Welcome To The Berkshires

Luxury Homes

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350 Old Cheshire Road Lanesborough MA 01224

Lanesborough, MA350 Old Cheshire Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 244644

  • Residential
  • Bathroom 2
  • Bedrooms 5
  • Square Feet 12,225
  • Acreage 35

Welcome to camp mohawk, a pristine lakefront property in the heart of the berkshires. Located on cheshire reservoir, a virtually uninhabited lake, located just off the main north-south artery of berkshire county. Once a summer camp, the existing main house and barns are listed on the national register of historic places, and date to the late 1700's. Would make a lovely family compound, or could be developed as a spa/resort, corporate/wellness retreat, condominium/single family and retirement housing,

Listed by Lisa Bouchard Hoe of THE KINDERHOOK GROUP - PITTSFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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87 Alford Road Great Barrington MA 01230

Great Barrington, MA87 Alford Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 244456

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,990
  • Acreage 200

Welcome to great pine farm, a once in a lifetime opportunity to own a stunning 200-acre horse farm, where unspoiled natural beauty meets functional equestrian amenities. A large portion of this land is thoughtfully protected by the berkshire natural resources council (bnrc), ensuring the preservation of its meadows, cornfields, woodlands, walking/riding paths and tranquil brooks. At the heart of the property is a custom-designed horse barn, featuring two horse stalls, a hay loft, and a heated tack room with water--providing convenience and comfort for both horse and rider. Additional garages offer ample storage for vehicles and equipment, ensuring that the property is as functional as it is beautiful. Anchoring the property is a charming antique cape home,

Listed by Antonio M Segalla and Lance Vermeulen of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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248 East Road Alford MA 01266

Alford, MA248 East Road

Price$1,975,000

Est. Mortgage: $/month

MLS Number 244386

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 6,000
  • Acreage 15

A luxurious home on one of the most scenic roads in the berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features sub zero appliances and a beautiful butler's pantry. Relax in the newly renovated family room with wall-to-wall casement windows. This 5 bedroom home offers a bonus game room and home office equipped with fiber internet and a spacious private master bedroom with ensuite bath. An additional wing features a separate guest suite with living room, kitchen, dining area, full bathroom and 2 bedrooms. In alford, renowned for low taxes

Listed by Maureen White-Kirkby of BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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17 East Street Stockbridge MA 01262

Stockbridge, MA17 East Street

Price$1,925,000

Est. Mortgage: $/month

MLS Number 244472

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 5,469
  • Acreage 13.1

Nestled just north of stockbridge, ma, this elegantly expanded brick federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) originally built in the 1830s, the carter estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping meadows and lush gardens. Time slows as you meander along stone pathways that lead to a charming red barn and a quaint stone summer cottage--perfect for painting or relaxing. The estate is oriented towards cultural and natural beauty with walking trails

Listed by Selina Lamb of BIRCH PROPERTIES

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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775 Williamstown Road Lanesborough MA 01237

Lanesborough, MA775 Williamstown Road

Price$1,890,000

Est. Mortgage: $/month

MLS Number 235978

  • Residential
  • Bathroom 5
  • Bedrooms 11
  • Square Feet 5,878
  • Acreage 161

Historic berkshire farm best bargain in the berkshires! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 acres with stunning views, mountain paths, and jim kelly's stunning giant stonewalls throughout. Gorgeous new england marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to williams college and jiminy peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios., or storage.

Listed by Andy Kelly of BERKSHIRE BUSINESS PROPERTIES

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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1277 Hartsville Mill River Road New Marlborough MA 01230
Pending

MLS Number 244225

  • Residential
  • Bathroom 5
  • Bedrooms 7
  • Square Feet 5,052
  • Acreage 2.9

1790 colonial restored for 2024 living. Located on the well loved konkapot river and on a quiet country road this home has been completely revamped to today's standards. Large recently expanded living room with fireplace, plus large windows to views of beartown mountain. First floor primary suite with private sitting room with fireplace. Gracious formal dining room with adjacent butler's pantry. Spacious eat-in kitchen. Library also on the main floor. The second floor has four bedrooms, two baths plus spaces for additional offices. The property includes a fenced pool, patio and garage. As an extra bonus there is an additional lot at lake buel with a storagegarage and access to a private entry to the lake. Minutes to butternut, shopping and restaurants. A quick trip to inn on the green.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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593 Lakeway Drive Pittsfield MA 01201

