Welcome to this beautifully updated four-bedroom, two-bathroom pool home offering 1,813 square feet of thoughtfully designed living space in one of Winter Park’s most desirable locations. Perfectly positioned on a spacious lot backing up to the scenic Cady Way Trail, this residence seamlessly blends modern updates, timeless charm, and exceptional outdoor living. Inside, the versatile floor plan includes a dedicated den, office, or playroom, ideal for today’s flexible lifestyle needs. Engineered hardwood flooring flows throughout the home and is complemented by recessed lighting, crown molding, plantation shutters, ceiling fans, and elegant French doors that add warmth and character to every space. A spacious laundry/utility room offers additional storage and convenience, complete with a washer and dryer replaced in 2024. The beautifully remodeled kitchen, updated in 2020, serves as the heart of the home and showcases white shaker-style cabinetry, sleek black granite countertops, matte grey stainless steel appliances, a striking herringbone tile backsplash, and a charming exposed wood beam feature that adds architectural interest. A breakfast bar with seating for three creates the perfect gathering space for casual dining and entertaining, while the spacious dining room easily accommodates sit-down meals and larger gatherings. The private primary suite offers a relaxing retreat featuring a shiplap accent wall, ceiling fan, and an updated ensuite bathroom remodeled in 2020 with a single vanity and beautifully tiled shower with a glass partition. The secondary bedrooms are generously sized and share an updated hall bathroom featuring a tiled tub and shower combination along with a contemporary single vanity. Step outside into your own backyard oasis where a screened, heated, salt-generated pool installed in 2022 creates the ultimate setting for year-round enjoyment. The fully fenced backyard, updated in 2022, offers privacy and plenty of room for pets, play, and entertaining while overlooking the picturesque Cady Way Trail. A private gate provides direct access to the trail, allowing for convenient access to Brookshire Elementary and nearby community amenities. Additional exterior highlights include a spacious two-car carport, whole-house generator hookup, and two included storage sheds providing excellent functionality and additional storage space. This exceptional location places you just minutes from some of Central Florida’s most sought-after amenities including the Winter Park Pines Golf Course, the Cady Way Trail, and the popular Cady Way recreational amenities featuring a community pool, playground, beach volleyball courts, tennis courts, and pickleball courts. Conveniently located near University of Central Florida, Rollins College, and Full Sail University, this home also offers quick access to AdventHealth Winter Park and the Crosby Wellness Center, both less than five minutes away, while Orlando International Airport is approximately 25 minutes from home. Zoned for top-rated Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this property offers an incredible opportunity to enjoy the very best of Winter Park living. ROOF - 2014 HVAC - 2023 ELECTRICAL - 2021(new panel)
Single-familyProperty Type
1965Year Built
8,241 sq ftLot Size
$370Price/Sq.Ft.
2 spacesParking
Listed by Amy Turner• KELLER WILLIAMS WINTER PARK
Contact: 407-545-6430
Bought with David Dell'Olio• ENGEL & VOLKERS NEW SMYRNA
Est. $2,218 per month, based on comparable rentals
Sale and tax history for 505 Cornwall Rd
Sale History
Tax History
Date
Event
Price
Stellar MLS as Distributed by MLS Grid #O6408759
Jul 22, 2026
Sold
$670,000
$370/sq ft
Jun 9, 2026
Pending
—
May 21, 2026
Listed
$675,000
$372/sq ft
Stellar MLS as Distributed by MLS Grid #O5955623
Aug 6, 2021
Sold
$450,000
$248/sq ft
Jul 8, 2021
Pending
—
Jul 8, 2021
Listed
$450,000
$248/sq ft
Welcome to the Winter Park Pines, with tree-lined streets and the mailman that delivers to your door! Feast your eyes on this beautiful 4 bedroom/2 bathroom updated home in the Winter Park Pines!! This home is conveniently backed up to the gorgeous Cady Way Trail, open your gate and take a bike ride, jog or stroll! Other nearby favorite spots to enjoy: Winter Pines Golf Club, Center for Health and Well-being, WP Florida Hospital, less than 10 minute drive to Park Ave shops and dining. This home is Zoned for all A RATED schools: Brookshire Elem, Glenridge Middle and Winter Park High. You will immediately feel welcomed when you walk into this home as you will notice beautiful CUSTOM UPDATES including CROWN MOLDING, PLANTATION SHUTTERS, ALL NEW CEILING FANS AND NEW LIGHT FIXTURES THOUGH OUT! Upon entry you will instantly notice the SPACIOUS LIVING ROOM with eye catching NEW, engineered