Winter Park Pines Homes with Tennis Court(s) Community Features

Winter Park Pines Homes with Tennis Court(s) Community Features

Welcome to Winter Park Pines, a picturesque subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. This charming community is renowned for its beautiful landscapes, friendly atmosphere, and an array of amenities that cater to both relaxation and active lifestyles.

One of the standout features of Winter Park Pines is its stunning homes, many of which come equipped with private tennis courts. Imagine stepping out of your backyard and onto your very own court, ready for a friendly match or a solo practice session under the warm Florida sun. This unique feature is perfect for tennis enthusiasts and families looking to stay active while enjoying the comfort of home.

In addition to tennis courts, Winter Park Pines boasts a wealth of community features designed to enhance your living experience. Residents can take advantage of beautifully maintained parks, walking trails, and recreational facilities, all set against the backdrop of lush greenery and serene surroundings. The tight-knit community vibe encourages social interaction, making it easy to forge lasting friendships with neighbors.

Winter Park itself is a treasure trove of culture and leisure, with its charming downtown area filled with boutique shops, cafes, and art galleries. Enjoy a leisurely stroll along the scenic lakes or indulge in a variety of outdoor activities at nearby parks.

Whether you’re an avid tennis player or simply seeking a peaceful retreat, Winter Park Pines offers the perfect blend of community spirit, active living, and luxurious comfort. Come discover your dream home in this enchanting subdivision today!

Newest Winter Park Pines Homes with Tennis Court(s) Community Features

$675,000
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, repaired beam, resurfacing, 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

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