PRICE JUST REDUCED!! Nestled on a tranquil, tree-lined street in the vibrant heart of Winter Park, this reimagined 1960s mid-century modern pool residence beautifully harmonizes timeless architectural soul with stylized contemporary updates.
Bathed in glorious natural sunlight, the open-concept interior unfolds beneath soaring vaulted ceilings, where durable wood-look flooring flows seamlessly across expansive living and dining spaces. At the center of it all lies a true chef’s haven—an exquisitely updated kitchen equipped with solid wood cabinetry, rich granite countertops, a sprawling prep island, sleek stainless steel appliances, and a bold over-range hood.
Thoughtfully arranged along a private bedroom wing, the four spacious bedrooms blend exceptional comfort with versatile living spaces. The fourth bedroom is framed by views of the sun-drenched pool deck—an inspiring backdrop for a home office, creative sanctuary, or private gym. The primary retreat serves as a peaceful haven, complete with an elegant ensuite bath showcasing custom tile work and a glowing vanity mirror.
Step through the doors into your own fully fenced tropical oasis, where quintessential Florida living takes center stage. Spend your afternoons lounging beside the sparkling swimming pool, entertaining guests from the custom Tiki bar, or relaxing with a cool drink under the shade of the gazebo surrounded by fresh, plush, mature landscaping and fresh sod.
Modern convenience and major infrastructure upgrades ensure total peace of mind, featuring updated plumbing, electrical, and windows, along with a brand-new 2026 HVAC heat pump system (complete with a 10-year warranty) and a 2026 water heater. Complete with a two-car carport, dual storage rooms, indoor laundry, and a well-water irrigation system, every practical detail has been addressed.
All of this is situated within top-tier school zones (Brookshire, Glenridge, and Winter Park High), just moments from the boutique shopping and dining on Park Avenue, Rollins College, Baldwin Park, Cady Way Trail, medical hubs, and the energy of downtown Orlando. Don’t miss out on one of the lowest priced homes in Winter Park School district!!
Bathed in glorious natural sunlight, the open-concept interior unfolds beneath soaring vaulted ceilings, where durable wood-look flooring flows seamlessly across expansive living and dining spaces. At the center of it all lies a true chef’s haven—an exquisitely updated kitchen equipped with solid wood cabinetry, rich granite countertops, a sprawling prep island, sleek stainless steel appliances, and a bold over-range hood.
Thoughtfully arranged along a private bedroom wing, the four spacious bedrooms blend exceptional comfort with versatile living spaces. The fourth bedroom is framed by views of the sun-drenched pool deck—an inspiring backdrop for a home office, creative sanctuary, or private gym. The primary retreat serves as a peaceful haven, complete with an elegant ensuite bath showcasing custom tile work and a glowing vanity mirror.
Step through the doors into your own fully fenced tropical oasis, where quintessential Florida living takes center stage. Spend your afternoons lounging beside the sparkling swimming pool, entertaining guests from the custom Tiki bar, or relaxing with a cool drink under the shade of the gazebo surrounded by fresh, plush, mature landscaping and fresh sod.
Modern convenience and major infrastructure upgrades ensure total peace of mind, featuring updated plumbing, electrical, and windows, along with a brand-new 2026 HVAC heat pump system (complete with a 10-year warranty) and a 2026 water heater. Complete with a two-car carport, dual storage rooms, indoor laundry, and a well-water irrigation system, every practical detail has been addressed.
All of this is situated within top-tier school zones (Brookshire, Glenridge, and Winter Park High), just moments from the boutique shopping and dining on Park Avenue, Rollins College, Baldwin Park, Cady Way Trail, medical hubs, and the energy of downtown Orlando. Don’t miss out on one of the lowest priced homes in Winter Park School district!!
