11 Judges Hollow Rd Fairfield, CT, 06824

single family home
$ 925,000 For Sale Active May 19, 2026
  • 2 beds
  • 2 baths
  • 1,135 sq ft
  • 1.6 acres
  • 1932 year built
  • in ground pool

About the Home

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.

Rooms & Interior

2 bedrooms beds
2 full baths
1,135 square feet sq ft

Room Details

  • Bedroom (Main Level)
  • Primary Bedroom (Main Level)

Home Features

Heating

  • Heating: wall unit, other

Cooling

  • Wall unit

Interior Features

  • Open floor plan

Appliances

  • None

Basement

  • Partial
  • Unfinished
  • Walk-out

Exterior Features

  • Shed
  • Porch

Property Details

Swimming Pool

  • In ground pool

Waterfront

  • Beach rights

Lot Details

  • Lot surface: 1.6 acres
  • Treed
  • Sloping lot

Utilities

  • Water: private well
  • Sewage: septic

Near-by Amenities

  • Golf course
  • Private rec facilities

Construction Details

Style
ranch

Construction year
1932

Exterior Siding
shingle

Foundation
concrete

Roof
asphalt shingle


Area & Town

This home is located in Greenfield Hills neighborhood, in the town of Fairfield.

Finance & Listing Info

Status Active
Listing date May 19, 2026
List price $ 925,000
Current price $ 925,000
Tax amount $ 6,634
Tax year july 2025-june 2026
MLS ID #24176507
List Agent Lisa Hartmann
List Office William Pitt Sotheby's Int'l

11 Judges Hollow Road Home Photos

Because we love Fairfield County!

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