2572 Fifeshire Drive, Winter Park, FL 32792
For Sale $875,000
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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.
Ceiling Fans(s)
Primary Bedroom Upstairs
Solid Surface Counters
Thermostat
Window Treatments
Taxes: $5,351.00
Tax Year: 2025
Private Mailbox
Sidewalk
Sprinkler Metered
Convection Oven
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Washer
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Junior High: Glenridge Middle
High School: Winter Park High
Building Description: Colonial
MLS Area: 32792 - Winter Park/Aloma
Total Square Footage: 3,421
Price per Square Feet: $339.41
Water: Public
Construction: Block, Concrete
Date Listed: 2026-09-18 00:00:00
Furnished: Unfurnished
Windows: Blinds, Drapes, Shades
Parking: Covered, Driveway, Garage Door Opener
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Ceramic Tile, Wood
Roof: Shingle
Heating: Central, Electric
Cooling: Central Air
Fireplace: Y
Security: Secured Garage/Parking, Smoke Detector(S)
Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Sewer: Public Sewer
Lot Desc.: Corner Lot, Landscaped, Sidewalk, Paved
Parcel ID: 09-22-30-0942-0
Listing Courtesy Of: Premier Sotheby's Intl. Realty
maryannebranner@gmail.com
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.
Property Details
Price: $875,000
Sq Ft: 2,578
($339 per
sqft)
Bedrooms: 4
Bathrooms: 2
Partial Baths: 1
City: Winter Park
County: Orange
Type: Single Family
Development: Brookshire Heights 2Nd Add
Acres: 0.2100
Virtual Tour/Floorplan: View
Year Built: 1962
Listing Number: O6442325
Status Code: A-Active
Taxes: $5,351.00
Tax Year: 2025
Garage:
2
/
Y
Furnishings: Unfurnished
Interior Features:
Ceiling Fans(s)
Primary Bedroom Upstairs
Solid Surface Counters
Thermostat
Window Treatments
Financial Information:
Taxes: $5,351.00
Tax Year: 2025
Exterior Features:
Private Mailbox
Sidewalk
Sprinkler Metered
Equipment:
Convection Oven
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Washer
School Information:
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Junior High: Glenridge Middle
High School: Winter Park High
Additional Information:
Building Description: Colonial
MLS Area: 32792 - Winter Park/Aloma
Total Square Footage: 3,421
Price per Square Feet: $339.41
Water: Public
Construction: Block, Concrete
Date Listed: 2026-09-18 00:00:00
Furnished: Unfurnished
Windows: Blinds, Drapes, Shades
Parking: Covered, Driveway, Garage Door Opener
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Ceramic Tile, Wood
Roof: Shingle
Heating: Central, Electric
Cooling: Central Air
Fireplace: Y
Security: Secured Garage/Parking, Smoke Detector(S)
Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Sewer: Public Sewer
Lot Desc.: Corner Lot, Landscaped, Sidewalk, Paved
Parcel ID: 09-22-30-0942-0
Map of 2572 Fifeshire Drive, Winter Park, FL 32792
Listing Courtesy Of: Premier Sotheby's Intl. Realty
maryannebranner@gmail.com