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Recently Sold Listings in Winter Garden, FL

Welcome to your dedicated resource for viewing Sold listings in Winter Garden, FL. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Winter Garden, FL below, or if you are looking to sell a home in Winter Garden, FL contact a local agent to discuss the possibilities.

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All Sold Homes for Sale in Winter Garden, FL

no property photo
$740,000
5 Beds ⋅ 5 Baths ⋅ Lakeview Preserve SubDv. ⋅ 34787 Zip Code
Virtually Staged. SPACIOUS LUXURY LIVING + 5 BEDROOMS + 4.5 BATHROOMS + 2 FLEX SPACES + GATED COMMUNITY! Welcome to this stunning YORKSHIRE MODEL in the highly desirable LAKEVIEW PRESERVE community of Winter Garden! Designed with space, comfort, and versatility in mind, this beautifully appointed home offers an exceptional floor plan ideal for MULTIGENERATIONAL LIVING, WORKING FROM HOME, AND ENTERTAINING. Featuring 5 generously sized bedrooms, 4 full bathrooms, a half bath, TWO FLEX SPACES—ONE ON EACH LEVEL, and an oversized lot with an open green backyard, there's room for everyone to spread out and enjoy! From the moment you enter, you'll appreciate the thoughtfully designed layout, 8-foot interior doors, abundant natural light, and stylish designer finishes. The OPEN-CONCEPT FLOOR PLAN flows seamlessly from the spacious gathering room into the dining area and GOURMET KITCHEN, featuring QUARTZ COUNTERTOPS, 42-INCH SOFT-CLOSE CABINETRY, BUILT-IN APPLIANCES, a decorative wood canopy hood, designer tile backsplash, oversized center island, and walk-in pantry. Expansive POCKET SLIDING GLASS DOORS open to the impressive 22-FOOT COVERED LANAI, NOW SCREENED IN BY THE CURRENT OWNERS, creating the perfect setting for indoor-outdoor entertaining while overlooking the spacious backyard. One of this home's greatest advantages is its FLEXIBLE, MULTIGENERATIONAL-FRIENDLY FLOOR PLAN. The FIRST-FLOOR GUEST SUITE WITH PRIVATE EN-SUITE BATHROOM AND WALK-IN CLOSET provides an ideal retreat for extended family, overnight guests, or anyone seeking additional privacy. A versatile FIRST-FLOOR FLEX SPACE offers the perfect opportunity for a home office, playroom, or additional living area. Upstairs, a SECOND SPACIOUS FLEX SPACE provides even more possibilities for a media room, game room, study area, or separate gathering area, allowing everyone to enjoy their own space. The upstairs PRIMARY SUITE is a relaxing private retreat featuring a large walk-in closet and a beautifully appointed en-suite bathroom with DUAL QUARTZ-TOPPED VANITIES, AN OVERSIZED WALK-IN SHOWER, and a private water closet. Three additional upstairs bedrooms, including one with its own EN-SUITE BATHROOM, offer comfortable accommodations and generous closet space. The upgraded laundry room adds convenience with cabinetry, quartz countertops, and a utility sink. Additional highlights include PORCELAIN TILE FLOORING throughout the main first-floor living areas, designer bathroom finishes, ample storage throughout, outdoor kitchen pre-plumbing, and a 2-CAR GARAGE WITH NEWLY ADDED EPOXY FLOORING for a clean, finished look. Located within the sought-after GATED COMMUNITY OF LAKEVIEW PRESERVE, residents enjoy RESORT-STYLE AMENITIES, including a sparkling pool with splash pad, clubhouse, fitness center, playground, picnic areas, and KAYAK LAUNCH WITH ACCESS TO JOHNS LAKE. Even better, the community has NO CDD FEE! Just approximately 5 miles from charming DOWNTOWN WINTER GARDEN and minutes from SR 429, you'll enjoy convenient access to shopping, dining, entertainment, and major Central Florida roadways. Experience the space, flexibility, and lifestyle this exceptional Winter Garden home has to offer. Schedule your private showing today!

