Winter Park Village Homes with Private Pool type

Welcome to Winter Park Village, a hidden gem nestled in the heart of Winter Park, Florida, where the charm of suburban living meets the vibrancy of city life. This picturesque subdivision is renowned for its lush landscapes, tree-lined streets, and an inviting community atmosphere that makes it an ideal place to call home.

Winter Park Village offers a diverse selection of homes, each with unique architectural styles that reflect the area's rich history and modern flair. Among the standout features of this community are the homes with private pools—perfect for those sultry Florida afternoons when a refreshing dip is just a few steps away. Imagine lounging by your own pool, sipping a cool drink, and enjoying the warm sunshine, all within the comfort of your backyard oasis.

Residents of Winter Park Village enjoy a plethora of amenities, including nearby parks, top-rated schools, and an array of shopping and dining options. The vibrant downtown Winter Park, with its boutique shops and gourmet restaurants, is just a short drive away, offering a perfect blend of relaxation and entertainment.

With its prime location in Orange County, Winter Park Village is not only a serene retreat but also a gateway to the best of Central Florida living. Whether you’re a growing family, a retiree, or anyone in between, this community caters to all lifestyles. Come and experience the allure of Winter Park Village, where your dream home with a private pool awaits!

Newest Winter Park Village Homes with Private Pool type

$1,598,000

4 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Architecture, design, and function come together with remarkable intention in this custom Winter Park residence designed by renowned architect Gary Hancock. From the impressive curb appeal and graceful archways to the carefully selected finishes throughout, every part of this home was designed with purpose. The result is a residence that feels sophisticated and distinctive while remaining remarkably comfortable for everyday living. Striking from the moment you arrive, the home features beautiful archways, balanced architectural lines, and a timeless exterior that immediately sets it apart. Step inside to an open, light-filled floor plan with 10-foot ceilings, expansive windows, level 5 drywall, and designer lighting throughout.An open floor plan creates an easy flow between the main living spaces, with a fireplace anchoring the living room and the adjoining dining area opening directly to the outdoor entertaining space. At the center of the home is a Italian-inspired chef’s kitchen featuring custom cabinetry, designer countertops, a paneled refrigerator, and premium induction range.The primary suite offers a private retreat with a spacious bath complete with a freestanding soaking tub, oversized walk-in shower, and a large walk-in closet. Each secondary bedroom is generously sized and includes its own en-suite bath, providing privacy and convenience for family and guests, while the bonus room and additional storage provide added flexibility. The outdoor spaces are an extension of the home, with a covered patio, fully equipped summer kitchen, sparkling pool, and expansive backyard offering plenty of room for both entertaining and relaxing. Perfectly positioned in Winter Park, this home offers easy access to Park Avenue, exceptional dining and shopping, top-rated schools, and virtually everything you need just minutes from your front door. A rare opportunity to own a custom-designed home with exceptional architecture, quality construction, and a prime Winter Park location—all at an exceptional value.

2430 Chantilly Avenue, Winter Park

$1,749,000

4 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Under Construction. Currently under construction by LUIH Luxury Homes, this exceptional new construction residence is anticipated for completion in November 2026 and brings contemporary design and elevated living to one of Winter Park's most desirable neighborhoods. Offering 4 bedrooms, 3.5 bathrooms, and 2,715 square feet of thoughtfully designed living space, the home blends clean architectural lines with warm, inviting interiors designed for both everyday living and effortless entertaining. The open-concept floor plan is filled with natural light and seamlessly connects the main living areas, creating a spacious and functional layout. Designer finishes, sophisticated details, and carefully selected materials elevate every space, while the chef-inspired kitchen serves as the heart of the home. Step outside to your private backyard retreat featuring a resort-style pool and spa, providing the perfect setting for relaxing or entertaining year-round. Ideally located just minutes from Park Avenue, residents will enjoy easy access to award-winning dining, boutique shopping, parks, golf courses, and Winter Park's vibrant cultural scene.

2525 Lafayette Avenue, Winter Park

Start Your Search