


$925,000
2572 Fifeshire Drive
Winter Park, FL 32792
Listing updated: September 18, 2026 at 10:47 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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.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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 18, 2026
- Listed$925,000Sep 18, 2026
- Price increased$925,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Brookshire Heights 2nd Add
- County
- Orange
- Year built
- 1962
- Living area
- 2,578 sq ft
- Price/sq ft
- $359
- Building area
- 3,421 sq ft (Public Records)
- Lot size
- 9,289 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0255F)
- Garage
- 2 spaces
- Annual taxes
- $5,351 (2025)
- Parcel #
- 09-22-30-0942-02-090
- Zoning
- R-1A
- MLS #
- O6442325
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Ceramic Tile, Wood
- Appliances
- Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Washer
- Interior features
- Ceiling Fans(s), PrimaryBedroom Upstairs, Solid Surface Counters, Thermostat, Window Treatments
- Laundry
- Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
- Stories / Levels
- Two
- Direction faces
- North
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Covered, Driveway, Garage Door Opener
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, Other, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Private Mailbox, Sidewalk, Sprinkler Metered
- Construction materials
- Block, Concrete
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Sprinkler Meter, Underground Utilities, Water Connected
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 18x11 |
| Living Room | First | 18x13 |
| Dining Room | First | 11x10 |
| Family Room | First | 28x16 |
| Primary Bedroom | Second | 18x14 |
| Bedroom 2 | Second | 13x10 |
| Bedroom 3 | Second | 12x11 |
| Bedroom 4 | Second | 11x11 |
Listing Details
- Listing date
- 2026-09-17
- On market date
- 2026-09-18
- Original list price
- $925,000
- Occupant type
- Owner
- MLS area
- 32792 - Winter Park/Aloma
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-18
- Tax legal description
- BROOKSHIRE HEIGHTS 2ND ADDITION Y/85 LOT9 BLK B
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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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.
Based on information submitted to the MLS GRID as of September 18, 2026 at 10:47 AM ET. All data is obtained from various sources and may not have been verified by 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.
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