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Currently listing 989 sales properties. |
| Found 47 Listings | Sort: |
34 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$374,900
3 BD |
2 BA
Residential - Single Family Inviting cape style home nestled between two of the Berkshires' most beautiful lakes- Pontoosuc and Onota set for outdoor water adventures and be surprised at home with an abundance of family spaces. Don't miss the oversized side yard a possible extra building lot (verification by buyer) for the accessory building, garage or second home. This home has three full levels of living offers opportunity, versatility and function for each and everyone in the clan. Be greeted by a beautiful etched glass front door, gleaming hardwood floors and spacious living room setting the stage to curl up in the evenings at the end of a busy day. |
31 Photos LAMACCHIA REALTY, INC |
$379,000
3 BD |
2 BA
Residential - Single Family Home for the holidays. Well maintained, move in ready 3-bedroom, 2 bath cape home in a desirable southeast section of Pittsfield. Close to the Lenox border, Tanglewood, shopping centers, Bousquet Ski Area and Bousquet Sport. Gas heating system, living room fireplace, first floor bedroom and oversized garage. Wood floors throughout, finished basement room with room for a workshop. Well-kept yard with plenty of room for gardening. Located close to October Mt and Canoe Meadows for the outdoor enthusiast. Easy access to the center of Lenox, Pittsfield and routes in and out of the Berkshires. Don't miss this opportunity to be settled in for the New Year and start your resolutions with keys to your new home in your hand! |
41 Photos MOCKINGBIRD REAL ESTATE |
$392,000
3 BD |
2 BA
Residential - Single Family JUST REDUCED.....Step into this bright and sunny newly renovated 3 bedroom 1 1/2 bath home. From the moment you walk in, you will notice the new kitchen, bathroom and fresh paint. There is a large finished basement ideal for family room, workout room, or playroom. Add 2 other rooms in the lower level complete with laundry and 1/2 bath. Walk onto the deck from the dining area and enjoy the privacy with a fenced in backyard.There is a large 2 car attached garage. All situated close to shopping, parks, walking trails and more |
45 Photos ASHMERE REALTY, INC. |
$399,900
3 BD |
2 BA
Residential - Single Family Step into this beautifully renovated home, where natural sunlight fills spacious, oversized rooms, creating a warm and inviting atmosphere. Every detail has been thoughtfully updated, showcasing a fresh, modern aesthetic complemented by brand-new appliances. The expansive primary bedroom features two closets, with one large enough to serve as a nursery or home office, complete with two windows for abundant light. Perfectly positioned in a prime location--just minutes from Jiminy Peak Mountain Resort, tranquil lakes, and convenient shopping--this home seamlessly blends comfort, style, and accessibility. |
45 Photos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC. |
$399,999
4 BD |
2 BA
Residential - Single Family Welcome to this beautifully maintained ranch offering the perfect blend of comfort, style and functionality. This move in ready home features 4 bedrooms , 2 full baths and a finished basement. Step inside to find wood floors, a warm and inviting layout with plenty of natural lightening. The kitchen opens to the dinning area. Outside enjoy a lovely front porch for morning coffee, in the backyard enjoy a private oasis with a deck and built in pool ideal for relaxing and hosting summer gatherings. The attached garage provides convince and extra storage, completing this picture perfect property. If you're looking for a well cared for home with great outdoor living this one checks all the boxes. Open House 12/13/25 , 10:00-11:30 am. |
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24 Photos HART REALTY |
$419,900
4 BD |
3 BA
Residential - Single Family Beautiful views and move-in condition! This home has a new kitchen with SS appliances, stone countertops, tile back splashes and slider to the 2 tiered deck overlooking Noble farm fields. Relax and take in nature's beauty! There are all new floors, interior and exterior paint, and extreme low temp high efficiency heat pump/Air conditioning. Updated 2.5 bathrooms and a 2 car garage make this home everything that you need. |
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. |
44 Photos BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD |
$445,900
4 BD |
2 BA
Residential - Single Family Motivated Seller.! A home that is in move in condition Prestigious grand colonial located in the lovely Southeast area. This home has been meticulously maintained. Four large bedrooms, formal living room with fireplace, Glass doors leading out to a pergola, A family room, dining room, renovated kitchen , den or office could be a fifth bedroom. One upstairs bathroom renovated and one on the first level,The landscaping is a gardener's dream come true.A Berkshire County haven. Walking distance to theaters and great downtown eateries and coffee shops. Close to Rt 7 which leads to Lenox, Tanglewood Stockbridge Red Lion Inn.. Great Barrington. Skiers vacation spots. Words cannot describe all this property has to offer. A must see. |
45 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$450,000
4 BD |
3 BA
Residential - Single Family This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the backyard. Upstairs, the primary bedroom impresses with double closets and a vaulted ceiling, complemented by three additional bedrooms and a full bathroom. The fully finished basement provides valuable extra living space with a laundry room, 3/4 bath, and game room. Recent updates include a new roof (2021), heating system (2023), and refinished floors with fresh paint (2025). |
37 Photos COMPASS MASSACHUSETTS , LLC GB |
$455,000
3 BD |
2 BA
Residential - Single Family Live in the center of Great Barrington with a private backyard of almost 3 acres on the river! This renovated farmhouse has an inviting kitchen with cozy wood stove, first floor primary suite and 2 spacious bedrooms with a shared bath on second floor. Beautiful wide-plank floors and built-ins preserve this home's history. A solar rooftop system, fully owned, brings energy efficiency and electricity credits. Front porch, back deck and two car garage with second story and an EV charger complete this in-town gem! |
