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Chesterfield Real Estate

Perhaps best known for the beautiful Chesterfield Gorge, Chesterfield is a small town located northwest of Northampton. Take in the view of the gorge's steep metamorphic rock cliffs from the trail along its edges, go fishing in Scout Pond, or enjoy the many other perks of Berkshire living. Scroll down to view all Chesterfield, MA real estate for sale, including single-family homes, commercial properties, land and more.

Browse Chesterfield MA Real Estate

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388 Main Road Chesterfield MA 01012

Chesterfield, MA388 Main Road

Price$447,000

Est. Mortgage: $/month

Open House

MLS Number 72825837

  • Multi-Family 2 Family
  • Next Open House: Sat 05/8 12:00 pm. to 2:00 pm.
  • Total Parking Spaces 8
  • Year Built 1900
  • Bathroom 3

This meticulously maintained home on 2 acres of land is not to be missed. The sellers spent years restoring, improving & rebuilding this Farm House w/ attached apartment/in-law suite. The 1st floor enjoys a custom kitchen w/ adjoining dinning area, large living room, 1st floor laundry w/ bath & attached therapeutic spa room just off the back. Second floor master w/ plenty of closets & French doors to 2nd bedroom, bath w/ soaking tub, 3rd bedroom, & a bonus room. The adjoining apartment has a heated 1 car garage & has shown great rental history at $1,200 a month. This would make a wonderful private in-law or extended family suite. Some of the improvements (apo) are roof, well, solar is owned, wired for a whole house propane generator, 2 furnaces; 1 is a pellet, covered deck (great for barbecuing), wrap around front porch, central AC, wood-sided heated pool, spray foam insulation, updated plumbing, electrical, & 3 bay propane heated garage. Showings begin May 8th 12-2 by appointment.

Listed by Maple and Main Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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388 Main Road Chesterfield MA 01012

Chesterfield, MA388 Main Road

Price$447,000

Est. Mortgage: $/month

Open House

MLS Number 72825836

  • Single Family Detached
  • Next Open House: Sat 05/8 12:00 pm. to 2:00 pm.
  • Bathroom 3
  • Rooms 9
  • Bedrooms 5

This meticulously maintained home on 2 acres of land is not to be missed. The sellers spent years restoring, improving & rebuilding this Farm House w/ attached apartment/in-law suite. The 1st floor enjoys a custom kitchen w/ adjoining dinning area, large living room, 1st floor laundry w/ bath & attached therapeutic spa room just off the back. Second floor master w/ plenty of closets & French doors to 2nd bedroom, bath w/ soaking tub, 3rd bedroom, & a bonus room. The adjoining apartment has a heated 1 car garage & has shown great rental history at $1,200 a month. This would make a wonderful private in-law or extended family suite. Some of the improvements (apo) are roof, well, solar is owned, wired for a whole house propane generator, 2 furnaces; 1 is a pellet, covered deck (great for barbecuing), wrap around front porch, central AC, wood-sided heated pool, spray foam insulation, updated plumbing, electrical, & 3 bay propane heated garage. Showings begin May 8th 12-2 by appointment.

Listed by Maple and Main Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Lot 14 Bissell Road Chesterfield MA 01012

Chesterfield, MALot 14 Bissell Road

Price$274,000

Est. Mortgage: $/month

MLS Number 72757577

  • Land Residential
  • MLS Status Active
  • Acreage 60.21

Large 60+ acre parcel with 610 feet of frontage and two separate perk locations in a quiet, rural setting. Located in Chesterfield, MA in the foothills of the Berkshires, this land enjoys beautiful fall colors, stone walls and abundant wildlife while being only 20 minutes to Northampton shopping. Land is gently sloping and level, containing a flat spot at the high elevation point ideal for privacy and homesteading. Building lot requirements in Chesterfield include 2 acres and 200 feet of frontage. Accessory/in-law apartments are allowed by right or special permit. Broadband internet is currently being installed throughout the town. Additional land available: 21+ acres with 1,683 feet of frontage on two town-maintained roads with 4 separate perk locations. Builder tie-in and design services available.

Listed by Darin Thompson of Stuart St James, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Mount Road Chesterfield MA 01026

Chesterfield, MAMount Road

Price$68,900

Est. Mortgage: $/month

MLS Number 72263129

  • Land Residential
  • MLS Status Active
  • Acreage 25.72

Seller is motivated to sell this beautiful piece of land. Come take a look, walk around, find a spot to build your dream home, and bring us an offer! Just around the bend from the Westfield River sits this gorgeous piece of land on a quiet but publicly maintained dirt road, right across the street from state forest land. Walk up the south-facing gentle sloping hill of this 25 acre plot to see a potential for gorgeous views, old stone walls, and tranquility. With enough road frontage, there is also the potential for two separate building lots with plenty of space for privacy. Come take a look, you won't be disappointed!

Listed by Sarah Shipman of Jones Group REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Willcutt Road Chesterfield MA 01012

Chesterfield, MAWillcutt Road, West Chesterfield

Price$60,000

Est. Mortgage: $/month

MLS Number 72654522

  • Land Residential
  • MLS Status Active
  • Acreage 6.9

Approximately 7 wooded acres that offers privacy, on elevated site.

Listed by Denny R. Nolan of Denny Nolan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Willcutt Road Chesterfield MA 01012

Chesterfield, MAWillcutt Road

Price$35,000

Est. Mortgage: $/month

MLS Number 72654531

  • Land Residential
  • MLS Status Active
  • Acreage 6.9

Just under 7 wooded acres, offers privacy & quiet "country flavor" living.

Listed by Denny R. Nolan of Denny Nolan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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