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Berkshire County MA Homes for Sale with Pool

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  • 21 Stockbridge Rd, West Stockbridge, MA 01266
    21 Stockbridge Rd, West Stockbridge, MA 01266
    21 Stockbridge Rd, West Stockbridge, MA 01266
    /58

    $1,795,000

    • 6 Beds
    • 3.5 Baths
    • 3,905 Sq Ft

    21 Stockbridge Rd, West Stockbridge, MA 01266

    Tucked away on a private 2.35-acre knoll, this beautifully updated residence offers a rare blend of antique charm and modern ease in one of the Berkshires' most sought-after villages. With six generously sized bedrooms, a chef's kitchen designed for entertaining, and multiple inviting living spaces with fireplaces, the home is ideal for gatherings or quiet retreats alike. A stunning contemporary

    Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    21 Stockbridge Rd, West Stockbridge, MA 01266
  • 424 N Hemlock Ln, Williamstown, MA 01267
    424 N Hemlock Ln, Williamstown, MA 01267
    424 N Hemlock Ln, Williamstown, MA 01267
    /38

    $825,000

    • 3 Beds
    • 3 Baths
    • 2,073 Sq Ft

    424 N Hemlock Ln, Williamstown, MA 01267

    If your taste leans toward classic contemporary spaces and crisp design details, you won't find much to compare in Williamstown to this completely renovated condominium in the sought-after North Hemlock Brook complex. The gallery-like renovation of this dramatic 2,073 SF condominium includes three en-suite bedrooms, featuring the finest materials, fixtures, and appliances for the most discerning

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    424 N Hemlock Ln, Williamstown, MA 01267
  • 124 Red Barn Rd, Dalton, MA 01226
    124 Red Barn Rd, Dalton, MA 01226
    124 Red Barn Rd, Dalton, MA 01226
    /49

    $650,000

    • 3 Beds
    • 2 Baths
    • 2,256 Sq Ft

    124 Red Barn Rd, Dalton, MA 01226

    Beautifully kept free standing condo in popular Silver Maple Farm. Spacious 3BR/2B single level home with large, sunny great room, roomy master suite, kitchen with tons of oak cabinets and plenty of counter space. Sunny breakfast nook adjoins the kitchen. Two guest bedrooms and bath nicely separated from the primary suite. Gas fireplace in the living room, beautiful 4 season sunroom with distant

    Jeff Wilkinson STONE HOUSE PROPERTIES, LLC

    124 Red Barn Rd, Dalton, MA 01226
  • 123 Chestnut St, Williamstown, MA 01267
    123 Chestnut St, Williamstown, MA 01267
    123 Chestnut St, Williamstown, MA 01267
    /72

    $1,950,000

    • 4 Beds
    • 7 Baths
    • 7,289 Sq Ft

    123 Chestnut St, Williamstown, MA 01267

    Nestled in the heart of picturesque Berkshires, this extraordinary multi-tiered home offers panoramic views of the majestic mountains and iconic Williams College, Designed by Chad Floyd of Centerbrook architects and built by Joe Reed in 2004, this architectural masterpiece seamlessly blends luxury, functionality, and natural beauty. Boasting 4 spacious bedrooms and six beautifully appointed

    Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

    123 Chestnut St, Williamstown, MA 01267
  • 127 Alpine Trail, Pittsfield, MA 01201
    127 Alpine Trail, Pittsfield, MA 01201
    127 Alpine Trail, Pittsfield, MA 01201
    /54

    $939,000

    • 5 Beds
    • 4.5 Baths
    • 3,700 Sq Ft

    127 Alpine Trail, Pittsfield, MA 01201

    This unit is absolutely stunning! It has breathtaking views of the mountains and spacious open common areas filled with natural light. The main Great room has soaring ceilings, a cozy gas fireplace, wood floors, and direct access to your private screened porch and deck. The kitchen, dining area, and first-floor primary en-suite are all open and inviting. Additionally, there is a main level

    Cortney Dupont COHEN & WHITE ASSOCIATES

    127 Alpine Trail, Pittsfield, MA 01201
  • 76 Lenox Rd, West Stockbridge, MA 01266
    76 Lenox Rd, West Stockbridge, MA 01266
    76 Lenox Rd, West Stockbridge, MA 01266
    /61

