1421 CHESTNUT AVENUE Winter Park, FL $ 750,000
1421 CHESTNUT AVENUE
$ 750,000
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1421 CHESTNUT AVENUE

Winter Park, FL, 32789
$ 750,000
Bedrooms-- Baths0.0

Monthly Estimate*

$ 5,180

1421 CHESTNUT AVENUE, Winter Park, FL 32789 - Image 1
1421 CHESTNUT AVENUE, Winter Park, FL 32789 - Image 2
1421 CHESTNUT AVENUE, Winter Park, FL 32789 - Image 3
1421 CHESTNUT AVENUE, Winter Park, FL 32789 - Image 4

Lots and Land for sale in Winter Park, FL

for $750,000. The lot size is 0.17.

Under contract-accepting backup offers. Prime Winter Park builder and luxury custom home opportunity with rare dual access! Nestled in this Winter Park enclave just one block from the Via Streets, this location offers a massive competitive advantage and features a dedicated rear easement providing direct vehicle or construction access to the adjacent side street (Sunset). Whether you are an investor looking for a high-end project or designing your private sanctuary, this unique dual-access point is a designer’s dream—opening up incredible architectural flexibility, private rear-loading/garage options, or seamless construction staging. The property boasts an unobstructed view of the serene park setting at the intersection of Chestnut and Sunset, providing a picturesque backdrop for custom luxury home architecture. Surrounding properties are rapidly redeveloping into spectacular modern estates. Bring your custom builder and your vision to claim one of Winter Park's unique footprints. Property is being sold As-Is with value in the land. One car garage at rear of property with access thru deeded easement. Shed next to garage.

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Lots and Land Contingent

Price

$ 750,000

Property Type

Lots and Land

Taxes

$ 1,881

Style

Lot Size

0.17

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6442995

Features
General
Sewer Public Sewer
Utilities Public
Zoning R-1A
Tax Year 2025
Current Use Residential
Ownership Fee Simple
County Orange
Property Type Land
Subdivision Name LAKE KNOWLES TERRACE
Facing Direction South
Status Pending
Directions From Aloma and Lakemont proceed north on Lakemont onto Arbor Park Drive then left on Chestnut. Property is on Right.
City WINTER PARK
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 7441
Listing Terms Cash
Tax Annual Amount 1881.82
Additional Parcels Y/N false
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active Under Contract
Tax Lot 25
Legal Description LAKE KNOWLES TERRACE K/4 LOT 25 BLK 1
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
Flood Zone Code X Y
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Interior
Total Baths 0
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Exterior
Water Source Public
Lot Size Area 7441
Lot Dimensions 50 x 150
Lot Size Acres 0.17
Road Surface Type Brick
Waterfront Y/N false
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* Excluded Features
List By
Charles Rutenberg Realty Orlando

Broker

barrypsanford@aol.com

Email

Affordability Calculator

$5,337
Per Month
97%
3%
0%
Monthly Principal & Interest
$5,180
Monthly Property Taxes
$157
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/18/2026$750,000 Listed Price

Map


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1421 CHESTNUT AVENUE, Winter Park, FL, 32789 is a Lots and Land for sale at $750,000 with a lot size of 0.17. 1421 CHESTNUT AVENUE has 0.0 baths. The property's zip code is 32789 which is in Winter Park, FL