Raymond M. Hall, REALTOR® | (508) 221-2544 | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633
$2,950,000

111 Main Street, Sandwich, MA 02563

5 Beds 6 Full Baths 1 Half Baths 4,245 Sq Ft 3.76 acres
MLS# 22603411 · Residential / (Single Family Residence)
Listed: 07/15/26 (listing data as of 07/30/26 at 3:08 pm)

About This Property

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.

Property Details

Property TypeResidential
(Single Family Residence)
StatusActive
MLS Number22603411
Year Built1740
Annual Taxes$20,093 (2026)
Total Assessment$1,986,100
Square Footage4,245
Price/Sq Ft$695/sq ft
Additional Finished Space102 sqft
Lot Size3.76 acres
Bedrooms5
Full Baths6
Half Baths1
RenovatedYes
Year Renovated1985
Heat Source Oil
Add'l Heating Forced Hot Water
Cooling A/C Other
Garage Spaces0
Days on Market15
WaterfrontNo
Miles to Beach1 to 2
Fireplaces5
Lot Features Cleared, Gentle Sloping, Pond on Lot, Views

Bedroom Details

Primary Bedroom

  • 28'5" (L)
  • 25'9" (W)
  • First Floor
  • Wood Burning Fireplace
  • Wood Flooring
  • Private Full Bath

Bedroom 2

  • 13'10" (L)
  • 15'4" (W)
  • Second Floor
  • Wood Flooring

Bedroom 3

  • 14'1" (L)
  • 10'5" (W)
  • Second Floor
  • Wood Flooring

Bedroom 4

  • 14'1" (L)
  • 14'6" (W)
  • Second Floor
  • Wood Flooring

Living Area Details

Living Room

  • 11'5" (L)
  • 24'7" (W)
  • First Floor
  • Beamed Ceilings
  • Wood Burning Fireplace
  • Wood Flooring

Dining Room

  • 13'9" (L)
  • 13'10" (W)
  • First Floor
  • Wood Burning Fireplace
  • Wood Flooring

Kitchen

  • 16'9" (L)
  • 19'1" (W)
  • First Floor
  • Breakfast Nook
  • Gas Fireplace
  • Wood Flooring
  • Upgraded Cabinets

Appliances

  • Dishwasher
  • Electric Dryer
  • Electric Range
  • Gas Range
  • Refrigerator
  • Security System
  • Washer
  • Other

Bedroom 5

  • 16'0" (W)
  • 11'11" (L)
  • Second Floor

Sitting Room

  • 13'9" (W)
  • 10'5" (L)
  • First Floor

Laundry Room

  • 8'9" (L)
  • 7'4" (W)
  • First Floor

Convenient To

  • In Town Location
  • Convenient to Town Neck Beach

Exterior Features

  • Garden
  • Private Yard

Location

Nearby Listings

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Listing Courtesy of: John B Cotton, Jr / Sotheby's International Realty
The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than John C. Ricotta & Associates are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated 07/30/2026. Neither the listing broker nor John C. Ricotta & Associates shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal.