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$499,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 828 Sq. Ft.
  • 0.38 Acres
  • Updated 1 day ago
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Turnkey Berkshire Retreat Near Stockbridge Bowl & Tanglewood - Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor plan that maximizes natural light and flow. Step outside onto expansive decking designed for alfresco dining. Whether you are spending your mornings at the local lake beach or your evenings taking in world-class music at nearby Tanglewood, this private haven offers prime proximity to the best of Lenox and Stockbridge.

Full Property Details for 1 Massasoit Rd

General

  • Price: $499,000
  • Taxes: $2,760 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 1109
  • MLS ID: 250678
  • Updated: 8/28/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 4
  • Interior Features: Cable Available, Cathedral Ceilings
  • Appliances: Dishwasher, Range, Refrigerator
  • Flooring: Linoleum, Wood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Exterior

  • Exterior Features: Lighting, Trash Private, Privacy, Deck, Fenced-Partially, Landscaped, Outbuilding

Parking

  • Parking Features: Off Street
  • Other Parking Type: Off Street

Location

  • Area: Middle Registry

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Electric
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Other

Structural Information

  • Architectural Style: Cottage
  • Roof: Asphalt Shingles
  • Square Feet: 828
  • Year Built: 1961
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.38
  • Lot Size (Sq. Ft.): 16,553
  • Lot Dimensions: 16553
  • Zoning: Residential

Water Features

  • Water Front: Yes
  • Water Front Desc.: Public Beach, Lake Access, Close to Water

Financial Considerations

  • Tax Amount: $2,760
  • Tax Year: 2025

Disclosures and Reports

  • Property ID: STOC M:00103 B:00047 L:000000

Listed by William Pitt Sotheby's - Gt Barrington, Karen Climo

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Listing agent

— 1 Massasoit Rd —

  • Karen Climo

    William Pitt Sotheby's - Gt Barrington

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 1 Massasoit Rd

School District:Berkshire Hills School District
NameGradesDistance
Muddy Brook Regional Elementary School
318 Monument Valley Road, Great Barrington, MA 01230
PK-45.6 mi
W.E.B. Du Bois Regional Middle School
313 Monument Valley Road, Great Barrington, MA 01230
5-85.7 mi
Monument Mt Regional High School
600 Stockbridge Road, Great Barrington, MA 01230
9-125.4 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 1 Massasoit Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/28/2026
Listed
$499,000
46.33%
MLS
10/08/2021
Sold
$341,000
—
Public Record
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 1 Massasoit Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,760
16%
$389,300
21%
2024
$2,381
—
$323,000
11%
2023
$2,379
7%
$292,300
24%
2022
$2,218
8%
$236,500
12%
2021
$2,062
—
$210,800
1%
2020
$2,063
1%
$209,000
3%
2019
$2,052
5%
$202,600
1%
2018
$1,957
15%
$200,500
15%
2017
$1,696
1%
$174,800
-1%
2016
$1,686
9%
$175,800
-2%
2015
$1,549
12%
$178,700
14%
2014
$1,378
—
$157,300
—
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 1 Massasoit Rd

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

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NMLS#: 1598647

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Listed by William Pitt Sotheby's - Gt Barrington, Karen Climo

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1 Massasoit Rd, Stockbridge, MA 01262 (MLS# 250678) is a Single Family property with 2 bedrooms and 1 full bathroom. 1 Massasoit Rd is currently listed for $499,000 and was received on August 28, 2026. Want to learn more about 1 Massasoit 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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