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27 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$279,500
4 BD | 2 BA
Residential - Single Family

Close to MASS MoCA. Move right in to this well maintained home which has been owned by the same family for three generations. The second floor was converted to a two bedroom apartment complete with kitchen and bathroom. It has a second egress from the bedroom. The property can be used in its current state or as a one family residence. Also offering a fully enclosed front porch and separate adorable garden shed. Fenced yard, nicely landscaped. Views of Mt. Greylock complete the package!


45 Photos
BERKSHIRE HATHAWAY HOME SERVICE BLAKE
$318,000
4 BD | 2 BA
Residential - Single Family

This raised ranch has many great qualities. The two card garage has extra garage door for easy access. The lower floor is a great space for in-law living, featuring a family room, BD, Office, full bath with walk-in tub, laundry area and kitchenette with exterior entry to patio/hot tub space. Upper level features open space- living room, kitchen with dining area and sliders to a beautiful wood and glass 3 season porch which opens to a large wrap deck. Down the hall are 3BD and full bath. The large park like yard is 4.4 acres with woods and walking trails. Plus a gazebo, pole barn and shed. Also has an invisible fence, paved circular driveway and offers seclusion even on the major roadway. This is a great location, easy access to MA, VT and capitol district.


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DWYER AGENCY
$390,000
4 BD | 4 BA
Residential - Single Family

One floor living.....or more. A wonderful home that goes on and on. Bedroom, sitting room & 3/4 bath was completed a few years ago for a family member. Hardwood floors throughout 1st floor.Large 2 car garage with screens to be used as outdoor space in the warmer months, plus a large rear patio.Privacy!


53 Photos
BERKSHIRE COTTAGE REALTY
$479,000
4 BD | 3 BA
Residential - Single Family

Nestled in the Heart of the Berkshires, within walking distance to the two most popular lakes, Pontoosuc and Onota, this expansive home features 4 bedrooms, 3 FULL, remodeled bathrooms and space for multiple living room areas. A complete remodel of the basement featuring a living area, bedroom and full bathroom make this a perfect space for a growing teen, guests or in-laws. The main floor has an open flow between the kitchen and dining/living area located off the expanded front porch and also accessible from the one car garage. Two bedrooms, a large full bath and laundry are also located on the main floor. Upstairs, the second floor adds two oversized bedrooms, both with walk-in closets. The primary bedroom has an attached, oversized, bathroom with two vanities and a walk-in


41 Photos
MACCARO REAL ESTATE
$499,000
5 BD | 4 BA
Residential - Single Family

Introducing the perfect family home in a quiet subdivision- a large contemporary located on a spacious corner lot, waiting for you to make it your own! Boasting 2868 sq ft, this home offers ample space for your family to grow and thrive.With 5 bedrooms and 4 full baths, this home has plenty of room for everyone. Plus, there's a separate 1 bedroom in-law suite, perfect for guests or extended family members. Natural gas for heat & hot water. 2 car attached garage with two driveways.


42 Photos
BERKSHIRE DREAM HOME, INC.
$549,000
3 BD | 4 BA
Residential - Single Family

Introducing a charming colonial, newer construction home that offers a perfect blend of comfort and style. This property boasts a spacious first floor, complete with an office which could serve as a first-floor bedroom with ensuite bath for added convenience. Additionally, upstairs you will find two spacious bedrooms, and a primary bedroom with ensuite, and walk-in closet, another full bathroom, and a loft area. One of the standout features of this property is the breathtaking views and sunsets! Conveniently located near Jiminy Peak and outdoor adventures. Don't miss out on the chance to make this your dream home!


33 Photos
NOCHER REALTY
$579,900
3 BD | 1 BA
Residential - Single Family

Introducing an exquisite Colonial masterpiece in the heart of historic Stockbridge. Nestled amidst the picturesque Berkshire Mountains, this charming residence is situated on 0.74 acres with a bonus cottage. Close to many local attractions including Tanglewood, Norman Rockwell Museum, and Chesterwood. Inside, you'll discover a harmonious fusion of old-world charm and contemporary convenience. The spacious living areas exude warmth and sophistication, with gleaming wide-plank hardwood floors, and a cozy fireplace off the remolded kitchen and dining area. The main home has been completely renovated with a new roof, windows, siding, heating and electrical. Including one full bathroom, three bedrooms, one on the first floor and two on the second. Additional cottage included on the lot


69 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
$599,000
3 BD | 3 BA
Residential - Single Family

Step outside to the beautifully designed terraced yard and enjoy breathtaking water views in every direction.With no homes in sight you feel as if your on your own private lake.Since 2017 many improvements have been made on this lovely property:metal shingle 100 yr roof,newly created lower level in-law apt w/kitchen,full bath & gas fireplace.Completely reimagined yard along the waterfront w/Goshen stone patio & steps,walkways along the water w/landscaping,a drilled well & an auto generator.There's plenty of room w/3 full baths,3 bdrms + a spacious living rm w/expansive lake views & deck,gas fireplace w/ gorgeous rustic stone & reclaimed wood surround.A few minutes to Jacobs Pillow,Otis Ski Ridge & Otis Reservoir.Schedule your showing now!


