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Newest Homes for Sale in Pittsfield, MA

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  • /9

    $99,000

    • Land
    • 1.79 Acres
    • $55,308 per Acre

    499 Gale Ave, Pittsfield, MA 01201

    Nestled at the end of a quiet, dead-end road, this beautiful lot offers the perfect blend of privacy, pastoral charm and convenience. Enjoy sweeping views of the mountains and farmland, with neighboring pastures providing a tranquil, open feel. The lot has been thoughtfully prepared with many improvements already in place -- including a private well, septic design, wetlands delineation, and

    Tammy Christen BISHOP WEST REAL ESTATE

    499 Gale Ave, Pittsfield, MA 01201
  • /7

    $99,000

    • Land
    • 1.61 Acres
    • $61,490 per Acre

    497 Gale Ave, Pittsfield, MA 01201

    Nestled at the end of a quiet, dead-end road, this beautiful lot offers the perfect blend of privacy, pastoral charm and convenience. Enjoy sweeping views of the mountains and farmland, with neighboring pastures providing a tranquil, open feel. The lot has been thoughtfully prepared with many improvements already in place -- including a private well, septic design, wetlands delineation, and

    Tammy Christen BISHOP WEST REAL ESTATE

    497 Gale Ave, Pittsfield, MA 01201
  • /42

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,026 Sq Ft

    11 Mcallister St, Pittsfield, MA 01201

    Welcome to this super cute and spacious 3-bed, 2-bath home nestled in desirable neighborhood. Inviting layout and thoughtful updates throughout. This home perfectly balances modern comfort and classic charm. Remodeled kitchen features stylish cabinetry, stainless steel appliances, a sleek tile backsplash, and marble-look countertops. Open dining area with built-ins connects seamlessly to the

    Marc Bellora LAMACCHIA REALTY, INC

    11 Mcallister St, Pittsfield, MA 01201
  • /55

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    8 Samson Ave, Pittsfield, MA 01201

    Lovely 3-Bedroom Ranch with Scenic Views and Endless Potential. Nestled on just over half an acre, this delightful ranch offers peaceful surroundings and picturesque views. Perfect for those seeking tranquility with room to grow. Step into the inviting living room, where a graceful bow window fills the space with natural light, complemented by a cozy fireplace and newer laminate flooring.The

    Agent Photo

    Mary Smith

    WILLIAM PITT SOTHEBY'S - LENOX

    (413) 767-4399

    8 Samson Ave, Pittsfield, MA 01201
  • /45

    $389,900

    • 3 Beds
    • 2 Baths
    • 2,191 Sq Ft

    386 Cheshire Rd, Pittsfield, MA 01201

    Step into this beautifully renovated home, where natural sunlight fills spacious, oversized rooms, creating a warm and inviting atmosphere. Every detail has been thoughtfully updated, showcasing a fresh, modern aesthetic with appliances. The expansive primary bedroom features two closets, with one large enough to serve as a nursery or home office, complete with two windows for abundant light.

    Debra Goddeau ASHMERE REALTY, INC.

    386 Cheshire Rd, Pittsfield, MA 01201
  • /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

    Agent Photo

    Paul Clark

    CLARK REALTY GROUP LLC

    (413) 327-7998

    10 Lillybrook Rd, Pittsfield, MA 01201
  • /18

    $209,900

    • 2 Beds
    • 1 Bath
    • 1,430 Sq Ft

    1 Pondview Dr Unit C3, Pittsfield, MA 01201

    Large 2 bedroom condo in a great complex. Bright and sunny living area. Large bedrooms. Tons of cabinets in the well maintained kitchen. Great price and cheaper than renting.

