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- Description
- Property Details
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- Facts & Features
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$875,000
Monthly Est:$4,355
4 Beds
- 3 Baths
2 full baths + 1 half bath
2,578sqft
2572 Fifeshire Dr, Winter Park, FL 32792
$875,000
$4,355/moEst:
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Single Family Residence
Built in 1962
$-- HOA
9,289 sqft lot
$339/sq.ft
Description
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.
- Houzeo last checked: 4 minutes ago
- Listing updated: November 3, 2026 at 4:59 pm
- Listing Provided by: MaryAnne Branner (321) 377-3909 | PREMIER SOTHEBY'S INTL. REALTY (407) 644-3295
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: O6442325

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1962
HOA Fees
-
Finished Area
2,578 sqft
Lot Size
9,289 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6442325
MLS Status
Active
Days on Market
46
Cumulative Days on Market
46
Open House

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 3
Kitchen
Level: First
Area: 198.00 Square Feet
Dimensions: 18x11
Living Room
Level: First
Area: 234.00 Square Feet
Dimensions: 18x13
Dining Room
Level: First
Area: 110.00 Square Feet
Dimensions: 11x10
Family Room
Level: First
Area: 448.00 Square Feet
Dimensions: 28x16
Primary Bedroom
Level: Second
Area: 252.00 Square Feet
Dimensions: 18x14
Bedroom 2
Level: Second
Area: 130.00 Square Feet
Dimensions: 13x10
Bedroom 3
Level: Second
Area: 132.00 Square Feet
Dimensions: 12x11
Bedroom 4
Level: Second
Area: 121.00 Square Feet
Dimensions: 11x11
Interior
Flooring
Ceramic Tile, Wood
Appliances
Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Washer
Interior Features
Ceiling Fans(s), Primary Bedroom Upstairs, Solid Surface Counters, Thermostat, Window Treatments
Sewer
Public Sewer
Window Features
Blinds, Drapes, Shades
Cooling
Central Air
Heating
Central, Electric
Exterior Features
Private Mailbox, Sidewalk, Sprinkler Metered
Construction
Year Built
Year Built: 1962
Home type
Single Family Residence
Architectural Style
Colonial
Construction Materials
Block, Concrete
Foundation Details
Slab
Roof
Shingle
Utilities & Energy
Water Source
Public
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Parking Features
Covered, Driveway, Garage Door Opener
Fireplace Features
Family Room, Wood Burning
Utilities
Cable Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Sprinkler Meter, Underground Utilities, Water Connected
Security Features
Secured Garage/parking, Smoke Detector(s)
Other Features
Lot Features
Corner Lot, Landscaped, Sidewalk, Paved
Patio And Porch Features
Covered
Community Features
Dog Park, Golf, Pool, Sidewalks, Tennis Court(s), Street Lights
Subdivision Name
Brookshire Heights 2nd Add
Vegetation
Trees/landscaped
Price History
| Date | Event | Price |
|---|---|---|
10/07/2026 Source: | Price Increased | $899,900 +2.85% $349/sqft |
09/18/2026 Source: | Listed for Sale | $875,000 -5.41% $339/sqft |
09/18/2026 Source: | Price Increased | $925,000 +74.53% $359/sqft |
09/10/2026 Source: | Off Market | $529,999 $206/sqft |
09/01/2026 Source: | Pending | $529,999 -6.19% $206/sqft |
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Based on information from Stellar MLS® through Nov 04, 2026, 05:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information 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/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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