3275 Buoy Circle, Winter Garden

no property photo
$489,900
3 Beds ⋅ 3 Baths ⋅ Oakland Trails Ph 1 SubDv. ⋅ 34787 Zip Code
Stunning 3-bedroom, 2.5-bath bungalow nestled in the highly desirable community of Oakland, offering picturesque views of the community park, lush green spaces, and direct access to local walking trails. Built in 2018 and impeccably maintained, this home features an open-concept layout with towering 10-foot ceilings throughout. The main level boasts gorgeous tile flooring, a built-in office desk, a convenient wet bar, and carefully curated interior lighting that enhances the home's warm character and sophisticated ambiance. The gourmet kitchen shines with 42-inch refinished cabinets, updated hardware, quartz countertops, a stunning center quartz island, and a striking ceiling-height marble backsplash. Upstairs, enjoy the warmth of bamboo stairs and beautiful bamboo flooring across all bedrooms, each equipped with walk-in closets. Additional notable upgrades include quartz countertops in all bathrooms, brand-new zebra blinds, a 2026 refrigerator, and an epoxy-finished two-car garage. Step outside to exceptional exterior enhancements added in 2025 and 2026, including striking exterior accent lighting that delivers incredible nighttime curb appeal and presence, a fully sealed paver driveway, a welcoming front porch with ceiling fans, and an extended paver pathway wrapping around the house. Practical features include a brand-new gutter system connected to a downpour drainage system, plus a reliable irrigation system. Located in a top-rated school district, this home places you moments away from the scenic Oakland Nature Preserve, community parks like Speer Park, vibrant local farmers markets, rich cultural attractions like the historic Garden Theatre, and nearby dining favorites. Don't miss this incredible gem!

2199 White Feather Loop, Oakland

15725 Signature Drive, Winter Garden
$569,000
6 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 02 A B H I J SubDv. ⋅ 34787 Zip Code
MOVE-IN READY & EASY TO SHOW! Nestled in the highly sought-after Independence community of Winter Garden, this beautifully maintained Lennar “Rio” floor plan offers the perfect combination of location, lifestyle, and resort-style amenities. This spacious two-story home features 6 bedrooms, 3 full baths, a versatile loft, and 2,714 sq. ft. of living space, all situated on a desirable corner lot. Freshly painted, vacant, and in impeccable condition, this home is ready for its next owner. The thoughtfully designed layout offers generous living spaces, a spacious kitchen with solid wood cabinetry and granite countertops, stainless steel appliances, an interior laundry room, smart thermostat, security cameras, and a private side - backyard. Additional improvements include a newer A/C system, insulated garage, and garage door opener. A covered and screened outdoor area provides additional space to relax and enjoy the Florida lifestyle. Independence is one of Horizon West’s desirable master-planned communities, offering an exceptional array of amenities including clubhouses, resort-style community pools, fitness facilities, tennis courts, playgrounds, parks, sidewalks, and private community boat ramps with lake access. Ideally located near shopping, dining, entertainment, schools, and everyday conveniences, with easy access to SR-429 and Central Florida’s world-famous attractions. Enjoy convenient access to the growing Horizon West area, Winter Garden destinations, restaurants, cinemas, Publix, Walmart, and Walt Disney World Resort. Immaculate, spacious, vacant, and truly move-in ready, this is an exceptional opportunity to enjoy the Independence lifestyle in one of Winter Garden’s most desirable locations. Schedule your private showing today!