    Tyler Scaglione Cameron Real Estate Group

    1 Pondview Dr Unit C3, Pittsfield, MA 01201
  • /42

    $349,900

    • 5 Beds
    • 2.5 Baths
    • 3,030 Sq Ft

    145 Bartlett Ave, Pittsfield, MA 01201

    This beautiful home offers over 3000 feet of living space. Built in 1907 it's a perfect blend of traditional character and modern comfort. Beautiful hardwood floors and elegant crown molding Inside, you'll find five spacious bedrooms and two and a half baths. Two bedrooms on the first floor and three on the second. The large kitchen features an oversized refrigerator, gas stove, and ample space

    Lori Mickle LAMACCHIA REALTY, INC

    145 Bartlett Ave, Pittsfield, MA 01201
  • /31

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft

    82 Quirico Dr, Pittsfield, MA 01201

    Home for the holidays. Well maintained, move in ready 3-bedroom, 2 bath cape home in a desirable southeast section of Pittsfield. Close to the Lenox border, Tanglewood, shopping centers, Bousquet Ski Area and Bousquet Sport. Gas heating system, living room fireplace, first floor bedroom and oversized garage. Wood floors throughout, finished basement room with room for a workshop. Well-kept yard

    Anthony Riello LAMACCHIA REALTY, INC

    82 Quirico Dr, Pittsfield, MA 01201
  • /45

    $599,900 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 1.5 Baths
    • 2,044 Sq Ft

    1136 Barker Rd Unit 18, Pittsfield, MA 01201

    Welcome to South Pond Farm Condominiums, a serene waterfront community nestled on the shores of Richmond Pond. This beautifully maintained residence offers effortless living with the perfect blend of privacy, comfort, and natural beauty.Enjoy woodland views, an inviting interior, and access to exclusive community amenities -- including a private beach, tennis, pool, and walking trails. Whether

    Paula McLean PAULA MCLEAN REALTORS INC.

    1136 Barker Rd Unit 18, Pittsfield, MA 01201
  • /17

    $599,900

    • 12 Beds
    • 12 Baths
    • 6,803 Sq Ft

    217 Francis Ave, Pittsfield, MA 01201

    Rare opportunity to purchase three duplexes (six total units) in a package deal. All units have separate utilities paid by tenants,. Low-maintenance property with ample off-street parking, conveniently located near downtown shops, restaurants, and schools. A solid turnkey investment--call today to schedule a showing!

    Nolan Fernandez 413 REAL ESTATE

    217 Francis Ave, Pittsfield, MA 01201
  • /41

    $392,000

    • 3 Beds
    • 1.5 Baths
    • 2,184 Sq Ft

    68 Howe Rd, Pittsfield, MA 01201

    JUST REDUCED.....Step into this bright and sunny newly renovated 3 bedroom 1 1/2 bath home. From the moment you walk in, you will notice the new kitchen, bathroom and fresh paint. There is a large finished basement ideal for family room, workout room, or playroom. Add 2 other rooms in the lower level complete with laundry and 1/2 bath. Walk onto the deck from the dining area and enjoy the privacy

    Janet Benoit MOCKINGBIRD REAL ESTATE

    68 Howe Rd, Pittsfield, MA 01201
  • /62

    $549,000

    • 4 Beds
    • 4 Baths
    • 3,008 Sq Ft

    100 Northumberland Rd, Pittsfield, MA 01201

    Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday

    Laura Arseneau PAULA MCLEAN REALTORS INC.

    100 Northumberland Rd, Pittsfield, MA 01201
  • /2

    $39,900

    • Land
    • 0.15 Acre
    • $266,000 per Acre

    0 Courtland Place, Pittsfield, MA 01201

    Cleared City lot with public water and sewer

    Agent Photo

    John Ciepiela

    BISHOP WEST REAL ESTATE

    (413) 553-1360

    0 Courtland Place, Pittsfield, MA 01201
  • /14

    $115,000

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft

    36 Beacon Ave, Pittsfield, MA 01201

    With a small floor plan this could be a great weekend getaway or easy every day living located on a .12 acre lot. this layout offers a one bedroom, office, kitchen, full bathroom and an enclosed entry way which would make an additional sitting area. The yard has ample space for gardening, outdoor gatherings or simply enjoying the peaceful surroundings. Just a short walk to Pontoosuc Lake where

