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40 Photos
360BERKSHIRE REALTY GROUP
$425,000
4 BD | 2 BA
Residential - Single Family

Welcome home to this spacious Ranch/Rambler home with 4 bedrooms and two full bathrooms. Vaulted ceiling in the living room. The floor plan conveniently flows well through the kitchen and dining room. The kitchen has a penincela with seating. Off the dining room is a slider out to the large deck that also connects to the swimming pool. The lower level has a bonus/family room with a bar. Two car attached garage and detached storage shed.


66 Photos
NOCHER REALTY
$425,000
4 BD | 3 BA
Multi-Family

Large scale 4 Unit commercial property offers four excellent rental opportunities in the heart of downtown's Park Street. The building features two gleaming residential apartments that capture the vibrant city lifestyle, perfect for residents seeking urban convenience. The retail space is expansive and currently vacant on the right side, providing a blank slate for your business or investment plans, while the left side is already leased, generating immediate income. Ideal for investors or entrepreneurs looking to capitalize on prime downtown location and diverse income streams. Both second floor apartments recently vacant and ready for rent


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


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.


38 Photos
RED HORSE REAL ESTATE, LLC
$429,000
3 BD | 2 BA
Residential - Single Family

WALK TO THE LAKE! BEACHES, TRAILS, PICKLEBALL, TENNIS, VOLLEYBALL, CLUBHOUSE & MORE! 4 SEASON FUN! Welcome to Wildwood where you'll find this 3 bedroom, 2 bath contemporary well maintained and ready for immediate use. Screened porch & deck, open floor plan, Living area with woodburning fireplace, cathedral ceiling, bay window for bird watching overlooked by an interior balcony. Primary bedroom with private deck on upper level. Full basement with partially finished room and high ceilings. Walk to Meadow beach -one of the 5 beaches on the 2 community lakes - which features a picnic pavilion with changing areas, canoe & kayak storage plus a swimming platform in the roped off swimming area. The house is landscaped with perennial gardens & flowering trees and screened by trees for privacy.


59 Photos
BURNHAM GOLD REAL ESTATE, LLC
$429,000
4 BD | 2 BA
Residential - Single Family

Located in the desirable historic Cherry Street neighborhood of North Adams, just moments from Downtown North Adams & MCLA, this impeccably maintained Victorian blends preserved period charm with thoughtful modern updates. Rich woodwork, pocket doors, and original architectural details showcase the home's character, while modern conveniences provide comfort and efficiency. A stunning 2022 custom kitchen features quartz countertops, stainless steel appliances, deep pan drawers, tall pantry cabinets, and elegant custom cabinetry. The home is equipped with natural gas heat, an updated 200-amp electrical service, and public water and sewer. The detached carriage house includes a two-stall garage plus a versatile loft/studio/workshop space above, perfect for hobbies, storage, or creative use.


43 Photos
SIGNATURE ASSOCIATES
$429,400
4 BD | 2 BA
Residential - Single Family

Lovely, meticulously maintained home in southeast Pittsfield offers spacious living. Attractive kitchen with large dining area leading to deck. Generous yard with fenced area for pets or kids, a garden area, large shed. There is an ''in-law'' arrangement in the lower level that has living room, bedroom or dining room, a den or dining or bedroom, kitchenette, full bath and door to the garage.Three bedrooms on first floor with nice closets, and there is a full bath. 2 car garage with work area. Come and see this home! Open house 10/25 10:30-12:30


40 Photos
BARNBROOK REALTY, INC.
$439,000
6 BD | 3 BA
Residential - Single Family

**BRAND NEW ROOF BEING INSTALLED!**Beautifully renovated multi-zoned building has huge potential for residential use. Centrally located and just minutes to downtown Pittsfield and all Berkshire cultural venues. This fabulous building has been updated with modern amenities and chic decor! This home offers an enormous kitchen area with washer & dryer, 6 bedrooms, 3 full baths, 4 fireplaces and oversized spaces that flow from one room to the next. Superb for entertaining large groups! Natural light floods this home. Original hardwood flooring and quality craftsmanship throughout. New mechanicals & electric.Nothing to do but move in! Has outstanding Rental history as well! Ample private parking in rear of building.Being sold completely furnished.


39 Photos
LAMACCHIA REALTY, INC
$440,000
2 BD | 2 BA
Residential - Condo/Townhouse

Welcome to your dream condo located at 5 Windflower Way. This beautifully updated residence offers a blend of comfort & convenience, making it a perfect place for those seeking low maintenance. The well-equipped kitchen features modern appliances, quartz countertops, a beautiful, tiled floor, & ample cabinets. This condo includes 2 generously sized bedrooms, and two bathrooms. The attached one-car garage offers charging for an electric car. Enjoy outdoor recreation at the tennis court & pickleball court & swimming pool. Condo is just minutes away from local amenities including shops, & restaurants. Experience the vibrant culture of Williamstown home to the renowned Clark Art, & Williams College. Don't miss the opportunity to make this your new full-time residence or vacation home.


32 Photos
BURNHAM GOLD REAL ESTATE, LLC
$449,000
3 BD | 2 BA
Residential - Condo/Townhouse

Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large living and dining areas are perfect for entertaining or relaxing at home. The living room offers a fireplace for those winter snow storms, plenty of counter space for meal preparation in the large kitchen area. There are three generously sized bedrooms: The primary bedroom is on the first floor with a full bathroom and linen closet. Two bedrooms and full bath complete the upper level.