    $1,950,000

    • 6 Beds
    • 6.5 Baths
    • 5,115 Sq Ft

    76 Lenox Rd, West Stockbridge, MA 01266

    New World meets Old in this impeccably designed and elegant French Country inspired estate nestled perfectly on the hillside, affording gorgeous westerly mountain and sunset views. Situated on 3.76 acres, the home offers ample privacy, yet it is just a stone's throw from Tanglewood and downtown Lenox and West Stockbridge. Designed for hosting extended family and friends, it offers generously

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    76 Lenox Rd, West Stockbridge, MA 01266
  • 15 East St, Stockbridge, MA 01262
    15 East St, Stockbridge, MA 01262
    15 East St, Stockbridge, MA 01262
    /16

    $1,800,000

    • 40 Beds
    • 20 Baths
    • 30,000 Sq Ft

    15 East St, Stockbridge, MA 01262

    Located in a Sngle Family zoned area on a desirablle, private parcel consisting of nine total buildings with an in-ground pool amongst other amenities. Property is available for sale, lease or equity investment by new partners. This is an amazing property on the border of Stockbridge and Lenox with close proximity to Albany / Hartford / I-91. Many opportunities for possible hotel, B&B, family

    15 East St, Stockbridge, MA 01262
  • 593 Lakeway Dr, Pittsfield, MA 01201
    593 Lakeway Dr, Pittsfield, MA 01201
    593 Lakeway Dr, Pittsfield, MA 01201
    /82

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 3,043 Sq Ft

    593 Lakeway Dr, Pittsfield, MA 01201

    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

    Janet Benoit MOCKINGBIRD REAL ESTATE

    593 Lakeway Dr, Pittsfield, MA 01201
  • 97 Brush Hill Rd, Great Barrington, MA 01230
    97 Brush Hill Rd, Great Barrington, MA 01230
    97 Brush Hill Rd, Great Barrington, MA 01230
    /20

    $1,229,000

    • 4 Beds
    • 4 Baths
    • 2,322 Sq Ft

    97 Brush Hill Rd, Great Barrington, MA 01230

    Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    97 Brush Hill Rd, Great Barrington, MA 01230
  • 165 Pine Cone Ln, Hinsdale, MA 01235
    165 Pine Cone Ln, Hinsdale, MA 01235
    165 Pine Cone Ln, Hinsdale, MA 01235
    /45

    $499,900

    • 4 Beds
    • 3 Baths
    • 3,608 Sq Ft

    165 Pine Cone Ln, Hinsdale, MA 01235

    Set on the shores of the beautiful Ashmere Lake , this pristine condo is ready for you to move right in! This wonderfully maintained home offers 4 bedrooms & 3 bathrooms, a spacious screened in porch, two car oversized garage, finished basement amongst many others. As you walk in you are greeted by the high ceilings, and an open concept first floor. Floor to ceiling cabinets in the kitchen, first

    Doug Collins LAMACCHIA REALTY, INC

    165 Pine Cone Ln, Hinsdale, MA 01235
  • 19 Lynne Ct, Lanesborough, MA 01237
    19 Lynne Ct, Lanesborough, MA 01237
    19 Lynne Ct, Lanesborough, MA 01237
    /66

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 4,320 Sq Ft

    19 Lynne Ct, Lanesborough, MA 01237

    PRICE IMPROVEMENT! Welcome to your dream oasis! Nestled at the end of a tranquil cul-de-sac, this sprawling home offers everything you have been searching for! This gorgeous upscale property boasts breathtaking gardens, mountain views and a serene creek that creates a private retreat like no other. Enjoy summer days lounging by the sparkling built-in swimming pool and chilly fall evenings

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    19 Lynne Ct, Lanesborough, MA 01237
  • 311 Woodmere Rd, Becket, MA 01223
    311 Woodmere Rd, Becket, MA 01223
    311 Woodmere Rd, Becket, MA 01223
    /38

    $1,250,000

    • 4 Beds
    • 4 Baths
    • 3,775 Sq Ft

    311 Woodmere Rd, Becket, MA 01223

    Discover your dream home in the desirable Becket Woods community! This stunning, recently renovated property offers three spacious levels of living, featuring abundant natural light from skylights and impressive vaulted ceilings. Enjoy cozy evenings by the fireplace in the living room or unwind in the generous first-floor primary suite with ensuite bathroom and soaking tub. With over 3,700 square

