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2572 FIFESHIRE DRIVE Winter Park, FL $ 899,900
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2572 FIFESHIRE DRIVE
$ 899,900
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2572 FIFESHIRE DRIVE

Winter Park, FL, 32792
$ 899,900
Bedrooms4 Baths2.1 Sq 2,578

Monthly Estimate*

$ 6,215

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Single Family Home for sale in Winter Park, FL

for $899,900 with 4 bedrooms and 2 full baths, 1 half bath. This 2,578 square foot home was built in 1962 on a lot size of 0.21.

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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Single Family Active

Price

$ 899,900

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 5,351

Style

Colonial

Lot Size

0.21

Year Built

1962

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6442325
Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Cable Available Cable Connected Electricity Available Electricity Connected Phone Available Sprinkler Meter Street Lights Underground Utilities Water Connected
Roof Shingle
Appliances Convection Oven Dishwasher Disposal Dryer Electric Water Heater Microwave Washer
Zoning R-1A
Garage Spaces 2
Patio/Porch Features Covered
Architectural Style Colonial
Security Features Smoke Detector(s)
Construction Materials Block Concrete
Year Built 1962
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Dog Park Golf Pool Sidewalks Tennis Court(s)
Accessibility Accessible Common Area Accessible Entrance Accessible Kitchen Accessible Central Living Area Accessible Washer/Dryer
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name BROOKSHIRE HEIGHTS 2ND ADD
Facing Direction North
Garage Y/N true
Other Structures Shed(s)
Total Rooms 8
Full Baths 2
Status Active
Directions From the intersection of University and Semoran/436 West on Scarlett Road into Winter Park Pines to the end Right on Cady Way(near Cady Way Trail and Showalter Field) Right on Green Left onto Fifeshire. Home is located on the right corner lot at the end of Fifeshire.
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32792 - Winter Park/Aloma
Lot Size Units Square Feet
Lot Size Square Feet 9289
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Brookshire Elem
Land Lease Y/N false
Tax Annual Amount 5351
Middle/Junior High School Glenridge Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://my.matterport.com/show/?m=fYnBVSXf1Vq&mls=1
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 9
Legal Description BROOKSHIRE HEIGHTS 2ND ADDITION Y/85 LOT9 BLK B
Minimum Lease No Minimum
Water Access Y/N false
Additional Rooms Family Room Formal Dining Room Separate Formal Living Room Separate
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
Flood Zone Code X Y
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Interior
Interior Amenities Ceiling Fan(s) PrimaryBedroom Upstairs Solid Surface Counters Thermostat Window Treatments
Flooring Ceramic Tile Hardwood
Furnished Y/N Unfurnished
Fireplace Features Family Room Wood Burning
Common Walls Corner Unit
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Drapes Shades
Fireplace Y/N true
Half Baths 1
Laundry Features Electric Dryer Hookup Inside Laundry Room Washer Hookup
Total Bedrooms 4
Total Baths 3
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Exterior
Exterior Amenities French Doors Irrigation System Private Mailbox Sidewalk Sprinkler Metered
Vegetation Trees/Landscaped
Parking Features Covered Driveway Garage Door Opener
Lot Features Corner Lot Landscaped Sidewalk
Water Source Public
Lot Size Area 9289
Foundation Details Slab
Building Area Total 3421
Lot Dimensions 110 x 84 x 110 x 84
Lot Size Acres 0.21
Road Surface Type Paved
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Premier Sotheby's Intl. Realty

Broker

maryannebranner@gmail.com

Email

Affordability Calculator

$6,661
Per Month
93%
7%
0%
Monthly Principal & Interest
$6,215
Monthly Property Taxes
$446
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
10/7/2026$899,900 -2.71% Price Down
9/18/2026$925,000 Listed Price

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2572 FIFESHIRE DRIVE, Winter Park, FL, 32792 is a Single Family Home for sale at $899,900 with 2,578 sqft and a lot size of 0.21. 2572 FIFESHIRE DRIVE has 4 bedrooms, 2.1 baths, and was built in 1962. The property's zip code is 32792 which is in Winter Park, FL

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