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62 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$475,000
4 BD | 3 BA
Residential - Single Family

Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a 2020 custom kitchen with quartz countertops--perfect for entertaining. Enjoy the outdoors from the expansive wraparound screened porch, ideal for relaxing or dining al fresco.The upper level boasts a private primary suite with skylights, a full bath, and an open loft area. The main floor includes a bedroom with an en suite bath, while the lower level offers two additional bedrooms


40 Photos
RED HORSE REAL ESTATE
$479,000
3 BD | 2 BA
Residential - Single Family

Nestled between forest and garden in the serene, secluded Crystal Pond neighborhood, this bright and breezy home offers rustic charm, serenity and convenience, & central A/C.The open concept floorplan seamlessly merges the dining, kitchen areas into a vaulted great room that boasts threewalls of windows, and skylights. Two bedrooms, new bath and laundry on the first floor, with a beautiful summer screened porch. The primary is on the second floor, offering a small office area and bath attached. Lower level has an extra-long garage and a playroom for more living space. Short walk to private beach and pond. So Close to all Berkshire cultural venues. With in 5 miles Hiking, Becket Beach, the Art center, Appalachian trail, skiing, restaurants. Available w/ contemporary neutral furnishing.


31 Photos
BERKSHIRE BUYER BROKERS
$495,000
3 BD | 2 BA
Residential - Single Family

Contemporary cape with an open, single floor design combines charm and practicality on two private acres. The walk out lower level features an expansive family room with two additional rooms. Heated garage, central vac, Vt Castings wood stove, underground propane, whole house generator and a screened porch to observe the private, landscaped lawn and gardens. This beautifully designed, well constructed, easy maintenance home provides the perfect oasis for every season!


61 Photos
LAMACCHIA REALTY, INC
$499,000
4 BD | 3 BA
Residential - Single Family

Welcome to this beautiful custom-designed Colonial set on 7.01 peaceful acres in scenic Washington, MA. Need more? An additional 7.01-acre abutting parcel (Land MLS# 247018) is available for even more privacy or expansion potential! This spacious 4-bedroom home combines classic style with modern efficiency, featuring a high-efficiency heating system with central air and a desirable southern exposure--perfect for adding solar.Inside, you'll find a gorgeous kitchen with granite countertops, hardwood floors, and an open layout ideal for everyday living and entertaining. The luxurious primary suite offers a private retreat with an ensuite bath and walk-in closet. Highlights include three additional bedrooms, bright and airy living spaces, and a convenient two-car attached garage.


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EQUINE HOMES REAL ESTATE, LLC
$500,000
3 BD | 2 BA
Residential - Single Family

Two homes on almost 5 acres! Have you always dreamed of living a sustainable, homesteading life with your family and extended family? This property makes generational living possible! The ''cabin'' is 2,106 sq ft with updated bathrooms, mainfloor laundry, 2 fireplaces with wood and pellet stove inserts, primary bedroom with large cedar lined walk in closet. Impressive P&B exposed wood throughout the home adds character and a rustic feel. Second home is 1728 sq ft has updated bathrooms, 2 fireplaces, updated kitchen and large bedrooms. Both homes are surrounded by gardens, fruit trees and some open pasture. A barn on the property can be converted for livestock or can be used as a workshop and potting shed. 6.51 acres across the street may also be available.


45 Photos
NOCHER REALTY
$519,900
4 BD | 3 BA
Residential - Single Family

Step inside and be greeted by an inviting and light-filled interior. Offering 4 bedrooms and 3 baths, the thoughtful, open-flow floor plan is an entertainer's delight, ensuring guests are always part of the conversation, whether gathered around the large kitchen island or relaxing in the main living space.The versatility of two separate living rooms is a rare find, offering endless possibilities for a growing family, multi-generational living. Perfect entertaining space offered in the rear yard with patio fire pit and custom he/she shed. Amazing greylock views year round! Close to downtown and the local rail trail, just tucked away on a double lot nearing a full acre.


70 Photos
MOCKINGBIRD REAL ESTATE
$525,900
6 BD | 3 BA
Residential - Single Family

Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated kitchens with granite counters and stainless steel appliances. Ample room for the kids and pets to play in the fully fenced in backyard with playset. Enjoy relaxing in the hot tub on the lower level while have shelter from the upper deck! This gorgeous home has all you could need! Surveillance cameras are active outside in the front & back of home.


