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For sale
    • Price cut: $182.6K (8/4)
    $1,995,000

    2037 Main Rd, Westport, MA 02790

    3beds
    1,626sqft
    : 
    $11,607/mo
    Get pre-qualified
    Single Family Residence
    Built in 1776
    8,400 Square Feet Lot
    $-- Zestimate®
    $1,227/sqft
    $-- HOA

    What's special

    Original woodworkPeriod architectural detailsExposed hand-hewn beamsRenovated kitchenPrivate dockWaterfront homeBeautifully landscaped grounds
    Welcome to 2037 Main Road, an extraordinary waterfront home on historic Westport Point where American history, timeless New England architecture, and an exceptional coastal lifestyle come together. Originally built in 1776, this remarkable residence has been thoughtfully updated while preserving the character and craftsmanship that make historic homes so special.Perfectly sited to capture breathtaking sunsets, the property overlooks the harbor with panoramic water views and features a private dock, making it easy to enjoy boating, kayaking, fishing, or simply relaxing by the water. Inside, the home is rich with historic charm, featuring wide plank hardwood floors, exposed hand-hewn beams, original woodwork, fireplaces, and period architectural details that reflect nearly 250 years of history. A thoughtfully designed addition blends seamlessly with the original home while expanding the living space and taking full advantage of the stunning waterfront setting. Large windows frame spectacular harbor views from both the first and second floors, filling the home with natural light and creating an effortless connection between the indoors and outdoors.The renovated kitchen complements the home's historic character while offering the functionality and conveniences today's homeowners appreciate. Throughout the home, pride of ownership is evident, with numerous improvements including owned solar panels, Pella windows, a newer roof, updated heating system, generator, and newer septic system, allowing you to enjoy the beauty of a historic property with the peace of mind of modern updates.Adding to the property's appeal is a charming detached cottage filled with rustic character. Ideal for guests, a home office, artist's studio, or private retreat, it offers incredible flexibility while maintaining the authentic coastal feel of the property.The beautifully landscaped grounds feature mature gardens and inviting outdoor spaces, making the most of the manageable lot while creating a peaceful waterfront setting for entertaining or quiet relaxation.Located in the heart of desirable Westport Point, you'll enjoy one of New England's most picturesque waterfronts, just moments from beaches, marinas, conservation land, and local dining. Historic waterfront properties with a private dock, guest cottage, stunning sunsets, and thoughtfully integrated modern improvements rarely become available. This is a unique opportunity to own a true legacy property.
    68 days
    1,642
    47

    Zillow last checked:

    Listing updated:

    Listed by:

