Brookshire Heights 2nd Add Homes with Two Story Property Description

Welcome to Brookshire Heights 2nd Addition, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision is known for its picturesque tree-lined streets, friendly neighbors, and a strong sense of community. With its prime location in Orange County, residents enjoy easy access to the vibrant culture, dining, and shopping options that Winter Park has to offer, all while being just a short drive from the bustling city of Orlando.

Brookshire Heights features an array of stunning two-story homes that perfectly blend modern elegance with classic charm. These spacious residences boast open floor plans, allowing for a seamless flow between living, dining, and entertaining spaces. Large windows flood each home with natural light, highlighting the beautiful finishes and thoughtful details throughout. Whether you're hosting a family gathering or enjoying a quiet evening, these homes provide the perfect backdrop for every occasion.

The two-story layout offers ample room for families of all sizes, with generously sized bedrooms and versatile spaces that can adapt to your lifestyle needs. Many homes also feature private backyards, ideal for outdoor gatherings or simply enjoying the warm Florida sunshine. With a strong emphasis on community, residents of Brookshire Heights often come together for neighborhood events, fostering friendships and creating lasting memories.

If you’re looking for a place that combines comfortable living with a welcoming atmosphere, Brookshire Heights 2nd Addition is the perfect choice. Discover your dream home in this enchanting subdivision and experience the best of Winter Park living!

$925,000

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 with Two Story Property Description

Newest Brookshire Heights 2nd Add Homes with Two Story Property Description