Brookshire Heights 2nd Add Real Estate

Brookshire Heights 2nd Add Real Estate

Welcome to Brookshire Heights 2nd Add, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, retirees, and professionals alike.

Brookshire Heights is characterized by its picturesque tree-lined streets and beautifully maintained homes, each exuding a unique character that reflects the warmth of the community. The neighborhood boasts a diverse range of architectural styles, from classic ranch homes to modern designs, ensuring there’s something for everyone. Residents enjoy spacious lots, providing ample outdoor space for gardening, play, and entertaining.

One of the standout features of Brookshire Heights is its proximity to Winter Park's vibrant downtown area. Just a short drive away, you’ll find an array of boutique shops, art galleries, and exquisite dining options that cater to every palate. For those who appreciate the outdoors, the nearby parks and lakes offer countless opportunities for recreational activities, including hiking, biking, and picnicking.

Families will appreciate the highly-rated schools within the Orange County Public School District, ensuring quality education for children of all ages. Community events and gatherings foster a strong sense of belonging, making it easy to connect with neighbors and create lasting friendships.

Whether you’re looking for a serene place to call home or an active lifestyle filled with culture and community, Brookshire Heights 2nd Add offers the perfect backdrop. Discover the charm and convenience of this delightful subdivision in Winter Park, where your dream home awaits!

Newest Listings in Brookshire Heights 2nd Add

$925,000
4 Beds ⋅ 3 Baths ⋅ O6442325 MLS
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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