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17 Photos
THE KINDERHOOK GROUP

Build your dream home on this 4-acre lot bordering the Green River and Not in a flood plain! Hurlburt is a very desirable road in Great Barrington, just minutes to town. Full sun all day long. looking to build a compound? three separate lots are available. Cleared and ready to build now. Currently a single 12-acre lot but will divide with sale.


34 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$350,000
3 BD | 2 BA
Multi-Family

Full of character and opportunity, this well-maintained brick Dutch Gambrel offers a versatile two-family layout in a convenient location close to downtown Lee. The first-floor unit features 1 bedroom and 1 bathroom, while the second-floor apartment offers 2 bedrooms and 1 bathroom. Both units provide warm, inviting living spaces with hardwood floors and separate heating systems for added comfort and convenience. Whether you're looking to expand your investment portfolio or seeking an owner-occupied property with rental income potential, this home offers plenty of possibilities. Enjoy easy access to downtown Lee, scenic hiking and biking trails, October Mountain, Tanglewood, local theaters, restaurants, shopping, and all the amenities that make South Berkshire County such a desirable plac


25 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$350,000
4 BD | 2 BA
Residential - Single Family

First time offered by original owner, four bedrooms, two full baths. large living room with entry closet, kitchen dining room with sliders to rear deck. Primary Bedroom is an addition with private bath with laundry and sitting room. Private yard with outbuilding, large unfinished basement with two car garage.


10 Photos
ASHMERE REALTY, INC.

Build your dream home on this gorgeous Ashmere Lake waterfront lot. This partially cleared parcel offers 150 feet of road frontage, nearby sewer access, and a perfect canvas for your brand new home. Whether you're seeking a year-round residence or a serene retreat, this property delivers unmatched lake access, natural beauty, and development potential on one of the area's most peaceful and scenic bodies of water.


27 Photos
GILCREST PROPERTIES
$350,000
3 BD | 2 BA
Residential - Single Family

Welcome to the heart of Kinderhook Village! This adorable 3-bedroom, 1.5-bath ranch offers comfortable one-level living on a quiet village street. The cozy living room features a wood-burning fireplace with a classic brick surround and gorgeous original wood mantel. A spacious cherry kitchen with a butcher block island provides plenty of room for cooking and gathering, while the mudroom and first-floor laundry add everyday convenience. Enjoy a rear deck, attached 2-car garage, and a large usable basement with excellent storage potential. Walk to the popular summer farmers market, restaurants, coffee shops, and local boutiques. Just 20 minutes to Hudson and approximately 3 hours to both NYC and Boston. A must see!


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413 REAL ESTATE
$350,000
6 BD | 3 BA
Multi-Family

Great opportunity to own a 3 family well-maintained multi-family property in a convenient location close to local amenities, transportation, and downtown. Excellent feature set for low-overhead management, featuring separate utilities, 5 car garage. Strong rental potential with a functional layout throughout. Ideal for an investor looking to add a turn-key property to their portfolio siding will be done before closing.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$350,000
3 BD | 2 BA
Multi-Family

HOME BEING SOLD AS IS NO NEGOTIATION ON INSPECTION ISSUES. THE PRICE IS NOT NEGOTIABLE. Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom, 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.


33 Photos
Lamacchia Realty, Inc. - Adams
$350,000
3 BD | 3 BA
Residential - Single Family

Relax and enjoy this spacious raised ranch, ideally situated on a quiet street just a 1/2 mile from Pontoosuc Lake. This inviting 3 bedroom, 2 bath home features a spacious living room, a generously sized kitchen and dining area, and plenty of room to entertain. The lower level features a terrific, office, workout or play area with laundry and 3/4 bath. Step outside to the enjoy the private rear deck and yard. The peaceful setting on a quiet street offers the best of both worlds-privacy and tranquility at home, while being just a short walk from the lake for boating, picnicking, swimming or simply enjoying the outdoors. Come see all this home and all its desirable location have to offer.


