Explore Homes for Sale in Winter Garden, FL
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Discover Your Dream Home: Explore Winter Garden, FL Homes For Sale with The Nest Group

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Winter Garden, FL, offers a vibrant real estate market with diverse homes for sale, perfect for every lifestyle. From charming historic bungalows in the downtown area to modern family residences in master-planned communities like Hamlin and Horizon West, prospective buyers will discover unparalleled opportunities. The Nest Group specializes in helping you navigate the unique offerings of Winter Garden, ensuring you find a property that perfectly matches your dreams. Explore the latest listings, experience the welcoming community spirit, and imagine life amidst beautiful natural surroundings and convenient access to Central Florida's best attractions. Your ideal Winter Garden home awaits.

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Winter Garden, FL Communities

Exploring Winter Garden's Diverse Real Estate Landscape

A Spectrum of Homes for Sale in Winter Garden, FL

Winter Garden, Florida, consistently ranks as one of Central Florida's most sought-after locations for new residents. Consequently, the inventory of homes for sale here is remarkably varied, appealing to a wide array of preferences and budgets. Whether you're seeking a quaint starter home or an expansive luxury estate, the Winter Garden real estate market presents a compelling selection.

Historic Charm Meets Modern Living: Downtown Winter Garden Homes

For those enchanted by character and community, downtown Winter Garden homes offer a unique appeal. Nestled around the iconic Plant Street, you'll find beautifully preserved and meticulously renovated bungalows and historic properties for sale. These residences provide direct access to the vibrant Plant Street Market, local eateries, boutiques, and the scenic West Orange Trail, embodying a truly walkable lifestyle.

New Construction Homes in Horizon West & Beyond

On the flip side, the sprawling Horizon West area, a significant part of Winter Garden, is a hub for new construction homes. Neighborhoods like Hamlin, Lakeside Village, Summerport, Independence, and Storey Grove feature an abundance of newly built homes for sale, often within master-planned communities. These areas are renowned for their state-of-the-art amenities, top-rated schools, and family-friendly environments, offering modern designs and energy-efficient features perfect for contemporary living.

Lifestyle & Community: What Makes Winter Garden Homes So Desirable?

Embrace the Winter Garden Lifestyle

Beyond the impressive selection of homes for sale, Winter Garden boasts a lifestyle that truly sets it apart. Residents enjoy a harmonious blend of small-town charm and big-city conveniences. Weekends can be spent cycling the West Orange Trail, exploring the Farmers Market, or enjoying live music and events on Plant Street. The close-knit community actively participates in local festivals and gatherings, fostering a genuine sense of belonging.

Family-Friendly Amenities and Top-Rated Schools

Families consistently choose Winter Garden for its exceptional quality of life. The community is home to numerous parks, recreational facilities, and highly-rated public and private schools, making it an ideal place to raise children. When considering homes for sale, the proximity to these essential family amenities often plays a crucial role in the decision-making process for many prospective buyers.

Finding Your Perfect Match: Types of Homes for Sale in Winter Garden

Single-Family Homes: Space and Serenity

The majority of homes for sale in Winter Garden are single-family residences, offering diverse architectural styles and lot sizes. From spacious suburban homes with private yards to elegant properties in gated communities like Oakland Park, there's a single-family home to suit every family's needs, providing ample space for growth and personalization.

Townhomes & Villas: Convenient Winter Garden Living

For those seeking a lower-maintenance lifestyle without compromising on location or amenities, Winter Garden also offers an excellent selection of townhomes and villas for sale. These properties are often found in communities with shared amenities like pools and clubhouses, presenting an attractive option for first-time buyers, downsizers, or those seeking a convenient lock-and-leave lifestyle near all local conveniences.

Luxury & Waterfront Homes for Sale in Winter Garden

Winter Garden's real estate market also caters to the luxury segment, featuring exquisite estates and waterfront homes for sale. Properties overlooking Lake Apopka or situated in exclusive enclaves offer premium finishes, expansive living spaces, and often private docks or stunning natural views. These luxury homes represent the pinnacle of Winter Garden living, combining elegance with a coveted Central Florida address.

Navigating the Winter Garden Real Estate Market

The Nest Group: Your Local Winter Garden Real Estate Experts

Successfully navigating the dynamic Winter Garden real estate market requires local expertise and insight. As your dedicated real estate partners, The Nest Group brings unparalleled knowledge of Winter Garden's neighborhoods, market trends, and hidden gems. We are committed to helping you discover the ideal homes for sale that align with your vision and lifestyle in this beautiful Central Florida community.