15725 Signature Drive, Winter Garden

1444 Kenny Court, Winter Garden
$350,000
3 Beds ⋅ 2 Baths ⋅ Kenny Court SubDv. ⋅ 34787 Zip Code
Welcome to this inviting 3-Bedroom, 2-Bath single-story home in a DESIRABLE LOCATION near Winter Garden, offering a spacious CORNER LOT, NO HOA and plenty of room to make the most of Florida living! Set on NEARLY A QUARTER ACRE, the property features MATURE SHADE TREES, a large driveway with ample parking and a welcoming setting. Inside, BEAUTIFUL LVP FLOORING and NEW LEVELOR BLINDS throughout, create a fresh, cohesive look, while NEW AC (2026) and a ROOF REPLACED IN 2022 add peace of mind. The OPEN FLOOR PLAN allows the Living Room, Dining Room and Kitchen to flow together seamlessly, creating a comfortable setting, while NATURAL LIGHT fills the space, enhancing the bright and airy feel. The Kitchen offers plenty of SOLID WOOD WHITE CABINETRY, solid-surface countertops and a center island with breakfast bar seating. A RECENTLY UPDATED TILE BACKSPLASH adds a stylish finishing touch, while STAINLESS STEEL APPLIANCES—including a GAS STOVE—make meal preparation a pleasure. A window above the sink brings in NATURAL LIGHT and provides a view of the backyard, and a CONVENIENT LAUNDRY ROOM is located just off the Kitchen. Down the hallway, you’ll find THREE BEDROOMS, each featuring a STYLISH CEILING FAN and WALK-IN CLOSET for comfortable living and convenient storage. The Primary Suite presents a private retreat with its own en suite Bath, complete with a MODERN VANITY AND TILED WALK-IN SHOWER. A SECOND FULL BATH with a modern vanity and tub/shower combination, is conveniently located near the additional Bedrooms.The Kitchen provides access to the backyard, where there's an OPPORTUNITY to create an outdoor space that reflects your own style, whether you envision a GARDEN, entertaining area or a place to relax under the Florida sunshine. With its GENEROUS CORNER LOT, mature shade trees and NO HOA, there’s room to make this property your own. Enjoy a GREAT LOCATION, just 2 miles from the charm and character of HISTORIC DOWNTOWN WINTER GARDEN, where you can explore local shops and restaurants, browse the popular PLANT STREET MARKET, visit the SATURDAY FARMERS MARKET or catch a show at the GARDEN THEATRE. Outdoor enthusiasts will appreciate the nearby WEST ORANGE TRAIL, ideal for biking, jogging and leisurely strolls, and with CONVENIENT ACCESS to Florida's Turnpike and SR-429, you can easily reach Orlando’s WORLD-FAMOUS THEME PARKS. Families will appreciate the nearby GREAT SCHOOLS including, A-RATED William Maxey Elementary and West Orange High School, adding to the appeal. With its thoughtful updates, GENEROUS LOT and convenient access to everything WINTER GARDEN has to offer, this home is FULL OF POTENTIAL and ready for its next chapter. Call and schedule your private tour today!

1444 Kenny Court, Winter Garden

13051 Spring Grove Way, Winter Garden
$588,000
4 Beds ⋅ 4 Baths ⋅ Encore At Ovation SubDv. ⋅ 34787 Zip Code
JUST remodeld !Wonderful home across the street from serene pond. Enjoy this 4-3 home only 1 year old, with front porch overlooking the wildlife along the waterfront and walking path. This home has a nice sized bedroom downstairs with its own private bath and a wonderful open layout with kitchen, dining, and living room together, great for entertaining. The kitchen has Mocha colored cabinets with crown molding, island kitchen sink and breakfast bar, accented with gorgeous white stone quartz counters and all stainless steel appliances. The deluxe chef gas stove has split ovens and gridle center top . The dining room has a large slider to the side yard covered patio. A half bath powder room is behind the kitchen off the drop room from the garage. The stairs have open beautiful railings that lead you to the loft area. The Master Bedroom has 2 very large walk-in closets, and nice large bath with two separate vanities with extra cabinet space, a walk-in shower, elegant stand alone tub, and private toilet. The Master has more privacy split away from the other bedrooms by the laundry room. Laundry room has extra space for an ironing board, and laundry sink next to the provided washer and dryer. Bedrooms 2, 3 are separated by a full bath with double sinks and shower/tub. Tankless water heater saves in efficiency and constant hot water. This home is in a great and quite community just a few miles off the 429 west of Disney. While this home sits across from nice long pond with activities such as Corn hole, Bocce Ball courts, and picnic tables and dog park, the clubhouse and pool area are a short walk about a block and half away. The community offers other areas of interest to explore and enjoy too with more open park areas with trails by scenic ponds currently under construction along with the back park which the playground should soon be built. Just a few miles off the major interchange of 429 and Western, just outside Disney West provides fast and easy access anywhere. Hospitals, restaurants and shopping are all close and many more are being built nearby. The builder states; Water Spring Elementary, Bridgewater Middle, and Windermere Highschool.

