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6 Photos
BISHOP WEST REAL ESTATE
$235,000
3 BD | 2 BA
Multi-Family

Welcome to 15 High Street in Pittsfield -- a well-located two-family flat offering versatility, investment potential, & everyday convenience. Situated within walking distance to local schools, banking, restaurants, & shops, this property makes it easy to enjoy all that city living has to offer.Each unit provides comfortable living space with functional layouts, making it ideal for owner-occupants looking to offset their mortgage or investors seeking solid rental income. The property offers separate living areas, ample natural light, & the charm of a classic multi-family home.Whether you're expanding your portfolio or searching for a smart owner-occupied opportunity, this centrally located two-family is a fantastic option close to downtown amenities, public & transportation.


34 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$199,900
3 BD | 1 BA
Residential - Single Family

This beautiful home is ready for its new owner. On the first floor you will find a gorgeous kitchen, tastefully renovated with quartz countertops and new stainless steel appliances; updated bathroom, living room, dining room, laundry area and a bedroom. You will love the new lifeproof flooring! Upstairs there are two cozy bedrooms with new carpeting and views of the Hoosac River which is directly in front of the home. The property has a new roof and it's served by town water and sewer. There is forced air natural gas heat and hot water, vinyl siding and vinyl replacement windows. Two porches complete this great home! On the left the porch is open and features an exterior storage area, while on the right there is a large enclosed porch, which is a great 3-season room.


24 Photos
BISHOP WEST REAL ESTATE
$320,000
3 BD | 1 BA
Residential - Single Family

Welcome home to this inviting 3-bedroom, 1-bath Cape located in Southeast Pittsfield. Thoughtfully updated & truly move-in ready, this home offers the perfect blend of classic character & modern improvements.Recent upgrades include a remodeled bathroom, kitchen updates featuring new flooring & the addition of a convenient pantry for extra storage, & a stunning new paver patio--ideal for outdoor entertaining or relaxing evenings at home.Inside, you'll love the wonderful natural light that fills the living spaces, creating a warm & inviting atmosphere throughout. Step outside to a fully fenced backyard offering privacy & space for pets, gardening, or gatherings with friends & family.Conveniently situated just minutes from local dining & shopping, as well as the cultural attractions


65 Photos
MAVERICK REALTY
$449,900
4 BD | 3 BA
Residential - Single Family


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LAMACCHIA REALTY, INC
$158,000
3 BD | 2 BA
Residential - Single Family

A rare opportunity to own a versatile live/work property with incredible potential. The main residence features an updated 3-bedroom layout complete with a full kitchen, dining area, and comfortable living space--perfect for everyday living.Connected to the property is a heated ''shop'' space with its own separate bathroom, offering an ideal setup for a business, studio, workshop, or creative space. In addition, a detached two-car garage with electricity provides even more flexibility for storage, projects, or parking.Whether you're an entrepreneur, hobbyist, or investor, this property offers endless possibilities to customize and make it your own. Let your vision come to life! Financing must be cash or hard money.


35 Photos
LAMACCHIA REALTY, INC

A rare opportunity to own a versatile live/work property with incredible potential. The main residence features an updated 3-bedroom layout complete with a full kitchen, dining area, and comfortable living space--perfect for everyday living.Connected to the property is a heated ''shop'' space with its own separate bathroom, offering an ideal setup for a business, studio, workshop, or creative space. In addition, a detached two-car garage with electricity provides even more flexibility for storage, projects, or parking.Whether you're an entrepreneur, hobbyist, or investor, this property offers endless possibilities to customize and make it your own. Let your vision come to life! Financing must be cash or hard money.


37 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$695,000
3 BD | 3 BA
Residential - Single Family

Don't miss a rare opportunity to own this charming ranch-style home nestled in the tranquil countryside of South Williamstown. Set on over three picturesque acres with almost 900 feet of frontage on the scenic Green River, this spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort and privacy just minutes from downtown Williamstown and Williams College. Inside, you'll find a bright and roomy floor plan featuring a formal dining room, a large living room with a cozy wood stove insert, and a kitchen that offers a dining and sitting area with sliding doors leading to the back deck. Additional interior highlights include a cedar closet, a kitchen pantry, a full bathroom with laundry, and a spacious finished great room in the basement.


