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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 73071189

  • 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 - Park Plaza

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%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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 - Park Plaza

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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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34 Sumner Mountain Road Shutesbury MA 01072

Shutesbury, MA34 Sumner Mountain Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 73030057

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,542
  • High School Amherst High

Country Contemporary with breathtaking views bordering Amherst! Sunsets over the Pioneer Valley and stretching to the Berkshires. Enjoy an end of the road, extremely private setting complimented with gardens, rock outcroppings and wildlife abound. Incredible attention to detail and no expense spared from the custom built-ins and exquisite materials throughout. What a great opportunity with the high-speed fiber optic Internet/TV already in place, work from home in the multi-room office space or utilize it as the guest quarters or an in-law suite. All of this neighboring the Town of Amherst watershed & substantial conservation land further expanding your private setting. Just minutes to Amherst College/UMASS/downtown Amherst; 3 hours to NYC, 2 hours to Boston and less than 90 minutes to the Berkshires. Additional acreage inclusive of a town approved building lot negotiable.

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

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%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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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75 Old Goshen Road Williamsburg MA 01096

Williamsburg, MA75 Old Goshen Road

Price$1,275,000

Est. Mortgage: $/month

MLS Number 73079004

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,600

Introducing Classic Colonial Homes,"Deerfield Colonial", to be built in lovely Williamsburg, MA! This sun splashed, stunning, bucolic 1.5ac lot, only 20 minutes from downtown Northampton, will be the canvas on which this splendid & elegant new colonial will be built. Picture yourself in this charming reproduction home surrounded by nature and homes similar in style whether antiques or other reproductions. You can choose to have the Primary Suite on the 1st or 2nd floor, perhaps finish the 3rd floor and/or the space above the carriage house/garage for guests, hobby spaces, or for live-in family. The exterior finishes are distinguished & handsome w/ all the quality and dimensions you would expect from a bespoke builder. Inside, experience all the modern amenities we have come to love. Floor plans & Specification Sheets, maps of the lot and surroundings are attached. You deserve this property: Tanglewood, The Berkshires, Northampton, Ski Resorts, Lakes and Mountains and trails all beckon!

Listed by Micki L. Sanderson, Delap Real Estate LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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$1,199,000

Est. Mortgage: $/month

MLS Number 73076903

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

This "Zen Craftsman" Contemporary, fully renovated and expanded in 1997, will win your heart with light filled spaces and meticulous craftsmanship. Don't let the modest exterior fool you. In addition to the 4bdrm main house, with ground floor in-law apt, there is a 953sf hillside studio retreat with full bath and kitchenette, and a well equipped horse barn out back. The main house has 2 large primary bedrooms, each with a balcony, that share a luxurious ensuite: soaking tub, spacious steam shower, large walk in closet. An enviable office with separate entrance is perfect for working from home or a small home based business. Impressive custom built maple desks surrounded by cherry shelving exemplifies the beautiful furniture grade built-ins throughout the property. Ascend to the studio with views for inspiration. This private compound, surrounded by conserved land and trails, is conveniently located just outside Williamsburg's charming village center and only 15mins to Northampton.

Listed by Sarah Newman, Coldwell Banker Community REALTORS®

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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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86 Southampton Road Westhampton MA 01027

Westhampton, MA86 Southampton Road

Price$995,000

Est. Mortgage: $/month

Price Changed

MLS Number 73028956

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,734

IMAGINE PURCHASING THIS 54.33 ACRE PIECE OF PARADISE WITH YOUR VERY OWN AIRFIELD AND HANGAR!! Agri-Tourism Opportunity!!! This 2,200 foot grass runway is well suited for your short take-off and landing (STOL) aircraft. For pilots, flying is not just a quick means of transportation but it's a way of life. Here is your opportunity to purchase your own retreat and live the life you have always dreamed of. This property affords the lucky buyer tremendous freedom to either relax around the house or embark on an airborne adventure or do both in the same day!! This incredible buying opportunity also includes a Lovely Ranch Home offering 7 room, 3 bedroom, 2.5 bath home and an inviting side to side 3 season room overlooking the field and grounds. This LOVED home is just waiting for the next buyer's finishing touches. Escape the hustle and bustle of everyday life and take to the skies and live the quality of life you deserve. Schedule your private showing today!!!