    Michelle Picard NOCHER REALTY

    36 Beacon Ave, Pittsfield, MA 01201
  • /29

    $175,000

    • 4 Beds
    • 2 Baths
    • 2,242 Sq Ft

    33 Adam St, Pittsfield, MA 01201

    Investment Opportunity in Pittsfield! Welcome to 33 Adam Street, a spacious 4-bedroom, 2-bath duplex offering excellent income potential for investors or owner-occupants alike. Each unit features comfortable layouts with ample living space and an enclosed backyard, making it attractive to long-term tenants. The property sits in a convenient in-town location, close to shops, restaurants, parks,

    Anne-Marie Glogowski Rydon Realty, LLC

    33 Adam St, Pittsfield, MA 01201
  • /68

    $1,350,000

    • 5 Beds
    • 4.5 Baths
    • 4,948 Sq Ft

    65 Crofut St, Pittsfield, MA 01201

    Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    65 Crofut St, Pittsfield, MA 01201
  • /13

    $50,000

    • Land
    • 1 Acre
    • $50,000 per Acre

    Lot 43 Westbrook Terrace, Pittsfield, MA 01201

    Welcome to Lot 43 at the corner of Westbrook Terrace and Old Farm Lane, a prime ready-to-build homesite in one of Pittsfield's most desirable neighborhoods. This one acre lot offers the perfect blend of nature, community, and convenience. With infrastructure already in place, including sidewalks, sewer and underground electric, your vision can take shape with ease.A second-story design would

    Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

    Lot 43 Westbrook Terrace, Pittsfield, MA 01201
  • /20

    $249,900 Open Sat 11AM - 12:30PM

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    1 Colt Rd Unit 2, Pittsfield, MA 01201

    Enjoy easy, low-maintenance living in this charming 2-bedroom, 1-bathroom main-level condo that includes a freestanding garage. Perfectly located just moments from downtown Pittsfield, this home offers the ideal blend of comfort and convenience.Step inside to a bright, open living space with single-level access throughout. The kitchen and living areas flow seamlessly, making everyday living and

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    1 Colt Rd Unit 2, Pittsfield, MA 01201
  • /36

    $229,900

    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft

    156 Elizabeth St, Pittsfield, MA 01201

    Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

    Robin Moore 413 REAL ESTATE

    156 Elizabeth St, Pittsfield, MA 01201
  • /63

    $889,900

    • 5 Beds
    • 3.5 Baths
    • 3,370 Sq Ft

    5 Crofut St, Pittsfield, MA 01201

    Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    5 Crofut St, Pittsfield, MA 01201
  • /64

    $1,199,800

    • 9 Beds
    • 4.5 Baths
    • 5,319 Sq Ft

    5 Crofut St, Pittsfield, MA 01201

    Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    5 Crofut St, Pittsfield, MA 01201
  • /78

    $1,170,000

    • 3 Beds
    • 3 Baths
    • 2,662 Sq Ft

    1020 Cascade St, Pittsfield, MA 01201

    TURN-KEY Nestled on 19.2 private, bucolic acres, this meticulously maintained 3-4 bedroom/3 bath log home is being offered fully furnished with numerous upgrades, all within the past 3 years. 1st floor features an open floor plan with hardwood floors, vaulted ceilings, an abundance of natural light, along with the convenience of a 1st floor laundry and full bath. 2nd floor is home to a generous

    Amy Wood STEEPLEVIEW REALTY - N. ADAMS

    1020 Cascade St, Pittsfield, MA 01201
  • /45

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,430 Sq Ft

    17 Kittredge Rd, Pittsfield, MA 01201

    This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the backyard.

