Raymond M. Hall, REALTOR® | Call | Text | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633
$2,950,000

111 Main Street, Sandwich, MA 02563

5 bedrooms 6 Full Baths 1 Half Bath 4,245 Sq Ft 3.76 acres
MLS# 22603411 · Residential / (Single Family Residence)
Listed: 07/15/26 (listing data as of 09/25/26 at 5:55 am)
  • 1st Floor Primary Bedroom
  • 5 Fireplaces
  • Renovated 1985

About This Property

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.

Property Details

Property TypeResidential
(Single Family Residence)
StatusFor Sale
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
Total Rooms10
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 Market72
WaterfrontNo
Miles to Beach1 to 2
Fireplaces5
Lot Features Cleared, Gentle Sloping, Pond on Lot, Views

Bedroom Details

Primary Bedroom

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

Bedroom 2

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

Bedroom 3

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

Bedroom 4

  • Second Floor
  • 14' 10" (L)
  • 14' 6" (W)
  • Wood Flooring

Bedroom 5

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

Living Area Details

Living Room

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

Dining Room

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

Kitchen

  • First Floor
  • 16' 9" (L)
  • 19' 10" (W)
  • Wood Flooring
  • Gas Fireplace
  • Eat-in Kitchen
  • Breakfast Nook

Appliances

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

Foyer

  • First Floor
  • 12' 9" (L)
  • 9' 4" (W)
  • Wood Flooring

Sitting Room

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

Laundry

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

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: Jack 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 09/25/2026. 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.