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Newest Homes for Sale in Pittsfield, MA

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  • /52

    $799,000

    $26K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,400 Sq Ft

    26 Westbrook Terrace, Pittsfield, MA 01201

    Set on 3.04 acres across two lots abutting protected land, this Executive Ranch is the only single-level home in the gated community of Woodmont Estates. 3,400 sq ft of expansive, easy living, featuring 4bd/2.5ba, a renovated primary bath, updated kitchen, and light-filled four-season sunroom w/ new Andersen windows. Designed for comfort & flexibility, the layout includes a private office, as

    THE KAHN TEAM BISHOP WEST REAL ESTATE

    26 Westbrook Terrace, Pittsfield, MA 01201
  • /27

    $365,000

    $20K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 2,260 Sq Ft

    37 Melville St, Pittsfield, MA 01201

    Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

    Cory Evangelisto NOCHER REALTY

    37 Melville St, Pittsfield, MA 01201
  • /28

    $1,200,000

    $50K PRICE DROP
    • 14 Beds
    • 14 Baths
    • 9,928 Sq Ft

    40 Reed St, Pittsfield, MA 01201

    14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

    Cory Evangelisto NOCHER REALTY

    40 Reed St, Pittsfield, MA 01201
  • /37

    $660,000

    $20K PRICE DROP
    • 8 Beds
    • 8 Baths
    • 6,120 Sq Ft

    301 Fenn St, Pittsfield, MA 01201

    8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom with separate heat and electricity. Coin-op laundry located on site for additional income.

    Cory Evangelisto NOCHER REALTY

    301 Fenn St, Pittsfield, MA 01201
  • /5

    $245,000

    • 4 Beds
    • 2 Baths
    • 1,947 Sq Ft

    15 Noble Ave, Pittsfield, MA 01201

    Two family duplex just outside of downtown. Featuring two bedrooms and one bathroom in each unit with hardwood floors. Off Street parking and separate utilities. Please reach out for interior photos.

    Cory Evangelisto NOCHER REALTY

    15 Noble Ave, Pittsfield, MA 01201
  • /35

    $299,900

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,566 Sq Ft

    73 Plymouth St, Pittsfield, MA 01201

    Perfectly situated on a spacious corner lot in a highly desirable neighborhood. This colonial style home is defined by its bright, airy atmosphere, featuring expansive windows that invite abundant natural sunlight into every room.The main level offers a seamless flow between the inviting living spaces and a convenient half-bath, while the second floor hosts three generous bedrooms and a full

    Jason Nocher NOCHER REALTY

    73 Plymouth St, Pittsfield, MA 01201
  • /42

    $158,000

    • 3 Beds
    • 1.5 Baths
    • 3,450 Sq Ft

    334 Columbus Ave, Pittsfield, MA 01201

    A unique opportunity to own a work/live space. The building consists of an updated 3 bedroom house with kitchen, dining, and living room. The ''shop'' space has heat and a separate bathroom. It also boasts a detached two car garage with power. There are endless possibilities with this property. Bring your ideas and let them flow!

    Michele Purcell Lamacchia Realty, Inc.

    334 Columbus Ave, Pittsfield, MA 01201
  • /29

    $129,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,168 Sq Ft

    167 Daniels Ave, Pittsfield, MA 01201

    Opportunity for a 3/2 full rehab. Buyer is responsible for all final readings and inspections. Property sold AS IS. WINTERIZED. Utilities will not be activated. Electic is currently on. Buyer agent must submit offers through the link in firm remarks. Call or text listing BROKER for showings. Vac on lockbox.

    Maureen DeRito Landmark REO Inc.

    167 Daniels Ave, Pittsfield, MA 01201
  • /15

    $1,719,000

    • 37 Beds
    • 24 Baths
    • 21,162 Sq Ft

    306 South St, Pittsfield, MA 01201

    Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 798-8328

    306 South St, Pittsfield, MA 01201
  • /27

    $215,900

    $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    132 Daniels Ave, Pittsfield, MA 01201

    This 3-bedroom, 2-bath home is a great starter opportunity. The flexible layout includes a convenient first-floor bedroom with two additional bedrooms upstairs. The living room and dining room have been freshly painted and feature new vinyl flooring. A spacious kitchen offers plenty of room for cooking and gathering. Outside, enjoy a fenced-in backyard and a detached one-car garage for added

    Jim Thurston Lamacchia Realty, Inc. - Dalton

    132 Daniels Ave, Pittsfield, MA 01201
  • /19

    $819,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    5 Aspen Way, Pittsfield, MA 01201

    Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    5 Aspen Way, Pittsfield, MA 01201
  • /7

    $219,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    233 Cadwell Rd, Pittsfield, MA 01201

    Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors--live in one unit and rent the

    Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    233 Cadwell Rd, Pittsfield, MA 01201
  • /34

    $799,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    15 Cherry Hill Dr, Pittsfield, MA 01201

    Berkshire Country Meadows single-family condo almost ready for occupancy. Seeking single level living? Compare this for value! 2000 sq ft, 3 br, 2 bath, central a/c, natural gas heat, gas fireplace hardwood flooring, screened porch, large basement offers expansion possibilities, and a two-car garage. Still time to make some custom finishes. Established condo community with pool, tennis, and

