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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


31 Photos
COLDWELL BANKER REALTY WESTFIELD
$624,500
4 BD | 3 BA
Residential - Single Family

This house retains the high wood ceilings, archways, stained glass and pocket doors and steeple of its former life as a church. It now offers a heated built-in pool, indoor hot tub, screened-in porch, sunroom and open floor plan, all amidst a beautiful country setting. The home has a magnificent double sided two-story stone fireplace extending from the living room through the master bedroom, as well as a fireplace and wood stove in the basement. The large master bedroom has both his and hers built in dressers, as does the study (or additional bedroom) down the hall. Approx 1600 SF of additional living space in the lower level, complete with a kitchen, bath, bedroom, and spacious living room. Relax in your atrium with its hot tub and wet bar, or enjoy a peaceful screened-in porch.


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WILLIAM PITT SOTHEBY'S - LENOX
$630,000
4 BD | 3 BA
Residential - Single Family

Old world meets new in this recently remodeled brick colonial which oozes with charm but has modern amenities for today's buyer. Nestled in a desirable Southeast Pittsfield neighborhood this is the home you have been waiting for! Step inside the front door to a large foyer which leads to a formal living room, family room, dining room and powder room. The spacious living room boasts large windows that flood the space with natural light, complemented by a cozy gas fireplace perfect for gatherings. Adjacent is a family room featuring classic built-ins and a bay window offering views of the fenced-in backyard and patio. The dining room is adorned with custom built-in cabinetry. The recently renovated modern kitchen boasts granite countertops, a Viking stove, Subzero refrigerator, and an


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.


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!


52 Photos
MONARCH REALTY, INC.
$699,000
4 BD | 4 BA
Residential - Single Family

Bennington, VT Motivated seller relocating for busines & DROPS price AGAIN! NOW ONLY $699,000. 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.


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 five 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.


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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.


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.


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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...


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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!


31 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$895,000
4 BD | 3 BA
Residential - Single Family

Country Living-private & quiet - Equine Property. Just under 3 private, gated & fenced acres. Beautifully updated & freshly painted this Contemporary Cape Home open floor plan is bright & roomy as kitchen opens up to cathedral ceiling living/dining area w/ wood burning fireplace. 1st floor Primary Bedroom w/ en-suite, 2 story foyer leading up to the spacious 2nd floor bedrooms. Entertain-cooking with Pizza oven in the GREAT Room that includes a kitchen/bar area.Outdoors enjoy the enclosed front porch views or relax in the Hot Tub on the back deck. This property also has an 1800 Sq.ft heated Barn that is meticulous & can be used for anything that suits you, as well as paddocks for Horses, or other loved animals4 miles from center of town, walking distance to State Forest


58 Photos
COLDWELL BANKER REALTY WESTFIELD
$899,000
3 BD | 2 BA
Residential - Single Family

Welcome to Colesbrook Manor, an ash timber frame construction masterpiece set alongside lively Coles Brook on 4.4 acres in the southeastern slopes of Crane Hill. Built in 1984 and solely occupied by joiner, carpenter and Heartwood School (of timber framing and energy-efficient house design) co-founder Andy Inganni, this home takes advantage of the microclimates of its setting and the energy and lifestyle benefits of traditional craftsmanship and construction. Beyond 3 bedrooms and 2 full bathrooms, this home features an expansive open floor plan on its main level, inclusive of a living room, dining room, kitchen, indoor raised garden bed with symbiotic drainage, and a screened entry porch. The split level features an in-law suite with bedroom, bathroom, sauna, and screened back porch.

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