Berkshire, MA Homes

/27
$249,900
- 4 Beds
- 1 Bath
- 1,364 Sq Ft
30 Belvidere Ave, Pittsfield, MA 01201

Welcome to this inviting four-bedroom, one-bath Colonial, nestled on a peaceful dead-end street that offers both charm and privacy. This home features beautiful hardwood floors throughout, adding warmth and character to every room.The eat in kitchen has granite countertops, stainless steel appliances, and ample cabinetry--perfect for anyone who enjoys cooking or entertaining. Step out front and

Kellie Perrault

NOCHER REALTY

(413) 741-1594

30 Belvidere Ave, Pittsfield, MA 01201
/5
$17 per month
- 4 Baths
- 10,125 Sq Ft
- Property for Rent
10 Wendell Avenue Extension, Pittsfield, MA 01201

Office suites available for lease in ideal downtown Pittsfield location! There currently two suites on the second level and two on the first floor available. Heat, Electric and AC included. Building is very well kept and features renovated bathrooms and key card access. High traffic area with on-street parking.

Conor Meehan STONE HOUSE PROPERTIES, LLC

10 Wendell Avenue Extension, Pittsfield, MA 01201
/34
$431,000 Sold Aug 25, 2025
- 1,823 Sq Ft
- $236/SF
- 40 Days On Market
- 4 Beds
- 2 Baths
- Built 1961
100 Anita Dr, Pittsfield, MA 01201

WELCOME to your perfect retreat! This cape home offers the ultimate in comfort and convenience, featuring an inground pool, hot tub, and pastoral views that create a serene outdoor oasis. Step inside to a spacious family room, cozy living room with a wood burning fireplace, and an enclosed porch-ideal for year-round enjoyment. The open concept kitchen and dining area boasts abundant cabinetry,

Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

100 Anita Dr, Pittsfield, MA 01201

/24
Est $275,054 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,676 Sq Ft
46 Lenox Ave, Pittsfield, MA 01201

46 Lenox Ave, Pittsfield, MA 01201

/24
$321,900
- 3 Beds
- 1.5 Baths
- 1,600 Sq Ft
171 Harryel St, Pittsfield, MA 01201

Welcome to 171 Harryel St in Pittsfield, MA! This well-maintained 3-bedroom, 1-bath home offers a spacious living area, hardwood floors, and a bright eat-in kitchen. Basement boasts a finished room perfect for entertainingly. Enjoy the private backyard--great for outdoor activities or relaxing. Located on a quiet street with convenient access to parks, shops, and downtown amenities. A great

John Ciepiela

BISHOP WEST REAL ESTATE

(413) 331-7090

171 Harryel St, Pittsfield, MA 01201
/36
$11 per month
- 2 Baths
- 142,518 Sq Ft
- Property for Rent
703 W Housatonic St, Pittsfield, MA 01201

703 West Housatonic Street is one of Pittsfield's most unique, multi-use buildings, perfect for a wide variety of businesses and organizations. Located on Route 20, it's ideally situated for easy access to Berkshires and nearby New York state. The property has been upgraded in every department. It's powered by its own solar field, has large parking lots, a tenant garden, fresh landscaping, and an

Conor Meehan STONE HOUSE PROPERTIES, LLC

703 W Housatonic St, Pittsfield, MA 01201
/21
$310,000 Sold Aug 25, 2025
- 1,126 Sq Ft
- $275/SF
- 22 Days On Market
- 2 Beds
- 1 Bath
- Built 1955
60 Donna Ave, Pittsfield, MA 01201

This charming and cozy ranch style home is ready for it's next chapter. Featuring two comfortable bedrooms with brand new carpeting, and hardwood flooring throughout the main living areas, this home blends warmth and style effortlessly. The updated kitchen with pendant lighting and updated bathroom offer a fresh, modern touch making this home truly move in ready. Step through the sliding doors to

Savanna Charow Lowe & Lowe Realty Co.

60 Donna Ave, Pittsfield, MA 01201

/38
Est $293,029 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,890 Sq Ft
46 Worthington St, Pittsfield, MA 01201

46 Worthington St, Pittsfield, MA 01201

/60
$4,950,000
- 7 Beds
- 8.5 Baths
- 7,073 Sq Ft
1 Pinecroft Dr, Lenox, MA 01240

Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym,

Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

1 Pinecroft Dr, Lenox, MA 01240
/4
$14 per month
- 1.5 Baths
- 1,597 Sq Ft
- Property for Rent
99 Hawthorne Ave, Pittsfield, MA 01201

The industrial aesthetic of this classic New England mill offers a unique space for your organization or business to call home. The office space has terrific light and height, new windows, exposed brick, hardwood floors and updated systems including smart LED lighting. This suite is one of three tenant spaces in the building, all of which share a common area with a kitchen and two bathrooms.

