Brookshire Heights 2nd Add Homes with Pool Community Features

Welcome to Brookshire Heights 2nd Add, a hidden gem nestled in the heart of Winter Park, Florida, within the vibrant Orange County. This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle.

Brookshire Heights 2nd Add is renowned for its picturesque tree-lined streets, beautifully manicured lawns, and a strong sense of community. Residents here enjoy the warmth of a close-knit neighborhood where friendly faces greet you, and community events foster lasting connections. The subdivision is characterized by its well-designed homes, many of which feature inviting pools that provide a refreshing escape from the Florida sun. Imagine basking in the warmth of the sun or hosting delightful poolside gatherings with friends and family in your own backyard oasis.

This community is not just about beautiful homes; it's about a lifestyle. With easy access to nearby parks, recreational facilities, and scenic walking trails, outdoor enthusiasts will find plenty of opportunities for leisure and adventure. The proximity to Winter Park's charming downtown area means residents can indulge in boutique shopping, exquisite dining, and cultural experiences, all just a short drive away.

Whether you're looking to unwind by your pool, enjoy the beauty of nature, or immerse yourself in the vibrant local scene, Brookshire Heights 2nd Add offers the perfect backdrop for your next chapter. Discover the simple joys of life in this welcoming community, where every day feels like a vacation. Welcome home!

$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 Pool Community Features

Newest Brookshire Heights 2nd Add Homes with Pool Community Features