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Chester, MA Homes for Sale with Acreage

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  • 11 Taft Rd, Chester, MA 01011
    11 Taft Rd, Chester, MA 01011
    11 Taft Rd, Chester, MA 01011
    /23

    $235,000

    • 2 Beds
    • 1 Bath
    • 1,076 Sq Ft

    11 Taft Rd, Chester, MA 01011

    This cedar sided bungalow in a peaceful setting offers an open floor plan, 5.61 acres of land, a private deck overlooking the beautiful yard w/ blueberry bushes, apple & pear trees. Kitchen w/appliances to stay. Cozy DR. Large open LR w/cathedral ceilings. First floor laundry. Full bath w/tub & shower. Potential for a half bath off the empty bedroom (it was a half bath at one time) Abbott Brook

    Victoria Minella-Sena Berkshire Hathaway HomeServices Realty Professionals

    11 Taft Rd, Chester, MA 01011
  • 73 Ingell Rd, Chester, MA 01011
    73 Ingell Rd, Chester, MA 01011
    73 Ingell Rd, Chester, MA 01011
    /19

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,350 Sq Ft

    73 Ingell Rd, Chester, MA 01011

    A diamond in the rough! Located on a country road with expansive views. Rustic ranch-style farmhouse with a western flair. Notable improvements in the last 10 years roof/windows/skylight/furnace and updates to the electric. Generous open floor plan for the kitchen and living room with peaceful outside views to expansive skies. Second floor heated studio with approximately 385sf, potential to

    Debra Petrovsky Donovan Real Estate

    73 Ingell Rd, Chester, MA 01011
  • 0 N Chester Rd, Chester, MA 01011
    0 N Chester Rd, Chester, MA 01011
    0 N Chester Rd, Chester, MA 01011
    /20

    $19,497

    • Land
    • 5 Acres
    • $3,899 per Acre

    0 N Chester Rd, Chester, MA 01011

    Here's your opportunity to own an amazing 5-acre property nestled in the heart of Chester, MA, in Hampden County. Located off Chester Rd, the parcel is considered landlocked, while a paper road provides recorded access, there is currently no vehicle access, and the land is being sold as-is. A plat map is available for review. Set on a gently sloping hillside overlooking a small river, the

    Derek Greene The Greene Realty Group

    0 N Chester Rd, Chester, MA 01011
  • 0 Round Hill Rd Unit 73399828, Chester, MA 01011
    0 Round Hill Rd Unit 73399828, Chester, MA 01011
    0 Round Hill Rd Unit 73399828, Chester, MA 01011
    /6

    $28,000

    • Land
    • 3.24 Acres
    • $8,642 per Acre

    0 Round Hill Rd Unit 73399828, Chester, MA 01011

    Price drop on this great get away with over three acres. There is a recent perk test, if you want to build on the land. This property comes with a newer camper. Walking distance to the hiking trails of the expansive Chester State Forest. The road does not have electric at this time, so off grid living is the way to go. 200 feet north of Smithy Road.

    James Adams Hilltown Real Estate by Adams Realty

    0 Round Hill Rd Unit 73399828, Chester, MA 01011
  • 0 Skyline Trail, Chester, MA 01011
    0 Skyline Trail, Chester, MA 01011
    0 Skyline Trail, Chester, MA 01011
    /10

    $125,000

    • Land
    • 39 Acres
    • $3,205 per Acre

    0 Skyline Trail, Chester, MA 01011

    Embrace the beauty of nature with this incredible opportunity to own several acres of serene, wooded land! Featuring a peaceful, gently sloping terrain, a fresh, flowing stream, and abundant wildlife, this property offers endless potential. Whether you’re envisioning your dream home or simply looking for a private retreat to enjoy nature at its finest, this land has it all. Don’t miss out on the

    Brenda Cuoco Cuoco & Co. Real Estate

    0 Skyline Trail, Chester, MA 01011
  • 31 Skyline Trail, Chester, MA 01011
    31 Skyline Trail, Chester, MA 01011
    31 Skyline Trail, Chester, MA 01011
    /24

    $275,000

    • Land
    • 70 Acres
    • $3,929 per Acre

    31 Skyline Trail, Chester, MA 01011

    This 70-acre parcel in Chester & Huntington, MA offers a rare opportunity for privacy and natural beauty. There is a mix of wooded areas and a beautiful stream with a magnificent waterfall. This land is perfect for a private estate, recreational use, or development. Zoned for residential use, it provides flexibility for various projects, including potential subdivision (subject to local

    Brenda Cuoco Cuoco & Co. Real Estate

    31 Skyline Trail, Chester, MA 01011
  • lot 3 Skyline Trail, Chester, MA 01011
    lot 3 Skyline Trail, Chester, MA 01011
    lot 3 Skyline Trail, Chester, MA 01011
    /4

    $50,000

    • Land
    • 3 Acres
    • $16,667 per Acre

    lot 3 Skyline Trail, Chester, MA 01011

    A great 3-acre parcel on a paved road with stone walls. Lightly forested and flat. This is a relatively easy building site for your new home. Land is just north of 590 Skyline trail.

    James Adams Hilltown Real Estate by Adams Realty

    lot 3 Skyline Trail, 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

    • 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
Massachusetts Hampden County Chester

Homes for Sale with Acreage in Chester, MA

Home Trends in Chester, MA

On average, homes in Chester, MA sell after 59 days on the market compared to the national average of 52 days. The median sale price for homes in Chester, MA over the last 12 months is $315,000, up 38% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$315,000
Median Single Family Sale Price
$300,000
Average Price Per Sq Ft
$193
Number of Homes for Sale
6
Last 12 months Home Sales
19
Months of Supply
3.80
Median List Price
$299,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
38%
How to Buy a Home How to Finance a Home How to Sell a Home

In Chester, there are currently 8 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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