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$113,900
1 Beds 1 Baths 73559009 MLS
Have you been searching for an affordable retreat in the Berkshires? Nature lovers, hikers & outdoor enthusiasts, could this be the one you've been waiting for. Last house before entrance to one of Skyview Association's docks & water. Not waterfront but oh so close, check out the map. Nestled among trees this cottage offers a peaceful escape where mornings begin with birdsong & evenings end around the fire under the stars. The living room features large windows that bring the outdoors in, while the oversized bedroom provides plenty of sleeping space for family & guests. Structure supported on piers; some piers are leaning/settling. Two sheds for extra storage. Bring your vision, your tools, & your love of the outdoors to restore this cabin into the getaway it was meant to be. Skyline Association members have access to several boat launches & beach. EASY to show. Agents use ShowingTime.

26 Bear Hill Rd, Hinsdale

$2,149,000
4 Beds 5 Baths 73558556 MLS
Luxurious, fully-modernized 1850s Victorian in the heart of Great Barrington. Elegant, four-story 3600 sq. ft. newly renovated clapboard and shingle house with covered porch. Meticulous renovation features chef's kitchen, 4+ bedrooms, 4.5 bath, second floor and basement laundry, walk-out finished basement with private entrance and bathroom, perfect for guest suite or professional office. High-end appliances, including 6-burner Wolf stove and Bosch French door refrigerator with two freezer drawers, Bosch dishwasher, wine cooler and microwave in the island. Full-size prep sink in the kitchen island, 36'' farmhouse sink in the main counter. Cabinets are all-wood with soft-close drawers and doors; vented whole-house A/C and heat pump with propane back-up; primary bath with heated floor gas grill. EV charging station in driveway. Walking distance to Lake Mansfield and Main Street shops, restaurants and theaters. House can be sold furnished.

10 Berkshire Heights, Great Barrington

$249,900
6 Beds 3 Baths 73558223 MLS
Calling all investors and hands-on owner-occupants! This 3-unit multi-family offers 15 rooms, 6 bedrooms, and 3 full baths across 3,510 sq ft on a 0.17-acre lot. The owner has already made key updates, including some new flooring, fresh paint, updated electric, and a new bulkhead, giving you a head start on renovations. Still needed: updated heating systems, roof work, wall patching, and final cosmetic finishes; a great candidate for a renovation loan (203k/HomeStyle) if you're looking to live in one unit while building equity. Investors can pick their own tenants and set market rents once complete. Public water/sewer and a full basement round out this diamond-in-the-rough opportunity to add to a portfolio or start one.

32 Westminister St, Pittsfield

$329,999
3 Beds 2 Baths 73558221 MLS
NEWLY REDUCED — OPEN HOUSE SUNDAY, SEPTEMBER 6TH ??92 East Avenue • North Adams, MAOPEN HOUSE, SEPTEMBER 6TH, 11AM – 1PMA great opportunity to own a beautifully maintained colonial in one of North Adams’ most established and best-kept neighborhoods.This move-in-ready 3-bedroom, 1.5-bath home offers 1,632 square feet of comfortable living space, beautiful hardwood floors throughout, and the character and warmth of a classic New England home, including an amazing view of the mountains.Outside, you’ll find a level, freshly landscaped yard with mature shrubs and easy upkeep — all set in a quiet, well-cared-for neighborhood where the location is hard to beat.Now newly reduced, this home is a wonderful opportunity for buyers looking for a combination of character, location, and value in the Berkshires.

