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Currently listing 1103 sales properties. |
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37 Photos COMPASS MASSACHUSETTS , LLC GB |
$1,350,000
3 BD |
3 BA
Residential - Single Family Custom modern home with open plan living area, high ceilings and oversized windows everywhere bringing in tremendous natural light. One level living with large gorgeous marble kitchen, great working island and wall pantry. Guest wing off entry with two bedrooms and a hall bath. Entry hall has a powder room, hooks for coats and closet. The primary suite, on the south side, has french doors to private backyard with saltwater pool, walk-in closet, soaking tub and separate shower. Sited at the back of the 1.5 acres the house sits nicely above the front yard and allows for a more private backyard area to enjoy the pool, patio and fire pit. Large full basement and custom shed are just a few more of the perks of this thoughtful home. |
68 Photos STONE HOUSE PROPERTIES, LLC |
$1,350,000
5 BD |
5 BA
Residential - Single Family Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5 private acres along prestigious Crofut Street, the estate offers 5 bedrooms and 5 baths, including twin primary suites ideal for hosting friends and family year-round. Gracious living and dining rooms, a peaceful sunroom, a cozy study, and a large eat-in kitchen with Viking range and butler's pantry combine period elegance with modern comfort. This turn-key estate is offered fully furnished and |
58 Photos ALDEN COUNTRY REAL ESTATE SERVICES |
$1,395,000
6 BD |
4 BA
Residential - Single Family 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 sunroom opens to serene views of the landscape, while the heated in-ground pool is perfectly positioned to take in the natural beauty. Just steps from the village center, enjoy galleries, cafes, and local culture with easy access to the area's renowned outdoor and cultural attractions. A unique opportunity for those seeking comfort, space, and classic New England character in the Berkshires! |
48 Photos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC. |
$1,399,900
12 BD |
7 BA
Multi-Family This stunning 6-family home sits on 1.5 acres, a large lot that goes from Forest St to Silver St, a convenient location with easy access to the Mass Pike and just a couple minutes away from the Lee Outlets. This multi-family consists of 3 two-bedroom units, 2 one-bedroom units, and a 4 bedroom 2 bath unit. The large unit offers a welcoming front porch, living room, eat-in kitchen, full bath and primary bedroom on the 1st floor, and 3 bedrooms and full bath upstairs. This expansive apartment would make a great owner's unit, or rent it out for additional income! Some of the improvements done in the last few years include new kitchens and bathrooms in 5 apartments, new roof, 2 new high efficiency heat/hot water systems and mini-splits. All units have separate heat, hot water & electricity. |
29 Photos BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY |
$1,475,000
5 BD |
4 BA
Residential - Condo/Townhouse MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a covered portico into a soaring cathedral-ceiling great room filled with natural light and serene woodland views. A wonderful screened porch expands the living space for peaceful mornings or easy entertaining. The open layout seamlessly connects the living, dining, and chef's kitchen, featuring premium appliances, quartz countertops, and a spacious island. A sophisticated split-bedroom design. |
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55 Photos THE KINDERHOOK GROUP - PITTSFIELD |
$1,490,000
4 BD |
2 BA
Residential - Single Family ''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage''Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming 1BR guest cottage, with large living room and mini-splits, is ideal for rental income or private guests. Garages for 5+ cars, perfect pool site, and privacy ensured by abutting protected land. |
74 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$1,500,000
2 BD |
3 BA
Residential - Single Family An equestrian dream property offering country living among the scenic hills of Western Massachusetts. Set on 15 acres with over 1,300+/- feet of frontage on the North Branch of the Manhan River and 900+/- feet of road frontage, this exceptional estate provides tranquility, function, and world-class facilities. Perfect for the boutique horse enthusiast, boarding operation, or hosting equestrian events.The property features nine paddocks and a hunt field with multi-species hemlock fencing, top-board electric hot wire, Jug waterers, and ample space for vehicle and trailer parking. The showcase three-stall barn with attached 80' x 180' indoor arena was built in 2019 using SIPS construction for superior energy efficiency. |
47 Photos BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY |
