01230, MA homes for sale & real estate

01230, MA Homes for Sale

The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved the property significantly to include: AC system, new kitchen, structural upgrades, new parking lot and landscaping. Solid income and occupancy history. Known for its beauty, the Inn features spacious public rooms with high ceilings, fireplaces and historical details intact, and

01230, MA Homes for Sale

This lovely 1825 colonial has many of its original features in place - wide plank floors, beamed ceiling, original hardware, as well as a fully renovated kitchen. Mostly new appliances, new windows, foam insulation in the basement, well insulated attic and walls, along with a high-efficiency furnace, and you have the best of both worlds. Also, the house is a legal two-family, offering a multitude of options - connecting interior door to the main house gives you a first-floor bedroom suite, which you could rent year- round, or use as an Airbnb (current owner did so quite successfully). The adjacent fully insulated barn/garage with 100 amp service, wood stove, and tons of loft storage, is cur

01230, MA Homes for Sale

Exceptional downtown location for this 2873 sf Victorian--steps from vibrant Main Street and the River Walk. There is plenty of room for family and friends with 4+ bedrooms, 3 baths, separate au pair or in-law quarters with kitchen, generous family room with fireplace, newly renovated kitchen, office and exercise room. High ceilings, gleaming wood floors and large windows allowing light to pour in all day with sweet views of the neighborhood. Plus, front and rear porches, off-street parking and room for a garden. Walk to your favorite bakery, coffee shop, library, farmer's market, Mahaiwe Theater and village restaurants. Enjoy the lifestyle of this town voted one of the state's Top Places t

01230, MA Homes for Sale

The Oakwood #8 is a beautifully updated ground floor, one-level unit. Step down to access the foyer which is large, organized and welcoming. The kitchen has loads of storage, 5-burner gas range, all new appliances + cute bar seating. The ample dining room makes for easy entertaining. Step down to the spacious living room w/ wood-burning fireplace and a sliding door to your own private patio. The primary bedroom is big enough for a king bed, has a walk in closet + extra storage and an ensuite full bathroom. The 2nd bedroom has its own dedicated full bathroom with walk-in shower. A stacked laundry unit is just off the kitchen. Each unit has its own garage stall, and use of the community pool

01230, MA Homes for Sale

Meadowside is a custom built Segalla home that is a wonderful 3-bedroom, 2.5-bathroom contemporary home on 3.3 bucolic acres in Monterey. Open plan offers a half bath/ laundry room combo off the spacious kitchen, dining room, and living room that are just drenched in natural day light. Sleeping quarters have their own wing, down the hall are two good sized bedrooms, both contain large light producing windows and ample closet space. A large bathroom completes the space. The main bedroom is located in the back of the house for increased privacy. Main features are a huge walk-in closet, AC wall mount, and of course the extremely convenient en- suite bathroom. Situated on a breathtaking piece o

01230, MA Homes for Sale

The Oakwood #8 is a beautifully updated ground floor, one-level unit. Step down to access the foyer which is large, organized and welcoming. The kitchen has loads of storage, 5-burner gas range, all new appliances + cute bar seating. The ample dining room makes for easy entertaining. Step down to the spacious living room w/ wood-burning fireplace and a sliding door to your own private patio. The primary bedroom is big enough for a king bed, has a walk in closet + extra storage and an ensuite full bathroom. The 2nd bedroom has its own dedicated full bathroom with walk-in shower. A stacked laundry unit is just off the kitchen. Each unit has its own garage stall, and use of the community pool

01230, MA Homes for Sale

Whether the perfect place to downsize to or as a weekend get-away, this comfortable home delivers! The sensible floor plan flows nicely. The main living area opens to a Great Room with tall ceilings, skylight and custom wood work. Relax, Dine & Entertain on the expansive deck, while enjoying the peaceful surroundings. Carefree and manageable one story living. With 7.5 Acres, there is plenty of room for gardens, play and pets. Ideal location, walking distance to Waldorf School, minutes to Great Barrington & Egremont town centers , Ski Butternut and Catamount.

01230, MA Homes for Sale

Unique property with potential for a wide range of educational, recreational, residential or other potential re-development uses. Formerly part of an residential school facility, the property consists of over 11 acres with extensive road frontage on both sides of Route 23. The buildings include: 1) 10,560 sq. ft. gymnasium w/ levels of office/conference rooms, 750 lb elevator, 4 bathrooms, and extensive mechanical infrastructure. 2) Former administrative/dining hall/office building offering 7,597 sq. ft. of adaptable space over 3 levels. Located in Residential (R-4) zoning area. Priced well below assessed value. Virtual tour & floor plans available.

