SOLD DEC 4, 2025

Off Market Dec 2025 for $845K

$884,190

Est. refi paymentEst. refi $4,477/mo

•

2,186

sq ft

1872 S Undermountain Rd, Sheffield, MA 01257

About this home

Public Remarks: This 4 Bedroom, 2.5 Bath streamside retreat is tucked perfectly into an idyllic private setting, just the spot to let those cares go. Thoughtfully updated in 2022, with nature out every window, the comfortable blend of public and private spaces is convenient for any use.. With exposed beams, walls of windows, a spiral staircase, main floor bedrooms and baths, mini split a/c units, garden doors to the inviting deck, and so much more, the quality and character of this unique home are revealed. Bear Rock Stream forms the southern boundary of the property, with the Connecticut line just seconds away. You are surrounded by all of the entertainment and recreation opportunities available in the Berkshires and Litchfield Hills - come see for yourself! Showings begin on Sept. 02, 2025.

Single-familyProperty Type

1984Year Built

2 acresLot Size

$404Est. Price/Sq.Ft.

Listed by David Taylor • ELYSE HARNEY REAL ESTATE

Bought with Diane Thorson • WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Redfin checked: a few seconds ago

•Source:BCMLS #247510

Redfin Estimate

$884,190

$39K since sold in December 2025$10K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11% higher than the average sale price ($796K) of 6 comparable homes.

SOLD JAN 30, 2026
$1,250,000
A
3 beds2.5 baths2,256 sq ft
414 S Undermountain Rd, Sheffield, MA 01257
SOLD MAR 24, 2026
$401,500
B
3 beds2 baths1,683 sq ft
334 S Undermountain Rd, Sheffield, MA 01257
SOLD JUL 2, 2026
$875,000
C
2 beds3 baths1,753 sq ft
856 Barnum St, Sheffield, MA 01257
SOLD NOV 24, 2025
$805,000
D
4 beds2.5 baths2,389 sq ft
1900 Home, Great Barrington, MA 01230
SOLD JAN 23, 2026
$1,017,000
E
4 beds2.5 baths2,184 sq ft
53 Upland Meadow Rd, Salisbury, CT 06068
SOLD AUG 7, 2026
$429,000
F
3 beds2.5 baths2,054 sq ft
5 Country View Rd, Millerton, NY 12546
Listing by DUTCHESS COUNTRY REALTY INC. M

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Earn from this home

Refinance

Est. cash available

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Rent

$3,197/mo

Redfin rental estimate

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Market trends in 01257, MA

Last updated July 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

97.3%

0.8% MoM

Median sale price

$500K

$50K MoM

Avg. days on market

211d

0 days MoM

Recently sold homes

0 MoM

New listings for sale

$1,050,000
3 beds2 baths2,800 sq ft
128 Rannapo Rd, Sheffield, MA 01257
See all

Provided by Redfin

Sale history for 1872 S Undermountain Rd

Date

Event

Price

BCMLS #247510

Dec 4, 2025

Sold

$845,000

$387/sq ft

Oct 10, 2025

Pending

—

Sep 2, 2025

Listed

$875,000

$400/sq ft

Aug 26, 2025

Coming Soon

$875,000

$400/sq ft

BCMLS #237185

Jun 7, 2022

Sold

$650,000

$297/sq ft

Apr 13, 2022

Pending

—

Apr 6, 2022

Listed

$649,000

$297/sq ft

+38

Public Remarks

Privately situated along a babbling brook just a stone's throw from the CT/MA border, this 4 BR / 2.5 BA contemporary chalet offers more than meets the eye! Surrounded by woodland views from every window, each room provides a tranquil retreat and unique space to make your own. The first floor offers a large living room with picture windows, cozy country kitchen w/ pantry, bright & spacious dining area, 4 flexible bedrooms, and 1.5 baths. A spiral staircase leads to a 2nd floor primary suite with sitting area, expansive bedroom with loads of closet space, and a full bath with double sinks. Outdoor living space is defined by a large deck nestled in the woods, with the Bear Rock stream providing a tranquil natural backdrop. Conveniently located near Great Barrington, MA & Salisbury, CT along one of the prettiest stretches of road in the Berkshires, 2.5 hrs. to NYC & Boston metro areas.

