Under contract-accepting backup offers. Virtually Staged. **Rare opportunity to own in the highly desired Downtown of Winter Park for under $350,000!** Enjoy the highly desired downtown Winter Park lifestyle with Park Avenue’s boutiques, restaurants, cafés, arts and culture, Rollins College, the Winter Park Train station, Casa Feliz, seasonal festivals and community events all just a short walk from your front door.
This charming 2-bedroom, 1-bath condo offers an inviting open-concept living and dining area, along with a kitchen featuring granite countertops and convenient counter seating. Condo is highlighted with beautiful plantation shutters. Located within a charming, intimate condominium community, it offers a wonderful combination of comfort, location and low-maintenance living, all within an area known for its highly regarded Winter Park-area schools.
Whether you’re searching for a primary residence, a second home, a great option for downsizing, or an investment property, this is your opportunity to own a piece of one of Central Florida’s most desirable cities.
Imagine strolling to dinner on Park Avenue, meeting friends for coffee, walking to Rollins College, enjoying the beauty and history of Casa Feliz, browsing the shops, attending an art festival or catching the train — all without worrying about finding a parking space. Simply walk out your front door and enjoy the incredible lifestyle that makes Winter Park such a special place to call home.
**Opportunities to own downtown Winter Park real estate at this price point are rare. Don’t miss your chance — schedule your private showing today before this one is sold. A location and lifestyle like this won’t last long!**
This charming 2-bedroom, 1-bath condo offers an inviting open-concept living and dining area, along with a kitchen featuring granite countertops and convenient counter seating. Condo is highlighted with beautiful plantation shutters. Located within a charming, intimate condominium community, it offers a wonderful combination of comfort, location and low-maintenance living, all within an area known for its highly regarded Winter Park-area schools.
Whether you’re searching for a primary residence, a second home, a great option for downsizing, or an investment property, this is your opportunity to own a piece of one of Central Florida’s most desirable cities.
Imagine strolling to dinner on Park Avenue, meeting friends for coffee, walking to Rollins College, enjoying the beauty and history of Casa Feliz, browsing the shops, attending an art festival or catching the train — all without worrying about finding a parking space. Simply walk out your front door and enjoy the incredible lifestyle that makes Winter Park such a special place to call home.
**Opportunities to own downtown Winter Park real estate at this price point are rare. Don’t miss your chance — schedule your private showing today before this one is sold. A location and lifestyle like this won’t last long!**
Property Details
Price:
$349,500
MLS #:
G5117377
Status:
Active Under Contract
Beds:
2
Baths:
1
Type:
Condo
Subtype:
Condominium
Subdivision:
VILLAGE CONDOS
Neighborhood:
32789winterpark
Listed Date:
Sep 3, 2026
Finished Sq Ft:
709
Total Sq Ft:
709
Lot Size:
3,902 sqft / 0.09 acres (approx)
Year Built:
1981
See this Listing
Schools
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
1 Full Bathroom
Cooling
Central Air
Flooring
Laminate
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Crown Molding, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Stone Counters, Thermostat
Laundry Features
Electric Dryer Hookup, Laundry Closet
Levels
One
Exterior
Architectural Style
Cottage
Community Features
Sidewalks
Construction Materials
Concrete, Stucco
Direction Faces
West
Exterior Features
Lighting, Sidewalk
Parking Features
Assigned, Guest
Patio And Porch Features
Front Porch
Roof
Shingle
Security Features
Smoke Detector(s)
Window Features
Shutters
Financial
HOA Fee
$410
HOA Fee Frequency
Monthly
HOA Includes
Insurance, Maintenance Structure, Maintenance Grounds
HOA Name
Empire Management
HOA Phone
407-770-1748
Tax Year
2025
Taxes
$4,046
Map
Community
- Address500 N PENNSYLVANIA AVENUE UNIT G WINTER PARK FL
- SubdivisionVILLAGE CONDOS
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
Market Summary
Current real estate data for Condo in WINTER PARK as of Oct 18, 2026
95
Condo Listed
113
Avg DOM
288
Avg $ / SqFt
$363,570
Avg List Price
Property Summary
- Located in the VILLAGE CONDOS subdivision, 500 N PENNSYLVANIA AVENUE UNIT G WINTER PARK FL is a Condo for sale in WINTER PARK, FL, 32789. It is listed for $349,500 and features 2 beds, 1 baths, and has approximately 709 square feet of living space, and was originally constructed in 1981. The current price per square foot is $493. The average price per square foot for Condo listings in WINTER PARK is $288. The average listing price for Condo in WINTER PARK is $363,570. To schedule a showing of MLS#g5117377 at 500 N PENNSYLVANIA AVENUE UNIT G in WINTER PARK, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of OLYMPUS EXECUTIVE REALTY 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. 500 N PENNSYLVANIA AVENUE UNIT G
WINTER PARK, FL