32 Photos
BISHOP WEST REAL ESTATE
$599,900
5 BD | 5 BA
Residential - Condo/Townhouse

Beautifully maintained condo located at the Pines at Bousquet. This three-story unit includes 5 bedrooms, 4.5 baths, and eat-in kitchen and large living room with a gas fireplace. Enjoy a breathtaking view from the screened porch or the lower patio. Plenty of activities and entertainment nearby such as; skiing, shopping and enjoying musical performances at Tanglewood. Great rental opportunity as this unit currently has tenants with a lease in place present to February 2028.


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WILLIAM PITT SOTHEBY'S - LENOX
$600,000
4 BD | 3 BA
Residential - Single Family

Showings and Backup Offers encouraged~60 Acres with two homes and barn close to Vermont Skiing and The Berkshires!New construction ready to be completed. Bring your tool belt or designer/contractor to finish this spectacular new build high on a knoll offering views and wildlife abound! All the heavy lifting is done including Septic, Heating and plumbing. Hardwood Cherry Flooring, solid doors included. Floor plans available showing the flow and current owners vision to assist you in the final stride to country living. Did we mention the 2 bedroom guesthouse and car barn? Fixer upper in need of TLC but livable out of the gates. Seller to complete new septic for the guesthouse. Seller willing to separate large home from small cottage if interested. Call for details


68 Photos
RE/MAX COMPASS
$649,900
5 BD | 3 BA
Residential - Single Family

Spacious & Unique Colonial Residence Nestled on 4.2 acres of Serene Privacy, Spectacular Mountain Views & Abundant Wildlife with Separate In-Law/Guest Quarters. Seize this Exceptional Opportunity for Unparalleled Living! Abuts Appalachian Nat'l Scenic Trail & Barton Brook. The Main House Boasts 3 Bedrooms, 1.5 Baths, Hardwood Floors, Generous Closet Space & Granite Countertops. Enjoy the Warmth of a Spacious Family Room with a Cozy Fireplace, Entertain in the Formal Dining Room or Unwind in the Additional Den. Oil Fired Buderus Boiler with 7 Zones & 2 Oil Tanks, Attached Oversized 2-Car Garage. The Separate In-Law/Guest Quarters Features a Private Entrance w/Open Sitting Porch, 2 Bedrooms (Including 1 on 1st Floor 20.3 x 12.3), Full Bath w/Washer/Dryer & Accessible Bathtub & Amenities


46 Photos
BERKSHIRE ACCESS REALTY, INC
$665,000
6 BD | 4 BA
Residential - Single Family

You'll be wowed by the finishes and flexibility of this truly unique Berkshire gem! Convenient to the MA Pike & NY Thruway! With 6 bedrooms, 4 baths, wonderful entertaining spaces inside & out, and close proximity to Laurel Lake, Tanglewood, great shopping, dining, and cultural attractions you'll love the comfort and tranquility of this one of a kind abode! There's even invisible fence for your pets! Square footage does not include finished spaces in lower level.


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MONARCH REALTY, INC.
$780,000
4 BD | 4 BA
Residential - Single Family

Bennington, VT Motivated seller DROPS price $100,000! Looking for a quick sale on this home just off Rt 9/West Rd entering thru Pillars & winding up an exclusive private road quietly nestled on historical land at the foot of Mt. Anthony on 11+ acres boasting 4 bedrooms with 1st fl in-law suite, 4 baths, living room w/wood burning fireplace, a library, wood doors, trim & floors, GREAT room, exercise room, kitchen with granite counters. Breakfast nook leads out to expansive patio overlooking woods. Wildlife galore-turkey, deer & more! Beautiful mountain views & aged flower gardens dating back to late 1800's from Old Colgate Mansion grounds.


