Found 143 Listings

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56 Photos
MAPLE AND MAIN REALTY, LLC
$599,000
4 BD | 2 BA
Residential - Single Family

Set on 4.1 acres, this historic Colonial residence, dating back to 1777, merges period charm with contemporary updates. Inside, wide floorboards, original fireplace/mantels, pristine wood paneling and modern windows in the classic 12 over 12.The first floor has a renovated kitchen with granite countertops, SS appliances, and an open floor plan that allows for a large dining area. There is a convenient first floor bath with walk-in shower, and mudroom connecting the two car garage. In the frontof the home are two large sun-drenched rooms with decorative fireplaces. Second floor has four bedrooms, hall bath, and an unexpected bonus room. Primary with high ceilings and cedar closet with hot tub.


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.


64 Photos
BARNBROOK REALTY, INC.
$615,000
4 BD | 3 BA
Residential - Single Family

Welcome home to 40 Brookside Drive! A rare offering in one of the most desirable Southeast neighborhoods! Immaculately maintained, this is the beauty you've been waiting for. Situated on a lovely Brook lot, take in the sights and sounds of nature all around you! Beautifully landscaped with the most colorful perennials! This home offers 4 spacious Bedrooms, 3 large full baths and 2 wood burning Fireplaces! A recently renovated chef's dream kitchen, with custom cut granite countertops & soft close cabinets. Stunning new hickory hardwood flooring throughout the main level. Plenty of room for hosting parties and entertaining, with an abundance of space flowing from one room to the next. Step onto the newly constructed pressure treated expansive deck overlooking the fully fenced backyard


59 Photos
BERKSHIRE DREAM HOME, INC.
$649,900
3 BD | 3 BA
Residential - Single Family

This beautiful New England farmhouse is a must-see! With three bedrooms and 2.5 bathrooms, there is plenty of space for everyone. The current owner has meticulously updated and maintained the property over the past 25 years. Thanks to 30 windows, this home is filled with natural light and has beautiful wood flooring throughout. The eat-in kitchen is perfect for cooking and relaxing, featuring a wood-fired stove and a butcher-block island. You'll have plenty of storage space with an abundance of cabinets and a pantry. The half-bath on the first floor has been tastefully renovated with tile flooring and pedestal sink. The second-floor laundry area adds convenience, while two full bathrooms offer privacy. Central air and attic fan to keep you cool during those hot summer nights.


52 Photos
MONARCH REALTY, INC.
$660,000
4 BD | 4 BA
Residential - Single Family

Bennington, VT Motivated seller relocating for busines & DROPS price AGAIN! NOW ONLY $660,000. 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.


36 Photos
PIRETTI REAL ESTATE
$674,900
4 BD | 3 BA
Residential - Single Family

Pristine home in a lovely neighborhood...impeccably maintained inside and out and with yard and gardens manicured to perfection. Enjoy summer on your deck looking out to the gardens and abutting protected woodlands. Exterior Hardy Plank siding 2011, Architectural shingled roof 2009, Replacement windows & sliders 2007, Buderus Gas Boiler 2007, Water Heater 2016 and new Driveway in 2014. Lovely formal rooms plus a casual family room with fireplace and sliders to the rear patio and an eat in kitchen with sliders to the deck. And if more space is needed for fun & games, there's a lower level area that could be a great game room. One owner for 50 years and now it's your turn to continue its loving legacy.


37 Photos
ROBERTS & ASSOC. REALTY, INC
$679,900
2 BD | 2 BA
Residential - Single Family

PONTOOSUC WATERFRONT. Escape to the Berkshires in this sunny year-round waterfront home nestled on over a quarter of an acre with over 90+ feet of waterfront. This two-bedroom, two bath, two fireplaces, two-car attached garage home can be enjoyed in its well-maintained state or you can make it your own!Travel around the lake and enjoy the atmosphere of the local venues. Wake up to spectacular sunrises and enjoy beautiful moon-lit evenings. A rare find on the lake!


