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Chesterfield MA Real Estate

Bordering Williamsburg and Worthington, Chesterfield is sparsely populated and quite rural.  Residents value its unspoiled scenic beauty and extensive woodlands as well as the dramatically beautiful Chesterfield Gorge. Discover all real estate listings in Chesterfield below. You may also be interested in exploring listings in other Western MA towns.

Chesterfield Real Estate

Contact Delap Real Estate at 413-586-9111 or online for more information or to see any of these properties in person.

10 Antin Road Chesterfield MA 01012

Chesterfield, MA10 Antin Road

Price$665,000

Est. Mortgage: $/month

MLS Number 72471154

  • Single Family Detached
  • Bathroom 4
  • Rooms 13
  • Bedrooms 6
  • Square Feet 4,200

Exceptional waterfront hideaway for all seasons. This body of water is a hidden gem, offering privacy, peace & recreational opportunities galore. Just steps from house to your own dock, promoting swimming, boating & all-things water fun. HOA Association maintains private beach & water quality. Home has over 4,000sqft of custom living space crafted from owner-contractors stamp of quality throughout. Two full levels have windowed views of water & each level boasts bath, bedroom, living space & kitchen. Well planned "open-concept" creates great blend of formal & leisure areas. Fireplace, solar, stand-by generator, heated garage, cathedral ceilings, mix of flooring (birch, maple, hickory, cedar,tile), Buderus, radiant heat, hot-tub room, large rear deck, special windows & plumbing upgrades .. etc, etc, Must be seen ..

Listed by Denny R. Nolan, Denny Nolan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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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67 Munson Road Chesterfield MA 01012

Chesterfield, MA67 Munson Road

Price$485,000

Est. Mortgage: $/month

MLS Number 72754371

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3
  • Square Feet 2,494

STUNNING VIEWS! This charming bright and sunny house sits upon a hilltop in the serene town of Chesterfield. With 2+ acres, this 8-room 2494 sq. ft. Colonial-style house is a peaceful retreat that offers a kitchen with maple cabinets and granite countertops, gorgeous fireplace with pellet stove insert, and a master with en suite, among other comforts in the home. The large deck creates a tranquil entertainment space with sprawling majestic views. Updates include a new well pump, newer boiler, and a water softener as well. There is an oversized attached 2-car garage. Outdoors also hosts a paddock with a large shed that is insulated and has electricity; a perfect space for outdoor pets or a workshop area. A must see true gem.

Listed by The Ashton, Gallagher, Aguasvivas & Bloom Team and Todd Kazunas, Gallagher Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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$475,000

Est. Mortgage: $/month

MLS Number 72673161

  • Single Family Detached
  • Bathroom 3
  • Rooms 9
  • Bedrooms 5
  • Square Feet 3,497

This meticulously maintained home on 2 acres of land is not to be missed. The sellers spent years restoring, improving and rebuilding this Farm House w/ attached apartment/in-law suite. Nothing was overlooked. The 1st floor enjoys a custom kitchen w/ adjoining dinning area, large living room, 1st floor laundry w/ full bath and attached therapeutic spa room just off the back. Second floor master w/ tons of closets and French doors to 2nd bedroom, full bath w/ soaking tub and 3rd bedroom. Apartment is on separate utilities, has a heated 1 car garage and shows great rental history. This would make a wonderful private in-law or extended family suite. Some of the improvements (apo) are new 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. The 3 bay propane heated garage is only ten years old!

