Hilltowns Real Estate

The Hilltowns of the Pioneer Valley of Western Massachusetts include the towns of: Ashfield, Becket, Buckland, Charlemont, Chester, Chesterfield, Colrain, Conway, Cummington, Goshen, Hawley, Haydenville, Heath, Huntington, Worthington and more!  

Browse Real Estate in the Hilltowns of the Pioneer Valley

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82 Chestnut Hill Loop Montague MA 01351

Montague, MA82 Chestnut Hill Loop

Price$1,950,000

Est. Mortgage: $/month

MLS Number 72749325

  • Single Family Detached
  • Bathroom 2
  • Rooms 9
  • Bedrooms 4
  • Square Feet 2,684

Antique farmhouse on 419 Acres with Trout Pond and Barns Welcome to Redbrook Farm The quintessential New England farmhouse tucked amidst one of the largest private land holdings in the Commonwealth being offered today. Beautiful Chestnut Timber construction with wide plank flooring and open concept kitchen to living area. Unparalleled historic charm with today's conveniences making this a truly special offering. 4 bedrooms, 2 baths and two barns complimented by fenced grazing land for whatever one wishes to home. The backlands are accessed by wonderful trails for your hiking, biking or snowshoeing exploration. Less than two hours to Copley Square and 3 hours to NYC makes this a wonderful reprieve from the city or full time residence for those commuting to the 5 college area in under 25 minutes or Springfield in just 45 minutes.

Listed by Jeffrey Loholdt and Herbert Butzke of William Pitt Sotheby's International Realty

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Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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576 S Deerfield Road Conway MA 01341

Conway, MA576 S Deerfield Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 72662173

  • Single Family Detached
  • Bathroom 3
  • Rooms 11
  • Bedrooms 3
  • Square Feet 3,728

Absolutely breathtaking! Custom built authentic mortise and tenon post and beam privately situated on approx 132 acres in Conway with a perfect balance of wooded areas, open meadows and lush landscaping to invite inspiration. Once inside, the natural light and openness create a sustained sense of calm. Features include wide-plank oak flooring, two Rumford fireplaces, all hand-planed doors, hand-forged door handles (some lighting fixtures, too), and hand turned acorn knobs on staircase railing (from an oak tree on the property). Kitchen offers gas range and Vermont Verde countertops. The nearby dining room with French doors overlooks the outdoor stone patio. Studio space above kitchen open to dining room - perfect for an artist's studio or reading loft. Living room with fireplace and wide plank flooring leading to library and separate home office. 2-car garage with bonus room above. Extensive floorplan available. Much to see and experience here. Property shown by appointment only

Listed by Alyx Akers and Kimberly Raczka of 5 College REALTORS® Northampton

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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52A Upper Bryant Road Cummington MA 01026

Cummington, MA52A Upper Bryant Road

Price$1,625,000

Est. Mortgage: $/month

MLS Number 72652584

  • Single Family Farm
  • Bathroom 2
  • Rooms 12
  • Bedrooms 4
  • Square Feet 5,306

297 Acres, fourth generation working family farm with Impeccable views of the Westfield River Valley and beyond. Located in rural Western Massachusetts in the town of Cummington, this picturesque setting is equidistant to the Berkshires and Northampton areas for most of what anyone could ever desire. Very rich in history, this one of kind property is part of the original William Cullen Bryant farm and estate dating back to the 1800's. The upper Bryant farm was built in 1871 by William Cullen Bryant for his eldest daughter Frances (1822-1893) and her husband Parke Godwin. In most recent years, the current owners have begun renovating the 5000+ sqft antique home with a new roof, siding and trim, windows, kitchen, bath, and the caretaker's quarters started. Now ready to ...welcome the new steward's to make the needed and desired updates making this their own. Currently in APR, the taxes are incredibly low, and the possibilities are endless. Livestock/Equip. Excluded.