27 Photos
HELEN MULLANY REAL ESTATE, LLC
$449,000
3 BD | 3 BA
Residential - Condo/Townhouse

EXCEPTIONAL CORNER UNIT! Bright and inviting 3 Bedroom, 2.5 Bath town house offering the perfect place to live, in the heart of Great Barrington. Designed for comfort & style, these light filled rooms showcase a beautiful distant mountain view. With the warmth of wood floors throughout, the spacious open plan is perfect for entertaining, and a new HVAC system has been added for year round comfort. The lower level is bonus space for recreation, bunk room or office. Plenty of storage, with walk out to a private seating area and gently sloped lawn. There is a one car detached garage. Rose bushes and thoughtfully designed landscaping create a welcoming setting. Conveniently located and move-in ready! Many Berkshire cultural attractions nearby, minutes to restaurants, shopping & skiing.


27 Photos
HELEN MULLANY REAL ESTATE, LLC
$449,000
3 BD | 3 BA
Residential - Single Family

EXCEPTIONAL CORNER UNIT! Bright and inviting 3 Bedroom, 2.5 Bath town house offering the perfect place to live, in the heart of Great Barrington. Designed for comfort & style, these light filled rooms showcase a beautiful distant mountain view. With the warmth of wood floors throughout, the spacious open plan is perfect for entertaining, and a new HVAC system has been added for year round comfort. The lower level is bonus space for recreation, bunk room or office. Plenty of storage, with walk out to a private seating area and gently sloped lawn. There is a one car detached garage. Rose bushes and thoughtfully designed landscaping create a welcoming setting. Conveniently located and move-in ready! Many Berkshire cultural attractions nearby, minutes to restaurants, shopping & skiing.


43 Photos
HOUSATONIC REAL ESTATE
$449,000
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.


42 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$449,900
6 BD | 2 BA
Residential - Single Family

Discover the charm of yesteryear with this enchanting 6-bedroom, 2-bathroom antique home nestled in the vibrant town of Lee. Accompanied by a large two-story stone barn, this residence offers a blend of historical elegance and modern potential. Original features such as wood floors, Dutch door, and classic stairway railing are complemented by a dining room with beamed ceilings, built-in china cabinets, and bay window with marble seat. Stained glass windows and pocket doors add to the home's unique character, while a marble fireplace graces the front parlor. The sizeable retro kitchen, complete with Geneva cabinets, awaits your personal touch. Set on a corner lot with mature plantings, the property boasts a beautiful backyard--


34 Photos
LAMACCHIA REALTY, INC
$449,900
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.


50 Photos
REALTY STREET, LLC
$459,900
6 BD | 3 BA
Residential - Single Family

Charming 6-Bedroom New England Farmhouse in Hinsdale, MASet on a peaceful 3/4-acre lot in the heart of the Berkshires, this spacious and thoughtfully updated 6-bedroom farmhouse offers the perfect blend of classic charm and modern comfort.A welcoming wrap-around porch invites you to relax and enjoy the quiet rural surroundings. Inside, the first floor features an expansive modern kitchen, formal dining room, living room, office, half bath, and a versatile bedroom or family room--designed for both everyday living and entertaining.Upstairs, you'll find five additional bedrooms, two full bathrooms, and an office or potential seventh bedroom.Recent updates include full insulation, newer windows, newer roof, updated electrical, solar panels, professionally landscaped


8 Photos
HELEN MULLANY REAL ESTATE, LLC
$465,000
3 BD | 3 BA
Residential - Single Family

Multi-family in a convenient location, walking distance to town and shopping, bus line nearby.Well maintained. The perfect location, walking distance to restaurants and shopping, public transportation nearby.


29 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$469,000
3 BD | 2 BA
Residential - Single Family

Tucked away in the desirable, low-tax community of Richmond, Massachusetts, this 3-bedroom, 2-bathroom ranch, surrounded by higher-priced properties, offers comfortable single-floor living. The open-concept living area, filled with natural light, includes a recently updated kitchen and features quartz countertops, quality stainless appliances, and ample counter space. The master suite includes a newly updated bathroom. Two additional spacious bedrooms offer flexibility for guests or a home office. A privately owned solar array provides net-zero energy, combining eco-conscious living with cost savings. Located just 4 miles from Tanglewood, the Berkshires' premier cultural attraction, 5 miles from Lenox, the region's culinary hub, 4 miles from West Stockbridge, and 5 miles from Balderdash C


48 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$469,000
4 BD | 4 BA
Residential - Single Family

Step into a world where historic charm meets contemporary living in this unique 4-bedroom, 4-bath Arts & Crafts home located in the heart of Southeast Pittsfield. This one-of-a-kind residence is brimming with character and has been lovingly maintained to showcase its original features while providing all the comforts of Berkshire living. This majestic home has a fascinating origin story. Built in the late 1800s, it was once the east wing of the summer residence of the Pillsbury family. Originally adjoined with the house behind it on Wendell Avenue and situated a half block away, the sprawling grand estate was divided into two separate homes, and carefully moved by horse in the early 1900s, establishing the neighborhood that would grow around them.


48 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$469,900
3 BD | 2 BA
Residential - Single Family

Welcome to 93 Roselyn Drive, a beautifully maintained, move-in-ready, light-filled mid-century gem with style, function, and effortless upkeep, ideally situated in Pittsfield's desirable west-side neighborhood.This home offers big-sky views and a private 0.75-acre yard - perfect for morning coffee, stargazing, or weekend gatherings on the expansive two-level deck overlooking mature, easy-to-care-for gardens.Inside are sun-filled rooms, a classic stone gas fireplace with remote control, a fabulous bonus room with large windows facing the backyard - ideal for a home office, family room, or yoga studio - plus a newly finished lower level adding more versatility with a full bath, cedar closet, laundry area, and plenty of room for a guest suite, media room, or private gym.

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