37 Photos
BURNHAM GOLD REAL ESTATE, LLC
$719,900
4 BD | 2 BA
Residential - Single Family

This cozy yet spacious home is perfect for those who appreciate both modern comforts and the serenity of nature. The location, nestled atop Henderson Road near the Vermont border, promises peaceful surroundings and perhaps even stunning views. The field stone fireplace adds a touch of rustic charm to the modern interior, where wood floors complement the warmth of the hearth. With four bedrooms and two full bathrooms, there's ample space for family and guests, while the large kitchen, complete with an island and formal dining area, provides the ideal setting for gatherings and culinary adventures. The additional living spaces, including a family room and office, offer versatility and room for everyone to pursue their interests. Outside, the inviting


13 Photos
BERKSHIRE COUNTY REALTY
$725,000
2 BD | 2 BA
Residential - Single Family

Like living in another world. Spectacular, private - 3 season modern chalet on two sided ponds- Hammond Pond access + frontage- association perks- newer decks (3), doors, windows. Fully furnished quality, inside and outside views.Water on two sidesTwo shedsGoshen stone patio with fire pit3 Decks


35 Photos
WILLIAM RAVEIS REAL ESTATE
$729,000
3 BD | 2 BA
Residential - Single Family

Looking for a truly spectacular & special home to call home? This magnificent property has 53+ acres of unparalleled natural beauty in every direction. Family owned for generations, 153 Kinnebrook Road consists of impeccably maintained main house, oversized detached garage w/loft space, barn w/ lodging area, wood shed barn, breathtaking views & extensive acreage for a wide variety of uses. As you enter the charming 3 bedroom, 2 bathroom home, you will be greeted by the inviting kitchen & welcoming dining area to enjoy w/ family and friends. The spacious living room w/ stunning floor-to-ceiling stone fireplace lends itself to relaxing and creating memories. Spacious bedrooms & first floor laundry.


44 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$750,000
5 BD | 4 BA
Residential - Single Family

Enjoy entertaining in this light-filled, well-designed Allegrone built contemporary situated in the desirable Meadow Ridge community. Located on a quiet cul-de-sac, this home sits on just under an acre of land with mature landscaping. Entering through the large front porch into a gracious foyer, the first floor offers an open layout with kitchen, informal dining and vaulted living room with custom built-ins and gas fireplace. A formal dining room off the living room offers space to gather for holidays. In addition, the first floor offers a spacious den, a primary bedroom with en-suite bathroom and walk-in closet, half bathroom, laundry room and mudroom. The eat-in kitchen boasts high ceilings, granite countertops, and a slider to the deck. The second-floor features three


24 Photos
RED HORSE REAL ESTATE, LLC
$774,000
2 BD | 2 BA
Residential - Single Family

Lakefront!!! Two bedroom contemporary home on Otis Reservoir with a long lawn leading to the shoreline and your own private dock. The main floor features an open floor plan, full bath and a large, inviting covered porch- a great place for grabbing a chair and looking at the water. Two bedrooms and a half bath in the lower level with access to the covered patio. Being sold as is with design for new septic system.


52 Photos
LANCE VERMEULEN RE, INC
$799,000
3 BD | 3 BA
Residential - Single Family

Nestled on a tidy 1.3-acre parcel, surrounded by trees and mature landscaping, this delightful 3-bedroom/2.5-bath home is beautifully maintained and move-in ready. With a well-designed layout that can easily accommodate single-floor living, the main level features a Primary Bedroom with its own heated sunroom and en suite bath. Also on the 1st floor is a 2nd bedroom, a convenient 1/2 bath, a cozy living room with a wood-burning fireplace, and a sunlit kitchen/dining area which opens onto a splendid south-facing deck. On the 2nd floor is a 3rd bedroom, a large bonus room, a shared full bath, and a practical laundry room. Recent improvements include mini split system, a brand-new roof completed in April 2024, and many updates throughout.


