Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within Fairfield's prestigious Greenfield Hill area, known for its historic charm and upscale residential character. This tree-lined pastoral neighborhood features homes accompanied by multiple outbuildings set on generous lots, offering privacy and tranquility while remaining conveniently connected to downtown Fairfield, Westport and area amenities.
Listed by Lisa Hartmann
·
William Pitt Sotheby's Int'l
·
(203) 858-9126
Last updated December 05, 2025
·
Source: SmartMLS #24141884
Listing Facts
TypeSingle-family
NeighborhoodFairfield
Bedrooms2
Bathrooms2
Days on Prevu15
Taxes$6,634/year
Size1,135 sqft
Price per sqft$837
Amenities
Swimming Pool
Location
Mortgage Calculator
Listing History
11/26/2025
Listed by William Pitt Sotheby's Int'l
$950,000
Property Details for 11 Judges Hollow Road
Exterior
Construction
New Construction: No/Resale
Roof: Asphalt Shingle
Year Built: 1932
Year Built Details: Public Records
Architectural Style: Ranch, Cottage
Construction Materials: Frame
Exterior Features: Shed, Porch
Features
Pool Features: In Ground Pool
Pool Private: Yes
Waterfront Features: Beach Rights
Measurements
Lot Features: Treed, Sloping Lot
Lot Size Acres: 1.60
Financial
Taxes
Parcel Number: 132905
Tax Annual Amount: $6,634.00
Tax Year: 25
Interior
Features
Fireplaces Total: 1
Interior Features: OPEN
Measurements
Living Area: 1,135
Rooms
Basement: Partial, Unfinished, Walk-out
Bathrooms Full: 2
Bathrooms Total Integer: 2
Bedrooms Total: 2
Rooms Total: 4
Schools
Elementary School
Elementary School: Burr
High School
High School: Fairfield Warde
Middle or Junior School
Middle Or Junior School: Tomlinson
Utilities
Equipment
Cooling: Wall Unit
Heating: Wall Unit, Other
Sewer: Septic
Water Source: Private Well
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 2 bedrooms and 2 bathrooms in this single-family home at 11 Judges Hollow Road.
What schools are nearby to 11 Judges Hollow Road?
Nearby schools include the Burr Elementary School, Tomlinson Middle School, and Fairfield Warde High School.
What are the annual taxes for 11 Judges Hollow Road?
Annual taxes for this single-family home are estimated at $6,634.
How does 11 Judges Hollow Road compare to other single-family homes in Fairfield?
This single-family home is listed 39% below the average price for single-family homes in Fairfield and has been on the market for 43 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 1,135 sqft.
11 Judges Hollow Road is a 2-bedroom, 2-bath single-family home for sale in Fairfield CT 06824. Listed on Prevu for 15 days at $950,000. This home features 1,135 square feet of living space, located in Fairfield. The median listing price for single-family homes in this area is $1,100,000. Nearby schools include Burr Elementary School, Tomlinson Middle School, and Fairfield Warde High School. The home offers swimming pool. Explore more single-family home listings in Fairfield County.
The data relating to real estate for sale on this website appears in part through the
SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property
listing data between licensed real estate brokerage firms, and is provided by SMARTMLS
through a licensing agreement. Listing information is from various brokers who participate
in the SMARTMLS IDX program and not all listings may be visible on the site. The property
information being provided on or through the website is for the personal, non-commercial
use of consumers and such information may not be used for any purpose other than to identify
prospective properties consumers may be interested in purchasing. Some properties which appear
for sale on the website may no longer be available because they are for instance, under
contract, sold or are no longer being offered for sale. Property information displayed is
deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.
Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.