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Luxury Homes of the Southern Berkshires

310 Old Stockbridge Lenox MA 01240

Lenox, MA310 Old Stockbridge Rd

Price$12,500,000

Est. Mortgage: $/month

MLS Number 232689

  • Residential
  • Bathroom 15
  • Bedrooms 33
  • Square Feet 20,821
  • Acreage 89

The elm court estate retains the title of the largest american shingle style home in the united states. The extraordinary gilded age berkshire cottage was built by william douglas sloane and emily vanderbilt, (granddaughter of cornelius vanderbilt), along with architects peabody & stearns in 1886. The gardens and landscape were designed by frederick law olmsted. In 1919, the elm court talks held at the home ultimately led to the creation of the treaty of versailles and league of nations. Outbuildings include butler and gardener cottages, carriage house & stable, greenhouses & caretaker's house and two barns. Significant renovations were accomplished in the early 2000s and continued work is necessary with an additional 8,000 sq. Ft. Of unrestored living space.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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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: 3.1% last updated on Nov 24, 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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38 Pixley Hill West Stockbridge MA 01266

West Stockbridge, MA38 Pixley Hill Rd

Price$5,900,000

Est. Mortgage: $/month

MLS Number 234120

  • Residential
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 4,326
  • Acreage 44.87

This exquisite new construction timber frame home with greek revival elements is nearing completion. Perfectly crafted using traditional architectural details and techniques, state of the art materials and craftsmanship. The open plan is filled with natural light. Lovely views and vistas from the windows, porch, terrace and pool. 4 bedrooms, 5.5 baths, central ac. Paths wind through the 44 acres of beautiful meadow and woods. The rare early 1800's ''swing beam barn'' has been meticulously reconstructed on site and has its own special view to the hills. The location on a quiet country road is superb with the centers of great barrington, west stockbridge and stockbridge within about 5 miles. Additional land available. Masks required.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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399 Under Mountain Lenox MA 01240

Lenox, MA399 Under Mountain Rd

Price$4,935,000

Est. Mortgage: $/month

Pending

MLS Number 233680

  • Residential
  • Bathroom 7
  • Bedrooms 8
  • Square Feet 9,364
  • Acreage 11.45

Highwick farm manor house is nearing its 3 year restoration/renovation in time for the summer of 2021. Meticulously preserving and restoring the magnificent original details of this berkshire cottage from the infrastructure to the doorknobs, while renovating it with only the finest of materials for the sought after amenities of a modern lifestyle today, makes this distinctive lenox home shine in its original grandeur, designed to be luxurious yet cozy and unpretentious. Generously proportioned rooms with walls of windows flooding the house with natural light and taking in the view, with open flow from room to room and the spectacular kitchen/family room not often seen in homes of this era. Perched high above the country road taking in the sweeping southern vista of parsons marsh and

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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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: 3.1% last updated on Nov 24, 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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17 Prospect Hill Stockbridge MA 01262

Stockbridge, MA17 Prospect Hill Rd

Price$4,750,000

Est. Mortgage: $/month

MLS Number 234293

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,000
  • Acreage 15

The property, anchored by a 200 year old copper beech, runs along the crest of prospect hill. Magnificent unspoiled views to the south and west create interest at all hours of the day and at sunset in particular.Rumored to have been the first of the large 'cottages' on prospect hill. A cornerstone dated 1823 still exists although the house has undergone numerous renovations. 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. Several building lots totaling 15 acres plus an additional garage.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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20 Jug End Egremont MA 01258

Egremont, MA20 Jug End Rd

Price$4,400,000

Est. Mortgage: $/month

MLS Number 234456

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 3,240
  • Acreage 230

Gracious and stately new england colonial farmhouse on 230 acres.Antique barns and outbuildings, pool with amazing views. A babbling brook runs near the house and into a small pond bringing sound and nature into view. This comfortable home has had numerous additions through the years making it even more appealing to today's living. First floor primary bedroom with double baths. Screened porch overlooking the brook. Flagstone patio. Woodland party cabin reached by a passable 'road' up the mountain. Beautiful views from the house and the possibility of huge views from mountain sites.Blooming shrubs abound throughout the gardens. Maples for sugaring in the woods. Lots of frontage for anyone interested in division. A really magical property that has it all.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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535 Sheffield-Egremont Sheffield MA 01257

Sheffield, MA535 Sheffield-Egremont Rd

Price$3,995,000

Est. Mortgage: $/month

Pending

MLS Number 235743

  • Residential
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 6,746
  • Acreage 55.3

Sunset mountain views, privacy & wonderful amenities in your own private home resort.......Architect designed 5 br, 6 bath contemporary with spacious open common living, stunning main level primary bedroom en suite, office w/built-ins, guest rooms & baths for all, media room w/separate game room, classic adirondack guest/pool house, in-ground heated pool, turf sports tennis/basketball/lacrosse complex, incredible gardens with mature landscaping and extensive stone work, hiking trails on 55+ acres with river frontage for kayaking and fishing.....And should you ever want to leave this magical property, it is located within minutes of fine and casual dining, skiing, zip lining, boutique shopping and a short driveto the movie theatre and berkshire cultural venues .....Perfect in every way!!!

Listed by Mary Jane White and Cortney K Dupont of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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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: 3.1% last updated on Nov 24, 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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46 Bow Wow Egremont MA 01230

Egremont, MA46 Bow Wow Rd

Price$3,900,000

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. The structure of the property is of a superior build both in terms of materials and attention to detail - the recent remodel reflects a modern luxury-minimalist esthetic.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 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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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: 3.1% last updated on Nov 24, 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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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 almost 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: 3.1% last updated on Nov 24, 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

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