Public Records

Dec 17, 1993

Sold

$119,000

$54/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$3,725 (−1.3%)

$111,200 + $223,500

$334,700

2021

$3,775 (−0.5%)

$106,100 + $165,900

$272,000

2020

$3,795 (−0.4%)

$106,100 + $165,000

$271,100

2019

$3,810 (+5.2%)

$92,000 + $153,800

$245,800

2018

$3,623 (+0.4%)

$92,000 + $153,800

$245,800

2017

$3,608 (+3.3%)

$92,000 + $153,800

$245,800

2016

$3,492 (−1.0%)

$88,300 + $155,200

$243,500

2015

$3,528

$88,300 + $155,200

$243,500

Tax history for 1872 S Undermountain Rd

Year

Property tax

Land + Additions

Assessment*

2022

$3,725 (−1.3%)

$111,200 + $223,500

$334,700

2021

$3,775 (−0.5%)

$106,100 + $165,900

$272,000

2020

$3,795 (−0.4%)

$106,100 + $165,000

$271,100

2019

$3,810 (+5.2%)

$92,000 + $153,800

$245,800

2018

$3,623 (+0.4%)

$92,000 + $153,800

$245,800

2017

$3,608 (+3.3%)

$92,000 + $153,800

$245,800

2016

$3,492 (−1.0%)

$88,300 + $155,200

$243,500

2015

$3,528

$88,300 + $155,200

$243,500

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

87,120

Year renovated

2023

Sq. Ft.

2,186

Year built

1984

Style

Single Family Residential

County

Berkshire County

APN

3919188

Parking Spaces

—

Basement

Yes

Accessible

HOA Dues

—

Garage

Features

Green, Waterfront

Last updated by owner on Oct 13, 2024.

Property details

Parking

Parking Information
Other Parking: Off Street

Interior

Heating & Cooling
Has Heating
Heating: Oil, Electric

Interior Features
Interior Features: Backup Generator, Bay/Bow Window, Cathedral Ceilings, Jet Tub, Skylight(s), Vaulted Ceilings
Appliances: Dishwasher, Dryer, Range Hood, Refrigerator, Washer
Flooring: Carpet, Wood

Room Information
Rooms Total: 8
Living Room
Room Description: vaulted ceiling, bay picture window, track lighting

Accessibility Information
Accessibility Features: Accessible Bedroom, Accessible Full Bath

Bathroom Information
Bathrooms Full: 2
Bathrooms Half: 1

Exterior

Exterior Features
Exterior Features: Trash Private, Privacy, Deck, Outbuilding
Has Waterfront
Water front Features: Frontage on Water, Brook

Building Information
Building Area Total: 2452.0

Financial

Tax Information
Tax Annual Amount: 6761.0
Tax Assessed Value: 586900
Tax Year: 2025

Location

School Information
Elementary School: Undermountain
Middle Or Junior School: Mount Everett
High School: Mount Everett

Location Information
Directions: South Undermountain Road is Route 41. #1872 is just north of Mt Washington Road and close to the Connecticut line.

Utility Information
150 Amp Service, Circuit Breakers
Private Sewer

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,186
Stories: 1.0
Parking Spaces: —
Basement: Yes
Accessible: No
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: 2023
County: Berkshire County
APN: 3919188
HOA Dues: —
Garage: No
Features: Green, Waterfront

Home facts updated by owner on Oct 13, 2024

Other

Listing Information
Standard Status: Closed
Photos Count: 53
Internet Automated Valuation Display YN: Yes

Around this home

Schools

New Marlborough Central School

Public PreK-3 • Assigned • 4.2mi

7/10

Mount Everett Regional School

Public 6-12 • Assigned • 4.2mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

3/10 Heat Factor

7 days above 94° expected this year, 17 days in 30 years

4/10 Wind Factor

12% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Sheffield, MA • 01257

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 3.9 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$840,000 – $1.02M

Sell confidently with a local market expert in Sheffield. 3 minutes to get started.

Nearby similar homes

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3 beds3.5 baths2,748 sq ft

594 Shunpike Rd, Sheffield, MA 01257

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3 beds2 baths2,485 sq ft

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3 beds2.5 baths1,822 sq ft

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$734,900

3 beds2 baths1,771 sq ft

165 Maple Ave, Great Barrington, MA 01230

New listings for sale in 01257

$1,050,000

3 beds2 baths2,800 sq ft

128 Rannapo Rd, Sheffield, MA 01257

Home values near 1872 S Undermountain Rd

Data from public records.

Address	Redfin Estimate
1474 South Undermountain Rd, Sheffield, MA 3 Beds \| 3 Baths \| 2840 Sq. Ft.	$1,534,712
1786 South Undermountain Rd, Sheffield, CT 3 Beds \| 4.5 Baths \| 2468 Sq. Ft.	$824,729

Address	Redfin Estimate
1548 South Undermountain Rd, Sheffield, MA 4 Beds \| 3.5 Baths \| 3279 Sq. Ft.	$979,914
1704 South Undermountain Rd, Sheffield, MA 3 Beds \| 2 Baths \| 2400 Sq. Ft.	$902,565

Address	Redfin Estimate
2080 South Undermountain Rd, Sheffield, MA 11 Beds \| 5.5 Baths \| 5850 Sq. Ft.	$6,607,745
1897 South Undermountain Rd, Sheffield, MA 4 Beds \| 1.5 Baths \| 1700 Sq. Ft.	$1,413,108

Property information provided by BCMLS when last listed in 2025. This data may not show owner updates. Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01257, MA

Sale history for 1872 S Undermountain Rd

Tax history for 1872 S Undermountain Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01257

Home values near 1872 S Undermountain Rd

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