Pending

$1,897,000

Est. $12,466/mo —

•

4,178

sq ft

158 Main St, Sandwich, MA 02563

About this home

A rare offering in the heart of historic Sandwich Village, this distinguished antique residence blends timeless character with an extraordinary Cape Cod lifestyle. Surrounded by the charm of downtown Sandwich, shops, dining and community gatherings are just outside your door. An opportunity to be part of the Village in a way few homes can. Filled with natural light, the 5-bedroom, 7.5-bath main residence pairs beautiful architectural character with modern comforts including radiant heat, central air and a whole-house generator. A gorgeous kitchen with custom cabinetry and quartz countertops complements gracious living and dining spaces, an inviting family room and sunroom. The third floor offers a bedroom, living area and full bath. An impeccable carriage house with a full bathroom provides beautifully appointed space for guests, a home office or studio. The backyard is an outdoor retreat with cedar hot tub, sauna, outdoor shower, gas fire pit and space to entertain. Town Neck Beach & Boardwalk are just a stroll away. Steeped in history yet beautifully suited for modern living, this is a home made for gathering, celebrating and creating the next chapter of its remarkable story.

Single-familyProperty Type

1836Year Built

0.35 acresLot Size

$454Price/Sq.Ft.

2 garage spacesParking

Listed by Erin Cameron • William Raveis Real Estate & Home Services

Listing updated: Oct 24, 2026 at 11:13am

Redfin checked: a minute ago

•Source:CCIMLS #22604864

Payment calculator

$12,466 per month

Principal and interest$10,482

Property taxes

$1,574

HOA dues

Home insurance

$411

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

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3 beds3.5 baths2,821 sq ft
46 Tara Ter, Bourne, MA 02532
OPEN TODAY, 11AM TO 1PM
$230,000
3 beds2 baths1,356 sq ft
9 Headlands Dr, Plymouth, MA 02360
OPEN TODAY, 11AM TO 1PM
$1,080,000
3 beds4.5 baths3,313 sq ft
9 Oar And Line, Plymouth, MA 02360
OPEN TODAY, 12PM TO 2PM
$795,000
3 beds2.5 baths1,632 sq ft
60 Shorewood Dr, Mashpee, MA 02649
OPEN TODAY, 12PM TO 2PM
$489,000
2 beds2 baths1,446 sq ft
22 Highview Dr, Sandwich, MA 02563
OPEN TODAY, 12PM TO 2PM
$849,900
4 beds2.5 baths3,183 sq ft
15 Sheep Pasture Way, East Sandwich, MA 02537
OPEN TODAY, 12PM TO 1:30PM
$699,900
4 beds2 baths1,948 sq ft
227 Lunns Way, Plymouth, MA 02360
OPEN TODAY, 12:30PM TO 2PM
$1,997,000
4 beds5.5 baths3,760 sq ft
182 Hooppole Rd, Mashpee, MA 02649
OPEN TODAY, 1PM TO 3PM
$639,900
2 beds2.5 baths1,560 sq ft
32 Southcliff Dr #32, Plymouth, MA 02360

Around this home

Schools

K - 12
Preschool & daycare

Oak Ridge School

Public 3-6 • Assigned • 3.3mi

8/10

Sandwich Middle High School

Public 7-12 • Assigned • 2.4mi

6/10

Provided by GreatSchools

About Upper

Cape

Upper Cape, located between Buzzards Bay and Cape Cod Bay, is a coastal and village-centered Falmouth neighborhood with saltwater inlets and piney conservation land. The neighborhood’s character concentrates around Main Street in Woods Hole, where ferry docks, marine labs, and compact storefronts set a working-harbor rhythm. The Woods Hole Oceanographic Institution and the Woods Hole Science Aquarium act as cultural anchors, with The Knob adding a quiet shoreline counterpoint. Architecture leans toward shingled Cape cottages and weathered harbor-side buildings, with bikeable lanes linking beaches and ponds. Days track tides, ferry schedules, and the Shining Sea Bikeway’s steady flow. Small marinas and pocket parks keep the landscape open and maritime.

Provided by Walk Score and Local Logic

Offer insights

158 Main St · $1,897,000

Strong offer

$1.9M and above

75% chance or better to win

Why $1.9M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 32 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Attic storage
Linen closet
Recessed lighting
Walk-in closets
Patio

Bedrooms
Total rooms: 11

Bathrooms
7 full bathrooms
1 half bathroom
Partial basement

Kitchen
Dishwasher
Gas range

Laundry & utility
Washer hookup
Gas dryer hookup
Natural gas water heater

Flooring
Hardwood
Tile
Carpet

Heating & cooling
Natural gas heating
Central air conditioning
Has heating
Has cooling

Sale and tax history for 158 Main St

Sale History
Tax History

Date

Event

Price

CCIMLS #22604864

Oct 24, 2026

Pending

—

Oct 1, 2026

Listed

$1,897,000

$454/sq ft

CCIMLS #22007392

Apr 28, 2021

Sold

$1,240,000

$297/sq ft

Mar 1, 2021

Pending

—

Feb 16, 2021

Pending

—

Feb 14, 2021

Listing Removed

—

Nov 19, 2020

Price Changed

$1,379,875

$330/sq ft

Oct 29, 2020

Listed

$1,450,000

$347/sq ft

+67

Beautiful family home with detached carriage house in the heart of the historic village of Sandwich . Originally built in 1835, this 5 bedroom home has been lovingly renovated with modern charms and exquisite craftsmanship while keeping many original details. Gorgeous kitchen with custom cabinetry, quartz counters and stainless-steel appliances, seven fireplaces, high ceilings, spacious rooms and period detailing. Also offering twenty first century luxuries and amenities such as radiant heat,central air and generator. Impressive over-sized carriage house with parking for 2 cars and beautifully finished upper floor with bathroom perfect for home office space. Spacious family room surrounded by windows lead you out onto the terrace with piped in gas for your gas grill and firepit. Professionally landscaped private grounds surrounded by perennial plantings and inground irrigation system. This stunning property was once operated as a B&B./l.;

