Winter Park Pines Homes with Tennis Court(s) Amenities

Winter Park Pines Homes with Tennis Court(s) Amenities

Welcome to Winter Park Pines, a charming subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. Known for its picturesque landscapes and friendly community atmosphere, Winter Park Pines offers a perfect blend of suburban tranquility and urban convenience. As you explore this delightful neighborhood, you’ll discover beautifully designed homes that cater to a variety of lifestyles, making it an ideal place for families, professionals, and retirees alike.

One of the standout features of Winter Park Pines is the availability of homes with tennis court amenities. Imagine stepping out of your beautifully appointed residence and onto your very own tennis court, where you can enjoy a match with friends, practice your serve, or simply soak in the sun while engaging in a healthy activity. These homes are perfect for sports enthusiasts and offer a unique opportunity to embrace an active lifestyle right in your backyard.

In addition to tennis, the Winter Park Pines community is known for its lush greenery, scenic parks, and recreational facilities, making it easy to enjoy outdoor activities year-round. With its close proximity to Winter Park’s renowned dining, shopping, and cultural attractions, residents can savor the best of both worlds—an inviting neighborhood atmosphere combined with the excitement of city life.

Whether you’re looking for a serene family home or a vibrant space to entertain, Winter Park Pines has something for everyone. Come explore this enchanting subdivision and discover the perfect place to call home!

Newest Winter Park Pines Homes with Tennis Court(s) Amenities

$669,900
3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome to this beautifully updated three-bedroom, two-bathroom POOL home offering nearly 1,800 square feet of thoughtfully designed living space on a spacious lot backing to a peaceful conservation easement. Featuring separate living and family rooms, a remodeled kitchen, and an exceptional outdoor retreat, this inviting home is perfectly designed for both everyday living and entertaining. From the moment you arrive, the classic brick entry creates a warm first impression. Inside, the flexible floor plan provides plenty of space to gather, relax, work from home, or host guests. Laminate wood flooring and updated baseboards (2022) complement plantation shutters, recessed lighting, and ceiling fans throughout. Multiple storage closets add everyday functionality, while updated windows and French doors fill the home with natural light and seamlessly connect the indoor and outdoor living spaces. The remodeled kitchen (2021) features crisp white shaker cabinetry, quartz countertops, a subway tile backsplash, stainless steel appliances, an oversized stainless-steel sink, and a breakfast bar with seating for four. A dedicated coffee bar and pantry add convenience, while the large bay window overlooks the pool and private backyard, creating the perfect backdrop for everyday living. The spacious primary suite offers a walk-in closet and ceiling fan. Its ensuite bathroom, renovated in 2022, features large marble-look tile, a double vanity with quartz countertops, and a beautifully updated walk-in shower with a frameless glass enclosure. Two additional guest bedrooms and an updated full bathroom complete the bedroom wing. Step outside to the true centerpiece of the home. Backing to a conservation easement, the backyard offers a peaceful setting with enhanced privacy. The screened, in-ground chlorine pool was completely refreshed in 2025 with new tile, resurfaced, and new pool light. The lanai deck was also resurfaced, creating an ideal space for swimming, outdoor dining, and entertaining family and friends. The outdoor improvements continue with fresh landscaping completed in 2025, including new sod, a stone pathway, French drains for improved drainage, and an updated irrigation timer. The fully fenced backyard (2023) provides additional privacy for pets, play, and gatherings. Ideally located near Cady Way Trail and Winter Park Pines Golf Course, you'll also enjoy convenient access to Cady Way Park amenities, including a community pool, playground, tennis and pickleball courts, beach volleyball, and walking trails. AdventHealth Winter Park and the Crosby Wellness Center are just minutes away, while Rollins College, Full Sail University, UCF, and Orlando International Airport are all within easy reach. Zoned for Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines modern updates, flexible living spaces, and a private backyard retreat in one of Winter Park's most desirable locations. ROOF - 2024 ELECTRICAL PANELS - 2021

433 Gilbert Road, Winter Park

Start Your Search