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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369 Bullitt Road Ashfield MA 01330

Ashfield, MA369 Bullitt Road

Price$5,250,000

Est. Mortgage: $/month

MLS Number 73150011

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 10,747

Close by a charming rural village, a 104-acre estate surrounded by 438 acres of protected land offers the consummate country haven. Meticulously restored and revamped, this private retreat exemplifies the best of three centuries: early 19th-century Federal architecture,1920s country estate style, and the structure and systems of the 21st, as it provides generous spaces for entertaining and cozy ones for relaxation and daydreaming. A three-story barn, stone cottage, two-story carriage house, and garage, all with radiant heat, offer another 6,000sf of space for guests and pastimes. As the sun rises dissolving the early mist and a doe and her fawns come to graze in the east field, the house merges with its surroundings, an inspired marriage of architecture and nature. Prepare to fall in love

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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184 Cudworth Road Worthington MA 01098

Worthington, MA184 Cudworth Road

Price$2,800,000

Est. Mortgage: $/month

MLS Number 73048610

  • Residential
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 14,241

Looking for a weekend Berkshire escape, an exquisite family estate? This home is sure to check all the boxes. You will fall in love with the bedroom wing, its warm tones, thoughtful lighting and beautifully appointed bathrooms. Enjoy a spa like experience in the fitness room or salt water indoor pool. The heart of the home is designed for entertaining. The kitchen, equipped with all Viking appliances and poured concrete counters, looks out over aged maples, stone walls and a pond. Extended family will be comfortable in the in-law suite. The car enthusiast will love the 11 heated garage spaces and the equestrian will enjoy breathing new life into the 2 stall horse barn and pastures. The barn, also has a studio which can be used for visitors, farm help or bring back the recording studio. The radiant heat and whole house generator will keep you comfortable no matter what the weather brings. Looking for more? Think artisan or yoga retreat, BnB, catering or music venue. Just imagine!

Listed by Grace Golden of Equine Homes Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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14 Johnson Hill Road Chester MA 01011

MLS Number 73144806

  • CommercialSale
  • Acreage 73
  • Zoning AR

TRULY MAGNIFICENT - Welcome to Brookside Lodge, an enchanting Berkshire estate with a fascinating history. Spanning 73 acres, it started as a YMCA camp in the 1800s and later became Ted Shawn's retreat in the 1930s while he established Jacob’s Pillow. Talented dancers hailing from every corner of the globe made this unique estate a cherished summer home and families from NYC and beyond flocked here for the perfect summer escape, embracing an array of activities from hiking, swimming and tennis and enjoying the tranquility of country life. The property has recently had numerous renovations with the goal of becoming a destination spot once more, and great care was taken to blend modern comforts with its timeless charm. A new 11 bedroom septic has been installed, all buildings were painted in 2021, new electrical service and wiring throughout, and much of the demo and framing has already been done. The property consists of the main lodge, the grand lodge, and the iconic Ted Shawn house.

Listed by Jill Vincent Lapan and Kristin Trytko of Canon Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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14 Johnson Hill Road Chester MA 01011

MLS Number 73144394

  • Business Opportunities
  • Zoning AR

TRULY MAGNIFICENT - Welcome to Brookside Lodge, an enchanting Berkshire estate with a fascinating history. Spanning 73 acres, it started as a YMCA camp in the 1800s and later became Ted Shawn's retreat in the 1930s while he established Jacob’s Pillow. Talented dancers hailing from every corner of the globe made this unique estate a cherished summer home and families from NYC and beyond flocked here for the perfect summer escape, embracing an array of activities from hiking, swimming and tennis and enjoying the tranquility of country life. The property has recently had numerous renovations with the goal of becoming a destination spot once more, and great care was taken to blend modern comforts with its timeless charm. A new 11 bedroom septic has been installed, all buildings were painted in 2021, new electrical service and wiring throughout, and much of the demo and framing has already been done. The property consists of the main lodge, the grand lodge, and the iconic Ted Shawn house.

Listed by Jill Vincent Lapan and Kristin Trytko of Canon Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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14 Johnson Hill Road Chester MA 01011

Chester, MA14 Johnson Hill Road

Price$1,575,000

Est. Mortgage: $/month

MLS Number 73144879

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 8,000

TRULY MAGNIFICENT - Welcome to Brookside Lodge, an enchanting Berkshire estate with a fascinating history. Spanning 73 acres, it started as a YMCA camp in the 1800s and later became Ted Shawn's retreat in the 1930s while he established Jacob’s Pillow. Talented dancers hailing from every corner of the globe made this unique estate a cherished summer home and families from NYC and beyond flocked here for the perfect summer escape, embracing an array of activities from hiking, swimming and tennis and enjoying the tranquility of country life. The property has recently had numerous renovations with the goal of becoming a destination spot once more, and great care was taken to blend modern comforts with its timeless charm. A new 11 bedroom septic has been installed, all buildings were painted in 2021, new electrical service and wiring throughout, and much of the demo and framing has already been done. The property consists of the main lodge, the grand lodge, and the iconic Ted Shawn house.

