''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage''
Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming 1BR guest cottage, with large living room and mini-splits, is ideal for rental income or private guests. Garages for 5+ cars, perfect pool site, and privacy ensured by abutting protected land.
For sale
$1,490,000
5 Glendale Rd, Stockbridge, MA 01262
4beds
2,200sqft
Est.: Get pre-qualified
Single Family Residence
Built in 1939
3.6 Acres Lot
$1,413,300 Zestimate®
$677/sqft
$-- HOA
What's special
Perfect pool siteFirst-floor primary suiteHeirloom treesLandscaped gardens
- 312 days |
- 367 |
- 16 |
Zillow last checked:
Listing updated:
Listed by:
Martha Piper 413-627-4599,
THE KINDERHOOK GROUP
Source: BCMLS,MLS#: 247149
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Oil, Boiler, Fireplace(s)
Appliances
- Included: Dryer, Range, Refrigerator, Washer
Features
- Inlaw/Guest Qtrs, Sun Room
- Flooring: Ceramic Tile, Wood
- Basement: Interior Entry,Full,Partially Finished,Concrete,Bulk head
- Has fireplace: Yes
Interior area
- Total structure area: 2,200
- Total interior livable area: 2,200 sqft
Property
Parking
- Parking features: Garaged & Off-Street
- Has garage: Yes
- Details: Garaged & Off-Street
Accessibility
- Accessibility features: Accessible Bedroom, Accessible Full Bath
Features
- Patio & porch: Patio
- Exterior features: Privacy, Deciduous Shade Trees, Mature Landscaping, Landscaped
Lot
- Size: 3.6 Acres
Details
- Additional structures: Outbuilding
- Parcel number: STOCM00220B00047L000000
- Zoning description: Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: NE Farmhouse
- Property subtype: Single Family Residence
Materials
- Roof: Asphalt Shingles
Condition
- Year built: 1939
Utilities & green energy
- Electric: Other
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Security: Alarm System
Location
- Region: Stockbridge
Financial & listing details
- Price per square foot: $677/sqft
- Tax assessed value: $799,900
- Annual tax amount: $5,600
- Date on market: 2/12/2026
Estimated market value
$1,413,300
$1.34M - $1.48M
$4,474/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/1/2025 | Listing removed | $2,200$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/4/2025 | Price change | $1,490,000-11%$677/sqft |
Source: | ||
| 8/31/2025 | Listed for rent | $2,200-26.7%$1/sqft |
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| 7/25/2025 | Listed for sale | $1,675,000-4.3%$761/sqft |
Source: | ||
| 1/25/2025 | Listing removed | $1,750,000$795/sqft |
Source: | ||
| 3/29/2024 | Listed for sale | $1,750,000$795/sqft |
Source: | ||
| 3/14/2024 | Listing removed | -- |
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| 2/22/2024 | Listed for rent | $3,000$1/sqft |
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| 2/9/2024 | Listing removed | -- |
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| 1/19/2024 | Listed for rent | $3,000+53.8%$1/sqft |
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| 10/11/2023 | Listing removed | -- |
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| 9/12/2023 | Price change | $1,950-22%$1/sqft |
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| 7/15/2023 | Listed for rent | $2,500-83.3%$1/sqft |
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| 7/27/2022 | Listing removed | -- |
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| 7/22/2022 | Listed for rent | $15,000-11.8%$7/sqft |
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| 6/17/2022 | Listing removed | -- |
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| 4/28/2022 | Listed for rent | $17,000+930.3%$8/sqft |
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| 2/16/2022 | Listing removed | -- |
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| 12/18/2021 | Listed for rent | $1,650-25%$1/sqft |
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| 4/12/2021 | Listing removed | -- |
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| 10/20/2020 | Listed for rent | $2,200-22.8%$1/sqft |
Source: William Pitt Sotheby's International Realty #X2237569 Report a problem | ||
| 7/28/2020 | Listing removed | $2,850$1/sqft |
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| 5/7/2020 | Price change | $2,850+90%$1/sqft |
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| 10/30/2019 | Listed for rent | $1,500$1/sqft |
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Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,671 +4% | $799,900 +8.1% |
| 2024 | $5,455 -1% | $740,200 +9.3% |
| 2023 | $5,511 -3.2% | $677,000 +11.5% |
| 2022 | $5,695 +8.4% | $607,100 +13% |
| 2021 | $5,256 +1.3% | $537,400 +2.2% |
| 2020 | $5,190 +0.9% | $525,800 +3.6% |
| 2019 | $5,142 +3% | $507,600 -0.8% |
| 2018 | $4,992 +0% | $511,500 -0.6% |
| 2017 | $4,991 -2.2% | $514,500 -3.3% |
| 2016 | $5,103 +11.5% | $532,100 +0.8% |
| 2015 | $4,577 +0.5% | $527,900 +1.6% |
| 2014 | $4,552 -4.8% | $519,600 -9.6% |
| 2013 | $4,782 +6.8% | $574,800 -2% |
| 2012 | $4,476 -12.7% | $586,600 -14.4% |
| 2011 | $5,126 +12.1% | $685,300 +4.8% |
| 2010 | $4,571 +8.5% | $653,900 +5.3% |
| 2009 | $4,212 -2.6% | $621,200 -0.6% |
| 2008 | $4,326 | $625,100 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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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.
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Climate risks
Neighborhood: 01262
Nearby schools
GreatSchools rating
- 8/10Muddy Brook Regional Elementary SchoolGrades: PK-4Distance: 3.4 mi
- 5/10W.E.B. Du Bois Regional Middle SchoolGrades: 5-8Distance: 3.6 mi
- 5/10Monument Mt Regional High SchoolGrades: 9-12Distance: 3.2 mi
Schools provided by the listing agent
- Elementary: Muddy Brook Reg.
- Middle: Monument Valley 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
- Stockbridge
- 01262
- 5 Glendale Rd






