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)
Property Details
Price:
$675,000
MLS #:
O6408759
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINTER PARK PINES
Neighborhood:
32792winterparkaloma
Listed Date:
May 21, 2026
Finished Sq Ft:
1,813
Total Sq Ft:
2,283
Lot Size:
8,241 sqft / 0.19 acres (approx)
Year Built:
1965
See this Listing
Schools
Elementary School:
Brookshire Elem
Middle School:
Glenridge Middle
High School:
Winter Park High
Interior
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Engineered Hardwood
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Primary Bedroom Main Floor, Skylight(s), Thermostat
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Architectural Style
Ranch
Association Amenities
Golf Course, Park, Pickleball Court(s), Playground, Pool, Tennis Court(s), Trail(s)
Community Features
Park, Playground, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block, Concrete
Covered Spaces
2
Direction Faces
East
Exterior Features
French Doors, Rain Gutters, Sidewalk
Fencing
Fenced
Lot Features
Sidewalk, Unincorporated
Open Parking YN
1
Parking Features
Driveway, On Street
Patio And Porch Features
Front Porch, Rear Porch, Screened
Roof
Shingle
View
Trees/Woods
Window Features
Blinds, Shutters
Financial
Tax Year
2025
Taxes
$7,194
Map
Community
- Address505 CORNWALL ROAD WINTER PARK FL
- SubdivisionWINTER PARK PINES
- CityWINTER PARK
- CountyOrange
- Zip Code32792
Subdivisions in WINTER PARK
- 147 INTERLACHEN PLACE
- ALBERT LEE RIDGE 1ST ADD
- ALBERT LEE RIDGE FIRST ADD
- ALOMA
- ALOMA PARK
- ALOMA TRAILS
- AMBERWOOD UNIT 1
- ARAGON CONDO
- ART SYSTEMS CENTER
- AUTUMN GLEN PH 2
- BANKS COLONIAL ESTATES
- BEAR GULLY FOREST
- BLDG 6 UNIT 189 THE STRATFORD A WINTER PARK CONDOM
- BRIDGEWATER
- BROOKSHIRE HEIGHTS
- BROOKSHIRE HEIGHTS 1ST ADD
- BROOKSHIRE HEIGHTS 2ND ADD
- BROOKSHIRE HEIGHTS 4TH ADD
- CAMPO BELLO
- CAPENS ADD
- CAROLYN ESTATES
- CARVER TOWN
- CASA ALOMA
- CEDARWOOD VILLAGE 1
- CHARMONT
- CHATEAUX DU LAC
- CINNAMON SHORES
- CLOISTER GROVE SUB
- CLOISTERS CONDO
- COLLEGE PLACE REP
- COLONIES
- COMSTOCK PARK
- CONWILL ESTATES
- CORONADO TWNHMS
- CORONATION ADD
- CORTLAND PARK
- COUNTRY LANE
- DIXIE TERRACE
- DUBSDREAD HEIGHTS
- EASTBROOK
- EASTBROOK SUB
- EASTBROOK SUB UNIT 03
- EASTBROOK SUB UNIT 05
- EASTBROOK SUB UNIT 06
- EASTBROOK SUB UNIT 07
- EASTBROOK SUB UNIT 11
- EASTBROOK SUB UNIT 13
- EASTBROOK SUB UNIT 14
- EASTBROOK SUB UNIT 15
- EASTBROOK SUB UNIT 8
- EASTGATE SUB
- ELLNO WILLO
- ENCLAVE AT ALOMA
- ENCLAVE AT HAWKS CREST
- FAIRBANKS PARK
- FAIRBANKS SHORES 4TH ADD
- FAIRBANKS SHORES 5TH ADD
- FERNBROOK TRAILS
- FERNBROOK TRAILS PH 3
- FONTAINEBLEAU
- FOREST HILLS
- FOUR SEASONS CONDO
- FREMAR
- GARDEN ACRES REP 02 BLK E
- GARDEN LAKE ESTATES UNIT 2
- GARDEN LAKE ESTATES UNIT 3
- GEORGEANN ESTATES