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    17 Kittredge Rd, Pittsfield, MA 01201
  • /43

    $279,999

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    20 Greenway St, Pittsfield, MA 01201

    Recently Renovated West End Home!Tucked away on a quiet dead-end street in Pittsfield's desirable West End, this charming 3-bedroom, 1.5-bath home has been beautifully updated and is ready to move right in. Updates include refinished hardwood floors, fresh interior paint, a fully updated kitchen and baths, and all new appliances. The home has been completely rewired, features a newer boiler, and

    Michele Purcell LAMACCHIA REALTY, INC

    20 Greenway St, Pittsfield, MA 01201
  • /27

    $249,900

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    50 Grand Ave, Pittsfield, MA 01201

    Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen;

    Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

    50 Grand Ave, Pittsfield, MA 01201
  • /39

    $759,000

    • 3 Beds
    • 2.5 Baths
    • 2,381 Sq Ft

    103 Alpine Trail, Pittsfield, MA 01201

    Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a gracious entry with custom flooring and cedar hall closet that flows beautifully into the great room with vaulted ceilings, gas fireplace and glass doors to the screened porch and deck with a scenic view of the woods. The lovely updated kitchen is open to the dining area and great room for comfortable open

    Cortney Dupont COHEN & WHITE ASSOCIATES

    103 Alpine Trail, Pittsfield, MA 01201
  • /40

    $439,000

    • 6 Beds
    • 3 Baths
    • 3,822 Sq Ft

    247 South St, Pittsfield, MA 01201

    **BRAND NEW ROOF BEING INSTALLED!**Beautifully renovated multi-zoned building has huge potential for residential use. Centrally located and just minutes to downtown Pittsfield and all Berkshire cultural venues. This fabulous building has been updated with modern amenities and chic decor! This home offers an enormous kitchen area with washer & dryer, 6 bedrooms, 3 full baths, 4 fireplaces and

    Trish Petricca BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    247 South St, Pittsfield, MA 01201
  • /34

    $374,900

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    46 Lucille St, Pittsfield, MA 01201

    Inviting cape style home nestled between two of the Berkshires' most beautiful lakes- Pontoosuc and Onota set for outdoor water adventures and be surprised at home with an abundance of family spaces. Don't miss the oversized side yard a possible extra building lot (verification by buyer) for the accessory building, garage or second home. This home has three full levels of living offers

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    46 Lucille St, Pittsfield, MA 01201
  • /2

    $269,900

    • 8 Beds
    • 2 Baths
    • 2,016 Sq Ft

    42 John St, Pittsfield, MA 01201

    Investment Property Priced to Sell! This 2 family flat offers 4 bedrooms in each unit, vinyl siding, replacement windows, in unit laundry and separate utilities paid by tenants. Plenty of parking, private yard and right next to the park make this a lucrative addition to any investment portfolio. Both units were completely updated in 2022. Unit #44 has a certificate of lead compliance.

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    42 John St, Pittsfield, MA 01201
  • /37

    $329,900

    • 3 Beds
    • 1.5 Baths
    • 1,563 Sq Ft

    1070 Holmes Rd, Pittsfield, MA 01201

    Wonderful home located at the southern end of Holmes Rd. Moments away from Tanglewood and other cultural attractions of the Berkshires. Close to skiing at Bousquet, shopping and restaurants. This ranch style home features a large living room with a fireplace. Formal dining room leads into the kitchen. Three good sized bedrooms, a full bath and half bath all on one level. The kitchen opens out to

    Derek Strzepa NOCHER REALTY

    1070 Holmes Rd, Pittsfield, MA 01201
  • /33

    $1,349,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    61 Tor Ct, Pittsfield, MA 01201

    Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors

    Allen Bassen BERKSHIRE HOMES AND CONDOS

    61 Tor Ct, Pittsfield, MA 01201
  • /28

    $295,000

    • 3 Beds
    • 1.5 Baths
    • 1,515 Sq Ft

    29 Murphy Place, Pittsfield, MA 01201

    Split-level ranch located at the end of a quiet street with a private backyard. This inviting home features three bedrooms and two bathrooms. Hardwood floors extend from the living room. Downstairs, you'll find a versatile space where the garage has been converted into functional areas, ideal for office or a utility room. This space can be reverted back to a garage, or with the addition of

