142 Main Rd, Monterey, MA 01245
Property image
Property image
OFF MARKET

$1,445,300

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 2,754 sqft (on 2.96 acres)

142 Main Rd, Monterey, MA 01245

Est. Refi. Payment $8,851/mo*
Refinance Your Home
Currently Off Market - Sold Mar 31, 2025 for $1,375,960

Home Value

Trulia Estimate
$1.45M
Since last month
Increased$18K (+1.2%)
Since last year
Increased$32K (+2.2%)
Since last sale
Increased$69K (+5%)
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 +75% in the last 10 years
MonthEstimated value
2026
August 2026$1.45M
August 2026$1.44M
July 2026$1.43M
June 2026$1.42M
May 2026$1.42M
April 2026$1.41M
March 2026$1.41M
February 2026$1.4M
January 2026$1.42M
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
16 Heberts Cv, Great Barrington, MA
0.80
Single-Family Home
$1,463,000
01/09/26
3
2.5
2,153
123 Bock Way, New Marlboro, MA
1.21
Single-Family Home
$1,800,000
02/25/26
6
3
3,000
247 Peter Menaker Rd, New Marlboro, MA
1.33
Single-Family Home
$1,200,000
10/31/25
3
2.5
2,500
164 Woodleigh Rd, New Marlboro, MA
1.01
Single-Family Home
$1,510,000
08/03/26
5
2
1,536
76 Corashire Rd, New Marlborough, MA
1.26
Single-Family Home
$760,000
03/10/26
4
3
2,362
14 Lawrence Ave, New Marlboro, MA
1.08
Single-Family Home
$445,000
09/15/25
2
1
900
416 Monterey Rd, Great Barrington, MA
2.05
Single-Family Home
$645,000
06/01/26
3
3
1,708
51 Downs Rd, New Marlboro, MA
1.08
Single-Family Home
$600,000
12/05/25
3
1.5
1,500
6 Lake Buel Rd, Great Barrington, MA
2.31
Single-Family Home
$810,000
01/23/26
3
2
1,695

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
140 Main Rd, Monterey, MA 01245
0.03
$2,308,500
4
4
3,584
Off Market
39 Stevens Lake Rd, Monterey, MA 01245
0.19
$1,953,300
4
3.5
3,976
Off Market
106 Stevens Lake Rd, Monterey, MA 01245
0.30
$1,505,100
3
3
2,573
Off Market
Address Not Disclosed, Monterey, MA 01245
0.30
$2,157,500
4
4.5
2,616
Off Market
181 Main Rd, Great Barrington, MA 01230
0.39
$646,900
3
2.5
2,117
Off Market
27 Stevens Lake Rd, Monterey, MA 01245
0.40
$2,181,200
5
5
3,580
Off Market
14 Blue Hill Rd, Monterey, MA 01245
0.45
$185,000
-
-
-
Recently Sold
148 Stevens Lake Way, Monterey, MA 01245
0.48
$2,628,200
4
4
4,941
Off Market
411 West, Great Barrington, MA 01230
0.50
$1,849,800
6
4.5
11,423
Off Market
2 North Rd, Monterey, MA 01245
0.54
$65,000
-
-
-
For Sale
85 Main Rd, Monterey, MA 01245
0.54
$725,000
3
2
2,460
For Sale

Local Information

  • Map ViewExplore the area around 142 Main Rd.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1997
2.96 acre lot
2,754 sqft
$525/sqft
4 Parking Spaces

About this House

On the Water in Monterey! This one owner Colonial styled residence is now on the market for the first time in 27 years. As part of the Steven's Lake private association, you can enjoy swimming and kayaking without the constant noise and the disruption of power boats. The screened porch and open area deck are idyllic for your own relaxation or for entertaining guests. With updating here and there, the investment in this home will pay very handsome dividends. Opportunities like this one do not come along very often.
142 Main Rd, Monterey, MA 01245 is a 4 bedroom, 4 bathroom, 2,754 sqft single-family home built in 1997. It last sold for $1,375,960 on Mar 31, 2025 (5% below the $1,450,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,445,300, with a rent estimate of $5,028/month.
Last check for updates: about 3 hours ago
Listed by George Cain, (917) 861-3855
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Bought with: Non Member, NON-MEMBER / RECIPROCAL
Source: BCMLS, MLS#244203

