OFF MARKET

Off Market Apr 2016 for $1.5M

$3,376,706

Est. refi paymentEst. refi $1,264/mo

•

6,636

sq ft

1448 S Undermountain Rd, Sheffield, MA 01257

About this home

Public Remarks: MOUNTAIN TOP COMPOUND WITH IMPRESSIVE CONTEMPORARY LOG HOME AND GUEST CABIN on 46 acres w/ spring fed ponds, stream, waterfalls & distant sunrise views. A large eastern facing window wall w/ 30 ft ceiling & massive stone fireplace makes the living room the center room of the house. Two story master suite w/ library & fireplace, large deck with hot tub plus 4 guest bedrooms. WATCH VIDEO! MOUNTAIN TOP COMPOUND WITH IMPRESSIVE CONTEMPORARY LOG HOME AND GUEST CABIN on 46 acres with spring fed ponds, stream, waterfalls and distant sunrise views. A large eastern facing window wall with 30 ft ceiling and massive stone fireplace makes the living room the center room of the house. Two story master suite with library and Santa Fe imported fireplace, large deck with hot tub plus four guest bedrooms that each have their own private bath. Radiant heat throughout. Gallery, Dining and Media room, screened porch. Surrounded by protected land with access to the Appalachian Trail, 15 minutes to Ski Catamount and 20 into Great Barrington makes this property an ideal retreat.

Single-familyProperty Type

2000Year Built

46.44 acresLot Size

$509Est. Price/Sq.Ft.

3 car garageParking

Listed by Christian Deckert • BERKSHIRE PROPERTY AGENTS, LLC

Bought with Brandon White • COHEN & WHITE ASSOCIATES

Redfin checked: a few seconds ago

•Source:BCMLS #212703

Redfin Estimate

$3,376,706

$1.9M since sold in April 2016$418K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.6% higher than the average sale price ($3.11M) of 6 comparable homes.

SOLD MAY 21, 2026
$1,600,000
A
5 beds3.5 baths5,890 sq ft
16 Westmount Rd, Salisbury, CT 06068
SOLD MAR 20, 2026
$5,300,000
B
4 beds6.5 baths6,100 sq ft
102 S Shore Rd, Salisbury, CT 06068
SOLD AUG 20, 2026
$903,000
C
5 beds4.5 baths3,024 sq ft
60 Parsley Ln, Sheffield, MA 01257
SOLD MAY 4, 2026
$4,900,000
D
5 beds6 baths6,261 sq ft
11 Valley Rd, Lakeville, CT 06039
SOLD APR 24, 2026
$2,702,000
E
3 beds3 baths3,894 sq ft
99 Washinee Heights Rd, Salisbury, CT 06068
SOLD MAY 15, 2026
$3,255,000
F
3 beds2.5 baths2,492 sq ft
247 Twin Lakes Rd, Salisbury, CT 06068

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Earn from this home

Refinance

Est. cash available

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Market trends in 01257, MA

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

100.2%

+3.0% MoM

Median sale price

$837K

$337K MoM

Avg. days on market

61d

150 days MoM

Recently sold homes

1 MoM

Provided by Redfin

Sale history for 1448 S Undermountain Rd

Date

Event

Price

BCMLS #212703

Apr 14, 2016

Sold

$1,500,000

$226/sq ft

Aug 31, 2015

Listed

$1,995,000

$301/sq ft

BCMLS #189968

Aug 28, 2015

Listing Removed

—

Apr 28, 2010

Listed

$1,995,000

$301/sq ft

Smart MLS #L149226

Aug 5, 2014

Listing Removed

—

Mar 31, 2014

Listed

$2,250,000

$339/sq ft

BCMLS #180421

Jan 15, 2010

Listing Removed

—

Nov 19, 2007

Listed

$3,400,000

$512/sq ft

BCMLS #175572

Nov 3, 2007

Listing Removed

—

Nov 3, 2006

Listed

$3,950,000

$595/sq ft

Smart MLS #98308407

Nov 28, 2007

Listing Removed

—

Nov 3, 2006

Listed

$3,950,000

$595/sq ft

Smart MLS #L119957

Nov 28, 2007

Listing Removed

—

Nov 3, 2006

Listed

$3,950,000

$595/sq ft

BCMLS #170640

Nov 3, 2006

Listing Removed

—

Oct 3, 2005

Listed

$4,250,000

$640/sq ft

Smart MLS #98234326

Apr 15, 2006

Listing Removed

—

Apr 26, 2005

Listed

$4,900,000

$738/sq ft

Smart MLS #L113055

Apr 15, 2006

Listing Removed

—

Apr 15, 2005

Listed

$4,750,000

$716/sq ft

Public Records

Oct 22, 1997

Sold

$200,000

$30/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$51,031 (+3.9%)

$458,600 + $6,296,600

$6,755,200

2021

$49,120 (+103.5%)

$450,900 + $3,088,000

$3,538,900

2020

$24,140 (−17.2%)

$450,900 + $1,273,400

$1,724,300

2019

$29,146 (+32.3%)

$379,600 + $1,500,800

$1,880,400

2018

$22,023 (−12.9%)