01230, MA Homes for Sale

Welcome to your dream investment opportunity or multi-generational living paradise! Nestled on a tranquil side street, this newly renovated two-family home offers the perfect blend of modern amenities and charming character. Located just minutes away from vibrant town parks, scenic hiking trails, the serene river walk, a local co-op, and a bustling shopping area, this property provides an ideal lifestyle for both relaxation and convenience. Enjoy your wrap-around front porch, a perfect spot for morning coffee or evening relaxation. The property boasts ample parking, ensuring convenience for all residents and guests. The lush surroundings include beautiful fruit trees, gardens, back patio

01230, MA Homes for Sale

Escape to Your Own Lakefront Sanctuary in the Berkshires Nestled in the heart of the picturesque Berkshires, this enchanting lakefront property offers a rare opportunity to create your dream retreat. With over 500 feet of private waterfront, this expansive estate is a haven for those seeking tranquility and natural beauty. Situated on a sprawling parcel of land, this property is perfectly positioned to offer breathtaking views and serene surroundings. The Berkshires are renowned for their stunning landscapes, vibrant cultural scene, and outdoor recreational activities. Expansive Living Space: * * The 4,000-square-foot home features five spacious bedrooms and six bathrooms, providing ample

01230, MA Homes for Sale

LOCATION, LOCATION, LOCATION, BIGGER ISN'T ALWAYS BETTER. This small but mighty home is in the perfect south Egremont location. It is compact but sleeps 6, with 2 full baths. Easy care, open plan, updated kitchen, a wall of windows facing the lovely lawn. Walk out lower level with family room, multi-purpose room, office a full bath and laundry. Large deck to relax on plus a sweet screened in porch for summer evenings. Walk to the village to grab your mail, coffee, breakfast or lunch. There is even a large detached two car garage. Minutes to downtown Great Barrington. VERY ENERGY EFFICIENT LOW COST TO RUN HOME.

01230, MA Homes for Sale

This home has just about everything you're looking for and more! A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite with large jet tub and separate shower. Open the slider and slip onto your screened in porch. Washer dryer on first level as well as den/0ffice. Seperate dining room with open concept living room /kitchen that leads out to the rear deck or screened in porch. Attached over size 3 car g

01230, MA Homes for Sale

Welcome to this beautifully updated home with frontage on the serene Williams River, just a short drive from downtown Great Barrington. Renovated in 2017, this home delivers modern convenience with cozy charm. Step inside to a bright, open kitchen featuring granite countertops, stainless steel appliances, a farmhouse sink, and Kraftmaid cabinetry. The first-floor primary suite offers peaceful morning views, an en-suite bath, and laundry at your fingertips. The great room, with soaring cathedral ceilings, flows into a three-season sunroom—perfect for unwinding or hosting friends. Upstairs, two additional bedrooms share a stylish, modern bathroom. With updated systems, including a heati

01230, MA Homes for Sale

Experience luxurious living at Powerhouse Square! This stunning, newly-built 2-bedroom, 2-bathroom condominium in the heart of downtown Great Barrington offers the perfect blend of style and convenience. Just steps away from shopping, theaters, and top-rated eateries, you'll enjoy the best of what this vibrant area has to offer. Featuring high-end finishes, a spacious open-concept kitchen, dining, and living room with beautiful wood flooring, and French doors that open to a charming Juliet balcony, this unit is designed for both comfort and elegance. The large primary bedroom includes a walk-in closet and a spa-like en-suite bathroom with a double vanity. A second bedroom and guest bath pro

01230, MA Homes for Sale

Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, HVAC system plumbed for oil, propane, or solar. H

01230, MA Homes for Sale

Welcome home to this enchanting New England Antique residence, set in the heart of the charming town of Egremont. This property exudes timeless appeal and is ready for its next steward to create new memories within its storied walls. Egremont offers a unique blend of small-town charm and convenience. The town boasts its own private park, perfect for family outings and dog walks, and is ideally situated within a 10-minute drive to both New York and Connecticut. Whether you enjoy hiking the Appalachian Trail, snowshoeing, skiing, or simply relishing the great outdoors, everything is within easy reach. Nearby, you'll also find a variety of restaurants theaters, and swimming spots, ensuring tha

01230, MA Homes for Sale

Immaculate and sparkling home within walking distance to downtown. Easy care with 4 bedrooms, 2.5 baths, open plan, gleaming wood floors, high ceilings, loads of light, updated chef's kitchen with brand new appliances, fireplace in large living room, family room, first floor laundry, ensuite spacious primary. The walk out lower level has a work out room or office and a two car garage. Quiet neighborhood, sunny lot. Lovely home with town water, town sewer and natural gas. New washer, dryer, furnace and water heater.

