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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

$1,250,000
4 Beds 4 Baths Overlook 2/Hamlin Ph 1 & 6 SubDv. 34787 Zip Code
Designed to impress and crafted for everyday living, 5513 Thomas Square Drive is a beautifully upgraded pool home in one of Hamlin's most sought-after communities. Offering 4 bedrooms, 3.5 bathrooms, a private office, an oversized loft, a versatile flex room, and a saltwater pool, this exceptional residence seamlessly blends timeless design with modern comfort. From the moment you arrive, the stone-accented elevation, oversized driveway, and manicured landscaping create unforgettable curb appeal. Inside, soaring ceilings, abundant natural light, crown molding, custom trim work, 8-foot doors, and wood-look tile flooring establish an elegant yet welcoming atmosphere. The dramatic two-story great room is the undeniable centerpiece of the home, showcasing a custom floor-to-ceiling built-in with cabinetry, open shelving, and a heat-producing electric fireplace, beautifully complemented by decorative wood ceiling beams that add warmth and architectural character. The open-concept kitchen is equally impressive, featuring white cabinetry, granite countertops, an oversized center island, stainless steel appliances, a gas cooktop, walk-in pantry, expansive butler's pantry, and a dedicated breakfast nook overlooking the backyard. Privately tucked away on the first floor, the primary suite offers engineered hardwood flooring, dual walk-in closets with custom shelving, and a spa-inspired bath with separate vanities, a soaking tub, and an oversized walk-in shower. A private office with matching engineered hardwood flooring, formal dining room, laundry room, and powder bath complete the main level. Upstairs, three spacious bedrooms, two full bathrooms, an oversized loft, and a flexible bonus room provide endless possibilities for a media room, fitness space, playroom, or potential fifth bedroom. Step outside to your own private retreat featuring a saltwater pool with water features, covered lanai, fenced backyard, and the added privacy of no rear neighbors. Thoughtful enhancements throughout the home include the custom family room built-in with electric fireplace, decorative ceiling beams, engineered hardwood flooring in the primary suite and office, permanent exterior architectural trim lighting, a whole-home security camera system, overhead garage storage, newer kitchen appliances, a new microwave, a newer pool pump, and spray foam insulation for enhanced energy efficiency. Residents enjoy resort-style amenities including a clubhouse, community pool, playground, and dog park, all just minutes from Hamlin Town Center, top-rated schools, shopping, dining, major highways, and Walt Disney World. Blending timeless design, quality craftsmanship, and an unbeatable location, 5513 Thomas Square Drive is a rare opportunity to own a truly move-in-ready home in the heart of Winter Garden.

5513 Thomas Square Drive, Winter Garden

$908,142
5 Beds 5 Baths Northlake At Ovation SubDv. 34787 Zip Code
Under Construction. Discover elevated living in this thoughtfully designed home at Northlake at Ovation, offering flexible spaces and curated finishes to fit your everyday lifestyle. From the inviting covered lanai to the spacious loft and soaring ceilings, this floor plan provides room to relax, work, and entertain with ease. Inside, you’ll find a balance of bold and neutral finishes from the AW Collection Rosemary. Design upgrades include 8' interior doors, quartz countertops, tiled backsplash, stainless steel appliances and more. Whether you’re hosting gatherings or enjoying quiet evenings at home, the open layout and versatile rooms adapt to your needs. Perfectly located in Winter Garden near some of Central Florida’s most beloved destinations, this home is just 35 minutes from Orlando International Airport, 15 minutes from world-famous Disney theme parks, and 30minutes from charming Celebration. Residents can also enjoy the charm and rich local history of nearby downtown Winter Garden, known for its vibrant shops, and eateries. Paired with great local schools and a peaceful community setting, this home delivers the ideal blend of comfort, convenience, and Central Florida living. Residents also enjoy a clubhouse, community pool, playground areas and dog park. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