Home Details for 142 Main Rd

Interior Features

Interior Details
Basement: Walk-Out Access,Interior Entry,Full,Partially FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Half Bathroom, Full Bathroom, Dining Room, Exercise Room, Foyer, Kitchen, Laundry, Living Room, Office, Other, Utility Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2754 Square Feet
Appliances & Utilities
Utilities: Fiber Optic Availabl, Satellite Available, Cable AvailableAppliances: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, WasherDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Propane,Oil,Electric,Forced Air,Furnace,Fireplace(s)Has CoolingAir Conditioning: ElectricHas HeatingHeating Fuel: Propane
Fireplace & Spa
Has a Fireplace
Gas & Electric
Electric: 200 Amp, Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Carpet, Wood
Levels, Entrance, & Accessibility
Accessibility: 1st Flr Half BathFloors: Carpet, Wood
View
Has a ViewView: Water, Seasonal, Scenic, Lake

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglesPatio / Porch: Porch, DeckExterior: Tennis Court(s), Privacy
Parking & Garage
Other Parking: Off StreetNo GarageNo Attached GarageParking Spaces: 4Parking: Off Street
Frontage
WaterfrontWaterfront: Private Beach, Lake Privileges, Lake, Waterfront, Deeded RightsOn Waterfront
Water & Sewer
Sewer: Private SewerWater Body: Steven's Lake

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Property Information
Parcel Number: M: 0227 B: 0026 L: 0

Price & Status

Price
List Price: $1,450,000
Status Change & Dates
Off Market Date: Mon Mar 31 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Monterey
School Information
Elementary School: OtherJr High / Middle School: Mount EverettHigh School: Mount Everett

Building

Building Area
Building Area: 2754 Square Feet

Lot Information

Lot Area: 2.96 Acres

Miscellaneous

BasementMls Number: 244203Water ViewWater View: Water, Lake

Price and Tax history

DateEventPrice
Mar 31, 2025
Source: BCMLS #244203
Sold
$1,375,960
Mar 5, 2025
Source: BCMLS #244203
Pending
$1,450,000
Nov 1, 2024
Source: BCMLS #244203
PriceChange
$1,450,000
Price decreased by 14%
Aug 17, 2024
Source: BCMLS #244203
Listed For Sale
$1,695,000
May 30, 1997
Source: N/A
Sold
$88,500

Market trends in Great Barrington

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
76
2MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Great Barrington

At least 32 Trulia users voted on each feature.

