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Berkshire County Homes for Sale

Find homes for sale in Berkshire County and Southern Vermont. Remember to register with us to save your favorites, & receive updates with similar properties are posted. Learn about life in the Berkshires!

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Homes for Sale in Western MA - Berkshire County Real Estate

Contact the Alton & Westall Real Estate Agency online or call 413-458-8366 for more information or to set up a showing for any property below. 

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Luxury Homes | Multi-Family | Condos | Land

319 Under Mountain Lenox MA 01240

Lenox, MA319 Under Mountain Rd

Price$13,500,000

Est. Mortgage: $/month

MLS Number 237753

  • Residential
  • Bathroom 6
  • Bedrooms 7
  • Square Feet 13,261
  • Year Built 1903

Pine needles built in 1903, this very private berkshire cottage epitomizes the area- past and present. Built in the arts and crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.

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

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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49 Chanterwood Lee MA 01238

Lee, MA49 Chanterwood Rd

Price$6,700,000

Est. Mortgage: $/month

MLS Number 238793

  • Residential
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 6,000
  • Year Built 2015

Eagles roost: 877 feet of lake frontage and 35 acres on goose pond. Complete privacy.This quintessential berkshire lake lodge, nestled among ancient boulders along the shore of the most pristine lake in the massachusetts berkshire mountains provides unparalleled, gated privacy only moments from all activities the berkshires' has to offer.Designed and constructed for the private use of the builder, no expense has been spared. This five bedroom, 6 1/2 bath, energy efficient home features soaring stone fireplaces, two primary suites on the first level, two guest rooms with en suite baths, an in-law suite and a huge screened porch all with tremendous water views and access to stone patios with fire pits overlooking the lake front.

Listed by Patrice C. Melluzzo and Leslie G Chesloff of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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2 Kemble Lenox MA 01240

Lenox, MA2 Kemble St

Price$5,840,000

Est. Mortgage: $/month

MLS Number 238388

  • Residential
  • Bathroom 14
  • Bedrooms 13
  • Square Feet 9,556
  • Year Built 1881

The kemble, a registered ''great estate'' built in 1881 is located within walking distance to the wonderful array of shops and restaurants in downtown lenox. This classic colonial revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury estate, and is being offered as a turn key property. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and 13 en-suite bedrooms, the property can easily accommodate parties and guests of 20+. Property qualifies as a ''great estate'' allowing for special uses in the residential district. When not using the property, enjoy the benefits of short/long term rental. Manicured lawns and gardens, stone walls, breathtaking views to the west, and fully ada compliant.

Listed by Lori J Rose and C. Randolph Thunfors of STONE HOUSE PROPERTIES,LLC

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$
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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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23 Prospect Hill Stockbridge MA 01262

Stockbridge, MA23 Prospect Hill Rd

Price$5,500,000

Est. Mortgage: $/month

MLS Number 238266

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 8,200
  • Year Built 1968

Privacy and elegant simplicity in a home for all seasonsthis exquisitely designed house, set upon 55+ acres, has sweeping linear forms, large expanses of glass & an open yet cozy floor plan. Dozens of sliding glass doors & windows provide great cooling air flow along with multi-zoned central air if preferred. The extensive indoor use of natural materials like wood, brick & stone tile adds a warmth & beauty to the space & allows it to merge with the surrounding landscape of well-established gardens & woodlands. The layout of the common areas permits an easy & organic flow of movement & while well defined, these areas live in an intentional & casual relationship with each other. This offers a flexible use of space, whether for intimate conversations or large gatherings

Listed by Leslie G Chesloff and Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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775 Williamstown Lanesborough MA 01237

Lanesborough, MA775 Williamstown Rd

Price$4,900,000

Est. Mortgage: $/month

Pending

MLS Number 235978

  • Residential
  • Bathroom 7
  • Bedrooms 12
  • Square Feet 5,878
  • Year Built 1780

Terrific lifestyle opportunity. Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns, and the berkshire's finest 9 hole golf course! 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, and potential helipad on site. 6 bay carriage barn with second floor for offices/studios. 184 adjacent acres also available.

Listed by Andy Kelly of Berkshire Business Properties

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$
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$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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24 & 30 Berkshire Heights Great Barrington MA 01230

MLS Number 238862

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 6,240
  • Year Built 1918

A rare estate offering in the berkshires. Breathtaking southern and western views from this historically important great barrington estate. Designed by charles platt for charles freer of the renowned freer gallery in dc, and constructed of stone quarried from the property, this one floor layout was well ahead of its time. The main house has a large, comfortable living room with views from massive windows, a library, a gracious dining room, all with fireplaces. The property encompasses a stable and riding ring, pool, orchard, vineyard and two fully equipped guest houses and a caretaker's home. This is a rare opportunity to own a unique nearly 50 acre estate with magnificent views - all close to great barrington.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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55 & 0 Maple Hill West Stockbridge MA 01266

MLS Number 238141

  • Residential
  • Bathroom 9
  • Bedrooms 6
  • Square Feet 9,564
  • Year Built 1988

Dragonfly manor....This stunning berkshire estate on 68+ acres in west stockbridge has recently been renovated and refreshed by custom designing and curated for this special home in a french country with bohemian vintage farmhouse flair for today's lifestyle. Inviting center hall entrance, spacious common rooms, both formal and informal dining, six bedrooms, 7 1/2 baths, study, two sun porches, separate guest apartment, ''pub'' room and library all overlooking stone patios, rolling lawns, a two acre spring fed swimming pond with dock, established landscaping, gardens and specimen orchards, barn with stable & paddock surrounded by privacy and abutting hundreds of acres of protected land in a most convenient location minutes to all things wonderful in the berkshires!

