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Overview

4 bd3 ba2,578 sqft2 car garageSingle Family
TypeSingle Family
HOANone listed
Built1962
Lot9,289 sqft
Living area2,578 sqft
Price / sqft$349
Garage2 car

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About this home

Ceiling Fans(s)Primarybedroom UpstairsSolid Surface CountersThermostatWindow TreatmentsPrivate MailboxSidewalkSprinkler Metered

2572 Fifeshire Dr is a 1962-built home in Brookshire Heights 2nd Add, Winter Park. Inside you'll find 4 bedrooms, 3 bathrooms, and 2,578 square feet of living space. Listed at $899,900 (about $349/sqft), 24 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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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The essentials

Built
1962
Price / sqft
$349
On market
24 days
Annual tax
$5,351
Flood zone
X · Low risk
Lot
9,289 sqft
Type
Single Family Residence

At a glance

Single family
Built 1962
Community pool
Shared amenity
2 car garage
Covered
9,289 sqft lot
Lot size
2,578 sqft
Living area

Payment

Est. monthly payment
$5,589/mo
Down payment (20%)
$179,980
Property taxes
$446/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1962
Lot
9,289 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
Covered, Driveway, Garage Door Opener
Days on Market
24
Ceiling Fans(s)
Primarybedroom Upstairs
Solid Surface Counters
Thermostat
Window Treatments
Private Mailbox
Sidewalk
Sprinkler Metered
Dog Park
Golf
Pool
Sidewalks
Tennis Court(s)
Street Lights
Convection Oven
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Washer
Elementary
Brookshire Elem
Middle
Glenridge Middle
High
Winter Park High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$5,351
Parcel #
09-22-30-0942-02-090

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Brookshire Heights 2nd Add
County
Orange
MLS Area
32792 - Winter Park/Aloma
Lot Size
9,289 sqft
Corner LotLandscapedSidewalkPaved

Price history

Date
Event
Price
10/7/2026
Price change
Source: Stellar MLS #O6442325
$899,900-2.7%
$349/sqft
9/17/2026
Listed for sale
Source: Stellar MLS #O6442325
$925,000
$359/sqft

Neighborhood

2572 Fifeshire Dr
Winter Park, FL, 32792 · 32792 - Winter Park/Aloma

Market insights

Offer Insights

Choose an offer strength

List price: $899,900
$895,000 – $899,900
99.5% – 100% of listTops out right at the list price
80% of listList price
103 of the last 199 home closings in 32792 landed at this number or higher (52%). The median one sat 19 days before it went under contract, and this one is on day 24 after a $25,100 cut.

Sample: 199 closed home sales in 32792 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$5,589/mo
Principal & interest$4,693
Property taxes$446
Insurance$450
Down payment20% · $179,980
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$899,900

$349 per sq ft

Beds and baths

4 beds, 3 baths

Size

2,578 sq ft

Time on market

24 days

Year built

1962

Monthly payment

About $5,589/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $5,351 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

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Brokered byPREMIER SOTHEBY'S INTL. REALTYListing agent: MaryAnne BrannerListing data from Stellar MLS, MLS# O6442325.

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