Winter Park Homes with Maitland Middle Middle school

Welcome to Winter Park, Florida—a charming city nestled in Orange County, known for its picturesque landscapes, vibrant culture, and exceptional living experiences. With its tree-lined streets, beautiful parks, and stunning lakes, Winter Park is a haven for those seeking a serene yet dynamic community.

This delightful subdivision boasts a rich history and a strong sense of community, making it a perfect place to call home. Winter Park is renowned for its quaint downtown area, filled with boutique shops, art galleries, and delightful cafes, providing residents with a unique blend of urban convenience and small-town charm.

Families will particularly appreciate the access to Maitland Middle School, which is known for its commitment to academic excellence and a supportive learning environment. This proximity ensures that students can thrive academically while enjoying the benefits of living in a tranquil neighborhood.

The homes in Winter Park reflect a diverse range of architectural styles, from classic Mediterranean designs to modern contemporary builds, catering to various tastes and preferences. Many properties feature lush gardens, spacious backyards, and modern amenities, making them ideal for families and individuals alike.

Whether you’re enjoying a leisurely afternoon at the beautiful Central Park, exploring the scenic Chain of Lakes, or attending one of the many community events throughout the year, Winter Park offers a lifestyle that is both enriching and fulfilling. Discover the enchanting charm of Winter Park—where community, culture, and comfort seamlessly come together. Your dream home awaits!

Newest Winter Park Homes with Maitland Middle Middle school

$2,650,000

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

$4,500,000

Winter Park SubDv. ⋅ 32789 Zip Code

JUST LISTED - RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK - OFFERED AT $4,999,000!!! Zoned R-3, this multi-family, prime piece of land is ready for development. Luxury townhomes or condos, nothing but pure potential. Located near the intersection of N. Interlachen Avenue and Canton Avenue, this parcel is just 1-block to Park Avenue's boutique shops, award-winning restaurants, and esteemed businesses. Future residents will enjoy picturesque walks along Winter Park's famous brick streets just off the shores of the chain of lakes. Nearby attractions like the Winter Park Farmer's Market, the Winter Park Golf Course, a highly rated 9-hole gem in the center of town, Casa Feliz, Central Park, and more are all within just a few minutes stroll.

503 N Interlachen Avenue, Winter Park

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