92 East Ave, North Adams

$589,000
3 Beds 1 Baths 73556884 MLS
Escape to your own island retreat where each day is a peaceful, waterfront sojourn. Nestled on an island in Big Pond, this tranquil waterfront property offers extraordinary privacy, natural beauty and modern comfort. Thoughtfully updated, the home features a masterfully renovated kitchen and bath, a first-floor bedroom and distinctive architectural details including cedar shakes, that create warmth and character throughout. All furnishings to stay. Mornings of seasonal birdsong and the delicate beauty of the new day invite ease and comfort both on the screened, full-windowed porch or on the two outdoor decks. Breathtaking views of the lake encourage leisurely relaxation while winding garden paths and natural stone walls enhance the property’s timeless appeal. A large boathouse provides exceptional storage for all your recreational equipment and includes a clothes dryer and refrigerator for added convenience. If you enjoy sailing, paddling or simply exploring the water, the property’s sailboat, canoe, kayaks and motorboat allow you to embrace an active and energetic lifestyle on this 330-acre lake. Tension and stress melt away as you cross the water to your own secluded oasis. Here you’ll discover enduring serenity, stunning scenery and stimulating outdoor activities where privacy and nature surround you. Tanglewood, world-class art museums and theatre, shopping, dining and everyday conveniences remain within easy reach in Otis and the nearby Berkshire hills.

18 Big Pond, Otis

$1,200,000
73556496 MLS
Own a part of history..."Blue Stone Manor". Available for the first time in over twenty years. Create your own 'one of a kind' estate on a piece of the land houses the "Gilded Age Tudor" mansion that is associated with McKim, Mead & White. West Sheffield Road is one of Great Barrington's most picturesque country Road. Offering a quintessential Berskhires landscape of rolling meadows, mature woodland and sweeping mountain vistas. Enjoy privacy and yet all the conveniences of walking to acclaimed restaurants, cultural attractions, and the heart of Great Barrington. Easy access to Tanglewood, Butternut Mountain and the Appalachian Trail. This 3.69 acres is ready for a new steward with 300' of frontage on West Sheffield Road.

Lot 2 West Sheffield Road, Great Barrington

$399,000
8 Beds 4 Baths 73554619 MLS
Presenting a distinguished multi-family property located at 53 Orchard St, Pittsfield, MA.. This expansive 4 unit spans 2688 square feet of living area, offering a rare opportunity for sophisticated urban living or a strategic investment. This property includes six generously proportioned bedrooms, providing ample private accommodations across its two stories. The property's substantial lot size of 4160 square feet provides a significant footprint within the urban landscape. We invite you to discover the potential and unique character of this Pittsfield address. Three Units are vacant and recently remodeled with market rents averaging about 1395.00 in the area. One Unit is rented month to month at 950.00. All units are lead certified.

53.5 Orchard St, Pittsfield

$129,900
73553280 MLS
Exceptional 9.26-Acre Wooded Retreat – Lot 13, Algerie Road, Otis, MA. Escape to the beauty of the Berkshires with this exceptional 9.26-acre wooded parcel offering privacy, tranquility, and endless potential. Tucked away along scenic Algerie Road, this expansive property features approximately 250 feet of road frontage creating the perfect setting for a private country retreat, future dream home, recreational getaway, campground, or long-term investment (subject to local approvals).Included on the property is a fully furnished one-bedroom 2006 Kloter Farms cabin, rich with warm natural tongue-and-groove wood interiors, creating the perfect rustic escape. The cabin is equipped with a gas stove and microwave, making it ready to enjoy from day one as your own peaceful Berkshire hideaway. Nature lovers will appreciate the mature woodlands, abundant wildlife, and a picturesque seasonal stream meandering through portions of the property. The rear of the parcel borders protected wetlands, providing a serene natural backdrop, enhanced privacy, and an ideal habitat for birds and wildlife. Ideally located just minutes from Otis Reservoir, Big Pond, and countless year-round recreational opportunities including boating, kayaking, fishing, hiking, snowmobiling, and skiing at Otis Ridge Ski Area. Enjoy the best of Berkshire living while remaining conveniently close to Lee, Great Barrington, and the Massachusetts Turnpike. Whether you're seeking a weekend escape, a place to build your dream home, or an investment in one of the Berkshires' most desirable outdoor destinations, this unique property offers exceptional value and endless possibilities.

Lot 13 Algerie Rd, Otis

$1,275,000
4 Beds 8 Baths 73552517 MLS
MAGNIFICENT circa 1913 ESTATE. Rare opportunity to own a distinguished Berkshire. The stately main home showcases exceptional craftsmanship, a grand foyer with sweeping staircase, expansive kitchen with butler's pantry, formal living spaces, sun porch, and multiple covered porches. The luxurious primary suite offers a sitting room, balcony, sun porch, and spa-like bath. Three additional bedrooms, two baths and two offices complete the second floor. A finished third floor provides flexible additional space. Attached spacious garage that can park 4 cars in double tandem. Surrounded by mature grounds on 5.7 acres and within walking distance of village of Dalton.See the Stone House Properties web site for further details.

