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Land for sale at 1021 N Pennsylvania Ave, Winter Park, FL 32789 | MLS# O6429124 | Listing updated on 2026-10-05
Photo 1 of Land for sale at 1021 N Pennsylvania Ave, Winter Park, FL 32789 | MLS# O6429124 | Listing updated on 2026-10-05
Photo 2 of Land for sale at 1021 N Pennsylvania Ave, Winter Park, FL 32789 | MLS# O6429124 | Listing updated on 2026-10-05
Photo 3 of Land for sale at 1021 N Pennsylvania Ave, Winter Park, FL 32789 | MLS# O6429124 | Listing updated on 2026-10-05
Photo 4 of Land for sale at 1021 N Pennsylvania Ave, Winter Park, FL 32789 | MLS# O6429124 | Listing updated on 2026-10-05
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$1,295,000

Monthly Est:$6,446

  • Beds Icon-- Bed
  • Beds Icon
    -- Bath
  • Beds Icon22,198sqft lot

1021 N Pennsylvania Ave, Winter Park, FL 32789

$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 Stellar MLS-FL

Property Details

  • Status

    Active Under Contract

  • Type

    Land

  • No. of Stories

    -

  • County

    Orange County

  • City

    Winter Park

  • 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

DateEventPrice

10/05/2026

Source: mls_logoStellar MLS-FL #MFRO6429124

Contingent (Active Under Contract)

$1,295,000

$0/sqft

09/02/2026

Source: mls_logoStellar MLS-FL #MFRO6429124

Listed for Sale

$1,295,000 +881.06%

$0/sqft

12/21/2011

Source: mls_logoStellar MLS-FL #MFRS4688759

Sold

$132,000 -47.20%

$0/sqft

10/22/2010

Source: mls_logoStellar MLS-FL #MFRO5011135

Price Decreased

$250,000 -16.39%

$0/sqft

10/13/2010

Source: mls_logoStellar MLS-FL #MFRO4944150

Listing Removed

$299,000

$0/sqft

Nearby Homes

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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