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59 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$888,800
3 BD | 3 BA
Residential - Single Family

Berkshires Luxury & New Lakeside Living. Enjoy distant lake and mountain views from each first floor room. This elevated ranch style home creates one level living with grand open sunfilled spaces. This floorplan features open floor plan capturing lakeviews from each room on the main living level. This beauty is what you have been waiting for - a brand new never lived in newly constructed home is ready for you to live and enjoy the Berkshires at it's best now. Expansive gourmet kitchen topped with quartz quality counters, stainless appliances, breakfast bar and oversized walk-in pantry. Dining room flows to living room with sliders leading to a glorious continuous wrap-around upper level deck. Custom wire railings enhance views and is oversized for outside dining and chaise lounging.


58 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$329,900
5 BD | 5 BA
Multi-Family

*BACK ON THER MARKET because the buyer's financing fell through. This is your opportunity to own a spacious two family flat with great parking area and fabulous location, in proximity to stores, restaurants, Berkshire museum and more downtown attractions! This home was recently renovated with improvements that include brand new natural gas high efficiency heating systems, painting and more! There are vinyl replacement windows throughout the building, and city water and sewer. The large upstairs features 3 bedrooms, laundry room living room and two bathrooms. In addition, it has an enclosed back porch and deck, plus great storage space in walk-up attic.


52 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$7,250,000
6 BD | 7 BA
Residential - Single Family

A rare French Manor estate gracing one of South Berkshire's most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary offers unmatched privacy, panoramic mountain views, and a setting of timeless beauty. Bordering protected state forest, the property unfolds across rolling meadows, tranquil ponds, and a gently flowing brook--creating a secluded retreat that feels worlds away, yet remains moments from the cultural heart of the Berkshires. It is awaiting buyers final finishes.


26 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$319,990
3 BD | 1 BA
Residential - Single Family

Move-in ready and meticulously maintained inside and out, this single-family home is located in the highly desirable Orchards neighborhood of Pittsfield. The single-level floor plan offers easy living with a spacious layout, attached two-car garage with automatic opener, and thoughtful updates throughout. The updated kitchen features granite countertops and stainless steel appliances, opening nicely to the main living areas. Three bedrooms provide comfortable accommodations, plus a versatile bonus room currently used as a fourth bedroom. Step outside to a fully fenced, private backyard complete with a swimming pool--perfect for summer entertaining or quiet relaxation. This home checks all the boxes: location, condition , functionality, and lifestyle. Nothing to do but move in and enjoy.


17 Photos
NOCHER REALTY
$59,000
2 BD | 1 BA
Residential - Mobile/Manufactured Homes

Summer home or just seeking a low-maintenance lifestyle, This mobile home is located in a friendly 55+ community and offers a open concept living area with plenty of natural light, two bedrooms and one bath.Convenience being close to shopping, dining and healthcare.Freshly painted interior and brand new flooring also a new hot water heater for efficient living.


21 Photos
Compass Massachusetts, LLC

Discover an incredible opportunity with this historic post-and-beam building, showcasing stunning original charm and character. Built in 1820, this structure was originally established as a Methodist church, proudly serving the community for many years. It later became the town's Grange Hall, a center for local gatherings and events, and is now home to a skilled craftsman's workshop, teeming with creativity and craftsmanship.Nestled in a quaint, idyllic country village, this property boasts a prime location just minutes from from Great Barrington. Imagine the possibilities as you transform this architectural gem into a business or residence.ALL HEAT AND ELECTRIC ARE CURRENTLY DISCONNECTED. BEING SOLD AS IS. EXTERIOR OF BUILDING IS PROTECTED. CHANGES SHALL BE APPROVED BY THE TOWN.


28 Photos
THE KINDERHOOK GROUP - PITTSFIELD
$1,050,000
5 BD | 3 BA
Residential - Single Family

Rare offering of over six acres ''On the Hill'', sprawling residence with first floor primary, large eat-in kitchen with cozy fireplace.. porch-privacy-garage..open acreage bordered by woods.. walking distance to Main Street, Skiing and Lake Mansfield nearby...Five bedrooms, three baths. Formal living room.Plenty of room for expansion.


8 Photos
GREYLOCK REALTY, LLC.

Pristine Mountain Lot with Breathtaking Views! Escape to serenity on this exclusive mountaintop building lot where endless skies meet sweeping vistas! Perfect for your custom luxury home, private cabin, or elite retreat. The lot has enough frontage to subdivide into 3 lots so the possibilities are many! Much of the heavy lifting is done, as this lot boasts a roughed in driveway, electric on site, a drilled well, and has 2 septic designs! The home site is already cleared and ready for you to get started. Don't miss out!


