$1,595,000
$200K PRICE DROP

21 Stockbridge Rd West Stockbridge, MA 01266

Estimated payment $9,449/month

Total Views 33,002
6 Beds
3.5 Baths
3,905 Sq Ft
$408 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!

Listing Agent

Dan Alden

ALDEN COUNTRY REAL ESTATE SERVICES License #9516105 Listed on: 04/24/2025

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$7,685

Year Built

1800

Lot Details

0

Listing Details

  • Property Type: Residential - Single Family
  • Property Type: Residential
  • Style: Victorian
  • Construction: Wood Frame
  • Directions: Driveway directly across from the intersection of Route 41 & 102.
  • Marketing Headline: Historic Charm Meets Modern Luxury: Gracious Berkshire Home w/ Pool & Village Access
  • Views: Hill/Mountain, Seasonal, Scenic
  • Estimated Year Built: 1800
  • Right Of Way: Unk
  • Special Features: None
  • Property Sub Type: Detached
  • Year Built: 1800

Interior Features

  • Appliances Included: Dishwasher, Built-In Gas Oven, Cooktop, Washer, Refrigerator, Dryer
  • Total Bedrooms: 6
  • Total Bathrooms: 4.00
  • Total Full Baths: 3
  • Total Half Baths: 1
  • Basement: Full, Unfinished
  • Interior Amenities: Alarm System, Bay/Bow Window, Backup Generator, Radiant Heat, Sun Room, Fireplace (s), Cable Available
  • Floor: Ceramic Tile, Wood
  • Sq Ft Liv Apx: 3905.00
  • Total Rooms: 13

Exterior Features

  • Exterior Amenities: Fenced-Partially, Pool - In Ground, Deciduous Shade Trees, Porch, Patio, Landscaped
  • Roof: Asphalt Shingles
  • Exterior Siding: Wood

Garage/Parking

  • Parking Spaces Type: Garaged & Off-Street
  • Garage: Attached

Utilities

  • Electric Type: 200 Amp
  • Fuel: Electric, Oil
  • Hot Water: Electric
  • Internet Service: Cable Available
  • Sewer: Public
  • Underground Oil Tank: Unk
  • Water: Public
  • Flood Hazard Area: No
  • Heat Cool Vent: Central AC

Schools

  • Elementary School: Muddy Brook Reg.
  • Middle School: Monument Valley Reg.
  • High School: Monument Mountain

Lot Info

  • Estimated Acres: 2.35
  • Assessed Year: 2025.00
  • Lot Size Sq Ft: 102366.00
  • Right To Farm Comm: Yes
  • Zoning: Residential
  • Lot Dimensions: irregular
  • Easement: Unk
  • Survey: Unk

Tax Info

  • Taxes: 7685.00
  • Tax Year: 2025

MLS Schools

  • Elementary School: Muddy Brook Reg.
  • High School: Monument Mountain
  • Middle School: Monument Valley Reg.

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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
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

Dan Alden

ALDEN COUNTRY REAL ESTATE SERVICES

(413) 675-5317

Section Image

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

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Source: Berkshire County Board of REALTORS®

MLS Number: 246077

Berkshire County Board of REALTORS®

APN: WSTO-000105-000000-000003