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2572 FIFESHIRE DRIVE, WINTER PARK, FL - photo 1

$899,900

2572 FIFESHIRE DRIVE

WINTER PARK, FL 32792

Estimated payment $5,399/month

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4Beds
3Baths
2,578Sq Ft
$349Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Fireplace
Garage
Built in 1962
9,289 sqft Lot

About This Home

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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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:4
  • •Bathrooms:3
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:2,578 sqft
  • •Total interior livable area:2,578 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:9,289 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1962

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Price history

DateEventPrice
2026-09-18T00:00:00.000ZListed for sale$899,900$349/sqft

Listing Agent

MaryAnne Branner

PREMIER SOTHEBY'S INTL. REALTY

Brokerage Phone: 407-644-3295

Source: Stellar MLS · MLS #O6442325

Data Powered by Home Junction, Inc.

Nearby

Schools

BROOKSHIRE ELEMENTARY

Elementary · 0.3 mi

WINTER PARK HIGH

High · 0.5 mi

ALOMA ELEMENTARY

Elementary · 0.8 mi

Supermarkets

Sprouts Farmers Market

1.0 mi

Publix

1.0 mi

Kwik stop

1.0 mi

Dining

Wphs Cafeteria

0.5 mi

VA Cafe

0.6 mi

Noah's Place

0.6 mi

Parks

Cady Way Trail

0.1 mi

Ward Park

0.5 mi

Cady Way Park and Trail

0.7 mi

Beaches

Lake Baldwin Park Beach

1.0 mi

Conrad Beach

17.8 mi

East Beach

17.9 mi

Nearby amenity locations include data © OpenStreetMap contributors.