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Under contract
  • $1,399,000

    88 Overhill Road, Fairfield, CT 06824

    4beds
    4,057sqft
    : 
    Single Family Residence
    Built in 1931
    9,147.6 Square Feet Lot
    $1,544,400 Zestimate®
    $345/sqft
    $-- HOA

    What's special

    Please submit highest and best by 5PM Monday, October 6th. Classic Lines. Creative Soul. Located on one of Sasco Hill's most beloved streets, this classic Colonial offers timeless curb appeal and a highly walkable lifestyle. Inside, thoughtful architectural details - arched doorways, original built-ins, and natural light throughout - create a warm, character-rich feel. The main level begins with a gracious sitting room and a window-lined office, both opening into the heart of the home: a crisp, updated kitchen, sunlit dining area, and comfortable family room that flows easily for everyday living. Upstairs, the primary suite offers a quiet retreat with a walk-in dressing area and updated bath, while three additional bedrooms - each with its own unique shape and charm - share a full hall bath. The finished lower level adds flexibility, with dedicated areas for media, play, and fitness. A welcoming front porch, three-car garage, and spacious driveway - perfect for play or overflow parking - round out the property. Just minutes from Southport Village, Fairfield Center, beaches, restaurants, and the train, this is a home that offers both character and convenience in one of the area's most desirable locations.
    187 days
    |
    164
    |
    6
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: March 02, 2026 at 04:31pm

    Listed by:

    Cindy Raney (203)257-8320,

    Coldwell Banker Realty 203-227-8424

    Source: Smart MLS,MLS#: 24129674MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Laundry, Sitting Room, Wine Cellar
      Primary bedroom
      • Features: Dressing Room, Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bathroom
      • Level: Main
      Bathroom
      • Level: Upper
      Family room
      • Features: Hardwood Floor
      • Level: Main
      Kitchen
      • Features: Bookcases, Quartz Counters, Dining Area, Kitchen Island, Hardwood Floor
      • Level: Main
      Living room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      Office
      • Features: Hardwood Floor
      • Level: Main
      Heating
      • Hot Water, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Water Heater
      • Laundry: Main Level, Mud Room
      Features
      • Entrance Foyer
      • Windows: Storm Window(s)
      • Basement: Partial,Storage Space,Interior Entry,Partially Finished,Walk-Out Access
      • Attic: Walk-up
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 4,057
      • Total interior livable area: 4,057 sqft
      • Finished area above ground: 2,940
      • Finished area below ground: 1,117

      Property

      Parking
      • Total spaces: 3
      • Parking features: Detached
      • Garage spaces: 3
      Features
      • Patio & porch: Porch, Deck, Patio
      • Exterior features: Rain Gutters
      • Waterfront features: Walk to Water, Beach Access, Water Community
      Lot
      • Size: 9,147.6 Square Feet
      • Features: Dry, Cleared, Landscaped
      Details
      • Parcel number: 134259
      • Zoning: A
      • Other equipment: Generator Ready

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1931

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      Green energy
      • Energy efficient items: Windows

      Community & HOA

      Community
      • Features: Golf, Health Club, Library, Medical Facilities, Park, Near Public Transport
      • Security: Security System
      • Subdivision: Sasco
      HOA
      • Has HOA: No
      Location
      • Region: Fairfield

      Financial & listing details

      • Price per square foot: $345/sqft
      • Tax assessed value: $592,970
      • Annual tax amount: $16,834
      • Date on market: 9/29/2025
      • Exclusions: Please see Inclusions/Exclusions Addendum
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        Estimated market value

        $1,544,400

        $1.47M - $1.62M

        $5,666/mo

        Price history

        Price history
        DateEventPrice
        10/14/2025Pending sale$1,399,000$345/sqft
        Source: Smart MLS #24129674 Report a problem
        10/2/2025Listed for sale$1,399,000+55.6%$345/sqft
        Source: Smart MLS #24129674 Report a problem
        7/15/2020Sold$899,000$222/sqft
        Source: Smart MLS #170297840 Report a problem
        5/23/2020Listed for sale$899,000+19.5%$222/sqft
        Source: William Raveis Real Estate #170297840 Report a problem
        9/27/2011Sold$752,000-1.1%$185/sqft
        Source: Smart MLS #98503131 Report a problem
        8/3/2011Price change$760,000-4.9%$187/sqft
        Source: William Raveis Real Estate #98503131 Report a problem
        6/20/2011Price change$799,000-2.4%$197/sqft
        Source: William Raveis Real Estate #98503131 Report a problem
        6/2/2011Listed for sale$819,000+2.5%$202/sqft
        Source: William Raveis Real Estate #98503131 Report a problem
        9/5/2010Listing removed$799,000$197/sqft
        Source: Prudential Connecticut Realty #98450837 Report a problem
        9/3/2010Listed for sale$799,000$197/sqft
        Source: Prudential Connecticut Realty #98450837 Report a problem
        7/30/2010Listing removed$799,000$197/sqft
        Source: Prudential Connecticut Realty #98463708 Report a problem
        2/12/2010Listed for sale$799,000+9.1%$197/sqft
        Source: Prudential Connecticut Realty #T981538 Report a problem
        6/30/2008Sold$732,500-1.7%$181/sqft
        Source: Smart MLS #98372475 Report a problem
        4/13/2008Price change$745,000-6.8%$184/sqft
        Source: Owner Report a problem
        10/4/2007Listed for sale$799,000+18.9%$197/sqft
        Source: Owner Report a problem
        9/20/2004Sold$672,000+104.3%$166/sqft
        Source: Public Record Report a problem
        3/12/1998Sold$329,000$81/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$16,834 +1.8%$592,970
        2024$16,544 +1.4%$592,970
        2023$16,313 +1%$592,970
        2022$16,153 +1%$592,970
        2021$15,998 +22.7%$592,970 +21.9%
        2020$13,033 $486,500
        2019$13,033 +1.6%$486,500
        2018$12,824 +2.1%$486,500
        2017$12,561 +2.2%$486,500 -1.9%
        2015$12,295 +1.6%$495,950
        2014$12,101 +2%$495,950
        2013$11,868 +12.5%$495,950 +5.6%
        2011$10,554 -1.6%$469,700 -15.6%
        2010$10,724 +2%$556,500
        2009$10,518 +1.7%$556,500
        2008$10,340 +6.7%$556,500
        2007$9,689 +4.4%$556,500
        2006$9,277 +17.4%$556,500 +74.6%
        2005$7,904 +6%$318,710
        2004$7,458 +8.8%$318,710
        2003$6,852 +21.2%$318,710 +64.6%
        2001$5,654 +85.3%$193,620
        2000$3,051 -41%$193,620
        1999$5,170 $193,620

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $9,075/mo
        Principal & interest
        $7105
        Property taxes
        $1970
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          Climate risks

          Neighborhood: 06824

          Getting around

          65 / 100
          Somewhat Walkable
          48 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Mill Hill
          • Middle: Roger Ludlowe
          • High: Fairfield Ludlowe

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

          Local experts in 06824

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