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Hilltowns Real Estate

Below, you'll find all real estate listings in the Hilltowns of Massachusetts. Contact Delap Real Estate at 413-586-9111 or online for more information.

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113 Juggler Meadow Road Leverett MA 01054

Leverett, MA113 Juggler Meadow Road

Price$23,000,000

Est. Mortgage: $/month

MLS Number 73120321

  • Residential
  • Bedrooms 16
  • Bathroom 25
  • Square Feet 99,990

Juggler Meadow is an extraordinary, newly listed estate that represents a rare opportunity for the individual buyer seeking a remarkable legacy property or the corporate entity looking for a premier retreat or upscale function space. It features ~120,000 sqft. of astonishing living space in eight structures spread out over ~60 tranquil, park-like acres in the heart of Western MA. There are a total of 16 bedrooms (five in the main house), along with a world-class, ~50,000 sqft. Spa, four tennis courts, two car barns, 9-hole golf course, pool, indoor water park, full-size auditorium, stage equipped with state-of-the-art audio-visual systems, several guest houses, and more. No expense was spared in the design and building of this compound, which features the highest quality craftsmanship and the finest materials sourced from all over the world. This exquisitely private, expansive compound offers every conceivable amenity and presents boundless opportunities for the discerning buyer.

Listed by The Sarkis Team and Johnny Hatem Jr, Douglas Elliman Real Estate - The Sarkis Team

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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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, William Pitt Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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6 Amherst Road Leverett MA 01054

Leverett, MA6 Amherst Road

Price$3,990,000

Est. Mortgage: $/month

MLS Number 73071223

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 9,263

This luxurious fully furnished Leverette log cabin is truly one-of-a-kind. Built with every comfort in mind, this extravagant getaway boasts approximately 10,000sqft of living space and is situated on 10 picturesque acres. A freshwater stream and waterfall adds to the feeling of serenity upon arriving at the property. The interior consists of 4 large bedrooms, each complete with their own fireplace, built-in mini fridge and en-suite bathroom. As well as a gourmet chef's kitchen with top-of-the-line Viking stainless steel appliances. Beyond the kitchen you’ll find a grand living room with soaring ceilings, a two-story fireplace and panoramic views, through window lined walls. The first-level is perfect for entertaining friends and family, with a full wet bar, a billiard room and walkout access to the exterior. The property also includes a 4 bed, 3 bath guest house, a yoga hut and 2 garages for 5 cars in total.

Listed by The Sarkis Team and Johnny Hatem Jr, Douglas Elliman Real Estate - The Sarkis Team

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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, Equine Homes Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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36 Laurel Hill Drive Leverett MA 01054

Leverett, MA36 Laurel Hill Drive

Price$1,395,000

Est. Mortgage: $/month

MLS Number 73137362

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,731
  • High School Arms

Located in an enchanting forested backdrop with bursts of flowering mountain laurel as you meander through the rising elevation to a private cul-de-sac at the end of one of the most desirable neighborhoods just 30 minutes from Amherst center, 60 minutes to Hartford International Airport and less than 2 hours from Boston. This custom timber frame home boasts incredible attention to detail around every corner with expansive spaces and character abound. One of the largest parcel configurations on Laurel Hill Drive allowing further expansion for a guesthouse or simply creating a compound for a generational setting. 5 bedrooms, 4 plus baths and master carpentry style finishes throughout. Come enjoy this truly one of kind new build with antique character and modern day conveniences.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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30 South Street Williamsburg MA 01096

Williamsburg, MA30 South Street

Price$1,150,000

Est. Mortgage: $/month

MLS Number 73076903

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,190
  • High School Hampshire Reg

