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Overview

4 bd2 ba1,652 sqftSingle Family
TypeSingle Family
HOANone listed
Built1938
Lot19,542 sqft
Living area1,652 sqft
Price / sqft$2,391

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About this home

NingunoGardenLightingSidewalkStreet Lights

540 N Pennsylvania Ave is a 1938-built home in Winter Park, Winter Park. Inside you'll find 4 bedrooms, 2 bathrooms, and 1,652 square feet of living space. Listed at $3,950,000 (about $2,391/sqft), 29 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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 ZONED (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 VACANT LAND WITH THE MLS #O6431538.

The essentials

Built
1938
Price / sqft
$2,391
On market
29 days
Annual tax
$9,848
Flood zone
X · Low risk
Lot
19,542 sqft
Type
Single Family Residence

At a glance

Single family
Built 1938
0.45 acres
Lot size
1,652 sqft
Living area

Payment

Est. monthly payment
$23,397/mo
Down payment (20%)
$790,000
Property taxes
$821/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1938
Lot
19,542 sqft
Cooling
Central Air
Heating
Central, Exhaust Fan
Parking
-
Days on Market
29
Ninguno
Garden
Lighting
Sidewalk
Street Lights
Flood Zone X
Annual Tax (2025)
$9,848
Parcel #
05-22-30-9400-11-120

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Winter Park
County
Orange
MLS Area
32789 - Winter Park
Lot Size
19,542 sqft
Corner LotCity LimitsLevelNear Golf CourseNear Public TransitSidewalkPaved

Price history

Date
Event
Price
9/14/2026
Listed for sale
Source: Stellar MLS #O6436046
$3,950,000
$2,391/sqft

Neighborhood

540 N Pennsylvania Ave
Winter Park, FL, 32789 · 32789 - Winter Park

Market insights

Offer Insights

Choose an offer strength

List price: $3,950,000
$3.84M – $3.95M
97.2% – 100% of listTops out right at the list price
80% of listList price
97 of the last 192 home closings in 32789 landed at this number or higher (51%). The median one sat 21 days before it went under contract, and this one is on day 29.

Sample: 192 closed home sales in 32789 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$23,396/mo
Principal & interest$20,601
Property taxes$821
Insurance$1,975
Down payment20% · $790,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$3,950,000

$2,391 per sq ft

Beds and baths

4 beds, 2 baths

Size

1,652 sq ft

Time on market

29 days

Year built

1938

Monthly payment

About $23,397/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $9,848 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byCOLDWELL BANKER REALTYListing agent: Mary HeidrichListing data from Stellar MLS, MLS# O6436046.

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