MLS PIN #72750884

Apr 28, 2021

Sold

$1,240,000

$297/sq ft

Feb 17, 2021

Contingent

—

Nov 20, 2020

Price Changed

$1,379,875

$330/sq ft

Oct 29, 2020

Listed

$1,450,000

$347/sq ft

+35

Beautiful family home with a detached carriage house in the heart of the historic village of Sandwich. Originally built in 1835, this 5 bedroom home has been lovingly renovated with modern charms and exquisite craftsmanship while keeping many original details. Gorgeous kitchen with custom cabinetry, quartz counters and stainless-steel appliances, seven fireplaces, high ceilings, spacious rooms, and period detailing. Also offering twenty-first-century luxuries and amenities such as radiant heat, central air, and generator. Impressive over-sized carriage house with parking for 2 cars and beautifully finished upper floor with bathroom perfect for home office space. A spacious family room surrounded by windows leads you out onto the terrace with piped-in gas for your gas grill and firepit. Professionally landscaped private grounds surrounded by perennial plantings and inground irrigation system. This stunning property was once operated as a B&B./l.

CCIMLS #21002379

Sep 4, 2019

Listing Removed

—

Mar 15, 2010

Listed

$759,000

$182/sq ft

MLS PIN #71756163

Jun 1, 2015

Sold

$890,000

$213/sq ft

May 28, 2015

Pending

—

Apr 23, 2015

Listed

$949,900

$227/sq ft

CCIMLS #21409214

Jun 1, 2015

Sold

$890,000

$213/sq ft

Sep 30, 2014

Listed

$949,900

$227/sq ft

CCIMLS #2022261

Sep 3, 2002

Sold

$585,000

$140/sq ft

Jun 12, 2002

Listed

$595,000

$142/sq ft

Public Records

Jan 9, 1998

Sold

$450,000

$108/sq ft

CCIMLS #43164

Mar 20, 1996

Sold

$349,500

$84/sq ft

Jan 27, 1994

Listed

$359,900

$86/sq ft

Public Records

Jun 10, 1988

Sold

$415,000

$99/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$15,212 (+2.5%)

$240,700 + $1,082,100

$1,322,800

2022

$14,846 (+5.7%)

$237,500 + $890,600

$1,128,100

2021

$14,040 (+4.6%)

$228,300 + $791,300

$1,019,600

2020

$13,424 (+6.2%)

$233,700 + $704,400

$938,100

2019

$12,635 (+5.2%)

$224,200 + $658,100

$882,300

2018

$12,014 (+6.5%)

$226,600 + $614,100

$840,700

2017

$11,283 (+14.9%)

$219,200 + $536,500

$755,700

2016

$9,816 (−4.0%)

$217,100 + $461,300

$678,400

2015

$10,223

$204,200 + $485,600

$689,800

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

0.35 Acres

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Other

County

Barnstable County

APN

2393116

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

R-1

Residential District

To provide moderate-density residential development and allow for a limited variety of accessory uses, while preserving current surrounding conditions and the environment of the community.

Permitted uses

Include but are not limited to:

Agriculture
Religious facility
Day care facility
Housing-Single unit
Public service
Educational/school
Museum / gallery

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 90° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Sandwich, MA • 02563

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Redfin Estimate for 158 Main St

$1,828,374

$69K under list price of $1.90M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $787K to $3.7M.

SOLD AUG 28, 2026
$816,900 Last sold price
4 beds2.5 baths2,783 sq ft
17 Hilltop Dr, Bourne, MA 02561
$160/sq ft
larger lot
137 years newer
SOLD DEC 11, 2025
$1,496,000 Last sold price
3 beds4.5 baths2,563 sq ft
5 Pocasset Rd, Bourne, MA 02562
$130/sq ft
smaller lot
169 years newer
SOLD DEC 11, 2025
$1,496,000 Last sold price
3 beds4.5 baths2,563 sq ft
5 Pocasset Rd, Sagamore Beach, MA 02562
$130/sq ft
smaller lot
169 years newer
SOLD AUG 7, 2026
$787,000 Last sold price
4 beds2.5 baths2,001 sq ft
4 Andrew Rd, Sagamore Beach, MA 02562
$61/sq ft
larger lot
151 years newer
SOLD SEP 16, 2026
$3,685,000 Last sold price
3 beds4.5 baths3,200 sq ft
88 Sagamore Rd, Sagamore Beach, MA 02562
$698/sq ft
larger lot
115 years newer
SOLD MAR 31, 2026
$1,110,000 Last sold price
4 beds3.5 baths3,434 sq ft
8 Jillian Dr, Bourne, MA 02532
$131/sq ft
larger lot
168 years newer

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Details provided by CCIMLS and may not match the public record. Learn more.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 158 Main St

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 158 Main St

Nearby similar homes

New listings for sale in 02563

More real estate resources