Newest Homes for Sale in Winter Garden, FL

$515,000
3 Beds ⋅ 3 Baths ⋅ Harvest/Ovation SubDv. ⋅ 34787 Zip Code
Beautifully maintained home located in the highly desirable area of Winter Garden! This spacious property offers the perfect blend of comfort, style, and convenience, featuring an open-concept floor plan, generously sized bedrooms, and abundant natural light throughout. The modern kitchen is ideal for entertaining, complete with ample cabinet space and a functional layout that flows seamlessly into the living and dining areas. Enjoy relaxing evenings in the private backyard with space for outdoor gatherings and family fun. Conveniently located near top-rated schools, shopping, dining, major highways, and world-famous attractions. A wonderful opportunity to own a beautiful home in one of Central Florida’s most sought-after communities—schedule your private showing today!

13552 Autumn Harvest Avenue, Winter Garden
$1,295,000
5 Beds ⋅ 4 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code
Experience the best of Historic Winter Garden living in this brand-new Craftsman-style home, ideally located just steps from downtown dining, shopping, entertainment, and the renowned West Orange Trail. Originally a charming 1950s bungalow, the 576 sq. ft. home has been completely renovated and thoughtfully expanded into a stunning 2,800 sq. ft. residence offering 5 bedrooms, 4 bathrooms, and exceptional modern upgrades throughout. Relax on the inviting front porch and enjoy the charm and atmosphere of this idyllic golf cart community. Inside, a bright and spacious open floor plan welcomes you with designer finishes, 10-foot ceilings, luxury waterproof vinyl plank flooring, plantation shutters, 8-foot doors, and elegant architectural details throughout. The heart of the home is the spectacular chef’s kitchen featuring premium LG stainless steel appliances, built-in oven and microwave, induction cooktop, wine fridge, oversized island with seating and storage, 42” refrigerator, and an enormous walk-in pantry complete with an additional retro-style refrigerator. The adjoining family room showcases a custom fireplace with built-in storage and two sets of French doors opening to a large covered lanai with summer kitchen, overlooking the beautifully landscaped and fully fenced backyard with additional deck space for entertaining and relaxing. The luxurious primary suite offers custom walk-in closets, a spa-inspired en-suite bath, and private French doors leading to a secluded patio and deck area. A separate lower-level wing includes two additional bedrooms, a full bath, and utility room, creating endless possibilities for an in-law suite, home office, theater room, or private guest retreat. Upstairs, you’ll find two spacious bedrooms, including one with en-suite bath, an additional full bath, linen storage, and generous extra storage space. Additional highlights include a covered carport with EV charging outlet, oversized driveway with parking for at least 6 cars, 2-zone A/C system, gutters with leaf guards, upgraded lighting, charming picket fencing, lush landscaping, and a 10x8 storage/workshop. Live the coveted Winter Garden lifestyle with golf cart access to charming boutiques, restaurants, breweries, parks, the weekly farmers market, Lake Apopka, splash pad, and more. This exceptional home perfectly combines historic charm with luxurious modern living in one of Central Florida’s most sought-after communities. Don’t miss this rare opportunity!

217 W Bay Street, Winter Garden
$439,990
3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. SAMPLE IMAGES The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two and a half bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a versatile loft, providing additional living space or an ideal work-from-home area. With a two-car garage and laundry room conveniently located on the second floor, the Porter combines functionality with comfort, making it a standout home choice.

13295 Peaceful Melody Drive, Winter Garden
$1,349,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-2 & 2c-3 SubDv. ⋅ 34787 Zip Code
Perfectly positioned on a PREMIER WATERFRONT LOT just under half an acre, this stunning 3,910-square-foot residence delivers luxury living at every turn. Tucked away at the end of a tranquil cul-de-sac and situated on one of the few homesites in the neighborhood with no neighbors in front or behind, the property offers an exceptional sense of privacy with beautiful views of Lake Noah. A grand foyer with a dramatic wrought iron staircase sets the tone for the sophisticated interiors, where CROWN MOLDING and WAINSCOTING elevate the home throughout. The GOURMET KITCHEN is both stylish and functional, featuring a center island, glass-front cabinetry, under-cabinet lighting, designer backsplash, stainless steel appliances, and a sleek flat cooktop. A butler’s pantry and formal dining room create the perfect setup for effortless entertaining. The luxurious primary suite features a CUSTOM CALIFORNIA CLOSET SYSTEM and a spa-inspired bath with dual vanities and an oversized walk-in shower complete with double shower heads, including a RAIN SHOWER. Spacious secondary bedrooms all offer walk-in closets, with two connected by a JACK-AND-JILL BATHROOM, while the oversized upstairs loft provides flexible living space ideal for a media room, game room, or lounge. Designed for both comfort and convenience, the home also includes a 3-car tandem garage with EPOXY FLOORINGS and HANGING STORAGE RACKS, a WHOLE-HOUSE GENERAC GENERATOR, a WHOLE-HOUSE HALO WATER FILTRATION SSTEM, NEW 80-GALLON WATER HEATER, security system with cameras throughout. The backyard is a true private retreat featuring a gas-heated saltwater pool and spa with water features, SUMMER KITCHEN, FIRE PIT, screened enclosure, OUTDOOR SONOS SURROUND SOUND SPEAKER SYSTEM, upgraded LIGHTING PACKAGE, and lush professional landscaping. Beyond the screen enclosure, the fully fenced yard offers additional green space rarely found in waterfront homes. One of the property’s most unique features is the ABILITY TO BUUILD A PRIVATE DOCK on Lake Noah, offering an incredible opportunity to embrace true waterfront living in one of Winter Garden’s premier communities. Conveniently located near top-rated schools, shopping, dining, Disney, and major roadways, this home effortlessly combines luxury, lifestyle, and location into one exceptional offering. Opportunities like this do not come along often.