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    311 Woodmere Rd, Becket, MA 01223
  • 37 Corey Rd Unit 862, Hancock, MA 01237
    37 Corey Rd Unit 862, Hancock, MA 01237
    37 Corey Rd Unit 862, Hancock, MA 01237
    /27

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,130 Sq Ft

    37 Corey Rd Unit 862, Hancock, MA 01237

    Looking for a corner unit at JJ's lodge? This 3 bedroom 2 full bath unit is literally steps away from the private locker room and walk out to the Berkshire Express. Beautiful distant Mountain vistas and views of the bunny hill where you can watch your kids learn how to ski and snowboard all from your private balcony! Multiple beds for family and friends. The unit has central AC and Heating with

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 862, Hancock, MA 01237
  • 1669 Silver St, Sheffield, MA 01257
    1669 Silver St, Sheffield, MA 01257
    1669 Silver St, Sheffield, MA 01257
    /39

    $1,495,000

    • 4 Beds
    • 5 Baths
    • 3,528 Sq Ft

    1669 Silver St, Sheffield, MA 01257

    Experience breathtaking panoramic vistas over protected land from every angle in this renovated Classic American Farmhouse. Nestled on two parcels, this residence boasts a pool, a detached garage, and gracious proportions throughout. Relax in the majestic long-range mountain vistas. The house is perfectly positioned to experience both sunrise and sunset views.Step inside to discover an

    Elyse Morris ELYSE HARNEY REAL ESTATE

    1669 Silver St, Sheffield, MA 01257
  • 880 East St Unit 16D, Lee, MA 01238
    880 East St Unit 16D, Lee, MA 01238
    880 East St Unit 16D, Lee, MA 01238
    /36

    $549,900

    • 3 Beds
    • 3 Baths
    • 2,087 Sq Ft

    880 East St Unit 16D, Lee, MA 01238

    A Dream retreat tucked away in Lee at the Village at October Mountain! This charming end unit condo boasts 3 bedrooms, 3 bathrooms, and an array of modern amenities and modern design for comfort, relaxation and style. New Wood floors lead you through the open-concept living space, that is flooded with natural light. The kitchen features granite countertops, sleek stainless appliances, and

    Jason Nocher NOCHER REALTY

    880 East St Unit 16D, Lee, MA 01238
  • 32 Farnsworth Terrace, Pittsfield, MA 01201
    32 Farnsworth Terrace, Pittsfield, MA 01201
    32 Farnsworth Terrace, Pittsfield, MA 01201
    /23

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,448 Sq Ft

    32 Farnsworth Terrace, Pittsfield, MA 01201

    COMING SOON > Showings begin 5/1/25. Situated on a non-through street in convenient Alendale area of Pittsfield, this adorable ranch home offers single level living & spacious living room. Updated eat-in kitchen boasts ample cabinets. Featuring wood floors, partly finished basement, enclosed side porch, 1 car detached garage with attached screen room & above ground pool for your summer

    Nadine Hiser KRG - Key Realty Group

    32 Farnsworth Terrace, Pittsfield, MA 01201
  • 270 Hillsdale Rd, Great Barrington, MA 01230
    270 Hillsdale Rd, Great Barrington, MA 01230
    270 Hillsdale Rd, Great Barrington, MA 01230
    /39

    $979,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,472 Sq Ft

    270 Hillsdale Rd, Great Barrington, MA 01230

    This beautifully renovated former Stage Coach stop blends modern comfort with historic charm. Inside, you'll find an updated, open kitchen and dining area, perfect for entertaining. There is a screened porch for dining al fresco. The living room features a stunning stone fireplace and sun-filled windows. A 1st floor guest suite offers a kitchenette, full bath, and gas fireplace. Upstairs, the

    Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    270 Hillsdale Rd, Great Barrington, MA 01230
  • 16 East Rd, Adams, MA 01220
    16 East Rd, Adams, MA 01220
    16 East Rd, Adams, MA 01220
    /36

    $499,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    16 East Rd, Adams, MA 01220

    OPEN HOUSE! Saturday, May 3rd 11am-1pm.Your dream home awaits! This meticulously cared-for residence offers move-in-ready living with something for everyone. The downstairs flows beautifully, ideal for gatherings, and boasts a stunning formal dining space, along with a convenient first-floor half bath & laundry. The large open kitchen features beautiful granite countertops. As you explore, notice

