Brookshire Heights 2nd Add Homes for Sale

Welcome to Brookshire Heights 2nd Add, a charming subdivision nestled in the heart of Winter Park, Florida. Known for its picturesque landscapes and friendly community atmosphere, Brookshire Heights offers a perfect blend of suburban tranquility and urban convenience. This delightful neighborhood is situated in Orange County, where residents enjoy the best of Florida living, with beautiful parks, top-rated schools, and a vibrant downtown just a stone's throw away.

The homes for sale in Brookshire Heights 2nd Add are an enticing mix of classic designs and modern updates, catering to a variety of tastes and lifestyles. Whether you’re a first-time homebuyer or looking to settle into your forever home, you'll find an array of properties that fit your needs. Many homes feature spacious layouts, lush gardens, and inviting outdoor spaces, perfect for entertaining or simply enjoying the Florida sunshine.

In addition to the beautiful homes, Brookshire Heights boasts a strong sense of community. Residents take pride in their neighborhood, participating in local events and enjoying the nearby amenities, including shopping, dining, and recreational opportunities. With its close proximity to major highways, commuting to nearby cities or attractions is a breeze.

If you’re ready to discover your dream home in a welcoming community, Brookshire Heights 2nd Add is the perfect place to start your journey. Explore the available homes for sale and envision the possibilities of living in this enchanting Winter Park neighborhood. Your new adventure awaits!

$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

Brookshire Heights 2nd Add Homes for Sale

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