Property Details
Price:
$637,500
MLS #:
O6442348
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
KENILWORTH ESTATES 1ST ADD
Neighborhood:
32792winterparkaloma
Listed Date:
Sep 17, 2026
Finished Sq Ft:
1,688
Total Sq Ft:
2,303
Lot Size:
10,667 sqft / 0.24 acres (approx)
Year Built:
1960
See this Listing
Schools
Elementary School:
Brookshire Elem
Middle School:
Glenridge Middle
High School:
Winter Park High
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Engineered Hardwood
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Window Treatments
Laundry Features
In Kitchen, Inside
Levels
One
Exterior
Architectural Style
Bungalow
Construction Materials
Block
Covered Spaces
2
Direction Faces
South
Exterior Features
Fire Pit, Garden, Irrigation System, Outdoor Grill, Private Mailbox, Private Yard, Storage
Fencing
Fenced, Wood
Lot Features
Level, Street Dead-End
Open Parking YN
1
Other Structures
Gazebo
Parking Features
Driveway
Roof
Membrane
Spa Features
In Ground
View
Pool
Window Features
Blinds
Financial
Tax Year
2025
Taxes
$4,090
Map
Community
- Address2215 WOODCREST DRIVE WINTER PARK FL
- SubdivisionKENILWORTH ESTATES 1ST ADD
- CityWINTER PARK
- CountyOrange
- Zip Code32792
Subdivisions in WINTER PARK
- 4572 PALMETTO CONDO
- ACREAGE
- ACREAGE & UNREC
- ALABAMA CONDO
- ALBERT LEE RIDGE
- ALBERT LEE RIDGE 1ST ADD
- ALBERT LEE RIDGE ADD 02
- ALBERT LEE RIDGE ANNEX
- ALBERT LEE RIDGE FIRST ADD
- ALOMA
- ALOMA TRAILS
- ARAGON CONDO
- ARROWHEAD COVE
- ARROWHEAD COVE UNIT 01
- ART SYSTEMS CENTER
- ATTILIO G PANACCIONES SUB
- AUTUMN GLEN PH 1
- AUTUMN GLEN PH 3
- BEAR GULLY BAY
- BEAR GULLY FOREST
- BEL AIRE PINES
- BRIDGEWATER
- BROOKSHIRE HEIGHTS
- BROOKSHIRE HEIGHTS 1ST ADD
- BROOKSHIRE HEIGHTS 2ND ADD
- BROOKSHIRE HEIGHTS 4TH ADD
- CANTON AVE COTTAGES 1
- CAPENS ADD
- CASA ALOMA
- CASA JARDIN CONDO
- CEDAR RIDGE
- CEDARWOOD VILLAGE
- CEDARWOOD VILLAGE 1
- CHARMONT
- CHATEAUX DU LAC
- CHEROKEE PARK
- CLOISTER GROVE SUB
- CLOISTERS CONDO
- COLONIES
- COMSTOCK PARK
- CONWILL ESTATES
- COUNTRY LANE
- CRANES CREEK
- CRANES CRK
- CROSSROADS BUS CNTR CONDP
- DETMAR TERRACE WINTER PARK
- DIXIE TERRACE
- DUBSDREAD HEIGHTS
- EASTBROOK SUB
- EASTBROOK SUB UNIT 05
- EASTBROOK SUB UNIT 06
- EASTBROOK SUB UNIT 06 2ND REP
- EASTBROOK SUB UNIT 13
- EASTBROOK SUB UNIT 14
- EASTBROOK SUB UNIT 16
- EASTBROOK SUB UNIT 8
- EASTBROOK SUBD UNIT NO 05
- EASTGATE SUB
- EDGEWOOD SUB
- ELIZABETH HEIGHTS SUB
- ELLNO WILLO
- ENCLAVE AT ALOMA
- ENCLAVE AT HAWKS CREST
- FAIRBANKS PARK
- FAIRVIEW HEIGHTS REP
- FERNBROOK TRAILS
- FLAMINGO SHORES
- FLORA PARK FIRST ADD
- FONTAINEBLEAU
- FOREST HILLS
- FOUR SEASONS CONDO
- GALLOWAY PLACE REP
- GARDEN LAKE ESTATES UNIT 1
- GARDEN LAKE ESTATES UNIT 2
- GARDEN LAKE ESTATES UNIT 3
- GEORGETOWN ESTATES
- GLENCOE SUB
