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$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

Listing courtesy of Listing Agent: Mary O'Connell from Listing Office: Wolcott Realty.

$20,000
73557592 MLS
Explore the possibilities with this parcel located on Shuttlecock in the desirable Sherwood Greens community of Becket. Enjoy access to beautiful Long Bow Lake, where residents can take advantage of swimming, kayaking, canoeing, fishing, and the private beach. Conveniently located near Jacob's Pillow, Tanglewood, hiking trails, skiing, golf, and the many recreational and cultural attractions the Berkshires have to offer, this property provides an opportunity to own land in a peaceful, amenity-rich setting.Parcel ID: 213-68.30Buyer and buyer's agent to perform all due diligence regarding property boundaries, zoning, permitted uses, utilities, access, and any potential future use of the property. Property is being sold AS IS, WHERE IS, with no representations or warranties, express or implied. Seller and listing agent make no representations or warranties regarding the property.

0/6 Shuttle Cock Dr, Becket

Listing courtesy of Listing Agent: Jessica Rebello from Listing Office: Remax Revolution.

$870,000
3 Beds 2 Baths 73557264 MLS ['Oronoque'] BLDG.
One of only eight freestanding Oronoque Villas, this 3-bedroom, 2-bath condominium offers 1,773 square feet of beautifully proportioned one-level living on the historic grounds of one of Stockbridge’s great Berkshire cottages. Originally the model residence for the Villas, the home features hardwood floors, handsome millwork, built-ins, a wood-burning fireplace, and an easy, inviting layout designed for both everyday living and relaxed entertaining. The kitchen and dining area form the heart of the home, while the heated enclosed porch opens to views of the private garden. Dine on the deck beneath mature trees, unwind in the hot tub, or spend summer afternoons beside Oronoque’s heated pool and tennis court. An attached garage and whole-house generator add year-round comfort and convenience. Minutes from Stockbridge village, Lenox, Tanglewood, Naumkeag, the Norman Rockwell Museum, hiking, skiing, dining, and the Berkshires’ celebrated cultural attractions, this is a rare Stockbridge villa to enjoy in every season.

11 Prospect Hill Unit 8, Stockbridge

Listing courtesy of Listing Agent: Selina Lamb from Listing Office: Birch Properties.

$2,295,000
5 Beds 6 Baths 73557267 MLS
A long private drive opens to a contemporary Berkshire estate set across nearly 20 acres in Richmond. More than 4,800 square feet unfold with an easy, connected flow, from the light-filled cathedral entry to generous rooms made for gathering. The home offers five bedrooms, 5.5 baths and two fireplaces, plus a flexible guest or extended-family wing with a separate entrance and plumbing for a future kitchen. An elevator, central air, attached 3-car garage and whole-house generator bring ease to everyday living. Outside, a beautifully landscaped in-ground pool is framed by broad lawns and mature woods, with abundant space for dining, lounging and long summer afternoons. A path leads into the acreage and toward the mountain beyond. Set apart from the house, a heated recreation building with an indoor pickleball court, flexible recreation space, seasonal water and half bath adds an exceptional dimension to this private Richmond retreat.

421 Swamp Rd, Richmond

Listing courtesy of Listing Agent: Selina Lamb from Listing Office: Birch Properties.

$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

Listing courtesy of Listing Agent: Shelly Tretter Lynch from Listing Office: Kinlin Grover Compass.

$275,000
5 Beds 2 Baths 73555056 MLS
This home has been well loved by the same family since 1960. In 1967 a large addition was built to expand the space. Today, there are 3 main floor bedrooms and a main floor bath with laundry. Or use one of the main bedrooms as a formal dining room! 2 bedrooms upstairs with a half bath make this a very spacious home. There is also an expanded attic space over the addition. Rounding this space out are a front porch and a back porch! A large partially fenced yard is perfect for outdoor enjoyment!This home is ready for it's new people... Anyone can move in today and slowly update as desired! The roof was done in 2012. The boiler was new in 2009 - new sewer pipe sleeve in 2008. Windows were also done circa 2009

93 Pine St, Dalton

Listing courtesy of Listing Agent: Kolleen E. Schmitt from Listing Office: Keller Williams Realty.

$289,000
3 Beds 2 Baths 73554906 MLS
Set on private acres in the Berkshires, this one-owner manufactured home, built in 2005, offers the perfect combination of privacy, space, and opportunity. The home features 3 bedrooms and 2 full bathrooms, including a spacious primary suite with a private bath complete with a soaking tub and separate walk-in shower. The functional layout offers comfortable living spaces, while a walk-up attic provides valuable storage. Served by a 420ft drilled well and with a passed Title 5 inspection, this property offers added value and peace of mind. Situated on a slab foundation, enjoy your morning coffee or unwind in the evening from the front porch overlooking the property. Outside, you'll also find an exterior storage shed and a concrete pad with electricity already in place!

