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$3,950,000

540 N PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

Active40 days on market

Beds

4

Baths

2

Sq Ft

1,652 sq ft

Year Built

1938

Lot Size

0.45 acres

Garage

,

About This Property

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.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #O6436046
StatusActive
Year Built1938
Total Rooms5
ConstructionBlock, Cement Siding
RoofShingle
FoundationBlock
FacesWest
SubdivisionWINTER PARK
CountyOrange
OwnershipFee Simple

Interior Features

InteriorNinguno
FlooringTile, Hardwood
AppliancesNone
LaundryNone
CoolingCentral Air
HeatingCentral, Exhaust Fan

Exterior & Lot

ExteriorGarden, Irrigation System, Lighting, Sidewalk
FencingStone
Lot Size0.45 acres (19,542 sq ft)
Lot Dimensions78 x 250
Lot FeaturesCorner Lot, City Lot, Level, Near Golf Course, Near Public Transit, Sidewalk
Road SurfacePaved, Asphalt
0

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesCable Available, Cable Connected, Electricity Available, Fiber Optics, Fire Hydrant, Phone Available, Propane, Sewer Available, Sewer Connected, Street Lights, Underground Utilities, Water Available, Water Connected

Parking

GarageNo
CarportYes

HOA & Community

HOANo
Senior CommunityNo

Financial Details

List Price$3,950,000
Annual Taxes$9,848 (2025)
ZoningR-3
Parcel #052230940011120

Directions

From I-4, take the Fairbanks Avenue exit and travel east. Cross Orlando Avenue (US-17/92), then turn left onto Denning Dr. Turn right on W Swoope Ave. Travel across Pennsylvania Ave. The property is located on the southeast corner of N. Pennsylvania Ave and W. Swoope Ave, just minutes from Park Avenue and Winter Park Village.

Location

540 N PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

Listing Information

OfficeCOLDWELL BANKER REALTY
ListedSeptember 14, 2026

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Home Price

$3,950,000

20% ($790,000)
6.75%

Loan Term

Principal & Interest$20,496
Property Tax (est.)$3,621
Insurance (est.)$150
Total Monthly$24,267
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Financing a Luxury Home

Specialized financing for this $3,950,000 property in WINTER PARK. Luxury purchases typically require jumbo or portfolio lending.

💎

Jumbo Loan

$395,000 Down

For homes exceeding conforming loan limits. Typically requires 10-20% down, strong credit, and reserves.

🎖️

VA Jumbo

$0 Down

VA-eligible borrowers can go above conforming limits with zero down in many cases.

🏦

Portfolio Loan

$592,500 Down

Held by the lender, not sold. Flexible terms for high-net-worth buyers with non-traditional income.

🔑

Bridge Loan

$790,000 Down

Short-term financing to buy before selling. Ideal for move-up buyers in competitive markets.

Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: October 24, 2026.

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