$1,650,000
4 BD |
5 BA
Residential - Single Family A beautiful Contemporary on 11 private acres, 6 miles to downtown Great Barrington. Soaring ceiling great room. The open-plan, gourmet kitchen feature's a Viking range, stone countertops, and a large pantry leading to a delightful four-season porch, perfect for enjoying the western views. The large living room in centered by a striking floor-to-ceiling chiseled stone fireplace, cathedral ceilings, and glass doors leading to the rear deck, lovely first floor en-suite primary with a new beautiful bath. Flexibility and comfort, the home includes two additional ensuite bedrooms and a nursery room on the second floor, plus a third floor dorm room ensuite. A beautiful front porch an attached two-car garage and a classic barn complete this special property. Minutes to downtown Great Barrington. |
52 Photos HOUSATONIC REAL ESTATE |
$1,675,000
12 BD |
7 BA
Multi-Family Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. Ample storage space is available in each unit, allowing residents to keep their living areas tidy. |
47 Photos HOUSATONIC REAL ESTATE |
$1,685,000
4 BD |
4 BA
Residential - Single Family Stunning Post and Beam Home with Log Facade. Nestled in a park-like setting with views of Mount Washington. Outdoor Amenities Galore. Extensive patios and wraparound decks provide the perfect venues for outdoor gatherings including a private bocce ball court, outdoor hot tub, and private dog park. The first floor offers generous entertaining spaces, including two to three bedrooms that provide flexibility for guests or additional family members. The open kitchen/dining area is perfectly positioned to capture southeast-facing views. The primary suite includes a luxurious bath and expansive walk-in closets. On the lower level there is a private walkout suite, full bath, gym, and kitchenette. 3 car oversized garage/shop and generator. |
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82 Photos LANCE VERMEULEN RE, INC |
$1,750,000
4 BD |
5 BA
Residential - Single Family The Ephraim Chapin House, a.k.a the ''Landlord Abel House'' was built in Chicopee c. 1725. In 1979 this handsome home & tavern was dismantled and relocated to Southfield. There it was re-erected upon a new foundation atop a hill, where it now resides on a 51-acre estate straddling the banks of Konkapot River. Once the beloved retreat of an artist and a serious collector of early American art and antiques this 3-story 4-bedroom home has been painstakingly rebuilt and restored.Original wainscoting in the ''keeping room'' is a rare example of interior decorative painting by the Scroll Painter, a documented but unnamed American decorative artist active the 1790's. Other details include original floorboards & exposed chestnut beams, center chimney with 6 brick fireplaces... (See ''More''.) |
47 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$1,790,000
6 BD |
7 BA
Residential - Single Family New World charm meets timeless elegance in this thoughtfully designed French Country-style home, perfectly sited to take in stunning westerly mountain and sunset views. Privately nestled on 3.76 manageable acres, it's just minutes to Tanglewood, downtown Lenox, and West Stockbridge.Designed with both comfort and hospitality in mind, the home offers a flexible layout with six bedrooms and seven bathrooms, including a spacious primary suite and multiple en-suite options for guests. Generously sized but not overwhelming, the home features cozy gathering spaces--like the eat-in kitchen open to the family room with a fireplace and French doors to a stone terrace and sunroom.A formal dining room, separate living room, and tucked-away library or office offer both function and quiet |
54 Photos EQUINE HOMES REAL ESTATE, LLC |
$1,850,000
5 BD |
3 BA
Residential - Single Family The equestrian elegance of this 55 acre property starts at the gated driveway. Perched on the hilltop is a fully equipped custom build multi use barn entirely heated by radiant floor heat and includes 8 14x14 stalls w/ autowaterers perfect for the breeder or veterinarian. Includes kitchenette, office, laundry and bathroom. Also included is a heated equipment shed and workshop, a heated drive through aisle for large trucks, washstalls and more! The grounds include 8 paddocks with waterers, an exercise track, 3 large pastures. A second barn offers 12 additional stalls. The meticulously kept grounds is professionally landscaped and a covered wrap around porch greets guests into the home. Kitchen has quartz counters, GE profile appliances and a slider out to a large patio |
40 Photos BERKSHIRE BUSINESS PROPERTIES |
$1,890,000
11 BD |
5 BA
Residential - Single Family HISTORIC BERKSHIRE FARM Best bargain in the Berkshires! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios., or storage. |
64 Photos COHEN & WHITE ASSOCIATES |
$1,900,000
5 BD |
5 BA
