Brookshire Heights 2nd Add Homes with Private Mailbox Exterior Features

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

Brookshire Heights is characterized by its picturesque tree-lined streets and beautifully maintained homes, each exuding a unique charm that reflects the warmth of the community. One standout feature of this subdivision is the private mailbox exterior, providing residents with a touch of personalization and added privacy. Imagine stepping out of your home to retrieve your mail from a mailbox that complements your property’s aesthetic—it's these thoughtful details that make Brookshire Heights feel like home.

The homes in Brookshire Heights 2nd Addition boast a variety of architectural styles, ensuring that there’s something to suit every taste. With spacious layouts and modern amenities, these residences provide the perfect backdrop for creating cherished memories. Whether you’re hosting family gatherings or enjoying quiet evenings in your backyard, the inviting atmosphere of this community will make you feel right at home.

Located just a stone's throw away from Winter Park's vibrant downtown area, residents can easily access a wealth of shopping, dining, and recreational opportunities. With lush parks and scenic lakes nearby, outdoor enthusiasts will find plenty of options for enjoying the beautiful Florida weather.

Discover the charm of Brookshire Heights 2nd Addition, where community spirit and comfortable living come together in perfect harmony. Your new home awaits!

$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 Private Mailbox Exterior Features

Newest Brookshire Heights 2nd Add Homes with Private Mailbox Exterior Features