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  1. Home
  2. /Winter Park, FL
  3. /500 N Pennsylvania Ave
  4. /G - 500 N PENNSYLVANIA AVENUE
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$349,500est. $1,767 MortgageInfo icon
Date Listed : Sep 3, 2026 Days on HelloCondo: 59

G- 500 N PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

500 N Pennsylvania Ave

BEDS

beds

2

BATHS

baths

1

PARKING

parking

-

SQFT

sqft
709

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!**

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!**
listing image
listing image 2
listing image 3
G - 500 N Pennsylvania Ave
$349,500
est. $1,767.26 MortgageInfo icon
Date Listed : Sep 3, 2026
Days on HelloCondo: 59

G - 500 N Pennsylvania Ave

500 N PENNSYLVANIA AVENUE #G, WINTER PARK, FL 32789

BEDS

2

BATHS

1

PARKING

-

SQFT

709

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!**

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!**

500 N Pennsylvania Ave Market Stats Last 12 months

LOCKER
Contact Us for Info

POSSESSION
Close Of Esc
HOA FEESinfo
$410 /Monthly

OUTDOOR SPACE
Lighting, Si
TAXES
$4,045.91 (2025)

BUILDING AGE
45 Years
BASEMENT FEATURE
Contact Us for Info

PRICE PER SQFTinfo
$493

Market Stats

HOA FEESinfo
$410 /Monthly

OUTDOOR SPACE
Lighting, Si
TAXES
$4,045.91 (2025)

BUILDING AGE
45 Years
BASEMENT FEATURE
Contact Us for Info

PRICE PER SQFTinfo
$493

Amenities

Parking
Parking
-
Locker
Locker
Concierge
Concierge
-
Elevator(s)
Elevator(s)
-
Central AC
Central AC
Check Icon
Pool
Pool
-
Fitness Center
Fitness Center
-
Visitors Parking
Visitors Parking
-

Amenities

Unit
Building

Policies

Pet Allowed
Check
Pet Allowed Info icon
Check Icon
BBQ Permitted
BBQ Permitted
Sublet Allowed
Sublet Allowed
Short-term Rental Allowed
Short-term Rental Allowed

Unit Price History

DateMLSStatusPrice
Aug 2024MLS#: O6205182Closed$290,000
Aug 2019MLS#: O5779954Closed$225,000

Unit Price History

$290,000

Closed

Aug 2024MLS#: O6205182

$225,000

Closed

Aug 2019MLS#: O5779954

Monthly Payment Calculator

$2,672 / Monthly

All calculations are estimates and provided by HelloCondo.com
for informational purposes only. Actual amounts may vary.

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$2,672
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Listing Price
Down Payment
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Listing Price
Down Payment
Interest Rate
Terms

Monthly Payment Calculator

$2,672
Est.
Listing Price
Down Payment
Interest Rate
Terms
Listing Price
Down Payment
Interest Rate
Terms
$2,672 / Monthly

All calculations are estimates and provided by HelloCondo.com for informational purposes only. Actual amounts may vary.

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Monthly Mortgage: $1,767
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The Neighborhood: 500 N Pennsylvania Ave, WINTER PARK, FL

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  1. Home
  2. /Winter Park, FL
  3. /500 N Pennsylvania Ave
  4. /G - 500 N PENNSYLVANIA AVENUE
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