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Chester, MA Homes for Sale with Acreage

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  • 95 Lynes Rd, Chester, MA 01011
    95 Lynes Rd, Chester, MA 01011
    95 Lynes Rd, Chester, MA 01011
    /3

    $50,000

    • Land
    • 3.54 Acres
    • $14,124 per Acre

    95 Lynes Rd, Chester, MA 01011

    Is this 3.54 acre lot shouting your name? Down an unpaved, tree-lined road lies this wooded lot awaiting its new owner. Looking for some small town charm? Chester is known as the "Gem of the Valley." It is home to a variety of activities and amenities, such as the Chester on Track festival, the Railway Museum, a longstanding theatre company, and the Keystone Arch Bridges Trail. Public records and

    Agent Photo

    Cheryl Malandrinos

    HB Real Estate, LLC

    (413) 289-5071

    95 Lynes Rd, Chester, MA 01011
  • 0 E River Rd Lot 13 Map 409 Unit 72690617, Chester, MA 01050
    0 E River Rd Lot 13 Map 409 Unit 72690617, Chester, MA 01050
    0 E River Rd Lot 13 Map 409 Unit 72690617, Chester, MA 01050
    /7

    $75,000

    $5K PRICE DROP
    • Land
    • 18.05 Acres
    • $4,155 per Acre

    0 E River Rd Lot 13 Map 409 Unit 72690617, Chester, MA 01050

    Private 18 acre lot! 200 feet of frontage & 3000 feet back w/winding trails & a brook. From the road there is a little clearing with ATV trails to the right & an old over grown skidder trail to the left as land has not been logged since 2007. The skidder trail rises up to the top of a ridge & there is a brook in the back left corner. The ATV trails wind gently leading up to the flatter portions

    Victoria Minella-Sena Berkshire Hathaway HomeServices Realty Professionals

    0 E River Rd Lot 13 Map 409 Unit 72690617, Chester, MA 01050
  • 147 Chipman Rd, Chester, MA 01011
    147 Chipman Rd, Chester, MA 01011
    147 Chipman Rd, Chester, MA 01011
    /40

    $460,000

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,068 Sq Ft

    147 Chipman Rd, Chester, MA 01011

    Welcome home to this peaceful & serene 3 bed, 2.5 bath contemporary offering an open floor plan, main-level primary suite, & a private trail leading to the wild streambed of Glendale Brook! The main level features a spacious living rm & dining area w/ propane stove & sliders to a sunny deck, a kitchen w/ pantry closet, half bath w/ laundry, a first-floor office, & a primary bedroom w/ ensuite

    Taylor Hildack KELLER WILLIAMS REALTY

    147 Chipman Rd, Chester, MA 01011
  • 504 Skyline Trail, Chester, MA 01011
    504 Skyline Trail, Chester, MA 01011
    504 Skyline Trail, Chester, MA 01011
    /19

    $578,900

    • 4 Beds
    • 2 Baths
    • 2,244 Sq Ft

    504 Skyline Trail, Chester, MA 01011

    Set along the scenic Skyline Trail, this fully renovated home offers refined finishes, abundant natural light, and a seamless open layout. A long, estate-style concrete approach creates a striking sense of arrival, leading into a thoughtfully updated interior featuring porcelain tile flooring, modern upgrades, and two fireplaces that add warmth and architectural character. A versatile finished

    Oleg Abramchuk First NationWide Realty Inc.

    504 Skyline Trail, Chester, MA 01011
  • 22 Lyon Hill Rd, Chester, MA 01011
    22 Lyon Hill Rd, Chester, MA 01011
    22 Lyon Hill Rd, Chester, MA 01011
    /38

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    22 Lyon Hill Rd, Chester, MA 01011

    DISCOVER TRANQUIL COUNTRY LIVING on nearly 4 acres with this spacious, bright and airy ranch, just 25 minutes to Outlook Farm in Westhampton. A charming covered front porch welcomes you inside to sun-filled living space and an updated kitchen with granite counters, ample cabinetry, and modern finishes. Off the dining area, a giant screened-in porch offers the perfect spot for bug-free outdoor

    Jill Vincent-Lapan Canon Real Estate, Inc.

    22 Lyon Hill Rd, Chester, MA 01011
  • 1 Crane Rd, Chester, MA 01011
    1 Crane Rd, Chester, MA 01011
    1 Crane Rd, Chester, MA 01011
    /12

    $220,000

    • 4 Beds
    • 2 Baths
    • 2,151 Sq Ft

    1 Crane Rd, Chester, MA 01011

    Colonial style home featuring 8 rooms, 4 bedrooms and 2 bathrooms located on 6+ acre lot.

    Melissa Blondek Gallagher Real Estate

    1 Crane Rd, Chester, MA 01011
Massachusetts Hampden County Chester

Homes for Sale with Acreage in Chester, MA

Home Prices in Chester, MA

The median home sale price in Chester, MA is $334,500, down 4% year-over-year. Homes in Chester sell in 55 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$334,500
Median Single Family Sale Price
$340,000
Median 2 Bedroom Sale Price
$340,000
Average Price Per Sq Ft
$202
Number of Homes for Sale
5
Last 12 months Home Sales
26
Months of Supply
2.30
Median List Price
$344,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
How to Buy a Home How to Finance a Home How to Sell a Home

In Chester, there are currently 6 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Chester, MA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Chester and discover the potential and freedom that comes with owning your own piece of property.

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