Pittsfield, MA Homes

/92
$699,900
- 4 Beds
- 5 Baths
- 2,748 Sq Ft
10 Lillybrook Rd, Pittsfield, MA 01201

Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

Paul Clark

CLARK REALTY GROUP LLC

(413) 414-5632

10 Lillybrook Rd, Pittsfield, MA 01201
/2
$1,400 - $1,600 total monthly price
- 2 - 3 Beds
- 1 Bath
- 900 Sq Ft
- Condo for Rent
44 Robbins Ave, Pittsfield, MA 01201

Outstanding 4-Apartments ! Unit 44-1 ( 2 bedrooms) 44-2 ( 3 bedrooms) 46-1 ( 2 bedrooms) and 46-2 (3 bedrooms)This well-maintained multifamily property features four spacious units, each renovated, offering strong rental appeal.

44 Robbins Ave, Pittsfield, MA 01201
/36
$364,400 Sold Oct 30, 2025
- 1,691 Sq Ft
- $215/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
209 Velma Ave, Pittsfield, MA 01201

Set on a peaceful cul-de-sac, this move-in ready split-level home is located just minutes from downtown Pittsfield as well as the vibrant shops and restaurants of Lenox. Inside, the home features three ample sized bedrooms, two full baths, an open living/dining area featuring a charming fireplace to create a warm & welcoming atmosphere. The lower level is ideal for entertaining with a built-in

Rena Rose MOCKINGBIRD REAL ESTATE

209 Velma Ave, Pittsfield, MA 01201

/26
Est $344,469 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,368 Sq Ft
71 S Church St Unit S301, Pittsfield, MA 01201

71 S Church St Unit S301, Pittsfield, MA 01201

/41
$374,900
- 4 Beds
- 2.5 Baths
- 2,304 Sq Ft
1012 West St, Pittsfield, MA 01201

JUST Listed. Easy to show. A gracious & spacious split level home in west Pittsfield, just a short drive to Berkshire Community College. Floor plan creates both private spaces & collaborative space. Home boasts 4 bedrooms (PLUS - use your imagination = potential in the "bonus room" on main floor adjacent the 1/2 bath laundry. Maybe you see it as a 5th bedroom, a work from home set up, a child

Nadine Hiser

KRG - Key Realty Group

(413) 384-3530

1012 West St, Pittsfield, MA 01201
/5
$18 total monthly price
- 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
/50
$145,000 Sold Oct 30, 2025
- 3,216 Sq Ft
- $45/SF
- 61 Days On Market
- 6 Beds
- 2.5 Baths
- Built 1927
27 Daniels Ave, Pittsfield, MA 01201

Spacious side-by-side duplex offering three bedrooms in each unit. Hardwood floors throughout each unit along with a front/rear porch, first floor laundry, and separate utilities. Loads of additional space in attic and basement for storage or potential future expansion of living space. HUD Home. LBP. Sold ''AS IS'' by elec. bid only. Prop avail 06-12-25. Bids due by 06-22-25 by 11:59 PM Central

Cory Evangelisto NOCHER REALTY

27 Daniels Ave, Pittsfield, MA 01201

/56
Est $640,804 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 1,845 Sq Ft
20 Warwick St, Pittsfield, MA 01201

20 Warwick St, Pittsfield, MA 01201

/4
$59,900
- Land
- 1.23 Acres
- $48,699 per Acre
Lot 140 Westbrook Terrace, Pittsfield, MA 01201

Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 288-3713

Lot 140 Westbrook Terrace, Pittsfield, MA 01201
/2
$1,400 - $1,600 total monthly price
- 2 - 3 Beds
- 1 Bath
- 900 Sq Ft
- Condo for Rent
44 Robbins Ave, Pittsfield, MA 01201

Outstanding 4-Apartments ! Unit 44-1 ( 2 bedrooms) 44-2 ( 3 bedrooms) 46-1 ( 2 bedrooms) and 46-2 (3 bedrooms)This well-maintained multifamily property features four spacious units, each renovated, offering strong rental appeal.

