New Listing - 05/19/2026

$925,000 ($814.98 per sqft)

Est. Mortgage $4,496/mo *

Quick Pre-Approval

Listing courtesy of Lisa Hartmann (203) 858-9126, William Pitt Sotheby's Int'l (203) 227-1246


11 Judges Hollow Road, Fairfield, (Greenfield Hill), CT, 06824

11 Judges Hollow Road, Fairfield, (Greenfield Hill), CT, 06824

4 rooms

2 beds

2 Full baths

1932

Ranch

1,135 sqft

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. 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.


Status:

Active

Town:

Fairfield

Type:

Single-family residential

Zoning:

AAA

Heating:

Wall Unit, Other

Cooling:

Wall Unit

Basement:

Partial, Unfinished, Walk-out

Acreage:

1.6

Est. Taxes:

$6,634

Assessment

$233,660

Lot Description:

Treed,Sloping Lot

Elementary School:

Burr

Middle School:

Tomlinson

High School:

Fairfield Warde

Days on Market:

5

Appliances:

None

Pool:

In Ground Pool

MLS #:

24176507


Community Info

School Info

Walk Score

Mass Transit

Yelp


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