Winter Park Pines Homes with Trail(s) Amenities

Winter Park Pines Homes with Trail(s) Amenities

Welcome to Winter Park Pines, a charming and vibrant subdivision nestled in the heart of Winter Park, Florida. Known for its picturesque landscapes and friendly community atmosphere, Winter Park Pines offers an idyllic setting for families and individuals alike. With its lush greenery and serene surroundings, this neighborhood is a true gem in Orange County.

One of the standout features of Winter Park Pines is its extensive network of trails and amenities designed for outdoor enthusiasts. Residents can enjoy leisurely strolls or invigorating bike rides along the scenic pathways that wind through the community. These trails not only promote an active lifestyle but also provide a beautiful backdrop for family outings, morning jogs, or peaceful evening walks with your furry friends.

The homes in Winter Park Pines are as inviting as the community itself. Ranging from charming single-family residences to modern designs, each property is thoughtfully crafted to offer comfort and style. Many homes boast spacious yards, perfect for gardening, play, or simply enjoying the Florida sunshine.

In addition to the natural beauty and recreational opportunities, Winter Park Pines is conveniently located near a variety of shopping, dining, and entertainment options. Residents can easily access the vibrant downtown area, where local boutiques and gourmet restaurants await.

Whether you’re seeking a peaceful retreat or an active lifestyle, Winter Park Pines has something for everyone. Discover the perfect blend of community, nature, and modern living in this enchanting subdivision. Come and experience the charm of Winter Park Pines today!

Newest Winter Park Pines Homes with Trail(s) Amenities

$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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