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:
Pending
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
Market Summary
Current real estate data for Rental in WINTER PARK as of Oct 19, 2026
104
Rental Listed
62
Avg DOM
2
Avg $ / SqFt
$2,887
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 InvestPro Properties, Inc. agent at 561-203-7022.
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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 InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. 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