1 Park Ave, Dalton

$498,000
73551925 MLS
Massive Newer Garage recently built amongst 63 acres with expansive road frontage in the Berkshires!Country acreage with a like new, over-built 40 x 60 garage with 10,000 lb truck lift, electrical outlets every 10 feet (110/220) 400 amp service. Set up for future expansion with plumbing stubbed for bathroom and slop sink; extra conduit run in slab and hot dog heater ready to be turned on with your addition of the propane. expansive road frontage estimated at 1,200 feet and town by-laws affording the possibility of subdividing. The land offers great level and open areas with a contrast of elevation change as the mixed timber forestlands expand towards the rear of the property offering the opportunity for views. A rare find to build your dream property with a lot of possibilities. Close to Adams, North Adams and all the Berkshires have to offer.

97 Main St, Savoy

$1,750,000
6 Beds 5 Baths 73550137 MLS
Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal dining room with its magnificent shell-carved cove, to original cabinetry with rare wood inlays, hand-carved bookshelves, a classic butler's pantry, multiple stately fireplaces anchor the formal living spaces. Enjoy panoramic views and privacy from the grand porch overlooking 4 pristine acres. a state-of-the-art kitchen featuring Wolf and Sub-Zero, and no expense spared Geo-Thermal heating/cooling.

500 Williams, Pittsfield

$599,000
3 Beds 1 Baths 73549125 MLS
Vacation all year round! This turnkey lakefront house offers modern comfort and a stunning view of Ashmere Lake. Tucked on the eastern cove side of the lake, it provides a more sheltered stretch of waterfront. The main level features two bedrooms with oak hardwood floors and individual heat pumps for customizable comfort. The kitchen is finished with granite countertops, soft close cabinetry, and a practical open concept layout. The 2nd floor offers additional living space for a bedroom or quiet lounging, with a lovely front facing view of the lake. Mechanical updates include a new hot water heater, electric service panel, heating panels located in both the full bathroom and the basement, as well as heat pumps in the main living area, the 2nd floor and in the bedrooms. A deck off the main level overlooks a sweet "daisy flower yard" which supports pollinators. Dip your feet into the lake off of your own private dock!

36 Tamarack Rd, Hinsdale

$599,900
3 Beds 2 Baths 73548488 MLS
Escape to the beauty of the Berkshires with this charming 3-bedroom, 2-bath retreat near Otis Reservoir! This inviting home features soaring vaulted ceilings, abundant natural light, a stunning stone fireplace, spacious bedrooms, a versatile loft, and a bright kitchen perfect for gathering. Relax on the front porch, enjoy evenings around the fire pit, and take advantage of the storage shed for all your outdoor gear. With deeded rights to Otis Reservoir, you'll enjoy easy access to boating, fishing, swimming, and year-round recreation. Currently operating as a successful Airbnb offering excellent income potential. Whether you're looking for a vacation getaway, investment property, or full-time residence, this home is a must-see. Please note: As an active short-term rental, all showings require confirmation. A group showing will be scheduled, with the date to be announced.

400 Pine Road, Otis

$395,000
3 Beds 3 Baths 73545078 MLS
Modern ranch home perched high above North Street offering views to the east and bordering the approximate 370,000 acre Appalachian trail on two sides! Enjoy direct access for hiking right off your property! Offering 3 bedrooms, 3 full baths and extremely nice mechanicals updated in recent years. The lower level consists of a one bay garage/storage area and a beautiful in-law accommodations. The location is ideal and convenient to all things Berkshire County from cultural, restaurants and attractions with Williamstown / North Adams only 10-16 miles to the north and Tanglewood in Lenox roughly 19 miles to the south. Fishing and boating in Cheshire Lake or Pontoosuc Lake and Jiminy Peak Ski resort within a short drive.

