Located in the heart of Winter Park Pines, this updated four bedroom, two bathroom home offers a flexible floor plan with two spacious living areas, providing plenty of room to gather, entertain, or simply spread out. The renovated kitchen features shaker cabinetry, quartz countertops, stainless steel appliances, abundant storage, and a breakfast bar that opens to the main living space. Plantation shutters, updated flooring, recessed lighting, and neutral finishes create a clean, move in ready feel throughout. The spacious primary suite includes an updated bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a large backyard with a paver patio and plenty of room for outdoor entertaining. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High School, this home is just minutes from the Cady Way Trail, Winter Pines Golf Club, Park Avenue, Baldwin Park, and everyday shopping and dining.
Amenities
In-unit amenities
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Internet
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Property details
Interior
Heating & Cooling
Air Conditioning Type: Central
Heating Type: Forced Air
Exterior
Exterior Information
Building Construction Quality: Above Average
Exterior Wall: Concrete/Cinder Block
Roof Shape Type: Gable/Hip
Building Type: Single Family
Property Information
Subdivision Name: WINTER PARK PINES
Living Sq. Ft: 1,620
Adjusted Gross Sq. Ft: 1,904
Ground Floor Sq. Ft: 1,620
Building Sq. Ft: 2,314
# of Stories: 1
Legal Description: WINTER PARK PINES UNIT FOUR Z/55 LOT 17BLK F
Parking & Garage Information
Parking Type: Finished Garage
Garage/Parking Sq. Ft: 506
Garage / Carport Type: Finished
Lot Information
# of Buildings: 1
Land Sq. Ft: 8,248
Legal Lot Number: 17
Legal Block Number: F
Municipality Name: UNINCORPORATED
Acres: 0.1893
Zoning Code: R-1A
County Use Description: SINGLE FAMILY
State Use Description: SINGLE FAMILY
Financial
Assessor Information
Assessment Year: 2025
Tax District County: 11
Public facts
Beds: 4
Baths: 2.0
Sq. Ft.: 1,620
Stories: 1.0
Lot Size: 8,248 square feet
Style: Single Family Residential
Year Built: 1965
Year Renovated: 1970
County: Orange County
APN: 302209942706170
Home facts updated by county records on Aug 17, 2026
Sale and tax history for 527 Cornwall Rd
Sale History
Tax History
Date
Event
Price
APPFOLIO #1
Jul 17, 2026
Rental Removed
$3,050
$2/sq ft
Jul 11, 2026
Listed for Rent
$3,050
$2/sq ft
Stellar MLS as Distributed by MLS Grid #O6132558
Oct 19, 2023
Sold
$515,000
$318/sq ft
Sep 26, 2023
Pending
—
Aug 25, 2023
Price Changed
$569,900
$352/sq ft
Aug 10, 2023
Listed
$595,000
$367/sq ft
Welcome to this meticulously maintained 4 bedroom 2 bathroom Winter Park gem, lovingly cared for by the same attentive owner for 50 years. Nestled within the coveted Winter Park Pines neighborhood, this residence enjoys a premium location adjacent to the picturesque Cady Way Trail. As you approach the home, the meticulously crafted paver driveway sets the tone for what's to come. Plantation shutters adorn the living spaces. Rich laminate wood flooring & ceramic tile weave a tapestry of elegance throughout that leads to a beautifully upgraded kitchen adorned with granite countertops and modern stainless-steel appliances. The ample size of the bedrooms ensures cozy retreats, while the office features built-in shelving that adds both functionality and charm. This residence follows a smart split plan layout, offering privacy and an efficient use of space. But the location is truly unbeatable. You're just steps from unique neighborhood amenities such as Winter Pines Golf Course, Ward Park, Showalter Field, Cady Way Community Pool, Pickle Ball Courts & Winter Park Advent Health Complex. TOP RATED Winter Park schools, Brookshire Elementary & Winter Park High School, are both located just a few blocks over. In addition the neighborhood amenities, it’s just a short drive from Park Avenue Winter Park, a vibrant shopping and dining district with over 100 stores and restaurants and home to a variety of art galleries, museums, theaters, and outdoor cafes. Twenty minutes from UCF & Downtown Orlando. 35 minutes from Universal & Disney and only an hour from the beach allowing you to enjoy the best of both worlds, luxury living and prime Florida living. Important notable features: NEW ROOF(May 2022), NEW SOD (2020) NEW FENCE ALONG BACK OF HOUSE, UPGRADED SECURITY SYSTEM (2020) NEW FARMHOUSE GARAGE DOOR(2020) alongside an array of other thoughtful upgrades made over the years.
Public Records
Jun 1, 1974
Sold
$36,400
$22/sq ft
Public Records
Jun 1, 1971
Sold
$30,900
$19/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$7,458 (+3.0%)
$270,000 + $165,330
$435,330
2024
$7,238 (+302.7%)
$270,000 + $165,330
$435,330
2023
$1,797 (+5.4%)
$270,000 + $157,498
$427,498
2022
$1,705 (+2.8%)
2021
$1,659 (+5.4%)
2020
$1,573 (−1.9%)
2019
$1,604 (+1.1%)
2018
$1,587 (+2.4%)
2017
$1,549 (+1.9%)
2016
$1,520 (−1.5%)
2015
$1,543 (−2.5%)
2014
$1,583 (+2.1%)
2013
$1,550 (+1.3%)
2012
$1,531
Around this home
Schools
Places
Transit
4/10
Brookshire Elementary School
Public, PreK-5 • Assigned • 0.2mi
7/10
Glenridge Middle School
Public, 6-8 • Assigned • 1.5mi
7/10
Winter Park High School
Public, 9-12 • Assigned • 0.6mi
Provided by GreatSchools
About Winter Park
Pines
Winter Park Pines, located between Semoran Boulevard (SR 436) and Howell Branch Road, is a residential and suburban Winter Park neighborhood with mid-century ranch streetscapes and a canopy of mature oaks. The neighborhood’s character concentrates around the Howell Branch Road and Semoran Boulevard crossroads, where everyday errands cluster beside steady traffic and pocket plazas. Single-story homes, screened lanais, and generous lots set a low-slung architectural rhythm, with sidewalks and cul-de-sacs shaping a calm, lived-in feel. Cady Way Trail adds a linear green corridor for walking and cycling. Ward Park and the Winter Park Library bring courts, lawns, and civic programming into the weekly routine. Nearby, Winter Park Village supplies a modern retail-and-dining hub without shifting the neighborhood’s quiet tone.
Provided by Walk Score and Local Logic
Public facts and zoning for 527 Cornwall Rd
Beds
4
Baths
2
Sq. Ft.
1,620
Stories
1
Lot Size
8,248 Sq. Ft.
Style
Single Family Residential
Year Built
1965
Year Renovated
1970
County
Orange County
APN
302209942706170
Home facts updated by county records on Aug 17, 2026.
Additional resources
Zoning
Working on getting current and accurate zoning information for this home.Learn more
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
9/10 Heat Factor
7 days above 107° expected this year, 22 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
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Estimated sale price
$564,000 – $682,000
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In-unit amenities
These amenities may not be available for every unit