17625 Lake Star Road, Winter Garden

$555,000
3 Beds 3 Baths Watermark Ph 4 SubDv. 34787 Zip Code
Welcome to 10439 Austrina Oak Loop, a beautifully upgraded 3-bedroom, 2.5-bath home with over 2,080 square feet of thoughtfully designed living space in the highly sought-after Watermark community. From the moment you step inside, you'll appreciate the luxury vinyl flooring throughout the first floor, upgraded 8-foot interior doors, designer hardware, and abundant natural light that enhances the home's bright, open-concept layout. The spacious main room flows seamlessly into the dining area and gourmet kitchen, creating the perfect space for everyday living and entertaining. The kitchen features stainless steel appliances, upgraded cabinetry lighting above and below the cabinets, modern stairs with wire handrails, and stylish finishes that blend beauty with functionality. Upstairs, a versatile loft provides the ideal space for a home office, media room, fitness area, or playroom. All three bedrooms are conveniently located on the second floor, offering privacy and comfort. The spacious primary suite features an elegant tray ceiling, oversized walk-in closets, and a luxurious ensuite bath with dual vanities, a large walk-in shower, and plenty of natural light. The secondary bathroom also offers dual sinks, providing added convenience for family and guests. The upstairs laundry room is both practical and well-appointed with upgraded cabinetry and a large utility sink. For those who work remotely, the dedicated office area includes hard-wired internet for reliable high-speed connectivity. The oversized two-car garage is equipped with a 240-volt outlet, making it ready for electric vehicle charging. Enjoy the added benefit of a professional installed whole-water treatment system with dual treatment tanks and pre-filter, helping provide cleaner, conditioned water throughout the home while protecting plumbing and appliances. Enjoy relaxing on the inviting covered front porch, and each evening step outside to catch views of the spectacular Magic Kingdom fireworks. Residents of Watermark enjoy exceptional resort-style amenities, including a clubhouse, resort pool, splash pad, fitness center, tennis courts, playgrounds, scenic walking trails, and beautifully maintained green spaces. The home is just minutes from The Mark at Watermark, featuring Starbucks, Walgreens, New York Beer Project, restaurants, and everyday conveniences. You'll also enjoy close proximity to Orange County National Golf Center, Winter Garden Village, Walt Disney World Resort, highly rated local schools, and convenient access to State Road 429. Offering an exceptional combination of premium upgrades, an unbeatable location, and outstanding community amenities, this move-in-ready home presents an incredible opportunity to enjoy the very best of Central Florida living.

10439 Austrina Oak Loop, Winter Garden

$685,000
4 Beds 3 Baths Latham Park South SubDv. 34787 Zip Code
Every single night, you'll have a front-row seat to the magic. Tucked into the coveted Latham Park community of Winter Garden, your new home will be just two miles from Disney's Magic Kingdom! This pristine 2020-built home pairs peaceful waterfront living with an unbeatable, nightly display of Disney’s fireworks right from your welcoming front porch and front yard. Surrounded by updated curb appeal, fresh front landscaping, and a quiet neighborhood setting, it offers a rare lifestyle that truly captures the best of Central Florida living. Inside, the light-filled 2,214-square-foot floor plan feels crisp, elevated, and completely turn-key with brand-new interior paint, custom window shades, and stylish updated lighting throughout. High tray ceilings elevate the main open-concept living and dining spaces, accentuating the clean lines and durable luxury vinyl flooring. At the center of it all is a modern chef’s kitchen designed for both quiet mornings and hosting friends. It features sleek quartz countertops, upgraded over- and under-cabinet accent lighting, a brand-new dishwasher, and an effortless flow into the living area. Conveniently nearby, a dedicated laundry space comes equipped with a brand-new washer and dryer. The primary suite serves as your private sanctuary, complete with a custom built-in walk-in closet system for ultimate organization and peaceful views. Three additional spacious bedrooms and pristine full bathrooms provide exceptional flexibility for guests, family, or a dedicated home office setup. Even the two-car garage has been thoughtfully upgraded with durable epoxy flooring and a full wall mirror, ready to function as your ideal home gym. Step out back to your fully screened-in patio, the perfect bug-free haven for relaxing with a cool drink while taking in serene views of the pond. The leveled backyard is fully enclosed with a metal fence and framed by dense privacy hedges, giving you a private, safe space for pets or outdoor fun. Beyond your doorstep, enjoy a vibrant community complete with active pool events, playground amenities, and access to top-tier local schools including Panther Lake Elementary, Hamlin Middle, Horizon High, and Windermere Prep right around the corner. From peaceful water views out back to fireworks lighting up the sky out front, this is a rare gem in one of Winter Garden’s most sought-after pockets.

9202 Merlon Drive, Winter Garden

$850,000
4 Beds 2 Baths Winter Garden Shores Rep SubDv. 34787 Zip Code
Virtually Staged. Welcome to your next obsession. Nestled on one of Winter Garden's iconic brick-lined streets in the highly sought-after Golf Cart District, this completely remodeled home delivers the perfect blend of historic charm, modern luxury, and walkable lifestyle - just minutes from Downtown Winter Garden, Plant Street Market, the West Orange Trail, award-winning restaurants, breweries, coffee shops, boutiques, farmers market and year-round community events. From the moment you step inside, you'll love the light filled open floor plan, gorgeous hardwood floors and designer finishes throughout. The stunning chef's kitchen is truly the heart of the home, featuring a farmhouse sink, new quartz countertops, under-cabinet lighting, abundant cabinetry and an oversized island overlooking the spacious living and dining areas - perfect for entertaining, hosting wine nights, game days, holiday gatherings or cozy evenings at home. With four spacious bedrooms, a dedicated home gym and a flexible bonus/playroom with classic French doors, there's room for everyone to live, work and play. Step outside and discover your own private Florida retreat featuring a new screened-in pool enclosure, creating the ultimate backyard oasis for pool parties, weekend BBQs, relaxing afternoons and year-round outdoor living. The expansive patio offers plenty of room for dining, entertaining and making memories with family and friends. The updates don't stop there. The home has been completely renovated from top to bottom, including new plumbing, updated electrical, roof, kitchen, bathrooms, flooring, fixtures, and finishes - giving you the confidence of modern systems with timeless style. Love the outdoors? You're just steps away from beautiful Lake Apopka where you'll enjoy breathtaking sunset views, walking and biking trails, kayaking, fishing and everything that makes Winter Garden one of Central Florida's most desirable places to call home. If you've been searching for a move-in ready home in Downtown Winter Garden, with a screened pool, open concept living , designer upgrades, Golf Cart District access and an unbeatable location close to shopping, dining, parks, top-rated schools and major highways - this is the one! Don't miss your chance to own one of Winter Garden's most desirable homes.