38 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$849,000
5 BD | 3 BA
Residential - Single Family

Live in a home that will inspire you! The Roundhouse not only feels homey but brings friends and family together in this wonderful entertainment home. This unique home featured on ABC and PBS and recent print media across the country has incredible views and lots of space and privacy. The first floor is open and ideal for large gatherings. The grand hall has a freshly painted cathedral dome ceiling and an open central spire that reaches four stories above a brand-new custom hardwood floor. A large kitchen complete with a pantry would envy any chef. There are five bedrooms and 2 1/2 baths with many built-in private cubbies to relax and reflect. Several decks and patio areas allow you to enjoy the views. Amenities include a sauna and outdoor oven. Additional home on the property!


52 Photos
COHEN & WHITE ASSOCIATES
$999,999
6 BD | 9 BA
Residential - Single Family

Stunning Circa 1850's renovated with seven bedrooms and nine full baths. Classic Greek Revival with strong lines and lovingly preserved details; three period fireplaces, generous gourmet eat-in cook's kitchen and the comfort and style of today's living in the perfect location just a short drive to Tanglewood and in between Stockbridge and Lenox!! This property offers gracious common spaces and six en-suite guest bedrooms. New first floor guest suite with separate entrance


54 Photos
LANCE VERMEULEN RE, INC
$1,125,000
5 BD | 4 BA
Residential - Single Family

This lovely historic home and guest cottage is located only minutes from downtown Great Barrington, and is adjacent to the Alford Brook. Built in 1773, the property exudes character with its original wide plank floors and ceiling beams. A 2006 renovation added space and modern conveniences while maintaining historic appeal. A first-floor primary suite overlooks the backyard and includes deck access. The separate guest quarters can be used for extended family, guests or as an income property The total number of bedrooms (5) and bathrooms (4) listed include both the house and cottage.Central AC in the home, with window unit for the guest quarters. Make this delightful property your Berkshire home! .


58 Photos
LANCE VERMEULEN RE, INC
$1,150,000
5 BD | 4 BA
Residential - Single Family

Just 5 minutes from Main St, this spacious Great Barrington home is the perfect place for entertaining guests and family. In addition to 5 bedrooms and 4 full baths, this lovely property enjoys expansive manicured grounds, a heated pool, 1/2 basketball court, and a groomed private trail leading to the Williams River. On the ground level is a front entry mudroom and bright living room with skylights and brick fireplace. Off a rear entry is a large guest bedroom with full bath that can function as separate in-law/guest quarters. On the main level, a second living room with custom wood built-ins and brick fireplace opens to the dining room and kitchen, and to a heated sun room with views of the pool area, slate patio, and pastoral backyard. See ''More.''


46 Photos
EQUINE HOMES REAL ESTATE, LLC
$1,200,000
4 BD | 4 BA
Residential - Single Family

Majestic oak trees line the road and driveway to this home which ends surrounded by perennial gardens and gorgeous stone work. The stone steps and patio, the timber framed entry and beautiful contrast colors are just the right amount of drama for this colonial farmhouse. Although this home is a spacious home, from the second you enter you feel wrapped in it's warmth and coziness. Picture the snow beginning to fall as the fire is burning in the woodstove insert in the the brick fireplace of the living room. Or settle in for a homemade meal in the dining room next to the wood burning antique oven where the homeowners have actually cooked Thanksgiving dinner. The kitchen is lined with understated, shaker style built ins some with glass paned cabinets which provide lots of storage


51 Photos
LANCE VERMEULEN RE, INC
$1,395,000
4 BD | 3 BA
Residential - Single Family

This delightful 18th century farmhouse transports you to a more simple and carefree time. Comfortable, bright spaces abound, both inside and out. A large living room features a beautiful fireplace and a wall of windows overlooking the property. The tasteful, modern kitchen integrates beautifully with the home's lovely historic details. Charming dining room with windows on two sides. A wonderful screened porch runs the length of the north wing, overlooking the lovely 6+ acre grounds with colorful gardens and lawns that roll down to the Roe-Jan Kill, known for its trout fishing. On first level, there's an en suite bedroom, plus a guest suite with sitting room and its own separate entrance. Upstairs, two more inviting bedrooms share a hall bath.


52 Photos
COHEN & WHITE ASSOCIATES
$1,475,000
4 BD | 4 BA
Residential - Single Family

This Alford property has it all.....a stunning contemporary Colonial with separate guest quarters, high speed fiber optic, a free standing heated barn with finished workspace & storage, a beautiful orchard all surrounded by 3+ acres on a country road minutes from Great Barrington, around the corner from scenic hiking trails, just over the hill from Catamount Skiing & zip lining, a 20 minute drive to Tanglewood & Alford's low property tax rate. This impeccably maintained home welcomes you with a stylish kitchen, open common spaces washed with natural light, 3 bedrooms and a separate fully equipped guest quarter with bedroom, bath, living room & kitchen...a must see property!

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