9 South County Rd, Florida

Listing courtesy of Listing Agent: Patricia Molina from Listing Office: Century 21 North East.

$419,000
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

Listing courtesy of Listing Agent: David Houser from Listing Office: Houser Metro Realty.

$375,000
6 Beds 3 Baths 73554585 MLS
Turnkey 3-unit multifamily investment in Pittsfield, just minutes from downtown. 100% occupied, generating $4,173/month ($50,076/year) in gross rent from all-current tenants. Unit mix: 98A (1BR/1BA) at $1,199/mo, 98B (2BR/1BA) at $1,324/mo, and 100 (3BR/2BA) at $1,650/mo. All three units have gas heat and hot water; owner covers snow removal, landscaping, and water & sewer. 2025 operating expenses: taxes $3,102.87, insurance $3,168, electric $365.34, water & sewer $2,265.48. Priced at just $102/SF — well below nearby comparable sales at 91 Dalton Ave ($114.50/SF) and 1 Rostone Pl ($119.50/SF). A stable, cash-flowing asset with strong relative value in a growing rental market. Buyer to do Due Diligence.

98 Lincoln St, Pittsfield

Listing courtesy of Listing Agent: Jason Saphire from Listing Office: www.HomeZu.com.

$599,000
2 Beds 1 Baths 73553901 MLS
Deadline for Highest & Best Offers Mon. 7/27 @ 5:00PM! Welcome to your summer escape on one of the Berkshires' most quintessential lakes. This architect-redesigned cottage blends classic New England charm with thoughtful, modern updates- the result is a home that feels both timeless and completely turn-key. Step inside to an open floor plan bathed in natural light & water views where the updated kitchen and bath bring clean lines and modern finishes without losing the warmth of a true lake cottage. The living space opens up to the new composite deck built for summer evening gatherings & morning coffee. Set on a perfect stretch of shoreline, this is the magical summer cottage you've been waiting for: still water in the morning, swimming and paddling in the afternoon, and stars overhead at night. A private dock offers easy mooring for your boat.The property comes fully furnished and includes kayaks and a canoe, so all you need to bring is yourself — the water is calling, and there's still time to make this summer yours! Come visit one of the Open Houses, this Sat 7/25 11-1 or Sun 7/26 1-3!

279 Old Pond Rd, Becket

Listing courtesy of Listing Agent: Sarah Shipman from Listing Office: 5 College REALTORS® Northampton.

$699,900
4 Beds 3 Baths 73553438 MLS
Enjoy comfort, space, and privacy in this custom 8-room post and beam home set on 25.3 scenic acres. The property features 2½ bathrooms, Bruce hardwood floors, first-floor laundry, and a spacious living room with high ceilings and a pellet fireplace. The partially finished basement adds living space with a family room, wood-burning fireplace, and bar area. An oversized two-car garage provides added convenience and storage above. Outside, you’ll find a15x26 in-ground pool with pavilion, 3 storage sheds, a 24’ x 20’ barn, a large rear wooden deck, and a front Trex deck. The acreage offers excellent privacy and plenty of room for recreation, gardening, animals, equipment storage, or hobby farming. Whether you’re looking for a peaceful country retreat or a property with room to grow, this estate offers a rare opportunity to own acreage, outbuildings, a pool, and generous living space.

200 Peru Rd, Windsor

Listing courtesy of Listing Agent: Zahi Haddad from Listing Office: Zee Haddad Realty.

$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

Listing courtesy of Listing Agent: Dennis LeClair from Listing Office: RE/MAX Compass.

$1,795,000
4 Beds 8 Baths 73552517 MLS
MAGNIFICENT circa 1913 ESTATE with CARRIAGE HOUSE. Rare opportunity to own a distinguished Berkshire estate featuring two residences on more than six private acres. The stately main home at 1 Park Avenue 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, office, and finished third floor provide ample living space. The charming carriage house at 5 Park Avenue features 4 bedrooms and flexible accommodations for guests, extended family, caretakers, home office, or income potential. Attached 2-car garage, mature grounds, and exceptional privacy complete this remarkable estate. See the Stone House Properties web site for further details.

1 and 5 Park Ave, Dalton

Listing courtesy of Listing Agent: Jeff Wilkinson from Listing Office: Jeff Wilkinson.

