Bear Gully Pointe Homes with Tennis Court(s) Community Features

Bear Gully Pointe Homes with Tennis Court(s) Community Features

Welcome to Bear Gully Pointe, an enchanting subdivision nestled in the heart of Winter Park, Florida, within the serene Seminole County. This captivating community is a hidden gem, offering a perfect blend of elegance and leisure, making it an ideal destination for families, retirees, and anyone seeking a tranquil lifestyle.

Bear Gully Pointe boasts a selection of stunning homes that cater to a variety of tastes and preferences. Each residence is thoughtfully designed, featuring spacious layouts, modern amenities, and exquisite finishes that create an inviting atmosphere. One of the standout features of this community is its exceptional tennis courts, which provide residents with the perfect opportunity to engage in friendly matches or hone their skills in a picturesque setting. Whether you’re a seasoned player or just starting out, the courts are a fantastic way to stay active and socialize with neighbors.

The community is surrounded by lush greenery, offering a serene environment that encourages outdoor activities and relaxation. Residents can enjoy leisurely strolls along tree-lined streets or unwind in the nearby parks. Additionally, Bear Gully Pointe is conveniently located near Winter Park’s vibrant downtown area, where you can explore boutique shops, delightful dining options, and cultural attractions.

Living in Bear Gully Pointe means embracing a lifestyle of comfort, community, and recreation. With its beautiful homes and tennis court facilities, this subdivision is more than just a place to live; it’s a place to thrive. Come and experience the charm of Bear Gully Pointe, where your dream home awaits!

Newest Bear Gully Pointe Homes with Tennis Court(s) Community Features

$1,395,000
4 Beds 4 Baths Bear Gully Pointe SubDv. 32792 Zip Code
Welcome to 2873 Old Castle Drive, an exceptional property located within the sought-after gated community of Bear Gully Pointe in Winter Park. Nestled along the shores of Bear Lake, a 137- acre spring-fed lake, this stunning estate-like property sits on more than half an acre and is surrounded by lush landscaping, mature trees and beautifully maintained grounds. From the moment you arrive, the long, newly paved driveway sets the tone for what awaits. Meticulously maintained, this impressive home offers 4 bedrooms, 4 full bathrooms, a dedicated office and a spacious upstairs loft/bonus room. The dramatic entry features soaring ceilings, expansive windows and sliding glass doors that draw your attention to the pool and picturesque backyard. The formal dining room, accented by coffered ceilings, flows seamlessly into the beautifully appointed kitchen through a wet bar and wine closet. Completely reimagined down to the studs in 2016, the kitchen features gorgeous marble countertops, custom cabinetry with built-in drawers, a brand-new gas cooktop, double wall ovens, Sub-Zero refrigerator, generous breakfast nook and a large picture window overlooking the pool. The kitchen opens directly to the spacious family room, where soaring ceilings, floor- to-ceiling windows, a gas fireplace and custom built-in cabinetry create an inviting gathering space. A secondary bedroom and full bathroom are conveniently located just off the family room. The expansive downstairs primary suite is a true retreat, featuring tall ceilings, abundant windows and a French door providing direct access to the pool and lanai. Completely remodeled in 2019, the luxurious primary bath offers two separate vanities with dual sinks, a spacious shower with dual shower heads, a beautiful soaking tub and a custom walk-in closet. Just beyond the primary suite is a dedicated office and convenient pool bath. Upstairs, a separate living area provides exceptional flexibility with a generous loft/bonus room, two spacious bedrooms and a full bath featuring dual sinks, a soaking tub and separate shower. Designed with entertaining in mind, the home’s indoor and outdoor spaces blend effortlessly together. The heated pool and spa are surrounded by a covered, screened lanai and a lush backyard oasis complete with mature trees and charming walking paths—creating a private setting for relaxing or entertaining. Bear Gully Pointe offers sidewalks throughout the community, a tennis court, playground and a brand-new gazebo overlooking Bear Lake. Ideally located just minutes from downtown Winter Park, Trinity Preparatory School, Winter Springs and Oviedo. Additional updates include a 2021 roof, 2022 gas water heater, 2024 re-pipe, 2016 pool resurfacing, 2025 driveway, 2022 exterior paint and hardwood flooring downstairs added in 2013.

2873 Old Castle Drive, Winter Park

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