- GOLDENROD SHORES
- GOLFSIDE SEC 02
- GOLFSIDE SEC 03
- GOLFSIDE VILLAS CONDO
- GOLFVIEW
- GOLFVIEW TERRACE
- GRAND PINES
- GRAYSON SQUARE
- GREEN OAKS REP
- GREEN OAKS REP 02
- GREENS/PK
- H VANWIES SUB
- HARPER PLACE
- HENKELS ADD/WINTER PARK
- HIDDEN OAKS CONDO PH 01
- HIDDEN OAKS CONDO PH 02
- HIDDEN OAKS CONDO PH 03
- HIDDEN OAKS CONDO PH 06
- HIDDEN OAKS CONDO PH 09
- HIDDEN OAKS CONDO PH 10
- HIDDEN OAKS CONDO PH 12
- HORTON AARON
- HOWELL BRANCH WOODS
- HOWELL ESTATES REP
- J KRONENBERGER SUB
- JENKINS SECOND ADD
- JUSTAMERE CAMP REP
- KAROLINA ON KILLARNEY
- KENILWORTH ESTATES
- KENILWORTH ESTATES 1ST ADD
- KENILWORTH SHORES SEC 01
- KENILWORTH SHORES SEC 03
- KENILWORTH SHORES SEC 04
- KENILWORTH SHORES SEC 05
- KENILWORTH SHORES SEC 06
- KENILWORTH SHORES SEC 07
- KILLARNEY BAY CONDO
- KILLARNEY CIRCLE
- KILLARNEY ESTATES
- KILLARNEY POINT
- LAKE ANN ESTATES UNIT 3
- LAKE BELL TERRACE
- LAKE FLORENCE PRESERVE
- LAKE FOREST PARK
- LAKE KILLARNEY CONDO
- LAKE KILLARNEY CONDOMINIUM ASSN INC.
- LAKE KILLARNEY SHORES
- LAKE KNOWLES TERRACE
- LAKE KNOWLES TERRACE 2ND ADD
- LAKE KNOWLES TERRACE ADD 02
- LAKE MAITLAND
- LAKE SPIER XING
- LAKE SYLVAN SHORES
- LAKE VIRGINA SHORES
- LAKE VIRGINIA CONDO
- LAKE WAUNATTA WODS
- LAKE WAUNATTA WOODS
- LAKESIDE ESTATES
- LAKESIDE MANOR APTS CONDO
- LAKEVIEW TERRACE
- LANCELOT/WINTER PARK
- LANCELOT/WINTER PARK BLDG B
- LANDINGS AT HAWKS CREST
- LAWNDALE
- LAWNDALE ANNEX
- LAZY OAKS CONDO
- LUGANO TERRACE
- MACK PETER REV
- MAGNOLIA GARDENS SUB
- MAITLAND SHORES 1ST ADD
- MAITLAND SHORES FIRST ADD
- MC INTYRE PLACE CONDO
- MCINTYRE PLACE CONDOMINIUM ASSOCIATION INC.
- MEAD GARDEN
- MEAD GARDEN CONDOMINIUM
- MEADOWS AT HAWKS CREST
- METZINGERS ADD
- MORSE & PENNSYLVANIA TWNHMS
- MORSELAND SUB
- NEW ENGLAND BLDG
- NORTHWOOD TERRACE
- OAKCREST-516
- OLYMPIA HEIGHTS ANNEX
- ORANGE GROVE SUB
- ORANGE TERRACE
- ORANGEWOOD PARK
- ORWIN MANOR WESTMINSTER
- ORWIN MANOR WESTMINSTER SEC
- OSCEOLA OR LAKEVIEW DEED
- OSCEOLA SHORES SEC 02
- OSCEOLA SHORES SEC 03
- PALMER AVE LAKESIDE PROP
- PALMER PARK
- PARK AIRE CONDO
- PARK GROVE
- PARK MANOR FIRST ADD
- PARK POINTE REP
- PARK SHORE
- PARK WEST CONDO
- PARKLANDO
- PARKLANDO 03
- PARKVIEW VILLAGE
- PARKVIEW VILLAGE CONDO BLVD 2918
- PARKVIEW VILLAGE CONDOMINIUM
- PARKVIEW VLG CONDO
- PERLE DU LAC
- PHILLIPS CIRCLE REP
- PRESERVE AT HAWKS CREST
- QUARTERS AT WINTER PARK CONDO
- RIDGE HIGH 1ST ADD
- RIDGE HIGH SUB
- SANCTUARY AT ALOMA
- SANDALWOOD CREEK CONDO PH 01
- SANDLEWOOD CREEK CONDO
- SANDLEWOOD CREEK PHASE 2
- SEVILLA
- SEVILLE PARK
- SHARON PLACE
- SHERBROOKE
- SHORES LAKE KILLARNEY
- SHORES LAKE KILLARNEY SEC 02
- SLOVAK VILLAGE
- SOUTH INTERLACHEN PLACE
- SOUTH LAKEMONT SHORES
- STRATFORD A WINTER PARK CONDO
- STRATFORD A WINTER PARK CONDOMINIUM
