Public Remarks: This property offers a blend of comfort, style, and spaciousness, set within the picturesque landscape of Sheffield. The 16-acre property provides an idyllic country setting, ensuring privacy and a connection with nature. The residence, a charming 3-bedroom, 2-bath home, has been thoughtfully updated to combine modern amenities with rustic charm, new hardwood floors and bathrooms complement the cozy living spaces. The primary bedroom, with its oversized closet and adjacent full bath with custom tile, separate glass shower and luxurious soaking tub, promises a retreat within the home. The additional bedroom or office space adds flexibility to the floor plan. And the 3rd bedroom has great room separation off the living room. The dining room, with its vaulted ceilings and exposed beams, becomes a focal point for gatherings, especially with the warmth of the wood-burning fireplace on cooler evening. Outdoors, the property transitions seamlessly through the seasons, offering a serene in-ground pool area for summer relaxation. The detached 3-bay garage, complete with wood-floored rooms above, awaits personalization, adding potential for a studio or additional living space. Its proximity to public and boarding schools, Great Barrington and Salisbury, CT, places it within easy reach of local amenities while maintaining the peace of country living. This property is not just a home, but a sanctuary for those seeking a tranquil lifestyle embraced by natural beauty.
Single-familyProperty Type
1971Year Built
16.42 acresLot Size
$527Est. Price/Sq.Ft.
3 garage spacesParking
Listed by Tracy MacGowan• ELYSE HARNEY REAL ESTATE
Claim this home to receive a free report every month with insights on the changing estimate.
Earn from this home
Rent
$2,690/mo
Redfin rental estimate
List your home for rent
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
4
1 MoM
Provided by Redfin
Sale history for 815 Undermountain Rd
Date
Event
Price
BCMLS #244710
Dec 2, 2024
Sold
$849,000
$547/sq ft
Oct 19, 2024
Pending
—
Oct 8, 2024
Listed
$849,000
$547/sq ft
BCMLS #242988
Aug 19, 2024
Listing Removed
—
Jun 3, 2024
Price Changed
$849,000
$547/sq ft
Apr 26, 2024
Listed
$949,000
$611/sq ft
Apr 22, 2024
Coming Soon
*
BCMLS #205296
May 19, 2014
Sold
$450,000
$290/sq ft
Feb 10, 2014
Listed
$375,000
$242/sq ft
Smart MLS #L148722
May 19, 2014
Sold
$450,000
$290/sq ft
Feb 10, 2014
Listed
$375,000
$242/sq ft
Beautifully sited home w/pool in berkshires.1-Level sheffield,ma home w/3br,2ba,views of mt washington,htd gunite pool,3-bay garage w/offices above.Near all southern berkshires has to offer.House,pool&garage offered on 9ac for $375,000 or 16 ac for $475k. Additional acreage includes a perc'd building site.
BCMLS #196584
Jun 6, 2013
Listing Removed
—
Dec 7, 2011
Listed
$329,000
$212/sq ft
Year
Property tax
Land + Additions
Assessment*
2022
$6,409 (−4.6%)
$293,700 + $263,600
$557,300
2021
$6,715 (−1.0%)
$287,300 + $196,500
$483,800
2020
$6,783 (−0.5%)
$287,300 + $197,200
$484,500
2019
$6,818 (+5.2%)
$247,300 + $192,600
$439,900
2018
$6,484 (+0.4%)
$247,300 + $192,600
$439,900
2017
$6,458 (+4.9%)
$247,300 + $192,600
$439,900
2016
$6,155 (−1.0%)
$238,100 + $191,100
$429,200
2015
$6,219
$238,100 + $191,100
$429,200
Tax history for 815 Undermountain Rd
Year
Property tax
Land + Additions
Assessment*
2022
$6,409 (−4.6%)
$293,700 + $263,600
$557,300
2021
$6,715 (−1.0%)
$287,300 + $196,500
$483,800
2020
$6,783 (−0.5%)
$287,300 + $197,200
$484,500
2019
$6,818 (+5.2%)
$247,300 + $192,600
$439,900
2018
$6,484 (+0.4%)
$247,300 + $192,600
$439,900
2017
$6,458 (+4.9%)
$247,300 + $192,600
$439,900
2016
$6,155 (−1.0%)
$238,100 + $191,100
$429,200
2015
$6,219
$238,100 + $191,100
$429,200
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.