13051 Spring Grove Way, Winter Garden

16012 Micelli Drive, Winter Garden
$599,000
4 Beds ⋅ 3 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to 16012 Micelli Drive, a beautiful home built in 2021, ideally situated on a desirable corner lot in the Winding Bay community of Winter Garden, Florida! Featuring 4 bedrooms, 3 full bathrooms, and an additional versatile room, this thoughtfully designed home combines modern comfort, functionality, and style. From the moment you step inside, you'll appreciate the soaring ceilings, expansive windows, and abundant natural light that create a bright, open, and welcoming atmosphere. The spacious open-concept floor plan is designed for both everyday living and effortless entertaining. The kitchen features modern appliances, generous countertop space, and a seamless connection to the living and dining areas, creating an inviting space to gather and make lasting memories. Step outside to discover a beautifully paved backyard offering a low-maintenance outdoor retreat, perfect for relaxing, enjoying Florida's sunshine, or entertaining guests. The rear-entry garage adds convenience while preserving the home's attractive curb appeal. Located on a corner lot, this property offers even more reasons to fall in love with Florida living. Lawn maintenance is included in the HOA, giving you more time to enjoy your home and the community amenities, including a refreshing community swimming pool. The community also features a low HOA fee. An additional highlight is the home's solar panel system, offering the potential for increased energy efficiency and long-term savings. Location is another standout feature! Situated approximately 3.4 miles from the Walt Disney World Resort area, this home offers convenient access to Central Florida's world-famous attractions, shopping, dining, entertainment, and major roadways. Whether you're searching for a place to settle into your next chapter or a home designed for everyday comfort, 16012 Micelli Drive brings together thoughtful design, desirable amenities, and a fantastic Winter Garden location. Come discover the possibilities and imagine the next chapter of your story beginning here!

16012 Micelli Drive, Winter Garden

900 Allendale Lane, Oakland
$1,799,000
4 Beds ⋅ 5 Baths ⋅ Oakland Parkb-2 SubDv. ⋅ 34787 Zip Code
Beautifully crafted by J&J Building, this exceptional 4-bedroom, 4.5-bath custom home combines thoughtful design, elegant finishes, and effortless indoor-outdoor living. Situated on a desirable corner lot, the home is filled with incredible natural light and offers a layout designed for both everyday comfort and entertaining. At the heart of the home, the stylish kitchen is complemented by a wet bar and a full scullery (back kitchen) with a second refrigerator, oven, sink and built-in pantry, creating the perfect blend of style and functionality. The main-level primary suite provides a private retreat, while three additional upstairs bedrooms each feature their own en-suite bathroom, offering comfort and privacy for family and guests alike. The downstairs office and upstairs loft area also provide flexible options to meet all your needs. The oversized attic storage with drop down stairs is perfect for all your seasonal items! Step outside to your own private oasis through the huge pocketing sliding glass doors, and enjoy the salt water pool, spa, and inviting outdoor living space with automated retractable screens—ideal for enjoying Florida living year-round. And the large garage has 2 EV plugs and 2 garage doors- 1 perfect for your golf cart! Just across the street, a beautiful pond provides a peaceful natural backdrop, with scenic sunset views and abundant wildlife adding to the home's special setting. Enjoy an exceptional lifestyle just steps from the West Orange Trail and within the Golf Cart District, offering convenient access to downtown Winter Garden's charming shops, restaurants, and vibrant community atmosphere. A rare opportunity to enjoy custom craftsmanship, beautiful surroundings, and an unbeatable location—all in one remarkable home.

