Brookshire Heights 2nd Add Homes with Sidewalks Community Features

Welcome to Brookshire Heights 2nd Addition, a charming subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. This picturesque community is known for its inviting atmosphere, where neighbors become friends and families thrive amidst the serene surroundings.

Brookshire Heights 2nd Add. boasts beautifully designed homes, each reflecting a unique style while maintaining a cohesive charm that enhances the neighborhood's appeal. With a variety of floor plans and sizes, there’s something for everyone—from young professionals to growing families, all seeking the perfect place to call home.

One of the standout features of this community is its commitment to pedestrian-friendly living. Residents enjoy well-maintained sidewalks that meander through the neighborhood, encouraging leisurely strolls, morning jogs, or evening bike rides. The sidewalks not only promote an active lifestyle but also foster a sense of community, making it easy for neighbors to connect and engage.

The location of Brookshire Heights 2nd Add. is ideal for those who appreciate the balance of suburban tranquility and urban convenience. Just a short drive away, you'll find Winter Park's renowned dining, shopping, and cultural attractions, including the scenic parks and lakes that the area is famous for.

Whether you’re looking to settle down or invest in a property that offers both comfort and community, Brookshire Heights 2nd Addition is a delightful choice. Come explore the charm and warmth of this inviting neighborhood, where every sidewalk leads to new possibilities!

$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 Sidewalks Community Features

Newest Brookshire Heights 2nd Add Homes with Sidewalks Community Features