Brookshire Heights 2nd Add Real Estate

Brookshire Heights 2nd Add Real Estate

Welcome to Brookshire Heights 2nd Addition, a charming subdivision nestled in the heart of Winter Park, Florida. This delightful community offers an idyllic blend of suburban tranquility and urban convenience, making it the perfect place for families, professionals, and retirees alike.

Brookshire Heights boasts a variety of well-maintained single-family homes, many of which feature beautiful landscaping and modern amenities. The neighborhood is characterized by its friendly atmosphere, where neighbors know each other and community spirit thrives. With tree-lined streets and inviting sidewalks, residents can enjoy leisurely strolls, morning jogs, or bike rides, all while soaking in the beautiful Florida sunshine.

One of the standout features of Brookshire Heights is its proximity to Winter Park’s vibrant cultural scene. Just a short drive away, you can explore the renowned Park Avenue, filled with charming boutiques, gourmet restaurants, and art galleries. For those who appreciate nature, the nearby Mead Botanical Garden and the scenic lakes provide ample opportunities for outdoor activities, from picnicking to kayaking.

Families with children will appreciate the excellent schools in the area, which are part of the highly-rated Orange County Public Schools system. Additionally, the community is conveniently located near major highways, making commutes to downtown Orlando and surrounding areas a breeze.

Whether you’re looking to buy your first home or seeking a peaceful retreat, Brookshire Heights 2nd Addition offers a wonderful lifestyle in one of Florida’s most desirable cities. Come discover the charm and warmth of this exceptional neighborhood, where your dream home awaits!

Newest Listings in Brookshire Heights 2nd Add

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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