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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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: 6.77% last updated on Feb 15, 2024
* 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: 6.77% last updated on Feb 15, 2024
* 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: 6.77% last updated on Feb 15, 2024
* 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

138 Ridge Road Worthington MA 01098

Worthington, MA138 Ridge Road

Price$1,399,900

Est. Mortgage: $/month

MLS Number 73193710

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4,370

Almost completed! Finish it yourself for a negotiable price !! This magnificent estate at 138 Ridge Rd. offers a rare blend of tranquility and sophistication. Situated directly across from the renowned Worthington Golf Club and Restaurant, a charming 10-hole golf course, and within a stone's throw from the historic Windy Hill Farm and Glen Cove Wildlife Sanctuary, this location is a haven for nature enthusiasts. This sprawling property features a grand residence with eight spacious bedrooms and six luxurious bathrooms. The interior showcases the timeless beauty of local red maple flooring, exuding warmth and character. The kitchen is a culinary delight, adorned with exquisite Cesar stone counters, making every meal preparation a chef's dream.In addition to the main house, the property includes an extra building lot, allowing for further expansion or the creation of a guest cottage. Practical amenities include two cascading propane boilers, ensuring efficient heating,

Listed by Marnie Garzone of The Kinderhook Group,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 2024
* 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: 6.77% last updated on Feb 15, 2024
* 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: 6.77% last updated on Feb 15, 2024
* 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

113 Norwich Lake Huntington MA 01050

Huntington, MA113 Norwich Lake

Price$750,000

Est. Mortgage: $/month

MLS Number 73197741

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,600

Welcome to 113 Norwich Lake! This year round, lake front oasis is a hidden gem. Stunning, serene views of the lake and surrounding skylines are just one element that makes this home spectacular. Enjoy all of the outdoor activities such as swimming, fishing, boating and skating right in the convenience of your backyard. Included is a private concrete dock, perfect for a boat owner. The two-story deck overlooking the lake provides ample room for entertaining your summer parties. A walk out basement provides easy access to the backyard. This home features three bedrooms and three bathrooms, along with three propane fireplaces. There is a bathroom on all three levels of the home. The primary bedroom offers stunning views of the lake with its generous size windows. The open concept first floor is perfect for entertaining inside as well. This home also includes a whole house generator! Don't miss out on this fantastic waterfront retreat!

Listed by Kristin Trytko and Robert A Canon of Canon Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 2024
* 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

121 Ireland Street Chesterfield MA 01084

Chesterfield, MA121 Ireland Street

Price$749,000

Est. Mortgage: $/month

MLS Number 73179839

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,871
  • High School Hrhs

Properties like this come along once in a lifetime! A one owner, 2871 sq ft home with 41.7 acres of natures best! And 1680' of road frontage gives the possibility of creating building lots for future generations. Walk (snowmobile, dirt bike) the forest trails that go by stone walls and two ponds (one swim able) and up to the tiny log cabin for a sit on the porch. Go over the covered bridge and around to the "air strip", yes that's right, small planes once flew and landed here! Head toward the "hanger" which is a 30'x40' metal building with a concrete floor. Great storage, studio, workshop? Enjoy the kitchen update done in 2023, both baths redone 2023, refinished wood floors, huge sun rm with a hot tub, cathedral ceilings and sliders to the deck and green house. Knotty pine living rm w/ 2 huge bay windows and a family rm w/slider and pellet stove. First floor laundry. New 5 bedroom septic system 2023, new oil tank 2023, full basement, shed, and walk to the Chesterfield Gorge!

Listed by Paula Maak of Maak Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 2024
* 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

1076 Roaring Brook Road Conway MA 01341

Conway, MA1076 Roaring Brook Road

Price$735,000

Est. Mortgage: $/month

MLS Number 73147619

  • Residential
  • Bedrooms 5
  • Bathroom 11
  • Square Feet 6,606

Rarely does an opportunity like this present itself – to own a piece of nature's paradise. This versatile 100+ acre camp opens doors to boundless opportunities. Embrace the potential for an unforgettable family compound or residence, a captivating team-building destination, or a serene artist's haven — the possibilities are as limitless as the landscape surrounding you. Indulge in the perfect fusion of rustic charm and modern amenities with a professionally equipped Commercial Kitchen with Dining and Recreation Hall. The impressive Bath House boosts 10 stalls, 8 showers with radiant heat, storage and utilities. Other on-site buildings are currently used as First Aid, 4 Cabins, Chapel, and the Snack Shack! You may find yourself lacing up your boots for an adventure. Captivated under a canopy of stars, sharing stories around a fire, embracing the charm of the brook, the allure of stonewalls, ravines and winding trails — an extraordinary offering — develop your dream from here!!!

Listed by PamRose Eden-Cox of Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 2024
* 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

1076 Roaring Brook Road Conway MA 01341

MLS Number 73147621

  • CommercialSale
  • Acreage 127.83
  • Zoning 1A

Rarely does an opportunity like this present itself – to own a piece of nature's paradise. This versatile 100+ acre camp opens doors to boundless opportunities. Embrace the potential for an unforgettable family compound or residence, a captivating team-building destination, or a serene artist's haven — the possibilities are as limitless as the landscape surrounding you. Indulge in the perfect fusion of rustic charm and modern amenities with a professionally equipped Commercial Kitchen with Dining and Recreation Hall. The impressive Bath House boosts 10 stalls, 8 showers with radiant heat, storage and utilities. Other on-site buildings are currently used as First Aid, 4 Cabins, Chapel, and the Snack Shack! You may find yourself lacing up your boots for an adventure. Captivated under a canopy of stars, sharing stories around a fire, embracing the charm of the brook, the allure of stonewalls, ravines and winding trails — an extraordinary offering — develop your dream from here!!!

Listed by PamRose Eden-Cox of Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 6.77% last updated on Feb 15, 2024
* 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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