Winter Park Pines Homes with Golf Course Amenities

Winter Park Pines Homes with Golf Course Amenities

Welcome to Winter Park Pines, a hidden gem nestled in the picturesque city of Winter Park, Florida. This charming subdivision is not just a place to call home, but a lifestyle that embraces the beauty of nature, community, and leisure. With its lush landscapes and serene surroundings, Winter Park Pines offers residents a tranquil retreat while being conveniently located near the vibrant heart of Winter Park.

One of the standout features of Winter Park Pines is its access to golf course amenities, making it a golfer’s paradise. Imagine waking up to stunning views of meticulously manicured greens, where the scent of fresh-cut grass fills the air. Whether you're an avid golfer or simply enjoy the aesthetics of a golf course, the homes in this subdivision are perfectly positioned to offer you an unparalleled living experience.

The residences here range from charming single-family homes to more spacious options, all designed with comfort and style in mind. Many homes boast open floor plans, modern finishes, and outdoor spaces ideal for entertaining or relaxing. The community also fosters a friendly atmosphere, where neighbors become friends and families create lasting memories.

In addition to golf, Winter Park Pines is close to an array of amenities, including parks, shopping, dining, and cultural attractions that Winter Park is famous for. With its unique blend of leisure and lifestyle, Winter Park Pines is more than just a place to live; it’s where your dreams of home become a reality. Come discover the perfect blend of relaxation and recreation in this enchanting community!

Newest Winter Park Pines Homes with Golf Course Amenities

274 N Ranger Boulevard, Winter Park
$659,900
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Bright, airy, and designed for a resort living! Welcome to a turn-key Winter Park Pine home where everyday life feels like a getaway! From the moment you enter, you will appreciate the home's refined modern aesthetic, clean architectural lines, and thoughtfully curated finishes. Brand new flooring creates a seamless sense of elegance throughout, while sleek new cabinetry, contemporary finishes, and new premium appliances, and new quartz counters is suited for dinning or entertaining! Through brand-new sliding glass doors lies the crown jewel: a sparkling, screened in-ground pool surrounded by a luxury private patio! Spend time hosting barbecues under the covered lanai or relaxing in the warm afternoon sun! Yard is fully fenced and sitting in a large corner lot! Private backyard featuring a plenty sitting areas and a brand-new fire pit for wonderful outdoor gatherings! Brand-new Roof, water heater and AC in 2024 for a comfortable living! Whether you are doing morning exercise or watching the sunset by the water, it delivers a peaceful resort living! Living in this renown Winter Park Pine neighborhood with No HOA, yet easy access to golf courses, biking trails and parks, community amenities, Advent hospital, Park Ave, Rollin College and Baldwin Park! Renown school districts and convenient locations! Don't miss out on this rare find—call now to see it in person!

274 N Ranger Boulevard, Winter Park
433 Gilbert Road, Winter Park
$669,900
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
A RARE SECOND CHANCE IN WINTER PARK PINES! This beautifully updated three-bedroom, two-bath POOL home is available again, giving one fortunate buyer another opportunity to make it theirs. This beautifully updated and spacious 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. Less than 10 minute drive to Park Ave luxury shopping and dining experiences. 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 PANEL - 2021, HVAC - 12/1997

433 Gilbert Road, Winter Park
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