Date
Details
Price
Change
Source
1/21/2026
Listed
$1,650
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$1,650 Just Listed
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Property Description
Quaint one bedroom unit walking distance to Park Avenue and Rollins College. This well-maintained space features a full kitchen, a new washer & dryer, fresh paint, and new cordless blinds throughout. Enjoy a private back porch, fully fenced yard, and ample rear parking. Prime Winter Park location with classic charm and modern updates.
Full Property Details
Full Property Details for 865 S Pennsylvania Ave
General
- Rent: $1,650
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6375765
- Updated: Today (1/21/2026)
- Added to Site: Today
Interior
- Number of Rooms: 1
- Interior Features: Ceiling Fan(s), Window Treatments
- Appliances: Built-In Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Ice Maker, Microwave, Refrigerator, Washer
- Furnishings: Unfurnished
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 1
Other Rooms
- Laundry: Inside
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: WINTER PARK
- Driving Directions: From Fairbanks Ave, turn right onto S Pennsylvania Ave, house is on the right, directly across from the Winter Park 9th Grade Center. Unit is located in the back of the house.
Community
- Community Name: 32789 - Winter Park
- Management Type: Full Time
- Mgmt. Company: Full Time
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Structural Information
- Stories/Levels: One
- Square Feet: 350
- Sq. Ft. Source: Owner
- Year Built: 1925
Lot Features
- Lot Size (Acres): 0.17
- Lot Size (Sq. Ft.): 7,350
- Lot Size: 7350
- Street/Road Desc.: Concrete, Dirt, Gravel
- Fencing (Description): Fenced
Financial Considerations
- Lease Price: $1,650
- Application Fee: $50
- Pet Deposit: $250
Disclosures and Reports
- APN: 052230940099050 2
- Property ID: 052230940099050 2
Listed by Lombardi Lemay Realty
Schools
Schools serving 865 S Pennsylvania Ave
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Audubon Park School 1500 Falcon Drive, Orlando, FL 32803 | PK-8 | 1.7 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 2.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 865 S Pennsylvania Ave
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- Single Family
- Active
- 1Bed
- 1Total Bath
- 640Sq. Ft.
Listed by Orlando Prop Mgmnt Rlty Llc
- Single Family
- Active
- 1Bed
- 1Total Bath
- 996Sq. Ft.
Listed by Dover International Co., Inc.
- Single Family
- Active
- Updated 1 day ago
- 1Bed
- 1Total Bath
- 700Sq. Ft.
Listed by Cani Property Management
- Single Family
- Active
- Updated 6 days ago
- 1Bed
- 1Total Bath
- 818Sq. Ft.
Listed by U R Home Realty Group Llc
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- Condo
- Active
- Updated 3 hours ago
- 1Bed
- 1Total Bath
- 863Sq. Ft.
Listed by Spectrum Property Group Llc
- Condo
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,053Sq. Ft.
Listed by La Rosa Realty Cw Properties L
- Condo
- Active
- Updated 15 hours ago
- 1Bed
- 1Total Bath
- 420Sq. Ft.
Listed by Mayolet Realty Llc
- Condo
- Active
- Updated 10 hours ago
- 2Beds
- 2Total Baths
- 893Sq. Ft.
Listed by Zaid Royale Realty Pllc
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- Condo
- Active
- Updated 5 days ago
- 1Bed
- 1Total Bath
- 896Sq. Ft.
Listed by Orlando Inland Realty Llc
- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 3Total Baths
- 2,676Sq. Ft.
Listed by Realsource Property Mangnt Llc
- Apartment
- Active
- Updated 4 days ago
- 1Bed
- 1Total Bath
- 702Sq. Ft.
Listed by The Apartment Brothers Llc
- Condo
- Active
- Updated 10 hours ago
- 2Beds
- 1Total Bath
- 828Sq. Ft.
Listed by Spaces & Styles Group
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- Single Family
- Closed
- 2Beds
- 1Total Bath
- 737Sq. Ft.
Listed by Nova Real Estate Services Inc
Sold by Nova Real Estate Services Inc
Sold by Nova Real Estate Services Inc
- Single Family
- Closed
- 1Bed
- 1Total Bath
- 705Sq. Ft.
Listed and Sold by Fannie Hillman & Associates
- Condo
- Closed
- 2Beds
- 1Total Bath
- 808Sq. Ft.
Listed and Sold by Florida One Real Estate Llc
- Condo
- Closed
- 2Beds
- 1Total Bath
- 808Sq. Ft.
Listed and Sold by Lpt Realty, Llc
865 S Pennsylvania Avenue, Winter Park, FL 32789 (MLS# O6375765) is a Single Family property with 1 bedroom and 1 full bathroom. 865 S Pennsylvania Avenue is currently listed for rent at $1,650 and was received on January 21, 2026. Want to learn more about 865 S Pennsylvania Avenue? Do you have questions about finding other real estate for sale or rent in Winter Park? You can browse all Winter Park rentals or contact a Coldwell Banker agent to request more information.