01230, MA Homes for Sale

Discover modern comfort in this stylish Contemporary retreat! The heart of this exquisite home is the open plan, integrating the Chef's dream kitchen complete with Bertazzoni 6 burner range, granite counters & SS appliances, into the easy flowing Living and Dining spaces. The upper level hosts a grand primary suite, totally renovated, with a dedicated office space and seating area, AND its own screened porch. The primary bath is pure luxury! Two additional Bedrooms and full Bath provide total comfort for family and guests. The expanded deck is an entertainer's delight offering a serene backdrop for gatherings or simply to unwind after a busy day. Quality and care throughout. Two car a

01230, MA Homes for Sale

Custom Built Craftsman Contemporary Home nestled in a beautifully landscaped property with an orchard, gardens and path to a seasonal brook. Inside this well appointed home you will find large rooms, radiant floor heat throughout & forced air, Vaulted ceilings, whimsical lighting, Fireplaces, Indoor pool, hot tub and sauna. Two primary suites on main floor and 2/3 more bedrooms in the lower walkout portion of the home. Large Timber Frame screen porch and deck overlooking rear of the property. Media room and recreation room with more space for added entertainment. A 4+ car plus heated garage with an ample unfinished area above for storage or a creative mind. Bonus Option (not included

01230, MA Homes for Sale

A thoughtfully renovated former farmhouse on The Hill, within walking distance of Lake Mansfield and the town center. Flooded with light, the home features an eat-in kitchen with marble counters and Liebherr and Bosch appliances, open to a fully glassed family room and second dining area overlooking the backyard. With four bedrooms, two full baths, and the possibility for a first-floor primary suite, this charming home is located in a friendly and coveted neighborhood. Enjoy the backyard four-season studio with French doors leading to a patio. It could be a home office or guest space, as well. The property includes AC and new metal roofs on both buildings. Furnishings are available. Please

01230, MA Homes for Sale

This NEWLY BUILT LAKE HOUSE has 4 bedrooms, 4 full baths which includes a main floor bedroom with full bath (walk in shower) just across the hall. This light-filled Contemporary, with deeded access to Round Pond, has shimmery water views from nearly every room. With a chef's kitchen, huge kitchen island, all stainless appliances, and large dining room, this open floor plan also provides direct access, through two sliding doors, to the full length mahogany deck with sparkling water views! This fresh offering has thoughtful details which include: high vaulted ceilings, shiplap walls, new propane furnace, a walk-in cedar closet and a remote controlled deck awning. The semi-finished basement

01230, MA Homes for Sale

Tucked in the hills of Great Barrington, Massachusetts sits this 2 bedroom 2 bath Riverside cottage. Set on . 89 of an acre with extensive stonework, terraces, grottos and garden space. Mature hedges make a nice barrier for privacy and a barrier from the road. The Cottage has been taken down to the timber frame and redesigned with open spaces and great use of natural lighting. There is all new electrical, plumbing, sheathing, siding windows, insulation and sheetrock. The cottage has a nice fresh, modern feel. The house is equipped with a 40 panel leased solar system that provides adequate power to run the household plus more. Having renovations near completion, offered for sale ready to be

01230, MA Homes for Sale

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

01230, MA Homes for Sale

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 bedrooms with a shared bath on second floor. Beautiful wide-plank floors and built-ins preserve this home's history while solar panels bring energy efficiency for today. Front porch, back deck, an attached greenhouse and two car garage with second story complete this in-town gem!

01230, MA Homes for Sale

* Entry Only Listing * This 5-bed, 3-bath property with a townhome-style attached apartment offers incredible potential for investors or ambitious homeowners. Zoned for two family but can be easily converted into a spacious single-family home. The main unit features a functional kitchen, while the apartment awaits your vision with gutted bathrooms and kitchen, ready for a complete remodel. Plumbing work has already begun, giving you a head start. With a newly replaced septic system (just 2 years old), this property offers instant equity from day one * and will only increase in value as improvements are made. Property is being sold completely as-is and may not qualify for FHA financing. Do

01230, MA Homes for Sale

This 1700s Dutch farmhouse is filled with history and was originally utilized for farming and wagon manufacturing. The residence boasts spacious, well-lit rooms with stunning wide plank wood flooring, offering a grand setting for gatherings and entertainment. The sizable kitchen and dining area, along with four bedrooms and two fully renovated bathrooms, provide ample living space. A highlight of the property is the beautiful sunroom that overlooks the backyard, complete with a heated gunite pool. Additional features include a workshop, seasonal living room, bonus room and studio within the carriage barn, offering potential for further customizable living spaces.

