Land at 1021 N PENNSYLVANIA AVE, WINTER PARK
Land at 1021 N PENNSYLVANIA AVE, WINTER PARK, photo 2 of 7
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7 photos

$1,295,000

1021 N PENNSYLVANIA AVE
WINTER PARK, FL 32789
Listed by Mick Night · PREMIER SOTHEBY'S INTL. REALTY
Bedrooms
N/A
Bathrooms
N/A
Living area
N/A
Year built
N/A

About this home

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

MLS #
MFRO6429124
Property type
Land
Subdivision
WINTER PARK OASIS
Status
Active
Days on market
1
On market date
September 2, 2026
Stories
N/A
Total bathrooms
N/A
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.51 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
HUNGERFORD ELEMENTARY
1.53 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
249
Student:teacher ratio
13.1:1
District
ORANGE
Middle
MAITLAND MIDDLE
2.08 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
774
Student:teacher ratio
19.8:1
District
ORANGE
High
PACE CENTER FOR GIRLS
1.77 mi away · Grades 6-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
30
Student:teacher ratio
10.0:1
District
ORANGE

Walkability

Blended score for WINTER PARK's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

82
Highly walkable
out of 100
EPA National Walkability Index
14.0 / 20 -- Above average walkable
Nearby-amenity density
100 / 100
Restaurants & cafes20
Grocery stores6
Parks19
Schools16
Transit stops20
Pharmacies6

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$7,949/mo
$259,000 down
$1,036,000 loan
Principal & interest$6,719
Property tax (est.)$1,079
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 23 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.