Listed by Jill Vincent Lapan and Kristin Trytko of Canon Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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203 Long Plain Road Whately MA 01093

MLS Number 73139516

  • CommercialSale
  • Neighborhood East Whately
  • Square Feet 17,957
  • Acreage 4.65
  • Zoning R4

Calling all dog lovers and entrepreneurs! You won't want to miss this incredible opportunity to own a large, versatile commercial building situated on 4+ acres of beautiful, rural land just minutes from the highway. Currently operating as a successful doggy daycare, boarding and training facility, this property has everything you need to take your business to the next level. With office and retail areas, an agility training facility, indoor and outdoor doggy play space, and room for many more ideas or business expansion options, the possibilities are endless. Whether you're looking to start a new business or expand an existing one, this building has the potential to accommodate your needs. Not only is this property perfect for dog-related businesses, but it also features an upgraded furnace and energy efficiency improvements to keep your operating costs low. Don't miss out on this rare opportunity to own a piece of paradise for both dogs and humans alike. Schedule your tour today!

Listed by Nicole Vadnais of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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141 Buckland Road Ashfield MA 01330

MLS Number 72999770

  • CommercialSale
  • Acreage 0.56
  • Zoning Mixed

The Ashfield Lake House is more than a restaurant, it's a magical destination. A welcoming place for locals or tourists to gather year round with friends. Owners Dre and Chris revitalized the historical community hub as a successful farm to table eatery and special event venue including new dining pavilions on the private beach, extensive terraced stonework, and a spacious deck overlooking the beautiful lake . Located in the lovely town of Ashfield, at the foothills of the Berkshires, western Massachusetts, this is a gem of a property and a unique opportunity : Turn-key restaurant with revenue streams from the restaurant / private events / and 4 additional rental properties. This property is being sold with 143A-143C Buckland Rd. See MLS #72999773

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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203 Long Plain Road Whately MA 01093

MLS Number 73095072

  • CommercialSale
  • Neighborhood East Whately
  • Square Feet 17,957
  • Acreage 4.65
  • Zoning R4

Calling all dog lovers and entrepreneurs! You won't want to miss this incredible opportunity to own a large, versatile commercial building situated on 4+ acres of beautiful, rural land just minutes from the highway. Currently operating as a successful doggy daycare, boarding and training facility, this property has everything you need to take your business to the next level. With office and retail areas, an agility training facility, indoor and outdoor doggy play space, and room for many more ideas or business expansion options, the possibilities are endless. Whether you're looking to start a new business or expand an existing one, this building has the potential to accommodate your needs. Not only is this property perfect for dog-related businesses, but it also features an upgraded furnace and energy efficiency improvements to keep your operating costs low. Don't miss out on this rare opportunity to own a piece of paradise for both dogs and humans alike. Schedule your tour today!

Listed by Nicole Vadnais of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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

90 Mohawk Trail Shelburne MA 01370
Open House

MLS Number 73158165

  • Residential
  • Next Open House: Sat 09/23 10:00 am. to 12:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,353

Stunning Habitat Post & Beam home, leans into it’s mountain side surroundings both inside and out, encouraging full immersion with nature, and still offers amenities. Built in 2015, this country home has an open floor plan with high ceilings, Douglas Fir beams, Anderson windows, Signature Hardware tub and fixtures, Hubbardton Forge Lighting, Oasis shower doors and more. The Chef’s kitchen has Viking Professional Stainless appliances, a center island, and ECO by Cosentino countertops, complimented by desirable white Shaker cabinetry and a walk-in farmers pantry. The heating system is wall hung, gas, Navien unit with radiators and radiant heating. The raised stone fireplace is the centerpiece of the home with Boston Blend Stone from Stoneyard. Amenities include an attached, heated, 2 car-garage with large 2nd story storage and utilities are underground. A wildlife corridor, sited on a large Aquifer, with springs and waterfalls, plus groomed roads and trails for the outdoor enthusiast.

Listed by Cathy Roberts of Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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0 Millers Falls Road Montague MA 01376

Montague, MA0 Millers Falls Road

Price$750,000

Est. Mortgage: $/month

MLS Number 73046972

  • Land
  • Acreage 14.47
  • Zoning GB

This terrific approximately 14.47 acre parcel, known as Franklin Commons, is available for sale as a potential development opportunity. Located along Millers Falls Road, in Montague, four (4) condo units were already developed here in 1990 and there is potential for more. The new Buyer will need to seek proper permits/approvals from the town. The land is partially paved with utilities already on site. The property is zoned General Business (GB) to allow for “a broad range of commercial products and services”. Nearby is the town of Turners Falls (pop. 3,682) and Greenfield (pop. 17,456). Also nearby is easy access to Route 2A for travel to Worcester and Boston, as well as I 91 for travel North/South to Springfield, Hartford, New York City, and beyond.

Listed by B John Dill of Colebrook Realty Services,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.18% last updated on Sep 14, 2023
* 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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