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$1,200,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,248 Sq. Ft.
  • 87.06 Acres
  • 3 Car Garage
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Welcome to 221 Bailey Road in Lanesboro, MA, an exquisite ranch-style home offering approximately 4,200 sqft of luxurious living space. Nestled on 87 acres atop a mountain, this property provides unparalleled privacy and breathtaking views that enhance its serene atmosphere. The open-concept living area is perfect for entertaining, featuring abundant natural light and seamless flow between spaces. Energy efficiency is a hallmark of this home, ensuring comfort year-round while minimizing utility costs. Ample room for family and guests, this stunning residence combines modern amenities with the tranquility of nature. Some of the amenities this home offers a three car garage, heated in ground pool, owned solar and a cozy wood stove for those chilly Berkshire nights.

Full Property Details for 221 Bailey Rd

General

  • Price: $1,200,000
  • Taxes: $12,387 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73463182
  • Updated: 12/23/2025
  • Added to Site: 29 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom 1: 17.00 x 8.00, First
  • Bathroom 2: 4.00 x 4.00, First
  • Bathroom 3: 9.00 x 5.00, Basement

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: 17.00 x 14.00, First
  • Bedroom 2: 12.00 x 11.00, First
  • Bedroom 3: 12.00 x 12.00, First

Other Rooms

  • Living Room: 23.00 x 19.00, First
  • Family Room: 35.00 x 29.00, Basement
  • Kitchen: 23.00 x 10.00, First
  • Dining Room: 23.00 x 20.00, First
  • Office: 17.00 x 14.00, Basement

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking Features: Attached, Garage Door Opener, Insulated, Oversized, Off Street

Location

  • County: Berkshire

Structural Information

  • Architectural Style: Ranch
  • Basement: Yes
  • Square Feet: 4,248
  • Year Built: 2023

Lot Features

  • Lot Size (Acres): 87.06

Financial Considerations

  • Tax Amount: $12,387
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: Convenient location, minutes from Jiminy Peak, New York State, Williamstown and Pittsfield. This property is perfect for Nature lovers and someone that values their privacy. Approximately 15 minutes to the New York State Thruway!
  • Property ID: M:208 L:3, 4000417

Listed by Lamacchia Realty, Inc., Douglas Collins

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Listing agent

— 221 Bailey Rd —

  • Douglas Collins

    Lamacchia Realty, Inc.

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 221 Bailey Rd

School District:Mount Greylock School District
NameGradesDistance
Lanesborough Elementary
188 Summer Street, Lanesborough, MA 01237
PK-63.7 mi
Mt Greylock Regional High School
1781 Cold Spring Road, Williamstown, MA 01267
7-127.7 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 221 Bailey Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/19/2025
Listed
$1,200,000
531.58%
MLS
10/12/2021
Sold
$190,000
—
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 221 Bailey Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,387
291%
$740,400
298%
2024
$3,167
-13%
$186,200
-10%
2023
$3,661
-24%
$207,200
-18%
2022
$4,809
-11%
$251,800
-5%
2021
$5,388
—
$265,700
2%
2020
$5,406
-9%
$261,400
—
2019
$5,915
6%
$261,400
—
2018
$5,594
-8%
$261,400
-10%
2017
$6,050
8%
$289,600
—
2016
$5,607
2%
$289,600
—
2015
$5,497
28%
$289,600
25%
2014
$4,297
—
$232,000
—
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.

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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 Lamacchia Realty, Inc., Douglas Collins

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221 Bailey Rd, Lanesborough, MA 01237 (MLS# 73463182) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 221 Bailey Rd is currently listed for $1,200,000 and was received on December 19, 2025. Want to learn more about 221 Bailey Rd? Do you have questions about finding other Single Family real estate for sale in Lanesborough? You can browse all Lanesborough real estate or contact a Coldwell Banker agent to request more information.

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