14

Monterey, MA Homes for Sale

Section Image Section Image
  • 104 Hupi Rd, Monterey, MA 01245
    104 Hupi Rd, Monterey, MA 01245
    104 Hupi Rd, Monterey, MA 01245
    /10

    $155,000

    • Land
    • 5.24 Acres
    • $29,580 per Acre

    104 Hupi Rd, Monterey, MA 01245

    Ready to build a new custom home with all your personal touches! Views of Lake Garfield. Close to downtown Monterey. Fresh 5 acre parcel to construct a magnificent home in the Berkshires!

    Agent Photo

    Cristian Sanchez

    COHEN & WHITE ASSOCIATES

    (413) 771-4725

    104 Hupi Rd, Monterey, MA 01245
  • 0 Gould Rd, Monterey, MA 01245
    0 Gould Rd, Monterey, MA 01245
    0 Gould Rd, Monterey, MA 01245
    /11

    $550,000

    • Land
    • 16 Acres
    • $34,375 per Acre

    0 Gould Rd, Monterey, MA 01245

    The drive to this beautiful parcel takes you off the main road, past farms, cottages, and estates--all within a mile or two. Hidden away in one of the most scenic parts of Monterey and surrounded by larger holdings and hundreds of acres of conserved, trust-protected land, this property offers peace and privacy rarely found. The land is mostly level before gently sloping down to a brook on the

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    0 Gould Rd, Monterey, MA 01245
  • 10 Art School Rd, Monterey, MA 01245
    10 Art School Rd, Monterey, MA 01245
    10 Art School Rd, Monterey, MA 01245
    /11

    $295,000

    • Land
    • 3 Acres
    • $98,333 per Acre

    10 Art School Rd, Monterey, MA 01245

    Lovely partially developed 3 acre parcel on the most desirable and private Art School Rd. Prime location in Monterey approximately 0.8 miles to Lake Garfield, and with potential view of pond on abutting property. There is an old cottage on the property which needs to be torn down prior to building. Established dirt driveway and well are in place.

    Claudia Crane COMPASS MASSACHUSETTS , LLC GB

    10 Art School Rd, Monterey, MA 01245
  • 0 Norwalk Acres Rd Unit 242782, Monterey, MA 01245
    0 Norwalk Acres Rd Unit 242782, Monterey, MA 01245
    0 Norwalk Acres Rd Unit 242782, Monterey, MA 01245
    /8

    $68,000

    • Land
    • 1.1 Acres
    • $61,818 per Acre

    0 Norwalk Acres Rd Unit 242782, Monterey, MA 01245

    Start building your Berkshire Dream home today! Grab your hiking shoes, bike, and skis, or if you're looking for theater, dance, or music-Norwalk Acres is a stone's throw away from Lake Garfield, Butternut Basin Ski Area, Beartown State Forest, the Appalachian Trail as well as Shakespeare & Co., Barrington Stage Co, The Mahaiwe Performing Arts Center, Jacobs Pillow, and Tanglewood. Are you ready

    Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

    0 Norwalk Acres Rd Unit 242782, Monterey, MA 01245
  • 14 Blue Hill Rd, Monterey, MA 01245
    14 Blue Hill Rd, Monterey, MA 01245
    14 Blue Hill Rd, Monterey, MA 01245
    /13

    $275,000

    • Land
    • 2.1 Acres
    • $130,952 per Acre

    14 Blue Hill Rd, Monterey, MA 01245

    A 2400 sq. ft. barn in Monterey ready for residential conversion. The property has a completed, successful perc test and established access to a shared well. The project is ready for immediate architectural planning. This is a prime opportunity for a buyer looking to fast-track construction on a desirable Berkshire lot.

