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26 Photos
WILLIAM RAVEIS - BERKSHIRE
$399,900
4 BD | 1 BA
Residential - Single Family

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and views of the Housatonic river winding below. Clean and classic, all you have to do is move in and start making it your own!


28 Photos
WILLIAM RAVEIS - BERKSHIRE

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this property has been thoughtfully renovated top to bottom. This high visibility building, also zoned residentially, has 4 bedrooms or office spaces, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard that could used for additional parking, and views of the Housatonic river winding below. Clean and classic, all you have to do is move in and start making it your own!


57 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$400,000
3 BD | 2 BA
Residential - Single Family

Located in one of Southeast Pittsfield's most desirable neighborhoods, this classic center entrance Colonial offers timeless appeal and a traditional, well balanced layout. A gracious foyer welcomes you in, anchored by a switchback staircase and flanked by inviting living spaces featuring hardwood floors, a wood burning fireplace, and charming built-ins.The eat-in kitchen is both functional and stylish, with granite countertops, cherry cabinetry, and stainless steel appliances, while a convenient mudroom adds everyday practicality. Replacement windows and a rented Culligan water filtration system enhance comfort and convenience throughout.


41 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$410,000
2 BD | 1 BA
Residential - Condo/Townhouse

Perfectly positioned in the heart of Jiminy Peak Mountain Resort, this stylishly updated two-bedroom, one-bath condominium offers the ultimate slopeside lifestyle. Just steps from the lifts, you'll enjoy effortless access to one of the region's premier ski destinations while retreating to a thoughtfully designed interior that blends comfort and modern appeal. The bright, open living space is ideal for relaxing after a day on the mountain, with tasteful updates throughout creating a move-in-ready experience. Beyond winter, Jiminy Peak Mountain Resort transforms into a vibrant four-season playground featuring hiking, mountain biking, and family-friendly attractions.


42 Photos
LAMACCHIA REALTY, INC
$419,900
3 BD | 2 BA
Residential - Single Family

Welcome to 367 Notch Rd in North Adams! This beautiful 3-bedroom, 1.5-bath ranch home offers the perfect blend of comfort and style. Step inside to discover an inviting open-concept layout, highlighted by a stunning cathedral ceiling and an expanse of windows in the living room that floods the space with natural light. The thoughtful design creates a welcoming and airy atmosphere, ideal for both everyday living and entertaining. Nestled away from the bustle, this home provides a peaceful retreat while remaining just a short drive to downtown North Adams amenities and close to downtown Williamstown, MA. Don't miss this opportunity to own a move-in-ready home in a desirable North Adams location!


58 Photos
RE/MAX COMPASS
$419,900
3 BD | 2 BA
Residential - Single Family

OPEN HOUSE SUN 5/10 11AM- 2PM.Pontoosuc Lake Community! A rare opportunity awaits in this sought after neighborhood. This home has hosted three generations of the same family, over 46 years. Many wonderful changes have occurred in as many years. With a ton more potential this 2 to 3 bedroom, 1-1/2 bath home is in need of some TLC. While not lakefront, it offers beautiful lake views from the amazing sunroom, balcony and pool decks, with a right of way just one lot over. New sewer line April '26, New pool pump '24, pool heater inoperable, porch roof '24, Main roof '18, Water main replaced '25, hot water tank is approx 3 years old.This home is being sold as-is, where-is. Bring your tools, ideas, and imagination!


34 Photos
LAMACCHIA REALTY, INC
$420,000
2 BD | 1 BA
Residential - Single Family

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp white cabinetry, and modern countertops. Two bedrooms and a full bath complete the main level. Whether you're seeking a full-time residence or a peaceful getaway, 245 Long Pond offers all the charm and abuts preservation land conveniently located near Tanglewood, theaters, and more.


51 Photos
ROBERTS & ASSOC. REALTY, INC
$424,900
4 BD | 2 BA
Residential - Single Family

Step into style and comfort in this beautifully maintained move-in ready four bedroom, two-bath home in Southeast Pittsfield Conveniently located and perfectly positioned on a landscaped, fenced, corner lot. From the moment you enter the spacious hallway, you'll see gleaming hardwood floors that add warmth and character to every room. First floor includes timeless charm of a fireplaced living room, formal dining open kitchen and a family room with skylights. First floor bath w shower and bonus is a year-round heated sunroom on its own heat zone. Second floor features four generously proportioned light-filled bedrooms, updated full bath. Private rear patio, attached garage, Natural gas heat - four zones! Minutes to theater, restaurants and all of the Berkshire attractions.


32 Photos
JIMINY REALTY
$425,000
2 BD | 2 BA
Residential - Condo/Townhouse

Top Floor unit with views of the slopes! This totally renovated 2-bedroom 1.5 bath unit with brand new everything. New floors. New appliances. New furniture. New Paint. New exposed beams. Private parking spot right out front. Private ski locker for your skis and boots. This unit also comes with a private owners closet that holds all the extras like bikes and rackets. Let's not forget this unit has a wood burning fireplace for the cold winter nights. Tennis courts and summer swimming pool are steps away from this unit. Park your car and walk to everything. Ski right up to the back of the building. Turnkey unit already for the winter snow.


