance package, and an eat-in island for casual dining. A large walk-in pantry and designer lighting complete the space with elevated functionality. The primary suite is a retreat of its own with a walk-in closet and a fully remodeled ensuite bath featuring dual vanities, quartz countertops, undermount porcelain sinks, and a sleek walk-in shower accented with modern fixtures. Two additional bedrooms offer built-in closets and share access to a second bath. A linen closet and oversized indoor laundry room add convenience and extra storage. Step outside to your private escape — a massive screened-in patio finished with slate gray tile flooring, all overlooking a large, fully fenced quarter-acre lot. Enjoy a 10x14 storage shed plus a separate powered accessory building, perfect for a gym, studio, or creative workspace. Located in a no-HOA, golf cart–approved community just 1.5 miles from downtown Winter Garden and 0.8 miles from scenic Lake Apopka, this home offers the best of both tranquility and convenience.

560 Garden Heights Drive, 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