Conor Meehan STONE HOUSE PROPERTIES, LLC

99 Hawthorne Ave, Pittsfield, MA 01201
/47
$660,000 Sold Aug 22, 2025
- 2,242 Sq Ft
- $294/SF
- 2 Days On Market
- 4 Beds
- 2 Baths
- Built 1890
36 Tucker St, Lenox, MA 01240

Charming and versatile, this home is a well-maintained two-family home just steps from downtown Lenox. With two separate units offering 2 bedrooms and 1 full bath each, this property is perfect for investors, multi-generational living, or owner-occupied. Each unit features hardwood floors, full kitchens, separate utilities, and bright, comfortable living spaces. Enjoy the spacious backyard and

Katie Soules WILLIAM RAVEIS REAL ESTATE

36 Tucker St, Lenox, MA 01240

/35
Est $290,535 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,704 Sq Ft
11 Pleasure Ave, Pittsfield, MA 01201

11 Pleasure Ave, Pittsfield, MA 01201

/82
$2,550,000
- 6 Beds
- 6.5 Baths
- 7,143 Sq Ft
13 Taconic Ave, Lenox, MA 01240

An Unrivaled 8-Acre Sanctuary of Beauty, Privacy & SophisticationNestled in the cultural heart of the Berkshires, just steps from downtown Lenox, this extraordinary property offers a rare and coveted blend of seclusion and sophistication set on an unheard-of 8 acres of wooded, professionally designed, and maturely landscaped grounds.Inside, the home has been completely reimagined, with every

Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

13 Taconic Ave, Lenox, MA 01240
/2
$42,000 per month
- 6,000 Sq Ft
- Property for Rent
5 Whipple St, Pittsfield, MA 01201

St Luke's Square. Entrance to lower level space from 1st level parking lot or rear, Whipple St.

James McRory BERKSHIRE COUNTY REALTY

5 Whipple St, Pittsfield, MA 01201
/27
$430,000 Sold Aug 22, 2025
- 2,125 Sq Ft
- $202/SF
- 20 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1950
377 Pomeroy Ave, Pittsfield, MA 01201

Welcome to this elegant Grand Colonial nestled in one of Southeast Pittsfield's most desirable neighborhoods. Enjoy quick access to the beloved Wellesley Park -just steps away- as well as nearby Fred Garner Park, all within a coveted community for walking dogs, jogging... Close proximity to shops, schools, and the best of Berkshire cultural and outdoor amenities.As you enter this well-maintained

Franz Forster FRANZ J. FORSTER R. E.

377 Pomeroy Ave, Pittsfield, MA 01201

/30
Est $255,008 Not Listed For Sale
- 2 Beds
- 1 Bath
- 750 Sq Ft
234 California Ave, Pittsfield, MA 01201

234 California Ave, Pittsfield, MA 01201

/20
$229,000
- 2 Beds
- 1 Bath
- 867 Sq Ft
55 Pomeroy Ave Unit 6, Pittsfield, MA 01201

Charming Historic Carriage House CondoEnjoy carefree living in this beautifully converted historic carriage house, now a cozy and tastefully renovated condo. Tucked within a peaceful community, this unique home features a private rear deck and a charming stone patio--perfect for relaxing or entertaining. Inside, modern updates blend seamlessly with original character. Just a short stroll brings

Michele Purcell LAMACCHIA REALTY, INC

55 Pomeroy Ave Unit 6, Pittsfield, MA 01201
/2
$60,000 per month
- Studio
- 2 Baths
- 3,060 Sq Ft
- Property for Rent
81 Linden St, Pittsfield, MA 01201

Second floor of Sioga Club- Separate entrance + elevatorLandlord will break up 3500 sf into smaller spaces

James McRory BERKSHIRE COUNTY REALTY

81 Linden St, Pittsfield, MA 01201
/22
$335,000 Sold Aug 22, 2025
- 1,160 Sq Ft
- $289/SF
- 5 Days On Market
- 3 Beds
- 1 Bath
- Built 1962
33 Quirico Dr, Pittsfield, MA 01201

Welcome to this charming 3 bedroom ranch located in one of Pittsfield's most desirable neighborhoods. Warm and inviting, this home features beautiful hardwood floors, a cozy wood-burning fireplace, and cedar-lined closets in each bedroom. The kitchen and dining area open to a deck through sliding glass doors, offering the perfect setup for summer BBQs and indoor-outdoor living.Downstairs, a

Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

33 Quirico Dr, Pittsfield, MA 01201

/26
Est $364,889 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,260 Sq Ft
69 Valentine Rd, Pittsfield, MA 01201