    Shannon Regan KRG - Key Realty Group

    16 East Rd, Adams, MA 01220
  • 37 Corey Rd Unit 826, Hancock, MA 01237
    37 Corey Rd Unit 826, Hancock, MA 01237
    37 Corey Rd Unit 826, Hancock, MA 01237
    /23

    $299,990

    • 1 Bed
    • 1 Bath
    • 655 Sq Ft

    37 Corey Rd Unit 826, Hancock, MA 01237

    NEW TO THE MARKET!!! An affordable condo in Village Center...1 bed 1 full bath with a loft. Ski locker and private parking space included. Just walk off the slopes to your condo. Grab and bite to eat...check some TV...warm up with your wood burning fireplace. Park your car and leave it for the weekend. This one will not last long. Owner has made numerous upgrades. Call today!

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 826, Hancock, MA 01237
  • 15 Randall St, Adams, MA 01220
    15 Randall St, Adams, MA 01220
    15 Randall St, Adams, MA 01220
    /24

    $349,900 Open Sat 4:30PM - 6PM

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    15 Randall St, Adams, MA 01220

    Welcome to your move-in ready charming, spacious Colonial offering possibility of 5 bedrooms & 2 baths. A new roof & heating system provide peace of mind. The home includes a sun-filled, amazing kitchen with plenty of cabinetry and space to gather. The living room is warm and welcoming. There's a full bath and a possible bedroom on the main floor. Upstairs, you'll find three comfortable bedrooms

    Cheryl Ryan BISHOP WEST REAL ESTATE

    15 Randall St, Adams, MA 01220
  • 178 Harryel St, Pittsfield, MA 01201
    178 Harryel St, Pittsfield, MA 01201
    178 Harryel St, Pittsfield, MA 01201
    /64

    $479,900

    • 5 Beds
    • 3 Baths
    • 1,824 Sq Ft

    178 Harryel St, Pittsfield, MA 01201

    MOVE IN READY 5-bedroom, 3 bath home in Southeast Pittsfield! This beautiful home has hardwoods throughout, newly renovated bathrooms, a massive primary suite with a walk-in closet & bath with a glass shower door. There is a partially finished basement with new carpet. An oversized garage with fenced in back yard. There are many updates throughout the home including a new oil tank (2024),

    Anthony Riello LAMACCHIA REALTY, INC

    178 Harryel St, Pittsfield, MA 01201
  • 9253 Mountainside Dr, Hancock, MA 01237
    9253 Mountainside Dr, Hancock, MA 01237
    9253 Mountainside Dr, Hancock, MA 01237
    /24

    $540,000

    • 3 Beds
    • 2.5 Baths
    • 1,666 Sq Ft

    9253 Mountainside Dr, Hancock, MA 01237

    Featured in The Boston Globe's ''8 Homes in the Berkshires for Your Ideal Winter Getaway'' -- this updated and move-in ready condo at Jiminy Peak is the ultimate four-season escape. Whether you're looking for a full-time home, weekend retreat, or high-performing rental, this property checks every box. Set along the slopes of Jiminy Peak Mountain Resort, this spacious unit offers easy access to

    THE KAHN TEAM BISHOP WEST REAL ESTATE

    9253 Mountainside Dr, Hancock, MA 01237
  • 979 West St, Pittsfield, MA 01201
    979 West St, Pittsfield, MA 01201
    979 West St, Pittsfield, MA 01201
    /68

    $874,900

    • 4 Beds
    • 3.5 Baths
    • 2,880 Sq Ft

    979 West St, Pittsfield, MA 01201

    An incredible find in the Berkshires and this market. Enjoy a spacious cape style home with 3 spacious bedrooms and 2.5 baths with all the comforts and charm you would wish for. Fireplaced living room and spacious dining room facing south filling with natural light. Breakfast nook or den next to kitchen. Sweet eat-in kitchen with farmstyle hightop table decor and Kraftmaid quality cabinetry

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    979 West St, Pittsfield, MA 01201
  • 7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240
    7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240
    7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240
    /43

    $387,900

    • 3 Beds
    • 3 Baths
    • 1,742 Sq Ft

    7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240

    There are only a handful of the Tanglewood units in this 108 unit condo community! This one's a beauty! In addition to an extra room in the living area (used as formal dining or spacious den/home office), this unit also features a fully finished walk-out lower level with additional bedroom/full bath! Light-filled unit with large rear deck overlooking the October Mountains, this corner unit

