Found 198 Listings

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35 Photos
ROBERTS & ASSOC. REALTY, INC
$360,000
3 BD | 2 BA
Residential - Single Family

This classic brick Cape-style home blends comfort, convenience, and charm. Come sit in living room and curl up in front of the fireplace on chilly days, or settle in the south facing sunroom overlooking the deep, fenced back yard The floor plan flows easily from one room to the next, connected by the inviting dining room. Two bedrooms and a full bath are on the first floor with the primary suite set privately upstairs. Filled with character and wise updates throughout, your new home is nestled in a dog-friendly neighborhood just steps from the park and around the corner from, not just one but, two popular golf courses, as well as being very convenient to shopping.


61 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$365,000
4 BD | 2 BA
Residential - Single Family

This well-loved home offers 4 bedrooms and 1.5 baths on a very large lot with beautiful open views. A classic enclosed front porch welcomes you inside, where old-world molding, window seats, hardwood floors, and handsome laminate flooring add warmth and character throughout.The spacious kitchen is fully applianced and features plenty of cabinetry, flowing into a separate breakfast/dining room with cathedral ceilings and a skylight that fills the space with natural light. The finished lower level provides bonus living space, while the walk-up unfinished attic offers excellent storage or potential for future expansion.


10 Photos
HOUSATONIC REAL ESTATE
$365,000
5 BD | 2 BA
Residential - Single Family

This incredibly spacious home built in the early 1900s features 5 bedrooms, an eat-in kitchen, a formal dining room, an office, a family room, a library with built-ins, and a backyard of more than a half acre with distant views and space for a good size garden as well as room for a pool. A fabulous 2-story barn offers extended space awaiting your vision. Mature plantings offer a feeling of privacy, and outstanding cultural venues such as Tanglewood and Shakespeare and Company are less than 10 minutes away. With a little creativity and updating, this diamond in the rough, located in the Lenox School District which is rated as the best school district in Berkshire County, is priced to make a fabulous home or lucrative flip.


35 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$375,000
3 BD | 2 BA
Residential - Single Family

This timeless hip-roof Colonial sits proudly in one of Pittsfield's most desirable southeast neighborhoods. Sunlight pours into every room of this well-loved and well-maintained three-bedroom, 1.5 bath home, filled with warmth and character. The bright and spacious interior features hardwood floors, French doors, built-ins, and cedar closets. A large kitchen offers abundant cabinetry, while the updated tiled baths and modernized utilities provide comfort and peace of mind.Enjoy a welcoming mudroom and a finished lower level with laundry for added living space. Outside, a charming courtyard-style backyard with a brick patio is surrounded by mature landscaping and specimen trees and is ideal for relaxing or entertaining. The one-car detached garage includes an automatic opener.


60 Photos
LAMACCHIA REALTY, INC
$394,900
3 BD | 3 BA
Residential - Single Family

Welcome to 144 Kittredge Road in Pittsfield, Massachusetts! This charming brick 3-bedroom, 2.5-bath ranch-style rambler offers a perfect blend of comfort and convenience. Step inside to find an inviting open floor plan featuring a spacious living area bathed in natural light, ideal for both relaxation and entertaining. The well-appointed kitchen boasts ample counter space, making meal prep a breeze. Retreat to the tranquil primary suite with its own private bath, while two additional bedrooms provide versatility for family, guests, or a home office. Enjoy outdoor living in the expansive backyard, the patio and gazebo are perfect for summer gatherings or quiet evenings. Located in a friendly neighborhood, this home is close to parks, shopping, and schools.


4 Photos
HELEN MULLANY REAL ESTATE, LLC
$395,000
2 BD | 1 BA
Residential - Single Family

An enchanting parcel of land with a 2 Bedroom Ranch, in need of significant updates and cosmetics. The land is beautiful, 7.87 acres, with the house nicely sited up on the knoll. So much potential! There is an attached garage and full basement.The septic design is available and estimate is in hand. Being sold ''as is'', will escrow funds for the septic. A worthwhile project in a private, natural setting.


35 Photos
ALDEN COUNTRY REAL ESTATE SERVICES
$395,000
3 BD | 3 BA
Residential - Single Family

Originally part of the Sage family farm, this 1796 Colonial offers nearly 8 acres along Sage's Ravine on the MA/CT line. With over 3,200 sq ft, 3 bedrooms, 21/2 baths, post-and-beam structure, wide-plank floors, fireplaces, and classic Colonial proportions, the home is rich with character and history. Partial updates exist, but the property is a true restoration opportunity, inviting its next steward to preserve and re-imagine one of Sheffield's historic gems.