900 Allendale Lane, Oakland

17600 Lake Star Road, Winter Garden
$1,350,000
5 Beds ⋅ 4 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code
Discover exceptional lakefront living in Northlake at Ovation, where this extensively upgraded Ashton Woods residence showcases more than $320,000 in builder design selections and owner-added enhancements. Thoughtfully curated interiors, distinctive architectural details, and inviting outdoor spaces create a home equally suited to elegant entertaining and everyday comfort. A soaring foyer, statement chandelier, and beautifully detailed staircase establish an impressive arrival. Natural light fills the living spaces, highlighting plantation shutters, upgraded tile and hardwood flooring, custom wall treatments, and designer lighting throughout. The separate dining room provides an elegant setting for gatherings, while the kitchen, breakfast area, and family room flow seamlessly together. At the heart of the home, the beautifully appointed kitchen pairs an expansive contrasting island with designer quartz countertops, stacked cabinetry, and illuminated display accents. A custom backsplash and mural extending to the ceiling create a striking focal point, complemented by stainless steel appliances, pendant lighting, and a custom-organized pantry. The primary suite creates a peaceful retreat with hardwood flooring, generous windows, and a custom walk-in closet. Its spa-inspired bathroom features a soaking tub, separate vanities, upgraded fixtures, and an expansive frameless glass shower framed by striking tilework. Additional bedrooms and bathrooms carry the home’s thoughtful design throughout, including custom closet systems in the downstairs bedroom and designer accent walls in the downstairs bathroom. A dedicated office and spacious upstairs loft provide versatile settings for work, leisure, and recreation. Outdoor living unfolds beneath a covered paver lanai with roll-up screens and a custom summer kitchen featuring a built-in grill, beverage chiller, sink, upgraded countertops, and integrated storage. Generous dining and lounging areas overlook the fenced backyard, mature greenery, and tranquil lakefront setting—an inviting backdrop for morning coffee or evening gatherings. Beyond its beautiful finishes, the home incorporates carefully considered functionality: a custom laundry room with cabinetry and a sink, a drop zone, custom storage, whole-house gutters, backyard French drains, and pre-plumbing for a water softener. A hardwired security system and cameras, along with hardwired internet and Ethernet connections at TVs, provide added convenience. The garage includes epoxy flooring, overhead smart storage racks, cabinetry, and a utility sink. Redesigned landscaping and architectural uplighting enhance the home’s presence after sunset. Northlake at Ovation amenities include a community pool, clubhouse, playground, and dog park. Nearby Hamlin Town Center and Winter Garden Village provide shopping, dining, and entertainment, while Historic Downtown Winter Garden invites exploration of its boutiques, restaurants, celebrated farmers market, and West Orange Trail. Walt Disney World and Central Florida’s renowned attractions are within reach, with SR 429 connecting you to the greater Orlando area. Experience beautifully appointed interiors, extensive upgrades, and inviting lakefront living in this exceptional Winter Garden residence. Schedule your private showing.

