21 Stockbridge Rd West Stockbridge, MA 01266
Estimated payment $8,007/month
Total Views
60,179
6
Beds
3.5
Baths
3,905
Sq Ft
$357
Price per Sq Ft
Highlights
- In Ground Pool
- Scenic Views
- Wood Flooring
- Monument Mountain Regional High School Rated A-
- 102,366 Sq Ft lot
- Sun or Florida Room
About This Home
Tucked away on a private 2.35-acre knoll, this beautifully updated residence offers a rare blend of antique charm and modern ease in one of the Berkshires' most sought-after villages. With six generously sized bedrooms, a chef's kitchen designed for entertaining, and multiple inviting living spaces with fireplaces, the home is ideal for gatherings or quiet retreats alike. A stunning contemporary sunroom opens to serene views of the landscape, while the heated in-ground pool is perfectly positioned to take in the natural beauty. Just steps from the village center, enjoy galleries, cafes, and local culture with easy access to the area's renowned outdoor and cultural attractions. A unique opportunity for those seeking comfort, space, and classic New England character in the Berkshires!
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,685
Year Built
- 1800
Lot Details
- 2.35 Acre Lot
- Partially Fenced Property
- Landscaped with Trees
Property Views
- Scenic Vista
- Hills
- Seasonal
Home Design
- Wood Frame Construction
- Asphalt Shingled Roof
- Wood Siding
Interior Spaces
- 3,905 Sq Ft Home
- Fireplace
- Bay Window
- Sun or Florida Room
- Unfinished Basement
- Basement Fills Entire Space Under The House
- Alarm System
Kitchen
- Built-In Gas Oven
- Cooktop
- Dishwasher
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 6 Bedrooms
Laundry
- Dryer
- Washer
Parking
- Attached Garage
- Off-Street Parking
Outdoor Features
- In Ground Pool
- Patio
- Porch
Schools
- Muddy Brook Reg. Elementary School
- Monument Valley Reg. Middle School
- Monument Mountain High School
Utilities
- Central Air
- Heating System Uses Oil
- Radiant Heating System
- Power Generator
- Electric Water Heater
- Cable TV Available
Map
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $7,685 | $798,900 | $135,100 | $663,800 |
| 2024 | $7,240 | $755,700 | $114,800 | $640,900 |
| 2023 | $6,138 | $595,300 | $109,300 | $486,000 |
| 2022 | $7,890 | $628,200 | $109,300 | $518,900 |
| 2021 | $6,764 | $486,300 | $109,100 | $377,200 |
| 2020 | $6,380 | $486,300 | $109,100 | $377,200 |
| 2019 | $5,899 | $486,300 | $109,100 | $377,200 |
| 2018 | $5,899 | $486,300 | $109,100 | $377,200 |
| 2017 | $6,069 | $486,300 | $109,100 | $377,200 |
| 2016 | $5,103 | $413,900 | $109,100 | $304,800 |
| 2015 | $4,901 | $413,900 | $109,100 | $304,800 |
| 2014 | $4,566 | $410,600 | $109,100 | $301,500 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 09/12/2025 09/12/25 | Price Changed | $1,395,000 | -6.7% | $357 / Sq Ft |
| 08/11/2025 08/11/25 | Price Changed | $1,495,000 | -6.3% | $383 / Sq Ft |
| 07/07/2025 07/07/25 | Price Changed | $1,595,000 | -5.9% | $408 / Sq Ft |
| 06/16/2025 06/16/25 | Price Changed | $1,695,000 | -5.6% | $434 / Sq Ft |
| 04/24/2025 04/24/25 | For Sale | $1,795,000 | +176.6% | $460 / Sq Ft |
| 03/10/2021 03/10/21 | Sold | $649,000 | 0.0% | $155 / Sq Ft |
| 12/31/2020 12/31/20 | Pending | -- | -- | -- |
| 12/17/2020 12/17/20 | For Sale | $649,000 | -- | $155 / Sq Ft |
Source: Berkshire County Board of REALTORS®
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Not Resolvable | $649,000 | None Available | |
| Deed | $175,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $548,250 | Purchase Money Mortgage | |
| Previous Owner | $200,000 | No Value Available |
Source: Public Records
About the Listing Agent
My guiding business principle is that for nearly every customer, whether a buyer or seller and at any price point, their real estate holdings are likely their most treasured and valuable asset. I consider it to be the highest honor and my greatest professional calling to provide the best possible guidance and management of every real estate transaction to the benefit of my customers and their property.
When it comes to how I envision my business, my motto is, "Bigger isn't necessarily
Dan's Other Listings
Source: Berkshire County Board of REALTORS®
MLS Number: 246077
APN: WSTO-000105-000000-000003
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed to be reliable but not guaranteed.
The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program.
Copyright 2025 Berkshire County Board of Realtors. All rights reserved.
Nearby Homes
- 35 Main St
- 29 Main St
- 4 Main St
- 3 & 5 Swamp Rd
- 19 Great Barrington Rd
- 30 Great Barrington Rd
- 19 Washington Square
- 11 Jennifer Ln
- 45 Swamp
- 5 Silver Mine Ln
- 7 Silver Mine Ln
- 76 Lenox Rd
- 9 Iron Mine Rd
- 51 Albany Rd
- 0 Lenox Rd Unit 246122
- 1 Old Tree Farm Rd
- 55 & 0 Maple Hill Rd
- 206 Stevens Glen Rd
- 2345 Swamp Rd
- 17 Beachwood Dr
- 1292 Lenox Rd Unit 1
- 5 Beachwood Dr
- 71 Housatonic St Unit Upper Level
- 109 Housatonic St
- 165 Stockbridge Rd
- 1579 Pleasant St
- 1579 Pleasant St
- 1579 Pleasant St
- 66 Brushwood Way
- 177 Laurel St
- 29 Chestnut Rd
- 125 Center St Unit 2
- 18 Elm St
- 627 County Route 24
- 178 New Lenox Rd
- 136 Macedonia Rd
- 703 W Housatonic St
- 508 Gale Ave Unit The Nest
- 101 Overlook Dr
- 42/44 Railroad St