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$950,000

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,135 Sq. Ft.
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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.

Full Property Details for 11 Judges Hollow Rd

General

  • Price: $950,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24141884
  • Updated: 11/28/2025
  • Added to Site: 50 day(s) ago

Interior

  • Number of Rooms: 4
  • Interior Features: Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: None

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom, Main
  • Bedroom 1: Bedroom, Main

Additional Information

  • Pool: Yes
  • Pool Description: In Ground Pool

Exterior

  • Exterior Features: Shed, Porch
  • Color: White

Parking

  • Parking: None

Location

  • County: Fairfield
  • Neighborhood: Greenfield Hill
  • Driving Directions: Rt 136 To Judges Hollow Rd- Travel South On Narrow Lane.

School Information

  • Elementary School: Burr
  • Middle School: Tomlinson
  • High School: Fairfield Warde

Community

  • Community Name: Greenfield Hill

Heating & Cooling

  • Cooling Type: Wall Unit
  • Heating Type: Wall Unit, Other
  • Water Heater: Other

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Ranch, Cottage
  • Construction Status: No/Resale
  • Exterior Const.: Shingle
  • Basement Desc.: Partial, Unfinished, Walk-out
  • Roof: Asphalt Shingle
  • Square Feet: 1,135
  • Above Ground: 1,135 Sq. Ft.
  • Year Built: 1932

Lot Features

  • Lot Size (Acres): 1.6
  • Zoning: AAA
  • Lot Description: Treed, Sloping Lot

Water Features

  • Water Front Desc.: Beach Rights

Financial Considerations

  • Assessment Amount: $233,660
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 132905

Listed by William Pitt Sotheby's Int'l, Lisa Hartmann

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Listing agent

— 11 Judges Hollow Rd —

  • Lisa Hartmann

    William Pitt Sotheby's Int'l

Agent Contact: (203) 858-9126 Office Contact: (203) 227-1246

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 11 Judges Hollow Rd

School District:Fairfield School District
NameGradesDistance
Burr Elementary School
1960 Burr Street, Fairfield, CT 06824
PK-52.2 mi
Tomlinson Middle School
200 Unquowa Road, Fairfield, CT 06824
6-85.7 mi
Fairfield Warde High School
755 Melville Avenue, Fairfield, CT 06825
9-125 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 11 Judges Hollow Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/26/2025
Listed
$950,000
50.08%
MLS
11/15/2005
Sold
$633,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 11 Judges Hollow Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,634
2%
$233,660
—
2023
$6,519
1%
$233,660
—
2023
$6,428
1%
$233,660
—
2022
$6,365
1%
$233,660
—
2021
$6,304
5%
$233,660
4%
2020
$6,023
—
$224,840
—
2019
$6,023
2%
$224,840
—
2018
$5,927
2%
$224,840
—
2017
$5,805
1%
$224,840
—
2016
$5,722
-2%
$224,840
-5%
2015
$5,864
2%
$236,530
—
2014
$5,771
2%
$236,530
—
2011
$5,660
—
$236,530
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Pitt Sotheby's Int'l, Lisa Hartmann

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11 Judges Hollow Road, Fairfield, CT 06824 (MLS# 24141884) is a Single Family property with 2 bedrooms and 2 full bathrooms. 11 Judges Hollow Road is currently listed for $950,000 and was received on November 26, 2025. Want to learn more about 11 Judges Hollow Road? Do you have questions about finding other Single Family real estate for sale in Fairfield? You can browse all Fairfield real estate or contact a Coldwell Banker agent to request more information.

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