Pittsfield, MA593 Lakeway Drive

Price$1,800,000

Est. Mortgage: $/month

MLS Number 245693

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,043
  • Acreage 0.75

A unique opportunity to have almost 100' of shoreline as well as the convenience of a built-in swimming pool. Take in the picturesque view of the lake from almost any room in this home. The moment you walk into this home it invites you to enjoy the lake and mountain views. The inviting open concept layout seamlessly connects the kitchen, living and dining areas. A large kitchen with center island makes preparing meals an ease. Walk out onto the deck and you can choose from boating or the pool. The 1st floor also has a bedroom and full bath. The second floor has a large en-suite primary, complete with a walk in shower and soaking tub. 2 additional bedrooms, a large bathroom, complete with laundry add to the gentle flow of this house. The house sits on a corner lot with a large yard

Listed by Janet Benoit of MOCKINGBIRD REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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206 Hillsdale Road Egremont MA 01258

Egremont, MA206 Hillsdale Road

Price$1,785,000

Est. Mortgage: $/month

MLS Number 243247

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,632
  • Acreage 3.45

Handsomely built with modern comfort and amenities. Meet guests on the covered porch and welcome them into the first floor open kitchen and great room with stone fireplace. On the first floor is also the dining room, office, den, mudroom and breezy screened porch for summer drinks. First floor primary suite with sparkling ensuite bathroom and sitting room with fireplace is its own hideaway. Upstairs, three more large ensuite bedrooms for the crew. One-car garage located off the first floor for easy access to the kitchen, two oversized garages below. Located at the end of a shared private drive with similar homes, and maybe some new friends, this retreat will be home base for all of your berkshire adventures. Quick access to catamount ski , butternut, great barrington.

Listed by Martha Piper and Kristin P. Piasecki of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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112 Tyringham Road Monterey MA 01245

Monterey, MA112 Tyringham Road

Price$1,695,000

Est. Mortgage: $/month

MLS Number 244558

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,495
  • Acreage 2.4

Situated on 2.4 acres, this gorgeous home is a short walk from lake garfield's public beach and close to the berkshires' top attractions. Inside, 12-foot ceilings and an open floor plan create a lofty feel in the oversized kitchen and living area. A wide panoramic door (with a screen) leads to a massive deck, ideal for outdoor entertaining. The primary suite offers a large walk-in closet and luxurious wet room for a private retreat. On the opposite side, two additional bedrooms, a shared bathroom, and laundry provide convenience. The finished lower fully walkout level includes a family room with a bar, a fourth bedroom, and a full bath - ideal as an in-law suite. An oversized two-car ev-ready garage connects directly to the suite. Energy efficient with a solar-ready roof and central ac.

Listed by Timothy Lovett of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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9 East Mountain Road Great Barrington MA 01230

MLS Number 244625

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,305
  • Acreage 5.78

Nestled in east mountain state forest on a private road yet minutes from downtown and ski butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, hvac system plumbed for oil, propane, or solar. Hike miles of wooded trails accessible from the back yard. Some furnishings are available separately.

Listed by Timothy Lovett of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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4 Thrushwood Lane Great Barrington MA 01230

Great Barrington, MA4 Thrushwood Lane

Price$1,695,000

Est. Mortgage: $/month

Open House

MLS Number 245185

  • Residential
  • Next Open House: Sat 03/22 12:30 pm. to 2:00 pm.
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4,200

Luxury living in the heart of the berkshiresnestled on a picturesque cul-de-sac with access to community pool, this stunning new construction spans 4200 sf, located less than a mile from downtown great barrington. The home welcomes you through a covered portico into a soaring cathedral great room, bathed in natural light from a wall of windows overlooking lush woodlands and a screened porch. The open-concept layout seamlessly connects the living, dining, and kitchen areas, perfect for both entertaining and everyday living. The gourmet kitchen features top-of-the-line appliances, quartz counters, a spacious island. A split-bedroom design ensures privacy, with a luxurious primary suite offering a spa-inspired bath. Hoa for lawn and snow removal for easy care living. See supplement

Listed by Maureen White-Kirkby of BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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82 West Avenue Great Barrington MA 01230

Great Barrington, MA82 West Avenue

Price$1,595,000

Est. Mortgage: $/month

Open House

MLS Number 245696

  • Residential
  • Next Open House: Sat 03/22 12:00 pm. to 2:00 pm.
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4,000

Classic turn-of-the-century berkshire residence on the hill. Rich w/ history & ready for new memories, this home is a rare gem in an ideal location. Lovingly maintained by the same family for over 60 yrs. Nestled on 1.6 acres, this 4,000 sf residence offers 5 brs, 3.5 bas & an abundance of historic charm. Original wood floors, high ceilings & period details fill the home, while the grand staircase & 3-season porch add an air of elegance. The spacious kitchen, butler's pantry, oversized living room & large formal dining room are ideal for entertaining. Attached greenhouse & beautifully fenced garden with a shed, detached three-car garage, and expansive basement complete this remarkable property, just moments from town yet a world of its own!

Listed by Claire Naylor Pollart and Lance Vermeulen of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.65% last updated on Mar 13, 2025
* 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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