$325,000
2 Beds 1 Baths 73549506 MLS
Darling, adorable, a simply must see. Charming craftsman style ranch, boasts 2 bedrooms plus the sunroom has heat pump heat / AC providing more opportunity for additional living space (a 3rd bedroom?, space for washer & dryer? ~ you decide).Living room features wood floors, bay window, fireplace with dentil molding, spacious dining, and kitchen with newer appliances. This single level living home is situated on an approximately 1/3 acre spacious back yard and has mature landscaping, shed & 1 car garage.Large ticket items recently done: Roof is 5 yrs old +/- on house, and shed & garage are 2+/- years old. Electrical upgrade 2025. Weatherization 2024. Water heater 2025. Furnace 2025 by BCAC. Easy to show. Agents - use ShowingTime.

26 Windsor Ave, Pittsfield

Listing courtesy of Listing Agent: Nadine Hiser from Listing Office: KRG - Key Realty Group.

$595,000
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

Listing courtesy of Listing Agent: Jeffrey Loholdt from Listing Office: Engel & Volkers Wellesley.

$2,698,000
5 Beds 5 Baths 73551597 MLS
Some homes are purchased. Others become part of a family's legacy. Welcome to 109 Under Mountain Road. There is something unmistakably special about a Berkshire summer- evening stroll to Tanglewood, morning coffee overlooking protected meadows, or relaxing on the patio as the music of the Boston Symphony Orchestra drifts softly through the evening air. Bathed in extraordinary natural light, this architect-designed home embraces its breathtaking setting with soaring walls of glass, vaulted ceilings, exposed beams, skylights, and exquisite gardens. Thoughtfully designed for gracious entertaining and comfortable everyday living, the spacious first-floor primary suite allows you to enjoy the home with ease for years to come, while family and friends gather in beautifully appointed guest rooms.

109 Under Mountain Rd, Lenox

Listing courtesy of Listing Agent: Maureen White Kirkby from Listing Office: Berkshire Hathaway Home Services Barnbrook Realty.

$249,900
3 Beds 1 Baths 73551312 MLS
This recently renovated cape sits on a double lot, offering almost a half acre of land, since the sale includes an adjacent lot on Oak Ave. There are gleaming hardwood floors in bedrooms, living room and dining room.The layout is amazing! The 1st floor offers a bedroom, beautiful bathroom, kitchen with quartz countertops and new appliances, and the living room & dining room both with windows overlooking beautiful city and mountain views, which you can also admire from your deck. The 2nd floor features 2 additional bedrooms. The walkout basement offers great storage space. There is plenty of parking & a driveway on the back. City water & sewer, updated 200 amp electric service and vinyl siding complete this great home. Located within walking distance to many restaurants and other downtown attractions, including MassMoca, and approx a 5 min drive to MCLA!

335 State St, North Adams

Listing courtesy of Listing Agent: Maria Liccardi from Listing Office: Kempf-Vanderburgh Realty Consultants, Inc..

$499,999
4 Beds 3 Baths 73550281 MLS
Turnkey Sandisfield RentalCurrently used as an income-producing rental, 125 Town Hill Rd offers consistent cash flow with strong potential for future owner occupancy or a weekend retreat. Set on a quiet country road surrounded by woods, the property delivers the privacy with your own tennis court in your backyard and a spacious screened-in porch. Inside features a comfortable, functional layout with bright living spaces and a welcoming feel. Ideal for investors, second-home buyers, or those planning ahead to occupy. Convenient access to nearby towns, outdoor recreation, and all the Berkshires have to offer. A versatile property with both income and lifestyle upside--don't miss it!

125 Town Hill Rd, Sandisfield

Listing courtesy of Listing Agent: Maureen White Kirkby from Listing Office: Berkshire Hathaway Home Services Barnbrook Realty.

$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

Listing courtesy of Listing Agent: Maureen White Kirkby from Listing Office: Berkshire Hathaway Home Services Barnbrook Realty.

$675,000
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

Listing courtesy of Listing Agent: Martha Grinnell from Listing Office: 5 College REALTORS® Northampton.

$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

Listing courtesy of Listing Agent: The Hamre Martin Team from Listing Office: Real Broker MA, LLC.

$415,000
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. Showings begin July 11th at 1pm,.

335 North St, Cheshire

Listing courtesy of Listing Agent: Herbert Butzke from Listing Office: Engel & Volkers Wellesley.

$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

Listing courtesy of Listing Agent: Jeffrey Loholdt from Listing Office: Engel & Volkers Wellesley.

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