44 Robbins Ave, Pittsfield, MA 01201
/32
$372,000 Sold Oct 30, 2025
- 1,704 Sq Ft
- $218/SF
- 108 Days On Market
- 4 Beds
- 2 Baths
- Built 1900
207 S Mountain Rd, Pittsfield, MA 01201

A picture-perfect farmhouse thoughtfully renovated for today's lifestyle. This charming 4-bedroom, 2-bathroom home is nestled on nearly 2 acres in Pittsfield, offering easy access to all the cultural, natural, and recreational attractions of the Berkshires.The home has been fully updated in the past 3 years with new siding, windows, flooring, electrical and a newer roof. Enjoy modern conveniences

Molly Gillon COMPASS MASSACHUSETTS , LLC GB

207 S Mountain Rd, Pittsfield, MA 01201

/38
Est $315,842 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,890 Sq Ft
46 Worthington St, Pittsfield, MA 01201

46 Worthington St, Pittsfield, MA 01201

/5
$59,900
- Land
- 1.08 Acres
- $55,463 per Acre
Lot 144 Eastbrook Ln, Pittsfield, MA 01201

Nestled on a quiet street among upscale homes, this 1.08-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 414-5864

Lot 144 Eastbrook Ln, Pittsfield, MA 01201
/36
$11 total monthly price
- 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
/27
$220,000 Sold Oct 29, 2025
- 1,364 Sq Ft
- $161/SF
- 85 Days On Market
- 4 Beds
- 1 Bath
- Built 1910
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 KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

30 Belvidere Ave, Pittsfield, MA 01201

/35
Est $311,922 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

/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
/2
$1,400 - $1,600 total monthly price
- 2 - 3 Beds
- 1 Bath
- 900 Sq Ft
- Condo for Rent
44 Robbins Ave, Pittsfield, MA 01201

Outstanding 4-Apartments ! Unit 44-1 ( 2 bedrooms) 44-2 ( 3 bedrooms) 46-1 ( 2 bedrooms) and 46-2 (3 bedrooms)This well-maintained multifamily property features four spacious units, each renovated, offering strong rental appeal.

44 Robbins Ave, Pittsfield, MA 01201
/54
$910,000 Sold Oct 29, 2025
- 3,700 Sq Ft
- $246/SF
- 141 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2016
127 Alpine Trail, Pittsfield, MA 01201

This unit is absolutely stunning! It has breathtaking views of the mountains and spacious open common areas filled with natural light. The main Great room has soaring ceilings, a cozy gas fireplace, wood floors, and direct access to your private screened porch and deck. The kitchen, dining area, and first-floor primary en-suite are all open and inviting. Additionally, there is a main level

Cortney Dupont COHEN & WHITE ASSOCIATES

127 Alpine Trail, Pittsfield, MA 01201

/30
Est $254,212 Not Listed For Sale
- 2 Beds
- 1 Bath
- 750 Sq Ft
234 California Ave, Pittsfield, MA 01201

234 California Ave, Pittsfield, MA 01201

/81
$1,199,000 New Construction
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
8 Northbrook Ln, Pittsfield, MA 01201

This new, thoughtfully crafted contemporary home showcases quality construction, energy efficiency, and flexibility. Built with comfort and performance in mind, it includes spray-foam insulation in the walls and attic, fiberglass between floors, energy-efficient windows, and a high-performance HVAC system. The walkout basement provides the option to expand the living space, while allowances for

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 591-5199

8 Northbrook Ln, Pittsfield, MA 01201
/4
$14 total monthly price
- 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
/46
$392,000 Sold Oct 27, 2025
- 2,015 Sq Ft
- $195/SF
- 85 Days On Market
- 4 Beds
- 2 Baths
- Built 1952
149 Fort Hill Ave, Pittsfield, MA 01201

Embrace countryside tranquility in this 4-bedroom, 2-bath home that blends rustic charm with modern amenities. Nestled in serenity, this property is the perfect retreat for those seeking peace without sacrificing convenience.As you step through the front door, the welcoming atmosphere of this country home envelops you. The living spaces are bathed in natural light, highlighting the comfortable

Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

149 Fort Hill Ave, Pittsfield, MA 01201

/26
Est $381,103 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

/20
$199,900
- 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
/12
$2,250 total monthly price
- 2 Beds
- 2 Baths
- 1,900 Sq Ft
- Condo for Rent
12 Applewood Ln Unit 12, Pittsfield, MA 01201

Very quiet end unit in cul de sac. Only 12 units in development. Fully furnished renovated two bedroom two bath condo. Hardwood floors, carpets, freshly painted. One car garage with additional parking available on street. Convenient to shopping and cultural events in Berkshire County. Minutes from Pittsfield State Forest and downtown Pittsfield. Applicants are required to complete

12 Applewood Ln Unit 12, Pittsfield, MA 01201
/39
$272,000 Sold Oct 24, 2025
- 1,320 Sq Ft
- $206/SF
- 14 Days On Market
- 4 Beds
- 1 Bath
- Built 1920
211 Mohegan St, Pittsfield, MA 01201

Recently Renovated Colonial! This lovely home is situated at the very end of the street and offers an over-sized flat yard along with scenic views of the city and mountains right from your front sitting porch. Completely move-in ready, gleaming refinished wood flooring throughout, fresh paint, new lighting, new kitchen including new cabinetry, new countertops, and new stainless steel

Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

211 Mohegan St, Pittsfield, MA 01201

/31
Est $449,493 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,014 Sq Ft
252 Barker Rd, Pittsfield, MA 01201

252 Barker Rd, Pittsfield, MA 01201

/69
$525,900
- 6 Beds
- 3 Baths
- 4,034 Sq Ft
144 Brombach St, Pittsfield, MA 01201

Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated

Darcy Reid MOCKINGBIRD REAL ESTATE

144 Brombach St, Pittsfield, MA 01201
/2
$42,000 total monthly price
- 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
/32
$300,000 Sold Oct 24, 2025
- 1,378 Sq Ft
- $218/SF
- 3 Days On Market
- 3 Beds
- 1 Bath
- Built 1950
99 Cambridge Ave, Pittsfield, MA 01201

This well-maintained Colonial in a highly desirable neighborhood is ready for its new owners to move in and make it their own. The first floor features a bright kitchen, a cozy living room, and a formal dining room with sliders leading to a private deck and an updated fenced yard, perfect for entertaining or relaxing outdoors. Upstairs, you'll find three bedrooms and a fully renovated bathroom,

Jose Larios LAMACCHIA REALTY, INC

99 Cambridge Ave, Pittsfield, MA 01201

/40
Est $257,596 Not Listed For Sale
- 2 Beds
- 1 Bath
- 895 Sq Ft
66 Harding St, Pittsfield, MA 01201

66 Harding St, Pittsfield, MA 01201

/43
$360,000
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
612 E New Lenox Rd, Pittsfield, MA 01201

Welcome to this move in ready embankment ranch in a desirable southeast neighborhood! This home has been loved by one family for the last 50 years, and is now ready to host a new family! Come see the beautiful hardwood floors in the large living room and all 3 bedrooms. Two of the bedrooms have large cedar-lined closets. The eat-in kitchen has ample cabinet space with easy access to the attached

Juli Kowach LAMACCHIA REALTY, INC

612 E New Lenox Rd, Pittsfield, MA 01201
/6
$1,700 total monthly price
- 3 Beds
- 1 Bath
- 1,600 Sq Ft
- Condo for Rent
18 Bay State Rd, Pittsfield, MA 01201

This property located at 18 Bay State Rd features 3 bedrooms and 1 bathroom within a total of 1,600 square feet. The living room offers ample space for relaxation and entertaining. The bathroom is equipped with standard fixtures and provides essential amenities. Each bedroom is designed to accommodate various furniture arrangements, suitable for both individuals and families. The property is

18 Bay State Rd, Pittsfield, MA 01201
/31
$350,000 Sold Oct 24, 2025
- 2,149 Sq Ft
- $163/SF
- 3 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1948
11 Sampson Pkwy, Pittsfield, MA 01201

This well-loved Cape-style home has timeless charm in a convenient location just minutes from schools, shopping, and cultural attractions.The main level features a spacious living room with a cozy wood-burning fireplace, formal dining room, eat-in kitchen, full bath, and two bedrooms -- all highlighted by beautiful refinished hardwood floors. Upstairs, you'll find two additional bedrooms, a half

Katie Soules WILLIAM RAVEIS REAL ESTATE

11 Sampson Pkwy, Pittsfield, MA 01201

/32
Est $333,797 Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,512 Sq Ft
280 West St, Pittsfield, MA 01201

280 West St, Pittsfield, MA 01201

/12
$59,000
- Land
- 1 Acre
- $59,000 per Acre
0 Westbrook Terrace, Pittsfield, MA 01201

Build your dream home in the prestigious gated enclave of Woodmonte Estates, located in the heart of Berkshire County, Massachusetts. This cleared 1-acre corner lot offers a rare opportunity to create a custom residence in one of the regions most desirable communities, surrounded by privacy, beauty, and high-end homes.With access to public utilities and underground electricity already in

Community Lands Community Lands

0 Westbrook Terrace, Pittsfield, MA 01201
/2
$60,000 total monthly price
- 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
/24
$271,000 Sold Oct 24, 2025
- 1,307 Sq Ft
- $207/SF
- 12 Days On Market
- 3 Beds
- 1 Bath
- Built 1960
3 Tampa Ct, Pittsfield, MA 01201

Charming Southeast home located on a corner lot featuring hardwood floors, cherry cabinets, with a center island open to the dining area featuring a brick accent wall. Enjoy the convenience of a first -floor bedroom and full bathroom. Outside, enjoy a fenced-in back yard, with fruit trees, and a storage shed. Your dream home awaits and is brimming with character!

Jessica Rizzo LAMACCHIA REALTY, INC

3 Tampa Ct, Pittsfield, MA 01201

/30
Est $231,130 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

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Massachusetts Berkshire County Pittsfield

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