- SUBURBAN HOMES
- SWOOPE PARK
- SYLVAN HEIGHTS
- SYLVAN LAKE SHORES
- TANTUM ADD
- TAX EQUITIES INC REP
- TEMPLE TERRACE
- TEMPLE TERRACE ANNEX
- TEMPLE TRAIL VILLAGE
- THE ENCLAVE WINTER PARK
- TIMBERLANE
- TIMBERLANE SHORES
- TOWN OF WINTER PARK
- TOWNHOMES/HARPER PLACE
- TRINITY BAY
- TRINITY BAY PH 2
- TUSCANIA
- TUSCANY TERRACE
- URBAN GREEN 12
- VERSAILLES WINTER PARK CONDO
- VIA LAGO/HANGING MOSS CONDO
- VIA LAGO/HANGING MOSS PH 09
- VILASA TWNHMS
- VILLA VIEW PARK
- VILLAGE AT WHISPERWOOD
- VILLAGE CONDOS
- VILLAGE GREEN
- VILLAS OF ARAGON CONDO
- VILLAS OF CASSELBERRY PH 1
- VILLAS OF CASSELBERRY PH 4
- VIRGINIA HEIGHTS CONDO
- VIRGINIA HEIGHTS REP
- VIRGINIA HGTS REP
- VISTAS AT LAKE HOWELL
- WATERBRIDGE
- WATERFALL COVE
- WATERFALL COVE AT WINTER PARK
- WATERFALL COVE AT WINTER PARK CONDOMINIUM D107
- WATERFALL COVE WINTER PARK
- WATERFALL COVE/WINTER PARK
- WATERS EDGE AT HAWKS CREST
- WHISPERWOOD CONDO
- WHISPERWOOD CONDO 04
- WINDWARD SQUARE SEC 1
- WINDWARD SQUARE SEC 2
- WINDWARD SQUARE SEC 3
- WINFLOR COURT PT REP
- WINTER GREEN
- WINTER PARK
- WINTER PARK COMM
- WINTER PARK ESTATES
- WINTER PARK ESTATES SEC 5
- WINTER PARK FOREST
- WINTER PARK GARDENS CONDO
- WINTER PARK OAKS
- WINTER PARK OASIS
- WINTER PARK PINES
- WINTER PARK PINES MERRIE OAKS
- WINTER PARK PINES REP
- WINTER PARK PINES UNIT 5
- WINTER PARK POINTE 01
- WINTER PARK POINTE 02 PH 01
- WINTER PARK RESIDENTIAL
- WINTER PARK VILLAGE
- WINTER PARK VILLAS
- WINTER PARK VILLAS CONDO
- WINTER PARK WOODS CONDO
- WINTER WOODS UNIT 01
- WINTER WOODS UNIT 03
- WINTER WOODS UNIT 04
- WOODCREST UNIT 04
- WOODCREST UNIT 5
- WRENWOOD CONDO
- WRENWOOD UNIT 3 3RD ADD
- WRENWOOD UNIT 3 4TH ADD
Market Summary
Current real estate data for Single Family in WINTER PARK as of Nov 07, 2026
282
Single Family Listed
86
Avg DOM
488
Avg $ / SqFt
$1,439,610
Avg List Price
Property Summary
- Located in the KENILWORTH ESTATES 1ST ADD subdivision, 2215 WOODCREST DRIVE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32792. It is listed for $637,500 and features 4 beds, 2 baths, and has approximately 1,688 square feet of living space, and was originally constructed in 1960. The current price per square foot is $378. The average price per square foot for Single Family listings in WINTER PARK is $488. The average listing price for Single Family in WINTER PARK is $1,439,610. To schedule a showing of MLS#o6442348 at 2215 WOODCREST DRIVE in WINTER PARK, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.
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 WINDERMERE INTERNATIONAL REALTY include the name of the listing broker. Neither the listing company nor WINDERMERE INTERNATIONAL 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. 2215 WOODCREST DRIVE
WINTER PARK, FL
