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. Known for its picturesque landscapes and inviting neighborhoods, Winter Park Pines offers a perfect blend of suburban tranquility and vibrant community life. This family-friendly enclave is situated in Orange County, just minutes away from the cultural richness and recreational opportunities that Winter Park has to offer.

One of the standout features of Winter Park Pines is its access to beautiful trails and outdoor amenities. Residents can enjoy leisurely strolls or invigorating jogs along the scenic paths that meander through the community, making it an ideal setting for nature lovers and fitness enthusiasts alike. The lush greenery and well-maintained surroundings create a serene environment, perfect for unwinding after a long day.

The homes in Winter Park Pines boast a variety of architectural styles, from cozy single-family residences to more spacious options, catering to diverse tastes and lifestyles. Many properties come with generous outdoor spaces, allowing you to create your own garden oasis or enjoy family gatherings under the Florida sun.

Living in Winter Park Pines means embracing a lifestyle filled with convenience, charm, and community spirit. With nearby parks, shopping, and dining options, residents have everything they need within reach. Whether you’re raising a family, looking to retire, or seeking a vibrant place to call home, Winter Park Pines is a captivating choice that promises a fulfilling life in one of Florida’s most beloved cities. Come explore the possibilities and discover your new home 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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