$349,500
500 Pennsylvania Avenue
Winter Park, FL 32789
Listing updated: September 3, 2026 at 8:00 PM ET
Listing courtesy of Olympus Executive Realty Inc · Jen Gotlewski · MLS #G5117377 · Active · 407-469-0090Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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!**
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 3, 2026
- Listed$349,500Sep 3, 2026
- Price increased$349,500
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 0
- Subdivision
- Village Condos
- County
- Orange
- Year built
- 1981
- Living area
- 709 sq ft
- Price/sq ft
- $493
- Lot size
- 3,902 sq ft
- Flood zone
- X (12095C0255F)
- Annual taxes
- $4,046 (2025)
- Parcel #
- 06-22-30-8895-00-070
- Zoning
- R-3
- MLS #
- G5117377
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
Interior Details
- Bedrooms
- 2
- Full bathrooms
- 1
- Flooring
- Laminate
- Appliances
- Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Crown Molding, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Stone Counters, Thermostat
- Laundry
- Electric Dryer Hookup, Laundry Closet
- Stories / Levels
- One
- Direction faces
- West
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Parking features
- Assigned, Guest
HOA & Financial
- HOA fee
- $410 / Monthly
- Monthly HOA
- $410/mo
- Total monthly fees
- $410/mo
- Total annual fees
- $4,920
- HOA name
- Empire Management
- CDD
- No
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Condominium
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyers need to confirm pet restrictions haven't changed with the Condominium Owner's Association.
Exterior & Construction
- Exterior features
- Lighting, Sidewalk
- Construction materials
- Concrete, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | |
| Living Room | First | |
| Dining Room | First | |
| Primary Bedroom | First | |
| Bedroom 2 | First |
Listing Details
- Listing date
- 2026-08-28
- On market date
- 2026-09-03
- Original list price
- $349,500
- Occupant type
- Tenant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-03
- Tax legal description
- VILLAGE CONDOMINIUM 8382/3580 UNIT G
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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
More homes like this
$302,000
585 Hewett Dr
Orlando, FL 32807
2 bd · 1 ba · 1,496 sqft
Hewett Heights
MLS ID #O6425605, OPENDOOR BROKERAGE LLC.
Listing provided by Stellar MLS
$409,000
1209 S Crystal Lake Dr
Orlando, FL 32806
3 bd · 2 ba · 1,617 sqft
Dover Shores
MLS ID #O6427657, OLDE TOWN BROKERS INC.
Listing provided by Stellar MLS
$459,000
753 Floral Dr
Orlando, FL 32803
2 bd · 1 ba · 1,241 sqft
Colonial Gardens Rep
MLS ID #O6434379, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$374,999
1015 Mack Ave
Orlando, FL 32805
3 bd · 2 ba · 1,764 sqft
Pansy Add
MLS ID #O6428057, DALTON WADE INC.
Listing provided by Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX 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.
Based on information submitted to the MLS GRID as of September 3, 2026 at 8:00 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA