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 picturesque community is known for its serene ambiance, lush landscapes, and a strong sense of community, making it an ideal place for families, retirees, and everyone in between.

Winter Park Pines boasts a variety of homes that cater to diverse lifestyles, from cozy single-family residences to spacious estates. Each property is designed with comfort and style in mind, featuring modern amenities and thoughtful layouts. One of the standout features of this subdivision is its extensive trail system, perfect for outdoor enthusiasts and nature lovers alike. Residents can enjoy leisurely strolls, invigorating jogs, or peaceful bike rides along the scenic paths that wind through the neighborhood, providing a perfect escape into the natural beauty of Central Florida.

In addition to the trails, Winter Park Pines offers easy access to local parks, recreational facilities, and vibrant shopping and dining options. The community is conveniently located near major highways, making commutes to nearby Orlando and other attractions seamless.

What truly sets Winter Park Pines apart is its welcoming community spirit. Neighbors become friends, and families come together for seasonal events and gatherings, fostering connections that last a lifetime. Whether you’re looking for a place to call home or an investment opportunity, Winter Park Pines offers a unique blend of tranquility and convenience, making it a sought-after destination in Orange County. Come explore the possibilities and discover why so many choose to call Winter Park Pines home!

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

Start Your Search