69 Valentine Rd, Pittsfield, MA 01201

/32
$350,000
- 3 Beds
- 1.5 Baths
- 1,176 Sq Ft
787 Williams St, Pittsfield, MA 01201

Welcome to this charming Conventional-style home, perfectly situated in one of Southeast Pittsfield's most desirable neighborhoods. Featuring 3 bedrooms and 1.5 bathrooms, this inviting residence offers a blend of comfort, character, and convenience.On the first floor, you'll find a spacious living room with a wood-burning fireplace, a formal dining room, a bright kitchen, and a convenient half

Jose Larios LAMACCHIA REALTY, INC

787 Williams St, Pittsfield, MA 01201
/5
$1,700 per month
- 2 Beds
- 1 Bath
- Apartment for Rent
41 Perrine Ave Unit B, Pittsfield, MA 01201

Dell Costa Dell Realty Inc.

41 Perrine Ave Unit B, Pittsfield, MA 01201
/40
$264,000 Sold Aug 20, 2025
- 1,229 Sq Ft
- $215/SF
- 19 Days On Market
- 2 Beds
- 1 Bath
- Built 1930
34 Bryant St, Pittsfield, MA 01201

Imagine yourself in this beautifully maintained cape with hardwood floors and natural finishes. This home is move in ready, immaculate, and a must see property. There are 2 bedrooms plus an additional office space on the second floor which could become a third bedroom. A first floor bedroom and wonderfully designed Sunroom full of natural light, tongue and groove natural walls, track lighting,

Bonnie Brown STEEPLEVIEW REALTY - ADAMS BRANCH

34 Bryant St, Pittsfield, MA 01201

/31
Est $434,990 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,014 Sq Ft
252 Barker Rd, Pittsfield, MA 01201

252 Barker Rd, Pittsfield, MA 01201

/30
$399,000
- 3 Beds
- 1.5 Baths
- 1,307 Sq Ft
204 Harryel St, Pittsfield, MA 01201

Welcome to this classic cape home nestled in a quiet and beautiful neighborhood in Pittsfield, Massachusetts! This immaculate residence is truly move-in ready and perfect for first-time buyers or those seeking a charming second home. Step inside to discover a beautifully remodeled kitchen featuring white countertops, updated appliances, and a stylish tile backsplash. The spacious eat-in dining

Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

204 Harryel St, Pittsfield, MA 01201
/19
$267,500 Sold Aug 19, 2025
- 1,561 Sq Ft
- $171/SF
- 17 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1953
106 Sampson Pkwy, Pittsfield, MA 01201

Discover the potential in this charming ranch-style home located in the desirable Parkways neighborhood. Offering three generously sized bedrooms and one and a half baths, this home features a classic layout with solid bones and room to make it your own. Original wood floors run throughout much of the home, adding warmth and character. One of the interesting features the unique dining area with a

Kellie Perrault NOCHER REALTY

106 Sampson Pkwy, Pittsfield, MA 01201

/39
Est $378,806 Not Listed For Sale
- 5 Beds
- 1 Bath
- 2,061 Sq Ft
124 Birch Grove Dr, Pittsfield, MA 01201

124 Birch Grove Dr, Pittsfield, MA 01201

/40
$429,000
- 3 Beds
- 1.5 Baths
- 1,267 Sq Ft
59 Bellmore Dr, Pittsfield, MA 01201

Beautiful, move in ready Cape, located in Southeast Pittsfield! This sunny and vibrant home offers: hardwood floors throughout, a working wood burning fireplace, a fully renovated kitchen with quartz countertops and fully renovated bathrooms with subway tile, a heated basement and new blown in insulation in the attic, along with recessed lighting added throughout the 1st floor. Outdoor comforts

Timothy Johnson NOCHER REALTY

59 Bellmore Dr, Pittsfield, MA 01201
/22
$388,000 Sold Aug 19, 2025
- 1,194 Sq Ft
- $325/SF
- 23 Days On Market
- 3 Beds
- 3 Baths
- Built 2001
927 Holmes Rd, Pittsfield, MA 01201

Located in Southeast Pittsfield, this well-maintained raised ranch offers comfortable and versatile living space. The open-concept kitchen flows seamlessly into the main living area, perfect for everyday living and entertaining. The spacious primary bedroom includes a walk-in closet and en-suite bath. The finished lower level provides additional living space, perfect for a home office, or guest

Elisha Poirier STONE HOUSE PROPERTIES, LLC

927 Holmes Rd, Pittsfield, MA 01201

/40
Est $251,484 Not Listed For Sale
- 2 Beds
- 1 Bath
- 895 Sq Ft
66 Harding St, Pittsfield, MA 01201

66 Harding St, Pittsfield, MA 01201

/40
$399,000
- 3 Beds
- 2 Baths
- 3,100 Sq Ft
40 Sampson Pkwy, Pittsfield, MA 01201

