Brookshire Heights 2nd Add Homes with Pool Community Features

Brookshire Heights 2nd Add Homes with Pool Community Features

Welcome to Brookshire Heights 2nd Addition, an enchanting subdivision nestled in the heart of Winter Park, Florida. Known for its picturesque landscapes and vibrant community spirit, this charming neighborhood offers an ideal blend of suburban tranquility and urban convenience.

Brookshire Heights 2nd Add. is a haven for families and individuals alike, boasting a selection of beautifully designed homes that cater to a variety of lifestyles. One of the standout features of this community is its exquisite homes with pools, providing residents with the perfect retreat to relax and unwind under the warm Florida sun. Imagine enjoying lazy afternoons by your private pool, hosting lively barbecues, or simply floating away your worries in your own backyard oasis.

The community itself is characterized by tree-lined streets, friendly neighbors, and a strong sense of belonging. Residents can take advantage of nearby parks, recreational facilities, and top-rated schools, making it an ideal location for families. The vibrant downtown Winter Park, with its eclectic shops, delightful dining options, and cultural attractions, is just a short drive away, ensuring that you’re never far from the excitement.

In Brookshire Heights 2nd Add., you’ll find not just a house, but a place to call home—a community where memories are made, friendships are forged, and every day feels like a vacation. Discover the charm and convenience of living in this delightful neighborhood, where your dream home with a pool awaits!

Newest Brookshire Heights 2nd Add Homes with Pool Community Features

2572 Fifeshire Drive, Winter Park
$899,900
4 Beds ⋅ 3 Baths ⋅ Brookshire Heights 2nd Add SubDv. ⋅ 32792 Zip Code
Welcome to this warm and inviting home in the desirable Brookshire Heights neighborhood, ideally positioned on a corner lot along a beautiful street in a sought-after community. Offering more than 2,500 square feet of living space, this spacious residence features four bedrooms and two-and-a-half baths, with an open, comfortable layout designed for both everyday living and entertaining. The home has been thoughtfully updated and maintained over the years, blending timeless character with modern conveniences. The kitchen was beautifully remodeled in 2021 with new cabinetry, appliances, flooring and countertops, while the family room was enhanced with additional air-conditioning ducts and vents for added comfort. The second full bath was also remodeled in 2021 and the downstairs powder room received a stylish update in 2025.Significant improvements include new wood flooring downstairs and refinished and stained upstairs floors in 2019, a new HVAC system with an additional upstairs unit and complete ductwork replacement in 2020 and a customized primary closet in 2022. The primary suite continues to impress with a new porch door and a private balcony railing added in 2026. A new water heater was installed in 2023, while the main sewer line exiting the home was replaced in 2024. The garage is air-cooled. Outdoor living has been equally well considered, with a screened porch enclosure, a covered side patio, new fencing and refreshed landscaping creating inviting spaces to relax and entertain. Beyond the home itself, the location is exceptional, conveniently situated in a wonderful community with Cady Way pool and Cady Way trail, which spans 7.2 miles and connects to the Seminole Trail outdoor recreation. Highly regarded schools and easy access to the area’s everyday amenities. With its generous living spaces, extensive updates, inviting outdoor areas and prime corner-lot setting, this Brookshire Heights home offers an exceptional opportunity to enjoy a beautifully cared-for residence in a highly desirable location.

2572 Fifeshire Drive, Winter Park
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