- GEORGETOWN ESTATES
- GLENCOE
- GLENCOE SUB
- GLENMOOR
- GOLDENROD VILLAS CONDO
- GOLFSIDE SEC 03
- GOLFSIDE SEC 3
- GOLFSIDE VILLAS CONDO
- GOLFVIEW
- GOLFVIEW HEIGHTS
- GRAND PINES
- GRAYSON SQUARE
- GREEN OAKS REP
- GREEN OAKS REP 02
- GREEN OAKS REP 03
- GREEN TERRACE
- GREEN TERRACE V/140 LOT 3 BLK B
- GREENVIEW AT WINTER PINES
- H VANWIES SUB
- HAMILTON PLACE
- HAWKS CREST
- HIDDEN OAKS CONDO PH 01
- HIDDEN OAKS CONDO PH 02
- HIDDEN OAKS CONDO PH 03
- HIDDEN OAKS CONDO PH 04
- HIDDEN OAKS CONDO PH 08
- HIDDEN OAKS CONDO PH 09
- HIDDEN OAKS CONDO PH 10
- HIDDEN OAKS CONDO PH 11
- HIDDEN OAKS CONDO PH 12
- HIDDEN OAKS CONDO PH 7
- HIDDEN OAKS CONDOMINIUM ASSOCIATION, INC
- HORTON AARON
- HOWELL BRANCH WOODS
- HOWELL ESTATES 1ST ADD
- HOWELL ESTATES REP
- HOWELL HEIGHTS
- HYDE PARK
- J KRONENBERGER SUB
- JUSTAMERE CAMP REP
- KAROLINA ON KILLARNEY
- KAWILLA CREST
- KENILWORTH ESTATES 1ST ADD
- KENILWORTH SHORES SEC 01
- KENILWORTH SHORES SEC 02
- KENILWORTH SHORES SEC 04
- KENILWORTH SHORES SEC 05
- KENILWORTH SHORES SEC 06
- KENILWORTH SHORES SEC 07
- KILLARNEY BAY CONDO
- KILLARNEY CIRCLE
- KILLARNEY ESTATES
- KINGS COVE
- LA CASAS DE INDIANA
- LAKE BELL TERRACE
- LAKE FLORENCE PRESERVE
- LAKE FOREST PARK
- LAKE KILLARNEY CONDO
- LAKE KILLARNEY SHORES
- LAKE KNOWLES TERRACE
- LAKE KNOWLES TERRACE ADD 02
- LAKE MONTE SUB
- LAKE VIRGINIA
- LAKE VIRGINIA PT REP
- LAKE WAUNATTA VILLAGE
- LAKE WAUNATTA WOODS
- LAKEMONT ESTATES
- LAKEMONT HEIGHTS
- LAKESIDE ESTATES
- LAKESIDE MANOR APTS CONDO
- LAKESIDE MANOR CONDOMINIUM ASSOCIATION, INC.
- LAKEVIEW TERRACE
- LANCELOT/WINTER PARK
- LANDINGS AT HAWKS CREST
- LAS CASAS DE INDIANA
- LAUREL SPGS
- LAWNDALE
- LAWNDALE ANNEX
- LAZY OAKS CONDO
- LORDS SUB
- LOST CREEK
- LUGANO TERRACE
- LYMAN AVE VILLAS 1
- MAITLAND SHORES
- MAITLAND SHORES FIRST ADD
- MEAD GARDEN
- MEADOWS AT HAWKS CREST
- METZINGERS ADD
- MONDRIAN/WINDER PARK TWNHMS
- MORSELAND SUB
- NEW ENGLAND BLDG
- NORTH GOLDENROD COMMERCE PARK
- NORTHWOOD TERRACE
- OAKCREST-516
- ORANGE TERRACE
- ORWIN MANOR STRATFORD SEC
- ORWIN MANOR WESTMINSTER SEC
- OSCEOLA PLACE
- OSCEOLA SHORES SEC 03
- OSCEOLA SHORES SEC 1
- PARK AIRE CONDO
- PARK GROVE
- PARK GROVE W/125 LOT 10 BLK D
- PARK HILL
- PARK MANOR
- PARK NORTH
- PARKLANDO
- PARKLANDO #3
- PARKLANDO 03
- PARKVIEW VILLAGE
- PARKVIEW VILLAGE CONDO BLVD 2918
- PENNSYLVANIA STATION 01 CONDO
- PERVIS SURVEY FOR R E
- PHILLIPS CIRCLE REP
- PINES
- PINEWOOD SUB
- PRESERVE AT HAWKS CREST
- QUAIL HOLLOW
- QUAIL RUN
- QUARTERS AT WINTER PARK CONDO
- REPLAT OF LTS 1 2 & 3 BROOKSIDE SUB
- ROBERT DHU MACDONALD PARK
- SANCTUARY AT ALOMA
- SANDLEWOOD CREEK CONDO PH 10
- SEVILLA
- SEVILLE PARK
- SHORES LAKE KILLARNEY SEC 02
- SICILIAN SHORES
- SICILIAN SHORES REP 02
- SLOVAK VILLAGE
- SORENSEN HEIGHTS
- SOUTH LAKEMONT SHORES
- STRATFORD A WINTER PARK CONDO