$379,600 + $1,114,500

$1,494,100

2017

$25,295 (+1.3%)

$290,100 + $1,433,000

$1,723,100

2016

$24,960 (−18.0%)

$282,700 + $1,457,900

$1,740,600

2015

$30,429

$282,700 + $1,817,300

$2,100,000

Tax history for 1448 S Undermountain Rd

Year

Property tax

Land + Additions

Assessment*

2022

$51,031 (+3.9%)

$458,600 + $6,296,600

$6,755,200

2021

$49,120 (+103.5%)

$450,900 + $3,088,000

$3,538,900

2020

$24,140 (−17.2%)

$450,900 + $1,273,400

$1,724,300

2019

$29,146 (+32.3%)

$379,600 + $1,500,800

$1,880,400

2018

$22,023 (−12.9%)

$379,600 + $1,114,500

$1,494,100

2017

$25,295 (+1.3%)

$290,100 + $1,433,000

$1,723,100

2016

$24,960 (−18.0%)

$282,700 + $1,457,900

$1,740,600

2015

$30,429

$282,700 + $1,817,300

$2,100,000

*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

—

Stories

—

Lot width

—

Lot depth

—

Lot size

46.44 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Berkshire County

APN

4212721

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Other Parking: Garaged & Off-Street

Garage Information
Garage Spaces: 3
Has Attached Garage

Interior

Heating & Cooling
Has Heating
Heating: Propane

Interior Features
Interior Features: Alarm System, Cathedral Ceilings, Fireplace (s), Granite Counter, Hot Tub, Radiant Heat
Appliances: Dishwasher, Dryer, Refrigerator, Washer
Flooring: Slate, Wood

Room Information
Rooms Total: 8
Library
Room Description: Fireplace

Accessibility Information
Accessibility Features: 1st Flr Bdrm w/Bath

Bathroom Information
Bathrooms Full: 5
Bathrooms Half: 2

Exterior

Exterior Features
Exterior Features: Trash Private, Privacy, Deck, Hot Tub Outdoor, Landscaped, Outbuilding

Building Information
Building Area Total: 6636.0
Roof: Fiberglass

Financial

Tax Information
Tax Annual Amount: 24960.2
Tax Assessed Value: 2100000
Tax Year: 2016

Location

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

Location Information
Directions: From South Egremont south on Rt 41 (Undermountain Rd) past Kelsey Rd. on left, 1st Driveway on your right, sign.

Utility Information
200+ Amp Service
Private Sewer

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 46.44 acres
Style: Other
Year Built: —
Year Renovated: —
County: Berkshire County
APN: 4212721

Home facts updated by county records on Jul 19, 2023

Other

Listing Information
Standard Status: Closed
Photos Count: 35
Internet Automated Valuation Display YN: Yes

Around this home

Schools

New Marlborough Central School

Public PreK-3 • Assigned • 3.7mi

7/10

Mount Everett Regional School

Public 6-12 • Assigned • 3.7mi

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

2/10 Heat Factor

7 days above 94° expected this year, 16 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

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

Provided by Shadowmap

Estimated sale price

$3.21M – $3.88M

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

Nearby similar homes

$3,995,000

4 beds3.5 baths3,407 sq ft

1779 Canaan Southfield Rd, Southfield, MA 01259

$2,149,000

4 beds4.5 baths3,600 sq ft

10 Berkshire Hts, Great Barrington, MA 01230

$2,450,000

3 beds2 baths2,716 sq ft

25 Baldwin Hill Rd, Egremont, MA 01230

OPEN SAT, 12PM TO 2PM

$849,000

3 beds2 baths1,700 sq ft

25 Cottage St, Great Barrington, MA 01230

$1,050,000

3 beds2 baths2,800 sq ft

128 Rannapo Rd, Sheffield, MA 01257

$575,000

2 beds1 bath1,296 sq ft

39 Castle St, Great Barrington, MA 01230

Home values near 1448 S Undermountain Rd

Data from public records.

Address	Redfin Estimate
1474 S Undermountain Road, Sheffield, MA 3 Beds \| 3 Baths \| 2840 Sq. Ft.	$1,538,828
2080 S Undermountain Road, Sheffield, MA 11 Beds \| 5.5 Baths \| 5850 Sq. Ft.	$6,434,644

Address	Redfin Estimate
1872 S Undermountain Road, Sheffield, MA 4 Beds \| 2.5 Baths \| 2186 Sq. Ft.	$871,524
960 S Undermountain Road, Sheffield, MA 4 Beds \| 3 Baths \| 2289 Sq. Ft.	$1,205,146

Address	Redfin Estimate
1548 S Undermountain Road, Sheffield, MA 4 Beds \| 3.5 Baths \| 3279 Sq. Ft.	$1,118,571
1786 S Undermountain Road, Sheffield, CT 3 Beds \| 4.5 Baths \| 2468 Sq. Ft.	$799,584

Property information provided by BCMLS when last listed in 2015. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01257, MA

Sale history for 1448 S Undermountain Rd

Tax history for 1448 S Undermountain Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 1448 S Undermountain Rd

More real estate resources