Winter Garden Homes for Sale

Winter Garden Homes for Sale

Welcome to Winter Garden, Florida—a charming city that beautifully blends small-town charm with modern amenities. Nestled just west of Orlando, Winter Garden is renowned for its picturesque downtown area, vibrant community spirit, and abundant recreational opportunities. With its rich history, evident in the well-preserved architecture and the delightful Heritage Foundation, Winter Garden is a place where the past meets the present.

As you stroll through the historic downtown, you’ll discover a variety of boutique shops, delightful cafes, and a lively farmers market that brings the community together every Saturday. Nature lovers will appreciate the scenic West Orange Trail, perfect for walking, biking, and enjoying the stunning Florida sunshine. With beautiful parks and lakes, outdoor enthusiasts will find plenty of opportunities for fishing, kayaking, and picnicking.

For those considering a move, Winter Garden offers an impressive selection of homes for sale, catering to a variety of lifestyles and budgets. From charming single-family homes in friendly neighborhoods to luxurious new constructions that boast modern designs and amenities, there’s something for everyone. Families will appreciate the top-rated schools and safe, welcoming environment, while retirees will find a peaceful haven with plenty of social activities.

With its ideal location, rich culture, and diverse housing options, Winter Garden is not just a place to live; it’s a community to thrive in. Explore the homes for sale today and discover your dream home in this enchanting Florida city!

Newest Winter Garden Homes for Sale

$3,300,000
7 Beds ⋅ 8 Baths ⋅ Acreage SubDv. ⋅ 34787 Zip Code
Exceptional custom estate on approximately 1.61 acres in Downtown Winter Garden's desirable Golf Cart District, just minutes from Historic Plant Street, the West Orange Trail, shopping, dining, and entertainment. This extensively renovated residence offers over 7,700 square feet of living space with 7 bedrooms, 6 full baths, 2 half baths, spacious living and entertaining areas, a chef's kitchen with premium appliances, marble countertops, wine bar, and an open-concept design. The resort-style outdoor living area features a heated saltwater pool, covered lanai, summer kitchen with pizza oven and built-in grill, and an NBA regulation half basketball court. A detached guest house with a full kitchen provides ideal space for guests, multigenerational living, or a private office. Additional features include a gated circular driveway, oversized 3-car garage with workshop, golf cart garage, mature oak trees, and no HOA. Conveniently located near SR-429, Florida's Turnpike, Winter Garden Village, downtown Orlando, area attractions, and Orlando International Airport.

900 W Plant Street, Winter Garden
$699,000
4 Beds ⋅ 4 Baths ⋅ Lake Apopka Sound SubDv. ⋅ 34787 Zip Code
Built in December 2023 and situated on one of the largest homesites in sought-after Lake Apopka Sound, this exceptional 4-bedroom, 3.5-bath single-story multi-generational home offers over half an acre (0.61 acres) with stunning views of Lake Apopka and a rare private attached in-law suite! Designed for true multi-generational living, the in-law suite features its own private entrance, living room, kitchenette, bedroom, full bathroom, and convenient access to the garage—perfect for extended family, guests, long-term flexibility, or private accommodations. Inside, you'll find soaring ceilings, an open-concept floor plan, elegant tray ceilings, granite countertops throughout, ceramic tile with professionally sealed grout, and an oversized laundry room offering exceptional storage and everyday convenience. The screened lanai overlooks the expansive fully fenced backyard with premium cream vinyl fencing, while additional upgrades include a whole-home water softener, smart security system with app-controlled sensors on every window and door, insulated garage, and a polyaspartic-coated garage floor for superior durability over traditional epoxy finishes. Located in the highly desirable Lake Apopka Sound community in Winter Garden, residents enjoy quick access to Downtown Winter Garden, Plant Street Market, award-winning restaurants, shopping, parks, the Florida Turnpike, SR-429, and Orlando International Airport, making commuting and travel exceptionally convenient. This is a rare opportunity to own a nearly new home with premium upgrades, an oversized homesite, breathtaking lake views, and one of the most versatile floor plans in the community.

17954 Hither Hills Circle, Winter Garden
$400,000
3 Beds ⋅ 2 Baths ⋅ Regal Pointe Ph 02 47/133 SubDv. ⋅ 34787 Zip Code
Hidden Gems Don't Stay Hidden Long. 234 Grand Royal Circle is the kind of home that stops buyers mid-scroll and makes them say out loud that they did not expect this. Character is the first thing you feel when you walk through the door. Arched doorways carry you through the layout with a warmth and elegance that newer construction spends years and significant money trying to recreate. Rich laminate flooring runs through the main living spaces. Vaulted ceilings create volume and light that make every room feel intentional. And the details, a gallery mirror wall at the entry, a dramatic arched window flooding the flex room with natural light. The kitchen has been updated throughout. Shaker cabinetry, granite countertops, a tile backsplash, stainless steel appliances, upgraded hood and a peninsula with bar seating that opens to the living area and keeps everyone connected. The primary ensuite delivers a double vanity, soaking tub, and clean cabinetry in a bath that feels calm and considered. The flex room is a genuine bonus space, bright, private, and ready to become whatever the next owner needs it to be. The fenced backyard, and a footprint that gives you real outdoor space in one of the most walkable and sought after corridors in Winter Garden. The mature oak canopy makes it feel even larger and is the kind of backyard that earns its own conversation. And then there is the location. Plant Street, Winter Garden's celebrated downtown heart, is right here. The farmers market, award winning restaurants, craft breweries, and community events that make this the most desirable city in Central Florida are not a drive away. They are a walk away. This home is an awesome opportunity in the truest sense of the word. The right buyer is going to recognize exactly what this is the moment they step inside.

