Originally built with classic 19th century detail, this 6 bedroom, 3.5 bath Colonial/Victorian has been thoughtfully expanded and renovated, carefully embellishing its original character with today's sought-after conveniences. Elegantly spacious rooms with high ceilings and tall windows lead to the well-designed kitchen, where you'll find 2 copper sinks, Wolf double ovens, pot filler, warming drawer, built-in Miele coffee maker, and even a dumb waiter! In addition, a large sunroom was added, with radiant floor heat for year-round enjoyment. Other modern upgrades include a sophisticated central A/C system, back-up generator, and water filtration system. Most recently a gorgeous, heated in-ground pool was installed on your private 2.35 acres. Historically named ''Hilltop,'' this gracious home is perched on a knoll overlooking the quaint village of West Stockbridge with its intriguing shops, cafes, restaurants and convenient deli/grocery store. Walk to Card Lake. And there's an extra bonus; town water, and town sewer.
For sale
$1,199,000
21 Stockbridge Rd, West Stockbridge, MA 01266
6beds
4,188sqft
Est.: Get pre-qualified
Single Family Residence
Built in 1800
2.35 Acres Lot
$1,146,900 Zestimate®
$286/sqft
$-- HOA
What's special
Gorgeous heated in-ground poolDumb waiterWolf double ovensWell-designed kitchenPot fillerWarming drawerBuilt-in miele coffee maker
- 45 days |
- 733 |
- 57 |
Zillow last checked:
Listing updated:
Listed by:
Sheila Thunfors,
STONE HOUSE PROPERTIES, LLC,
Brian Farrell 917-715-1488,
STONE HOUSE PROPERTIES, LLC
Source: BCMLS,MLS#: 249230
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Oil, Fireplace(s), Radiant
Appliances
- Included: Built-In Electric Oven, Cooktop, Dishwasher, Dryer, Microwave, Range Hood, Refrigerator, Washer
Features
- Granite Counters, Sun Room
- Flooring: Ceramic Tile, Wood
- Windows: Bay/Bow Window
- Basement: Interior Entry,Full,Crawl Space
- Has fireplace: Yes
Interior area
- Total structure area: 4,188
- Total interior livable area: 4,188 sqft
Property
Parking
- Total spaces: 1
- Parking features: Off Street
- Attached garage spaces: 1
- Details: Off Street
Accessibility
- Accessibility features: Accessible Bedroom, Accessible Full Bath, 1st Flr Half Bath
Features
- Patio & porch: Porch, Deck
- Exterior features: Privacy
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Partial
- Has view: Yes
- View description: Pasture
Lot
- Size: 2.35 Acres
Details
- Parcel number: WSTO M:105 B:00000 L:0003
- Zoning description: Residential
- Other equipment: Backup Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Roof: Asphalt Shingles
Condition
- Year built: 1800
Utilities & green energy
- Electric: 200 Amp
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Security: Alarm System
Location
- Region: West Stockbridge
Financial & listing details
- Price per square foot: $286/sqft
- Tax assessed value: $798,900
- Annual tax amount: $7,685
- Date on market: 4/22/2026
Estimated market value
$1,146,900
$1.09M - $1.20M
$4,568/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/20/2026 | Listed for sale | $1,199,000-14.1%$286/sqft |
Source: | ||
| 12/16/2025 | Listing removed | $1,395,000$333/sqft |
Source: | ||
| 9/12/2025 | Price change | $1,395,000-6.7%$333/sqft |
Source: | ||
| 8/11/2025 | Price change | $1,495,000-6.3%$357/sqft |
Source: | ||
| 7/7/2025 | Price change | $1,595,000-5.9%$381/sqft |
Source: | ||
| 6/16/2025 | Price change | $1,695,000-5.6%$405/sqft |
Source: | ||
| 4/24/2025 | Listed for sale | $1,795,000+176.6%$429/sqft |
Source: | ||
| 3/10/2021 | Sold | $649,000$155/sqft |
Source: | ||
| 12/31/2020 | Pending sale | $649,000$155/sqft |
Source: | ||
| 12/19/2020 | Listed for sale | $649,000+270.9%$155/sqft |
Source: STONE HOUSE PROPERTIES, LLC #233117 Report a problem | ||
| 3/14/1994 | Sold | $175,000$42/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,685 +6.1% | $798,900 +5.7% |
| 2024 | $7,240 +18% | $755,700 +26.9% |
| 2023 | $6,138 -22.2% | $595,300 -5.2% |
| 2022 | $7,890 +16.6% | $628,200 +29.2% |
| 2021 | $6,764 +6% | $486,300 |
| 2020 | $6,380 +8.2% | $486,300 |
| 2019 | $5,899 | $486,300 |
| 2018 | $5,899 -2.8% | $486,300 |
| 2017 | $6,069 +18.9% | $486,300 +17.5% |
| 2016 | $5,103 +4.1% | $413,900 |
| 2015 | $4,901 +7.3% | $413,900 +0.8% |
| 2014 | $4,566 -2.8% | $410,600 |
| 2013 | $4,697 +2.9% | $410,600 |
| 2012 | $4,566 +7.5% | $410,600 +2.4% |
| 2011 | $4,248 +4.1% | $400,800 -7.6% |
| 2010 | $4,079 +2.2% | $433,900 -3.3% |
| 2008 | $3,993 +1.1% | $448,700 |
| 2007 | $3,949 +4.3% | $448,700 +75.9% |
| 2005 | $3,786 +7.9% | $255,100 |
| 2004 | $3,508 +7.8% | $255,100 |
| 2003 | $3,253 -12% | $255,100 +3% |
| 2001 | $3,696 +0.6% | $247,700 -2.5% |
| 2000 | $3,673 | $254,000 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 01266
Nearby schools
GreatSchools rating
- 8/10Muddy Brook Regional Elementary SchoolGrades: PK-4Distance: 6.1 mi
- 5/10W.E.B. Du Bois Regional Middle SchoolGrades: 5-8Distance: 6.3 mi
- 5/10Monument Mt Regional High SchoolGrades: 9-12Distance: 6 mi
Schools provided by the listing agent
- Elementary: Muddy Brook Reg.
- Middle: W.E.B. Du Bois Reg.
- High: Monument Mountain
Source: BCMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Berkshire County
- West Stockbridge
- 01266
- 21 Stockbridge Rd
Nearby cities
Nearby zip codes
Other West Stockbridge Topics
- Apartments for Rent in 01266
- Houses for Sale in 01266
- Houses for Rent in 01266
- 01266 Real Estate
- West Stockbridge Condos
- Houses for Sale in West Stockbridge
- Newest Listings in West Stockbridge
- West Stockbridge Home Values
- West Stockbridge Real Estate Agents
- West Stockbridge Refinance
- West Stockbridge Mortgage Rates







