Found 28 Listings

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23 Photos
CENTURY 21 HOMETOWN ASSOCIATES (PITTSFIELD)
5 Walden Ln
Berkshire - Central
Pittsfield > MA > 01201
$204,900
2 BD | 2 BA
Residential - Single Family

Create A Lifestyle of Living...Whole house living without yard work. Walking distance to Pontoosuc Lake. Master bedroom with full bath. Large open space lower level. with an extra room , just needs carpeting to finish. Trex deck overlooking rear yard.


24 Photos
GILE REAL ESTATE
303 Sanctuary Ln
Berkshire - South
Sandisfield > MA > 01255
$259,900
3 BD | 2 BA
Residential - Single Family

Lovely Contemporary in the private association of Otis Woodlands. Brand new clubhouse, tennis courts, private lake and beach, fitness center and swimming pool. Owner built home with 2x6 walls, spacious great room with brick fireplace. 2 bedrooms and bath on 2nd floor, main floor master suite with bath. Wood floors throughout, except carpeted living room. New roof in 2016 with 3'' of styrofoam insulation. Screen porch and spacious wrap around deck. Spacious family room on lower level with wet bar and wood stove. Outbuilding for wood storage. Close to all Berkshire Amenities and only 2.5 hours from NYC.


28 Photos
BERKSHIRE PROPERTY AGENTS
302 Shadow Ln
Berkshire - South
Sandisfield > MA > 01255
$285,000
3 BD | 3 BA
Residential - Single Family

Meticulous 3BR and 2.5BA home in the desirable community of Otis Woodlands with a clubhouse, gym, eight tennis courts, and a private lake with a beach. As an ''upside down'' house, one feels like they are in the treetops from the great room and master suite. Guest have their own fully above-ground floor on the first level, including two bedrooms, a family room with a wood stove, sliding doors to the patio, and a guest bath and laundry. The second floor great room has a cathedral ceiling, an open kitchen with new stainless appliances, another wood stove, multiple sliding doors to the deck and big screened porch, along with a master suite and guest powder room. With new exterior stain, a new roof and decking, this easy-care spotless home is ready to move right in to and enjoy OWL life.


36 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
178 Chippewa Dr
Berkshire - South
Becket > MA > 01223
$299,000
5 BD | 3 BA
Residential - Single Family

Picture Perfect.Fabulous custom home with total privacy in Indian Lake Estates,with tennis courts and 2 community lakes for boating,swimming and fishing.Living area with soaring ceilings,a two sided wood fireplace and lots of glass looking over a large deck and screened porch.A den,a bright spacious kitchen, dining room with gas heating stove complete the first floor. A master suite with fireplace and whirlpool bath, 2 guest bedrooms and full bath on second floor.2 more bedrooms,workshop and 2nd family room with a gas heating stove on the lower walk out level. Yard with fire-pit.Sit in the yard and listen to Sparks Creek after a rain fall.Or hike into Becket State Forest just behind the property, ensuring privacy.Short drive to Jacobs Pillow, Dream Away Lodge and all of the Berkshire magic


25 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
107 Arcadia Dr
Outside Berkshire New York
Ancram > NY > 12502
$310,000
3 BD | 3 BA
Residential - Single Family

Inventory at Long Lake is low so here is your chance to be a part of this dearly loved community. What's to love? Maintenance free living, 220 pristine acres, a lively group of community members, swimming pool, lake for boating and swimming, tennis, basketball, walking trails, close to Hillsdale and Millerton, and only 2 hours from NYC. All of this plus a beautifully designed and well maintained home with cathedral ceiling, and sublime screened porch. At this price, it's a steal.


25 Photos
LANCE VERMEULEN RE, INC
111 Blackfoot Way
Berkshire - South
Becket > MA > 01223
$319,000
3 BD | 3 BA
Residential - Single Family

This Indian Lake Contemporary features 3 bedrooms, 3 baths, open kitchen/living/dining with cathedral ceiling and wood stove, native pine flooring, and floor-to-ceiling windows to deck and private back yard with forest views. Master bedroom has en suite bath and generous walk-in closet. Enjoy boating and swimming in this beautiful lake community with private beach and tennis courts. This move-in ready home comes furnished and ready to create your fun-filled Berkshire memories!


25 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
82 Arcadia Dr
Outside Berkshire New York
Ancram > NY > 12502
$330,000
3 BD | 3 BA
Residential - Single Family

What sets this Long Lake property apart from the rest, you ask? Privacy, peace and quiet, and superior finishes. Unlike the others, 82 Arcadia is situated in a stunning woodland setting with no other properties in sight. This allows you to enjoy all the activities and benefits of the Long Lake community without being hemmed in. In other words, you have the best of all worlds: a private-house feel with white-glove property management. With the many services that Long Lake provides, your home will be turn key and care free, just as a second home should be. The many upgrades have successfully created a serene, relaxing, stylish atmosphere. And with less than a two-hour drive from NYC, and twenty minutes to the train, it will be hard to find an easier alternative to owning a second home.


