Brookshire Heights 2nd Add Homes for Sale

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

Brookshire Heights features a delightful array of homes for sale, each uniquely designed to cater to diverse lifestyles and preferences. From cozy single-family residences to spacious modern builds, you’ll find properties that embody both comfort and style. Many of these homes boast inviting outdoor spaces, perfect for entertaining or simply enjoying the beautiful Florida sunshine.

The community is renowned for its friendly atmosphere and strong sense of belonging, where neighbors become friends and families thrive. Residents enjoy easy access to Winter Park's top-rated schools, beautiful parks, and a plethora of shopping and dining options. The nearby Winter Park Village and Park Avenue offer a delightful mix of boutiques, gourmet restaurants, and art galleries, ensuring there’s always something to explore.

Nature enthusiasts will appreciate the proximity to stunning lakes and scenic trails, perfect for weekend adventures or leisurely strolls. With its prime location, Brookshire Heights 2nd Addition provides an excellent opportunity to experience the best of Florida living.

If you’re searching for a place that combines charm, community, and convenience, look no further than Brookshire Heights. Explore our current listings of homes for sale and discover your dream home in this enchanting Winter Park neighborhood today!

$925,000

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 for Sale

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