Welcome To The Berkshires

Luxury Homes of the Southern Berkshires

2128 Canaan Southfield New Marlborough MA 01259

MLS Number 237057

  • Residential
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 4,273
  • Acreage 298

Set on a rise of nearly 300 acres of rolling meadows, ponds, forests, and river frontage, vergelegen is a berkshire estate without parallel. Developed by two art historians in collaboration with an award-winning creative team composed of world-class american architect tom kundig, and acclaimed british landscape architect tom stuart-smith, and a berkshires based master builder. This is an iconic modern house which affords vast vistas of the berkshire hills and taconic mountains. With cantilevered decks and entire walls of glass that open mechanically, the house offers matchless indoor/outdoor living. Built around a central fireplace, the living area is open plan with an adjacent dropped-ceiling music room and an innovative public/private kitchen with a hidden galley butler's pantry.

Listed by Kenzie Fields and Elyse Harney Morris of ELYSE HARNEY REAL ESTATE

$
$
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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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2080 Undermountain Sheffield MA 01257

Sheffield, MA2080 Undermountain Rd

Price$11,890,000

Est. Mortgage: $/month

MLS Number 234183

  • Residential
  • Bathroom 6
  • Bedrooms 11
  • Square Feet 5,850
  • Acreage 85

This spectacular 85+/- acre property is a destination educational center. It offers a magnificent 1880 manor house, with spectacular distant views, a pond, and 11 additional buildings which house an auditorium, group meeting areas, breakout private offices, a fitness center, pondside cottage, huge dining hall with commercial kitchen, and accommodations in over 56 guest rooms. The land is made up of 70+/- acres in the southern berkshires and 15+/- abutting acres in salisbury, ct - the entire ct side runs along sage's ravine. There are walking trails throughout the land and access to the appalachian trail. You will be smitten by this property and totally taken with the possibilities... Building and property tax details are for the main house only. Please contact agent for more details.

Listed by Juliet Moore and Elyse Harney Morris of ELYSE HARNEY REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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 232672

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 6,240
  • Acreage 46.25

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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
  • Acreage 15.6

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 . Additional building lot included.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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$4,150,000

Est. Mortgage: $/month

MLS Number 234293

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,000
  • Acreage 11

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 . Additional building lot available.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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
  • Acreage 2

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: 5.25% last updated on May 19, 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
  • Acreage 41.14

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: 5.25% last updated on May 19, 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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379 West Mt Washington MA 01258

Mt Washington, MA379 West St

Price$3,495,000

Est. Mortgage: $/month

MLS Number 234799

  • Residential
  • Bathroom 4
  • Bedrooms 7
  • Square Feet 3,908
  • Acreage 36.9

Nestled in the ma mountain town where ct, ny, and ma meet; this extremely private magical 37 acre woodland estate has it all. Incredible western sunset views, multiple decks overlooking a running brook, and gunite pool, all adjoining over 8000 acres of state forestland. The main house has been lovingly and exquisitely renovated with no detail or expense spared. Open kitchen/living with high ceilings and flooded with natural light. Dramatic 22' circa 1920 river stone fireplace separates the living room and library. 3 bedrooms, 3 baths, office with fireplace, wine cellar, tv room, and laundry room complete the main house. Two charming guest houses add 6 bedrooms for family and friends. Additional outbuildings and barn. Very low taxes and only 35 minutes to metro north or amtrak!

Listed by Nikki Carchedi of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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64 Canaan Valley New Marlborough MA 01259

New Marlborough, MA64 Canaan Valley Rd

Price$3,250,000

Est. Mortgage: $/month

MLS Number 236291

  • Residential
  • Bathroom 7
  • Bedrooms 7
  • Square Feet 6,200
  • Acreage 24.35

Relish the peaceful sound of the whiting river cascading downhill to campbell falls from this exquisite berkshire compound on 24 acres. Enjoy total privacy with treetop panoramic views and sunsets from both the main and guest houses with no other homes in sight. The 3bd, 3ba main house was rebuilt in 2011 upgrading the structure and every surface from oak floors to a chef's kitchen with thick marble countertops, and a fully finished lower level with wine refrigerators, wine cellar and a media play room. The 2013 4br, 3ba guest house was sited for privacy where the great room has a window wall facing the view, as does gym spa. Top of the line appliances, materials and finishes were used throughout. The property includes a two-car garage, sheds, trails and huge glacial fire pit.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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135 Main Lenox MA 01240

Lenox, MA135 Main St

Price$2,750,000

Est. Mortgage: $/month

MLS Number 237252

  • Residential
  • Bathroom 17
  • Bedrooms 16
  • Square Feet 8,688
  • Acreage 4.23

The garden gables, located in the center of lenox on over 4 very private park-like acres with gardens, patios, mature trees and a heated 70' pool, can be the ultimate family compound. Beautifully furnished and tastefully decorated with 16 unique bedrooms all with updated private baths, several with fireplaces and all fully air conditioned.The historic 1780 main building and attached eladesor cottage includes 12 spacious suites. The separate orchard cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces.There are also 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces.The kitchen is equipped with updated appliances. An extraordinary opportunity!

Listed by C. Randolph Thunfors and Michael Linden of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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42 West Sheffield Great Barrington MA 01230

MLS Number 236981

  • Residential
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 7,000
  • Acreage 19.85

Truly one of a kind home sits on 19.85 acres of woods adjacent to the wyantenuck golf course & has a beautiful half mile long driveway. It's the perfect combination of privacy & accessibility to downtown great barrington. The home boasts over 7,000 sq. Ft. Of living space as well as an over 3,000 sq. Ft. 4 car garage. The house has 5 bedrooms & 3 full baths with two of those bedrooms & one bath located in a separate guest wing. The expansive primary bedroom suite has a separate sitting room & wall to wall windows. Three massive common areas include the living room, theater/game room & family room. Other rooms throughout include 2 offices, meditation tower, workout room, bonus room & indoor pool inside of a solarium. The kitchen is highlighted by a commercial viking range, custom cabinets,

Listed by Leslie G Chesloff of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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21 Kalliste Great Barrington MA 01230

Great Barrington, MA21 Kalliste Hill

Price$2,600,000

Est. Mortgage: $/month

MLS Number 234767

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,900
  • Acreage 7.12

View Brochure Privacy, expansiveness & spectacular views into ct! This contemporary cedar home is an idyllic, private sanctuary in a dream location featuring a hilltop swimming pool w/ stone patio, horse barn & room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. Perfectly sited on 7.123 acres, this property includes an extra building lot which would allow the construction of another residence making this the complete family compound! The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 brs, 2.5 bathrooms, open concept floor plan, office space, central a/c, jetted tub, screened porch, fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!

Listed by Douglas M Goudey of WHEELER & TAYLOR REALTY CO.,INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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

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