Winter Park Pines Homes with Trail(s) Amenities

Winter Park Pines Homes with Trail(s) Amenities

Welcome to Winter Park Pines, a charming subdivision nestled in the heart of Winter Park, Florida. This delightful community is known for its serene ambiance, friendly neighbors, and lush landscapes, making it an ideal place for families, retirees, and everyone in between. With its prime location in Orange County, Winter Park Pines offers residents easy access to the vibrant culture and recreational opportunities that Winter Park is famous for.

One of the standout features of Winter Park Pines is its extensive network of scenic trails. Perfect for morning joggers, evening strolls, or leisurely bike rides, these trails wind through the community, providing residents with a beautiful way to connect with nature and enjoy the outdoors. Imagine starting your day with a refreshing walk surrounded by the picturesque views of Florida’s flora and fauna, or unwinding in the evening with family and friends on the trails.

The homes in Winter Park Pines are a delightful blend of modern conveniences and classic charm. Many properties boast spacious yards, perfect for outdoor gatherings, gardening, or simply soaking up the Florida sun. The community's family-friendly atmosphere is enhanced by nearby parks, schools, and shopping centers, ensuring that everything you need is just a stone's throw away.

Whether you’re seeking a peaceful retreat or an active lifestyle, Winter Park Pines offers the perfect balance. Explore the homes for sale in this inviting neighborhood and discover why so many are proud to call Winter Park Pines home. Embrace the charm, embrace the trails, and embrace a lifestyle that celebrates the best of Florida living!

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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