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$925,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,578 Sq. Ft.
  • Updated 23 hours ago

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Open House: 1:00 PM - 3:00 PM

Sunday 9/20 1:00 PM - 3:00 PM

2572 Fifeshire Drive,Winter Park, FL 32792

2572 Fifeshire DriveWinter ParkFL32792

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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.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 for bike riding, running and walking. 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.

Full Property Details for 2572 Fifeshire Dr

General

  • Price: $925,000
  • Taxes: $5,351 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6442325
  • Updated: 9/18/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s), PrimaryBedroom Upstairs, Solid Surface Counters, Thermostat, Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Family Room, Wood Burning
  • Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Washer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Additional Information

  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: French Doors, Irrigation System, Private Mailbox, Sidewalk, Sprinkler Metered
  • Deck/Patio: Covered
  • Porch/Patio/Deck: Covered

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Covered, Driveway, Garage Door Opener

Location

  • Area: 32792 - Winter Park/Aloma
  • County: Orange
  • Development Name: 32792 - Winter Park/Aloma
  • Subdivision: BROOKSHIRE HEIGHTS 2ND ADD
  • Driving 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.
  • Direction Faces: North

School Information

  • Elementary School: Brookshire Elem
  • Middle School: Glenridge Middle
  • High School: Winter Park High

Community

  • Community Name: 32792 - Winter Park/Aloma
  • Community Features: Dog Park, Golf, Pool, Sidewalks, Tennis Court(s)

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected

Structural Information

  • Architectural Info: Colonial
  • Architectural Style: Colonial
  • Exterior Const.: Block, Concrete
  • Roof: Shingle
  • Common Walls: Corner Unit
  • Windows: Blinds, Drapes, Shades
  • Stories/Levels: Two
  • Square Feet: 2,578
  • Sq. Ft. Source: Public Records
  • Year Built: 1962

Additional Structures

  • Other Structures: Shed(s)

Lot Features

  • Lot Size (Acres): 0.21
  • Lot Size (Sq. Ft.): 9,289
  • Lot Size: 9289
  • Lot Dimensions: 110 x 84 x 110 x 84
  • Frontage: Street Paved
  • Street/Road Desc.: Paved

Financial Considerations

  • Tax Amount: $5,351
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BROOKSHIRE HEIGHTS 2ND ADDITION Y/85 LOT9 BLK B
  • Flood Zone Info: X
  • APN: 92230094202090
  • Property ID: 92230094202090
  • Block/Lot/Section: B

Listed by Premier Sotheby's Intl. Realty

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— 2572 Fifeshire Dr —

  • Premier Sotheby's Intl. Realty

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 2572 Fifeshire Dr

School District:Orange County School District
NameGradesDistance
Brookshire Elementary School
2500 Cady Way, Winter Park, FL 32792
PK-50.3 mi
Glenridge Middle School
2900 Upper Park Road, Orlando, FL 32814
6-81.4 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-120.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2572 Fifeshire Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/18/2026
Listed
$925,000
90.72%
MLS
7/12/2019
Sold
$485,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2572 Fifeshire Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,351
3%
$381,018
6%
2024
$5,173
4%
$360,545
3%
2023
$4,969
8%
$350,044
6%
2021
$4,584
-1%
$329,950
-3%
2022
$4,640
1%
$339,849
4%
2021
$4,584
30%
$325,394
28%
2019
$3,521
1%
$254,919
2%
2018
$3,497
1%
$250,166
2%
2017
$3,460
2%
$245,021
2%
2016
$3,387
-2%
$239,981
1%
2015
$3,467
-1%
$238,313
1%
2014
$3,496
2%
$236,422
2%
2013
$3,415
—
$232,928
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Premier Sotheby's Intl. Realty

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2572 Fifeshire Drive, Winter Park, FL 32792 (MLS# O6442325) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 2572 Fifeshire Drive is currently listed for $925,000 and was received on September 18, 2026. Want to learn more about 2572 Fifeshire Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

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