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Explore Similar Homes Within 10 Miles of Cheshire, MA

  • 18 Highcrest Rd, Lenox, MA 01240
    18 Highcrest Rd, Lenox, MA 01240
    18 Highcrest Rd, Lenox, MA 01240
    /46

    $1,420,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 2,691 Sq Ft

    18 Highcrest Rd, Lenox, MA 01240

    Set within a private enclave of luxury homes just moments from downtown Lenox, this exceptional Berkshires condominium offers a rare combination of refined design, extraordinary privacy, and protected long-range views.Positioned at the far end of the development, the home benefits from owned development rights that safeguard sweeping easterly views of October Mountain and preserve the surrounding

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 319-9976

    18 Highcrest Rd, Lenox, MA 01240
  • 18 Highcrest Rd Unit 20, Lenox, MA 01240
    18 Highcrest Rd Unit 20, Lenox, MA 01240
    18 Highcrest Rd Unit 20, Lenox, MA 01240
    /42

    $1,420,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 2,691 Sq Ft

    18 Highcrest Rd Unit 20, Lenox, MA 01240

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 591-5654

    18 Highcrest Rd Unit 20, Lenox, MA 01240
  • 54 Pine Hill Terrace, North Adams, MA 01247
    54 Pine Hill Terrace, North Adams, MA 01247
    54 Pine Hill Terrace, North Adams, MA 01247
    /43

    $799,900 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 3,188 Sq Ft

    54 Pine Hill Terrace, North Adams, MA 01247

    Welcome to your dream retreat in The Berkshires! This exquisite three-bedroom, two-bathroom home is a sanctuary of elegance, just minutes from the renowned MASS MoCA and the picturesque Clark Art Institute at Williams College. Step inside to discover beautiful finishing work and a stunning sunroom that bathes the interior in natural light. Enjoy two expansive decks perfect for entertaining or

    Mariah Worth LAMACCHIA REALTY, INC

    54 Pine Hill Terrace, North Adams, MA 01247
  • 5 Marco Dr, Pittsfield, MA 01201
    5 Marco Dr, Pittsfield, MA 01201
    5 Marco Dr, Pittsfield, MA 01201
    /42

    $349,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,741 Sq Ft

    5 Marco Dr, Pittsfield, MA 01201

    Move-in ready and freshly reimagined, this spacious home offers 4 bedrooms and 2 full baths, including a fully finished, heated lower level that expands the living space. The upper level features bright living and dining areas, a functional kitchen with direct access to a two-tier deck for outdoor living, and two comfortable bedrooms with ample closet space. The finished lower level, filled with

    Team ROVI Real Broker MA, LLC

    5 Marco Dr, Pittsfield, MA 01201
  • 160 Water St Unit 209, Williamstown, MA 01267
    160 Water St Unit 209, Williamstown, MA 01267
    160 Water St Unit 209, Williamstown, MA 01267
    /42

    $495,000 Open Sun 11AM - 3PM

    • 1 Bed
    • 1 Bath
    • 1,296 Sq Ft

    160 Water St Unit 209, Williamstown, MA 01267

    Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills offers stunning views of the famed ‘Purple Mountains’ and the rolling Green

    Sarah Haskins Streamline Communities - Williamstown

    160 Water St Unit 209, Williamstown, MA 01267
  • 160 Water St Unit 407, Williamstown, MA 01267
    160 Water St Unit 407, Williamstown, MA 01267
    160 Water St Unit 407, Williamstown, MA 01267
    /24

    $1,200,000 Open Sun 11AM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,093 Sq Ft

    160 Water St Unit 407, Williamstown, MA 01267

    Last Three-Bedroom. Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Stunning views of the famed ‘Purple Mountains’ and the rolling Green

    Sarah Haskins Streamline Communities - Williamstown

    160 Water St Unit 407, Williamstown, MA 01267
  • 160 Water St Unit 103, Williamstown, MA 01267
    160 Water St Unit 103, Williamstown, MA 01267
    160 Water St Unit 103, Williamstown, MA 01267
    /40

    $545,000 Open Sun 11AM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,166 Sq Ft

    160 Water St Unit 103, Williamstown, MA 01267

    Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills offers stunning views of the famed ‘Purple Mountains’ and the rolling Green

    Sarah Haskins Streamline Communities - Williamstown

    160 Water St Unit 103, Williamstown, MA 01267
  • 17 S Church St, Pittsfield, MA 01201
    17 S Church St, Pittsfield, MA 01201
    17 S Church St, Pittsfield, MA 01201
    /27

    $265,000 Open Sat 10:30AM - 12:30PM

    • 4 Beds
    • 2 Baths
    • 1,408 Sq Ft

    17 S Church St, Pittsfield, MA 01201

    Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level

    Samantha Homeyer BIRCH PROPERTIES

    17 S Church St, Pittsfield, MA 01201
  • 71 Orchard St, Pittsfield, MA 01201
    71 Orchard St, Pittsfield, MA 01201
    71 Orchard St, Pittsfield, MA 01201
    /11

    $230,000 Open Sun 11AM - 12PM

    • 4 Beds
    • 3 Baths
    • 2,298 Sq Ft

    71 Orchard St, Pittsfield, MA 01201

    Incredible potential with this 3 unit property in the heart of Pittsfield! This property boasts 3 units and is conveniently located near downtown Pittsfield, local amenities, parks, and major routes. With a bit of sweat equity, this property could be a fantastic addition to a portfolio or for a savvy owner occupant. Property also includes a large 3 car garage."Seller" currently has the property

    Stephanie Lachapelle Group Compass

    71 Orchard St, Pittsfield, MA 01201
  • 160 Water St Unit 23, Williamstown, MA 01267
    160 Water St Unit 23, Williamstown, MA 01267
    160 Water St Unit 23, Williamstown, MA 01267
    /41

    $650,000 Open Sun 11AM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,388 Sq Ft

    160 Water St Unit 23, Williamstown, MA 01267

    Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills offers stunning views of the famed ‘Purple Mountains’ and the rolling Green

    Sarah Haskins Streamline Communities - Williamstown

    160 Water St Unit 23, Williamstown, MA 01267
  • 100 Autumn Dr, North Adams, MA 01247
    100 Autumn Dr, North Adams, MA 01247
    100 Autumn Dr, North Adams, MA 01247
    /26

    $359,500 Open Sun 12PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,396 Sq Ft

    100 Autumn Dr, North Adams, MA 01247

    Updated Contemporary offering three bedrooms and 1.5 baths, refinished hardwood floors, new kitchen, quartz countertops, Samsung Bespoke appliances, new Anderson windows, interior doors and woodwork, new hot water maker, 30 year roof with new black gutters, new driveway.One car garage, rear concrete patio, nice yard that abuts woods with outbuilding.

    Michael Zeppieri ALTON & WESTALL REAL ESTATE AGENCY, LLC

    100 Autumn Dr, North Adams, MA 01247
Massachusetts Berkshire County Cheshire

Open Houses in Cheshire, MA

Home Trends in Cheshire, MA

On average, homes in Cheshire, MA sell after 44 days on the market compared to the national average of 53 days. The median sale price for homes in Cheshire, MA over the last 12 months is $385,963, up 12% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$385,963
Median Single Family Sale Price
$385,963
Average Price Per Sq Ft
$197
Number of Homes for Sale
4
Last 12 months Home Sales
41
Months of Supply
1.20
Median List Price
$419,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
12%
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