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Under contract
  • Price cut: $10K (11/22)
    $575,000

    108 Boston Post Road, Madison, CT 06443

    3beds
    1,700sqft
    : 
    Single Family Residence
    Built in 1900
    0.92 Acres Lot
    $-- Zestimate®
    $338/sqft
    $-- HOA

    What's special

    Large l-shaped front porchPeriod detailsRustic styleExposed beamsModern convenienceWood floorsInviting kitchen
    Welcome antique home lovers!! This beautifully preserved and tastefully updated antique home, ideally situated on a generous 0.92-acre lot in the heart of Madison. Offering three bedrooms and two full baths, this residence perfectly balances historic character with everyday comfort. The inviting kitchen features exposed beams that bring warmth and charm, while thoughtful updates ensure a seamless blend of rustic style and modern convenience. Throughout the home, you'll find wood floors, period details, and sun-filled living spaces that create a warm, welcoming atmosphere. Enjoy the large L-shaped front porch-perfect for relaxing with a book or greeting neighbors. The expansive yard offers plenty of space for gardening, outdoor dining, or play. Conveniently located close to Madison's town center, beaches, and commuter routes, this home offers timeless appeal with unbeatable access to all the area has to offer.
    112 days
    |
    2,542
    |
    160
    |

    Zillow last checked: 8 hours ago

    Listing updated: January 01, 2026 at 04:02pm

    Listed by:

    Cindy Breckheimer (860)690-3141,

    Forever Homes Real Estate LLC 860-690-3141

    Source: Smart MLS,MLS#: 24113442MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Level: Upper
    • Area: 216.6 Square Feet
    • Dimensions: 11.4 x 19
    Bedroom
    • Level: Upper
    • Area: 181.89 Square Feet
    • Dimensions: 12.9 x 14.1
    Bedroom
    • Level: Upper
    • Area: 68.85 Square Feet
    • Dimensions: 8.5 x 8.1
    Dining room
    • Level: Main
    • Area: 169.83 Square Feet
    • Dimensions: 11.1 x 15.3
    Kitchen
    • Level: Main
    • Area: 238.7 Square Feet
    • Dimensions: 15.4 x 15.5
    Living room
    • Level: Main
    • Area: 335.4 Square Feet
    • Dimensions: 12.9 x 26
    Heating
    • Forced Air, Natural Gas
    Cooling
    • Ceiling Fan(s)
    Appliances
    • Included: Oven/Range, Refrigerator, Dishwasher, Gas Water Heater
    • Laundry: Main Level
    Features
    • Basement: Partial
    • Attic: Walk-up
    • Has fireplace: No
    Interior area
    • Total structure area: 1,700
    • Total interior livable area: 1,700 sqft
    • Finished area above ground: 1,700

    Property

    Parking
    • Parking features: None
    Lot
    • Size: 0.92 Acres
    • Features: Level
    Details
    • Parcel number: 1156422
    • Zoning: R-2

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Clapboard
    • Foundation: Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1900

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Madison

    Financial & listing details

    • Price per square foot: $338/sqft
    • Tax assessed value: $353,800
    • Annual tax amount: $7,936
    • Date on market: 9/19/2025
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    1/2/2026Pending sale$575,000$338/sqft
    Source: Smart MLS #24113442 Report a problem
    11/22/2025Price change$575,000-1.7%$338/sqft
    Source: Smart MLS #24113442 Report a problem
    10/24/2025Price change$585,000-1.7%$344/sqft
    Source: Smart MLS #24113442 Report a problem
    10/3/2025Listed for sale$595,000$350/sqft
    Source: Smart MLS #24113442 Report a problem
    9/26/2025Pending sale$595,000$350/sqft
    Source: Smart MLS #24113442 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025$7,936 +2%$353,800
    2024$7,784 +13.8%$353,800 +55%
    2023$6,839 +1.9%$228,200

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $3,998/mo
    Principal & interest
    $2776
    Property taxes
    $1021
    Home insurance
    $201

      Climate risks

      Neighborhood: 06443

      Nearby schools

      GreatSchools rating

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