1421 CHESTNUT AVENUE WINTER PARK FL 32789 | MLS #O6442587

1421 CHESTNUT AVENUE WINTER PARK FL 32789 | MLS #O6442587

1421 CHESTNUT AVENUE
WINTER PARK, FL, 32789
$750,000
3 Beds
1 Baths
1,325 SqFt
0.17 Acres
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MLS #O6442587 image #0
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.

Property Details

Price:
$750,000
MLS #:
O6442587
Status:
Active
Beds:
3
Baths:
1
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LAKE KNOWLES TERRACE
Neighborhood:
32789winterpark
Listed Date:
Sep 18, 2026
Finished Sq Ft:
1,325
Total Sq Ft:
1,980
Lot Size:
7,441 sqft / 0.17 acres (approx)
Year Built:
1952
Traditional32789 – Winter Park32789winterparkLake Knowles TerraceNo Minimum

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Schools

Interior

Appliances
Range
Bathrooms
1 Full Bathroom
Cooling
Central Air
Flooring
Hardwood
Heating
Electric
Interior Features
Ceiling Fan(s)
Laundry Features
Other
Levels
One

Exterior

Architectural Style
Traditional
Construction Materials
Brick
Covered Spaces
1
Direction Faces
South
Exterior Features
Sidewalk
Garage Spaces
1
Roof
Shingle

Financial

Tax Year
2025
Taxes
$1,882

Map

Community

Subdivisions in WINTER PARK

Market Summary

Current real estate data for Single Family in WINTER PARK as of Sep 18, 2026
308
Single Family Listed
87
Avg DOM
487
Avg $ / SqFt
$1,331,784
Avg List Price

Property Summary

    Located in the LAKE KNOWLES TERRACE subdivision, 1421 CHESTNUT AVENUE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $750,000 and features 3 beds, 1 baths, and has approximately 1,325 square feet of living space, and was originally constructed in 1952. The current price per square foot is $566. The average price per square foot for Single Family listings in WINTER PARK is $487. The average listing price for Single Family in WINTER PARK is $1,331,784. To schedule a showing of MLS#o6442587 at 1421 CHESTNUT AVENUE in WINTER PARK, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.

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