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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.

184 Cudworth Worthington MA 01098

Worthington, MA184 Cudworth

Price$3,500,000

Est. Mortgage: $/month

MLS Number 72751067

  • Single Family Attached
  • Rooms 13
  • Bathroom 8
  • Bedrooms 4
  • Acreage 12.1

This outstanding private and spacious estate is set on 12.1 beautifully landscaped acres offering just over 14,000 square feet of quality living area. The unique 5 bedroom, 5 full bath/3half bath main house includes an in-law apartment/guest quarters and an Olympic sized indoor/heated pool. Top grade appliances are another important feature. Dark walnut hardwood flooring runs throughout the main house as does a state-of-the-art radiant heating system. Other special features include Vantage lighting, a large game room and home office, a steam shower and overflow tub in the master bath, a humidification system, an indoor/outdoor intercom system, and a full house commercial generator. The horse barn also includes a 3 bedroom guest quarters, and a significant fireproof walk-in vault.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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81 Depot Road Williamsburg MA 01038

MLS Number 72921994

  • Single Family Detached
  • Village Haydenville
  • Rooms 9
  • Bathroom 5
  • Bedrooms 3

This custom-designed modern colonial offers 14+ acres in a private and secluded setting located minutes from Northampton and less than an hour to all the attractions in the Berkshires. The stunning open and versatile floorplan offers a large living room with a stone fireplace as well as a magnificent sunroom with skylights that will inspire your creative side! The well-laid-out kitchen with herringbone floor has a full pantry and eating nook. Entertain in your formal dining room or retreat to your private study, complete with French doors. The inspiring marble tiled entry leads to the upstairs. Two large, beautifully inset palladium windows illuminate a creative, open space that separates the master bedroom suite, walk-in closet, and spa-appointed master bathroom from two bedrooms with an adjoining bathroom. The basement features a large gym/dance area with ground-level glass doors to the outside garden, a full bathroom, and a four-person sauna. Don't miss this exceptional property!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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$1,195,000

Est. Mortgage: $/month

MLS Number 72861647

  • Single Family Detached
  • Rooms 8
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,700

Welcome to Paradise. This exclusive property is completely private, surrounded by conservation land, yet only 15 minutes from Northampton. The first floor of the main house features large rooms with oversized windows & beautiful maple floors. There is a custom cooks kitchen that opens into a light filled dining area, a living room with a custom stucco and Ashfield Stone fireplace, two large offices with closets, a full bath, & a laundry room. The second floor features 2 large bedrooms each with a private deck. Between the bedrooms is a master bath with steam shower, Italian marble tiles, & a large walk in closet. On the ground floor is an in-law apartment, a 2 car garage, & plenty of storage including a walk-in cedar closet. The horse barn has water and electricity and opens out to a riding ring, paddock, & grazing fields. Uphill from the main house is a two-story studio with a full bath & kitchen. Multiple decks allow you to enjoy your morning coffee while you enjoy enchanting views.

Listed by Delap Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Acreage 10

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.

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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29 January Hills Road Shutesbury MA 01072

Shutesbury, MA29 January Hills Road

Price$880,000

Est. Mortgage: $/month

MLS Number 72902310

  • Single Family Detached
  • Rooms 10
  • Bedrooms 4
  • Bathroom 3
  • Acreage 5.52

UNMATCHED in the Valley! Own a private oasis, situated on 5.52 acres abutting conservation land with a private pond, gorgeous gardens and amazing views! This home has 2 living spaces, great for multi-generational families or guest space. Built for entertaining, the main level has a fabulous open floor plan, boasting high ceilings and exterior access to a wrap around deck. A chefs kitchen, with double ovens, plenty of space with an informal dining area, also an elegant dining room for your larger gatherings. There are 2 bedrooms on the main floor, the master en-suite has a large walk in closet, a spacious bathroom with a Jacuzzi tub and walk in shower. The additional 2 bedrooms are on the lower level as well as a full kitchen and family room. There is a 5 car garage with work-spaces and oversize bays and a back up whole house generator has been installed. Only 6 minutes to the UMass Campus and less than 10 minutes to Amherst town center.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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63 North County Road Leyden MA 01337