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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. |
33 Photos LAMACCHIA REALTY, INC |
$469,900
4 BD |
3 BA
Residential - Single Family Welcome to 59 Joan Drive, a well appointed 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings. The master suite offers a private full bath, while three additional bedrooms provide plenty of space for family or guests. The finished lower level includes a versatile family room, 1/2 bath, laundry room and access to the 2 car garage. Perfectly set on approx .42 acres of land this property offers mountain views, yet in a neighborhood setting. This home comes with a one year transferable home warranty, whole house water filter and additional insulation was just added to increase efficiency. |
48 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$525,000
4 BD |
3 BA
Residential - Single Family This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the backyard.Upstairs, the primary bedroom impresses with double closets and a vaulted ceiling, complemented by three additional bedrooms and a full bathroom. The fully finished basement provides valuable extra living space with a laundry room, 3/4 bath, and game room.Recent updates include a new roof (2021), heating system (2023), and refinished floors with fresh paint. |
70 Photos MOCKINGBIRD REAL ESTATE |
$525,900
6 BD |
3 BA
Residential - Single Family Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated kitchens with granite counters and stainless steel appliances. Ample room for the kids and pets to play in the fully fenced in backyard with playset. Enjoy relaxing in the hot tub on the lower level while have shelter from the upper deck! This gorgeous home has all you could need! Surveillance cameras are active outside in the front & back of home. |
62 Photos PAULA MCLEAN REALTORS INC. |
$549,000
4 BD |
4 BA
Residential - Single Family Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday living and unforgettable gatherings. 4 bedrooms, 4 bathrooms, expansive common area's featuring a grand living room with fireplace, formal dining room and quiet den this home offers endless flexibility. Host holidays with ease, celebrate milestones, or simply enjoy peaceful evenings. Each room feels like a backdrop for future traditions to be cherished. |
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51 Photos COMPASS MASSACHUSETTS , LLC GB |
$559,000
4 BD |
2 BA
Residential - Single Family Welcome to this beautifully maintained Colonial in a prime Southeast Pittsfield neighborhood. With over 2,500 sq ft of living space, this home is larger than it appears and full of thoughtful updates. A freshly painted exterior, Goshen stonewalkway and lush landscaping create a warm welcome. Inside the stunning new kitchen features soapstone counters, subway tile, a coffee bar, and breakfast nook. The cozy living room adjoins a sunporch or office, while the expansive, sunlit family room opens to a magical private deck and fenced yard. Upstairs offers three spacious bedrooms, a full bath, and a luxurious primary suite with a new en-suite bath. A perfect blend of original charm and modern comfort. |
31 Photos HOUSATONIC REAL ESTATE |
$589,000
4 BD |
2 BA
Residential - Single Family Charming 1790 Historic Home in the Heart of South EgremontNestled on a beautifully landscaped 0.8-acre lot in the heart of the village, this 4-bedroom, 2-bath home blends timeless charm with modern convenience. Built in 1790 it features wide plank floors, built-ins, and a fireplace with a historic Dutch oven.Enjoy local access to shops and dining, with scenic hiking at Jug End Reservation just minutes away. Mature gardens, a new roof (3 years), fresh exterior paint, and a recently installed septic system add value. The interior, full of historic character, awaits your personal touch. |
45 Photos PAULA MCLEAN REALTORS INC. |
$599,900
3 BD |
2 BA
Residential - Condo/Townhouse Welcome to South Pond Farm Condominiums, a serene waterfront community nestled on the shores of Richmond Pond. This beautifully maintained residence offers effortless living with the perfect blend of privacy, comfort, and natural beauty.Enjoy woodland views, an inviting interior, and access to exclusive community amenities -- including a private beach, tennis, pool, and walking trails. Whether you're seeking a peaceful year-round home or a Berkshire getaway, South Pond Farm is your invitation to relax, unwind, and live surrounded by nature's finest.Experience lakeside living at its best -- just minutes from Tanglewood, Lenox, and the cultural heart of the Berkshires. |
62 Photos STONE HOUSE PROPERTIES, LLC |
$625,000
4 BD |
3 BA
Residential - Single Family Set on 3 private, beautifully landscaped acres in the heart of Richmond, Massachusetts, 1772 Swamp Road offers the perfect blend of space, comfort, and potential. This 4-bedroom, 2.5-bath home provides a solid foundation, flexible floor plan, and updates in all the right places including a newer furnace, metal roof, and whole-house generator giving you peace of mind and room to make it your own.Inside, a bright, spacious layout welcomes you with multiple living areas that offer flexibility for everyday living, entertaining, or working from home. The large living room features a propane insert, while a second wood-burning fireplace in the primary suite creates a cozy retreat. And the sunroom has the best Berkshire views! Upstairs, you'll find four comfortable bedrooms, |
57 Photos LAMACCHIA REALTY, INC |
$699,900
4 BD |
2 BA
Residential - Single Family Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample storage, seamlessly connecting to the dining area. Enjoy the convenience of 2 well-appointed bathrooms and generously sized bedrooms, perfect for family and guests.Outside, the expansive yard offers endless possibilities for outdoor activities, gardening, or simply enjoying nature.Meticulously maintained and set in a peaceful setting, this home is a true gem just waiting for you to make it your own! |
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