40 Photos
LANCE VERMEULEN RE, INC
$799,000
4 BD | 3 BA
Residential - Single Family

Nestled on a corner lot in the quaint village of Ashley Falls, this c. 1900 New England farmhouse blends timeless charm with modern comfort and energy efficiency. This completely renovated 4-bedroom 3-bath home preserves its classic allure with numerous modern upgrades and all new mechanicals. Step onto the white-washed front porch and into the front parlor, where a wood-burning fireplace and engineered oak floors greet you with warmth and character. The bright open kitchen/dining area with exposed original beams and vaulted ceiling invites gatherings of family and friends. Sliding doors offer sunshine from the south-facing patio. Rounding out the first floor is a spacious 1st-floor bedroom and full bath, plus a side entry mudroom.


41 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$820,000
5 BD | 3 BA
Residential - Condo/Townhouse

This splendid and spacious detached home is located in arguably the best condominium community in The Berkshires. Silver Maple Farm is the epicenter of all the cultural and outdoor activities the area has to offer. It has its own clubhouse with full kitchen, library,pool, tennis courts and lush and mature landscaping.This home features approximately 3600 feet of living space with five bedrooms and three full baths.The Great Room features a magnificent floor to ceiling stone fireplace fueled by natural gas. A deck and screened in porch facing south features wonderful morning sunrises with seasonal views of both Washington and October mountains. While the front porch is the perfect location for watching the sunset.


44 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$825,000
3 BD | 3 BA
Residential - Single Family

Welcome to a slice of New England charm known for its rich history, scenic beauty, and vibrant community, Sheffield offers a quintessential Berkshires lifestyle with easy access to cultural attractions, outdoor recreation, and everyday conveniences associated with in-town living. Enjoy a picturesque setting offering a unique blend of historic elegance and modern comfort. Imbued with the timeless allure of Greek Revival architecture, this home boasts classic columns, symmetrical proportions, and refined details that evoke a sense of grandeur and sophistication. The heart of the home is the gourmet kitchen, equipped with custom cabinetry making it a chef's delight and the perfect space for culinary creations and gatherings.


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!


37 Photos
COUNTRY LIFE REAL ESTATE LLC
$850,000
9 BD | 6 BA
Residential - Single Family

Looking for the perfect ski home or summer retreat? With a strong Air BNB history, the home offers plenty of space for you and your family while maintaining an intimate character. Located where the Hudson Valley meets the Berkshires, and a stone's throw from Jiminy Peak, this circa 1766 farmhouse sits on 28 peaceful acres bordering the Kinderhook Creek. The light filled space was completely restored in 2011 maintaining its original character while modernizing with high end appliances and finishes that appeal to today's discriminating buyer. The main level features a large working eat in kitchen with a Viking commercial cooktop and twin Jen Air wall ovens. Lovely public rooms and a guest suite complete the first floor. Upstairs find the charming primary suite and additional bedrooms.


36 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$875,000
3 BD | 2 BA
Residential - Single Family

Welcome to this stunning 3-bedroom Cape-style home, perfectly situated on a quiet dead-end street in Lenox. Surrounded by lush greenery and offering direct access to hiking trails over East Over, this home is a nature lover's paradise. Step inside to find the spacious kitchen seamlessly connecting to the grand living/dining room, featuring a massive stone fireplace, vaulted ceilings, and large windows that highlight the breathtaking treetop views in the backyard. The formal dining room, ideal for hosting elegant dinner parties and family gatherings. Relax in the cozy sitting room by the fireplace, or unwind in the versatile two-room bedroom suite, perfect for a master retreat or guest accommodations. Enjoy the serene outdoor...


48 Photos
COHEN & WHITE ASSOCIATES
$889,000
3 BD | 3 BA
Residential - Single Family

VINTAGE MID CENTURY CONTEMPORARY.....This beautifully maintained home has the perfect layout for anyone wanting main floor living with plenty of space for expansion on the lower level. The dramatic Great Room w/fireplace is open to the renovated kitchen with high end appliances leading to the main floor primary bedroom en suite designed with custom bed and walls of builtins making this unique home such a jewel. The Great Room w/direct access to summer living/dining overlooking the spring fed swimming & kayaking pond w/gazebo and storage shed surrounded by 12 acres of privacy, mature plantings & trees. The lower level has common space & 2 guest bedrooms w/walk out access to decking & patio overlooking the pond as well for excellent privacy...the perfect home to make memories!

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