1021 N PENNSYLVANIA AVENUE,Winter Park,Orange,Land

$1,295,000
1021 N PENNSYLVANIA AVENUE, Winter Park, WINTER PARK OASIS

Overview

  • October 2, 2026
  • Updated On:
  • 40651
  • Property ID

Description

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.

Address: 1021 N PENNSYLVANIA AVENUE
State/County:
Zip: 32789
Country: United States

Property Id: 40651
Price: $1,295,000
Property Lot Size: 1 ft2
CoListAgentFullName: John Pinel
CoListAgentMlsId: 261071963
CoListOfficeMlsId: 261014339
CoListOfficeName: PREMIER SOTHEBY'S INTL. REALTY
ContractStatusChangeDate: 2026-09-02
Country: United States
CumulativeDaysOnMarket: 1
CurrentUse: Residential
DaysOnMarket: 1
DirectionFaces: East
Directions: From N Park Avenue and N Pennsylvania Ave, travel south on N Pennsylvania Ave. Property will be on the right.
ElementarySchool: Lakemont Elem
Fencing: Masonry
HighSchool: Winter Park High
InternetAddressDisplayYN: 1
InternetAutomatedValuationDisplayYN: 1
InternetEntireListingDisplayYN: 1
Latitude: 28.606919
ListAOR: Orlando Regional
ListAgentAOR: Orlando Regional
ListAgentEmail: micknight1@gmail.com
ListAgentFullName: Mick Night
ListAgentKey: ed83bdcdf14a5d5065e6ad9f98f93642
ListAgentMlsId: 261010033
ListAgentPreferredPhone: 407-629-4446
ListOfficeKey: 502cac97bd1e45884eb7970447fda253
ListOfficeMlsId: 261014339
ListOfficeName: PREMIER SOTHEBY'S INTL. REALTY
ListPrice: 1295000
ListOfficePhone: 407-644-3295
ListingContractDate: 2026-08-03
ListingId: O6429124
LivingAreaUnits: Square Feet
Longitude: -81.357257
LotFeatures: Buildable, Cleared, Corner Lot, Curb and Gutters, City Lot, Level, Oversized Lot, Room For Pool, Sidewalk
LotSizeAcres: 0.51
LotSizeArea: 22198
LotSizeDimensions: IRREG
LotSizeSquareFeet: 22198
LotSizeUnits: Square Feet
MLSAreaMajor: 32789 - Winter Park
MiddleOrJuniorSchool: Maitland Middle
MlsStatus: Active
ModificationTimestamp: 2026-09-03T11:24:47.100Z
OnMarketDate: 2026-09-02
OriginalEntryTimestamp: 2026-08-03T18:40:40.780Z
OriginalListPrice: 1295000
OriginatingSystemKey: stellar
OriginatingSystemName: Stellar MLS
Ownership: Fee Simple
ParcelNumber: 062230966200190
PetsAllowed: Yes
PhotosChangeTimestamp: 2026-09-02T18:00:43.764Z
PhotosCount: 7
PostalCode: 32789
PostalCodePlus4: 2410
PriceChangeTimestamp: 2026-09-02T17:54:47.317Z
RoadFrontageType: Street Paved, City Street
RoadSurfaceType: Paved
Sewer: Public Sewer
SourceSystemKey: 801299042
SpecialListingConditions: None
StateOrProvince: FL
StatusChangeTimestamp: 2026-09-02T17:54:47.317Z
StreetDirPrefix: N
StreetName: PENNSYLVANIA
StreetNumber: 1021
StreetNumberNumeric: 1021
StreetSuffix: AVENUE
TaxAnnualAmount: 5407.24
TaxBlock: 00
TaxBookNumber: Z-135
TaxLegalDescription: WINTER PARK OASIS Z/135 LOTS 19 & 20
TaxLot: 19
TaxYear: 2025
UnparsedAddress: 1021 N PENNSYLVANIA AVENUE
Utilities: BB/HS Internet Available, Cable Available, Sewer Available, Water Available
VirtualTourURLUnbranded:
WaterSource: Public
Zoning: R-1A

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$6,639.72
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 5,020.97

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