    Tony Segalla LANCE VERMEULEN RE, INC

    14 Blue Hill Rd, Monterey, MA 01245
  • 0 Sandisfield Rd, Monterey, MA 01245
    0 Sandisfield Rd, Monterey, MA 01245
    0 Sandisfield Rd, Monterey, MA 01245
    /8

    $235,000

    • Land
    • 3 Acres
    • $78,229 per Acre

    0 Sandisfield Rd, Monterey, MA 01245

    The beauty of Nature; 3+ wooded acres in the quaint Berkshire town of Monterey is the perfect location for your new home or weekend getaway with a blend of level and gentle sloping terrain. It's located on the border of Monterey and Sandisfield town line, private but not secluded, only 12 miles to the Town of Lee with everything it has to offer including the entrance to the Mass Pike. Once in Lee

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    0 Sandisfield Rd, Monterey, MA 01245
  • 458 Monterey Rd, Great Barrington, MA 01230
    458 Monterey Rd, Great Barrington, MA 01230
    458 Monterey Rd, Great Barrington, MA 01230
    /36

    $775,000

    • 10 Beds
    • 4 Baths
    • 5,293 Sq Ft

    458 Monterey Rd, Great Barrington, MA 01230

    Located just 1.8 miles from Ski Butternut, this Berkshires retreat is the perfect basecamp for multi-generational gatherings, or groups of friends who want room to spread out. Set on 4.32 private acres on the Great Barrington/Monterey line, this spacious 1958 ranch has grown over the years into an impressive 5,200 sq. ft. haven--ideal for creating lifelong vacation memories.Inside, the home's

    Cortney Dupont COHEN & WHITE ASSOCIATES

    458 Monterey Rd, Great Barrington, MA 01230
  • 535 Main Rd, Monterey, MA 01245
    535 Main Rd, Monterey, MA 01245
    535 Main Rd, Monterey, MA 01245
    /45

    $3,900,000

    • 10 Beds
    • 5.5 Baths
    • 7,864 Sq Ft

    535 Main Rd, Monterey, MA 01245

    Welcome home to NEWGRANGE. 1920's era Manor House with lake frontage on Lake Garfield. Over 10,000 square feet of living on 7.7 Acres. Complete the restoration and enjoy original Stone Fireplaces, comfortable Living spaces, formal Dining and 10 Bedrooms. Write that novel in the paneled Office, Library or Sunroom, create delicacies in the Country Kitchen, or shoot a round of pool in the Billiard

    Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    535 Main Rd, Monterey, MA 01245
  • 141 Stevens Lake Way, Monterey, MA 01245
    141 Stevens Lake Way, Monterey, MA 01245
    141 Stevens Lake Way, Monterey, MA 01245
    /58

    $2,275,000

    • 6 Beds
    • 5.5 Baths
    • 6,000 Sq Ft

    141 Stevens Lake Way, Monterey, MA 01245

    Discover Stevens Lake! This incredible property offers you a lifestyle that is unmatched in the modern world. The residence is perched overlooking the lake to experience spectacular sunrises. Entering from the garage there is a mud/laundry room which opens to the kitchen fit for any Chef. The kitchen features granite counters, Subzero and Viking appliances, a large pantry with an additional

    Derek Strzepa NOCHER REALTY

    141 Stevens Lake Way, Monterey, MA 01245
  • 0 Pine St, Great Barrington, MA 01230
    0 Pine St, Great Barrington, MA 01230
    0 Pine St, Great Barrington, MA 01230
    /4

    $269,900

    • Land
    • 2 Acres
    • $134,950 per Acre

    0 Pine St, Great Barrington, MA 01230

    Two-acre parcel in a quiet location, a short stroll to the Main Street. Ideal for those who seek privacy with the convenience of nearby shops, restaurants and services.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    0 Pine St, Great Barrington, MA 01230
  • 85 Main Rd, Monterey, MA 01245
    85 Main Rd, Monterey, MA 01245
    85 Main Rd, Monterey, MA 01245
    /32

    $795,000

    • 3 Beds
    • 2 Baths
    • 2,460 Sq Ft

    85 Main Rd, Monterey, MA 01245

    OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    85 Main Rd, Monterey, MA 01245
  • 13 Hayes Pond Rd, Monterey, MA 01245
    13 Hayes Pond Rd, Monterey, MA 01245
    13 Hayes Pond Rd, Monterey, MA 01245
    /50

