1421 CHESTNUT AVENUE,Winter Park,Orange,Residential

  • $750,000
1421 CHESTNUT AVENUE
Residential Active
1421 CHESTNUT AVENUE,Winter Park,Orange,Residential
1421 CHESTNUT AVENUE
  • $750,000

Overview

Property ID: O6442587
  • Single Family Residence
  • Property Type
  • 3
  • Bedrooms
  • 1
  • Bathroom
  • 1
  • Garage
  • 1325
  • Square Feet
  • 1952
  • Year Built

Description

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.

  • Address CHESTNUT
  • City WINTER PARK
  • State/county Orange, State FL
  • Zip/Postal Code 32789

Details

Updated on September 18, 2026 at 12:02 pm
  • Property ID: O6442587
  • Price: $750,000
  • Property Size: 1325 Square Feet
  • Land Area: 7441 Square Feet
  • Bedrooms: 3
  • Bathroom: 1
  • Garage: 1
  • Year Built: 1952
  • Property Type: Single Family Residence
  • Property Status: Residential

Additional details

  • Bathrooms Full: 1
  • Days OnMarket: 0
  • Direction Faces: South
  • OnMarketDate: 2026-09-18
  • Street Name: CHESTNUT
  • Street Number: 1421
  • TaxAnnualAmount: 1881.82
  • Tax Year: 2025

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