Under contract-accepting backup offers. 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.
Property Details
Price:
$1,295,000
MLS #:
O6429124
Status:
Active Under Contract
Beds:
0
Baths:
0
Type:
Land
Subdivision:
WINTER PARK OASIS
Neighborhood:
32789winterpark
Listed Date:
Sep 2, 2026
Lot Size:
22,198 sqft / 0.51 acres (approx)
See this Listing
Schools
Elementary School:
Lakemont Elem
Middle School:
Maitland Middle
High School:
Winter Park High
Interior
Exterior
Direction Faces
East
Fencing
Masonry
Lot Features
Buildable, Cleared, Corner Lot, Curb and Gutters, City Lot, Level, Oversized Lot, Room For Pool, Sidewalk
Financial
Tax Year
2025
Taxes
$5,407
Map
Community
- Address1021 N PENNSYLVANIA AVENUE WINTER PARK FL
- SubdivisionWINTER PARK OASIS
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
Market Summary
Current real estate data for Land in WINTER PARK as of Oct 19, 2026
27
Land Listed
91
Avg DOM
$1,382,178
Avg List Price
Property Summary
- Located in the WINTER PARK OASIS subdivision, 1021 N PENNSYLVANIA AVENUE WINTER PARK FL is a Land for sale in WINTER PARK, FL, 32789. It is listed for $1,295,000 and features 1 acres. To schedule a showing of MLS#o6429124 at 1021 N PENNSYLVANIA AVENUE in WINTER PARK, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
Similar Listings Nearby
Courtesy of PREMIER SOTHEBY’S INTL. REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1021 N PENNSYLVANIA AVENUE
WINTER PARK, FL