12 Photos
COMPASS MASSACHUSETTS , LLC GB
$350,000
1 BD | 1 BA
Residential - Single Family

Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind retreat!!


40 Photos
BISHOP WEST REAL ESTATE
$354,900
3 BD | 1 BA
Residential - Single Family

This charming and move-in ready home invites you to settle into an easy Berkshire lifestyle. The first floor offers the comfort of one-level living, with a bedroom, full bath, laundry, and welcoming living spaces, while the second floor provides additional bedrooms and room for guests. Recent updates include an updated electrical service, refreshed interiors, and a beautiful enclosed porch made for slow mornings and quiet evenings. Just moments from shopping and dining, with downtown Lenox minutes away, Bousquet Mountain Ski Resort & Sports Center 4 minutes away, and Tanglewood about 10 minutes away. Spend your days exploring scenic trails, discovering local favorites, or enjoying the beauty of the Berkshires in every season.


27 Photos
STONE HOUSE PROPERTIES, LLC
$355,000
5 BD | 4 BA
Multi-Family

Downtown Creative District Investment Opportunity Positioned in the heart of Pittsfield's vibrant Downtown Creative District, this fully occupied and professionally managed four-family property offers investors a rare blend of stable income and exceptional location. Just steps from the renowned Barrington Stage Company, residents enjoy easy access to some of the city's best entertainment, dining, shopping, and cultural attractions. Each spacious unit features one to two bedrooms, providing comfortable living spaces that appeal to a broad tenant base. The property's prime downtown setting, strong occupancy history, and professional management make it a turnkey investment with immediate cash flow potential.


34 Photos
GILCREST PROPERTIES
$359,000
2 BD | 1 BA
Residential - Single Family

A One-of-a-Kind Berkshires Retreat Step into a truly singular Berkshires property where visionary architecture meets peaceful country living. Inspired by the groundbreaking principles of Buckminster Fuller, this striking geodesic dome is a rare and captivating home, set on more than 6 private, wooded acres along a quiet country road. Constructed from a network of interlocking triangles, the geodesic design creates a remarkably strong, lightweight structure while maximizing interior space. Inside, the open-concept layout feels airy and expansive, with abundant natural light, two bedrooms, one full bath, and a cozy pellet stove complemented by electric heat for year-round comfort.


35 Photos
COHEN & WHITE ASSOCIATES
$359,000
3 BD | 2 BA
Residential - Single Family

Welcome to this charming Canaan property offering the opportunity to enjoy the beauty and tranquility of Columbia County. This 3-bedroom, 1 Full Bath & 1/2 Bath offers 1,142 square feet of living space with a classic character and a convenient 2 story layout. The property provides a wonderful canvas for creating a comfortable full-time residence, weekend retreat, or investment opportunity. Located in the scenic Queechy area of Canaan, the home is close to the natural beauty and recreational opportunities of the region, including nearby Queechy Lake. With its established setting, manageable acreage, and desirable Columbia County location, 221 Old Queechy Road presents an excellent opportunity for buyers looking to put their own personal touch on this home. Take a look at this classic home!


45 Photos
JIMINY REALTY
$359,900
3 BD | 2 BA
Residential - Condo/Townhouse

Enjoy mountain living in this spacious 1,590 sq. ft. multi-level Country Village condo! Featuring 3 bedrooms, 2 full baths, and a versatile loft area, this inviting retreat offers plenty of room to relax and entertain. Recently painted with new flooring, the condo boasts a wood-burning fireplace, skylights that bring in natural light, and beautiful views to enjoy from your private deck. Additional highlights include a convenient mudroom area, a large walk-in owner's closet, and an outdoor storage closet perfect for your gear. Whether you're looking for a mountain getaway, an investment property, or a place to call home, this charming condo offers the space and comfort to enjoy the best of the Berkshires!


