Wintermere Pointe Homes for Sale

Welcome to Wintermere Pointe, a hidden gem nestled in the heart of Winter Garden, Florida, within the vibrant Orange County. This charming subdivision offers a delightful blend of modern living and serene landscapes, making it an ideal choice for families, professionals, and retirees alike.

Wintermere Pointe is renowned for its picturesque surroundings, featuring lush greenery and scenic walking trails that invite you to explore the great outdoors. The community is designed with family-friendly amenities, including a sparkling community pool, playgrounds, and picnic areas, perfect for weekend gatherings and creating lasting memories with loved ones.

The homes for sale in Wintermere Pointe boast an array of architectural styles, from contemporary designs to traditional elegance. Each residence is thoughtfully crafted, offering spacious floor plans that cater to various lifestyles. Many homes feature gourmet kitchens, luxurious master suites, and outdoor living spaces that allow you to enjoy the beautiful Florida weather year-round.

Living in Wintermere Pointe means you’re just minutes away from Winter Garden’s charming downtown area, where you can indulge in shopping, dining, and entertainment options. Plus, with easy access to major highways, commuting to nearby cities or attractions like Walt Disney World is a breeze.

Whether you’re looking for a vibrant community to raise your family or a peaceful retreat to enjoy your golden years, Wintermere Pointe offers the perfect blend of comfort, convenience, and charm. Discover your dream home in this enchanting subdivision today!

Newest Wintermere Pointe Homes for Sale

$795,000

5 Beds ⋅ 4 Baths ⋅ TB8532509 MLS

Welcome to this beautifully renovated residence offering an additional den, approximately 3,197 square feet of comfortable living space, and a two-car garage. Set on an oversized 0.29-acre lot in the gated Wintermere Pointe community, this home blends generous living areas with thoughtful, contemporary upgrades. Inside, you’re greeted by a bright, open layout finished with fresh neutral colors, crown molding, updated lighting, and attractive flooring throughout the main living areas. The floor plan provides multiple spaces for entertaining, dining, working from home, or simply relaxing. The completely redesigned kitchen serves as the heart of the home, featuring:Extensive shaker-style cabinetry, Dramatic stone countertops, Classic subway-tile backsplash, Under-cabinet lighting, Stainless-steel appliances, Double wall ovens, Contemporary range hood, Oversized waterfall island with abundant workspace and storage, built-in window seat with additional cabinetry, Separate beverage area with wine storage and beverage refrigerators. The kitchen opens naturally to the expansive living and dining areas, creating an inviting atmosphere for everyday living and gatherings. Large windows and sliding glass doors bring in natural light and offer easy access to the outdoor living space and spacious backyard. The first-floor den provides a versatile area that can serve as a home office, study, media room, or guest retreat. With five bedrooms and four bathrooms, the home offers comfortable accommodations and a layout designed for both privacy and flexibility. The upstairs layout includes a spacious bonus area that can easily be converted into a movie theater room. With existing built-in cabinetry and space for a refrigerator or beverage center, it’s an ideal setup for a private entertainment space, gaming room, or family media lounge. This home is located in one of Winter Garden’s highly regarded school zones, serving: Lake Whitney Elementary School, SunRidge Middle School, West Orange High School. Families appreciate the strong academic reputation and convenient proximity to these schools. This area is Prime Winter Garden Location. Just minutes from Winter Garden Village, shopping, dining, entertainment, and major roadways—including SR 429, Florida’s Turnpike, and SR 408—this move-in-ready home offers space, style, and accessibility in one of Winter Garden’s established gated communities. Schedule Your Private Showing Come experience the comfort, upgrades, and welcoming atmosphere of this beautifully updated Winter Garden home.

2157 Wintermere Pointe Drive, Winter Garden

$565,000

4 Beds ⋅ 2 Baths ⋅ O6428109 MLS

Virtually Staged. $10,000 TOWARD BUYER’S CLOSING COSTS! NEWLY TRANSFORMED AS OF AUGUST 19, 2026—COME TAKE A FRESH LOOK AND FALL IN LOVE! Discover the complete Florida lifestyle in this move-in-ready, 4-bedroom, 2-bathroom saltwater pool home located in Winter Garden’s gated Wintermere community. Offering oversized 0.31-acre lot, this home combines a spacious interior, an incredible backyard, added privacy, and convenient access to everything Central Florida has to enjoy! The home’s refreshed presentation was completed as of August 19, 2026, creating an exciting opportunity for buyers to experience its transformation in person. Inside, you will find an inviting open floor plan, an updated kitchen, comfortable living and entertaining spaces, and a spacious primary suite. Step outside and discover your private Florida retreat, complete with a sparkling saltwater pool, relaxing pool jets, screened lanai, and an oversized fenced backyard. With no rear residential neighbors, this property provides additional privacy and plenty of room for swimming, entertaining, pets, outdoor activities, or simply relaxing in the Florida sunshine. PROPERTY HIGHLIGHTS: • 4 bedrooms • 2 bathrooms • Approximately 1,960 heated square feet • Oversized 0.31-acre lot • Sparkling saltwater pool • Relaxing pool jets • Screened lanai • Updated kitchen • Open floor plan • Spacious primary suite • Oversized fenced backyard • No rear residential neighbors • Gated Wintermere community • Quiet cul-de-sac location • Indoor laundry room • Two-car garage • Extended driveway • Move-in ready BUYER INCENTIVE: The seller is offering $10,000 toward the buyer’s allowable closing costs, subject to the terms of an accepted contract and lender approval. Conveniently located near SR-429, SR-408, Winter Garden Village, Hamlin, shopping, restaurants, Orlando-area employment centers, and Walt Disney World, this home offers suburban space with outstanding Central Florida accessibility. The transformation is complete, the pool is ready, and your Winter Garden lifestyle is waiting. Come take a fresh look, schedule your tour, and fall in love! Call your Favorite Realtor | Broker Right NOW! Check to see if you Qualify for Hometown Heros! Up to $35,000!

2031 Wintermere Pointe Drive, Winter Garden

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