Residential - Single Family Stunning contemporary nestled in tranquility. The main level boasts a gracious great room with cathedral ceilings, fireplace and walls of windows that wash the common spaces with natural light and bring nature in. Gourmet chefs kitchen with ample storage and dining room with direct access to the oversized porch that features a gas stove for the chillier days. First floor primary en suite with walk in closet, direct access to your deck and primary bath with beautiful textures throughout. The second level has three guest bedrooms and two full baths. Lower level features a large family room walkout, additional guest bedroom and full bath. Two car oversized garage with studio space above that gives flexibility in its use. Private setting with expansive lawn and professionally |
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52 Photos THE KINDERHOOK GROUP - PITTSFIELD |
$1,900,000
4 BD |
3 BA
Residential - Single Family Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign--an escape where silence is broken only by the wind in the fields and the song of birds.The 1828 brick colonial, a masterpiece of its era, has been exquisitely restored to showcase spacious, light-filled rooms that draw the outdoors in, framing views of meadows, a sparkling pool, and the stately barn. The barn itself is a wonder, waiting to be reimagined--perhaps as a guest house, an artist's studio, or a setting for unforgettable gatherings.Surrounded by farms and opening to distant hills, the landscape feels both boundless and intimate. The pool, perfectly placed, invites leisurely afternoons and is graced with its own elegant pool house. |
65 Photos LANCE VERMEULEN RE, INC |
$1,995,000
3 BD |
2 BA
Residential - Single Family Welcome to Great Pine Farm, a once in a lifetime opportunity to own a stunning 200-acre horse farm, where unspoiled natural beauty meets functional equestrian amenities. A large portion of this land is thoughtfully protected by the Berkshire Natural Resources Council (BNRC), ensuring the preservation of its meadows, cornfields, woodlands, walking/riding paths and tranquil brooks. At the heart of the property is a custom-designed horse barn, featuring two horse stalls, a hay loft, and a heated tack room with water--providing convenience and comfort for both horse and rider. Additional garages offer ample storage for vehicles and equipment, ensuring that the property is as functional as it is beautiful. Anchoring the property is a charming antique cape home, |
86 Photos EXp REALTY |
$2,150,000
5 BD |
5 BA
Residential - Single Family Nestled in a secluded, serene setting and surrounded by lush gardens, fruit trees, wildlife and Nature Conservancy on 3 sides, custom-built home offers extraordinary privacy and tranquility. Crafted using wood milled directly from the property, this rustic yet contemporary home boasts a wealth of unique details that highlight exceptional craftsmanship. Moose, deer, bear, turtles, fox and more visit mature grounds tended by master gardener. Incorporates a native stone fireplace, ash sapling banister, antique leaded glass accents, & reclaimed 18th-century tavern doors from historic Egremont Tavern. These elements blend seamlessly with the open-concept floor plan, highlighted by soaring vaulted ceilings and oversized windows. 5 Brs, 5BA w/ attached separate apartment w/ balcony. |
62 Photos ALTON & WESTALL REAL ESTATE AGENCY, LLC |
$2,200,000
5 BD |
4 BA
Residential - Single Family Nestled in the center of Williamstown, just steps from Williams College, this stunning two-story Colonial stucco home offers timeless charm and modern comfort. Built in 1907, this 4,100 sq. ft. residence features five spacious bedrooms, three full baths, and one half bath.Set on 1.35 picturesque acres, the property boasts a large post-and-beam barn, a beautifully covered stone patio, and breathtaking western views of the Taconic Mountains. The expansive, level backyard is adorned with mature gardens and majestic old-growth trees, creating a serene and private retreat.Don't miss this rare opportunity--call today for your private showing! |
40 Photos Four Seasons Sotheby's International Realty |
$2,250,000
4 BD |
3 BA
Residential - Single Family The Nine- Square house is, at its core, an authentic country house. On the ground floor are the double living room, dining area, & kitchen, all flowing into each other & anchored by a marble fireplace & 3 large glass doors opening to the exterior terrace with a breathtaking view. A kitchen, office/painting studio, a washroom, a dry bar, & laundry room complete the main level.The central architectural piece of the home is the solid white oak staircase leading up to the second floor. The 4 bedrooms upstairs, though spacious, are much more private & intimate, each with large windows on 2 sides, communing with the serene & quiet landscape outside. |
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