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 2,055 Sq Ft

    13 Hayes Pond Rd, Monterey, MA 01245

    Welcome to a rare waterfront oasis offering over 650 feet of private frontage on the deepest part of Hayes Pond. Your private dock and beach area provide direct access to swimming, kayaking, and fishing, while a perfectly positioned gazebo is ideal for entertaining by the water. Inside, breathtaking water views grace every room through expansive windows. The open-concept design flows seamlessly

    Tony Segalla LANCE VERMEULEN RE, INC

    13 Hayes Pond Rd, Monterey, MA 01245
  • 470 Main Rd, Monterey, MA 01245
    470 Main Rd, Monterey, MA 01245
    470 Main Rd, Monterey, MA 01245
    /44

    $425,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 2,599 Sq Ft

    470 Main Rd, Monterey, MA 01245

    Cherished by the current owner for decades, this inviting Monterey home is set on two acres just moments from the town center and includes multiple outbuildings. The main living spaces feature a wood-burning fireplace, a generous dining room, a comfortable den, and a sun-filled glass porch overlooking the grounds. A first-floor primary bedroom is complemented by additional bonus rooms offering

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    470 Main Rd, Monterey, MA 01245
  • 26 Pine St, Great Barrington, MA 01230
    26 Pine St, Great Barrington, MA 01230
    26 Pine St, Great Barrington, MA 01230
    /27

    $365,000

    • 3 Beds
    • 1 Bath
    • 872 Sq Ft

    26 Pine St, Great Barrington, MA 01230

    LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    26 Pine St, Great Barrington, MA 01230
Massachusetts Berkshire County Monterey

Real Estate & Homes for Sale in Monterey, MA

Why Live in Monterey

Monterey, MA, nestled in the southern Berkshires, is a mountain town known for its natural beauty and strong community ties. The area boasts numerous hiking trails and fishing lakes, including the popular Lake Garfield, which offers year-round activities such as swimming, kayaking, fishing, and ice skating. Beartown State Forest provides 12,000 acres for hiking, camping, mountain biking, and winter sports. Monterey's housing market features early 20th-century cottages and lakefront properties, with many being converted into larger year-round homes. The Southern Berkshire Regional School District, which includes Mount Everett Regional School, is noted for its smaller class sizes and individual attention. Residents often travel to nearby towns like Lee and Great Barrington for shopping and dining, with Great Barrington offering a variety of bakeries, cheese shops, and international cuisine. Cultural attractions are abundant, with the Boston Symphony Orchestra's summer home at Tanglewood in Lenox, just 15 miles north, and local art exhibitions at the Monterey Library. Despite its rural charm, Monterey is car-dependent, with main roads like Route 23 and Route 57 connecting to larger highways. The town is about 50 miles west of Springfield and 20 miles south of Pittsfield.

Learn more about living in Monterey

Frequently Asked Questions

What is the average home price in Monterey, MA?
Homes for sale in Monterey, MA have an average home price of $1,476,777.
Are home prices dropping in Monterey?
Yes, home prices in Monterey are down 28% in the last 12 months.
How many homes have sold over the last 12 months in Monterey, MA?
10 homes have sold in Monterey, MA over the last 12 months.
What are the most popular zip codes in Monterey, MA?
The most popular zip codes in Monterey, MA include 01245, 01230, 01238, 01253 and 01223.
How much do you need to make to afford a house in Monterey?
The median home price in Monterey is $867,500. If you put a 20% down payment of $173,500 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $4,260 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $183K a year to afford the median home price in Monterey. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Monterey, MA?
Monterey, MA has highly rated public and private schools. Some of the best schools in Monterey based on Niche Grades are Muddy Brook Regional Elementary School, Farmington River Elementary School and Monument Mountain Regional High School. Browse all the schools in Monterey, MA to learn more.

Home Trends in Monterey, MA

On average, homes in Monterey, MA sell after 60 days on the market compared to the national average of 53 days. The median sale price for homes in Monterey, MA over the last 12 months is $771,250, up 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$771,250
Median Single Family Sale Price
$997,500
Median 1 Bedroom Sale Price
$360,000
Average Price Per Sq Ft
$371
Number of Homes for Sale
6
Last 12 months Home Sales
10
Months of Supply
7.20
Median List Price
$867,500
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
10%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group