64 E Crest Avenue, Winter Garden

$810,000
5 Beds 4 Baths Signature Lakes SubDv. 34787 Zip Code
Welcome to this exceptional 5-bedroom, 3 full bathroom and 1 half bathroom two-story home located in the highly desirable Signature Lakes at Independence community of Winter Garden. Offering approximately 3,438 square feet of thoughtfully designed living space, this residence showcases a perfect blend of modern upgrades, elegant finishes, and exceptional indoor and outdoor living. The home was fully renovated and modernized in 2024 with high-quality materials carefully selected for the owners’ personal enjoyment and long-term use. The inviting open-concept floor plan features beautiful flooring, custom lighting throughout, upgraded details, a spacious family room, formal dining area, and flexible spaces ideal for a home office, media room, or additional entertainment area. The modern kitchen offers beautiful cabinetry, ample storage, and a functional layout designed for everyday living and entertaining. Additional features include customized closets, a complete laundry room, and a whole-house water filtration system. The washer and dryer will convey with the sale. Enjoy the ultimate Florida lifestyle with a large private screened-in pool area featuring a pool approximately 30x14 and a separate spa approximately 8x8, creating the perfect setting for relaxing, entertaining, and enjoying year-round outdoor living. The home also features a covered outdoor living area and outdoor kitchen space. Major improvements include two air conditioning systems replaced in 2023 and 2024, a Tesla electric vehicle charger, and an additional EV charger compatible with other electric vehicles. The custom lighting throughout the home will remain, including the one-of-a-kind natural stone chandelier at the staircase, a truly unique statement piece designed specifically for the residence. The spacious primary suite offers a private retreat with an upgraded spa-inspired bathroom and elegant finishes, while additional bedrooms provide comfort and flexibility for family members and guests. Located in Signature Lakes at Independence, residents enjoy resort-style amenities including a clubhouse, community pools, fitness center, parks, playgrounds, sports courts, and scenic walking trails. Conveniently located near Hamlin Town Center, shopping, dining, entertainment, major highways, and Walt Disney World attractions, this beautifully upgraded Winter Garden residence offers the perfect combination of luxury, comfort, and community lifestyle. Please note: curtains do not convey with the sale. Buyer and buyer’s agent are encouraged to verify all measurements, HOA information, restrictions, fees, and community requirements.

14418 Avenue Of The Rushes, Winter Garden

$610,000
4 Beds 3 Baths Lakeview Preserve Rep SubDv. 34787 Zip Code
Space, style, and a true lake-community lifestyle come together in this thoughtfully designed home in the gated community of Lakeview Preserve. With a flexible floor plan, generous living spaces, and room to grow both inside and out, this home offers the perfect blend of comfort, functionality, and Florida living. The open-concept layout is designed for both entertaining and everyday living. At the heart of the home, the kitchen features white shaker cabinetry, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized island with seating for four. It flows seamlessly into the dining area and spacious living room, creating a welcoming space for everything from weeknight dinners to holiday gatherings. French doors off the foyer lead to a dedicated office, providing flexibility for working from home, a playroom, hobby space, or a quiet retreat. Tucked away on the first floor, the private primary suite features dual vanities, a soaking tub, glass-enclosed shower, and a generous walk-in closet. Upstairs, the expansive bonus room offers endless possibilities as a media room, game room, playroom, or second living area. The additional bedrooms provide comfortable accommodations for family and guests, giving everyone space to spread out. Step outside to the covered brick-paver lanai overlooking the fully fenced backyard, where there's plenty of room for outdoor entertaining, pets, play, gardening, or even a future pool. Whether you're enjoying a quiet morning or hosting friends for a weekend barbecue, the outdoor space is ready to fit your lifestyle. Life in Lakeview Preserve is about more than just the home. Set along the shores of Johns Lake, this gated community embraces an active Florida lifestyle with amenities designed for all ages. Residents enjoy a resort-style pool, splash pad, fitness center, clubhouse and community cabana, playground, community dock, and kayak launch with direct access to Johns Lake for boating, fishing, and paddling. Conservation areas woven throughout the neighborhood enhance the natural beauty, creating a peaceful setting while keeping you close to everything Winter Garden has to offer. Conveniently located just minutes from SR 429, Winter Garden Village, historic Downtown Winter Garden, shopping, dining, parks, and everyday conveniences, this home offers the ideal balance of space, convenience, and community. Whether you're looking for room to grow, space to entertain, or a neighborhood built around an active Florida lifestyle, this home offers the flexibility to fit your lifestyle while creating lasting memories.

3247 Buoy Circle, Winter Garden

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