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES

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$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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 Easland West Stockbridge MA 01266

West Stockbridge, MA14 Easland Rd

Price$4,850,000

Est. Mortgage: $/month

MLS Number 238758

  • Residential
  • Bathroom 8
  • Bedrooms 8
  • Square Feet 5,728
  • Year Built 1794

Blueberry hill is an historic legacy property enjoyed by four generations and available for the first time since 1938, a secluded retreat yet proximate to popular berkshires attractions. Surrounded by 95 acres of land, its sprawling private footprint makes this estate a coveted berkshires gem. The compound includes four residences that offer space for family, friends, and support staff - a 5 bedroom, 4.5 bath gracious main house, a converted barn 3 bedroom, 3 bath guest house, a 3 bedroom, 2 bath caretakers house with multiple garages for both cars and equipment, and a destination 2 bedroom, 1 bath coveted guest house at the top of the pasture. There are facilities for outdoor activities like tennis, swimming, hiking, a greenhouse and more. (see supplement)

Listed by Timothy Lovett and Fintan T Hanley of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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Great Barrington MA 01230

Great Barrington, MA

Price$4,500,000

Est. Mortgage: $/month

MLS Number 238546

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 9,254
  • Year Built 1940

The thoughtfully renovated and expanded 1940s main house is full of exceptional spaces--elegant formal dining and living rooms in front, informal sitting area and spacious eat-in kitchen at the back, stunning central stairwell, cozy den/bar, and media room. Five comfortable bedrooms, including two luxurious primary suites. Every material, sightline, and design element has been curated with care and sensitivity. Delightful outdoor spaces abound--front and rear goshen stone patios, rolling lawns, balconies and roof spaces. Cozy historic sunroom off the living room. Above the oversized two-car garage, is a stunning light-filled studio with intricate ceiling details, exterior balcony and bathroom. The in-ground pool is surrounded by a huge patio area, gardens and pastoral views.

Listed by Lance Vermeulen and Barney Stein of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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17 Prospect Hill Stockbridge MA 01262

Stockbridge, MA17 Prospect Hill Rd

Price$4,450,000

Est. Mortgage: $/month

MLS Number 236486

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,000
  • Year Built 1900

Enjoy all the berkshire seasons. Winter brings sledding, cross country skiing, access to downhill runs or enjoy the fire pit or get cozy by one of thefour fireplaces. Magnificent unspoiled views to the south and west create interest at all hours of the day and at sunset in particular. Thought to be one the first of the large 'cottages' on prospect hill. A wraparound glass porch overlooks the walled sunken garden. Three floors of living spaces with almost every room open to the views. Beautiful detailing with marble fireplaces and antique woodwork. Four bedroom and four and a half baths. A large game room with full bath occupies the third floor. There is a gunite pool. Golf tee/driving area. Minutes from tanglewood . May be purchased without the building lot for 4,150,000.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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615 Laurel Lee MA 01238

Lee, MA615 Laurel St

Price$3,975,000

Est. Mortgage: $/month

MLS Number 235976

  • Residential
  • Bathroom 18
  • Bedrooms 17
  • Square Feet 7,937
  • Year Built 1903

This historic landmark property, which is now known as the lakehouse inn, is situated on a cliff with panoramic views of laurel lake and its famous sunsets. Set on two well-manicured acres with over 500 ft of waterfront, this magnificent property has many outdoor gathering areas, gardens, rock walls, bluestone patios & pathways, outdoor gas fire pit, and a dock area with direct access to the water, perfect for swimming and boating. The property underwent a complete renovation in 2015 with respect for preserving its historic character with period details restored throughout and modernized for today's buyer. With completely new wiring & plumbing; mahogany porch and second floor balcony; commercial kitchen; mini split a/c units in every room; radiant heat throughout the first floor; new

Listed by Maggie Gavin and Cody Gavin of WILLIAM PITT SOTHEBY'S - LENOX

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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46 Bow Wow Egremont MA 01230

Egremont, MA46 Bow Wow Rd

Price$3,850,000

Est. Mortgage: $/month

MLS Number 236337

  • Residential
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 12,589
  • Year Built 1915

Fully revitalized in 2021, the freeman, with its white washed brick exterior sits like an alsace-lorraine chateau atop an ecologically diverse 40 acres. This southern berkshire estate consists of the main house, a sprawling vineyard, manicured grounds, tennis court, and the picturesque harmon marsh pond. 2.5 hours from the george washington bridge, the freeman is just far enough away to embody the peace, tranquility and natural splendor that defines the berkshires lifestyle while being easily accessible from the north east's major metropolitan areas. For more information, visit www.46bowwowroad.Comassessed at over 12,000 sf, though floor scans are closer to 10,000

Listed by Billy Keane of JAN PERRY REALTY & ASSOCIATES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.7% last updated on Sep 29, 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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Based on information submitted to BCMLS  as of September 30, 2022 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.