MLS Number 72925271

  • Commercial Mixed Use
  • Total Parking Spaces 12
  • MLS Status Active
  • Year Built 1967
  • Acreage 19.11

Idyllic rural setting & only 9 miles from Glfd. this property commands attention w/ pastoral views from every window. Located on 19 acres w/ walking trails in a countrified landscape. There are 3 blds. “Main house”: is the 'hub' w/ 8 rooms, 2 BR's, 3 ½ baths, generous kitchen/dining facilities, cozy DBL faced fireplace & stained glass sunroom w/ deck. “Tree House”: affectionately called for tree top views: 2 levels, 2 BR's 2 Baths & private decks. “The Studio”: ramped walkway, a 43” x 33” multipurpose room w/ cathedral ceiling & ½ bath, Lower Level: 3BR's, 2 1/2 baths. A 1-room cabin on the edge of the woods offers a quiet place for reflection. Amenities include, hot tubs, in ground pool, 180 panel solar panel design supplies all electric needs & backup generator keeps entire facility operating during outages. W/ flexible living space this property is ideal for cooperative living, family resort, wedding venue, artists & writers in residency, corporate retreat just to name a few!

Listed by Cyd Scott and Harriet Paine, Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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63 North County Road Leyden MA 01337

Leyden, MA63 North County Road

Price$799,000

Est. Mortgage: $/month

MLS Number 72925269

  • Single Family Detached
  • Bedrooms 7
  • Rooms 14
  • Bathroom 10
  • Square Feet 6,000

Idyllic rural setting & only 9 miles from Glfd. this property commands attention w/ pastoral views from every window. Located on 19 acres w/ walking trails in a countrified landscape. There are 3 blds. “Main house”: is the 'hub' w/ 8 rooms, 2 BR's, 3 ½ baths, generous kitchen/dining facilities, cozy DBL faced fireplace & stained glass sunroom w/ deck. “Tree House”: affectionately called for tree top views: 2 levels, 2 BR's 2 Baths & private decks. “The Studio”: ramped walkway, a 43” x 33” multipurpose room w/ cathedral ceiling & ½ bath, Lower Level: 3BR's, 2 1/2 baths. A 1-room cabin on the edge of the woods offers a quiet place for reflection. Amenities include, hot tubs, in ground pool, 180 panel solar panel design supplies all electric needs & backup generator keeps entire facility operating during outages. W/ flexible living space this property is ideal for cooperative living, family resort, wedding venue, artists & writers in residency, corporate retreat just to name a few!

Listed by Harriet Paine and Cyd Scott, Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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 Watson Road Ashfield MA 01330

Ashfield, MA14 Watson Road, Watson

Price$799,000

Est. Mortgage: $/month

MLS Number 72932327

  • Single Family Detached
  • Bedrooms 3
  • Bathroom 1
  • Rooms 8
  • Square Feet 2,291

Looking to get away from it all? A wonderful country location and 20 beautiful acres come with this circa 1803 colonial in Ashfield that's ready for it's new owners. In the same family for generations, this home has many original features --including it's five fireplaces! There are original wide planked wood floors and gorgeous exposed beams in the living room. There is a terrific barn across the road that would make a great place for animals, hobbies or an artist studio. There are many open acres and over 1600 feet of frontage, offering the possibility of having a number of building lots. The water for the property comes from a spring. The property sits just down the road from the Dubuque Memorial State Forest, which offers up miles of great trails for hiking and horseback riding. This property is a great home for the equestrian, gentleman farmer or even those who work from home as there is now high speed internet in Ashfield!