  • 93 % Say there's wildlife

  • 90 % Say people would walk alone at night

  • 87 % Say it's dog friendly

  • 85 % Say car is needed

  • 81 % Say there's holiday spirit

  • 81 % Say yards are well-kept

  • 75 % Say parking is easy

  • 63 % Say it's walkable to restaurants

  • 62 % Say neighbors are friendly

  • 61 % Say it's walkable to grocery stores

  • 59 % Say there are sidewalks

  • 59 % Say kids play outside

  • 54 % Say streets are well-lit

  • 53 % Say they plan to stay for at least 5 years

  • 50 % Say it's quiet

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Robin Williams
    "Great for dogs"
    0
    Flag
  • Robin Williams
    "Great Barrington is second to none - one of the best small towns in the United States! Its Main Street was the first street in the United States to have been electrified. It was the birthplace of WEB DuBois. It is part of the Berkshire cultural mecca, particularly in the summers and it has so much natural beauty with its lakes, mountains and forests. At the same time it amazingly has the best bagels and a schmear anywhere in a 150ish miles, and good restaurants with diverse cuisine. Aside from its many churches, there are also two synagogues. It has rainbow painted crosswalks. I love GB!"
    0
    Flag
  • Evelyn Battaglia
    "I have lived here for more than a decade and find it safe and the people friendly. There’s a vibrant, walkable downtown with a world-class theater and independently owned retail shops and restaurants. Plus a lake for water sports and four-season beauty. "
    0
    Flag
  • Taz
    "Small town with lots of opportunities for arts and culture and learning and history. Food co-op, fancy food stores and big mainstream grocery stores. Friendly, intelligent people. "
    0
    Flag
  • Emilyklavun
    "Halloween is awesome for trick or treaters - great for walking and dogs - super safe, clean - nice people!"
    0
    Flag
  • Tracie Bergeson
    "Community is downtown Great Barrington which is pretty close. Our neighborhood doesn’t do anything. "
    0
    Flag
  • Taz Blu
    "There are 3 teen/preteen on the block but not much kid action ACV around here. Great grandparents next door and family visits often. Kids seem to be 17-19. There are bears, coyotes (hear them), possum, Mr and Mrs skunk, fox etc so it’s.a great place for wildlife. Some yards are big enough you don’t need a park nearby. "
    0
    Flag
  • Cory B.
    "There are so many unbelievable walking trails. Dogs will love it. It’s an amazing place to have a dog"
    1
    Flag
  • Maggie Ansbro
    "Memorial Day parade, music at the bandstand on Friday nights during the summer and the Holiday Stroll in December."
    0
    Flag
  • Julie L.
    "Quiet and safe streets. Very family friendly. I lived here for six years and am only leaving because of a job change. "
    1
    Flag
  • Roundhat
    "As a parent who grew up all over this country, GB is a great place to raise a family. However, if you’re a kid, there’s nothing to do 8 months out of the year. Small children, I’d say 5 and under, go stir crazy durning the winter months. There is nothing indoors for children to do. Teenagers get into trouble because they “look” for things to do for excitement. There are no sidewalks for children to walk on, and no bicycle paths for children to get around on. This is one of the deciding factors for us moving to San Antonio, TX. "
    4
    Flag
  • Richnryme
    "too many dog owners walk their dogs without a leash. Making it dangerous for both other dog owners and pedestrians. on occasion, owners dont pick up after their dogs, but I have lived where the practice is much worse "
    2
    Flag
  • JR
    "I’ve lived in this neighborhood for 24 years and raised my children here. It’s safe, clean, green, quiet and beautiful. "
    0
    Flag
  • JR
    "I’ve lived in my home for 25 years and raised my children here. It’s a safe, quiet and wonderful neighborhood!"
    0
    Flag
  • Jeremy S.
    "Very family friendly. Nice mix of nature and village. Good shops, cafes, etc. but also near hiking and a LOT of cultural offerings."
    2
    Flag
  • Reinsjennie
    "Great town, Great neighborhoods, Great Barrington. I feel very good about having raised my kids in this picture-perfect, quaint, hip, New England town. "
    1
    Flag
  • Hildib
    "Yard sales, friendly talk and everyone is friendly. Many parties and everyone is taking care of their homes and yards"
    0
    Flag
  • Gmp364
    "Lived here 10 years, quiet neighborhood. Dog friendly. Close to Lake Mansfield and 2 ski areas . Walk to downtown. Excellent fire and police departments."
    0
    Flag
  • Gmp364
    "Lived here for 9 years and never any problems . Very dog friendly. Close to lake Mansfield. Simons Rock college."
    0
    Flag
  • Ray C.
    "Family friendly - plenty to do. "
    0
    Flag

LGBTQ Local Legal Protections

IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed to be reliable but not guaranteed.
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.

Frequently asked questions about 142 Main Rd

  • What is 142 Main Rd estimated to be worth?
    Trulia's estimated value for 142 Main Rd in Monterey, MA is $1,445,300.
  • What is the price history for 142 Main Rd?
    142 Main Rd in Monterey, MA last sold for $1,375,960 in March 2025.
  • Is Monterey a buyer's or seller's market?
    Monterey is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Monterey?
    Residents describe Monterey, MA as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Monterey, MA.
  • Does 142 Main Rd have air conditioning?
    Yes, 142 Main Rd in Monterey, MA has air conditioning.
  • Does 142 Main Rd have laundry facilities?
    Yes, 142 Main Rd in Monterey, MA has in-unit laundry.

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Off Market Homes Near 142 Main Rd

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