62 Photos
PAULA MCLEAN REALTORS INC.
$549,000
4 BD | 4 BA
Residential - Single Family

Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday living and unforgettable gatherings. 4 bedrooms, 4 bathrooms, expansive common area's featuring a grand living room with fireplace, formal dining room and quiet den this home offers endless flexibility. Host holidays with ease, celebrate milestones, or simply enjoy peaceful evenings. Each room feels like a backdrop for future traditions to be cherished.


39 Photos
STONE HOUSE PROPERTIES, LLC
$549,900
3 BD | 4 BA
Residential - Single Family

Spacious split foyer with addition of a year-round heated Florida room featuring inground, heated, fiberglass pool, hot tub, its own granite kitchen, full bath, & Tiki bar, making it ideal for hosting gatherings; or cover the pool and the entire floor with an already existing truss floor system when not using the pool..has 2 egresses, for a great guest/in-law space that can be closed off to the main home. Enlarged, Primary bedroom includes a full bath, walk-in closet and sliders to sneak out to the pool area. Glass room has gas, ceramic tiled fireplace and the main dining room has a field stone fireplace (for cozy New England days). All 3 bedrooms are very large with closet space. There are many extra storage closets throughout the home, as well as an oversized 2 car garage.


27 Photos
BARB HASSAN REALTY INC PITTSFIELD OFFICE
$549,900
3 BD | 3 BA
Residential - Single Family

Welcome to this beautifully maintained home located in a private setting in the town of Lanesborough with wonderful mountain views. This spacious 3-bedroom, 2.5-bathroom home offer a perfect blend of classic charm and modern comfort, inviting and bright interior featuring a thoughtfully designed floor plan, including a stunning kitchen with granite countertops & great center island and gorgeous flooring throughout...ideal for everyday living and for entertaining. The first-floor laundry adds convenience, while the generous living and dining areas provide plenty of space to gather with family and friends. First floor offers 1 bedroom and 1 full bath, while the 2nd floor offers two generous sized bedrooms each with walk in closets and another full bath. This one is a real charmer.


50 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$549,900
3 BD | 3 BA
Residential - Single Family

Classic country charm awaits you in the foothills of Cheshire Massachusetts and escape home to privacy and serenity in Central Berkshire to live and play in the great outdoors. Enjoy hiking out your door and follow the Appalachian Trail even reach Mount Greylock, bike ride north and south on the Ashuwillticook Trail exercising and exploring the beautiful farmlands and countryside as you immerse yourself in nature for miles and miles. Stay home and escape on your very own 4.5 wood acres for foraging mushrooms and enjoying your fairytale woodland animals with a trail cam in the comfort and warmth of this Berkshire traditional country colonial. Experience quality craftsmanship with wood paneled walls and ceilings blended beautifully with a country pallet of colors on sheet rocked walls.


53 Photos
ROBERTS & ASSOC. REALTY, INC
$575,000
5 BD | 3 BA
Residential - Single Family

An inviting 5 bedroom, 3 bath Contemporary home nestled on almost 6 acres of woodland. Open floorplan, Master suite on 2nd floor, cozy wood burning fireplace and expansive family room on basement level. Plenty of storage throughout, including walk in closets & 2 cedar closets. 2 large decks both with built in seating- one on the south side of the house, accessible by 2 sliding glass doors & one stand alone with a 6 person hot tub, large seating area, a fridge & storage space, accessible via a lighted stone walkway. Solar roof panels & a Tesla battery power the property. Lovingly cared for home with mature landscaping & irrigation system. All the best that Becket offers including Right of Way access to nearby Horn Pond & the residents only beach on gorgeous Center Pond.


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ROBERTS & ASSOC. REALTY, INC
$584,900
4 BD | 3 BA
Residential - Single Family

Showings begin on December 1st. If you are looking for privacy and acreage, this Dalton expanded cape is a must see! So much to come home to. First floor flows nicely with fireplaced-formal living, formal dining and open kitchen/family room. Additionally, private first floor office (or bedroom) with full bath, first floor laundry and a pellet-stove heated sunroom making it a usable year-round space. The second floor features a private primary suite accessed with its own staircase. It includes spacious dressing area, bath with soaking tub, and tiled shower. The main stairway leads to three bedrooms, full bath and walk-in attic. The land (over five acres!!) has so many possibilities for the gardening enthusiast. Open and cleared!