Listed by Jeffrey Loholdt of William Pitt Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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455 Mathews Road Conway MA 01341

Conway, MA455 Mathews Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 72744452

  • Single Family Detached
  • Bathroom 4
  • Rooms 16
  • Bedrooms 5
  • Square Feet 4,269

This historic Dutch Gambrel on 35 acres of private countryside offers space, privacy and proximity.The elegant foyer welcomes you to this lovingly maintained home.The main level includes library with fireplace, living room with built ins, fireplace & pocket doors to the formal dining room with original wainscoting, crown molding and fireplace. The heart of the home, the open concept kitchen & family room enjoy a cozy wood stove. Pantry, laundry, studio space and "work from home" office complete the first level. The second level consists of the primary bedroom with lots of closets and fireplace, three generous bedrooms, renovated bath with double vanity, tiled shower & claw foot tub, additional bath and a lovely alcove. Apartment with separate entrance for guests, au pair or combine for additional living space.Enjoy the garden areas, porches & patio or walking trails, open fields.This beloved home is a special property, a rare opportunity, minutes to major routes for easy commute.

Listed by Cynthia O' Hare Owens and Aisjah Flynn of 5 College REALTORS®

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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163 Huntington Road Worthington MA 01098

MLS Number 72641627

  • Single Family Detached
  • Bathroom 7
  • Rooms 12
  • Bedrooms 7
  • Square Feet 4,539

Dream to be Isolated in one of the most Beautiful homes in the foothills of the Berkshires in Western Mass. Please watch video tour.. Private Estate or Gentleman's Farm.. Built in 2008.Set on 13.1 picturesque acres with open pastures , pristine forest and a tranquil brook. Home is 4.500 square feet of the finest craftsmanship and charm.. It Boast 12 rooms, 7 bedrooms and 6.5 baths. Large barn with expandable living area.The home has a great flow with a large working kitchen with soapstone counters. There are 2 living rooms and 2 dining rooms as well as an unbelievable Great/Sun room . The living room and dining room have fireplaces with magnificent Hearths, The lower level has 4 additional rooms and a walk out. The expansive patio is a showpiece for entertaining with a cabana and a stone fire pit. There is an attached 3 car heated garage with plenty of storage. The Carriage house is used as a barn with unfinished living quarters Set up as a gentlemen's farm. Was a B&B.

Listed by James Adams of Hilltown Real Estate by Adams Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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138 D Ridge Road Worthington MA 01098

Worthington, MA138 D Ridge Road

Price$899,500

Est. Mortgage: $/month

MLS Number 72632379

  • Single Family Detached
  • Bathroom 6
  • Rooms 10
  • Bedrooms 4
  • Square Feet 4,370

Owner will consider all "serious" offers for both house and all acreage at a discounted price. Overlooking the 8th Fairway is this Rare Opportunity to own this 5+ acre estate. This home will be completed to builders specs to be a spectacular turn key, move in, Dream Home.Home was built to be a showpiece in the foothills of the Berkshires however it was never completed, This allows you the option to choose Kitchen bath and flooring to be finished to your taste and style. Home is set up as a 10 room home with 4 bedrooms and 3 baths consisting of nearly 6,000 square feet of living space. The third floor has an additional 1,500 sq.ft. with 6 dormers, for 3-4 more bedrooms. There is an attached 3 car garage as well. . Beautiful views of the golf course and the distant hills. Please do not go on property without the seller or Broker James Adams.

Listed by James Adams of Hilltown Real Estate by Adams Realty

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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16-18 & 20 State Street Buckland MA 01370

MLS Number 72585352

  • Commercial
  • MLS Status Active
  • Year Built 1900

Beloved and iconic, West End Pub Restaurant complex is now for sale. This well established, anchor business in Shelburne Falls, has become the focal point of the community and is located at the end of the Bridge of Flowers along the Deerfield River. Fantastic location, high traffic flow with tourists and visitors from around the world at your doorstep. Sale includes 16-18 & 20 State Street buildings, West End Pub Restaurant business, all furniture, fixtures & equipment. Restaurant seats 50, has a 12 seat bar, full liquor license & includes a 2nd-floor studio apartment w cathedral ceiling, sleeping loft, galley kitchen & bath. 20 State Street offers 1st-floor retail space, private bath & currently rented as a Bookstore. Upstairs is a 1 bedroom apartment, w private deck, overlooking the river. Updates include newer heating systems, AC, electrical, enclosed year-round deck, fire alarm, burglar alarm, camera security & music systems. Town water, town sewer. Profitable, turn-key business!

