This rare private inholding offers a hilltop property defined by

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Home For Sale

11 Judges Hollow Rd

Fairfield, Connecticut 06824

Fairfield County

Community: 

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$925,000 2 br, 2.0 bath 1135 sq. ft. 1.600 acres

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.

Interior:
  • Bedrooms: 2
  • Baths: 2.0
  • Sq Ft: 1135
  • Year Built: 1932
  • Utilities: 
  • Fireplaces: 
  • Stories: 
  • Heat/AC: Other (Heating)
  • Garage: 
Exterior:
  • Lot Size: 1.600 acre
  • Lot Dimensions: 
  • View Types: 
  • Yard: 
  • Siding: 
  • Roof: 
  • Property Taxes: $6,634
  • MLS #: 24176507
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Contact Information:
Beach Home For Sale in Fairfield, Connecticut
Listing Agent: Lisa Hartmann, William Pitt Sotheby's International Realty, 203-858-9126, 203-227-1246 Listing Site, Listing Status: Active
Copyright © 2026 SmartMLS, Inc.. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 7755386
Viewed 28 times.
Updated: May 31, 2026

This property is a Home located at 11 Judges Hollow Rd, Fairfield, Connecticut 06824, and is currently For Sale at $925,000. This Home has 2 bedrooms, 2.0 baths, 1135 sq ft.