- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes
$349,500
Monthly Est:$1,740
2 Beds
- 1 Bath
1 full bath
709sqft
500 N Pennsylvania Ave #G, Winter Park, FL 32789
$349,500
$1,740/moEst:
Get Pre-Approved
Condominium
Built in 1981
$410/mo HOA
3,902 sqft lot
$493/sq.ft
Description
Virtually Staged. LOCATION, LOCATION, LOCATION in Winter Park!!! **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!**
- Houzeo last checked: 6 minutes ago
- Listing updated: November 3, 2026 at 5:13 pm
- Listing Provided by: Jen Gotlewski (352) 988-9210 | OLYMPUS EXECUTIVE REALTY INC (407) 469-0090
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: G5117377

This condo is in:
Property Details
Status
Active
Type
Condominium
No. of Stories
2
County
City
Neighborhood
--
Year Built
1981
HOA Fees
$410/mo
Finished Area
709 sqft
Lot Size
3,902 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
G5117377
MLS Status
Active
Days on Market
61
Cumulative Days on Market
24

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
HOA Management
Empire Management
HOA Fees
$410/ Monthly
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Maintenance
Insurance
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 2
Bathroom: 1
Kitchen
Level: First
Living Room
Level: First
Dining Room
Level: First
Primary Bedroom
Level: First
Bedroom 2
Level: First
Interior
Cooling
Central Air
Window Features
Shutters
Exterior Features
Lighting, Sidewalk
Interior Features
Ceiling Fans(s), Crown Molding, Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan, Solid Wood Cabinets, Stone Counters, Thermostat
Sewer
Public Sewer
Heating
Central, Electric
Flooring
Laminate
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Construction
Year Built
Year Built: 1981
Home type
Condominium
Foundation Details
Slab
Construction Materials
Concrete, Stucco
Roof
Shingle
Architectural Style
Cottage
Utilities & Energy
Parking Features
Assigned, Guest
Security Features
Smoke Detector(s)
Water Source
Public
Laundry Features
Electric Dryer Hookup, Laundry Closet
Utilities
Bb/hs Internet Available, Cable Connected, Electricity Connected
Other Features
Community Features
Sidewalks
Patio And Porch Features
Front Porch
Vegetation
Mature Landscaping
Subdivision Name
Village Condos
Price History
| Date | Event | Price |
|---|---|---|
10/31/2026 Source: | Listed for Sale | $349,500 +15095.65% $493/sqft |
09/30/2026 Source: | Listing Removed | $2,300 -99.34% $3/sqft |
09/26/2026 Source: | Contingent (Active Under Contract) | $349,500 +15095.65% $493/sqft |
09/25/2026 Source: | Price Increased | $2,300 +17.95% $3/sqft |
10/01/2024 Source: | Listing Removed | $1,950 -99.33% $3/sqft |
Show more
Nearby Homes
Find Homes by Property Features in Winter Park, FL
Based on information from Stellar MLS® through Nov 04, 2026, 04:15AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
Advertising Broker: Fred McGill | Simple Showing, Inc














