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$1,490,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,200 Sq. Ft.
  • 3.6 Acres
  • Updated 6 days ago
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Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes -one a four bedroom home and a 1000 sq ft guest house-both 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. Spacious garage allows room for cars, hobbies and workshop, perfect pool site, and privacy ensured by abutting protected land. Generator for both houses.Access to town beach.

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: 7/16/2026
  • Added to Site: 363 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 ATTOM Data Solutions 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.

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with our affiliated lender
NMLS#: 1598647

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Listed by The Kinderhook Group, Martha Piper

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Listed by James Wood

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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