
865 S Pennsylvania Ave, Winter Park, FL 32789
What This House Offers
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
Unit
- $2,650 / month
- 2 Beds
- 1 Bath
- 1000 sq. ft.
- Available Now
Home Features
- Fireplace
865 S Pennsylvania Ave is a single-family home for rent in Winter Park, FL
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
Dogs
- Dogs Allowed
Cats
- Cats Allowed
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.
Home Details
Home Design
- Built in 1925
- Single Family Detached Home
Interior Spaces
- Living Room with Fireplace
- Ceiling Fan
- 1000 Sq Ft Home
- 1-Story Property
Kitchen
- Built-In Oven
- Freezer
- Cooktop
- Microwave
- Dishwasher
- Disposal
- Recirculated Exhaust Fan
Flooring
- Wood Flooring
Bedrooms and Bathrooms
- 1 Full Bathroom
- 2 Bedrooms | 1 Bathroom
- 2 Bedrooms
Laundry
- Dryer
- Laundry in Kitchen
- Washer
Outdoor Features
- Enclosed Patio or Porch
Lot Details
- 7350 Sq Ft Lot
- Fenced
- Dirt Road
Utilities
- Central Heating and Cooling System
- Heating System Uses Natural Gas
- Water Filtration System
- Electric Water Heater
Listing and Financial Details
- Security Deposit $2,650
- Property Available on 2026-02-01
- 12-Month Minimum Lease Term
- $50 Application Fee
- Assessor Parcel Number 05-22-30-9400-99-050
- The owner pays for management, taxes, trash collection
- No Minimum Lease Term
- Residential Lease
Community Details
Overview
- No Home Owners Association
- Winter Park Subdivision
- Total HOA Annual Fees
- Total HOA Monthly Fees
Pet Policy
- Dogs and Cats Allowed
- Pet Deposit $500
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Winter Park, FL 32789

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.
Area Scores
Walk Score ®
Very Walkable86 / 100
Transit Score ®
Some Transit37 / 100
Bike Score ®
Very Bikeable76 / 100

Travel and Transit



Local Education
Primary and Secondary Schools
Killarney Elementary
Grades PK-5
Public
Fern Creek Elementary School
Grades PK-5
Public
Monarch Learning Academy
Grades PK-4
Private
Glenridge Middle
Grades 6-8
Public
Winter Park High
Grades 9-12
Public
United Faith Private School
Grades K-12
Private
Data provided by GreatSchools.org 2024 © 2024. All rights reserved.
Colleges and Universities
School
Commute Time (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 (1.9 mi)
Full Sail University
Drive: 12 min (4.9 mi)
Discover Winter Park, Winter Park, FL
Shopping Centers
Shoppers will appreciate 865 S Pennsylvania Ave proximity to Winter Park Plaza, Corner Commons at Winter Park, and Orange Avenue Retail Strip. Winter Park Plaza is 0.5 miles away, and Corner Commons at Winter Park is within a 10 minute walk.
Commuting
With a TransitScore of 37, 865 S Pennsylvania Ave has some transit, including 5 transit stops within 4 miles. Transit options include Winter Park Amtrak Station and Winter Park.
Parks and Recreation
Recreational activities near 865 S Pennsylvania Ave are plentiful. Discover 5 parks within 2.8 miles, including Blue Jacket Park, Orlando Loch Haven Park, and Orlando Science Center.
Airports
Living in Winter Park provides easy access to Orlando International, located just 26 minutes from 865 S Pennsylvania Ave. Another nearby airport is Orlando Sanford International, located 17.6 miles away.
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