40 Sampson Parkway is a classic New England Cape boasting 3,100 sq. ft. Enter the front door and you have a formal living room with a pretty stone fireplace on the right and to the left a second room that can be used as a den or office. Hardwood floors run throughout. The first-floor bedroom is spacious and is right next to a full bath. The dining room is open to an eat in kitchen and has

Brenda Bourne Keller Williams Realty

40 Sampson Pkwy, Pittsfield, MA 01201
/30
$287,500 Sold Aug 19, 2025
- 1,267 Sq Ft
- $227/SF
- 9 Days On Market
- 3 Beds
- 2 Baths
- Built 1950
109 Euclid Ave, Pittsfield, MA 01201

Welcome to 109 Euclid Ave, a charming Cape-style home in the heart of Pittsfield, MA. This beautifully maintained residence features three spacious bedrooms and two full bathrooms, providing ample space for families or guests. The inviting living room features hardwood floors and a cozy atmosphere, perfect for relaxation. The updated kitchen is nicely equipped, complete with modern appliances and

Doug Collins LAMACCHIA REALTY, INC

109 Euclid Ave, Pittsfield, MA 01201

/32
Est $314,202 Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,512 Sq Ft
280 West St, Pittsfield, MA 01201

280 West St, Pittsfield, MA 01201

/33
$585,000
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
59 Hawthorne St, Stockbridge, MA 01262

Just moments from Stockbridge Bowl and Tanglewood, this lovely, easy, three-bedroom, two-and-a-half-bath home offers abundant light and an enviable Berkshire setting with a mid-century vibe. Large south-facing windows fill the open living and dining room with sunshine, complemented by a fireplace, while a second fireplace warms the lower-level family room. Three bedrooms and a bath and a half

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

59 Hawthorne St, Stockbridge, MA 01262
/25
$261,500 Sold Aug 18, 2025
- 1,296 Sq Ft
- $202/SF
- 184 Days On Market
- 3 Beds
- 2 Baths
- Built 1966
874 East St, Lenox, MA 01240

If you are looking for a Lenox home, don't miss this one! Three bedroom, two bath expanded cape with walk-out basement. First floor includes two bedrooms and a full bath. Hardwood throughout much of the house. Kitchen opens to a year-round heated sunroom that opens to a deck and overlooks the spacious back yard. Traditional cape with a bedroom with hardwood, bonus room and full bath on the

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

874 East St, Lenox, MA 01240

/30
Est $215,875 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,568 Sq Ft
12 Leidhold Place, Pittsfield, MA 01201

12 Leidhold Place, Pittsfield, MA 01201

/31
$537,000
- 2 Beds
- 2 Baths
- 1,560 Sq Ft
30 - 5 Clifton Ct, Lenox, MA 01240

Enjoy easy, low-maintenance living in this sought-after Birchwood Village condo! This 2 bed, 2 bath townhome features beautiful hardwood floors, an updated kitchen, and a living room with a cozy wood-burning fireplace. Step outside onto your private deck to relax in a quiet, wooded setting. A separate den provides the perfect space for a home office or guest area. You'll love the convenience of

Tony Segalla LANCE VERMEULEN RE, INC

30 - 5 Clifton Ct, Lenox, MA 01240
/38
$587,000 Sold Aug 15, 2025
- 2,994 Sq Ft
- $196/SF
- 20 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2005
25 Alpine Trail, Pittsfield, MA 01201

Nestled in the desirable Pines at Bousquet community, this stunning three-story condo offers 5 spacious bedrooms and 4.5 bathrooms. The inviting eat-in kitchen flows seamlessly into a generous living room, complete with a cozy gas fireplace--perfect for relaxing or entertaining.Take in breathtaking views from either the screened porch or the lower-level patio. Located close to year-round

Peter West BISHOP WEST REAL ESTATE

25 Alpine Trail, Pittsfield, MA 01201

/23
Est $290,198 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 2,511 Sq Ft
18 Broad St, Pittsfield, MA 01201

18 Broad St, Pittsfield, MA 01201

/36
$359,900 Open Sat 10AM - 11:30AM
- 3 Beds
- 1 Bath
- 1,553 Sq Ft
210 Pine Grove Dr, Pittsfield, MA 01201

Open House 9/6/25 10:00am-11:30am Tucked at the end of a quiet cul-de-sac, 210 Pine Grove Drive in Pittsfield is a very well-cared after home that incorporates comfort, functionality, and convenience. The first floor features a spacious primary bedroom and full bathroom, perfect for one-floor living, along with hardwood floors, vinyl siding for easy upkeep, two ductless wall-mounted AC units for

Brett Haas GELINAS REAL ESTATE

210 Pine Grove Dr, Pittsfield, MA 01201

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