234 Grand Royal Circle, Winter Garden
$425,000
3 Beds ⋅ 3 Baths ⋅ Suburban Shores Rep Pt Blk 03 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Discover the potential of this spacious 3-bedroom, 3-bathroom home in Winter Garden, offering a flexible layout and plenty of room to make it your own. With 3 full bathrooms and a large flex room, this home provides endless possibilities for a home office, media room, hobby space, game room, or additional living area. The pool bathroom was added in 2018 with wheelchair-accessible features, including a zero-threshold shower and exterior ramp for ease of access. Major improvements include a metal roof (2018), whole-house generator (2017), flex room windows (2018), A/C (2013), and water heater (1999). Enjoy access to Johns Lake with a public boat ramp conveniently located at the front of the neighborhood, making it easy to spend the day boating, fishing, kayaking, or enjoying one of Winter Garden's most popular lakes. Situated with convenient access to Florida's Turnpike, Highway 50, shopping, dining, and everyday conveniences, this home offers a great opportunity for buyers looking for space, versatility, and a desirable Winter Garden location.

17531 N Sunset Terrace, Winter Garden
$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
$780,000
5 Beds ⋅ 5 Baths ⋅ Highlands/Summerlake Grvs Ph 2 SubDv. ⋅ 34787 Zip Code
Timeless elegance meets modern luxury in this exceptional 5 bedroom, 4.5 bath estate in the sought after Highlands at Summerlake Grove community. From the moment you enter, soaring ceilings and an abundance of natural light set the tone for a home designed to impress. At the heart of the residence, a chef inspired kitchen showcases stunning granite countertops, an oversized island, stainless steel appliances including a built in double oven and gas cooktop, a space made for both effortless entertaining and everyday living. The open concept living areas flow seamlessly, framed by wide plank wood look flooring and walls of sliding glass doors that draw in serene views of the private backyard. A sophisticated, neutral palette throughout offers a polished canvas ready for any design aesthetic. With 5 spacious bedrooms and 4.5 beautifully appointed baths, this home offers room to grow, work, and unwind. Ideally located just minutes from Orange County National Golf Center, and within easy reach of The Mark, a walkable retail center just minutes away as well as easy reach of Winter Garden’s charming downtown, top-rated schools, and major highways for effortless commuting throughout Central Florida. This is refined Winter Garden living!

15778 Sweet Limetta Drive, Winter Garden
$1,095,000
5 Beds ⋅ 4 Baths ⋅ Westfield Lakes SubDv. ⋅ 34787 Zip Code
Welcome Home! Meticulously maintained home boasting with upgrades on an oversized conservation lot with peaceful pond views. Designed for both everyday living and entertaining, features a completely remodeled kitchen with quartz countertops, premium Café appliances, designer backsplash, a massive island with sitting space, upgraded lighting and a custom walk-in pantry. The first floor includes a private office, spacious family room, guest suite with a full bath, laundry room, formal living, and dining room. Porcelain tile flows throughout the main living areas, French doors lead to your private backyard retreat with a fully screened lanai overlooking the saltwater pool and spa, complete with new tile. Upstairs you'll find a stunning media room complete with theater seating and a granite wet bar, 4 bedrooms and a full bath. The primary suite features tray ceiling, plantation shutters, dual walk-in closets, and remodel ensuite bath. Updates include dual vanities, walk-in glass shower, clawfoot tub, and stunning upgraded tile throughout. Two car garage with an upgraded paver driveway. Located in a highly sought-after community of Westfield Lakes. Excellent public schools and convenient access to shopping, dining, and major highways, this exceptional home offers the perfect combination of luxury, comfort, and location. Schedule a private showing today!

626 English Lake Drive, Winter Garden
$419,000
2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 2 SubDv. ⋅ 34787 Zip Code
Short Sale. ***SHORT SALE***Built in 2024, this like new 2 bedroom plus den, 2 bathroom home offers modern finishes, thoughtful upgrades, and a private setting tucked toward the back of the community with no rear neighbors. The flexible den features French doors, making it ideal for a home office, hobby room, or additional living space. The open concept layout is filled with natural light and centers around a beautifully appointed kitchen with white cabinetry, white Ice subway tile backsplash, white quartz countertops, stainless steel appliances, and a spacious island perfect for everyday living and entertaining. The primary suite features an upgraded walk in shower, while ceiling fans in the living room, both bedrooms, and the den provide added comfort throughout the home. Enjoy Florida living from the covered front porch with space for seating or unwind on the screened lanai overlooking the peaceful backyard with exceptional privacy. The 2 car garage includes two overhead storage racks for added organization. Located just minutes from Walt Disney World, Flamingo Crossings, Horizon West shopping and dining, major roadways, and everyday conveniences, this home combines a desirable location with low maintenance, move in ready living.

13640 Splashing Isla Drive, 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
$650,000
3 Beds ⋅ 2 Baths ⋅ Lakeview Pointe/Horizon West P SubDv. ⋅ 34787 Zip Code
Great house fronting the park, gym, and community pool. Tons of upgrades inside and out. Beautiful screened pool with motorized shade for privacy on patio. Saltwater pool. Luxury Vinyl Plank throughout the house. NO Carpet! Kitchen has lots of upgrades as well. KitchenAid appliances. Wall oven and cooktop. Samsung refrigerator included. Washer and Dryer also stay! 5 mounted TV's will convey as well! Ring alarm system with cameras as well. Plantation shutters throughout.

14048 Lake Abbotts Drive, Winter Garden
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