249 Bates Rd, Windsor, MA 01270
OFF MARKET

249 Bates Rd
Windsor, MA 01270

  • 4 Beds
  • 4.5 Baths
  • 5,000 sqft (on 76 acres)

$1,541,900

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $9,479/mo*

$1,541,900

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $9,479/mo*
4 Beds
4.5 Baths
5,000 sqft
(on 76 acres)

Home Value

Trulia Estimate
$1.54M
Since last month
Decreased$17K (-1.1%)
Since last year
Decreased$36K (-2.3%)
Since last sale
Increased$56K (+3.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +254% in the last 10 years
MonthEstimated value
2026
August 2026$1.54M
July 2026$1.55M
June 2026$1.53M
May 2026$1.54M
April 2026$1.55M
March 2026$1.55M
February 2026$1.54M
January 2026$1.57M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1.43
Single-Family Home
$715,000
07/01/26
3
3
2,078
1.61
Single-Family Home
$376,000
10/10/25
3
2
1,152
2.07
Single-Family Home
$419,900
11/14/25
4
3
2,419
1.69
Single-Family Home
$205,000
08/18/26
2
1
1,421
2.23
Single-Family Home
$350,100
08/11/26
2
1.5
1,043
3.01
Single-Family Home
$600,000
10/16/25
4
3
1,914
2.84
Single-Family Home
$590,000
10/09/25
3
2
1,856
2.70
Single-Family Home
$288,400
10/23/25
2
2
2,080
3.37
Single-Family Home
$475,000
11/20/25
3
4
3,298

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.93
$340,300
4
2
1,560
Off Market
0.63
-
2
1
1,512
Off Market
0.62
$417,600
3
1
1,500
Off Market
1.45
$898,000
4
3
2,700
Off Market
2.84
$216,100
1
1
914
Off Market
0.51
$399,400
1
1
1,185
Off Market
1.64
$348,000
2
3
1,404
Off Market
0.37
$272,700
3
1
1,125
Off Market
0.41
$385,800
3
2
1,730
Off Market
0.35
-
Studio
-
1,526
Off Market

Local Information

  • Map ViewExplore the area around 249 Bates Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1984
Lot Size
76 acres
Living Area
5,000 sqft
Price/Sqft
$308
Parking
2 Car Garage

About this House

Discover Westview, a stunning retreat spanning 76 acres adjacent to Notchview Reservation, offering panoramic views.
This contemporary hideaway boasts exceptional craftsmanship and thoughtful design.
Inside, two kitchens feature expansive layouts, abundant natural light, and custom-built cabinets that adorn every room. The integration of granite, marble, and quartz countertops enhances elegance throughout the home.
Enjoy the convenience of three high-efficiency laundry rooms, each equipped with top-of-the-line Electrolux washer-dryers, ensuring practicality without compromising on style.
The property also offers the potential for an in-law suite or guest accommodation, with ample space and flexible layout options. Outside, a meticulously crafted driveway welcomes you to the property, surrounded by Goshen stone features that blend harmoniously with the natural landscape. A standing seam metal roof adds durability and modern appeal, while a post and beam sunroom provides a serene space to enjoy the views in every season.
Embrace sustainability with a solar system (owned) that promotes energy efficiency and reduces environmental impact.
Westview offers a rare combination of privacy, luxury, and natural beauty, making it an ideal family compound or private retreat. This Berkshire treasure promises an unparalleled living experience. Conveniently located 15 minuets to Pittsfield, 20 minuets to Lenox, 40 minuets to North Hampton.
249 Bates Rd, Windsor, MA 01270 is a 4 bedroom, 5 bathroom, 5,000 sqft single-family home built in 1984. It last sold for $1,479,000 on Sep 26, 2024 (1% below the $1,499,000 asking price). It is currently off market. The Trulia Estimate is $1,541,900, with a rent estimate of $6,825/month.

Home Details for 249 Bates Rd

Interior Features

Interior Details
Basement: Unfinished,Partial,ConcreteNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5000 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Dishwasher, Range, RefrigeratorDishwasherRefrigerator
Heating & Cooling
Heating: Propane,Fireplace(s),RadiantNo CoolingHas HeatingHeating Fuel: Propane
Fireplace & Spa
Has a Fireplace
Gas & Electric
Electric: 200 Amp
Windows, Doors, Floors & Walls
Window: Bay/Bow WindowFlooring: Ceramic Tile, Wood
Levels, Entrance, & Accessibility
Accessibility: Accessible Bedroom, Accessible DoorsFloors: Ceramic Tile, Wood
View
Has a ViewView: Scenic, Hill/Mountain, Distant

Exterior Features

Exterior Home Features
Roof: Standing Seam MetalPatio / Porch: DeckOther Structures: Barn/StableExterior: Privacy
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garaged & Off-StreetHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Waterfront: PondNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Property Information

Year Built
Year Built: 1984
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Property Information
Condition: Updated/Remodeled

Price & Status

Price
List Price: $1,499,000
Status Change & Dates
Off Market Date: Thu Sep 26 2024Possession Timing: To Be Determined

Active Status

MLS Status: Closed

Location

Direction & Address
City: Windsor
School Information
Elementary School: Berkshire TrailJr High / Middle School: Nessacus RegionalHigh School: Wahconah Regional

Building

Building Area
Building Area: 5000 Square Feet

Lot Information

Lot Area: 76 Acres

Miscellaneous

BasementMls Number: 243949
Last check for updates: about 2 hours ago
Listed by Elisha Poirier, (413) 212-3495
STONE HOUSE PROPERTIES, LLC
Bought with: Elisha Poirier, (413) 212-3495, STONE HOUSE PROPERTIES, LLC
Source: BCMLS, MLS#243949

Price and Tax history

DateEventPrice
Sep 26, 2024
Source: BCMLS #243949
Sold
$1,479,000
Sep 11, 2024
Source: BCMLS #243949
Pending
$1,499,000
Jul 18, 2024
Source: BCMLS #243949
Listed For Sale
$1,499,000
Feb 19, 2014
Source: BCMLS #203846
Sold
$415,000
Oct 25, 2013
Source: Agent Provided
PriceChange
$449,000
Price decreased by 6%

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
7
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What Locals Say about Windsor

At least 1 Trulia users voted on each feature.
  • 100 % Say yards are well-kept

  • 100 % Say there are community events

  • 100 % Say car is needed

  • 100 % Say there's wildlife

  • 50 % Say neighbors are friendly

  • 50 % Say parking is easy

  • 50 % Say people would walk alone at night

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 249 Bates Rd

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Off Market Homes Near 249 Bates Rd

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Frequently asked questions about 249 Bates Rd

  • What is 249 Bates Rd estimated to be worth?
    Trulia's estimated value for 249 Bates Rd in Windsor, MA is $1,541,900.
  • What is the price history for 249 Bates Rd?
    249 Bates Rd in Windsor, MA last sold for $1,479,000 in September 2024.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 249 Bates Rd?
    The closest schools to 249 Bates Rd in Windsor, MA are Craneville Elementary School (rated 7/10), Nessacus Regional Middle School (rated 7/10), Wahconah Regional High School (rated 6/10).
  • How big is the lot at 249 Bates Rd?
    The lot at 249 Bates Rd in Windsor, MA is about 76 acres.
  • Does 249 Bates Rd have a garage?
    Yes, 249 Bates Rd in Windsor, MA has an attached garage.
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The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program. Copyright 2026 Berkshire County Board of Realtors. All rights reserved.