Listed by Paul Zingarelli and Paula J. Smith, Berkshire Hathaway HomeServices Realty Professionals

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$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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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80 Easthampton Road Westhampton MA 01027

Westhampton, MA80 Easthampton Road

Price$895,000

Est. Mortgage: $/month

MLS Number 72588713

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,707
  • High School Hrhs

Massive 20,000 sf, 2 story Post & Beam constructed barn with 22 horse box stalls with mahogany wood and iron doors. Second floor hay loft to drop hay conveniently into each horse stall. Picturesque 10 acres of property with fenced pasture land and views of surrounding property all within a few miles of downtown Easthampton and Northampton. Additional foundation poured for purpose of indoor riding arena. House is bright and cheery renovated 1771 Antique Cape. Explore the possibilities!

Listed by Robert A Canon, Canon Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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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Lot A Cave Hill Road Leverett MA 01054

Leverett, MALot A Cave Hill Road

Price$710,000

Est. Mortgage: $/month

MLS Number 73082000

  • Land
  • Acreage 71
  • Zoning RES

OWN your own mountain with development potential, and invite friends to build with you! Welcome your home site or sites with drama and flair, with amazing rock features to incorporate into your landscaping. Leverett is a small quiet community close to UMass and Amherst College or an easy drive to Vermont for skiing. An area that has abundant hiking trails, it is scenic and quiet. There is existing access. Bring your builder!

Listed by Stiles & Dunn, Karen Dunn and Luke Dunn, Jones Group REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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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147 Sumner Stetson Road Heath MA 01346

Heath, MA147 Sumner Stetson Road

Price$700,000

Est. Mortgage: $/month

MLS Number 73028075

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,500

60 Acres with two homes and barn close to Vermont Skiing and The Berkshires! New construction ready to be completed. Bring your tool belt or designer/contractor to finish this spectacular new build high on a knoll offering views and wildlife abound! All the heavy lifting is done including Septic, Heating and plumbing. Floor plans available showing the flow and current owners vision to assist you in the final stride to country living. Did we mention the 2 bedroom guesthouse and car barn? Fixer upper in need of TLC but livable out of the gates. Seller to complete new septic for the guesthouse. Willing to sell the large new construction separate from small home if interested. Call for details.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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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69 Nash Hill Road Williamsburg MA 01096

Williamsburg, MA69 Nash Hill Road

Price$650,000

Est. Mortgage: $/month

MLS Number 73080932

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,529
  • High School Hampshire Rms

Build your dream home! Two plans to choose from at this price. A 1529 sq. ft. ranch with two car garage (option 1) or a 1761 sq. ft. ranch without garage (option 2). This is a level building lot with a roughed in driveway and cleared building site. Lots of stone walls add to the rural charm. Perc tested and a 200' deep drilled well with a new pump is on site. Your first option includes a graciously outfitted kitchen connected to the great room both with vaulted ceilings, large primary suite with full bath and walk in closet plus two additional good sized bedrooms and a main bathroom. A covered front porch, fully-insulated basement and a two car garage complete this wonderful home ! Your second option has all of these features with larger rooms and without the two car garage. Meet with the builder, choose your finishes, colors and appliances and enjoy watching your beautiful new home come to life !

Listed by Deborah Cahillane, Jones Group REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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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55 Campbell Road Plainfield MA 01070

Plainfield, MA55 Campbell Road

Price$649,000

Est. Mortgage: $/month

MLS Number 72649549

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,650
  • High School Mohawk Trail

Beautiful storybook 1840 historic home with a peaceful private setting, get away from it all! This artfully restored home offers a high level of comfort and many exciting fit and finishes not found in many homes. From the kitchen with original NYC subway tiles to the massive fireplace constructed with Boston curbstones, this home is truly unique. Hike in your woods while marveling at the imaginative landscaping that truly sets this home apart. A pure blend of rustic and refinement located conveniently between Northampton and the Berkshires in beautiful Hampshire county. * HIGH-SPEED INTERNET*

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.42% last updated on Mar 23, 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.