Home in 2572 Fifeshire Dr Winter Park for sale with MLS# O6442325

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.

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Days on the market

2572 Fifeshire Dr, Winter Park, FL 32792

Price
Price:
$899,900.00
Previous Asking Price:
$925,000.00
Original List Price:
$925,000.00
List Price per Sq Ft (Calculated, Approx.):
$349.07
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6442325
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
3
Full Bath:
2
Half Bath:
1
Additional Rooms:
Family Room, Formal Dining Room Separate, Formal Living Room Separate
Measures
Living Area:
2,578 Sqft
Built-Up Area:
3,421 Sqft
Lot Area:
9,289 Sqft
Lot Size Dimensions and Info:
110X84X110X84
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Features:
Corner Lot, Paved, Sidewalk, Landscaped
Lot Size Acres:
0.21
Property Features
Waterfront:
No
Security:
Smoke Detector(s), Secured Garage/Parking
Furnished:
Unfurnished
Accessibility:
Accessible Entrance, Accessible Kitchen, Accessible Central Living Area, Accessible Washer/dryer, Accessible Common Area
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Washer, Electric Water Heater, Convection Oven
Interior:
Ceiling Fans(s), Thermostat, Window Treatments, Solid Surface Counters, Primarybedroom Upstairs
Exterior:
Private Mailbox, Sidewalk, Sprinkler Metered
Patio and Porch:
Covered
Windows:
Blinds, Drapes, Shades
Other Structures:
Shed(s)
Laundry:
Washer Hookup, Inside, Laundry Room, Electric Dryer Hookup
Fireplace
Fireplace:
Wood Burning, Family Room
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Vegetation and Trees:
Trees/landscaped
Property Entrance Faces:
North
Other Equipment:
Irrigation Equipment
Construction
Year Built:
1962
Roof:
Shingle
Architectural Style:
Colonial
Levels:
Two
Construction Materials:
Block, Concrete
Flooring:
Wood, Ceramic Tile
Foundation Details:
Slab
Flood Zone Code:
X
Property Description:
Corner Unit
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$5,351.00
Tax Year:
2025
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway, Garage Door Opener, Covered
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Electricity Available, Underground Utilities, Phone Available, Electricity Connected, Water Connected, Cable Connected, Sprinkler Meter
Water Source:
Public
Community
Minimum Lease Term:
No Minimum
Subdivision Name:
BROOKSHIRE HEIGHTS 2ND ADD
Community Features:
Sidewalks, Street Lights, Pool, Tennis Court(s), Golf, Dog Park
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
BROOKSHIRE HEIGHTS 2ND ADDITION Y/85 LOT9 BLK B
Real Estate Folio Number (Parcel Number):
09-22-30-0942-02-090
Zoning:
R-1A
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Ernest R Graham K-8
High School:
Winter Park High
Middle Or Junior School:
Glenridge Middle
Listing History
Originally published on:
September 18, 2026 2:20 pm
Active on the market since:
September 18, 2026
Listing Agreement executed on:
September 17, 2026
Price change occurred on:
October 7, 2026 3:16 pm
Listing Status Last Changed On:
September 18, 2026 2:20 pm
Photos updated on:
October 5, 2026 6:35 pm
Last Modified:
October 10, 2026 6:06 pm
Additional Information
Courtesy of:
PREMIER SOTHEBY'S INTL. REALTY
Attribution:
407-644-3295
Road Surface Type:
Paved
Location
Street Name:
FIFESHIRE
Street Number:
2572
City:
WINTER PARK
State:
Florida
Zip Code:
32792
County:
Orange
Latitude:
N28° 35' 19.8''
Longitude:
W82° 40' 57.5''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $66,176
Median Home Value $343,500
Median Rent $1,612/mo
Median Age 34
Population 52,794
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of October 10, 2026, 6:06 PM.