hardwood flooring, and beautiful natural light. Around the corner be prepared to FALL IN LOVE with a BRAND NEW KITCHEN (2020) with MATTE GREY STAINLESS steel appliances, stunning HERRINGBONE BACKSPLASH, black GRANITE countertops, white solid wood cabinets and breakfast bar while looking out to the OVERSIZED dining area (previously 2nd living room). Off of the kitchen/dining room is an additional FLEX SPACE, currently being used as a den/library with FRENCH DOORS, however in years past was a dedicated formal dining room or could perfect HOME OFFICE. Down the hall you will find the master bedroom with UPDATED ensuite, 3 generously sized bedrooms and UPDATED hall bath. The master bedroom can easliy accommodate a king bedroom set and features a custom shiplap wall and master en suite with a Shower, NEW VANITY, NEW TOLIET, NEW TILE, NEW MIRROR and NEW PAINT. The hall bathroom also features a NEW VANITY, NEW TOILET, NEW LIGHTING, TUB and NEW MIRROR. This home offers a large interior laundry room with additional storage space. As well as ENTIRE HOUSE GENERATOR HOOK UP, upgraded water shut off system and terrazzo though out underneath all flooring. Off of the flex space you can enter the large FENCED-IN BACKYARD with luscious mature landscaping and patio for entertaining, as well as Cady Way Trail VIEWS and PRIVATE ACCESS. Don't miss the opportunity to make this house you're forever home! Roof: 2014, AC: 2018
Public Records
May 25, 2018
Sold
$330,000
$182/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$7,194 (+4.3%)
2024
$6,899 (+7.4%)
2023
$6,425 (+11.5%)
2022
$5,763 (+33.2%)
$200,000 + $191,667
$391,667
2021
$4,326 (+5.0%)
$200,000 + $191,667
$391,667
2020
$4,119 (−2.8%)
2019
$4,240 (+156.2%)
$165,000 + $119,352
$284,352
2018
$1,655 (+2.4%)
$165,000 + $119,352
$284,352
2017
$1,617 (+1.9%)
2016
$1,587 (−1.5%)
2015
$1,611 (−2.5%)
2014
$1,652 (+2.1%)
2013
$1,618 (+0.7%)
2012
$1,606
Public record
Public record
Zoning
Beds
4
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
8,241 Sq. Ft.
Year renovated
1975
Sq. Ft.
1,813
Year built
1965
Style
Single Family Residential
County
Orange County
APN
302209942706140
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 17, 2026.
R-1A
Single-Family Dwelling Districts
The areas included within R-1-A single-family dwelling districts are intended to be single-family residential areas with large lots and low population densities. Certain structures and uses required to serve educational, religious, utilities and noncommercial recreational needs of such areas are permitted within the districts as special exceptions.
Association Amenities: Golf Course, Park, Pickleball Court(s), Playground, Pool, Tennis Court(s), Trail(s)
School Information
Elementary School: Brookshire Elem
Middle Or Junior High School: Glenridge Middle
High School: Winter Park High
Location Information
Directions: From Aloma turn left onto Ranger Blvd, then right onto Cady Way Trail. Make a left on St. Dunstan Way, turn right onto Bower Road, Bower turns into Cornwall. The home will be on your right.
Community Information
Community Features: Park, Playground, Pool, Sidewalks, Tennis Court(s)
Pets Allowed: Cats OK, Dogs OK, Yes
Public facts
Beds: 4
Baths: 2.0
Sq. Ft.: 1,813
Stories: 1.0
Lot Size: 8,241 square feet
Style: Single Family Residential
Year Built: 1965
Year Renovated: 1975
County: Orange County
APN: 302209942706140
Home facts updated by county records on Aug 17, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-545-6430
Previous Status: Pending
Backups Requested YN: 1
Listing Date Information
Days to Contract: 18
Status Contractual Search Date: 2026-07-22
Listing Price Information
Calculated List Price By Calculated Sq Ft: 372.31
Green Information
Green Verification Count: 0
Direction Faces: East
Home Information
Living Area: 1813
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 168.43
Building Area Total: 2283
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Stories Total: 1
Levels: One
Around this home
Schools
Brookshire Elementary School
Public PreK-5 • Assigned • 0.1mi
4/10
Glenridge Middle School
Public 6-8 • Assigned • 1.5mi
7/10
Winter Park High School
Public 9-12 • Assigned • 0.6mi
7/10
Provided by GreatSchools
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
Historical weather
Winter Park, FL • 32792
Average low and high temperatures (°F)
68
48
74
54
80
60
84
64
90
72
91
75
92
76
91
76
89
75
83
68
78
60
74
55
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
97/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 11% for direct sun exposure in Winter Park. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.6 hrs
7.6 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$651,000 – $787,000
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