Charming and well-maintained duplex for rent in Winter Park’s highly sought-after “College Quarter.” This 2-bedroom, 1-bath home features a spacious laundry room with washer and dryer included, and is filled with natural light thanks to energy-efficient double-pane windows. Located on a beautiful tree-lined brick street surrounded by luxury townhomes and lakefront estates, the property is just a short 5 to 10-minute walk from the scenic shores of Lake Virginia and the Rollins College campus. Winter Park’s iconic Park Avenue, with its boutique shopping, dining, and cultural attractions, is also within easy reach. Outside, enjoy your own private paver patio, perfect for relaxing in the peaceful evening air.
There’s generous off-street parking available, with two dedicated spots in the front and additional private parking in the rear for residents and
guests. This is a rare opportunity to live in one of Winter Park’s most charming and walkable neighborhoods—don’t miss it.
There’s generous off-street parking available, with two dedicated spots in the front and additional private parking in the rear for residents and
guests. This is a rare opportunity to live in one of Winter Park’s most charming and walkable neighborhoods—don’t miss it.
Property Details
Price:
$1,800
MLS #:
O6440372
Status:
Active
Beds:
2
Baths:
1
Type:
Rental
Subtype:
1/2 Duplex
Subdivision:
CHEROKEE PARK
Neighborhood:
32789winterpark
Listed Date:
Sep 9, 2026
Finished Sq Ft:
737
Total Sq Ft:
737
Lot Size:
7,065 sqft / 0.16 acres (approx)
Year Built:
1966
See this Listing
Schools
Elementary School:
Audubon Park K8
Middle School:
Audubon Park K-8
High School:
Winter Park High
Interior
Appliances
Convection Oven, Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
1 Full Bathroom
Cooling
Central Air
Heating
Central
Interior Features
Ceiling Fan(s), Thermostat, Window Treatments
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Financial
Map
Community
- Address1107 S PENNSYLVANIA AVENUE WINTER PARK FL
- SubdivisionCHEROKEE PARK
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
- ALABAMA CONDO
- ALBERT LEE RIDGE
- ALBERT LEE RIDGE 1ST ADD
- ALBERT LEE RIDGE ADD 02
- ALBERT LEE RIDGE FIRST ADD
- ALEXANDER PLACE
- ALOMA
- ALOMA PARK
- ALOMA TRAILS
- ARROWHEAD COVE
- ART SYSTEMS CENTER
- AUTUMN GLEN PH 3
- BANKS COLONIAL ESTATES
- BROOKSHIRE HEIGHTS
- BROOKSHIRE HEIGHTS 1ST ADD
- BROOKSHIRE HEIGHTS 2ND ADD
- CANTON AVE COTTAGES 1
- CAPENS ADD
- CASA ALOMA
- CASA JARDIN CONDO
- CEDAR RIDGE
- CEDARWOOD VILLAGE
- CEDARWOOD VILLAGE 1
- CHARMONT
- CHATEAUX DU LAC
- CLOISTER GROVE SUB
- COLLEGE PLACE REP
- COLONIES
- COMSTOCK PARK
- CONWILL ESTATES