01230, MA Homes for Sale

Enjoy every season in this 4 bedroom 3.5 bath Victorian farmhouse with wrap-around porch. Updated in 2017 this home is conveniently located 3 miles from Great Barringtons Main Street and a short walk to the Berkshire Waldorf School and the Green River. The eat-in country ''chef's'' kitchen features an English AGA cooker, Subzero fridge, soapstone countertops and cherry cabinets. Views from the kitchen take in the treed backyard and bucolic views. Main level includes a living room with Jotul gas stove, den , powder room. There are 3 bedrooms on the second level 2 baths with claw foot tubs.

01230, MA Homes for Sale

Spacious, wood-sided ranch with two large bedrooms and three full baths, on a partially wooded, one acre lot located close to town and Butternut Ski area. Open plan living spaces with skylight above the dining and living area. Formal dining room or den adjacent to the living room area and a large screen room off kitchen connected via French doors. Large family room and a bonus room in basement.

01230, MA Homes for Sale

Light, Bright, Immaculate Home. Completely renovated and updated 3 bedroom 2 bath Contemporary Cape Cod. Lovely sunny and level yard, brand new beautiful deck, attached garage Close to Butternut and Catamount Ski areas. 30 seconds to Guidos Marketplace and Berkshire Bagel shop. Sidewalk into downtown for shopping, art, coffee shops, and restaurants. A delightful home.

01230, MA Homes for Sale

On the Water in Monterey! This one owner Colonial styled residence is now on the market for the first time in 27 years. As part of the Steven's Lake private association, you can enjoy swimming and kayaking without the constant noise and the disruption of power boats. Although listed as a 3 bedroom home, there are 5 distinct sleeping areas and the screened porch and open area deck are idyllic for your own relaxation or for entertaining guests. With a little updating here and there, the investment in this home will pay very handsome dividends. Opportunities like this one do not come along very often.

01230, MA Homes for Sale

1790 Colonial restored for 2024 living. Located on the well loved Konkapot River and on a quiet country road this home has been completely revamped to today's standards. Large recently expanded living room with fireplace, plus large windows to views of Beartown Mountain. First floor primary suite with private sitting room with fireplace. Gracious formal dining room with adjacent Butler's Pantry. Spacious eat-in kitchen. Library also on the main floor. The second floor has four bedrooms, two baths plus spaces for additional offices. The property includes a fenced pool, patio and garage. As an extra bonus there is an additional lot at Lake Buel with a storage Garage and access to a private e

01230, MA Homes for Sale

This lovingly cared for classic New England Farmhouse boasts a wrap-around porch and picket fence that will return you to times gone by, but with all the modern conveniences. Situated at the end of a quiet street in the bucolic town of Housatonic sits this gem where you can walk out your back door to hike up Monument Mountain or walk down the street to the bakery or restaurants. Light and bright with many original details makes this home a must see! The kitchen and baths have all been updated, mini-splits added for heat and cooling throughout, the home is in move-in condition. Just a short 5 minute drive brings you to downtown Great Barrington known for its great dining and shopping. Nea

01230, MA Homes for Sale

This magnificent post and beam home boasts a low tax rate and a host of luxurious features. This stunning property has undergone a complete renovation with newly renovated bathrooms and kitchen featuring high-end appliances, a new roof, siding, heating system, and central AC, new 5 bedroom septic system ensuring the utmost in comfort. The heart of the home is the extraordinary great room with soaring ceilings creating a breathtaking space for entertaining. There are two primary suites, one on the first floor and another on the second floor, each accompanied by a private bath. Separate wing for guest. The outdoors offers mountain views, a delightful swimming pool, and a spring-fed pond featu

01230, MA Homes for Sale

New York style living in the Berkshires! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,974 sq ft comprised of 2 bedrooms, 2 1/2 baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views of East Mt. Walk to the heart of town, shopping, Coop market, restaurants, movie theater and, The Mahaiwe Performing Arts Center and more! Elevator access. Interior will be newly constructed beginning in Fall 2024! Proposed finished interiors included in photos.