• Primary Photo - 865 S Pennsylvania Ave
  • Primary Photo - 865 S Pennsylvania Ave
$2,650 / Month

865 S Pennsylvania Ave

,

Winter Park, FL 32789

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Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
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609-367-2392

  • Bedrooms

    2

  • Bathrooms

    1

  • Square Feet

    1,000 sq ft

  • Available

    Available Now

Highlights

  • Pets Allowed
  • Fireplace
865 S Pennsylvania Ave
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About This Home

$2,650 deposit, Available Now

Historic 2-bedroom home walking distance to Park Avenue and Rollins College. This well-maintained rental features a living room fireplace,fresh interior paint,and new cordless blinds throughout. The kitchen includes stainless steel appliances and a gas stove. Enjoy a screened front porch,fully fenced yard,and ample rear parking. Prime Winter Park location with classic charm and modern updates. MLS# O6375024

865 S Pennsylvania Ave is a house located in Orange County and the 32789 ZIP Code. This area is served by the Orange County Public Schools attendance zone.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.

  • One-Time Basics
    • Due at Application
      • Application Fee Per Applicant
        Charged per applicant.
        $50
    • Due at Move-In
      • Security Deposit - Refundable
        Charged per unit.
        $2,650

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

House Features

  • Fireplace

Contact

  • Listed by Catherine Mitchell | SANDRONI HOLDINGS REAL ESTATE LLC
  • Phone Number
  • Contact
  • Source
    Stellar MLS
Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
Location Get Directions
City - Winter Park

Nestled in Central Florida, Winter Park combines historic charm with cultural amenities. Tree-lined brick streets wind through the city, where live oaks draped with Spanish moss create a natural canopy over the downtown area. Park Avenue serves as the city center, offering boutiques, cafes, and art galleries, while Rollins College enhances the community's educational landscape. The city's chain of lakes, connected by scenic canals, provides opportunities for water activities, and Mead Botanical Garden spans 47.6 acres of natural beauty. Current rental trends show moderate stability, with one-bedroom apartments averaging $1,482 per month and two-bedroom units at $1,766, reflecting slight increases of 0.7% and 0.6% respectively over the past year.

The rental market in Winter Park features properties ranging from lakefront apartments to garden-style communities near Park Avenue.

Learn more about living in Winter Park 
Amenities
  • Fireplace
Education
Colleges & Universities Distance
Colleges & Universities Distance
Rollins College
Walk: 12 min 0.7 mi
Valencia College, Winter Park
Walk: 14 min 0.8 mi
Florida Hospital College
Drive: 5 min 1.8 mi
Full Sail University
Drive: 11 min 4.5 mi
865 S Pennsylvania Ave is within 12 minutes or 0.7 mile from Rollins College. It is also near Valencia College, Winter Park and Florida Hospital College.
Schools
Killarney Elementary
Public Elementary School
Grades PK-5
330 Students
Nearby
Fern Creek Elementary School
Public Elementary School
Grades PK-5
264 Students
Nearby
Glenridge Middle
Public Middle School
Grades 6-8
1,145 Students
Nearby
Winter Park High
Public High School
Grades 9-12
3,369 Students
Attendance Zone
United Faith Private School
Private Elementary, Middle & High School
Grades K-12
Nearby
Monarch Learning Academy
Private Elementary School
Grades PK-4
149 Students
Nearby
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation

865 S Pennsylvania Ave is near Orlando International, located 13.7 miles or 26 minutes away, and Orlando Sanford International, located 17.5 miles or 32 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Winter Park Amtrak Station
Walk: 12 min 0.7 mi
Winter Park
Walk: 13 min 0.7 mi
Adventhealth
Drive: 4 min 1.9 mi
Maitland
Drive: 8 min 3.7 mi
Lynx Central
Drive: 9 min 4.0 mi
Airports Distance
Airports Distance
Orlando International
 Drive: 26 min 13.7 mi
Orlando Sanford International
 Drive: 32 min 17.5 mi
Very Walkable
86
Walk Score®
Out of 100
If you enjoy walking, you’ll enjoy renting in this area! It’s a very walkable neighborhood.
Some Transit
37
Transit Score®
Out of 100
You'll likely want a car when living in this area since it has few transit options.
Very Bikeable
76
Bike Score®
Out of 100
This area is very Bikeable. You’ll find a variety of bike paths and lanes.
-
-
Soundscore™
Out of 100

Traffic:

-

Airport:

-

Businesses:

-

Score provided by

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Points of Interest

Time and distance from 865 S Pennsylvania Ave.

Shopping Centers Distance
Shopping Centers Distance
Winter Park Plaza
Walk: 7 min 0.4 mi
Corner Commons at Winter Park
Walk: 10 min 0.6 mi
Orange Avenue Retail Strip
Walk: 10 min 0.6 mi
865 S Pennsylvania Ave has 3 shopping centers within 0.6 mile, which is about a 10-minute walk. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Orlando Loch Haven Park
 Drive: 5 min 1.8 mi
Blue Jacket Park
 Drive: 4 min 1.8 mi
Orlando Science Center
 Drive: 4 min 2.0 mi
Leu Gardens
 Drive: 6 min 2.5 mi
Trotters Park
 Drive: 6 min 2.8 mi
865 S Pennsylvania Ave has 5 parks within 2.8 miles, including Blue Jacket Park, Orlando Loch Haven Park, and Orlando Science Center.
Hospitals Distance
Hospitals Distance
AdventHealth Orlando
Drive: 4 min 1.9 mi
Aspire Health Partners
Drive: 12 min 5.7 mi
Orlando Health
Drive: 13 min 5.9 mi
865 S Pennsylvania Ave has 3 hospitals within 5.9 miles, the nearest is AdventHealth Orlando which is 1.9 miles away and a 4 minute drive.
Military Bases Distance
Military Bases Distance
John F Kennedy Space Center
Drive: 91 min 65.5 mi
Patrick Space Force Base
Drive: 90 min 69.3 mi
865 S Pennsylvania Ave is 65.5 miles from John F Kennedy Space Center, and is convenient to other military bases, including Patrick Space Force Base.

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