- CORONATION ADD
- COUNTRY LANE
- DUBSDREAD HEIGHTS
- EASTBROOK SUB
- EASTBROOK SUB UNIT 05
- EASTBROOK SUB UNIT 06
- EASTBROOK SUB UNIT 06 2ND REP
- EASTBROOK SUB UNIT 07
- EASTBROOK SUB UNIT 11
- EASTBROOK SUB UNIT 13
- EASTBROOK SUB UNIT 15
- 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
- FAIRBANKS SHORES 5TH ADD
- FAIRSHORES PLACE
- FAIRVIEW HEIGHTS REP
- FLAMINGO SHORES
- FONTAINEBLEAU
- FOREST HILLS
- FOUR SEASONS CONDO
- FREMAR
- GARDEN ACRES
- GARDEN GROVE
- GARDEN LAKE ESTATES UNIT 1
- GARDEN LAKE ESTATES UNIT 3
- GEORGETOWN ESTATES
- GLENCOE
- GLENCOE SUB
- GLENCOE SUBDIVISION
- GLENMOOR
- GOLFSIDE SEC 2
- GOLFSIDE VILLAS CONDO
- GOLFVIEW
- GRAND PINES
- GRAYSON SQUARE
- GREEN TERRACE V/140 LOT 3 BLK B
- GREENVIEW AT WINTER PINES
- H VANWIES SUB
- HAMILTON PLACE
- HARBOUR RIDGE
- HENKEL ADD
- HIDDEN OAKS CONDO PH 01
- HIDDEN OAKS CONDO PH 03
- 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
- HILLS
- HORTON AARON
- HOWELL BRANCH WOODS
- HOWELL ESTATES 1ST ADD
- HYDE PARK
- J KRONENBERGER SUB
- JUSTAMERE CAMP REP
- KAROLINA ON KILLARNEY
- KAWILLA CREST
- 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
- KINGS COVE
- KNOWLES MANOR NORTH CONDO
- LAKE ANN ESTATES UNIT 2
- 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 MONTE SUB
- LAKE SYLVAN SHORES
- LAKE VIRGINIA
- LAKE WAUNATTA WODS
- LAKE WAUNATTA WOODS
- LAKESIDE ESTATES
- LAKESIDE MANOR APTS CONDO
- LAKESIDE MANOR CONDOMINIUM ASSOCIATION, INC.
- LAKEVIEW TERRACE
- LANCELOT/WINTER PARK
- LANDINGS AT HAWKS CREST
- LANDMARK WINTER PARK CONDO
- LAUREL SPGS
- LAWNDALE
- LAWNDALE ANNEX
- LAZY OAKS CONDO
- LORDS SUB
- LOST CREEK
- LOT 4 LESS N 80 FT OF E 102.66 FT BLK B SLOVAK V
- LUGANO TERRACE
- MACK PETER REV
- MAGNOLIA GARDENS SUB
- MAITLAND SHORES 1ST ADD
- MAITLAND SHORES FIRST ADD
- MEAD GARDEN
- MEADOWS AT HAWKS CREST
- METZINGERS ADD
- MONDRIAN/WINTER PARK TWNHMS
- MORSE & PENNSYLVANIA TWNHMS
- MORSELAND SUB
- NEW ENGLAND BLDG
- NORTH GOLDENROD COMMERCE PARK
- NORTHWOOD TERRACE
- OAKCREST-516
- OLYMPIA HEIGHTS ANNEX
- ORANGE GROVE SUB
- ORANGE TERRACE
- ORANGEWOOD PARK
- ORWIN MANOR WESTMINSTER SEC
- OSCEOLA HEIGHTS
- OSCEOLA OR LAKEVIEW DEED
- OSCEOLA PLACE
- OSCEOLA SHORES SEC 02
- OSCEOLA SHORES SEC 03
- PARK GROVE
- PARK HILL
- PARK MANOR FIRST ADD
- PARK NORTH
- PARK POINTE REP
- PARK WEST CONDO
- PARKLANDO
- PARKLANDO #3
- PARKLANDO 03
- PARKVIEW VILLAGE
- PARKVIEW VILLAGE CONDO
- PENNSYLVANIA PLACE REP
- PERLE DU LAC
- PERVIS SURVEY FOR R E
- PHILLIPS CIRCLE REP
- PINES
- PRESERVE AT HAWKS CREST
- QUARTERS AT WINTER PARK CONDO
- RIDGE HIGH 1ST ADD
- ROBERT DHU MACDONALD PARK
- SEVILLE PARK
- SHORES LAKE KILLARNEY