Listed by Linda Webster, Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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

55 Campbell Road Plainfield MA 01070

Plainfield, MA55 Campbell Road

Price$649,000

Est. Mortgage: $/month

MLS Number 72649549

  • Single Family Farm
  • Bedrooms 4
  • Bathroom 3
  • Rooms 8
  • Acreage 62

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 or enjoy swimming or fishing in your one-acre pond 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: 3.45% last updated on Jan 13, 2022
* 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

261 Old Chesterfield Road Chesterfield MA 01096

MLS Number 72934160

  • Single Family Detached
  • Bedrooms 3
  • Rooms 7
  • Bathroom 3
  • Square Feet 1,943

Unique Opportunity! Set on its own 10 acres & nearby 100's of acres of MA CONSERVATION LAND, this NEWLY built 2016 Ranch Home offers the potential to live largely off-grid! You choose whether to heat w/highly efficient Viessmann propane boiler or EPA Qualified Crown Royal Wood Boiler. Stay toasty warm w/radiant floor heat in kitchen, full baths & garage! Garage is a perfect workshop w/its own half bath. RED OAK floors, 6 Panel Solid Pine Doors, LED lighting, 30-year roof, kitchen w/beautiful granite island & oak cabinets, south-facing SUNROOM w/windows on 3 sides, ceiling fans throughout, open floor plan has living room & dining area w/gas fireplace! Master Bedroom Suite features walk-in closet, double vanity sink & walk-in shower. High-speed internet, Generac automatic Generator, SOLAR PANELS, Central Vac, Great Laundry Room, 10 x 12 Storage Shed. Basement holds full potential to be finished! ALL THIS in a simply IDEAL country setting located approx 6 miles to Williamsburg Center!

Listed by Delap Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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83 N Leverett Road Leverett MA 01054

Leverett, MA83 N Leverett Road

Price$560,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72910619

  • Single Family Detached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 2
  • Acreage 1

Don't miss this second chance!! Magnificent waterfront antique post-and-beam home nestled on the picturesque banks of the Sawmill River. Breathtaking views from every window of this 2 bdrm, 2.5 bath with bonus room and den! The great room boasts a 6ft high fireplace high ceilings, details, original wide plank wood flooring and multiple french doors that open to decks overlooking the river. Spiral staircase down to den (not inc in sq ftg) that looks out on the river and swim platform. Oversized porch w/ outdoor fireplace that you can relax and dine on, all with lulling sounds of the river, rapids and waterfall. 300ft of riverfront property! Updated systems but teaming with character, this 1 acre property is ONE OF A KIND!! Detached garage, stone patio w firepit, full attic, oversized primary bedroom w ensuite and huge walk-in closet. This 1800's Millhouse equipped w original wheels and stone dams is antique filled and could come furnished!

Listed by Lauren Niles, Jones Group REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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73 W Main Street Cummington MA 01026

MLS Number 72930536

  • Single Family Detached
  • Bedrooms 4
  • Rooms 10
  • Bathroom 2
  • Acreage 1.5

Set in the picturesque village of W. Cummington, this 1868 Colonial has been amended with several smart additions that offer terrific live/work/play spaces at the foot of the Berkshires. The well ordered property includes a charming guest cottage that rents on AirBnB for $250-350/day, a 2 car garage w/ studio space above, a little red barn, and storage sheds. Occupying 1.5 level acres on the banks of the Westfield River, this compound, w/heated pool, makes every day feel like a retreat. The main house has undergone many upgrades including a new roof/skylights, fresh exterior/interior paint, perimeter drainage, a 1st floor bath renovation, and much more. Downstairs, the vast open floorplan lends itself to a variety of layouts/is great for entertaining. It's an appealing mix of old character and modern convenience. The cottage has been lovingly restored and could provide continued, steady income. Enjoy the Old Creamery right down the road, or venture into Northampton or the Berkshires.

Listed by Alexis Noyes, Maple and Main Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. MLS Property Information Network, Inc. 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.