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240
  • 180 W Center Rd, West Stockbridge, MA 01266
    180 W Center Rd, West Stockbridge, MA 01266
    180 W Center Rd, West Stockbridge, MA 01266
    /57

    $2,950,000

    • 5 Beds
    • 4.5 Baths
    • 4,468 Sq Ft

    180 W Center Rd, West Stockbridge, MA 01266

    Experience serene living at the end of a picturesque tree-lined driveway in a secluded family estate in the heart of West Stockbridge. Crafted as a berm home artfully built into the rolling hillside, this turnkey residence glows with natural light in its park-like setting. Ideal for both grand entertaining and quiet retreats, the multi-level home features over five bedrooms or flexible sleeping

    Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    180 W Center Rd, West Stockbridge, MA 01266
  • 8 Rolling Hills Unit 9, Lenox, MA 01240
    8 Rolling Hills Unit 9, Lenox, MA 01240
    8 Rolling Hills Unit 9, Lenox, MA 01240
    /28

    $260,000

    • 3 Beds
    • 3 Baths
    • 1,552 Sq Ft

    8 Rolling Hills Unit 9, Lenox, MA 01240

    Welcome to The Rolling Hills Townhouse Community in the glorious town of Lenox, Mass. The facility boasts the finest of amenities including a fully equipped clubhouse, fitness center, pool, tennis, community gardens and walking trails for you and your furry friends. Only minutes from downtown fine restaurants, shopping , Shakespeare&Company and Tanglewood. The school system is one of the most

    Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    8 Rolling Hills Unit 9, Lenox, MA 01240
  • 140 Pine Cone Ln, Hinsdale, MA 01235
    140 Pine Cone Ln, Hinsdale, MA 01235
    140 Pine Cone Ln, Hinsdale, MA 01235
    /23

    $510,000

    • 4 Beds
    • 3 Baths
    • 3,576 Sq Ft

    140 Pine Cone Ln, Hinsdale, MA 01235

    Experience the best of lakeside living in this beautifully maintained 4-bedroom, 3-bath home on Ashmere Lake! The inviting fireplaced great room flows into a dining area and a galley kitchen with a breakfast nook, while a spacious screened-in porch offers the perfect spot to relax. The finished lower level expands your living space with a bedroom, bath, family room, wet bar, and a full walkout.

    Elisha Poirier STONE HOUSE PROPERTIES, LLC

    140 Pine Cone Ln, Hinsdale, MA 01235
  • 105 Harrington Rd, Otis, MA 01253
    105 Harrington Rd, Otis, MA 01253
    105 Harrington Rd, Otis, MA 01253
    /68

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 3,204 Sq Ft

    105 Harrington Rd, Otis, MA 01253

    Nestled on over 7 acres of serene,wooded privacy,this meticulously maintained home offers the perfect blend of rustic charm & modern elegance.Located in the highly sought-after community of Harrington Woods, this property provides a peaceful country setting w/ access to community amenities,including a pool & tennis/pickle ball courts.Inside,the home boasts an open floor plan w/soaring

    Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

    105 Harrington Rd, Otis, MA 01253
  • 792 Middle Rd, Clarksburg, MA 01247
    792 Middle Rd, Clarksburg, MA 01247
    792 Middle Rd, Clarksburg, MA 01247
    /40

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,740 Sq Ft

    792 Middle Rd, Clarksburg, MA 01247

    Welcome home to this spacious Ranch/Rambler home with 4 bedrooms and two full bathrooms. Vaulted ceiling in the living room. The floor plan conveniently flows well through the kitchen and dining room. The kitchen has a penincela with seating. Off the dining room is a slider out to the large deck that also connects to the swimming pool. The lower level has a bonus/family room with a bar. Two car

    Michael Hernandez 360BERKSHIRE REALTY GROUP

    792 Middle Rd, Clarksburg, MA 01247
  • 300 Alcott Rd, Great Barrington, MA 01230
    300 Alcott Rd, Great Barrington, MA 01230
    300 Alcott Rd, Great Barrington, MA 01230
    /69