- SHORES LAKE KILLARNEY SEC 02
- SICILIAN SHORES
- SLOVAK VILLAGE
- SOUTH INTERLACHEN PLACE
- SOUTH LAKEMONT SHORES
- STANSBURY ESTATES
- STRATFORD A WINTER PARK CONDO
- STRATFORD WINTER PARK
- SUBURBAN HOMES
- SUBURBAN HOMES FIRST ADD
- SUBURBAN HOMES SEC 2
- SWOOPE PARK
- SYLVAN HEIGHTS
- SYLVAN LAKE SHORES
- SYLVAN PARK
- TALMAN MEWS PH 2
- TANGERINE COURT
- TANGLEWOOD SEC 3 REP
- TANTUM ADD
- TEMPLE ESTATES
- TEMPLE TERRACE
- TEMPLE TERRACE ANNEX
- TEMPLE TRAIL VILLAGE
- TERRAZO DEL SOL
- THE ENCLAVE WINTER PARK
- TIMBERLANE SHORES
- TOWN OF WINTER PARK
- TRINITY BAY
- TRINITY BAY PH 2
- TROTTERS REP
- TUSCANY TERRACE
- TWIN ACRES
- UNIVERSITY GARDEN
- UNRECORDED PLAT
- URBAN GREEN 12
- VIA LAGO/HANGING MOSS CONDO
- VIA LAGO/HANGING MOSS PH 09
- VIA LAGO/HANGING MOSS PH 3
- VILASA TWNHMS
- VILLA VIEW PARK
- VILLAGE GREEN
- VILLAGE WINTERSET INC
- VILLAS OF ARAGON CONDO
- VILLAS OF CASSELBERRY PH 3
- VILLAS OF CASSELBERRY PH 4
- VIRGINIA HEIGHTS
- 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 OF WINTER PARK
- WATERFALL COVE/WINTER PARK
- WHISPERING WATERS/PHILLIPS CIRCLE REP
- WHISPERWOOD CONDO
- WHISPERWOOD CONDO 02
- WINDSONG ELIZABETHS WALK 43/81
- WINDSONG-PRESERVE POINT
- WINDWARD SQUARE
- WINDWARD SQUARE SEC 1
- WINDWARD SQUARE SEC 2
- WINDWARD SQUARE SEC 3
- WINFLOR COURT PT REP
- WINTER PARK
- WINTER PARK COMM
- WINTER PARK ESTATES
- WINTER PARK GARDENS CONDO
- WINTER PARK OASIS
- WINTER PARK PINES
- WINTER PARK PINES CONDO
- WINTER PARK PINES MERRIE OAKS
- WINTER PARK PINES PATIO HOMES
- WINTER PARK PINES REP
- WINTER PARK RESIDENTIAL
- WINTER PARK REV
- WINTER PARK VILLAGE
- WINTER PARK VILLAS
- WINTER PARK VILLAS CONDO
- WINTER PARK WOODS CONDO
- WINTER WOODS UNIT 01
- WINTER WOODS UNIT 04
- WOODCREST UNIT 03
- WOODCREST UNIT 5
- WOODCREST UNIT 6
- WOODMERE TERRACE REP
- WRENWOOD CONDO
- WRENWOOD HEIGHTS
- WRENWOOD HEIGHTS UNIT 2
- WRENWOOD UNIT 3 2ND ADD
- WRENWOOD UNIT 3 3RD ADD
Market Summary
Current real estate data for Rental in WINTER PARK as of Sep 10, 2026
102
Rental Listed
46
Avg DOM
2
Avg $ / SqFt
$2,809
Avg List Price
Property Summary
- Located in the CHEROKEE PARK subdivision, 1107 S PENNSYLVANIA AVENUE WINTER PARK FL is a Rental for sale in WINTER PARK, FL, 32789. It is listed for $1,800 To schedule a showing of MLS#o6440372 at 1107 S PENNSYLVANIA AVENUE in WINTER PARK, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of NOVA REAL ESTATE SERVICES INC. 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 CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti 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. 1107 S PENNSYLVANIA AVENUE
WINTER PARK, FL