For Sale
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Photo 1 of Land for sale at 1421 Chestnut Ave, Winter Park, FL 32789 | MLS# O6442995 | Listing updated on 2026-09-19
Photo 2 of Land for sale at 1421 Chestnut Ave, Winter Park, FL 32789 | MLS# O6442995 | Listing updated on 2026-09-19
2+
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$750,000

Monthly Est:$3,733

  • Beds Icon-- Bed
  • Beds Icon
    -- Bath
  • Beds Icon7,441sqft lot

1421 Chestnut Ave, Winter Park, FL 32789

$3,733/moEst:

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  • Land

  • Built in -

  • $-- HOA

  • 7,441 sqft lot

  • $101/sq.ft

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 i...

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  • Houzeo last checked: 1 minute ago
  • Listing updated: September 19, 2026 at 5:02 am
  • Listing Provided by: Barry Sanford PA (407) 694-5598 | CHARLES RUTENBERG REALTY ORLANDO (407) 622-2122
  • Source: Stellar MLS-FL | MLS#: O6442995 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Land

  • No. of Stories

    -

  • County

    Orange County

  • City

    Winter Park

  • Neighborhood

    --

  • Year Built

    -

  • HOA Fees

    -

  • Finished Area

    - sqft

  • Lot Size

    7,441 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6442995

  • MLS Status

    Active

  • Days on Market

    1

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Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedroom: --

    Bathroom: --

Interior

  • Sewer

    Public Sewer

Utilities & Energy

  • Water Source

    Public

  • Utilities

    Public

Other Features

  • Subdivision Name

    Lake Knowles Terrace

Price History

DateEventPrice

09/18/2026

Source: mls_logoStellar MLS-FL #MFRO6442587

Listed for Sale

$750,000

$566/sqft

Based on information from Stellar MLS® through Sep 19, 2026, 03:20PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

Advertising Broker: Fred McGill | Simple Showing, Inc

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