41 Photos
Compass Massachusetts, LLC
$889,000
4 BD | 3 BA
Residential - Single Family

Situated on Great Barrington's highly sought after neighborhood of 'The Hill', 11 Prospect delivers on style, convenience and of course, location! This four bedroom home with two and a half baths over three floors and hardwood floors throughout, offers lots of room for family and friends. An oversized screened in porch, attached two car garage and a finished basement are just some of the 'must haves' to enjoy in this recently updated property. Steps away from the shoreline of Lake Mansfield and a simple stroll to downtown Great Barrington's many coffee shops, restaurants, bakeries and theaters, this property is the perfect move in ready home!


43 Photos
MOCKINGBIRD REAL ESTATE
$375,000
3 BD | 2 BA
Residential - Single Family

Charming Brick Cape with Classic Character & Comforts! Welcome to this 3-bedroom, 1.5-bath Cape offering 1,575 sp. ft. of comfortable living space. The living room features a cozy fireplace and wood floors. The eat-in kitchen offers ceramic tile flooring, all appliances and lovely cabinets for plenty of storage. Full bath and 2 bedrooms on the 1st floor, while second floor offers an additional 1/2 bath, 3rd bedroom & a spacious bonus room adding flexibility for an office or hobbies. The partially finished basement offers a family room, bar area, a convenient bonus shower, utility area and laundry/storage room. Outside, enjoy a partially fenced yard & outbuilding for extras. Gas heat & hot water provide efficiency and comfort. A warm, well-kept home with great space!


23 Photos
GREYLOCK REALTY, LLC.
$259,900
4 BD | 2 BA
Residential - Single Family

This spacious 4 Bedroom home features a large living room, a country-style kitchen, a dining room and a first floor full bathroom. The second floor offers 3 bedrooms, an office room and a full bath with a walk-up attic for easy storage. The enormous 2+ car garage has 2 doors that face the street and a 3rd door which opens up to the backyard for all your parking, workshop and storage needs. Enjoy gorgeous views of Mt. Greylock and the surrounding Berkshire Hills from your wrap around front porch and large floating deck in the backyard. A great home with incredible space inside and out!


85 Photos
STONE HOUSE PROPERTIES, LLC
$4,250,000
5 BD | 8 BA
Residential - Single Family

Come relax amid sweeping pastoral and mountain views in this exceptional retreat designed for both entertaining and everyday comfort. The impressive great room, anchored by a massive stone fireplace, offers a welcoming focal point and flows into a spacious well-designed kitchen/dining area. A screened porch with fireplace overlooks the pool and rolling landscape, creating a seamless indoor-outdoor experience. The first-floor primary suite features a luxurious bath and tranquil views. An exceptional cinema room includes theater-style reclining seats and a half bath. Generous guest accommodations throughout. A private office suite with full bath. Outdoors, enjoy an infinity pool, bluestone patios, lush gardens, a charming pool house -- all just three miles from downtown Great Barrington.


57 Photos
LANCE VERMEULEN RE, INC
$649,000
3 BD | 4 BA
Multi-Family

Exceptional Multi-Use Property. Spacious commercial space complemented by a fully renovated two-bedroom apt. Strategically positioned in a high-traffic location - minutes to bustling Great Barrington - this 4,892 SF property has outstanding potential. Versatile main floor ideal for various commercial ventures, while the residential units provide excellent live/work opportunities. In addition, the property features a separate 1 BR apt. & 2 oversized detached garages, all of which have generated steady rental income. Recent upgrades (electrical, plumbing, HVAC, septic system, and most windows) ensuring modern efficiency. With a proven history of strong income across all units this property presents a great opportunity to run a business while leveraging rental revenue to support your vision.


74 Photos
LANCE VERMEULEN RE, INC

Exceptional Multi-Use Property. Spacious commercial space complemented by a fully renovated two-bedroom apt. Strategically positioned in a high-traffic location - minutes to bustling Great Barrington - this 4,892 SF property has outstanding potential. Versatile main floor ideal for various commercial ventures, while the residential units provide excellent live/work opportunities. In addition, the property features a separate 1 BR apt. & 2 oversized detached garages, all of which have generated steady rental income. Recent upgrades (electrical, plumbing, HVAC, septic system, and most windows) ensuring modern efficiency. With a proven history of strong income across all units this property presents a great opportunity to run a business while leveraging rental revenue to support your vision.


32 Photos
NOCHER REALTY
$369,900
3 BD | 4 BA
Multi-Family

This is a rare opportunity to acquire a robust, four-unit, mixed-use commercial and residential building strategically located near downtown attractions. The classic brick construction provides enduring appeal, while recent capital improvements significantly enhance the property's longevity and reduce immediate maintenance concerns. New roof in 2025, heating systems less than 6 years old, most vinyl windows, low maintenance property. ** Please note most pictures taken before tenant occupied**. 3 Units occupied. 1 Storefront is vacant.