Winter Park Pines Homes with Trail(s) Amenities

Winter Park Pines Homes with Trail(s) Amenities

Welcome to Winter Park Pines, a picturesque subdivision nestled in the heart of Winter Park, Florida. Known for its charming tree-lined streets and vibrant community atmosphere, Winter Park Pines offers a delightful blend of suburban tranquility and urban convenience. This highly sought-after neighborhood is situated in Orange County, just minutes away from the cultural and recreational attractions that Winter Park is famous for.

One of the standout features of Winter Park Pines is its commitment to outdoor living. Residents enjoy access to beautifully maintained trails that wind through the community, perfect for morning jogs, leisurely strolls, or family bike rides. These trails not only promote an active lifestyle but also provide a serene escape into nature, showcasing the lush landscapes and vibrant flora that Florida is renowned for.

The homes in Winter Park Pines are as inviting as the community itself. With a variety of architectural styles and thoughtfully designed layouts, there's something to suit every taste and budget. Many of the homes boast spacious yards, allowing for personal gardens or play areas for children and pets. The neighborhood fosters a strong sense of community, with friendly neighbors and regular social events that bring everyone together.

Living in Winter Park Pines means enjoying the best of both worlds: the peaceful charm of a close-knit community and the vibrant culture of Winter Park. From the nearby parks and lakes to the eclectic dining and shopping options just a stone’s throw away, this subdivision truly embodies the Florida lifestyle. Come discover your dream home in Winter Park Pines, where comfort meets convenience!

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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