    $2,750,000

    • 7 Beds
    • 6 Baths
    • 7,008 Sq Ft

    300 Alcott Rd, Great Barrington, MA 01230

    Great Barrington Compound! Custom built salt box home situated the end of a town dirt road on 32 acres. Bear Town State Forest abuts the property. Heated gunite pool and stunning view of Monument Mountain. Enjoy established gardens including an apple orchard, lilies, peonies, etc. Main house with living room, library, dining room, eat in kitchen, laundry, two powder rooms, attached two car

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    300 Alcott Rd, Great Barrington, MA 01230
  • 1 Devon Rd, Stockbridge, MA 01262
    1 Devon Rd, Stockbridge, MA 01262
    1 Devon Rd, Stockbridge, MA 01262
    /84

    $2,500,000

    • 6 Beds
    • 5.5 Baths
    • 4,952 Sq Ft

    1 Devon Rd, Stockbridge, MA 01262

    Unbelievable transformation. You won't want to miss this opportunity. Stunning interior decorating for this Historic General Williams House circa 1795 Lovingly restored and improved with 6 inviting bedrooms, 5.5 updated bathrooms, 6 gorgeous woodburning fireplaces, two full kitchens.: Historic General Williams House circa 1795. This exquisite home has been restored and updated. Featuring 6

    Penney Cardonnel SIGNATURE ASSOCIATES

    1 Devon Rd, Stockbridge, MA 01262
  • 113 Brush Hill Rd, Great Barrington, MA 01230
    113 Brush Hill Rd, Great Barrington, MA 01230
    113 Brush Hill Rd, Great Barrington, MA 01230
    /68

    $4,290,000

    • 4 Beds
    • 4.5 Baths
    • 5,800 Sq Ft

    113 Brush Hill Rd, Great Barrington, MA 01230

    THE GOAT......This exceptional Berkshire minimalistic sensation has been architecturally designed to maximize the open floor plan concept while being mindful of private work/play spaces. A showpiece with 12+ acres of privacy surrounds you while the panoramic western views in every season bring you peace and calmness. The walls of glass integrate nature and the tranquil spellbinding views with

    Mary Jane White COHEN & WHITE ASSOCIATES

    113 Brush Hill Rd, Great Barrington, MA 01230
  • 305 Shadow Ln, Sandisfield, MA 01255
    305 Shadow Ln, Sandisfield, MA 01255
    305 Shadow Ln, Sandisfield, MA 01255
    /44

    $595,000

    • 3 Beds
    • 3 Baths
    • 1,864 Sq Ft

    305 Shadow Ln, Sandisfield, MA 01255

    This beautiful 3-bed, 3-bath contemporary home in the Otis Wood Lands offers modern comforts in a serene setting. This property boasts a screen porch, sun deck, and 2 wood burning fireplaces! The sunlit great room, with floor-to-ceiling windows, is perfect for entertaining with it's open concept living room, dining room, and kitchen area. The primary suite features a wood burning fireplace,

    Sarah Dixon LANCE VERMEULEN RE, INC

    305 Shadow Ln, Sandisfield, MA 01255
  • 165 Pine Cone Ln Unit 33, Hinsdale, MA 01235
    165 Pine Cone Ln Unit 33, Hinsdale, MA 01235
    165 Pine Cone Ln Unit 33, Hinsdale, MA 01235
    /42

    $499,900

    • 4 Beds
    • 3 Baths
    • 3,608 Sq Ft

    165 Pine Cone Ln Unit 33, Hinsdale, MA 01235

    Set on the shores of the beautiful Ashmere Lake this pristine condo is ready for you to move right in! This wonderfully maintained home offers 4 bedrooms & 3 bathrooms, a spacious screend in porch, two car oversized garage, finished basement amongst many others. As you walk in you are greeted by the high ceilings, and an open concept first floor. Floor to ceiling cabinets in the kitchen, first

    Doug Collins Lamacchia Realty, Inc.

