Brookshire Heights 2nd Add Homes with Colonial Architectural style

Welcome to Brookshire Heights 2nd Addition, a charming subdivision nestled in the heart of Winter Park, Florida. This picturesque community is situated in Orange County, renowned for its lush landscapes and vibrant neighborhoods. Brookshire Heights offers a delightful blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of Brookshire Heights is its stunning homes, which predominantly showcase the timeless elegance of Colonial architectural style. These homes are characterized by their symmetrical facades, grand columns, and classic brick exteriors, exuding a sense of history and sophistication. As you stroll through the tree-lined streets, you'll be captivated by the beauty and craftsmanship of each residence, many of which have been lovingly maintained or thoughtfully updated to meet modern living standards.

Residents of Brookshire Heights enjoy a close-knit community atmosphere, with friendly neighbors and a strong sense of pride in their homes. The subdivision is conveniently located near top-rated schools, parks, and recreational facilities, offering plenty of opportunities for outdoor activities and family fun. Additionally, Winter Park's vibrant downtown area, known for its boutique shopping, gourmet dining, and cultural attractions, is just a short drive away, providing endless entertainment options.

If you’re seeking a home that combines classic architectural charm with a warm community feel, Brookshire Heights 2nd Addition is the perfect place to call home. Discover the beauty of Colonial-style living in this enchanting Winter Park neighborhood today!

$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 with Colonial Architectural style

Newest Brookshire Heights 2nd Add Homes with Colonial Architectural style