58 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$399,000
2 BD | 2 BA
Residential - Single Family

**Peaceful 5.05-Acre Retreat at the Foot of Mount Greylock**Welcome to your private Berkshire haven--this 2-bedroom, 2-bathroom home sits at the base of Mount Greylock, the highest peak in Massachusetts, offering unmatched tranquility, stunning natural surroundings, and year-round recreation just minutes from your door.Set on 5.05 lush, rolling acres, this property is perfect for nature lovers, outdoor adventurers, and anyone seeking a peaceful rural lifestyle. The land provides ample space for gardening, exploring, or enjoying a quiet morning overlooking the trees from your wraparound deck. With existing horse stalls in the basement, the property also presents a rare opportunity for those looking to keep


35 Photos
MONARCH REALTY, INC.
$399,000
2 BD | 3 BA
Residential - Single Family

Hancock, MA - Gorgeous location ski cottage bordering directly on Jiminy Peak Ski Resort. With needed renovations, the property has the potential to become a one-of-kind, full-time home in one the Berkshires' best school districts, or a year-round revenue producing Airbnb. Two acres of land, brook running through, easy in-out circular driveway, multiple decks and patios, immediate access to resort restaurants and amenities, and many more perks. Seller may agree to escrow hold back for new septic system.


58 Photos
THE KINDERHOOK GROUP - PITTSFIELD
$399,000
3 BD | 2 BA
Residential - Single Family

A rare find: 3 Bedroom colonial home with a picturesque pond for endless enjoyment. Dining under the stars in your private backyard oasis and waking up to breathtaking views and gentle melodies of nature. Discover the magic where memories are waiting to be made. Anderson windows and doors. A brick chimney with a wood stove adds seasonal warmth to the living room. The back porch entices you to come relax or entertain while listening to the babbling brook and a serene view of the pond. The rolling field across the paved street provides plenty or privacy. The convenience to work from home is made easy with fast fiber optics and Windsors low taxes. 39 minutes to Northampton and


24 Photos
HARSCH ASSOCIATES
$419,900
3 BD | 2 BA
Residential - Condo/Townhouse

Country Village furnished end unit condo with 3 bedrooms, 2.5 baths walkable to pool, slopes, main lodge and country store. Living room has wood burning fireplace with upstairs open seating area/loft overlooking lower level. nice rear deck with distant mountain views over back meadow. Good storage for skis and outdoor equipment. This unit has been extensively and tastefully renovated with over 120K in upgrades including two mini-split HVAC units resulting in lower heating/cooling costs, and kitchen and bath upgrades. The unit has never been in the rental pool resulting in less wear and tear.


40 Photos
360BERKSHIRE REALTY GROUP
$425,000
4 BD | 2 BA
Residential - Single Family

Welcome home to this spacious Ranch/Rambler home with 4 bedrooms and two full bathrooms. Vaulted ceiling in the living room. The floor plan conveniently flows well through the kitchen and dining room. The kitchen has a penincela with seating. Off the dining room is a slider out to the large deck that also connects to the swimming pool. The lower level has a bonus/family room with a bar. Two car attached garage and detached storage shed.


38 Photos
RED HORSE REAL ESTATE, LLC
$429,000
3 BD | 2 BA
Residential - Single Family

WALK TO THE LAKE! BEACHES, TRAILS, PICKLEBALL, TENNIS, VOLLEYBALL, CLUBHOUSE & MORE! 4 SEASON FUN! Welcome to Wildwood where you'll find this 3 bedroom, 2 bath contemporary well maintained and ready for immediate use. Screened porch & deck, open floor plan, Living area with woodburning fireplace, cathedral ceiling, bay window for bird watching overlooked by an interior balcony. Primary bedroom with private deck on upper level. Full basement with partially finished room and high ceilings. Walk to Meadow beach -one of the 5 beaches on the 2 community lakes - which features a picnic pavilion with changing areas, canoe & kayak storage plus a swimming platform in the roped off swimming area. The house is landscaped with perennial gardens & flowering trees and screened by trees for privacy.


34 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$439,900
3 BD | 2 BA
Residential - Single Family

Discover the charm of Rowe with this exceptional Cape home, set on 6.08 acres of serene beauty. The open floor plan and large windows create a bright and inviting atmosphere, featuring two spacious bedrooms on the first floor and a luxurious primary suite above. Step out onto the wraparound deck, perfect for peaceful mornings or lively gatherings. The loft office, equipped with high-speed fiber internet, makes remote work a delight. Enjoy easy access to hiking trails, gardens, and winter activities--ideal for those seeking a tranquil escape. With a low-maintenance design, the large basement provides space for hobbies and offers yard access. Rowe offers low taxes and the lovely Pelham Park. With a newer roof and ready-to-be-reinstalled solar systems, this is a must-see in a beautiful town!


