Skip main navigation
For sale
  • Price cut: $155K (9/30)
    $2,795,000

    111 Main Street, Sandwich, MA 02563

    5beds
    4,245sqft
    : 
    $18,270/mo
    Get pre-qualified
    Single Family Residence
    Built in 1740
    3.76 Acres Lot
    $2,634,000 Zestimate®
    $658/sqft
    $-- HOA

    What's special

    Picturesque pondCharming carriage houseSpecimen treesExpansive groundsGracious roomsWorking beehive oven
    For nearly three centuries, Uplands has been a setting for remarkable stories. Now it is ready for you to live your story. Dating to circa 1740, Uplands is one of Sandwich Village's treasured historic estates, set on nearly four acres of rolling lawns, specimen trees, a picturesque pond and charming carriage house. It is a rare opportunity to make your own history in a place with a remarkable past. Inside, nearly three centuries of architectural character have been thoughtfully preserved and expanded for modern living. Historic details remain throughout, including a working beehive oven and the rare possibility of open-hearth cooking—touchstones to another era that today create memorable experiences for family and friends. But Uplands is much more than a historic house. It is a home for all seasons—magical at Christmas, unforgettable at Thanksgiving, beautiful on a summer afternoon, and somehow capable of making an ordinary Tuesday evening feel special. Gracious rooms, expansive grounds and timeless character create the kind of setting that becomes part of a family's story. Uplands isn't simply a place to live. It's a place to build a life—and add your chapter to nearly 300 years of history. Please verify all information contained herein.
    79 days
    1,194
    85

    Zillow last checked:

    Listing updated:

    Listed by:

    Jack B Cotton, Jr 508-776-0009,

    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
      Heating
      • Oil
      Cooling
      • Other
      Appliances
      • Included: Dishwasher, Other, Electric Range, Gas Range, Refrigerator, Washer, Oil, Water Heater
      • Laundry: Electric Dryer
      Features
      • Flooring: Wood, Tile
      • Basement: Partial
      • Number of fireplaces: 5
      Interior area
      • Total structure area: 4,245
      • Total interior livable area: 4,245 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 10
      • Parking features: Off Street, Gravel
      Features
      • Stories: 3
      • Patio & porch: Patio
      • Exterior features: Garden
      Lot
      • Size: 3.76 Acres
      • Features: Gentle Sloping, Cleared, Pond on Lot, Views
      Details
      • Additional structures: Outbuilding
      • Parcel number: SAND M:0081 B:0000 L:01290
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Clapboard, Shingle Siding
      • Roof: Pitched,Wood
      Condition
      • Year built: 1740

      Utilities & green energy

      • Water: Public

      Community & HOA

      Community
      • Security: Security System
      Location
      • Region: Sandwich

      Financial & listing details

      • Price per square foot: $658/sqft
      • Tax assessed value: $1,986,100
      • Annual tax amount: $20,093
      • Date on market: 7/15/2026
      • Cumulative days on market: 80 days

        Estimated market value

        $2,634,000

        $2.50M - $2.77M

        $5,452/mo

        Price history

        DateEventPrice
        9/30/2026Price change$2,795,000-5.3%$658/sqft
        Source: CCIMLS #22603411 Report a problem
        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

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

        Climate risks

        Neighborhood: 02563

        Getting around

        37 / 100
        Car-Dependent
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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

        Browse local experts