Skip main navigation
Under contract
  • $1,400,000

    55 Island Avenue, Madison, CT 06443

    4beds
    3,046sqft
    : 
    Loading
    Get pre-qualified
    Single Family Residence
    Built in 1972
    1.02 Acres Lot
    $-- Zestimate®
    $460/sqft
    $-- HOA

    What's special

    A rare offering in one of Madison's coveted shoreline neighborhoods, this custom-built Cape has been impeccably preserved since 1972, presenting a remarkable opportunity to own a home of enduring quality, character, and potential. Set on a private 1.02 acre lot with an Island address and easy access off Cambridge, the location offers exceptional privacy while remaining a quick walk to town, the Green or the beach. This charming 4 bed, 3 full bath home features 3,046 square feet of living space. Gracious formal rooms include an elegant living room with original hardwood floors (ready for refinishing as the shag rugs were just removed!) and sliders to a terrace. You'll also enjoy a bespoke dining room with a custom-painted island inspired wall, and a handsome wood-paneled family room with a fireplace and access to the 2 car garage. The large sunroom overlooks the beautiful grounds, while the charming, functional kitchen includes a casual eating area. A thoughtful floor plan offers two bedrooms and two full baths on the main level that could easily be combined to create an impressive 1st floor primary suite. Upstairs, a spacious landing leads to a large bath with double sinks, a generous guest bedroom, and an enormous fourth bedroom ideal as another bedroom suite, office, studio, recreation space or combination depending on your needs. Dated yet in exceptional condition, this rare gem offers location, privacy, scale, and endless possibilities. Request for All Offers 6/7 at 6pm. Request for All Offers by Sunday, June 7, 2026 at 6pm. Shag rugs were recently removed from the living room and the staircase and second floor landing. Floors have paint and building debris from 1972. They have never been finished. Lovely quality and ready to be finished. Property is an estate. No disclosures. Limited information available.
    37 days
    |
    506
    |
    12
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Phoebe V. Finch (617)645-3907,

    William Pitt Sotheby's Int'l 203-245-6700

    Source: Smart MLS,MLS#: 24179566MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bathroom
      • Features: Tub w/Shower
      • Level: Main
      Bathroom
      • Features: Double-Sink, Tub w/Shower
      • Level: Upper
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      Family room
      • Features: Bookcases, Built-in Features, Fireplace, Sliders, Hardwood Floor
      • Level: Main
      Kitchen
      • Features: Eating Space
      • Level: Main
      Living room
      • Features: Sliders, Hardwood Floor
      • Level: Main
      Sun room
      • Features: Sliders
      • Level: Main
      Heating
      • Hot Water, Natural Gas
      Cooling
      • Central Air, Ductless
      Appliances
      • Included: Cooktop, Oven/Range, Refrigerator, Freezer, Trash Compactor, Washer, Dryer, Water Heater
      • Laundry: Main Level
      Features
      • Basement: None
      • Attic: None
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 3,046
      • Total interior livable area: 3,046 sqft
      • Finished area above ground: 3,046

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Features
      • Waterfront features: Walk to Water
      Lot
      • Size: 1.02 Acres
      • Features: Level, Cleared, Landscaped
      Details
      • Parcel number: 1154786
      • Zoning: R-2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Wood Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1972

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Madison

      Financial & listing details

      • Price per square foot: $460/sqft
      • Tax assessed value: $877,600
      • Annual tax amount: $19,685
      • Date on market: 5/30/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/25/2026Pending sale$1,400,000$460/sqft
        Source: Smart MLS #24179566 Report a problem
        5/31/2026Listed for sale$1,400,000+79.5%$460/sqft
        Source: Smart MLS #24179566 Report a problem
        9/30/2010Sold$780,000$256/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$19,685 +2%$877,600
        2024$19,307 +24.5%$877,600 +69.7%
        2023$15,503 +1.9%$517,300
        2022$15,214 +1.9%$517,300
        2021$14,924 +1.8%$517,300
        2020$14,665 $517,300
        2019$14,665 -19%$517,300 -19.8%
        2018$18,097 +2.7%$645,400
        2017$17,619 +3.1%$645,400
        2016$17,097 +2.8%$645,400
        2015$16,626 -11.2%$645,400 -13.3%
        2014$18,729 +23.4%$744,100
        2013$15,172 +3.1%$744,100
        2012$14,711 +2.4%$744,100
        2010$14,369 +3.7%$744,100 0%
        2009$13,857 +4.4%$744,200
        2008$13,277 +8.4%$744,200 +41.9%
        2007$12,247 +4.8%$524,500
        2006$11,686 +4.9%$524,500
        2005$11,135 +11.1%$524,500
        2003$10,023 +39.7%$524,500 +91.9%
        2001$7,177 $273,300

        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Madison Center

        Getting around

        42 / 100
        Car-Dependent
        45 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Neck River
        • High: Daniel Hand

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

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

        Skip to the end of the carouselSkip to the beginning of the carousel