FRONT (SOUTH, W SWOOPE AVE) AND SIDE (WEST, N PENNSYLVANIA AVE) OF PARCEL. - 540 N PENNSYLVANIA AVE, WINTER PARK
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9 photos

$3,950,000

540 N PENNSYLVANIA AVE
WINTER PARK, FL 32789
Listed by Mary Heidrich · COLDWELL BANKER REALTY
Bedrooms
N/A
Bathrooms
N/A
Living area
N/A
Year built
N/A

About this home

MAJOR PRICE IMPROVEMENT—NOW OFFERED BELOW $4 MILLION! Rare Winter Park redevelopment opportunity on a nearly half-acre corner parcel just minutes from Park Avenue. Newly priced at $3,950,000, this R-3 (Medium-Density Residential) property offers outstanding redevelopment potential, including capacity for up to seven residential units. Ideally positioned between Park Avenue and Winter Park Village, the property offers convenient access to renowned dining and shopping, Rollins College, cultural attractions, AdventHealth Winter Park, and major transportation corridors. Three existing residences occupy the site and contribute no value to the offering. Properties of this size and zoning, so close to Park Avenue, are exceptionally rare. THIS PROPERTY IS CROSS-LISTED AS RESIDENTIAL WITH THE MLS #O6436046.

Property details

MLS
Stellar MLS
MLS #
MFRO6431538
Property type
Land
Subdivision
WINTER PARK
Status
Active
Days on market
38
On market date
August 7, 2026
Stories
N/A
Total bathrooms
N/A
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.45 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
KILLARNEY ELEMENTARY
1.64 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
366
Student:teacher ratio
13.6:1
District
ORANGE
Middle
GLENRIDGE MIDDLE
2.07 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,110
Student:teacher ratio
18.8:1
District
ORANGE
High
PACE CENTER FOR GIRLS
1.76 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
30
Student:teacher ratio
10.0:1
District
ORANGE

Walkability

Blended score for WINTER PARK's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

87
Highly walkable
out of 100
EPA National Walkability Index
15.7 / 20 -- Most walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores8
Parks20
Schools20
Transit stops20
Pharmacies9

Market position

How this listing compares to current activity in WINTER PARK, from live MLS data.

On the market 38 days -- 31 fewer days than WINTER PARK's current average of 69 days.
For reference, the median list price across 608 active listings in WINTER PARK right now is $460,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$23,937/mo
$790,000 down
$3,160,000 loan
Principal & interest$20,496
Property tax (est.)$3,292
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated September 14, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.