17600 Lake Star Road, Winter Garden

17055 Seville Orange Road, Winter Garden
$659,000
3 Beds ⋅ 3 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
A DREAM IS A WISH YOUR HEART MAKES! LIVE JUST 3 MINUTES FROM THE GATES OF DISNEY! Discover an exceptional opportunity to experience MAGICAL FLORIDA LIVING in the highly desirable NORTHLAKE AT OVATION community of HORIZON WEST, where sophisticated design, modern convenience, and an extraordinary location come together just moments from the MAGIC OF WALT DISNEY WORLD. This beautifully appointed 2024 BUILT ASHTON WOODS RESIDENCE offers the elegance of LUXURY LIVING minutes from Disney gates without the MULTI MILLION DOLLAR PRICE TAG. Crafted by ASHTON WOODS, recognized as BUILDER magazine’s 2023 BUILDER OF THE YEAR, this thoughtfully designed residence showcases an impressive combination of architectural sophistication, quality craftsmanship, and carefully curated upgrades. An inviting OPEN CONCEPT FLOOR PLAN welcomes abundant NATURAL LIGHT, creating an atmosphere of understated elegance throughout. At the heart of the home, a beautifully appointed GOURMET KITCHEN seamlessly connects the principal living and entertaining spaces, offering an ideal setting for intimate gatherings and effortless everyday living. GENEROUSLY PROPORTIONED BEDROOMS, a VERSATILE LOFT, DESIGNER FINISHES, ENHANCED LIGHTING, and a thoughtfully equipped laundry room with UTILITY SINK further elevate the experience. Outdoors, an EXTENDED LANAI overlooks the PRIVATE BACKYARD, providing an inviting retreat for enjoying Florida’s year round lifestyle and the opportunity to watch DISNEY FIREWORKS LIGHT UP THE EVENING SKY. An EV READY TWO CAR GARAGE adds another layer of modern convenience. Beyond the residence, NORTHLAKE AT OVATION presents an exceptional RESORT INSPIRED LIFESTYLE, complete with a COMMUNITY POOL, CLUBHOUSE, DOG PARK, PLAYGROUND, WALKING TRAILS, and beautifully maintained GREEN SPACES. This thoughtfully planned neighborhood offers a peaceful residential setting while placing some of Central Florida’s most sought after destinations within remarkably easy reach. LOCATION IS THE ULTIMATE LUXURY, and few addresses offer such an extraordinary connection to the WALT DISNEY WORLD RESORT. Enjoy convenient access to the WESTERN ENTRANCE OF DISNEY, FLAMINGO CROSSINGS TOWN CENTER, HAMLIN, SR 429, highly regarded schools, upscale shopping, dining, and entertainment. Whether seeking a refined primary residence, an elegant Florida retreat, or the convenience of living near one of the world’s most celebrated destinations, this location offers an enviable balance of TRANQUILITY, ACCESSIBILITY, and LIFESTYLE. A rare opportunity to own a MOVE IN READY, BEAUTIFULLY UPGRADED ASHTON WOODS HOME in one of HORIZON WEST’S most desirable communities, where MODERN ELEGANCE meets the extraordinary privilege of having DISNEY MAGIC just moments away. LIVE WHERE OTHERS DREAM OF VACATIONING. YOUR HAPPILY EVER AFTER BEGINS HERE.

17055 Seville Orange Road, Winter Garden

14743 Field Daisy Drive, Winter Garden
$654,718
3 Beds ⋅ 5 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Loft | Balcony. New Construction - December Completion! Welcome to the Newberry at 14743 Field Daisy Drive in Harvest at Ovation! Welcome to this stunning two-story home. Thoughtfully designed for both comfort and flexibility, this spacious floor plan features three bedrooms, four-and-a-half bathrooms, a versatile loft, an expansive game room, and a two-car garage. The open-concept main living area seamlessly connects the great room, designer kitchen, casual dining space, and lanai, creating an inviting setting for everyday living and entertaining. Upstairs, the private primary suite offers a relaxing retreat with a spacious bath and generous walk-in closet, while the loft provides additional space for work, play, or gathering. A secondary bedroom and bath on the upper level, plus an oversized game room with its own bathroom on the top floor, provide privacy and flexibility for guests or multigenerational living. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: 8' interior doors, tray ceiling package, wet bar at game room and shower in place of tub at bath 2. Photos are for representative purposes only. MLS#O6450084

14743 Field Daisy Drive, Winter Garden

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