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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
  • Bathroom 8
  • Rooms 13
  • 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: 2.97% last updated on Feb 25, 2021
* 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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10 Blueberry Hills Road Westhampton MA 01027

Westhampton, MA10 Blueberry Hills Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 72748017

  • Single Family Equestrian
  • Bathroom 5
  • Rooms 14
  • Bedrooms 5
  • Acreage 57.87

SPECTACULAR HOME WITH UNBELIEVABLE VIEWS! Extraordinary attention to detail & outstanding quality throughout this terrific open floor-plan home. The 2 story sunken living room features a significant fireplace flanked by large captivating windows showing off 100 mile views that cross state lines. The state-of-the-art kitchen is any cook's dream come true. The spacious dining area provides guests with an opportunity to enjoy this home's exciting interior and exterior features. Just when you think you have seen it all, enter the first floor Master Bedroom Suite. How "sweet" it is with a two sided fireplace to add extra warmth to both the bedroom and the the bath. On the way out of this remarkable bathroom, be sure to notice the dressing room and its countless built-ins & special features. Did I mention the hot-tub on the deck just outside the Master Bedroom? There is much more...a pool, a game room, an in-home theater, a gym, a barn, a paddock, & a riding ring. Wow! See it now!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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18 West Shore Drive Goshen MA 01032

Goshen, MA18 West Shore Drive

Price$1,429,000

Est. Mortgage: $/month

MLS Number 72748368

  • Single Family Attached
  • Village Highland Lake
  • Bathroom 5
  • Rooms 12
  • Bedrooms 5

Waterfront home and family compound! INCLUDES 3 guest cottages. A rare opportunity to live and play on one of the area's premier lakes. The house was completely renovated in 2002 and increased to it's current 4000+ s/f status with a large master suite and 4+ bedrooms. A beautiful setting with large water frontage on the area's most desirable private lake that does not allow motorboats(only swimming, sailing, kayaks, canoeing, and fishing) on a public road and only 20 minutes to Northampton, one hour to Tanglewood, Jacobs Pillow, and Mass MOCA. For winter fun, Berkshire East is minutes away and Mt. Snow, Jiminy Peak, Bosquet, and Butternut are all only one hour away! This hilltown gem combined with the park-like lawn and fantastic water views from every angle are just some of the many reasons why everyone falls in love with the "Goshen Ocean." The three unique individual guest cottages can be rented/occupied during the summer months if desired for additional income.

Listed by Robert Raymond, Hampshire Realty Company

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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14-20 West Shore Drive Goshen MA 01032

Goshen, MA14-20 West Shore Drive

Price$1,429,000

Est. Mortgage: $/month

MLS Number 72777028

  • Multi-Family 5-9 Family
  • Total Parking Spaces 12
  • Year Built 1952
  • Bathroom 8
  • Full Bath 7

Waterfront home and family compound! INCLUDES 3 guest cottages and a walkout studio in the main house. A rare opportunity to live and play on one of the area's premier lakes. The house was completely renovated in 2002 and increased to it's current 4000+ s/f status with a large master suite and 4+ bedrooms. A beautiful setting with large water frontage on the area's most desirable private lake that does not allow motorboats(only swimming, sailing, kayaks, canoeing, and fishing) on a public road and only 20 minutes to Northampton, one hour to Tanglewood, Jacobs Pillow, and Mass MOCA. For winter fun, Berkshire East is minutes away and Mt. Snow only one hour away! This hilltown gem combined with the park-like lawn and fantastic water views from every angle are just some of the many reasons why everyone falls in love with the "Goshen Ocean." The three unique individual guest cottages can be rented/occupied during the summer months generating over $30,000 a season!

