Winter Park Pines Homes with Park Community Features

Winter Park Pines is a charming subdivision located in the heart of Winter Park, FL. Situated in Orange County, this community offers a picturesque setting with a variety of homes and park community features.

The homes in Winter Park Pines are known for their unique architectural styles and well-maintained exteriors. From cozy bungalows to spacious family homes, there is a wide range of options to suit different preferences and needs. Many of the houses boast beautiful landscaping, adding to the overall appeal of the neighborhood.

One of the standout features of Winter Park Pines is its park community. Residents can enjoy the convenience of having a park right within their community. This provides a perfect setting for outdoor activities, picnics, and gatherings with family and friends. Whether you want to take a leisurely stroll, play with your children, or simply relax in nature, the park offers a serene escape from the hustle and bustle of everyday life.

Living in Winter Park Pines also means being part of a vibrant community. The neighborhood hosts various events and activities throughout the year, fostering a sense of belonging and camaraderie among its residents. From holiday celebrations to community fundraisers, there is always something happening in Winter Park Pines.

With its prime location in Winter Park, FL, Winter Park Pines offers easy access to a wide range of amenities. From shopping and dining to entertainment and recreation, everything you need is just a short drive away. Additionally, the neighborhood is served by top-rated schools, making it an ideal choice for families.

If you are looking for a welcoming community with beautiful homes and park community features, Winter Park Pines is the perfect place to call home. Experience the best of Winter Park living in this delightful subdivision.

$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

Winter Park Pines Homes with Park Community Features

Newest Winter Park Pines Homes with Park Community Features