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For sale
  • Price cut: $74K (9/1)
    $1,495,000

    370 Main Street, South Dennis, MA 02660

    5beds
    2,617sqft
    : 
    $8,994/mo
    Get pre-qualified
    Single Family Residence
    Built in 1840
    0.88 Acres Lot
    $1,426,500 Zestimate®
    $571/sqft
    $-- HOA

    What's special

    Modernized systemsCovered porchMini-split heating and coolingNew porchesRestored interiorsExceptional craftsmanship throughoutNew roof
    Meticulously restored circa-1840 Sea Captain's home in the heart of the South Dennis Historic District. Landmark property offers 5 BRs and 4.5 BAs, including 2 first-floor en suite BRs that provide exceptional flexibility & convenience. Versatile floor plan is equally well suited for a private residence, multigenerational living, seasonal retreat, or hospitality use. Extensively renovated & improved over the past 2 decades, the home features a luxury chef's kitchen w/ premium appliances & custom cabinetry, updated baths, modernized systems, mini-split heating & cooling, new roof, restored interiors, & exceptional craftsmanship throughout. Historic details including wide-board floors, exposed beams, fireplaces, built-ins, & an antique brick oven blend seamlessly w/ modern comforts. Beautifully landscaped grounds feature a covered porch, brick terrace, mature gardens, & a distinctive seashell driveway. For nearly 20 years, the property was operated as a successful bed & breakfast w/ an international clientele, & remains an actively licensed B&B property. Prime location near Bass River, beaches, marinas, golf, dining, shopping, conservation & the Cape Cod Rail Trail The spacious chef's kitchen has been recently & extensively renovated with upscale finishes, top line appliances, crisp white cabinetry, and thoughtful planning (including two sinks!) This is a home designed for gathering -- the kind of place where large families, grandchildren, and summer visitors naturally come together. There is room for everyone, yet the home still feels warm, intimate, and welcoming. Outdoors, life slows down. The covered side porch overlooks a brick terrace, perennial gardens, & the wooded beauty of its shady hollow. Whether enjoying morning coffee, hosting summer gatherings, or simply listening to birdsong drifting through the trees, the setting feels remarkably peaceful & private. Lovingly restored and extensively improved over the past two decades, the property combines historic integrity with modern comfort. Significant recent updates include a beautifully renovated kitchen, new roof, comprehensive interior & exterior painting, updated systems, mini-split heating and cooling, renovated interior spaces, new porches, exterior improvements, & artistic landscaping. Just minutes from beaches, boating, the bike trail, restaurants, shops, & conservation land, this exceptional South Dennis property offers the very best of Cape Cod living. Located above the flood zone and close to Bass River, Nantucket Sound beaches, Cape Cod Bay beaches, bike trail, dining, shopping, and marinas, this is a rare opportunity to own one of South Dennis Village's landmark properties.
    127 days
    600
    32

    Zillow last checked:

    Listing updated:

    Listed by:

    Fran I Schofield 508-237-0006,

    Berkshire Hathaway HomeServices Robert Paul Properties

    Source: CCIMLS,MLS#: 22602581MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Heating
      • Natural Gas
      Appliances
      • Included: Dishwasher, Freezer, Microwave, Gas Range, Refrigerator, Range Hood, Wall/Oven Cook Top, Washer, Electric, Natural Gas, Water Heater
      • Laundry: Gas Dryer
      Features
      • Attic Storage, Linen Closet, Pantry, Walk-In Closet(s)
      • Flooring: Wood
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 2,617
      • Total interior livable area: 2,617 sqft

      Property

      Parking
      • Total spaces: 8
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Features
      • Stories: 3
      • Patio & porch: Patio, Porch
      • Exterior features: Outdoor Shower, Garden
      • Fencing: Partial
      Lot
      • Size: 0.88 Acres
      • Features: Gentle Sloping, Sloped, Wooded, Level
      Details
      • Additional structures: Outbuilding
      • Parcel number: DENN M:000118 P:005000
      • Special conditions: Standard,None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Clapboard, Shingle Siding
      • Roof: Asphalt,Pitched,Shingle
      Condition
      • Year built: 1840

      Utilities & green energy

      • Water: Public

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: South Dennis

      Financial & listing details

      • Price per square foot: $571/sqft
      • Tax assessed value: $857,300
      • Annual tax amount: $3,678
      • Date on market: 6/1/2026
      • Cumulative days on market: 75 days

        Estimated market value

        $1,426,500

        $1.36M - $1.50M

        $3,991/mo

        Price history

        DateEventPrice
        9/1/2026Price change$1,495,000-4.7%$571/sqft
        Source: CCIMLS #22602581 Report a problem
        6/1/2026Listed for sale$1,569,000+169.1%$600/sqft
        Source: CCIMLS #22602581 Report a problem
        7/15/2010Sold$583,000+57.6%$223/sqft
        Source: CCIMLS #20906921 Report a problem
        3/5/2001Sold$370,000+48%$141/sqft
        Source: Public Record Report a problem
        9/23/1996Sold$250,000$96/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,607 +1.4%$833,000 +2.8%
        2024$3,556 +5.3%$810,100 +12%
        2023$3,377 +4.3%$723,200 +25.1%
        2022$3,238 -1.1%$578,200 +6.5%
        2021$3,275 +0.6%$543,100 +1.8%
        2020$3,256 -7.1%$533,700 -6.1%
        2019$3,506 +15.1%$568,200 +18.3%
        2018$3,046 +0.7%$480,400 -2.4%
        2017$3,026 -2.6%$492,100 +3.4%
        2016$3,108 +2%$475,900
        2015$3,046 -1.3%$475,900 -2.1%
        2014$3,085 +3.5%$485,900 -0.7%
        2013$2,981 -2.5%$489,500 -5.8%
        2012$3,056 +5.8%$519,800 +0.6%
        2011$2,889 +1.7%$516,800 -4.1%
        2010$2,841 +3.2%$539,100 -0.8%
        2009$2,754 +10%$543,200 -5.6%
        2008$2,504 +6.1%$575,600 +2.5%
        2007$2,360 +2.5%$561,800 +3.9%
        2006$2,303 -5%$540,600 +1.9%
        2005$2,423 +0.5%$530,300 +7.1%
        2004$2,411 +14.6%$495,000 +34.4%
        2003$2,103 +5.3%$368,300 +39%
        2001$1,998 $265,000
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        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: West Dennis

        Getting around

        29 / 100
        Car-Dependent
        28 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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