    Mariah Worth LAMACCHIA REALTY, INC

    29 Murphy Place, Pittsfield, MA 01201
  • /17

    $204,900

    • 4 Beds
    • 2 Baths
    • 1,496 Sq Ft

    25 Ashley St, Pittsfield, MA 01201

    Nestled in a quiet, well-established neighborhood, this dated yet full of character property offers the perfect canvas for those with vision and creativity. While the home has maintained its original charm, it presents an exciting opportunity to modernize and make it your own.The floor plan features architectural details that can be restored or updated to suit your personal style. With some TLC

    Timothy Disilva SUMMIT REALTY

    25 Ashley St, Pittsfield, MA 01201
  • /9

    $250,800

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft

    71 S Church St Unit S102, Pittsfield, MA 01201

    Live in a stylish renovation of an important historical building. Spacious rooms with high ceilings, exposed beams but up to date amenities. High quality fixtures and fittings. Walk in closet. In unit washer, dryer and storage. Sunny southern exposure. Building has natural gas heating, high tech a/c. Roof deck with great views of Pittsfield and a well appointed gym. Must be seen.

    Martha Piper THE KINDERHOOK GROUP

    71 S Church St Unit S102, Pittsfield, MA 01201
  • /38

    $354,000

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    215 Partridge Rd, Pittsfield, MA 01201

    Welcome to 215 Partridge Road!This charming colonial offers the perfect blend of classic character and thoughtful updates. With 3 bedrooms, 1.5 bathrooms, and 1,664 sq. ft. of living space, it's set on a spacious 1.30-acre lot, providing both comfort and privacy.Step inside to find a warm and inviting layout, with plenty of natural light and room to make it your own. Recent upgrades give peace of

    Marnie Garzone BISHOP WEST REAL ESTATE

    215 Partridge Rd, Pittsfield, MA 01201
  • /41

    $360,000

    • 8 Beds
    • 4 Baths
    • 3,266 Sq Ft

    261 Pomeroy Ave, Pittsfield, MA 01201

    Spacious Fully -Rented Duplex Investment OpportunityDiscover an investment opportunity with strong income potential. This 3,266 sqft duplex, built in 1900, offers timeless character combined with functionally. Situated on .41 acres, with plenty of off-street parking, the property features 15 rooms, 8 bedrooms, and 4 full baths across both units, making it ideal for long-term rental stability.

    Lisa Hoe THE KINDERHOOK GROUP

    261 Pomeroy Ave, Pittsfield, MA 01201
  • /5

    $85,000

    • Land
    • 1.03 Acres
    • $82,524 per Acre

    LOT #6 Cascade St, Pittsfield, MA 01201

    Discover the perfect opportunity to own this wonderful piece of land.This versatile land offer a serene setting with a mix of wooded areas and open space, ideal for building your dream home or a vacation retreat, nestled in a very desirable West Pittsfield neighborhood offering 1.003 acres. You can enjoy the great outdoors being so close to the local lakes, ski resorts and state parks. This lot

    Michelle Picard NOCHER REALTY

    LOT #6 Cascade St, Pittsfield, MA 01201
  • /35

    $345,000

    • 6 Beds
    • 3 Baths
    • 2,892 Sq Ft

    22 Copley Terrace, Pittsfield, MA 01201

    This inviting Colonial offers six bedrooms and three full bathrooms in a prime location near downtown Pittsfield, schools, restaurants, and all the cultural and recreational attractions the Berkshires have to offer.The first floor features a spacious kitchen, formal dining room, comfortable living room, laundry area, bonus room, and a full bath. The second floor includes four bedrooms and another

    Jose Larios LAMACCHIA REALTY, INC

    22 Copley Terrace, Pittsfield, MA 01201
  • /16

    $244,900

    • 3 Beds
    • 1 Bath
    • 1,194 Sq Ft

    51 Foote Ave, Pittsfield, MA 01201

    A 3 bedroom 1 bath colonial home on large lot in a desirable location close to all amenities, updates include, laminate flooring, tastefully painted, first floor laundry, new heat/hot water boiler, both open and closed front porch, large yard with sitting/relaxing area

    Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

    51 Foote Ave, Pittsfield, MA 01201

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