Winter Park Pines Homes with Pool Community Features

Winter Park Pines Homes with Pool Community Features

Welcome to Winter Park Pines, a picturesque subdivision nestled in the heart of Winter Park, Florida. This charming community, located in Orange County, is renowned for its serene atmosphere and family-friendly environment, making it an ideal place to call home.

Winter Park Pines boasts a delightful collection of single-family homes, many of which feature inviting private pools, perfect for those warm Florida days. Imagine stepping out into your backyard oasis, where you can unwind in your own pool or host memorable barbecues with friends and family. The lush landscaping and well-maintained properties create a welcoming ambiance that is both relaxing and visually appealing.

One of the standout features of Winter Park Pines is its sense of community. Residents enjoy a variety of amenities, including scenic walking trails and nearby parks, where children can play and families can gather. The community is also conveniently located near some of Winter Park's best shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

For those who appreciate the great outdoors, Winter Park Pines is close to beautiful lakes and nature preserves, offering ample opportunities for boating, fishing, and hiking. The local schools are highly rated, making this neighborhood an excellent choice for families looking to settle down in a nurturing environment.

With its blend of charming homes, community spirit, and prime location, Winter Park Pines is more than just a place to live; it’s a lifestyle waiting to be embraced. Come discover the warmth and beauty of this wonderful neighborhood today!

Newest Winter Park Pines Homes with Pool Community Features

$669,900
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, resurfaced, 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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