    Nicole Plante 508-265-3795,

    Even Keel Realty, Inc. 508-636-0099

    Source: MLS PIN,MLS#: 73543126

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: Cathedral Ceiling(s), Ceiling Fan(s), Closet, Closet/Cabinets - Custom Built, Flooring - Wood
      • Level: Second
      • Area: 285
      • Dimensions: 15 x 19
      Bedroom 2
      • Features: Closet, Flooring - Wood
      • Level: Second
      • Area: 180
      • Dimensions: 9 x 20
      Primary bathroom
      • Features: No
      Bathroom 1
      • Level: First
      • Area: 64
      • Dimensions: 8 x 8
      Bathroom 2
      • Level: Second
      • Area: 66
      • Dimensions: 6 x 11
      Dining room
      • Features: Flooring - Wood
      • Level: First
      • Area: 135
      • Dimensions: 9 x 15
      Family room
      • Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Open Floorplan
      • Level: Main,First
      • Area: 180
      • Dimensions: 12 x 15
      Kitchen
      • Features: Flooring - Hardwood, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Cabinets - Upgraded
      • Level: Main,First
      • Area: 275
      • Dimensions: 25 x 11
      Living room
      • Features: Flooring - Wood
      • Level: First
      • Area: 210
      • Dimensions: 15 x 14
      Office
      • Features: Ceiling - Vaulted, Flooring - Vinyl, Window(s) - Picture
      • Level: First
      • Area: 144
      • Dimensions: 12 x 12
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Window Unit(s)
      Appliances
      • Included: Gas Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
      • Laundry: First Floor
      Features
      • Vaulted Ceiling(s), Office, Kitchen, 3/4 Bath, Living/Dining Rm Combo, Loft
      • Flooring: Wood, Flooring - Vinyl
      • Windows: Picture, Screens
      • Basement: Full,Partial,Crawl Space,Bulkhead,Dirt Floor
      • Number of fireplaces: 1
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 1,626
      • Total interior livable area: 1,626 sqft
      • Finished area above ground: 1,626
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Off Street, Stone/Gravel, Unpaved
      • Uncovered spaces: 2
      Accessibility
      • Accessibility features: No
      Features
      • Exterior features: Rain Gutters, Professional Landscaping, Screens, Garden, Guest House, Other
      • Has view: Yes
      • View description: Scenic View(s), Water, Harbor
      • Has water view: Yes
      • Water view: Harbor,Water
      • Waterfront features: Waterfront, Harbor, Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
      Lot
      • Size: 8,400 Square Feet
      • Features: Flood Plain, Cleared, Gentle Sloping, Sloped, Other
      Details
      • Additional structures: Guest House
      • Parcel number: M:0083 B:0000 L:00120,3001520
      • Zoning: NATION

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Stone
      • Roof: Shingle
      Condition
      • Year built: 1776

      Utilities & green energy

      • Electric: Circuit Breakers, 100 Amp Service
      • Sewer: Private Sewer
      • Water: Private
      • Utilities for property: for Gas Range

      Community & HOA

      Community
      • Features: House of Worship, Other
      HOA
      • Has HOA: No
      Location
      • Region: Westport

      Financial & listing details

      • Price per square foot: $1,227/sqft
      • Tax assessed value: $1,607,700
      • Annual tax amount: $11,704
      • Date on market: 6/29/2026
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $3,088/mo

        Price history

        DateEventPrice
        8/4/2026Price change$1,995,000-8.4%$1,227/sqft
        Source: MLS PIN #73543126 Report a problem
        6/29/2026Listed for sale$2,177,600+596.8%$1,339/sqft
        Source: MLS PIN #73543126 Report a problem
        8/4/1988Sold$312,500$192/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$12,506 +24.9%$1,678,600 +29.6%
        2024$10,013 +2.4%$1,295,300 +8%
        2023$9,782 +11.2%$1,198,800 +15.6%
        2022$8,794 +16.3%$1,037,000 +18.2%
        2021$7,561 +5.7%$877,200 +3.4%
        2020$7,155 +2.3%$848,700 +0.4%
        2019$6,993 -8.7%$845,600 -9.8%
        2018$7,663 +2.6%$937,900 +0.1%
        2017$7,469 +2%$937,200 +1.2%
        2016$7,325 +0.2%$926,100 +0.4%
        2015$7,314 +2.7%$922,300 -0.3%
        2014$7,122 +4%$924,900 -0.2%
        2013$6,850 +5.2%$926,900 +0.4%
        2012$6,511 +4.6%$923,600 -0.4%
        2011$6,222 -0.4%$927,300 -6.9%
        2010$6,246 +1.3%$996,200 -10.5%
        2009$6,165 +1.5%$1,112,900 +1.9%
        2008$6,073 -7%$1,092,300 -12.1%
        2007$6,527 -0.9%$1,243,200 +0.6%
        2006$6,584 +7.8%$1,235,300 +24.2%
        2005$6,105 +12%$994,300 +47.2%
        2004$5,453 -1.6%$675,700 +0.6%
        2003$5,543 +39.7%$671,900 +72.8%
        2001$3,967 +25.9%$388,900 +24.9%
        1998$3,151 $311,400
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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: 02790

        Getting around

        15 / 100
        Car-Dependent
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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