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Condo for sale at 500 N Pennsylvania Ave #G, Winter Park, FL 32789 | MLS# G5117377 | Listing updated on 2026-11-03
Photo 1 of Condo for sale at 500 N Pennsylvania Ave #G, Winter Park, FL 32789 | MLS# G5117377 | Listing updated on 2026-11-03
Photo 2 of Condo for sale at 500 N Pennsylvania Ave #G, Winter Park, FL 32789 | MLS# G5117377 | Listing updated on 2026-11-03
Photo 3 of Condo for sale at 500 N Pennsylvania Ave #G, Winter Park, FL 32789 | MLS# G5117377 | Listing updated on 2026-11-03
Photo 4 of Condo for sale at 500 N Pennsylvania Ave #G, Winter Park, FL 32789 | MLS# G5117377 | Listing updated on 2026-11-03
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$349,500

Monthly Est:$1,740

  • Beds Icon2 Beds
  • Beds Icon
    1 Bath
  • Beds Icon709sqft

500 N Pennsylvania Ave #G, Winter Park, FL 32789

$1,740/moEst:

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  • 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 Stellar MLS-FL as distributed by MLS GRID

This condo is in:

Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    2

  • County

    Orange County

  • City

    Winter Park

  • 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

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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 Maintenance

Insurance 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

DateEventPrice

10/31/2026

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRG5117377

Listed for Sale

$349,500 +15095.65%

$493/sqft

09/30/2026

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO6444812

Listing Removed

$2,300 -99.34%

$3/sqft

09/26/2026

Source: mls_logoStellar MLS-FL #MFRG5117377

Contingent (Active Under Contract)

$349,500 +15095.65%

$493/sqft

09/25/2026

Source: mls_logoStellar MLS-FL #MFRO6444812

Price Increased

$2,300 +17.95%

$3/sqft

10/01/2024

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO6236345

Listing Removed

$1,950 -99.33%

$3/sqft

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Nearby Homes

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

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