9827 Beach Port Drive, Winter Garden
$495,000
4 Beds ⋅ 3 Baths ⋅ Watermark Phase 2c SubDv. ⋅ 34787 Zip Code
Beautiful corner-lot home located in the highly desirable Watermark community in Horizon West, Winter Garden. This impressive property offers the perfect combination of modern design, comfort, and an unbeatable location. This well-appointed two-story residence features 4 bedrooms, 2 full bathrooms, and a convenient half bath. All bedrooms are located on the second floor, including a spacious primary suite designed for privacy and relaxation. A versatile loft area upstairs provides additional flexibility, ideal for a home office, media room, or extra living space. The open-concept layout creates a seamless flow between the living, dining, and kitchen areas, making it perfect for both everyday living and entertaining. The kitchen is equipped with contemporary cabinetry, quality countertops, and modern appliances, offering both style and functionality. The home features ceramic tiles flooring in the main living areas for a sleek and modern look, while the carpeted bedrooms provide added comfort. Energy Star certification and enhanced insulation contribute to greater energy efficiency, helping reduce utility costs. Step outside to enjoy a charming front porch, perfect for relaxing and taking in the neighborhood ambiance. Residents of Watermark enjoy access to exceptional resort-style amenities, including a community pool with splash pad, clubhouse, fitness center, tennis courts, playgrounds, and scenic walking trails. Conveniently located near top-rated schools, shopping, and dining, this home is just a short 15-minute drive from Walt Disney World, making it an ideal location for both homeowners and investors. Don’t miss the opportunity to own a beautiful home in one of Horizon West’s most sought-after communities. Currently tenant occupied; tenants agree to vacate the property with a 30-day notice if requested by the buyer. See the professional video attached.

9231 Grand Island Way, Winter Garden
$535,000
4 Beds ⋅ 3 Baths ⋅ Lakeview Pointe/Horizon West P SubDv. ⋅ 34787 Zip Code
Welcome to 7190 Enchanted Lake Drive—your exclusive gateway to the vibrant Horizon West lifestyle . Seize the rare opportunity to own a highly sought-after 4-bedroom, 3-bathroom residence on a premium corner lot in the coveted Lakeview Pointe community. Perfectly positioned just moments from the premier dining, shopping, and entertainment at Hamlin Town Center, this property offers the ultimate Central Florida lifestyle with seamless access to the FL-429 and the magic of Disney World. Step inside to experience an expansive 2,113 square foot layout designed for effortless entertaining and modern flexibility. The open-concept first floor boasts an upgraded chef's kitchen featuring 42-inch white cabinets, a new KitchenAid dishwasher, a convection range, and beautiful stone counters. The kitchen flows seamlessly into the light-filled main living space, which opens directly to a private, screened-in patio and fully fenced yard. Uniquely advantageous, the first floor includes a convenient 4th bedroom and full bathroom, ideal for an elegant home office or guest suite . Upstairs, discover a spacious bonus Loft alongside three additional bedrooms, including a luxurious primary retreat featuring premium custom built-in closets . A covered walkway leads out to your detached 2-car garage, while the freshly painted exterior delivers stunning curb appeal. Best of all, you can end your evenings on your cozy front porch enjoying spectacular views of the nightly Disney fireworks. Boasting a low monthly HOA of $253 and absolutely no CDD fees, this immaculate home represents an incredible, newly adjusted value in Winter Garden. Schedule your private tour today!