32 Photos
BURNHAM GOLD REAL ESTATE, LLC
$449,000
3 BD | 2 BA
Residential - Condo/Townhouse

Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large living and dining areas are perfect for entertaining or relaxing at home. The living room offers a fireplace for those winter snow storms, plenty of counter space for meal preparation in the large kitchen area. There are three generously sized bedrooms: The primary bedroom is on the first floor with a full bathroom and linen closet. Two bedrooms and full bath complete the upper level.


27 Photos
HELEN MULLANY REAL ESTATE, LLC
$449,000
3 BD | 3 BA
Residential - Condo/Townhouse

EXCEPTIONAL CORNER UNIT! Bright and inviting 3 Bedroom, 2.5 Bath town house offering the perfect place to live, in the heart of Great Barrington. Designed for comfort & style, these light filled rooms showcase a beautiful distant mountain view. With the warmth of wood floors throughout, the spacious open plan is perfect for entertaining, and a new HVAC system has been added for year round comfort. The lower level is bonus space for recreation, bunk room or office. Plenty of storage, with walk out to a private seating area and gently sloped lawn. There is a one car detached garage. Rose bushes and thoughtfully designed landscaping create a welcoming setting. Conveniently located and move-in ready! Many Berkshire cultural attractions nearby, minutes to restaurants, shopping & skiing.


27 Photos
HELEN MULLANY REAL ESTATE, LLC
$449,000
3 BD | 3 BA
Residential - Single Family

EXCEPTIONAL CORNER UNIT! Bright and inviting 3 Bedroom, 2.5 Bath town house offering the perfect place to live, in the heart of Great Barrington. Designed for comfort & style, these light filled rooms showcase a beautiful distant mountain view. With the warmth of wood floors throughout, the spacious open plan is perfect for entertaining, and a new HVAC system has been added for year round comfort. The lower level is bonus space for recreation, bunk room or office. Plenty of storage, with walk out to a private seating area and gently sloped lawn. There is a one car detached garage. Rose bushes and thoughtfully designed landscaping create a welcoming setting. Conveniently located and move-in ready! Many Berkshire cultural attractions nearby, minutes to restaurants, shopping & skiing.


57 Photos
BURNHAM GOLD REAL ESTATE, LLC
$449,000
4 BD | 3 BA
Residential - Single Family

One-of-a-Kind 1893 Victorian in the Heart of Adams. Step back in time while enjoying every modern comfort in this turnkey 1893 Victorian, ideally located in-town in charming Adams, Massachusetts. This beautifully preserved 4-bedroom, 3-bath home is a rare gem -- blending rich history with thoughtful updates that honor its original craftsmanship. From the moment you enter, you'll be captivated by the home's ornate woodwork, original hardwood floors, and stained-glass windows that bathe each room in colorful light. Period details abound -- built-ins, decorative moldings, and a handsome fireplace anchor the living spaces with warmth and character. The bathrooms have been refreshed, offering modern convenience while preserving the home's timeless style.


42 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$449,900
6 BD | 2 BA
Residential - Single Family

Discover the charm of yesteryear with this enchanting 6-bedroom, 2-bathroom antique home nestled in the vibrant town of Lee. Accompanied by a large two-story stone barn, this residence offers a blend of historical elegance and modern potential. Original features such as wood floors, Dutch door, and classic stairway railing are complemented by a dining room with beamed ceilings, built-in china cabinets, and bay window with marble seat. Stained glass windows and pocket doors add to the home's unique character, while a marble fireplace graces the front parlor. The sizeable retro kitchen, complete with Geneva cabinets, awaits your personal touch. Set on a corner lot with mature plantings, the property boasts a beautiful backyard--


50 Photos
REALTY STREET, LLC
$459,900
6 BD | 3 BA
Residential - Single Family

Charming 6-Bedroom New England Farmhouse in Hinsdale, MASet on a peaceful 3/4-acre lot in the heart of the Berkshires, this spacious and thoughtfully updated 6-bedroom farmhouse offers the perfect blend of classic charm and modern comfort.A welcoming wrap-around porch invites you to relax and enjoy the quiet rural surroundings. Inside, the first floor features an expansive modern kitchen, formal dining room, living room, office, half bath, and a versatile bedroom or family room--designed for both everyday living and entertaining.Upstairs, you'll find five additional bedrooms, two full bathrooms, and an office or potential seventh bedroom.Recent updates include full insulation, newer windows, newer roof, updated electrical, solar panels, professionally landscaped

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