Brookshire Heights 2nd Add Homes for Sale

Welcome to Brookshire Heights 2nd Addition, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision offers a perfect blend of suburban tranquility and vibrant city living, making it an ideal choice for families, retirees, and everyone in between.

Brookshire Heights 2nd Add. boasts a variety of homes for sale, each uniquely designed to cater to diverse tastes and lifestyles. From cozy single-family residences to more spacious options, there's something here to suit every need. The homes are characterized by their inviting curb appeal, featuring lush landscaping, modern finishes, and open-concept layouts that invite natural light to flow throughout. Many properties also come with generous outdoor spaces, perfect for entertaining or simply enjoying the Florida sunshine.

Living in Brookshire Heights means you’ll have access to Winter Park’s exceptional amenities. Enjoy leisurely strolls through picturesque parks, indulge in the local dining scene, or explore the boutique shops that line Park Avenue. The community is also conveniently located near top-rated schools and recreational facilities, making it an ideal spot for families.

With homes for sale in this desirable neighborhood, now is the perfect time to discover your dream home in Brookshire Heights 2nd Add. Experience the warmth of a close-knit community, the beauty of Florida living, and the convenience of city amenities—all within your reach. Don’t miss out on this opportunity; explore the available listings today and take the first step toward your new life in 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

Brookshire Heights 2nd Add Homes for Sale

Newest Brookshire Heights 2nd Add Homes for Sale