60 Photos
PAULA MCLEAN REALTORS INC.
$1,490,000
4 BD | 5 BA
Residential - Condo/Townhouse

Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a warm and inviting escape. Two additional en-suite guest bedrooms occupy the second floor with sitting area between. Residents enjoy exclusive access to a resort-inspired amenity suite--pool, fitness center, clubhouse, and tennis--all just minutes from the cultural and culinary heart of Lenox. A rare blend of privacy, comfort, and sophistication. This is a truly outstanding home, must see.


48 Photos
PAULA MCLEAN REALTORS INC.
$600,000
3 BD | 3 BA
Residential - Condo/Townhouse

Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and generous living space designed for both relaxation and entertaining. This sought-after community offers a wealth of amenities including an outdoor pool, Har-Tru tennis courts, and private water frontage on Laurel Lake -- complete with kayak and canoe storage for easy days on the water. Perfectly situated just minutes from Lenox, Stockbridge, Tanglewood &, Jacob's Pillow.


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COHEN & WHITE ASSOCIATES
$585,000
2 BD | 3 BA
Residential - Condo/Townhouse

MOTIVATED SELLER! Beautiful Carriage Barn Unit located in the sought after White Pines. The main level has open common spaces that include a gracious great room with a wall of windows to let in the natural light, wet bar and wood burning fireplace. Generous dining room overlooking the picturesque sun porch with serene view and galley kitchen that is oversized with ample storage space and laundry closet. The second level features the primary bedroom with en suite full bath, walk in closet and bonus loft space; Guest bedroom and en suite full bath. Association beach rights to the Stockbridge Bowl, tennis courts, indoor pool, gym and hiking paths. All of this while being conveniently located near Tangelwood, Lenox Village and many cultural attractions here in the Berkshires.


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HELEN MULLANY REAL ESTATE, LLC

Your chance to own and build near serene and beautiful Goose Pond, with deeded access for canoeing, kayaking, fishing and swimming. This 4.7 acre parcel awaits you, and will become your place to relax, enjoy and make memories. Nature, peace and quiet found here! Minutes to many notable Berkshire attractions, restaurants, shopping and I-90.


32 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$279,900
4 BD | 2 BA
Multi-Family

Renovated two-family home! The first floor unit is vacant and ready for immediate occupancy while the second floor unit is rented on a year lease at $1,550/month with the tenant paying for his own natural gas heat, hot water, and electric since these utilities are separate for each unit.The apartments have been tastefully renovated, they're freshly painted, each offering 2 bedrooms, full bath, living room, laundry hookups, and kitchen with new cabinets, quartz countertops and stainless steel appliances.The home has new gutters installed in 2025 and a newer roof. Lead compliance certificates will be provided! This is a great opportunity for owner occupants as well as investors. A great multifamily with proximity to the downtown Pittsfield attractions!


30 Photos
MONARCH REALTY, INC.
$111,000
4 BD | 3 BA
Multi-Family

An exciting mixed-use investment opportunity with strong income potential. This property features a spacious 4 bedroom apartment on the second floor.Multifamily opportunity for those ready to roll up their sleeves. With solid bones and clear upside, this property is primed for transformation and future returns.


30 Photos
MONARCH REALTY, INC.
$111,000
4 BD | 3 BA
Residential - Single Family

Second floor apartment!Opportunity awaits at 9 Depot Street in the quiet hill town of Monroe. Ideally located near the Deerfield River--famous for rafting, kayaking, and fishing--and just minutes to North Pond and South Pond for swimming and boating. This property offers a peaceful, rural setting with strong appeal for recreation, getaway potential, or future development. A rare chance to own in an area known for its natural beauty and outdoor lifestyle.


42 Photos
STEEPLEVIEW REALTY - ADAMS BRANCH
$349,900
3 BD | 2 BA
Residential - Single Family

Delightful Cape-style home set on a level lot with stunning views of Mt. Greylock. This charming property features an kitchen and bath updates, included granite countertops and walk in shower, along with a convenient first-floor primary bedroom. Wood floors and a cozy living room fireplace create warmth and comfort throughout the home. Upstairs you'll find 2 additional bedrooms, while a formal dining room, open to the kitchen, provides the perfect space for gatherings. A one car garage with patio completes this ideal home. The large level yard and amazing mountain views add to the calming quality of life this home offers.