32 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
96 Arcadia Dr
Outside Berkshire New York
Ancram > NY > 12502
$345,000
3 BD | 3 BA
Residential - Single Family

Pristine, light and bright, extremely well cared for three bedroom three bath Long Lake home. Owning a second home just got a whole lot easier. When you purchase at beautiful, serene, Long Lake you will actually have your weekends free to explore and enjoy all that the Hudson Valley and Berkshires have to offer because the lion's share of the exterior maintenance will be taken care of. This meticulous home will make moving in a breeze as well. Conveniently located between Hillsdale and Millerton and only a 2 hour drive from NYC. Once you arrive all you will need to do is just sit back and relax and enjoy the water view from your lofty, peaceful screened porch. Community pool, tennis courts, beach, and kayaks are all at your disposal. Now this is what owning a second home is all about.


32 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
80 Harrington Rd
Berkshire - South
Otis > MA > 01253
$359,000
4 BD | 3 BA
Residential - Single Family

Immaculate 3-level Contemporary privately on 4.42 acres in Harrington Rd. Assoc.,only a few miles from Monterey & within an easy drive from Great Barrington,Lee,Stockbridge & Lenox. There are 4 bedrooms & 3 full baths,plenty of space for family and friends & the heated swimming pool & tennis court are located only a stone-throw from the house. The Main level offers an open plan living w/cathedral ceiling, wall of windows FP w/pellet stove insert together with a spacious kitchen, dining area,first floor bedroom,full bath,screened-in porch & large deck. Spacious Master Suite w/cathedral ceiling is on the Upper Level and the Lower, walk-out Level offers large Family Room w/pair of sliders,2 cute Guest Bedrooms,full Bath,Laundry room & plenty of storage space.Low Property Taxes. Easy to show.


30 Photos
REAL LIVING REALTY PROFESSIONALS
204 Chippewa Dr
Berkshire - South
Becket > MA > 01223
$369,000
4 BD | 4 BA
Residential - Single Family

The perfect country getaway! The time to relax is now! Start the morning from your screened porch watching the hummingbirds collect the sweet nectar from the beautiful flower gardens. Sit on the deck and enjoy the Becket state forest within view and enjoy a day hike right from your door. The next step in the afternoon can easily be a 7 minute ride to Jacobs Pillow. This low, easy maintenance home is the key to enjoy Berkshire country living. Perhaps a game of tennis or a paddle on the Lake? Right at your fingertips! Come and enjoy the Berkshires!


25 Photos
COHEN & WHITE ASSOCIATES
308 Shadow Ln
Berkshire - South
Sandisfield > MA > 01255
$369,000
4 BD | 3 BA
Residential - Single Family

OTIS WOODLANDS SPLENDOR!THIS BEAUTIFULLY MAINTAINED COUNTRY HOME W/OPEN PLAN MAIN FLOOR, 4 BEDROOMS, 3 BATHROOMS, TWO WOOD STOVES,FOUR SEASON HEATED SUN ROOM, LARGE LOWER LEVEL FAMILY ROOM AND WARM KNOTTY PINE INTERIOR MAKE FOR A PERFECT FAMILY GETAWAY. ENJOY OWL'S OWN WONDERFUL LAKE, CLUBHOUSE, POOL AND TENNIS COURT. CLOSE TO ALL BERKSHIRE ATTRACTIONS!


35 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
134 Arcadia Dr
Outside Berkshire New York
Ancram > NY > 12502
$425,000
3 BD | 3 BA
Residential - Single Family

This beautifully cared for, waterfront property at Long Lake creates the perfect setting for a carefree second home. Launch your kayak, take a dip in the lake, ride your bike to the pool, or enjoy the sublime screened porch with a good book or a meal with friends. The first floor master suit with water views, a Jacuzzi in the courtyard, and wood burning fireplace are just a few of the extras. Owning a second home at Long Lake is hassle free because the association takes care of your exterior maintenance and much more. Close to Hillsdale, Millerton, and Metro North. 30 min to Hudson. Both the Hudson Valley and the Berkshires will be your playground.


34 Photos
BARNBROOK REALTY, INC.
309 Harrington Rd
Berkshire - South
Otis > MA > 01253
$425,000
3 BD | 3 BA
Residential - Single Family

Impeccably maintained home filled with natural light and easterly views. The spacious open floor plan provides good flow for every day living or entertaining.The spacious kitchen flows right into the great room. Light a cozy fire in one of two wood burning fireplaces. The first floor master is privately situated along with the master bath with jet tub. Downstairs you have a large family room with 2 more bedrooms and a full bath.This private community provides access to a heated in ground pool along with a tennis court. Convenient to all Berkshire amenities. Close to Skiing, Jacobs Pillow, and Tanglewood


27 Photos
BROCKMAN REAL ESTATE, LLC
117 Beartown Mountain Rd
Berkshire - South
Monterey > MA > 01245
$425,000
3 BD | 2 BA
Residential - Single Family