Listed by Shelly Hardy, Maple and Main Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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$475,000

Est. Mortgage: $/month

MLS Number 72673162

  • Multi-Family 2 Family
  • Total Parking Spaces 8
  • MLS Status Active
  • Bathroom 3
  • Year Built 1900

This meticulously maintained home on 2 acres of land is not to be missed. The sellers spent years restoring, improving and rebuilding this Farm House w/ attached apartment/in-law suite. Nothing was overlooked. The 1st floor enjoys a custom kitchen w/ adjoining dinning area, large living room, 1st floor laundry w/ full bath and attached therapeutic spa room just off the back. Second floor master w/ tons of closets and French doors to 2nd bedroom, full bath w/ soaking tub and 3rd bedroom. Apartment is on separate utilities, has a heated 1 car garage and shows great rental history. This would make a wonderful private in-law or extended family suite. Some of the improvements (apo) are new 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. The 3 bay propane heated garage is only ten years old!

Listed by Shelly Hardy, Maple and Main Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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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23 Bissell Road Chesterfield MA 01012

Chesterfield, MA23 Bissell Road

Price$375,000

Est. Mortgage: $/month

MLS Number 72658166

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3
  • Square Feet 1,670

To be built! 1670 sf, 3-bedroom Cape with open floor plan on 4.808 acre lot in a quiet rural setting with beautiful fall colors and abundant wildlife in the foothills of the Berkshires. Home is planned to have: side wing with entry door to tiled mudroom, 1/2 bath & laundry off covered porch; main house to have open kitchen with optional pantry, wide window over sink, light gray cabinets with under cabinet lights, dining room with slider to 12'x12' deck, living room, master bedroom with full bath, office/playroom, front porch, oak staircase to 2nd floor. Upstairs to have 2 bedrooms and full bath. Natural 3/4” oak flooring throughout, except for full baths (TBD) and mudroom wing. Total of 9 closets, including 2 in master bedroom, coat closet at each entry and linen closet at each bath. Full basement with hatchway. Very energy efficient! Underground electric and conduit in place for broadband, which is on track for Fall 2020! Approximately 20 minutes to Northampton shopping.

Listed by Darin Thompson, Stuart St James, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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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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 60.205 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 - 21.792 acres with 1683 feet of frontage on two town-maintained roads with 4 separate perk locations. Builder tie-in and design services available.

Listed by Darin Thompson, Stuart St James, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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$78,900

Est. Mortgage: $/month

MLS Number 72263129

  • Land Residential
  • MLS Status Active
  • Acreage 25.72

Your own beautiful paradise awaits! 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, Jones Group REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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

Willcut Road Chesterfield MA 01012

Chesterfield, MAWillcut Road

Price$75,000

Est. Mortgage: $/month

MLS Number 72454217

  • Land Residential
  • MLS Status Active
  • Acreage 5
  • Waterfront

Five acre lot, level with pond & tillable land. Well & Septic needed .. perc has been done. Quiet location with lots of upside. Can be purchased with adjacent 5 acre parcel ($130,000. both parcels).. which would allow 2 building lots .. or one 10 acre homestead site !

Listed by Denny R. Nolan, Denny Nolan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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

Willcut Road Chesterfield MA 01012

Chesterfield, MAWillcut Road

Price$65,000

Est. Mortgage: $/month

MLS Number 72454220

  • Land Residential
  • MLS Status Active
  • Acreage 5

5 acre lot, level, some wooded, well & septic needed. May be purchased with adjoining 5 acre lot ($130,000. for both) ... that would give frontage for 2 building lots. The boundaries to be worked out, from the 10 acre parcel

Listed by Denny R. Nolan, Denny Nolan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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

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, Denny Nolan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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 2 Bissell Road Chesterfield MA 01012

MLS Number 72634727

  • Land Residential
  • MLS Status Active
  • Acreage 3.1

3.1 acre corner lot in country setting in Chesterfield. 207 ft frontage on Sugar Hill Rd and 415 ft frontage on Bissell Rd. Wooded, perked building lot situated in the foothills of the Berkshires. Will be subdivided from a larger parcel and a land survey provided at time of sale. Access to electrical service at street. Builder tie-in available. High-speed broadband internet service availability on track for Fall 2020. Beautiful fall colors!

Listed by Darin Thompson, Stuart St James, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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, Denny Nolan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.