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Under contract
    • $699,900

    18 Shepard Street, Old Saybrook, CT 06475

    3beds
    2,114sqft
    : 
    $4,777/mo
    Get pre-qualified
    Single Family Residence
    Built in 1958
    9,147 Square Feet Lot
    $-- Zestimate®
    $331/sqft
    $-- HOA

    What's special

    Enjoy the best of Old Saybrook from this spacious 3-bedroom, 2-bath Cape offering over 2,100 square feet of living space in a residential setting close to downtown and the shoreline. Just beyond Main Street and The Kate, with convenient access to Saybrook Point, restaurants, shopping, the train station and area amenities. Inside, an expansive living and family room offers hardwood floors, a brick fireplace and an abundance of natural light. The generously sized kitchen and dining area features ample cabinetry, granite countertops, stainless steel appliances and a large center island with seating. The flexible floor plan includes a first-floor bedroom and full bath, with two additional bedrooms and a second full bath upstairs. Two ductless mini-splits provide added comfort. Outside, enjoy a fenced backyard with a paver patio and mature trees, offering a great space for relaxing, gardening or entertaining. Additional highlights include a roof less than one year old, a detached one-car garage with electricity, paved driveway and full basement. A wonderful opportunity to enjoy generous living space and a convenient location near the heart of Old Saybrook and the Connecticut shoreline.
    42 days
    60
    0

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Tony Walstra (860)460-8825,

    William Pitt Sotheby's Int'l 860-434-2400

    Source: Smart MLS,MLS#: 24201611MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Level: Upper
      • Area: 252 Square Feet
      • Dimensions: 14 x 18
      Bedroom
      • Features: Hardwood Floor
      • Level: Lower
      • Area: 132 Square Feet
      • Dimensions: 11 x 12
      Bedroom
      • Level: Upper
      • Area: 180 Square Feet
      • Dimensions: 12 x 15
      Bathroom
      • Features: Remodeled, Tile Floor
      • Level: Main
      • Area: 56 Square Feet
      • Dimensions: 7 x 8
      Bathroom
      • Features: Remodeled, Tile Floor
      • Level: Upper
      • Area: 80 Square Feet
      • Dimensions: 8 x 10
      Family room
      • Features: Hardwood Floor
      • Level: Main
      • Area: 154 Square Feet
      • Dimensions: 11 x 14
      Kitchen
      • Features: Breakfast Nook, Granite Counters, Eating Space, Tile Floor
      • Level: Main
      Living room
      • Features: Fireplace, Hardwood Floor
      • Level: Main
      • Area: 352 Square Feet
      • Dimensions: 16 x 22
      Heating
      • Baseboard, Oil
      Cooling
      • Ductless, Wall Unit(s)
      Appliances
      • Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Tankless Water Heater
      • Laundry: Main Level
      Features
      • Windows: Thermopane Windows
      • Basement: Full
      • Attic: Access Via Hatch
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,114
      • Total interior livable area: 2,114 sqft
      • Finished area above ground: 2,114

      Property

      Features
      • Fencing: Wood,Full
      Lot
      • Size: 9,147 Square Feet
      • Features: Level, In Flood Zone
      Details
      • Parcel number: 1025938
      • Zoning: A

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Shake Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1958

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Golf, Library, Medical Facilities, Park, Shopping/Mall
      HOA
      • Has HOA: No
      Location
      • Region: Old Saybrook

      Financial & listing details

      • Price per square foot: $331/sqft
      • Tax assessed value: $333,200
      • Annual tax amount: $5,255
      • Date on market: 8/24/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/2/2026Pending sale$699,900$331/sqft
        Source: Smart MLS #24201611 Report a problem
        8/27/2026Listed for sale$699,900+397.7%$331/sqft
        Source: Smart MLS #24201611 Report a problem
        3/28/1994Sold$140,625$67/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,165 +2%$333,200
        2024$5,065 +5.7%$333,200 +42.2%
        2023$4,791 +1.8%$234,300
        2022$4,705 +0.1%$234,300
        2021$4,698 $234,300
        2020$4,698 +1.5%$234,300
        2019$4,627 -2.7%$234,300 -3.4%
        2018$4,753 -0.3%$242,500
        2017$4,768 +2.1%$242,500
        2016$4,671 +2.4%$242,500
        2015$4,561 +1.7%$242,500
        2014$4,486 +4.3%$242,500 -14.3%
        2013$4,299 +4%$282,800
        2012$4,135 +4%$282,800
        2011$3,976 +23.7%$282,800 +18.3%
        2009$3,214 -14.8%$239,100 +0.4%
        2007$3,772 +8.5%$238,100
        2005$3,476 +5.8%$238,100
        2004$3,286 +23.9%$238,100 +93.6%
        2003$2,653 +13.4%$123,000 +4%
        2001$2,339 +44%$118,300 +6.8%
        1995$1,624 $110,810
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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: 06475

        Getting around

        51 / 100
        Somewhat Walkable
        39 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • High: Old Saybrook

        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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