7190 Enchanted Lake Drive, Winter Garden
$235,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Opportunity Knocks with an amazing Price!! Looking for an Investment Fully Furnished STR that is managed for you and pays for itself when you are not vacationing? HERE IT IS! *One of the nicer Views & easier location to get to at The Grove Resort* The Grove Resort is a family Vacation Destination in the Orlando Florida area with a great location near Walt Disney World Theme Parks like Magic Kingdom, Epcot Center, Animal kingdom, and Sea World, Universal Studios, the Premium Outlets, many Restaurants, Golfing, Places of worship, etc. The occupancy rate here is very high and is managed very well. This Unit located in Building 2 and on the 2nd Floor has 2 Bedrooms, 2 Bathrooms, Stackable Full Size Laundry closet, Living, Dining and Fully Stocked Kitchen area within 1,375 sq feet under AC. There is a long-screened balcony as well with a beautiful view of the Palm Trees, lake and garden. **Parking right by this unit in garage and enter in for just a short walk and this makes this unit very desirable** You have access to all amenities such as the heated pools, SPA, Flip Flops Arcade, GYM, Surfari Water Park with a Lazy River & Learn how to surf with the dual FlowRider® surf simulator plus the 2 story water adventure, three slides, water spouts, and a wading pool, massage room, walking paths, restaurants(Valencia, Springs Bar & Grill, Longboard Bar & Grill, Alfresco Market Place(Yummy Pizza made here), Bar and much more. Add to your short list to view while in Orlando. BONUS: There is daily transportation to Walt Disney World Theme Parks, Universal Orlando, Hollywood Studios & SeaWorld! Did I mention there is an APP with Resort Events information that has an array of exciting activities planned to make your stay even more fun like Karaoke, Fishing Tournament on Lake Austin, Slime Time, Scavenger Hunts, National Beer Day, National Cheddar Fries Day and more. Any Repairs and Replacements are included & the onsite hotel management handles all the check-in and check-out, cleaning, accounting, advertising, and everything else! You are able to vacation here up to 120 days a year. Call us to own a piece of paradise in Florida where you can Own, Enjoy, Cover expenses at a World Class Vacation Condo-Hotel!!

14501 Grove Resort Avenue Unit 2214, Winter Garden
$859,990
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is 5th bedroom and a full bathroom. As we head up to the second floor, we are greeted with a game room and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes a Smart home technology package which allows you to control your home with your smart device while near or away. This home is open for self-touring 7 days a week. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11265 Hollow Bay Drive, Winter Garden
$999,961
5 Beds ⋅ 4 Baths ⋅ Winter Grove SubDv. ⋅ 34787 Zip Code
Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom former model home with a 2-car garage situated on a conservation view homesite offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring Winstead Quill cabinetry, striking quartz countertops and a decorative tile backsplash. Built-in Whirlpool stainless steel appliances, including a refrigerator and natural gas cooktop, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, featuring an outdoor kitchen that enhances indoor-outdoor living. Beyond the covered lanai, the backyard offers a relaxing fireplace with a waterfall feature on either side, all overlooking tranquil conservation views. The first floor also offers a convenient powder room, perfect for guests, as well as a bedroom with an attached bathroom. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet (in a built-in closet system) and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and another bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room simplifies everyday tasks. Beautiful wood-look tile flooring is found throughout the first floor, laundry room, and bathrooms, while plush, stain-resistant carpet complements the loft and bedrooms. Designer-curated finishes elevate every corner of this home, including thoughtfully placed rain gutters, matte black plumbing fixtures and hardware, built-in drop zone, comfort height toilets, Whirlpool washer and dryer, and wood-look luxury vinyl plank treads and risers at the staircase. This home is equipped with a smart thermostat, video doorbell, LED down lights, digital IP camera pre-wire, surround sound pre-wire, smart irrigation control, and smart door lock and garage door opener ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!

403 Winter Grove Boulevard, Winter Garden
$950,000
5 Beds ⋅ 5 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code
TURN KEY ! This stunning 5-bedroom, 4.5-bath home is packed with upgrades — Calacatta countertops, ceiling-height cabinets, automated curtains, under-cabinet lighting, a gourmet kitchen with tower, Tesla charger, and more! Fully furnished and beautifully maintained, it also features custom-built cabinetry in the living room and office, plus a converted garage gym. Only 2 years old and conveniently located near top-rated Hamlin Elementary and Middle Schools, in a community with a low HOA that includes a pool and sports court. A truly exceptional home in the heart of Hamlin — move-in ready and impeccably maintained!

5150 Citrus Leaf Boulevard, Winter Garden
$569,990
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

12026 Shine View Lane, Winter Garden
$405,000
3 Beds ⋅ 3 Baths ⋅ Osprey Ranch Ph I SubDv. ⋅ 34787 Zip Code
Stunning 3-bedroom, 2.5-bath townhome in the highly desirable Winter Garden area! This home offers a bright and inviting atmosphere with a sought-after south-facing exposure, filling the space with natural light all day long. Featuring a modern open layout, spacious living areas, and all bedrooms privately located upstairs, it’s designed for both comfort and functionality. Perfectly located just minutes from shopping, dining, and major highways, this property is ideal for homeowners and investors alike. Don’t miss the opportunity to own a beautiful home in one of Central Florida’s fastest-growing communities!

15140 Windflower Alley, Winter Garden
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