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!**
- Built in 1981
- $492.95/sqft
- Lot size: 3,902 sqft
- 7 days on market
- Directions: West on Fairbanks Ave. coming from the direction of I-4, Turn left onto S. Pennsylvania Ave continue on the Avenue until you get to 500 N. Pennsylvania Ave Unit G on the 2nd floor
- County: Orange
- Geo subdivision: VILLAGE CONDOS
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Let's get in touch!
Let's get in touch!

Steven Koleno
Consumer-First Real Estate Architect
- Source: Stellar MLS
- MLS #: G5117377
Listing updated: September 4, 2026 at 10:50AM
Listing provided by: Jen Gotlewski, OLYMPUS EXECUTIVE REALTY INC
Last checked 6 days ago
Listing provided by: Jen Gotlewski, OLYMPUS EXECUTIVE REALTY INC
Last checked 6 days ago
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