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KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$359,900
3 BD | 1 BA
Residential - Single Family

The ranch everyone's been looking for! Spotless, beautifully updated and truly move-in ready, this one-level home checks all the boxes--quiet dead-end street, beautifully landscaped gardens, composite deck overlooking an amazing backyard, extra-wide driveway and one-car garage. Inside, enjoy wood floors throughout, an updated kitchen with high-end stainless appliances, built-in dining banquette and butcher-block island for additional seating, plus an updated bath. Every inch of this home is immaculate! Vinyl replacement windows, newer roof, newer natural gas heating system and meticulously maintained inside and out complete the package. One-level living, ALL major updates already done, a beautiful yard and an exceptional location--an increasingly hard combination to find. Call today!


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BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD
$359,900
2 BD | 3 BA
Residential - Condo/Townhouse

Pristine, Move-In Ready End-Unit with Unobstructed Meadow Views & Paid-in-Full Assessment Skip the stress, delays, and skyrocketing costs of renovating a fixer-upper. This exceptional, updated end-unit in the highly sought-after Rolling Hills community offers the ultimate move-in-ready Berkshires retreat, combining premium privacy with unmatched financial value. While other units in the area may require immediate, out-of-pocket improvements, this home is completely updated and waiting for you. The Premium Location Advantage Positioned as a rare end-unit, this property offers a level of privacy most units simply cannot match. Your living spaces look out onto gorgeous, unobstructed views of protected meadows and woodlands. Watch deer, foxes, turkeys, and vibrant birdlife change with the


32 Photos
Lamacchia Realty, Inc. - Dalton
$359,900
4 BD | 4 BA
Multi-Family

Investment Opportunity in Pittsfield! Well-maintained four-family flat offering four spacious 1-bedroom, 1-bath apartments. Each unit features separate utilities, providing tenants with individual responsibility for their utility costs. Natural gas heat and hot water add to the property's efficiency and appeal. Centrally located with convenient access to shopping, dining, schools, public transportation, and major routes. A great opportunity for investors looking to add a solid multi-family property to their portfolio or for an owner-occupant seeking rental income. Don't miss this centrally located Pittsfield four-family!


19 Photos
Lamacchia Realty, Inc. - Adams
$359,900
3 BD | 1 BA
Residential - Single Family

Don't miss the opportunity to own this well maintained 3 bedroom raised ranch situated on a corner lot in Cheshire. This comfortable living space with a functional layout and plenty of space for vehicles, storage or hobbies. The property features a 1 car garage under and a separate 2+ detached garage. A spacious wrap around sunroom offers wonderful additional year round living space. Additional features include a durable metal roof and new septic being installed


38 Photos
MORESI REAL ESTATE PARTNERS

Located in the historic Monument Square, this unique mixed-use property offers a rare opportunity to own a building listed on the National Register of Historic Places. Rich in historic character and architectural charm, the property provides flexible space suitable for a variety of commercial uses on the main level with additional space above for residential, office, or creative use. Its convenient location offers easy access to downtown amenities and restaurants, making it ideal for investors or owner-occupants seeking a distinctive property with both character and versatility. A true blend of history, opportunity, and location.


38 Photos
BISHOP WEST REAL ESTATE
$364,900
3 BD | 1 BA
Residential - Single Family

A rare opportunity to own 5.2 acres in Pittsfield for under $400,000! Set in the scenic countryside of West Pittsfield, this spacious 1820s farmhouse offers nearly 2,000 sq. ft. of living space, historic character, and room to make it your own. Inside, you'll find hardwood floors, a fireplace, beautiful central staircase, oversized bedrooms, enclosed porch, and walk-up attic. Updates include a hot water heater (approx. 3 years), boiler and replacement windows (approx. 5 years), carpeting (approx. 1 year), and rebuilt front and side porches. Enjoy the space and privacy of country living while remaining just minutes from the conveniences of Pittsfield.

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