Rare opportunity on coveted Prospect Hill Road in Stockbridge. Offered for the first time in more than 40 years, this c.1880 residence is privately set on 3.5 acres just moments from downtown Stockbridge, the Red Lion Inn, Tanglewood, Lenox, and the Berkshires' renowned cultural attractions. The home offers approximately 2,515 square feet with wide-plank floors, exposed brick, wood beams, built-ins, and original character throughout. A spacious kitchen, dining area, living room with fireplace, first-floor bedroom, and flexible spaces provide a compelling canvas for renovation or reimagination. Three additional bedrooms and a finished third floor offer abundant possibilities for modern living. Expansive lawns, mature trees, privacy, and potential for a pool complete this exceptional offering. A rare chance to create a distinctive Berkshire home in one of Stockbridge's most desirable locations.
Offered for the first time in more than forty years, this c.1880 residence presents a rare opportunity to own a substantial property on coveted Prospect Hill Road, one of Stockbridge's most desirable addresses. Set privately on 3.5 acres just moments from the center of Stockbridge, the property offers the increasingly rare combination of privacy, acreage, and location that defines some of the most sought-after luxury real estate in the Berkshires and Berkshire County. Approached by a private drive and surrounded by mature trees and expansive lawns, the setting is remarkably secluded while remaining less than two minutes from Main Street, the Red Lion Inn, galleries, restaurants, and the cultural attractions that have made Stockbridge one of the Berkshires' most sought-after destinations. Tanglewood, Lenox, the Norman Rockwell Museum, hiking trails, and world-class theater are all just minutes away. The home encompasses approximately 2,515 square feet and offers a compelling canvas for restoration, renovation, or thoughtful reimagination. Wide-plank floors, exposed brick, wood beams, built-ins, and select original details provide warmth and character throughout, while generous room proportions create exceptional flexibility for modern living. The main level includes a spacious kitchen, dining area, and living room anchored by a fireplace, along with a private first-floor bedroom and adjoining spaces that may offer potential for a separate guest suite, studio, or accessory apartment configuration, subject to buyer verification. Upstairs are three additional bedrooms and a full bath, while the finished third floor provides valuable bonus space ideal for a home office, artist's studio, library, or creative retreat. Outside, broad lawns and mature trees create a peaceful setting with ample room for recreation, gardens, entertaining, and potentially a pool. The combination of acreage, privacy, and walkable proximity to downtown Stockbridge is increasingly rare. Properties on coveted Prospect Hill Road rarely come to market. Rich with possibility and set just moments from downtown Stockbridge, Tanglewood, Lenox, and the very best of Berkshire culture and recreation, this property offers an exceptional opportunity to create a distinctive Berkshire home, weekend retreat, or full-time residence in one of the region's most desirable locations.
MLS PIN #73538782
Jul 13, 2026
Pending
—
Jun 29, 2026
Contingent
—
Jun 19, 2026
Listed
$895,000
$356/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$4,643 (−3.1%)
$303,900 + $266,500
$570,400
2022
$4,791 (−10.1%)
$281,200 + $229,600
$510,800
2021
$5,327 (−2.5%)
$281,200 + $263,500
$544,700
2020
$5,461 (+0.3%)
$281,200 + $272,100
$553,300
2019
$5,442 (+5.4%)
$281,200 + $256,000
$537,200
2018
$5,161 (+2.2%)
$281,200 + $247,600
$528,800
2017
$5,048 (+3.0%)
$281,200 + $239,200
$520,400
2016
$4,903 (+10.7%)
$281,200 + $230,100
$511,300
2015
$4,429
$281,200 + $229,600
$510,800
Public record
Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
3.5 Acres
Year renovated
1977
Finished Sq. Ft.
2,515
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,515
Year built
1880
Style
Single Family Residential
County
Berkshire County
APN
3733042
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 29, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
2/10 Heat Factor
7 days above 93° expected this year, 16 days in 30 years
4/10 Wind Factor
10% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Stockbridge, MA • 01262
Average low and high temperatures (°F)
27
14
30
16
48
27
58
37
65
47
77
56
82
62
77
56
72
49
60
39
47
31
33
18
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
90/ 100
Exceptional sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.8 hrs
6 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 10 Prospect Hl
$887,334
$7,666 under list price of $895K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $490K to $825K.