Listed by Robert Raymond, Hampshire Realty Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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407 West Leyden Road Leyden MA 01337

Leyden, MA407 West Leyden Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 72783526

  • Multi-Family 2 Family
  • Total Parking Spaces 25
  • Bathroom 9
  • Year Built 2004
  • Full Bath 7

A rare property indeed! 2 Conference Facility bldgs w/lodging, built w/green in mind. Located on 95 pristine acres of pastoral beauty, 2 barns, gardens, meditation huts & walking trails in a nurturing landscape. A 2-story 4412 sq ft addition constructed in 2004 w/32x27 sun-filled mtg room, 6 bdrms, 5 baths, laundry facilities & sitting areas are connected to fully updated Antique Cape w/lg kitchen, dining area, office, 3 bdrms & 1 ½ baths. A 3408 sq ft entirely renovated & expanded barn in 2019 has soundproof treatment room, 2 large multipurpose rooms 35x21 & 35x26 lead to private deck & labyrinth along w/half bath & kitchen facilities. 2nd floor offers apartment w/kitchen, living room, 2 bdrms, full bath & deck. Sprinkler systems, standby generators, handicapped accessible, all in excellent condition! Property ideal for co-operative living, youth group center, condos, family retreat, artists & writers in residency, wedding venue. With so many possibilities, this is truly one of a kind

Listed by Harriet Paine and Joyce Blanker, Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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407 West Leyden Road Leyden MA 01337

MLS Number 72783527

  • Commercial 5+ Residential
  • Total Parking Spaces 25
  • MLS Status Active
  • Year Built 2004
  • Acreage 95.24

A rare property indeed! 2 Conference Facility bldgs w/lodging, built w/green in mind. Located on 95 pristine acres of pastoral beauty, 2 barns, gardens, meditation huts & walking trails in a nurturing landscape. A 2-story 4412 sq ft addition constructed in 2004 w/32x27 sun-filled mtg room, 6 bdrms, 5 baths, laundry facilities & sitting areas are connected to fully updated Antique Cape w/lg kitchen, dining area, office, 3 bdrms & 1 ½ baths. A 3408 sq ft entirely renovated & expanded barn in 2019 has soundproof treatment room, 2 large multipurpose rooms 35x21 & 35x26 lead to private deck & labyrinth along w/half bath & kitchen facilities. 2nd floor offers apartment w/kitchen, living room, 2 bdrms, full bath & deck. Sprinkler systems, standby generators, handicapped accessible, all in excellent condition! Property ideal for co-operative living, youth group center, condos, family retreat, artists & writers in residency, wedding venue. With so many possibilities, this is truly one of a kind

Listed by Joyce Blanker and Harriet Paine, Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

407 West Leyden Road Leyden MA 01337

Leyden, MA407 West Leyden Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 72783525

  • Single Family Detached
  • Bathroom 9
  • Rooms 22
  • Bedrooms 11
  • Acreage 95.24

A rare property indeed! 2 Conference Facility bldgs w/lodging, built w/green in mind. Located on 95 pristine acres of pastoral beauty, 2 barns, gardens, meditation huts & walking trails in a nurturing landscape. A 2-story 4412 sq ft addition constructed in 2004 w/32x27 sun-filled mtg room, 6 bdrms, 5 baths, laundry facilities & sitting areas are connected to fully updated Antique Cape w/lg kitchen, dining area, office, 3 bdrms & 1 ½ baths. A 3408 sq ft entirely renovated & expanded barn in 2019 has soundproof treatment room, 2 large multipurpose rooms 35x21 & 35x26 lead to private deck & labyrinth along w/half bath & kitchen facilities. 2nd floor offers apartment w/kitchen, living room, 2 bdrms, full bath & deck. Sprinkler systems, standby generators, handicapped accessible, all in excellent condition! Property ideal for co-operative living, youth group center, condos, family retreat, artists & writers in residency, wedding venue. With so many possibilities, this is truly one of a kind

Listed by Harriet Paine and Joyce Blanker, Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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52 Upper Bryant Road Cummington MA 01026