    165 Pine Cone Ln Unit 33, Hinsdale, MA 01235
  • 165 Pine Cone Ln, Hinsdale, MA 01235
    165 Pine Cone Ln, Hinsdale, MA 01235
    165 Pine Cone Ln, Hinsdale, MA 01235
    /45

    $499,900

    • 4 Beds
    • 3 Baths
    • 3,608 Sq Ft

    165 Pine Cone Ln, Hinsdale, MA 01235

    Set on the shores of the beautiful Ashmere Lake this pristine condo is ready for you to move right in! This wonderfully maintained home offers 4 bedrooms & 3 bathrooms, a spacious screend in porch, two car oversized garage, finished basement amongst many others. As you walk in you are greeted by the high ceilings, and an open concept first floor. Floor to ceiling cabinets in the kitchen, first

    Doug Collins LAMACCHIA REALTY, INC

    165 Pine Cone Ln, Hinsdale, MA 01235
  • 12 Alpine Trail, Pittsfield, MA 01201
    12 Alpine Trail, Pittsfield, MA 01201
    12 Alpine Trail, Pittsfield, MA 01201
    /46

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,381 Sq Ft

    12 Alpine Trail, Pittsfield, MA 01201

    This well-maintained end-unit condo in the Pines at Bousquet offers 2,381 sq ft and seamlessly blends comfort and style. It features 3 bedrooms and 2.5 bathrooms, including a 1st-floor primary ensuite. The spacious layout boasts vaulted ceilings that fill the space with natural light, complemented by beautiful hardwood floors and an outdoor deck. Additionally, there is a cozy interior balcony and

    Marc Bellora LAMACCHIA REALTY, INC

    12 Alpine Trail, Pittsfield, MA 01201
  • 54 Egremont Plain Rd, Great Barrington, MA 01230
    54 Egremont Plain Rd, Great Barrington, MA 01230
    54 Egremont Plain Rd, Great Barrington, MA 01230
    /27

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    54 Egremont Plain Rd, Great Barrington, MA 01230

    Great New England farmhouse with really nice views. Common rooms are amply sized and the kitchen great room is perfect for many different activities. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many extras - structural renovations in 2004, central air, in line generator, in ground pool, screened porch and so much charm. Nice 3.89 acre parcel with detached

    Katie Williams STONE HOUSE PROPERTIES, LLC

    54 Egremont Plain Rd, Great Barrington, MA 01230
  • 390 Tamaridge Rd, Great Barrington, MA 01230
    390 Tamaridge Rd, Great Barrington, MA 01230
    390 Tamaridge Rd, Great Barrington, MA 01230
    /31

    $5,995,000

    • 5 Beds
    • 6.5 Baths
    • 5,890 Sq Ft

    390 Tamaridge Rd, Great Barrington, MA 01230

    STUNNING LONG VIEWS, RARE 330+ ACRE PARCEL, ABUTS CONSERVATION LAND! Total seclusion and privacy, bucolic countryside with some open meadows and wooded hillside. Once a grand Berkshire estate, the property is comprised of the main Tudor style residence with indoor pool, shingled barn, Dutch colonial multi family dwelling, a guest house & several smaller sheds and workshop. The buildings are all

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    390 Tamaridge Rd, Great Barrington, MA 01230
  • 56 Crooked Hill Rd, Great Barrington, MA 01230
    56 Crooked Hill Rd, Great Barrington, MA 01230
    56 Crooked Hill Rd, Great Barrington, MA 01230
    /47

    $3,295,000

    • 5 Beds
    • 4.5 Baths
    • 5,238 Sq Ft

    56 Crooked Hill Rd, Great Barrington, MA 01230

    Alford Stunner! Exceptionally Designed Turnkey Home with Mountain Views!Completed in 2006, this 5200+ sq ft architect-designed home comes to the market for the first time. Meticulously curated materials, interior designer finishes, and a high-end build culminate in this showpiece home on 19.3 acres, with gunite pool and pool house.Upon entry, this home exudes warmth, style, and comfort - the

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    56 Crooked Hill Rd, Great Barrington, MA 01230
  • 37 Corey Rd Unit 844, Hancock, MA 01237
    37 Corey Rd Unit 844, Hancock, MA 01237
    37 Corey Rd Unit 844, Hancock, MA 01237
    /22

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,006 Sq Ft

    37 Corey Rd Unit 844, Hancock, MA 01237

    Here is a unique opportunity to own a large and bright 2 bedroom/2 bath condo in the Paul Major Welcome Center. It is steps to the lifts as well as other amenities like restaurants and shopping. The unit has its own storage locker, parking space and owner's closet for your convenience. This unit features really beautiful views of the mountains and the ski slopes. Primary bathroom has double sinks

    Kevin Moderski JIMINY REALTY

    37 Corey Rd Unit 844, Hancock, MA 01237

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