Winter Park Homes with Private Pool type

Welcome to Winter Park, Florida—a picturesque gem nestled in Orange County, renowned for its charming tree-lined streets, vibrant arts scene, and a rich history that dates back to the late 19th century. This enchanting city offers a unique blend of small-town charm and urban sophistication, making it a highly sought-after destination for homebuyers seeking a serene lifestyle with easy access to the excitement of Orlando.

One of the standout features of Winter Park is its stunning selection of homes, particularly those with private pools. Imagine basking in the Florida sunshine, taking refreshing dips in your very own oasis, and hosting unforgettable gatherings with family and friends. Homes with private pools in Winter Park provide not only a luxurious retreat but also a perfect setting for relaxation and entertainment.

These residences often showcase exquisite architectural designs, from Mediterranean-inspired villas to modern masterpieces, all set within lush landscapes. Many properties boast spacious backyards, allowing you to create your own personal paradise, complete with outdoor kitchens, cabanas, and beautifully landscaped gardens.

In addition to the allure of private pools, Winter Park is home to exceptional schools, upscale shopping, and a variety of dining options—from quaint cafes to gourmet restaurants. Residents can enjoy outdoor activities at the numerous parks, scenic lakes, and the famous Winter Park Chain of Lakes, perfect for boating and fishing.

Whether you're seeking a family home or a tranquil retreat, Winter Park offers an idyllic setting where luxury meets comfort. Discover your dream home with a private pool in this enchanting community and experience the best of Florida living!

$2,495,000

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

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

Winter Park Homes with Private Pool type

Newest Winter Park Homes with Private Pool type