Active
81 Days on market
111 Main Street Sandwich — Photo 1 of 42

111 Main Street Sandwich — Photo 1 of 42

Recent Drop: $155,000

$2,950,000
$2,795,000

$2,795,000

111 Main Street, Sandwich, MA 02563

Sandwich, MA 02563 — Sandwich (village)

Beds

5

Baths

6.5

SqFt

4,245

Style

Single Family

Built

1740

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.

Key facts

It was listed on July 15, 2026. The price has come down from an original $2,950,000 to $2,795,000, most recently on September 30, 2026. The annual property taxes are $20,093 (2026 tax year). It sits on a 3.7-acre (161,172 sq ft) lot.

Immersive Experience

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$658/sqft
Local Avg (Sandwich)$494/sqft
33% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Sandwich, MA.

Property Details

Financials

Original Price$2,950,000
Annual Taxes$20,093

Parking

Garage0
Off-Street10

Interior Specifications

Total Rooms10
Fireplaces5
FlooringWood, Tile
BasementPartial

Climate & Utilities

HeatingBaseboard, Oil
CoolingOther
WaterPublic
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofWood
FoundationStone
ZoningR1

Property & Lot

Acres3.7
SqFt Lot161,172
Lot FeaturesCleared, Gentle Sloping

Amenities & Appliances

Water Heater • Range • Dishwasher • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Shopping • Highway Access • House of Worship • Public School

Geography

Floorplan Breakdown

Structural Layout

Second
Bedroom 2Bedroom 3Bedroom 4Bedroom 5
First
Living RoomDining RoomKitchenFamily RoomPrimary Bedroom
Living Room
Lvl First

11 x 24

Beamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Wood

Dining Room
Lvl First

13 x 13

Flooring - Wood

Kitchen
Lvl First

16 x 19

Flooring - Wood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Cabinets - Upgraded, Country Kitchen

Family Room
Lvl First

10 x 13

Flooring - Wood

Primary Bedroom
Lvl First

28 x 25

Bathroom - Full, Cathedral Ceiling(s), Flooring - Wood

Bedroom 2
Lvl Second

13 x 15

Bedroom 3
Lvl Second

14 x 10

Flooring - Wood

Bedroom 4
Lvl Second

14 x 14

Flooring - Wood

Bedroom 5
Lvl Second

12 x 16

Flooring - Wood

Property History

Price Drop
$2,795,000

Was $2,950,000

Sep 30, 2026

MLS® 73549915

Listed
$2,950,000

Jul 15, 2026

MLS® 73549915

Questions about this home

When was 111 Main Street, Sandwich listed?

111 Main Street, Sandwich was listed on July 15, 2026.

Has the price of 111 Main Street, Sandwich changed?

The price has come down from an original $2,950,000 to $2,795,000, most recently on September 30, 2026.

What are the property taxes for 111 Main Street, Sandwich?

The annual property taxes for 111 Main Street, Sandwich are $20,093 (2026 tax year).

How big is the lot at 111 Main Street, Sandwich?

111 Main Street, Sandwich sits on a 3.7-acre (161,172 sq ft) lot.

What is the status of 111 Main Street, Sandwich?

111 Main Street, Sandwich is actively listed for sale.

Population

10,436

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$121K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

11.1%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Barnstable County

505 housing units permitted in the last 12 months (-51% vs the prior 12 months) — 123 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 4,245 sq ft principal dwelling). Lot size: 161,172 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Jack Cotton

Listing Office: Sotheby's International Realty

MLS® Number: 73549915