11 Judges Hollow Rd

Fairfield, CT 06824

$925,000
Price
2
Beds
1,135 Sq. Ft.
$815 / Sq. Ft.
1,135
Sq. Ft.
$815
per Sq. Ft.
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a wooden bench sitting in front of a house
a view of a lounge chairs in back yard of a house
a view of a lake with outdoor seating
a view of a house with a yard
a view of street
a map view of location
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an aerial view of a house with a yard
a view of a forest with a sink
a view of outdoor space with deck and tree

Description

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...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.
  1. Listed by Lisa Hartmann • William Pitt Sotheby's Int'l
    P: (203)-858-9126 C: (203)-858-9126 lhartmann@wpsir.com

Property Details for 11 Judges Hollow Road

Basement Description
Partial, Unfinished, Walk-out
Direct Waterfront
No
Neighborhood
Greenfield Hill
Style
Ranch
Swimming Pool
Yes
LISTING UPDATED: 05/27/2026 03:17 PM

Property Details for 11 Judges Hollow Road

StatusActive
MLS #24176507
Days on Market18
Taxes$6,634 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1932
Lot Size1.60 AC / 69,696 SF
CountyFairfield County
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Location

Listing Courtesy of William Pitt Sotheby's Int'l, Lisa Hartmann
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Building Information for 11 Judges Hollow Road

Stories-Year Built1932Building Size-Lot Size1.60 AC / 69,696 SF

Payment Calculator

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$5,162 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,609

Property Taxes

$553

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 11 Judges Hollow Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt 136 To Judges Hollow Rd- Travel South On Narrow Lane.
  • Elementary School: Burr
  • Flood Zone: No
  • High School: Fairfield Warde
  • Latitude: 41.208683
  • Longitude: -73.32638
  • Middle Jr High School: Tomlinson
  • Neighborhood Amenities: Golf Course, Public Rec Facilities
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $6,634
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Porch
  • Pool Description: In Ground Pool
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: None
  • Cooling System: Wall Unit
  • Heat Type: Wall Unit, Other
  • Attic YN: No
  • Fireplaces Total: 0
  • Interior Features: Open Floor Plan
  • Rooms Total: 4
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Shingle
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1932
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1135
Lot Information
  • Lot Description: Treed, Sloping Lot
  • Parcel Number: 132905
  • Sq Ft Est Heated Above Grade: 1135.0
  • Sq Ft Total: 1135.0
  • Zoning: AAA
Utilities
  • Hot Water Description: Other
  • Radon Mitigation Air: No
  • Radon Mitigation Water: Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 11 Judges Hollow Road

DateEvent & SourcePriceAppreciation
Nov 15, 2005

Closed (Public Record)

Public Record #190315220

$633,000—
DateEvent & SourcePrice
11/15/2005

Closed (Public Record)

Public Record #190315220

$633,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 11 Judges Hollow Road

Taxable ValueLand$186,270Additions$47,390Total$233,660
Tax Record2024$6,634 ($553 / month)
Home Facts
Beds2Baths2Total Finished SqFt1,135 SqFtAbove Grade Finished SqFt1,135 SqFtUnfinished Basement SqFt440 SqFtStories1Lot Size69,696 SqFtStyleSingle Family ResidenceYear Built1932ZoningAAACountyGREATER BRIDGEPORTAPNFFLD M:214 B:14

Schools near 11 Judges Hollow Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Burr Elementary School
Public - K to 5
Tomlinson Middle School
Public - 6 to 8
Fairfield Warde High School
Public - 9 to 12
Rating
School
Distance
Burr Elementary School
PublicK to 5

Tomlinson Middle School
Public6 to 8

Fairfield Warde High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Fairfield & Southport
Fairfield & Southport
Bustling small city amenities meet outstanding Connecticut natural beauty. Fairfield is a charming coastal New England town spanning 30 square miles along the Long Island Sound, just 50 miles from NYC. Here, 62,000 residents enjoy the vibrant energy and sophisticated air of a small city combined...
Fairfield & Southport Guide

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More information about 11 Judges Hollow Road, Fairfield, CT 06824

11 Judges Hollow Road is a single family home for sale in Fairfield, CT 06824. This property was listed for sale on May 19, 2026 by William Pitt Sotheby's Int'l, it's currently listed at $925,000. It has been on the market for a total of 18 days and was last sold on November 15, 2005. This listing's school district is Fairfield School District. Nearby schools include Burr Elementary School, Tomlinson Middle School and Fairfield Warde High School. 11 Judges Hollow Road is a 2-bed, 2-bath, 1,135 sqft single family home built in 1932.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Lisa Hartmann

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.