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For sale
    • Price cut: $175K (7/9)
    $2,275,000

    3808 Redding Road, Fairfield, CT 06824

    4beds
    5,376sqft
    : 
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    Single Family Residence
    Built in 1769
    16.76 Acres Lot
    $-- Zestimate®
    $423/sqft
    $-- HOA

    What's special

    Rare three-fireplace hearthRefreshed interiorsHistoric barnCenturies-old floorsOriginal beamsCarriage houseWooded edges
    3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose. Barn sold as is
    76 days
    |
    2,848
    |
    153
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Cindy Raney & Team,

    Cindy Raney (203)625-1820,

    Coldwell Banker Realty 203-227-8424

    Source: Smart MLS,MLS#: 24171406MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bonus Room, Laundry
      Primary bedroom
      • Features: Balcony/Deck, Bedroom Suite, Full Bath, Walk-In Closet(s), Wall/Wall Carpet
      • Level: Upper
      Bedroom
      • Features: Bedroom Suite, Full Bath, Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bathroom
      • Level: Main
      Bathroom
      • Features: Stone Floor
      • Level: Main
      Bathroom
      • Features: Tile Floor
      • Level: Upper
      Den
      • Features: Beamed Ceilings, Fireplace, Hardwood Floor
      • Level: Main
      Dining room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      Kitchen
      • Features: Beamed Ceilings, Dining Area, Kitchen Island, Hardwood Floor
      • Level: Main
      Living room
      • Features: Wood Stove, Hardwood Floor
      • Level: Main
      Media room
      • Features: Built-in Features, Entertainment Center, Wall/Wall Carpet
      • Level: Upper
      Office
      • Features: Built-in Features, Fireplace
      • Level: Main
      Rec play room
      • Level: Third,Upper
      Heating
      • Forced Air, Wood/Coal Stove, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Tankless Water Heater
      • Laundry: Main Level
      Features
      • In-Law Floorplan, Sound System
      • Basement: Full,Unfinished,Storage Space,Interior Entry
      • Attic: Walk-up
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 5,376
      • Total interior livable area: 5,376 sqft
      • Finished area above ground: 5,376
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Features
      • Exterior features: Fruit Trees, Garden
      • Waterfront features: Beach Access
      Lot
      • Size: 16.76 Acres
      • Features: Wetlands, Wooded, Farm, In Flood Zone
      Details
      • Additional structures: Shed(s), Barn(s), Guest House
      • Parcel number: 129845
      • Zoning: AAA
      • Horses can be raised: Yes

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding, Wood Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1769

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      Community
      • Features: Golf, Playground, Near Public Transport, Stables/Riding, Tennis Court(s)
      • Subdivision: Greenfield Hill
      HOA
      • Has HOA: No
      Location
      • Region: Fairfield

      Financial & listing details

      • Price per square foot: $423/sqft
      • Tax assessed value: $1,475,421
      • Annual tax amount: $28,313
      • Date on market: 4/30/2026
      • Exclusions: see inclusions/excusions

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/9/2026Price change$2,275,000-7.1%$423/sqft
        Source: Smart MLS #24171406 Report a problem
        5/13/2026Price change$2,450,000-5.6%$456/sqft
        Source: Smart MLS #24171406 Report a problem
        4/30/2026Listed for sale$2,595,000$483/sqft
        Source: Smart MLS #24171406 Report a problem
        4/29/2026Listing removed$2,595,000$483/sqft
        Source: Smart MLS #24160945 Report a problem
        3/26/2026Listed for sale$2,595,000+62.3%$483/sqft
        Source: Smart MLS #24160945 Report a problem
        9/20/2018Sold$1,599,000$297/sqft
        Source: Smart MLS #170058708 Report a problem
        4/28/2018Listing removed$1,599,000$297/sqft
        Source: William Raveis Real Estate #170058708 Report a problem
        3/7/2018Listed for sale$1,599,000$297/sqft
        Source: William Raveis Real Estate #170058708 Report a problem
        10/11/2017Listing removed$1,599,000$297/sqft
        Source: William Raveis Real Estate #99183145 Report a problem
        7/25/2017Price change$1,599,000-3.6%$297/sqft
        Source: William Raveis Real Estate #99183145 Report a problem
        4/27/2017Listed for sale$1,659,000+44.3%$309/sqft
        Source: William Raveis Real Estate #99183145 Report a problem
        10/1/2007Sold$1,150,000+475%$214/sqft
        Source: Smart MLS #98343084 Report a problem
        8/21/1992Sold$200,000$37/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$30,960 +1.8%$1,090,510
        2024$30,425 +1.4%$1,090,510
        2023$30,000 +1%$1,090,510
        2022$29,705 +1%$1,090,510
        2021$29,422 +0.8%$1,090,510 +0.1%
        2020$29,185 +0.8%$1,089,410 +0.8%
        2019$28,964 +76.5%$1,081,150 +73.6%
        2018$16,414 +2.1%$622,680
        2017$16,078 +3.7%$622,680 -0.4%
        2015$15,503 +1.6%$625,370
        2014$15,259 +2%$625,370
        2013$14,965 +6.5%$625,370
        2011$14,052 -4.2%$625,370 -17.8%
        2010$14,668 -30.2%$761,170 -31.6%
        2009$21,022 +5.2%$1,112,300 +3.5%
        2008$19,975 +7.8%$1,075,060 +1%
        2007$18,527 +0.1%$1,064,140 -4.2%
        2006$18,512 -24%$1,110,480 +13%
        2005$24,368 +6%$982,590
        2004$22,993 +8.8%$982,590
        2003$21,126 +57.4%$982,590 +113.8%
        2001$13,421 +85.3%$459,620
        2000$7,244 -41%$459,620
        1999$12,272 $459,620
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 06824

        Getting around

        3 / 100
        Car-Dependent
        26 / 100
        Somewhat Bikeable

        Nearby schools

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

        Source: Smart 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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