335 North St, Cheshire

$395,000
3 Beds 2 Baths 73548213 MLS
Modern Ranch Home with additional wooded lot and breathtaking views bordering vast State Lands!Impeccably kept Ranch home including additional wooded lot on a quiet paved road less traveled bordering state lands. Nicely finished, open and light filled kitchen, dining and living room boasting long range views of our states highest peak, Mount Greylock. No better way to watch the color pallets of the Berkshires than from the expansive deck overlooking the sprawling yard and distant views. Primary bedroom suite to the northeast and two guest bedrooms with separate full bath to the southwest affording privacy with functionality in its flow. Beautiful grounds for outdoor entertaining, or stargazing by the fire. Spectacular shed / workshop with overhead garage door. Don't forget the additional lot for expanded compound or ADU if desired. Close to all Berkshire County attractions!

472 & 0 East Hoosac St, Adams

$650,000
1 Baths 73547925 MLS
North Adams Cleaning Services, INC has been family owned since 1915. Here is you chance to purchase a thriving business with a great clientele and take it to the next level. Seller will provide guidance as necessary for a reasonable period of time. He wants to retire. Conveniently located a stones throw to MCLA Campus and walkable to Downstreet and amenities. There is also a four apartment and one garage building included. 3 apartments and the garage are rented and one is being renovated for an October occupancy .They are set on two contiguous us parcels. Both of the roofs are 10-15 years old.( One is metal the other is asphalt) Both buildings are Vinyl sided. Heating systems are varied- coal, gas, propane, oil and electric. Ball units are maintained yearly. Electrical is mostly updated throughout. There is a 20 Ft. easement onto Ashland Street. This is an all-inclusive, as-is sale with a few exceptions. This property lends itself to many uses. Bike shop, Gym , Dance Studio, Storage ,Garage, Antiques or Thrift Shoppe, A Small business concern? A 21E was done when purchased in 2002.A lead compliant letter was issued also.Presently there are 12 employees. Financials available to qualified buyers.

20-22 Porter St, North Adams

$650,000
73547924 MLS
North Adams Cleaning Services, INC has been family owned since 1915. Here is you chance to purchase a going concern that is thriving and take it to the next level. Owner is ready to retire. Seller will provide guidance as necessary for a reasonable period of time. Conveniently located next to MCLA Campus and walkable to Downstreet and amenities. There is also a four apartment and one garage building included.3 units and the garage are rented and one is under renovation for an October occupancy.. They are set on two contiguous us parcels. Both of the roofs are 10-15 years old.( One is metal the other is asphalt) Both buildings are Vinyl sided. Heating systems are varied- coal, gas, propane, oil and electric. All units are maintained yearly. Electrical is mostly updated throughout. There is a 20 Ft. easement onto Ashland Street. This is an all-inclusive, as-is sale with a few exceptions. This property lends itself to many uses.( Gym,Dance Studio,Garage,Storage,Antique Business,Thrift store), A 21E was done when purchased in 2002.A lead compliant letter was issued also. Presently the business employs 12 people.

20-22 Porter St, North Adams

$380,000
73545017 MLS
Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road frontage. With city water, multiple perc-tested building sites, and beautiful mountain views, this property offers exceptional flexibility for development. Perfectly situated between Pittsfield State Forest, Onota Lake, and Pontoosuc Lake, and only five minutes to downtown Pittsfield, this is a rare opportunity to own a substantial piece of land in one of Pittsfield's most scenic areas.

365 Churchill St, Pittsfield

$14,500,000
25 Baths 73544528 MLS
The Wheatleigh: Former 5 Star Forbes Travel Property and 'Leading Hotel of the World', this Gilded Age masterpiece sits on over 21 acres overlooking Stockbridge Bowl. Designed in 1893 by Peabody & Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. At Tanglewood's doorstep, this 25,000+SF architectural sanctuary marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, Parlors, 3 formal Dining Rooms, Wine Cellar (6,500-bottle capacity), meeting rooms, massage room, Gym, and 19 Guest suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the Pool and Tennis Court. This iconic Inn offers utmost privacy, a deeply rich cultural heritage, and unmatched Berkshire elegance.

11 Hawthorne, Stockbridge

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