1421 CHESTNUT AVENUE WINTER PARK FL 32789 | MLS #O6442587

There are multiple listings for this address:
1421 CHESTNUT AVENUE
WINTER PARK, FL, 32789
$750,000
3 Beds
1 Baths
1,325 SqFt
0.17 Acres
Add
MLS #O6442587 image #0
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.

Property Details

Price:
$750,000
MLS #:
O6442587
Status:
Active Under Contract
Beds:
3
Baths:
1
Type:
Single Family
Subdivision:
LAKE KNOWLES TERRACE
Neighborhood:
32789winterpark
Listed Date:
Sep 18, 2026
Finished Sq Ft:
1,325
Lot Size:
7,441 sqft / 0.17 acres (approx)
32789 – Winter Park32789winterparkLake Knowles TerraceResidential

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Schools

Interior

Exterior

Direction Faces
South

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 24, 2026
316
Single Family Listed
87
Avg DOM
492
Avg $ / SqFt
$1,365,391
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.The current price per square foot is $566. The average price per square foot for Single Family listings in WINTER PARK is $492. The average listing price for Single Family in WINTER PARK is $1,365,391. To schedule a showing of MLS#o6442587 at 1421 CHESTNUT AVENUE in WINTER PARK, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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1421 CHESTNUT AVENUE
WINTER PARK, FL
1421 CHESTNUT AVENUE
WINTER PARK, FL, 32789
$750,000
Beds
0 Baths
0 SqFt
0.17 Acres
Add
MLS #O6442995 image #0
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.

Property Details

Price:
$750,000
MLS #:
O6442995
Status:
Active Under Contract
Beds:
0
Baths:
0
Type:
Land
Subdivision:
LAKE KNOWLES TERRACE
Neighborhood:
32789winterpark
Listed Date:
Sep 18, 2026
Lot Size:
7,441 sqft / 0.17 acres (approx)
32789 – Winter Park32789winterparkLake Knowles TerraceResidential

Ask a Question

See this Listing

Send
  

Schools

Interior

Exterior

Direction Faces
South

Financial

Tax Year
2025
Taxes
$1,882

Map

Community

Subdivisions in WINTER PARK

Market Summary

Current real estate data for Land in WINTER PARK as of Sep 24, 2026
316
Land Listed
87
Avg DOM
492
Avg $ / SqFt
$1,365,391
Avg List Price

Property Summary

    Located in the LAKE KNOWLES TERRACE subdivision, 1421 CHESTNUT AVENUE WINTER PARK FL is a Land for sale in WINTER PARK, FL, 32789. It is listed for $750,000 and features 0 acres. To schedule a showing of MLS#o6442995 at 1421 CHESTNUT AVENUE in WINTER PARK, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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