Cummington, MA52 Upper Bryant Road

Price$1,295,000

Est. Mortgage: $/month

MLS Number 72771275

  • Single Family Farm
  • Bathroom 1
  • Rooms 12
  • Bedrooms 4
  • Acreage 297

290+ Acre, 4th Generation Farm and former uplands of the William Cullen Bryant HomesteadFourth generation working family farm with Impeccable views of the Westfield River Valley and beyond. Located in rural Western Massachusetts in the town of Cummington, this picturesque setting is equidistant to the Berkshires and Northampton areas for most of what anyone could ever desire. Very rich in history, this one of kind property is part of the original William Cullen Bryant farm and estate dating back to the 1800's. The upper Bryant farm was built in 1871 by William Cullen Bryant for his eldest daughter Frances (1822-1893). In most recent years, the current owners have begun renovating the 5000+ sqft antique home with a new roof, siding and trim, windows, kitchen, bath, and the caretaker's quarters started. New furnace installed January 2021 for main level of home. Welcome home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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

63 North County Road Leyden MA 01337

Leyden, MA63 North County Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72766789

  • Single Family Detached
  • Bathroom 10
  • Rooms 14
  • Bedrooms 7
  • Acreage 19.11

This extraordinary property is set on 19 picturesque acres of open and wooded land with breathtaking views to enjoy from the many large south and east-facing windows consists of 3 buildings, an inground pool that overlooks the view, a 182-panel solar array, backup generator, 2 hot tubs, and a little cabin. The main house offers an open living area, dual fireplace, wood stove in the sunroom with access to a spacious deck, large bedrooms with attached baths, and a finished room and bathroom on the lower walkout level. The 43' x 33' Studio is magnificent with massive windows from floor to cathedral ceiling calling in the view. There are 3 bedrooms and 2-1/2 baths on the lower level. The "Tree House" has a bedroom, bath, and a slider to the balcony/deck on each level facing the view and the 1-room cabin tucked in the woods right below. Located on a lovely, easily-accessible country road 20 minutes to Greenfield, MA, and Brattleboro, VT for shopping and many outdoor recreational opportunity

Listed by Corinne A. Fitzgerald, Fitzgerald Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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455 Mathews Road Conway MA 01341

Conway, MA455 Mathews Road

Price$1,200,000

Est. Mortgage: $/month

Price Changed

MLS Number 72744452

  • Single Family Detached
  • Bathroom 4
  • Rooms 16
  • Bedrooms 5
  • Acreage 35

This historic Dutch Gambrel on 35 acres of private countryside offers space, privacy and proximity.The elegant foyer welcomes you to this lovingly maintained home.The main level includes library with fireplace, living room with built ins, fireplace & pocket doors to the formal dining room with original wainscoting, crown molding and fireplace. The heart of the home, the open concept kitchen & family room enjoy a cozy wood stove. Pantry, laundry, studio space and "work from home" office complete the first level. The second level consists of the primary bedroom with lots of closets and fireplace, three generous bedrooms, renovated bath with double vanity, tiled shower & claw foot tub, additional bath and a lovely alcove. Apartment with separate entrance for guests, au pair or combine for additional living space.Enjoy the garden areas, porches & patio or walking trails, open fields.This beloved home is a special property, a rare opportunity, minutes to major routes for easy commute.

Listed by Cynthia O' Hare Owens and Aisjah Flynn, 5 College REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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152 Ashfield Road Williamsburg MA 01096

Williamsburg, MA152 Ashfield Road

Price$1,200,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72754772

  • Single Family Detached
  • Bathroom 3
  • Rooms 6
  • Bedrooms 3
  • Acreage 12.66

Welcome to Nexus, an architect designed and beautifully landscaped paradise. The house and studio, built to German passive haus standards(see attached details), is oriented to the south, and all 1st floor rooms open into an expansive Goshen stone patio, a front row seat to a wildlife haven. Land features 2 ponds, pathways through terraced gardens, wooded trails, and a wildflower meadow. Backyard includes fenced-in garden courtyard, 2 story barn and attached 2 car garage. The 1st floor is open concept with high ceilings, living dining and kitchen area, as well as a large primary suite, office, cathedral ceiling artist studio, and unique breezeway with wood stove. Up the skylight-lit stairs there are 2 more bedrooms and a full bath. An 18.25 kW solar array meets all the electric needs in this all electric home, and generates a monthly income. High end and energy efficiency features, custom wood and stone work, too many to list, make this home truly a one of a kind. Showings start 11/14

Listed by Carolyn A. Smith, Delap Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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.