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5 Beds
7 Baths
4,245 sqft

$2,795,000

111 Main Street, Sandwich MA, 02563

Price per sqft$658.42
Built in1740
Property size4,245 sqft
Property typeResidential

Overview

Active

Listed Jul 15, 2026

Updated 36h ago

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.

$18,595/mo

Est. mortgage payment based on a $2,795,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
22603411
Available since
July 15, 2026

Interior Features

Bedrooms
5
Bathrooms
7
Fireplace
Yes
Basement
No

Exterior Features

Lot Size
3.76 Acres

Other Property Details

Taxes
$20,093
Tax Frequency
Annually

 Courtesy of Jack Cotton Jr. | Sotheby's International Realty - Osterville Brokerage

Based on information from DASH - Sotheby's International Realty (SIR) as of 10/10/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

©2026 DASH - Sotheby's International Realty (SIR). All rights reserved. 

Data last updated 7:17 AM UTC, 10/10/2026

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