Winter Park Village Homes with Pool

Welcome to Winter Park Village, a charming subdivision nestled in the heart of Winter Park, Florida, located in the beautiful Orange County. Known for its picturesque landscapes and vibrant community spirit, Winter Park Village offers an idyllic setting for families, retirees, and anyone looking to enjoy the quintessential Florida lifestyle.

What makes this subdivision truly special is its diverse range of homes, many of which boast private pools, perfect for those warm Florida days. Imagine stepping out of your back door into your own personal oasis, where you can relax, entertain, or simply soak up the sun. These homes are designed for both comfort and style, providing ample space for gatherings with friends and family, or quiet evenings under the stars.

Winter Park Village is not just about beautiful homes; it’s a lifestyle. The neighborhood is surrounded by lush parks, excellent schools, and an array of shopping and dining options that cater to every taste. Residents enjoy leisurely strolls along tree-lined streets, and the close-knit community fosters a welcoming atmosphere where neighbors become friends.

With its rich history, cultural attractions, and access to outdoor activities, Winter Park is a place where you can truly feel at home. If you’re searching for a community that combines the charm of small-town living with modern conveniences, look no further than Winter Park Village. Discover your dream home with a pool today, and dive into the vibrant life that awaits you in this enchanting Florida enclave!

Newest Winter Park Village Homes with Pool

$1,749,000

4 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv.

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

$1,599,000

4 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv.

Positioned as one of the best values currently available in Winter Park, this exceptional residence designed by renowned architect Gary Hancock is a masterclass in craftsmanship, architecture, and timeless elegance. From the moment you arrive, the home commands attention with a breathtaking facade defined by graceful archways and refined architectural symmetry. Every exterior line and material selection has been intentionally chosen to create a presence that feels both bold and enduring, setting this residence apart as something truly exceptional. Inside, the home unfolds into a light-filled interior where design and livability coexist seamlessly. Ten-foot ceilings, level 5 drywall, and an abundance of expansive windows allow natural light to pour into every space, illuminating the impeccable finishes and creating an airy, sophisticated atmosphere throughout. Upgraded designer light fixtures add warmth and character, while the open-concept layout is anchored by a stunning living area centered around a refined fireplace, offering a natural gathering space that feels both intimate and grand. Flowing effortlessly from the living room, the dining area opens through elegant doors to the outdoor entertaining spaces, beautifully blending indoor and outdoor living. At the heart of the home, the chefs kitchen is as visually striking as it is thoughtfully designed. Custom cabinetry, sleek quartz countertops, a paneled refrigerator, and a premium induction range, reflect the builders uncompromising commitment to quality, performance, and clean modern design. The primary suite is a private retreat, highlighted by a spa-inspired bath with a freestanding soaking tub, an expansive walk-in shower, and a beautifully designed walk-in closet with direct access to the laundry room for effortless everyday living. Each secondary bedroom continues the theme of elevated design, offering generous proportions, abundant natural light, and elegantly appointed en-suite baths that ensure comfort and privacy for family and guests alike. Outdoors, the home reveals another level of thoughtful craftsmanship. A covered patio with a fully equipped summer kitchen overlooks a sparkling pool and expansive backyard, creating a setting equally suited for quiet evenings or lively gatherings. What truly defines this residence is the extraordinary level of craftsmanship throughout. No detail has been overlooked, no finish treated as an afterthought, and no design decision made without intention. This is a home that feels as impressive in its execution as it does in its presence.

2430 Chantilly Avenue, Winter Park

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