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- Description
- Property Details
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$1,295,000
Monthly Est:$6,446
-- Bed
- -- Bath
22,198sqft lot
1021 N Pennsylvania Ave, Winter Park, FL 32789
$1,295,000
$6,446/moEst:
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Land
Built in -
$-- HOA
22,198 sqft lot
$58/sq.ft
Description
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.
- Houzeo last checked: 4 hours ago
- Listing updated: October 5, 2026 at 2:07 pm
- Listing Provided by: Mick Night (407) 629-4446 , John Pinel | PREMIER SOTHEBY'S INTL. REALTY (407) 644-3295
- Source: Stellar MLS-FL | MLS#: O6429124

Property Details
Status
Active Under Contract
Type
Land
No. of Stories
-
County
City
Neighborhood
--
Year Built
-
HOA Fees
-
Finished Area
- sqft
Lot Size
22,198 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6429124
MLS Status
Pending
Days on Market
65
Cumulative Days on Market
30

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedroom: --
Bathroom: --
Interior
Sewer
Public Sewer
Utilities & Energy
Water Source
Public
Utilities
Bb/hs Internet Available, Cable Available, Sewer Available, Water Available
Other Features
Subdivision Name
Winter Park Oasis
Vegetation
Wooded
Lot Features
Buildable, Cleared, Corner Lot, Curb And Gutters, City Limits, Level, Oversized Lot, Room For Pool, Sidewalk, Paved
Price History
| Date | Event | Price |
|---|---|---|
10/05/2026 Source: | Contingent (Active Under Contract) | $1,295,000 $0/sqft |
09/02/2026 Source: | Listed for Sale | $1,295,000 +881.06% $0/sqft |
12/21/2011 Source: | Sold | $132,000 -47.20% $0/sqft |
10/22/2010 Source: | Price Decreased | $250,000 -16.39% $0/sqft |
10/13/2010 Source: | Listing Removed | $299,000 $0/sqft |
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Based on information from Stellar MLS® through Oct 08, 2026, 11:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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