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$1,490,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,200 Sq. Ft.
  • 3.6 Acres
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''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.

Full Property Details for 5 Glendale Rd

General

  • Price: $1,490,000
  • Taxes: $5,600 (2023)
  • Status: Active
  • Type: Single Family
  • Source: 1109
  • MLS ID: 247149
  • Updated: 11/17/2025
  • Added to Site: 221 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Alarm System, Cable Available, Fireplace (s), Inlaw/Guest Qtrs, Sun Room
  • Appliances: Dryer, Range, Refrigerator, Washer
  • Flooring: Ceramic Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Exterior

  • Exterior Features: Privacy, Deciduous Shade Trees, Mature Landscaping, Landscaped, Outbuilding, Patio

Parking

  • Parking Features: Garaged & Off-Street
  • Other Parking Type: Garaged & Off-Street
  • Garage Description: Detached, Multiple, Oversized

Location

  • Area: Middle Registry

Heating & Cooling

  • Heating Type: Oil, Boiler

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: NE Farmhouse
  • Roof: Asphalt Shingles
  • Square Feet: 2,200
  • Year Built: 1939
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 3.6
  • Lot Size (Sq. Ft.): 156,816
  • Lot Dimensions: 160000
  • Zoning: Residential

Financial Considerations

  • Tax Amount: $5,600
  • Tax Year: 2023

Listed by The Kinderhook Group, Martha Piper

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Listing agent

— 5 Glendale Rd —

  • Martha Piper

    The Kinderhook Group

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5 Glendale Rd

School District:Berkshire Hills School District
NameGradesDistance
Muddy Brook Regional Elementary School
318 Monument Valley Road, Great Barrington, MA 01230
PK-43.4 mi
W.E.B. Du Bois Regional Middle School
313 Monument Valley Road, Great Barrington, MA 01230
5-83.6 mi
Monument Mt Regional High School
600 Stockbridge Road, Great Barrington, MA 01230
9-123.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5 Glendale Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/04/2025
Price Reduced
$1,490,000
-11.04%
MLS
7/25/2025
Listed
$1,675,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5 Glendale Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,671
4%
$799,900
8%
2024
$5,455
-1%
$740,200
9%
2023
$5,511
-3%
$677,000
12%
2022
$5,695
8%
$607,100
13%
2021
$5,256
1%
$537,400
2%
2020
$5,190
1%
$525,800
4%
2019
$5,142
3%
$507,600
-1%
2018
$4,992
—
$511,500
-1%
2017
$4,991
-2%
$514,500
-3%
2016
$5,103
11%
$532,100
1%
2015
$4,577
1%
$527,900
2%
2014
$4,552
—
$519,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 5 Glendale Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by The Kinderhook Group, Martha Piper

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5 Glendale Rd, Stockbridge, MA 01262 (MLS# 247149) is a Single Family property with 4 bedrooms and 2 full bathrooms. 5 Glendale Rd is currently listed for $1,490,000 and was received on July 25, 2025. Want to learn more about 5 Glendale Rd? Do you have questions about finding other Single Family real estate for sale in Stockbridge? You can browse all Stockbridge real estate or contact a Coldwell Banker agent to request more information.

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