This wonderfully unique property has been refreshed and is ready to go! Set far back from the road, there is a 4 bdrm house with ground floor apartment, a covered stair leading to a two story hillside studio/guest house, and not far from the main house, what has aptly been described as the most beautiful little barn/workshop in New England. The retreatlike compound is set on 4+ very private acres surrounded by conserved land and hiking trails, conveniently located just outside Williamsburg's village center and 15 mins from the cultural hub of Northampton. Serenity, simplicity and a connection to nature gives it a Zenlike vibe that must be felt to be appreciated! Highlights: A generous home office with beautiful maple and cherry built-ins, 2 primary bedrooms sharing a spalike bath, multiple decks and balconys, mature landscaping including huge rhododendrons and Goshen stonework, and a studio and barn that will delight all who visit! Too many amenities to list, come see for yourself

Listed by Sarah Newman, Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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77 Long Hill Road Leverett MA 01054

Leverett, MA77 Long Hill Road

Price$998,700

Est. Mortgage: $/month

Price Changed

MLS Number 73111337

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,749
  • High School Amherst Rhs

Open house Friday by appointment-9/22 from 1-3. There are places like no other, hidden treasures where you breathe in an atmosphere of beauty, and time seems to stand still. This custom architectural gem is perched atop 4.47 acres and abuts 36 acres of Long Hill conservation land. Exceptional spectacular southern views and only 10 minutes from Amherst Center! This Net-Zero house has 40 seller-owned photovoltaic solar panels and two 300' foot deep wells for Geothermal heating, A/C, and Hot water. It was thoughtfully remodeled in 2013 to create an oasis with a harmonious blend of premium materials and workmanship. Offering a flexible, sunny first-floor plan, the kitchen/dining/family room is an open concept with well-proportioned rooms with views. The lower level offers a recreation room, full bath, home office, and bedroom. The third floor provides a primary suite with a walk-in dressing room, ensuite bathroom, balcony, built-in hot tub/spa, and two additional bedrooms.

Listed by Gregory Haughton, 5 College REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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, William Pitt Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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15 Drummer Hill Road Leverett MA 01054

Leverett, MA15 Drummer Hill Road

Price$799,500

Est. Mortgage: $/month

MLS Number 73143260

  • Residential
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 3,394
  • High School Amherst

Gorgeous contemporary home built by Jonathon Wright of Wright Builders, with fine craftsmanship and architectural details throughout. Featuring mahogany window frames, doors, custom cabinets and bookshelves, and cherry floors, this home is situated on 1.8 acres embracing natural beauty and reflecting a Frank Lloyd Wright style. A light-filled home with large windows, it has 2 beautiful decks, a screened porch, roof sunscreen, and a well-landscaped yard. The layout of 12 rooms makes this home a special place for indoor and outdoor living. Master suite with walk-in closet, large closets throughout, an open floor plan with plenty of flexibility and private areas, this home is a gem. One owner, updates, great neighborhood, lovely country setting, extremely private on a cul-de-sac, yet just north of the Amherst line off RT 63. Close to UMASS, shopping, Mill River Recreation Area, Puffers Pond.2-car garage. Many extras. Privacy and convenience combined, rarely available. A must see!

Listed by Roy Johnson, Jones Group REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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153 Kinnebrook Road Worthington MA 01098

Worthington, MA153 Kinnebrook Road

Price$749,000

Est. Mortgage: $/month

MLS Number 73108907

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,766
  • High School Hamp Reg Hs

Magnificent property with 53+ acres of unparalleled natural beauty! Family owned for generations, 153 Kinnebrook Road is on the market for the first time. The property consists of an impeccably maintained main house, oversized detached garage w/loft space, barn w/ lodging area, wood shed barn, breathtaking views and all of the acreage you need. The opportunities are endless! As you enter the charming 3 bedroom, 2 bathroom home, you will be greeted by the inviting kitchen and welcoming dining area to enjoy w/ family and friends. The spacious living room w/ stunning floor-to-ceiling stone fireplace for chilly evenings lends itself to relaxing and creating memories. The large deck overlooks the swimming pond and beautifully landscaped grounds. Superb Western MA location situated between The Berkshires and Northampton. Come home to serenity with amenities close by. Incredible opportunity to be the next owner of this spectacular property!

Listed by Heather Ferrari, Jones Group REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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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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, Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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

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, Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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.