1021 N Pennsylvania Avenue, WINTER PARK, FL

$1,295,000

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0.51

Acres

About 1021 N Pennsylvania Avenue

A rare opportunity to build your custom dream home on a cleared homesite spanning more than one-half acre in a prime Winter Park location. Large, buildable parcels of this size are becoming increasingly difficult to find, making this an exceptional offering for those seeking space, flexibility and freedom to create a custom residence. Along Pennsylvania Avenue, this expansive homesite is ready for construction, with no HOA, allowing you to bring your builder and vision to life (Building: 35% FAR approximately 7,800 square feet + excluded porches square feet, all calculations to be confirmed with your architect and City of WP Building Dept). The generous dimensions easily accommodate a substantial residence with room for a resort-style pool, expansive outdoor living areas, guest house or other amenities, creating endless possibilities. Enjoy an exceptional lifestyle just minutes from many of Winter Park's most popular destinations. Go to, bike or take a golf cart ride to the historic Winter Park 9 Golf Course, the boutiques, award-winning restaurants and sidewalk cafés of Park Avenue, the vibrant dining scene of Hannibal Square, Winter Park Village, Mead Botanical Garden and numerous parks, cultural attractions and community events. This central location also offers convenient access to Rollins College, Valencia College, highly regarded public and private schools, downtown Orlando, major hospitals, Orlando Executive Airport, Orlando International Airport and Central Florida's major roadways. Whether your vision is a timeless estate, a contemporary architectural masterpiece or a private retreat with exceptional outdoor living, this oversized homesite provides the rare canvas to bring it to life. Opportunities to purchase a cleared, build-ready parcel of more than one-half acre in Winter Park are few and far between, making this an outstanding opportunity to create a one-of-a-kind residence in one of Central Florida's established communities.

Features of 1021 N Pennsylvania Avenue

MLS® # O6429124
Price $1,295,000
Acres 0.51
Type Land
Sub-Type Land
Status Active

Community Information

Address 1021 N Pennsylvania Avenue
Area Winter Park
Subdivision WINTER PARK OASIS
City WINTER PARK
County Orange
State FL
Zip Code 32789-2410

Amenities

Is Waterfront No
Has Pool No

Interior

Fireplace No

Exterior

Lot Description Buildable, Cleared, Corner Lot, Curb and Gutters, City Lot, Level, Oversized Lot, Room For Pool, Sidewalk

School Information

Elementary Lakemont Elem
Middle Maitland Middle
High Winter Park High

Additional Information

Date Listed September 2nd, 2026
Days on Market 4
Zoning R-1A
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficePREMIER SOTHEBY'S INTL. REALTY

Listing Map

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