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    • Price cut: $15.1K (5/6)
    $419,900

    39 Middletown Avenue, Old Saybrook, CT 06475

    4beds
    640sqft
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    Single Family Residence
    Built in 1908
    3,484 Square Feet Lot
    $415,300 Zestimate®
    $656/sqft
    $27/mo HOA

    What's special

    Classic farmhouse sinkVaulted ceilingsExposed beamsFire pitCorian countertopsNew windowsRenovated bathroom
    Charming and beautifully updated 4 bedroom partially furnished Seasonal Cottage in desireable Saybrook Manor beach community. This home offers the perfect blend of character and modern improvements with vaulted ceilings and exposed beams. The completely remodeled kitchen features Corian countertops, a classic farmhouse sink, skylight for natural light and matching rolling kitchen cart for added prep and storage space. The renovated bathroom includes a luxurious rainfall shower head for a spa-like feel. The bright dining room is enhanced by a large new slider that opens to a spacious stone patio-ideal for indoor/outdoor living. The Living room has a skylight offering warmth and brightness for your gatherings. Enjoy summer evenings around the fire pit or rinse off in the outdoor shower with both hot and cold water after a day at the beach and enjoy dining under the pergula watching the sunset. Additional updates include new windows, new plumbing, and updated electrical, offering peace of mind for years to come. A perfect coastal-style retreat with thoughtful upgrades inside and out. Square footage does not include enclosed porch (an additional 140 sq ft). 2 short blocks from the Private community beach easily accessed with the included Golf Cart.
    126 days
    |
    163
    |
    3
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Tracy Pentalow (860)205-3691,

    Property Shoppe, LLC 203-829-0418

    Source: Smart MLS,MLS#: 24157756MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 1
      • Full bathrooms: 1
      Primary bedroom
      • Features: Laminate Floor
      • Level: Main
      Bedroom
      • Features: Laminate Floor
      • Level: Main
      Bedroom
      • Features: Laminate Floor
      • Level: Main
      Bedroom
      • Features: Laminate Floor
      • Level: Main
      Dining room
      • Features: Skylight, Laminate Floor
      • Level: Main
      Kitchen
      • Features: Skylight, Laminate Floor
      • Level: Main
      Living room
      • Features: Laminate Floor
      • Level: Main
      Heating
      • Other
      Cooling
      • Ductless
      Appliances
      • Included: Electric Range, Microwave, Refrigerator, Electric Water Heater, Water Heater
      Features
      • Wired for Data
      • Basement: None
      • Attic: None
      • Has fireplace: No
      Interior area
      • Total structure area: 640
      • Total interior livable area: 640 sqft
      • Finished area above ground: 640

      Property

      Features
      • Patio & porch: Patio
      • Exterior features: Outdoor Grill, Fruit Trees
      • Fencing: Partial
      • Waterfront features: Walk to Water, Beach Access, Association Required, Seasonal
      Lot
      • Size: 3,484 Square Feet
      • Features: Level, Seasonal Property, In Flood Zone
      Details
      • Additional structures: Shed(s)
      • Parcel number: 1025245
      • Zoning: A

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cottage
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Block
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1908

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      Green energy
      • Green verification: ENERGY STAR Certified Homes

      Community & HOA

      Community
      • Subdivision: Saybrook Manor
      HOA
      • Has HOA: Yes
      • Amenities included: Basketball Court, Clubhouse, Lake/Beach Access
      • HOA fee: $321 annually
      Location
      • Region: Old Saybrook

      Financial & listing details

      • Price per square foot: $656/sqft
      • Tax assessed value: $238,400
      • Annual tax amount: $3,695
      • Date on market: 3/7/2026

        Estimated market value

        $415,300

        $395,000 - $436,000

        $2,314/mo

        Price history

        DateEventPrice
        5/6/2026Price change$419,900-3.5%$656/sqft
        Source: Smart MLS #24157756 Report a problem
        4/4/2026Price change$435,000-3.3%$680/sqft
        Source: Smart MLS #24157756 Report a problem
        3/7/2026Listed for sale$450,000+100.9%$703/sqft
        Source: Smart MLS #24157756 Report a problem
        9/17/2021Sold$224,000-6.6%$350/sqft
        Source: Smart MLS #170389680 Report a problem
        8/10/2021Contingent$239,900$375/sqft
        Source: Smart MLS #170389680 Report a problem
        5/11/2021Price change$239,900-11%$375/sqft
        Source: Smart MLS #170389680 Report a problem
        4/14/2021Listed for sale$269,609-6.9%$421/sqft
        Source: Smart MLS #170389680 Report a problem
        2/21/2021Listing removed--
        Source: Smart MLS #170328760 Report a problem
        8/20/2020Listed for sale$289,609+262%$453/sqft
        Source: Innovative Properties #170328760 Report a problem
        7/10/2012Listing removed$1,300$2/sqft
        Source: Brown and Pope Realtors #G625826 Report a problem
        6/25/2012Listed for rent$1,300$2/sqft
        Source: Brown and Pope Realtors #G625826 Report a problem
        7/1/1998Sold$80,000+60%$125/sqft
        Source: Public Record Report a problem
        6/10/1993Sold$50,000$78/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,695 +4.2%$238,400 +2.2%
        2024$3,546 +28.2%$233,300 +72.6%
        2023$2,765 +1.8%$135,200
        2022$2,715 +0.1%$135,200
        2021$2,711 $135,200
        2020$2,711 +1.5%$135,200
        2019$2,670 -1.3%$135,200 -2%
        2018$2,705 -0.3%$138,000
        2017$2,713 +2.1%$138,000
        2016$2,658 +2.4%$138,000
        2015$2,596 +1.7%$138,000
        2014$2,553 -5.7%$138,000 -22.5%
        2013$2,706 +4%$178,000
        2012$2,602 +4%$178,000
        2011$2,503 +4.6%$178,000
        2009$2,392 +39.2%$178,000 +64.1%
        2007$1,719 +8.5%$108,500
        2005$1,584 +5.8%$108,500
        2004$1,497 +14.2%$108,500 +78.5%
        2003$1,311 +9.1%$60,800
        2001$1,202 +4.6%$60,800 -22.4%
        1995$1,149 $78,400
        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.
        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: Saybrook Manor

        Getting around

        31 / 100
        Car-Dependent
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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