Brookshire Heights 2nd Add Homes with Colonial Architectural style

Welcome to Brookshire Heights 2nd Add, a hidden gem nestled in the heart of Winter Park, Florida. This charming subdivision is renowned for its picturesque streets and a warm, welcoming community atmosphere. With its lush landscapes and vibrant flora, Brookshire Heights offers a serene retreat while remaining conveniently close to the bustling amenities of Winter Park.

One of the standout features of this lovely neighborhood is its stunning homes, many of which showcase the timeless elegance of Colonial architectural style. Characterized by their symmetrical facades, grand columns, and classic brick exteriors, these homes exude sophistication and charm. Each residence tells a story, blending historical allure with modern comforts, making them perfect for families and individuals alike.

Living in Brookshire Heights means enjoying the best of both worlds. The subdivision is located just minutes away from Winter Park’s famed Park Avenue, where you can explore boutique shops, gourmet restaurants, and art galleries. Additionally, the area is surrounded by beautiful parks and scenic lakes, perfect for outdoor enthusiasts and those who appreciate nature’s beauty.

Community events and friendly neighbors foster a sense of belonging, making Brookshire Heights 2nd Add not just a place to live, but a place to thrive. Whether you’re looking for a cozy family home or a stylish retreat, this subdivision offers an array of options that cater to diverse tastes and lifestyles. Discover the charm of Brookshire Heights and experience the enchanting lifestyle that awaits you in Winter Park, Florida!

$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

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