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For sale
  • $2,950,000

    111 Main Street, Sandwich, MA 02563

    5beds
    4,245sqft
    : 
    $18,904/mo
    Get pre-qualified
    Single Family Residence
    Built in 1740
    3.76 Acres Lot
    $2,758,400 Zestimate®
    $695/sqft
    $-- HOA

    What's special

    Picturesque pondCharming carriage houseTimeless characterSpecimen treesExpansive groundsOpen-hearth cookingGracious rooms
    Uplands, circa 1740, is one of Sandwich Village's most treasured historic estates. Set on nearly four acres of rolling lawns, specimen trees, a picturesque pond, and a charming carriage house, this remarkable property offers a rare opportunity to build your future on an estate with a long and storied past.At the heart of the home is a rich architectural legacy spanning nearly three centuries, thoughtfully expanded and preserved for modern living. Historic details abound, including a working beehive oven and the rare possibility of open-hearth cooking--evoking a simpler era while creating unforgettable experiences for family and guests.More than a residence, Uplands is a true lifestyle property. It is a home for all seasons: magical at Christmas, unforgettable at Thanksgiving and making an ordinary Tuesday evening extraordinary. The gracious rooms, expansive grounds, and timeless character create a setting where every day feels worthy of celebration.Few properties possess such presence. Uplands doesn't simply provide a place to live--it sets the tone for a life well lived. Please verify all information contained herein.
    32 days
    |
    2,606
    |
    174
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jack B Cotton, Jr jack@jackcotton.com,

    Sotheby's International Realty

    Source: CCIMLS,MLS#: 22603411MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 7
      • Full bathrooms: 6
      • 1/2 bathrooms: 1
      Primary bedroom
      • Description: Fireplace(s): Wood Burning,Flooring: Wood
      • Level: First
      • Area: 738.15
      • Dimensions: 28.5 x 25.9
      Bedroom 2
      • Description: Flooring: Wood
      • Features: Bedroom 2
      • Level: Second
      • Area: 201.74
      • Dimensions: 13.1 x 15.4
      Bedroom 3
      • Description: Flooring: Wood
      • Features: Bedroom 3
      • Level: Second
      • Area: 148.05
      • Dimensions: 14.1 x 10.5
      Bedroom 4
      • Description: Flooring: Wood
      • Features: Bedroom 4
      • Level: Second
      • Area: 205.86
      • Dimensions: 14.1 x 14.6
      Primary bathroom
      • Features: Private Full Bath
      Dining room
      • Description: Fireplace(s): Wood Burning,Flooring: Wood
      • Features: Dining Room
      • Level: First
      • Area: 182.09
      • Dimensions: 13.9 x 13.1
      Kitchen
      • Description: Fireplace(s): Gas,Flooring: Wood
      • Features: Kitchen, Upgraded Cabinets, Breakfast Nook
      • Level: First
      • Area: 322.79
      • Dimensions: 16.9 x 19.1
      Living room
      • Description: Fireplace(s): Wood Burning,Flooring: Wood
      • Features: Beamed Ceilings, Living Room
      • Level: First
      • Area: 284.05
      • Dimensions: 11.5 x 24.7
      Heating
      • Hot Water
      Cooling
      • Other
      Appliances
      • Included: Dishwasher, Washer, Security System, Refrigerator, Gas Range, Electric Range, Other, Electric Dryer
      • Laundry: Laundry Room, First Floor
      Features
      • Flooring: Wood, Tile
      • Basement: Interior Entry,Partial
      • Number of fireplaces: 5
      • Fireplace features: Wood Burning, Gas
      Interior area
      • Total structure area: 4,245
      • Total interior livable area: 4,245 sqft

      Property

      Parking
      • Total spaces: 10
      Features
      • Stories: 3
      • Entry location: First Floor
      • Patio & porch: Patio
      • Exterior features: Garden
      Lot
      • Size: 3.76 Acres
      • Features: In Town Location, Cleared
      Details
      • Additional structures: Outbuilding
      • Parcel number: SAND M:0081 B:0000 L:01290
      • Zoning: R-1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Antique, Colonial
      • Property subtype: Single Family Residence
      Materials
      • Clapboard, Shingle Siding
      • Foundation: Rubble, Stone
      • Roof: Pitched, Wood
      Condition
      • Updated/Remodeled, Actual
      • New construction: No
      • Year built: 1740
      • Major remodel year: 1985

      Utilities & green energy

      • Sewer: Septic Tank, Septic Tank

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Sandwich

      Financial & listing details

      • Price per square foot: $695/sqft
      • Tax assessed value: $1,986,100
      • Annual tax amount: $20,093
      • Date on market: 7/15/2026
      • Cumulative days on market: 32 days
      • Road surface type: Paved

        Estimated market value

        $2,758,400

        $2.62M - $2.90M

        $5,571/mo

        Price history

        DateEventPrice
        7/15/2026Listed for sale$2,950,000$695/sqft
        Source: CCIMLS #22603411 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$19,063 +9.7%$1,803,500 +12.1%
        2024$17,376 +3.7%$1,608,900 +10.4%
        2023$16,753 -1.6%$1,456,800 +12.6%
        2022$17,028 +5.8%$1,293,900 +10.7%
        2021$16,099 +0.9%$1,169,100 +4.9%
        2020$15,954 +2.4%$1,114,900 +2.4%
        2019$15,586 +5.7%$1,088,400 +5.5%
        2018$14,746 +4.5%$1,031,900 +9.2%
        2017$14,107 +6.4%$944,900 +3.1%
        2016$13,260 +0.6%$916,400 +3.1%
        2015$13,175 +1.2%$889,000 -0.5%
        2014$13,014 +6.9%$893,200 +0.6%
        2013$12,178 +4.3%$887,600 -3.2%
        2012$11,680 -2.7%$916,800 -7%
        2011$12,009 +3.5%$986,000 -4.5%
        2010$11,602 +0.9%$1,032,200 -7.8%
        2009$11,495 +4.6%$1,119,300 -2.2%
        2008$10,994 +1.4%$1,144,000 -1.9%
        2007$10,840 +0.7%$1,165,600 +1.3%
        2006$10,767 +7.1%$1,150,300 +9.2%
        2005$10,049 +2.4%$1,053,400 +9.5%
        2004$9,809 -12.3%$961,700 +1.4%
        2003$11,182 +62.4%$948,400 +84.5%
        2001$6,886 +10.1%$513,900 +17.5%
        2000$6,252 $437,200
        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: 02563

        Getting around

        37 / 100
        Car-Dependent
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Sandwich

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

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