- STRATFORD WINTER PARK
- SUBURBAN HOMES
- SUBURBAN HOMES SEC 2
- SWOOPE PARK
- SYLVAN HEIGHTS
- SYLVAN HGTS
- SYLVAN LAKE SHORES
- SYLVAN PARK
- TANGLEWOOD SEC 4
- TEMPLE ESTATES
- TEMPLE TERRACE
- TEMPLE TERRACE ANNEX
- TERAZZO DEL SOL CONDO ASSN INC
- TERRAZO DEL SOL
- THE ENCLAVE WINTER PARK
- TIMBERLANE
- TIMBERLANE SHORES
- TOWNHOMES/HARPER PLACE
- TROTTERS REP
- TUSCANIA
- TUSCANY PLACE FIRST ADD
- TUSCANY TERRACE
- TWIN ACRES
- VALENCIA TERRACE
- VIA LAGO/HANGING MOSS PH 09
- VILLA VIEW PARK
- VILLAGE GREEN
- VILLAGE WINTERSET INC
- VILLAGE/WHISPERWOOD
- VILLAS OF CASSELBERRY PH 2
- VILLAS OF CASSELBERRY PH 3
- VILLAS OF CASSELBERRY PH 4
- VIRGINIA HEIGHTS
- VIRGINIA HEIGHTS REP
- VISTAS AT LAKE HOWELL
- WATERFALL COVE
- WATERFALL COVE AT WINTER PARK
- WATERFALL COVE AT WINTER PARK CONDO
- WATERFALL COVE WINTER PARK
- WATERFALL COVE/WINTER PARK
- WHISPERING WATERS/PHILLIPS CIRCLE REP
- WHISPERWOOD CONDO
- WHISPERWOOD CONDO 02
- WINDSONG ELIZABETHS WALK
- WINDSONG ELIZABETHS WALK 43/81
- WINDSONG LAKESIDE SEC 02 43/71
- WINDSONG-KNOWLES PLACE
- WINDSONG-PRESERVE POINT
- WINDWARD SQUARE SEC 1
- WINDWARD SQUARE SEC 3
- WINFLOR COURT PT REP
- WINTER GREEN
- WINTER PARK
- WINTER PARK ESTATES
- WINTER PARK ESTATES SEC 2
- WINTER PARK MANOR
- WINTER PARK OAKS
- WINTER PARK PINES
- WINTER PARK PINES MERRIE OAKS
- WINTER PARK PINES PATIO HOMES
- WINTER PARK PINES REP
- WINTER PARK PINES UNIT 17
- WINTER PARK PINES UT 5
- WINTER PARK RESIDENTIAL
- WINTER PARK REV
- WINTER PARK VILLAGE
- WINTER PARK VILLAS
- WINTER PARK VILLAS CONDO
- WINTER PARK WOODS CONDO
- WINTER WOODS UNIT 01
- WRENWOOD CONDO
- WRENWOOD HEIGHTS
- WRENWOOD HEIGHTS UNIT 2
- WRENWOOD UNIT 3 3RD ADD
- WRENWOOD UNIT 3 4TH ADD
Market Summary
Current real estate data for Single Family in WINTER PARK as of May 23, 2026
303
Single Family Listed
85
Avg DOM
473
Avg $ / SqFt
$1,386,142
Avg List Price
Property Summary
- Located in the WINTER PARK PINES subdivision, 505 CORNWALL ROAD WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32792. It is listed for $675,000 and features 4 beds, 2 baths, and has approximately 1,813 square feet of living space, and was originally constructed in 1965. The current price per square foot is $372. The average price per square foot for Single Family listings in WINTER PARK is $473. The average listing price for Single Family in WINTER PARK is $1,386,142. To schedule a showing of MLS#o6408759 at 505 CORNWALL ROAD in WINTER PARK, FL, contact your LPT Realty agent at 813.694.8061.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS WINTER PARK. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than LPT Realty include the name of the listing broker. Neither the listing company nor LPT Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 505 CORNWALL ROAD
WINTER PARK, FL
