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Newest Homes for Sale in Winter Garden, FL

Welcome to your dedicated resource for newest homes for sale in Winter Garden, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the newest properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Newest Homes for Sale in Winter Garden, FL

$350,000
2 Beds 3 Baths Longleaf/Oakland Rep SubDv. 34787 Zip Code
PRICE Improvement and this home can be purchased with NO INCOME VERIFICATION! Be sure to ask about the details! Skip the projects, this 2020 built home is ready for you! This open-concept layout creates a bright and inviting space perfect for entertaining. The kitchen, where matching marble countertops and cabinetry create a clean and cohesive look. A charming office nook on the first floor provides the perfect spot for working from home or managing daily tasks while staying connected to the living areas. Upstairs, each bedroom is thoughtfully designed as its own private suite, complete with a full bathroom and walk in closet, offering comfort and privacy for all occupants. The layout provides flexibility for a variety of living arrangements while maintaining a sense of personal space throughout. Enjoy quiet evenings on the private patio featuring outdoor lighting and a smart home dimmer system that sets the perfect ambiance. A covered walkway leads to the detached garage, offering convenience and protection from the elements. The garage also includes space for a personal workout setup, creating an easy option for staying active at home. Located in a convenient Central Florida area with easy access to major roadways, shopping, dining, and everyday essentials. Enjoy peace of mind with a newer construction and an added UV light system in the HVC to inmporve indoor air quality. It is truly ready for its new owner to come in and live.

2117 Gopher Tortoise Terrace, Oakland

$714,999
3 Beds 2 Baths Woodbridge On Green SubDv. 34787 Zip Code
Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring spacious living areas, high ceilings, and thoughtfully designed spaces that make everyday living effortless. The kitchen offers generous counter space, ample cabinetry, and a functional layout perfect for cooking, entertaining, or gathering with family. The primary suite provides a peaceful retreat with a well-appointed bathroom and plenty of closet space. Additional bedrooms are comfortably sized and versatile—ideal for guests, a home office, or a growing household. Outside, enjoy a very large private backyard on the pond, with room to relax, garden, or entertain. New concrete tile roof was installed in 2023. Woodbridge on the Green is known for its mature landscaping (fully HOA maintained), quiet streets, and welcoming atmosphere; the HOA also covers house painting on a rotating schedule, helping to ensure an immaculate community aesthetic. Located just minutes from Windermere, top-rated schools, major highways, and the charming Historic Downtown Winter Garden, this home offers unmatched convenience with shopping, dining, and entertainment right at your fingertips. This is a wonderful opportunity to own a home in one of Winter Garden’s most desirable neighborhoods—move-in ready and full of potential.

14050 Fairway Willow Lane, Winter Garden

$560,000
3 Beds 3 Baths Waterleigh Ph 3a SubDv. 34787 Zip Code
Waterleigh! In this master planned community lies this beautiful two story, with all new exterior paint, three bedroom, two and a half bathroom, with a second floor den/flex space, which is perfect for a home office or kids space.! The spacious kitchen features stainless steel appliances, stone countertops, new backsplash and a large island/breakfast bar. This open plan has a large living room/dining room combo with crown molding and a sliding glass door which opens up to the covered lanai area. The master bedroom is on the first floor and has a new tile floor. The owners bath features a walk in shower, double sinks and stone counter top, as well as a walk in closet and a separate linen closet for convenience and extra storage. The laundry area is located on the first floor. Upstairs, you will find two additional bedrooms, a full bath and flex area. This home features an attached rear 2 car garage entrance with convenient drop zone with lots of cabinets for extra storage and granite counter top. Residents have access to four incredible amenity centers with resort-style pools, offering 2 stunning clubhouses with fitness centers, putt putt golf, beach volleyball, tennis, pickleball, BBQ/picnic areas, playground, & dog park. Even better, LANDSCAPING IS INCLUDED in the HOA, allowing you to spend less time on yard work and more time enjoying the community. This property is conveniently located nearby to shopping, grocery stores, restaurants, and hospitals, alongside being close to Walt Disney World, which makes it a magical place to live! Home available to view no appointment needed come take a look .

16933 Oakboro Street, Winter Garden

$1,300,000
5 Beds 4 Baths Lakeview Reserve 46/149 SubDv. 34787 Zip Code
PRICE IMPROVEMENT! Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.

