Brookshire Heights 2nd Add Real Estate

Brookshire Heights 2nd Add Real Estate

Welcome to Brookshire Heights 2nd Add, a charming subdivision nestled in the heart of Winter Park, Florida. This delightful neighborhood offers the perfect blend of suburban tranquility and vibrant community living, making it an ideal place for families, retirees, and everyone in between.

Brookshire Heights is characterized by its lush landscaping, tree-lined streets, and well-maintained homes that reflect a variety of architectural styles. Residents enjoy a friendly atmosphere, where neighbors become friends and community events foster a strong sense of belonging. The subdivision is conveniently located near top-rated schools, parks, and recreational facilities, providing plenty of opportunities for outdoor activities and family fun.

One of the standout features of Brookshire Heights is its proximity to Winter Park’s charming downtown area. Just a short drive away, you can explore an array of boutique shops, exquisite dining options, and cultural attractions, including the renowned Charles Hosmer Morse Museum of American Art. For those who enjoy the outdoors, the scenic Lake Baldwin and the beautiful Winter Park Chain of Lakes offer a perfect escape for boating, fishing, and picnicking.

With its ideal location in Orange County, Brookshire Heights 2nd Add is also conveniently situated near major highways, making commutes to downtown Orlando and other surrounding areas a breeze. Whether you’re looking for a peaceful retreat or a vibrant community to call home, Brookshire Heights is the perfect place to start your next chapter. Come and experience the warmth and charm of this inviting neighborhood—you won’t want to leave!

Newest Listings in Brookshire Heights 2nd Add

2572 Fifeshire Drive, Winter Park
$925,000
4 Beds ⋅ 3 Baths ⋅ Brookshire Heights 2nd Add SubDv.
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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