Winter Park Homes with Pool

Winter Park Homes with Pool

Welcome to Winter Park, Florida, a picturesque and vibrant community nestled in the heart of Orange County. Known for its charming streets lined with majestic oak trees, this enchanting city offers a unique blend of small-town charm and urban sophistication. With its beautiful lakes, lush parks, and an array of cultural attractions, Winter Park is a haven for those seeking a serene yet engaging lifestyle.

One of the standout features of Winter Park is its stunning homes with pools, providing the perfect oasis for relaxation and recreation. Imagine stepping into your own private paradise, where you can soak up the sun, host summer barbecues, or enjoy a refreshing evening swim under the stars. The properties here boast a variety of architectural styles, from classic Mediterranean designs to modern masterpieces, ensuring there’s a perfect fit for every taste.

The community is also home to a thriving arts scene, with the renowned Charles Hosmer Morse Museum of American Art and the picturesque Park Avenue, lined with boutiques, cafes, and galleries. Families will appreciate the top-rated schools and abundant recreational opportunities, including scenic bike trails and beautiful parks.

Living in Winter Park means more than just owning a home with a pool; it’s about embracing a lifestyle filled with beauty, culture, and community spirit. Whether you’re looking to buy your dream home or simply explore the area, Winter Park invites you to experience its unique charm and vibrant atmosphere. Come discover why this delightful city is the perfect place to call home!

Newest Winter Park Homes with Pool

$2,650,000
4 Beds ⋅ 4 Baths ⋅ Winter Park SubDv.
Timeless elegance meets boutique craftsmanship at 541 W Canton Ave., an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Near Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm. From its dormer windows and custom-carved wood entry door, to its charming striped awnings and the flicker of gas lanterns, every detail of the exterior is carefully curated. Classic marble-paved patios frame the home, and a courtyard-style pool with fountain and sandblasted marble decking invites quiet relaxation or festive gatherings. Inside, soaring ceilings, beautiful hardwood floors and immersive color-drenched rooms create an inviting space that is luxurious but unpretentious, bold yet serene. The stunning staircase features a custom wrought-iron railing with an antique finish, offering a striking architectural focal point. The chef’s kitchen, a culinary sanctuary and social hub, is complete with graphite La Cornue range and pot filler, Monogram paneled refrigerator, custom plaster hood, quartzite countertops and backsplash, and grand center island that opens to a gathering room with a gas fireplace. This more relaxed living area flows effortlessly through French doors to the pool and patios, creating an ideal indoor-outdoor lifestyle. A butler’s pantry with a second refrigerator, cabinetry and prep space adds functionality, while the formal dining room, living room, and bar area with sink and built-in beverage cooler are ideal for entertaining. A beautiful downstairs powder bath features designer wallpaper, elegant sconces and custom cabinetry. The upstairs primary suite offers spa-like serenity, including a wet room complete with soaking tub framed by a picture window. Three additional bedrooms include one with an en-suite bath, while the other two share a hallway-accessible bath with double vanity and walk-in tiled shower. This masterpiece set in the heart of Winter Park, thoughtfully surrounded by lush landscaping and carefully placed privacy screens, offers polish and presence in an ideal location.

541 W Canton Avenue, Winter Park
Start Your Search