Listed by Cathy Roberts of Cohn & Company

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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133 Old Post Road Worthington MA 01098

Worthington, MA133 Old Post Road

Price$855,000

Est. Mortgage: $/month

MLS Number 72629610

  • Single Family Detached
  • Bathroom 4
  • Rooms 12
  • Bedrooms 4
  • Square Feet 4,922

On a beautiful 9 acre stretch of land in picturesque Worthington, your dream home is waiting for you! Custom built 4 bed, 3.5 bath outfitted with state of the art Viking SS appliances and a Viessmann boiler system. Idealistic views from the wrap-around porch include bountiful fruit trees, a pond, and expansive forests. Once inside you will be welcomed by comfort and elegance of the formal dining room, a cozy living room with a fireplace, chef's dream kitchen, first-floor master and relaxing sunroom that you will never want to leave. Not to be outdone, the second floor boasts another master suite, family room, and 2nd fireplace, 2 more spacious bedrooms, 2 full baths, and great room for endless entertainment. There are all the luxuries of a wet bar, wine fridge, and movie theater size projector, and screen inside, which sits over the 4 car garage. The many decks help you take in the breathtaking landscape which includes a 2-story 40x70 barn with endless possibilities. Welcome home!

Listed by Meghan McCormick of Goggins Real Estate, Inc.

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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1-5 State Street Buckland MA 01338

MLS Number 72528540

  • Commercial
  • Total Parking Spaces 10
  • MLS Status Active
  • Year Built 1877

The Crown Jewel of Shelburne Falls, the iconic Oddfellows Hall, is available for the first time in over 40 years. Lovingly restored and maintained, this building has had numerous significant upgrades and has no deferred maintenance. Recently painted, re-wired, re-plumbed, membrane roof, 2 newer boilers and newer HVAC on first floor. Three full floors of retail and office space. First and second floor are handicap accessible. First floor lease has 8 years remaining. There are 7 professional offices on the second floor. Third floor is the Bridge of Flowers Business Center, a shared co-working space with various working options available. Excellent rental history, minimal vacancies. Located directly across from the Green Iron Bridge; a National Historic landmark Building overlooking the Deerfield River and the internationally acclaimed Bridge of Flowers in the Village of Shelburne Falls, Massachusetts.

Listed by Mark Abramson and Phil Pless of Coldwell Banker Community REALTORS®

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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292 Main Street Ashfield MA 01330

Ashfield, MA292 Main Street

Price$795,000

Est. Mortgage: $/month

MLS Number 72698065

  • Single Family Detached
  • Bathroom 6
  • Rooms 16
  • Bedrooms 6
  • Square Feet 4,500

This amazing Queen Anne house is filled with creativity and joy. Each room is unique, with large parlors suitable for house concerts, workshops and more. This home has been host to hundreds of phenomenal events. There are four full floors of usable space for almost anything you can imagine. The large finished basement housed a successful business with many employees, having both office and warehouse space. This is an excellent property for families, groups or a small business and it is a pleasure for entertaining. The mechanical systems have been upgraded to current standards. The open 3+ acre parcel in town abuts the Ashfield Community Golf Course and the property features beautiful gardens, a fantastic studio space and a sauna. Formerly the summer residence of the town benefactor Milo Belding and later The Adelphi Inn. The Ashfield Lake is nearby with it's relaxing beach, tennis courts and playground/picnic area. Come see this remarkable home, you're in for a treat.

Listed by Phil Pless of Coldwell Banker Community REALTORS®

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Oct 22, 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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