47 Photos
COHEN & WHITE ASSOCIATES
$585,000
2 BD | 3 BA
Residential - Condo/Townhouse

MOTIVATED SELLER! Beautiful Carriage Barn Unit located in the sought after White Pines. The main level has open common spaces that include a gracious great room with a wall of windows to let in the natural light, wet bar and wood burning fireplace. Generous dining room overlooking the picturesque sun porch with serene view and galley kitchen that is oversized with ample storage space and laundry closet. The second level features the primary bedroom with en suite full bath, walk in closet and bonus loft space; Guest bedroom and en suite full bath. Association beach rights to the Stockbridge Bowl, tennis courts, indoor pool, gym and hiking paths. All of this while being conveniently located near Tangelwood, Lenox Village and many cultural attractions here in the Berkshires.


50 Photos
LAMACCHIA REALTY, INC
$599,000
3 BD | 3 BA
Residential - Single Family

Welcome to this spacious and light-filled home just moments from scenic Pontoosuc Lake! Enjoy breathtaking sunrises and sunsets from your open-concept upper level, featuring soaring ceilings and expansive windows that fill the space with natural light. The beautifully updated kitchen offers ample room for dining and entertaining, complete with a breakfast bar and generous seating options--all perfectly positioned to enjoy the peaceful surroundings. The oversized primary bedroom boasts a flowing layout and a large walk-in closet, creating a serene retreat. Downstairs, the expansive lower level offers endless potential--ready to be finished to suit your style and needs.


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

Waterfront living at it's finest at desirable Long Lake. The main reason owners love Long Lake is because it is truly the only waterfront community in Columbia County which offers maintenance free living. The HOA takes care of all exterior maintenance such as snow plowing, landscaping, pool and amenities upkeep which leaves you with the job of enjoying your free time on the screen porch, kayaking, swimming, or enjoying the Hudson Valley and the Berkshires. This 3 bedroom 3 bath property is also quite special because it is an end unit and it is close to all of the amenities such as swimming, tennis, and the community beach. Beautifully designed by architect Steve Haas, this home features two levels of floor to ceiling windows, a sublime screened porch with cathedral ceiling, and large


48 Photos
PAULA MCLEAN REALTORS INC.
$600,000
3 BD | 3 BA
Residential - Condo/Townhouse

Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and generous living space designed for both relaxation and entertaining. This sought-after community offers a wealth of amenities including an outdoor pool, Har-Tru tennis courts, and private water frontage on Laurel Lake -- complete with kayak and canoe storage for easy days on the water. Perfectly situated just minutes from Lenox, Stockbridge, Tanglewood &, Jacob's Pillow.


51 Photos
LAMACCHIA REALTY, INC
$619,900
3 BD | 2 BA
Residential - Single Family

Welcome to 106 Stoney Brook Road in the hills of Becket Massachusetts. This 3 bedroom 2 bath ranch offers an open concept living area including a spacious living room with pellet stove, eat in kitchen, and den just filled with natural light. The main floor offers a generously sized primary en suite complete with custom shower and walk-in closet. An additional 2 bedrooms and a full bath nicely round out the first floor. A partially finished basement adds to the charm and space within this beautiful home. On the exterior you will find a large deck off of the kitchen that overlooks the private and peaceful yard complete with fire pit that is perfect for anyone looking for a serene retreat that is minutes from many local attractions. You won't want to miss this beautiful home!


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RED HORSE REAL ESTATE
$625,000
3 BD | 4 BA
Residential - Single Family

Stunning contemporary high-tech home. Custom built. Ideal for entertaining and large gathering. The spacious living room flows into an open dining and large kitchen with stainless & granite. Primary bedroom and full bath along with a 2nd bedroom and full bath plus laundry are all on the first floor. 3rd bedroom and full bath are in the loft and 2 extra rooms; full bath and a huge family room are downstairs. This also would be a perfect Air B & B. Charging station, fiber optics. Beautiful creamy wood floors and vaulted high ceilings, custom shaped windows throughout the house bring in beautiful day light. Two Ponds for kayaking & swimming are walking distance. Central A/C, propane heat. Circular driveway, Southern exposure. Roof solar system owned. MUST SEE.


54 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$630,000
4 BD | 3 BA
Residential - Single Family

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today for a private tour!

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