43 Photos
PAULA MCLEAN REALTORS INC.
$425,000
2 BD | 3 BA
Residential - Single Family

Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom for ultimate comfort and privacy. Outside a 2 car garage great for snow days or storing an old vintage car! Ideally located close to Tanglewood, Ventfort Hall, Bousquet Mountain & Sport, The Colonial Theatre as well as wonderful restaurants, cafes, and shopping. A little something for everyone.


15 Photos
DALTON TOWN & COUNTRY ASSOC, INC
$425,000
4 BD | 2 BA
Residential - Single Family

4 Bedroom 1.5 bath brick cape on over half acre lot, wood floors throughout, fireplace, newly painted, dining room, eat in kitchen, one car attached garage, breezeway, family room in basement.Includes separate 720 square foot ranch with 2 bedrooms, 1 bathroom on property, front porch, vinyl siding, separate utilities


38 Photos
COLDWELL BANKER COMMUNITY REALTORS
$425,000
3 BD | 2 BA
Residential - Single Family

Nestled in a peaceful 4.3 wooded setting, this spacious home captures the warmth and charm of log home living. The open concept design offers a warm and inviting atmosphere, highlighted by cathedral ceiling and rich wood interiors. The kitchen connects to the dining and living areas, where a pellet stove adds cozy comfort, and patio doors lead to a large front andback decks, the perfect place to gather with friends or simply relax and enjoy nature. The main bedroom suite features patio door to the back deck, a full bath, and a custom built laundry closet, Two additional bedrooms and another full bath complete the main level. The finished lower level is designed for fun and entertainment, featuring a generousfamily/recreation room with a projector for movie nights


59 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$425,000
5 BD | 3 BA
Multi-Family

This exceptionally well-maintained Civil War-era farmhouse presents a rare opportunity to own a property rich in character while offering remarkable versatility. Thoughtfully preserved and updated, the home accommodates a variety of living arrangements, functioning seamlessly as a spacious single-family residence, a multi-generational home, or a duplex-style property with income potential for both long- and short-term rentals. Set within a charming, low-tax community, the property offers an appealing balance of tranquility and accessibility. Its proximity to Jiminy Peak places year-round recreation just moments away, including skiing, hiking, mountain biking, and outdoor adventure parks. The surrounding area is equally known for its vibrant cultural scene, with nearby venues offering arts,


21 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$425,000
3 BD | 2 BA
Multi-Family

Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.


26 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$425,000
2 BD | 2 BA
Residential - Condo/Townhouse

Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that evoke another era. Every detail--from the textured walls to the light pouring in at all hours--creates a sense of romance and possibility.The home is thoughtfully divided: one wing offers a spacious bedroom and lounge with guest alcove, while the other wing hosts a dining area, kitchen, and charming nook for work or rest.


46 Photos
STONE HOUSE PROPERTIES, LLC
$425,000
2 BD | 1 BA
Residential - Single Family

Charming home in a private setting, close to all area attractions. The oversized front porch leads you inside to a light filled first floor, with newly finished hardwood floors and high ceilings. The living and dining rooms offer flexible space for relaxing or entertaining. The kitchen has lovely southern light, as well as access to the back deck for summer dining. Upstairs are two generously sized bedrooms, and a full bathroom w/ laundry. The third floor has a finished bonus space as well as an unfinished storage area. Outdoor amenities include a nice size yard, storage shed, and an in-ground pool.The property has a new 3 bedroom septic system, and a full de-leading compliance certificate. Minutes to downtown W. Stockbridge, 10 minutes to Tanglewood, and 35 minutes to Albany.


4 Photos
COHEN & WHITE ASSOCIATES

NORTH EGREMONT - Almost 18 elevated acres with sweeping views of the Berkshire Hills that has been surveyed, flagged with enough road frontage to subdivide once. An open meadow with woodlands as a backdrop make this parcel most desirable....a must see!


19 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$429,000

Commercial

*NEW PRICE* HISTORIC RAILROAD STATION WITH CABOOSE. Built in 1893. Renovated in 2018, 2,134 sf. Unique opportunity to own a piece of Lee History. Restored and converted for Bar/Restaurant use. Centrally located in downtown. Seating for 65 plus Outdoor Deck. Parking for 30 cars. Property also available for Lease (MLS# 243435).


43 Photos
HOUSATONIC REAL ESTATE
$429,000
3 BD | 2 BA
Residential - Single Family

Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb, this property combines timeless charm, tranquil surroundings, and great potential.


22 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$429,000
3 BD | 2 BA
Residential - Single Family

Welcome to 13149 NY 22, Canaan, NY 12029 a beautifully updated 3 bedroom, 1.5 bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient single level layout provides comfortable flow between the bright living spaces and the three well sized bedrooms. Recent improvements include a brand new roof, ensuring years of worry free ownership. An attached heated two car garage adds convenience and storage, while the expansive yard gives you plenty of room to garden, relax, or simply enjoy the quiet surroundings.

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