243 Zachary Wade Street, Winter Garden

$530,000
3 Beds 3 Baths Waterleigh Ph 4a SubDv. 34787 Zip Code
NEARLY NEW "BELLAKE" MODEL HOME featuring 3 bedrooms and 2.5 bathrooms, situated on a PREMIUM LOT just a short Walk to the BRAND NEW Phase 4 POOL & GYM, Atwater Bay Elementry School, Waterfront Park and Community Playground! Excellent features include Upgraded Rectangular Tile throughout the first floor! A GOURMET KITCHEN with Shaker Cabinets, GRANITE Countertops, and Stainless Steel Appliances (including a French-door Refrigerator) an oversized ISLAND and a LARGE Walk-In Pantry. Great OPEN CONCEPT FLOOR PLAN: The kitchen opens directly into the dining area, and the family room overlooks a COVERED PATIO—offering the perfect space for RELAXING, Chilling and Grilling! The FLEX SPACE at the front of the home serves perfectly as an Office or Formal Dining Room - or ADD a DOOR and Make Bedroom 4! SUPERIOR STORAGE options abound, including a DROP ZONE area with a Closet and 6 Feet of Cabinetry and Counter Space! PLUS there is a HUGE under the stairs Storage Closet AND a front Hallway Closet! A convenient Powder Room completes the First Floor. Upstairs, you will find a spacious Primary Suite with a Bath featuring DOUBLE SINKS, LARGE Shower, Upgraded Cabinets, Granite Counters, a Linen Closet and a generous 10' x 6' Walk-In Closet. Bedrooms 2 and 3 share a Full bathroom with DOUBLE Sinks! The Laundry Room includes a Front Load Washer and Dryer! This Energy Efficient home SAVES you $$$ on Utility bills. Gutters have been added, and the LONG Driveway provides ample additional Parking Space. The HOA handles all Lawn Maintenance, allowing you to fully ENJOY this PREMIER Lifestyle Community—which boasts 4 RESORT Style Pools, 3 Clubhouses, 3 Fitness Centers, Beach Volleyball, Tennis Courts, Parks, Playgrounds, Special Events, and Vews of the DISNEY Fireworks! Zoned for the NEW Atwater Bay Elementary, Water Spring Middle, and Horizon High School. Close to theme parks, shops, restaurants, and the 429!

13617 Salamander Street, Winter Garden

$179,950
2 Beds 2 Baths Grove Resort & Spa Hotel Condominium SubDv. 34787 Zip Code
Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept layout with a beautifully designed kitchen, bright great room, oversized windows, and a private balcony with peaceful courtyard view—perfect for enjoying Florida’s sunshine and serene surroundings. The living room also has a sleeper sofa so it comfortably sleeps 6 guests. Designed for both comfort and flexibility, this condo features 2 bedrooms with a split layout for added privacy, spacious living areas, and 2 spa-inspired bathrooms with features such as garden tubs, tiled showers, and dual vanities. Large-screen televisions, modern finishes, and stylish furnishings create a welcoming retreat for owners and guests alike. This is a comfortable place to unwind after a day of fun. The Grove Resort is a world-class, family-friendly destination offering exceptional amenities and a true “escape within an escape.” The highlight is the spectacular Surfari Water Park, featuring a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Guests also enjoy access to multiple resort pools, hot tubs, and a 20-acre activity lake with a private dock ideal for fishing or relaxing by the water. Additional amenities include Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, Byte grab-and-go market, Flip Flop’s Family Fun Center, arcade, game room, and on-site dining and entertainment. Relax and recharge at the full-service spa and modern fitness center, or enjoy the convenience of daily shuttle transportation to Disney World, Universal Studios, and SeaWorld. Ownership is truly hassle-free, with professional on-site hotel management handling bookings, guest services, and maintenance, making this an ideal hands-off income-producing investment property or personal vacation retreat. With its unbeatable location, incredible amenities, and strong rental potential, The Grove Resort offers the perfect combination of luxury, lifestyle, and investment value in the heart of Orlando’s world-famous attractions. **CHECK OUT the virtual tour! Its a 3D Matterport, an Immersive digital model of the property. You can choose a room and see 360 degrees, and floor to ceiling, as well as walk through room to room.**

14501 Grove Resort Avenue Unit 1732, Winter Garden

$194,950
2 Beds 2 Baths Grove Resort And Spa Hotel Condominium SubDv. 34787 Zip Code
Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept layout with a beautifully designed kitchen, bright great room, oversized windows, and a private balcony with sought after peaceful WATER AND POOL VIEW —perfect for enjoying Florida’s sunshine and serene surroundings. Designed for both comfort and flexibility, this condo features 2 bedrooms with a split layout for added privacy, spacious living areas, and 2 spa-inspired bathrooms with features such as garden tubs, tiled showers, and dual vanities. Large-screen televisions, modern finishes, and stylish furnishings create a welcoming retreat for owners and guests alike. The living room also has a sleeper sofa so it comfortably sleeps 6 guests. This is a comfortable place to unwind after a day of fun. The Grove Resort is a world-class, family-friendly destination offering exceptional amenities and a true “escape within an escape.” The highlight is the spectacular Surfari Water Park, featuring a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Guests also enjoy access to multiple resort pools, hot tubs, and a 20-acre activity lake with a private dock ideal for fishing or relaxing by the water. Additional amenities include Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, Byte grab-and-go market, Flip Flop’s Family Fun Center, arcade, game room, and on-site dining and entertainment. Relax and recharge at the full-service spa and modern fitness center, or enjoy the convenience of daily shuttle transportation to Disney World, Universal Studios, and SeaWorld. Ownership is truly hassle-free, with professional on-site hotel management handling bookings, guest services, and maintenance, making this an ideal hands-off income-producing investment property or personal vacation retreat. With its unbeatable location, incredible amenities, and strong rental potential, The Grove Resort offers the perfect combination of luxury, lifestyle, and investment value in the heart of Orlando’s world-famous attractions.

14501 Grove Resort Ave Unit 3621, Winter Garden

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