Originally built as a one-room schoolhouse , located in the old Monterey center, this historic site is now a charming 3 bedroom home on a corner lot, surrounded by 1,200 pristine acres of Beartown State Forest. Original architectural details include exposed post and beam construction and plaster throughout, as well as two working wood stoves (one in the master bedroom). The living room opens to a dining room and kitchen, with generous sliding doors to a screened-in front porch, as well as a stone patio in the back. The property features established perennial gardens and also hosts a small former ice house that now offers added storage. The house also comes with 1/6th ownership in a nearby tennis court. Hiking, biking, wilderness exploring, and beautiful Lake Garfield all within 1 mile


26 Photos
STONE HOUSE PROPERTIES, LLC
100 Temple Hill Rd
Outside Berkshire New York
New Lebanon > NY > 12125
$749,000
4 BD | 4 BA
Residential - Single Family

Enjoy an elegantly casual lifestyle in this beautiful custom built contemporary home located in New Lebanon. It is situated high in the hills, surrounded by natural open space to take in the mountain views. This home features an open floor plan that flows from the welcoming foyer to the living room with a wall of windows showcasing the stunning mountain views. Light fills the space even on the cloudiest of days. The kitchen has clean lines and has granite countertops and high-end Kitchen Aid appliances. A truly exceptional master suite has a private gym, dressing room, a beautiful six piece master bath. An adjacent studio is just waiting for your imagination. There is ample room for family and guests in this four bedroom /four bath retreat. An exceptional value waiting for its new owners.


48 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
215 Long Pond Rd
Berkshire - South
Great Barrington > MA > 01230
$774,000
6 BD | 4 BA
Residential - Single Family

*Price Change* Rare opportunity to own the historic ''Beasley'' house in the heart of the Berkshires. 7+ acres, In-Ground Pool & Tennis Court. Restored Farmhouse with modern amenities. 6 Bedrooms, 4 Baths, includes Apartment with Private Entry. Field Stone Fireplace, Large Screen porch. Bucolic grounds, out buildings, large shade trees.Close to all Berkshire Attractions.Room for everyone, steps to everywhere. A true gem!


47 Photos
STONE HOUSE PROPERTIES, LLC
217 Osceola Rd
Berkshire - Central
Richmond > MA > 01254
$975,000
5 BD | 5 BA
Residential - Single Family

Two wonderful homes to enjoy sited on an extraordinary 3.48 acre parcel surrounded by conservation land and boasting fabulous year round mountain views. The recently constructed Bunkhouse, designed by Architect Dana Bixby, is stunning w/ its vaulted wood ceilings, loads of natural light, expansive views, and open floor plan. The first floor bedroom and bath is both practical and chic, and the second floor master suite offers a private retreat. Enjoy your morning coffee on the patio and take in the breath taking vistas. Follow the covered walkway to a classic and tastefully updated NE Farmhouse with eat in kitchen, 2.5 bathrooms, fireplaced living room, formal dining room, family room, and 3 bedrooms. Two original rustic barns/outbuildings complete the traditional country feel.


43 Photos
STONE HOUSE PROPERTIES, LLC
27 Stevens Lake Rd
Berkshire - South
Monterey > MA > 01245
$1,299,500
5 BD | 5 BA
Residential - Single Family

STEVEN'S LAKE WATERFRONT! Perched on a knoll overlooking a serene body of water, this beautifully appointed home has commanding views of nature at its best! Offering 5 + bedrooms, 5 baths, dramatic great room with vaulted ceiling and stone fireplace, renovated kitchen, all orientated to a wraparound deck and an inviting screen porch. The lower level offers a spacious family room. HV/AC have been updated. Steven's Lake is a private community and a non motor boat lake with tennis court and is located 10 minutes from downtown Great Barrington.


58 Photos
COHEN & WHITE ASSOCIATES
265 East St
Berkshire - South
Lenox > MA > 01240
$1,395,000
4 BD | 4 BA
Residential - Single Family

East Elm Farm located in Lenox just minutes from the village & Tanglewood. This circa 1800's historic colonial has been meticulously renovated for today's lifestyle while retaining classic architectural detail. This special offering has it all...renovated 2 bedroom guest cottage, completely restored barn, in-ground pool & clay tennis court, stone walls & stunning perennial gardens on 5 + acres of privacy & mature trees and much much more...


16 Photos
SUMMIT REALTY
25 Cooper Creek Rd
Berkshire - South
Tyringham > MA > 01264
$1,425,000
4 BD | 3 BA
Residential - Single Family

Exclusive Goose Pond Waterfront Home!!4100+ square feet of finished and unfinished living space overlooking the water and spectacular Berkshire mountain views. 158 feet waterfront 2352 square feet finished space 1757 square feet unfinished. Finished side has 3-bedrooms, 3-full baths, large cathedral great room, solarium, large 2nd story deck off kitchen, stone fireplace w/insert, screened in porch, mud room w/WD, finished walk out basement, boat storage room & large water front deck. Unfinished side is pre-framed and plumbed for 3-bed, 2-baths & great room.Large 2-car attached garage. Septic updated & expanded in 2001. Access to association owned private tennis court just a short walk from house. Your opportunity for lakeside living in the Berkshires!

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