• 40 days on site
  • 2 views

This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With trails leading directly from the back door to a secluded pond and hiking paths, it serves as an ideal weekend retreat and a convenient alternative to the Vermont or Connecticut River Valley. Located only 70 minutes from Grand Central via the Westport train station, this home offers easy access to both the Connecticut coastline and deep woods.

Source: Smart MLS, MLS#: 24176507

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  • Property Type
    Residential
  • Lot
    1.60 acres

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  • Median Age
    39
  • Population Density
    1,683
  • College Educated
    78%
  • Estimated Median Income
    $148,231
  • Estimated Total Home Owners
    10,088
  • Estimated Total Renters
    2,085
  • Owner / Renter Divide
    83% / 17%
  • Estimated Average Household Size
    3
  • Total Population
    36,058
  • Community data courtesy of LiveBy, Inc.

Owning this Home

$
$ %
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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

Life at 11 Judges Hollow Road


Schools


School data courtesy of LiveBy, Inc.
Ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating. The schools displayed on this website are for informational purposes only and may not represent a complete or up-to-date list. School assignments are subject to change and should be verified directly with the local school district. Please contact the appropriate school district to confirm school zoning and enrollment eligibility for this property.

History

Date Event Value Agent
5/20/2026Source: Smart MLS Added to Database
May 20, 2026
6/20/2022Source: Smart MLS Added to Database
September 13, 2021
Listing provided courtesy of William Pitt Sotheby's Int'l- MLS# 24176507MLS ProviderContact Information: (203) 858-9126