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For sale by owner
  • $1,499,999

    50 Judges Hollow Rd, Fairfield, CT 06824

    4beds
    2,360sqft
    : 
    $10,123/mo
    Get pre-qualified
    SingleFamily
    Built in 1961
    3.56 Acres Lot
    $1,364,600 Zestimate®
    $636/sqft
    $-- HOA

    What's special

    Stone wallsNewly restored porchRolling woodsAcres of picturesque propertyNewly painted interiors throughout
    Updated w square footage, house improvements: 50 Judges Hollow Road delivers the version of New England everyone looks for but few find: stone walls, rolling woods, and a two-level barn on 3.56 acres. The Brett Woods Open Space Conservation Area wraps the property, so your morning walk starts from your own back door. Dogs and horses are permitted. The 2,630 square foot Dutch colonial is a four bedroom, two and a half bath home with a newly finished basement room that serves as a movie and game room, adding 300+ additional square feet. Off one end of the kitchen, a dining room opens to a stone patio perfect for family dinners and entertaining. A screened porch is situated at the other end of the kitchen, perfect for morning coffee and evening drinks as you relax in your woodland setting, a birder’s haven with 89 documented species of birds. The main-level laundry sits off a mudroom that doubles as an office/paint studio. Over the attached two-car garage is a large bonus room great for a playroom, studio and/or office. The 2-level barn has stalls below and opportunity for an art or yoga studio, home gym, or any space you dream of above. 50 Judges Hollow Rd. has a new sump pump, AC unit, front walkway, ADA accessible entrance from patio, water heater, oil tank, finished basement room, newly restored porch, newly renovated kitchen and baths, and newly painted interiors throughout. It is move-in ready, walkable to conservation land/hiking trails, has acres of picturesque property, convenient to shopping, schools, trains and highways— it’s a genuinely rare find in Fairfield! Note: The only other private property on this side of Judges Hollow Rd. is currently on the market by another owner for a rare opportunity to create your own enclave on a private road surrounded by 186 acres of conservation land.
    10 hours
    496
    21
    Listed by:

    Property Owner (347) 693-7838

    This property is for sale by owner and Zillow, Inc. is displaying it at the owner's request. It is not subject to a listing agreement with Zillow, Inc. or its affiliates.

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Heating
      • Baseboard, Forced air, Oil
      Cooling
      • Central, Wall
      Appliances
      • Included: Dishwasher, Range / Oven, Refrigerator
      • Laundry: Laundry Room, Main Level, Off main living room
      Features
      • Mud Room, Laundry Room, Foyer, Bonus Room, Breezeway, Solarium, Auto Garage Door Opener
      • Flooring: Hardwood
      • Basement: Partially finished
      • Attic: Storage, Floored
      • Has fireplace: Yes
      Interior area
      • Total interior livable area: 2,360 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      Features
      • Patio & porch: Patio, Porch-Screened
      • Exterior features: Stone, Wood
      • Waterfront features: Not Applicable
      Lot
      • Size: 3.56 Acres
      • Features: Rolling, Level
      Details
      • Parcel number: FAIRM214B6
      • Zoning: AAA

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      Materials
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1961

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public Water Connected

      Community & HOA

      Location
      • Region: Fairfield

      Financial & listing details

      • Price per square foot: $636/sqft
      • Tax assessed value: $553,350
      • Annual tax amount: $15,710
      • Date on market: 9/30/2026
      • Total actual rent: 679000

        Estimated market value

        $1,364,600

        $1.26M - $1.49M

        $7,227/mo

        Price history

        DateEventPrice
        9/30/2026Listed for sale$1,499,999+50.8%$636/sqft
        Source: Owner Report a problem
        8/3/2023Sold$995,000$422/sqft
        Source: Smart MLS #170571533 Report a problem
        6/14/2023Pending sale$995,000$422/sqft
        Source: Smart MLS #170571533 Report a problem
        6/13/2023Contingent$995,000$422/sqft
        Source: Smart MLS #170571533 Report a problem
        6/1/2023Listed for sale$995,000+46.5%$422/sqft
        Source: Smart MLS #170571533 Report a problem
        7/7/2020Listing removed$679,000$288/sqft
        Source: Higgins Group Real Estate #170268551 Report a problem
        2/3/2020Listed for sale$679,000+0.6%$288/sqft
        Source: Higgins Group Real Estate #170268551 Report a problem
        8/13/2019Listing removed$674,999$286/sqft
        Source: William Pitt Sotheby's International Realty #170188981 Report a problem
        5/31/2019Price change$674,999-0.4%$286/sqft
        Source: William Pitt Sotheby's International Realty #170188981 Report a problem
        4/30/2019Listed for sale$678,000+4.3%$287/sqft
        Source: William Pitt Sotheby's International Realty #170188981 Report a problem
        7/2/2018Sold$650,000$275/sqft
        Source: Smart MLS #170070166 Report a problem
        4/17/2018Listed for sale$650,000-20.5%$275/sqft
        Source: William Raveis Real Estate #170070166 Report a problem
        6/24/2005Sold$817,500+72.1%$346/sqft
        Source: Smart MLS #98223951 Report a problem
        1/21/1997Sold$475,000+14.5%$201/sqft
        Source: Public Record Report a problem
        11/6/1992Sold$415,000$176/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$15,710 +1.8%$553,350
        2024$15,438 +4.2%$553,350 +2.7%
        2023$14,820 +1%$538,720
        2022$14,675 +1%$538,720
        2021$14,535 +0.9%$538,720 +0.2%
        2020$14,406 $537,740
        2019$14,406 +1.6%$537,740
        2018$14,175 +2.1%$537,740
        2017$13,884 -2.6%$537,740 -6.5%
        2015$14,257 +1.6%$575,120
        2014$14,033 +2%$575,120
        2013$13,763 +6.5%$575,120
        2011$12,923 -4.9%$575,120 -18.4%
        2010$13,586 +2%$705,040
        2009$13,325 +1.7%$705,040
        2008$13,100 +6.7%$705,040
        2007$12,275 +4.4%$705,040
        2006$11,753 -11.4%$705,040 +31.8%
        2005$13,265 +7.3%$534,870 +1.2%
        2004$12,362 +8.8%$528,290
        2003$11,358 +31.8%$528,290 +79%
        2001$8,620 +85.3%$295,190
        2000$4,652 -41%$295,190
        1999$7,882 $295,190
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 06824

        Getting around

        3 / 100
        Car-Dependent
        5 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Burr
        • Middle: Tomlinson
        • High: Fairfield Warde

        Source: The MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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