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5+ Days Ago

Location

500 N Pennsylvania Ave #F, Winter Park, FL 32789, USA

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The Tiffany at Maitland West

Our team has verified this company

9301 Summit Centre Way

2 Beds

$1,995–$2,345

featured image of 3935 Sutton Place Blvd

Alvista Winter Park

Our team has verified this company

3935 Sutton Place Blvd

2 Beds

$1,433–$2,763

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Westmount at Winter Park

Our team has verified this company

1701 Lee Rd

2 Beds

$1,505–$1,846

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Stonecastle

Our team has verified this company

2015 New Stonecastle Ter

2 Beds

$1,668–$2,466

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The Preserve at Spring Lake

Our team has verified this company

895 Wymore Rd

2 Beds

$1,426–$1,976

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The Adeline

Our team has verified this company

304 Lake Ave

2 Beds

$2,166–$4,041

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Camden Orange Court

Our team has verified this company

Lake Eola Heights • 668 N Orange Avenue

2 Beds

$2,049

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Camden Thornton Park

Our team has verified this company

South Eola • 420 E Church St

2 Beds

$2,239–$2,289

Rent trends in Winter Park

2-bedroom apartments at 500 N Pennsylvania Ave #F cost about 19% more than the average rent price for 2-bedroom apartments in Winter Park.

Median rents as of Mar 28 2026.
Winter Park
A table of 2-bedroom apartment rental data trends in Winter Park
MonthMedian Rent
April 2024$1,750
May 2024$1,765
June 2024$1,821
July 2024$1,834
August 2024$1,794
September 2024$1,802
October 2024$1,792
November 2024$1,751
December 2024$1,732
January 2025$1,772
February 2025$1,757
March 2025$1,708
April 2025$1,691
May 2025$1,673
June 2025$1,686
July 2025$1,769
August 2025$1,762
September 2025$1,711
October 2025$1,700
November 2025$1,661
December 2025$1,677
January 2026$1,700
February 2026$1,691
March 2026$1,647

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 500 N Pennsylvania Ave, Winter Park, FL.
2 years ago$1,950

Schools near 500 N Pennsylvania Ave #F

Lakemont Elementary School

901 n lakemont ave

winter park, FL, 32792

PK, K-5Public
B+

Audubon Park School

1500 falcon dr

orlando, FL, 32803

PK, K-8Public
A-

OCVS Virtual Instruction Program

1600 silver star rd

orlando, FL, 32804

K-12Public

OCVS Virtual Franchise

1600 silver star rd

orlando, FL, 32804

K-12Public
A-

Orange County Virtual School

1600 silver star rd

orlando, FL, 32804

K-12Public
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Internet available near 500 N Pennsylvania Ave #F

Getting around Winter Park near 500 N Pennsylvania Ave #F

Walking

7/10
Grab your reusable bags–many shops and stores are within walking distance.

Driving

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

5/10
More spots are within biking distance and some roads are cyclist-friendly.

Transit

5/10
Frequent public transit options are within walking distance.

Points of interest for 500 N Pennsylvania Ave #F, Winter Park

Groceries

8/10
At least one grocery store within a few minutes' walk

Shopping

7/10
Variety of shops within walking distance

Cafes

5/10
Some cafés within walking distance

Restaurants

6/10
Variety of restaurants within walking distance

Primary schools

8/10
At least one elementary school within a 20-minute walk

High schools

3/10
No high schools within a 30-minute walk

Parks

5/10
Moderate amount of park space nearby

Nightlife

4/10
Few or no bars within walking distance

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