Winter Park Pines Homes with Trail(s) Amenities

Winter Park Pines Homes with Trail(s) Amenities

Welcome to Winter Park Pines, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision offers a perfect blend of suburban tranquility and vibrant community living, making it an ideal place for families, retirees, and everyone in between.

Winter Park Pines boasts a variety of beautiful homes, each designed to cater to diverse lifestyles and preferences. From cozy single-family residences to spacious multi-bedroom homes, there’s something for everyone in this picturesque neighborhood. The lush, tree-lined streets create a serene atmosphere, inviting residents to enjoy leisurely strolls or bike rides throughout the area.

One of the standout features of Winter Park Pines is its access to scenic trails and outdoor amenities. Nature enthusiasts will delight in the well-maintained walking and biking trails that wind through the community, offering a perfect escape for exercise or relaxation. These trails connect to nearby parks, where families can gather for picnics, children can play, and pets can frolic in the open spaces.

In addition to its natural beauty, Winter Park Pines is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that all your needs are just a stone’s throw away. The vibrant cultural scene of Winter Park, including art galleries, museums, and local events, is also within easy reach, making it a fantastic place to call home.

Discover the charm of Winter Park Pines, where comfortable living meets an active lifestyle amidst Florida's stunning landscape. Your dream home awaits in this delightful community!

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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