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    15 Cherry Hill Dr, Pittsfield, MA 01201
  • /5

    $39,000

    • Land
    • 17,860 Sq Ft
    • $95,120 per Acre

    33 Circular Ave, Pittsfield, MA 01201

    Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

    Cory Evangelisto NOCHER REALTY

    33 Circular Ave, Pittsfield, MA 01201
  • /23

    $219,900

    • 2 Beds
    • 1.5 Baths
    • 866 Sq Ft

    139 Second St, Pittsfield, MA 01201

    This renovated home offers two bedrooms and two bathrooms. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include new roof, flooring and fresh painting

    Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

    139 Second St, Pittsfield, MA 01201
  • /23

    $219,900

    • 2 Beds
    • 1.5 Baths
    • 866 Sq Ft

    139 2nd St, Pittsfield, MA 01201

    This renovated home offers two bedrooms and two bathrooms. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include new roof, flooring and fresh painting

    Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    139 2nd St, Pittsfield, MA 01201
  • /50

    $2,100,000

    $290K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 7,894 Sq Ft

    500 Williams St, Pittsfield, MA 01201

    Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    500 Williams St, Pittsfield, MA 01201
  • /50

    $579,900

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,561 Sq Ft

    2 Amy Ct, Pittsfield, MA 01201

    Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

    Cory Evangelisto NOCHER REALTY

    2 Amy Ct, Pittsfield, MA 01201
  • /50

    $579,900

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,561 Sq Ft

    2 Amy Ct Unit 2, Pittsfield, MA 01201

    Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

    Cory Evangelisto NOCHER REALTY

    2 Amy Ct Unit 2, Pittsfield, MA 01201
  • /23

    $189,900

    • 3 Beds
    • 2 Baths

    395 Cheshire Rd Unit 113, Pittsfield, MA 01201

    Check out this adorable 3 bed/2 bath double wide manufactured home with a welcoming front porch situated on the Ashuwillticook Rail Trail. Allendale Pines North is a brand new development with 22 homes slated for completion by the end of 2026. Be one of the first owners in this gorgeous new community.

    Val Whaling

    395 Cheshire Rd Unit 113, Pittsfield, MA 01201
  • /25

    $255,000

    • 2 Beds
    • 1 Bath
    • 1,227 Sq Ft

    58 Churchill Crest, Pittsfield, MA 01201

    2 bedroom end unit condo offering the rare ease of true one level living, tucked in Churchill Crest's most private and peaceful building. This special home feels like a quiet Berkshire sanctuary, with a thoughtful layout that flows comfortably and welcomes you the moment you arrive. It's ready for your vision, character allows you to shape the space to your own style. Outside, enjoy a sparkling

    Keyla Girard Lamacchia Realty, Inc. - Dalton

    58 Churchill Crest, Pittsfield, MA 01201
  • /27

    $249,000

    $76K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    32 Jason St, Pittsfield, MA 01201

    Location is a must! Spring cleanup is about to happen.Many improvements by current owners. Roof replaced in past 10 years. Orangeburg pipe replaced from house to street. Furnace replaced. Kitchen redone. Chimney pipe replaced.Just a few updates.

    Deborah Dwyer DWYER AGENCY

    32 Jason St, Pittsfield, MA 01201
  • /31

    $159,900

    $40K PRICE DROP
    • 7 Beds
    • 4.5 Baths
    • 3,672 Sq Ft

    15 Buel St, Pittsfield, MA 01201

    Come finish the renovation of this expansive 7 bedroom home! This project is ready for your vision and creativity to bring it to fruition! Don't miss this opportunity!

    Benjamin Hause Keller Williams Realty North Central

    15 Buel St, Pittsfield, MA 01201
  • /33

    $530,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft

    561 Pecks Rd, Pittsfield, MA 01201

    Fully updated and ready for lake life! This two bedroom, two bathroom waterfront home sits just a short walk to the shores of beautiful Onota Lake. This home has been updated throughout over the last five years. As you step inside to an open, light-filled living space and formal dining room both offering an inviting atmosphere. The renovated kitchen offers plenty of storage and space for cooking.

    Cory Evangelisto NOCHER REALTY

    561 Pecks Rd, Pittsfield, MA 01201
  • /15

    $49,500

    • Land
    • 10,890 Sq Ft
    • $198,000 per Acre

    0 Parker St, Pittsfield, MA 01201

    Well-located and cleared corner lot with existing curb cuts on both Parker Street and Kellogg Street. The +/-0.25-acre parcel is zoned RM, with water, sewer, and natural gas available at the street. Its proximity to Berkshire Health Systems--the region's largest employer - along with walkability to Tyler Street businesses and public transportation, makes this an excellent opportunity for

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    0 Parker St, Pittsfield, MA 01201
  • /34

    $425,000

    $20K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,814 Sq Ft

    35 Chapman Rd, Pittsfield, MA 01201

    Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom

    Agent Photo

    Laura Arseneau

    PAULA MCLEAN REALTORS INC.

    (413) 323-3512

    35 Chapman Rd, Pittsfield, MA 01201
  • /40

    $214,900

    • 2 Beds
    • 1 Bath
    • 1,028 Sq Ft

    33 Maplewood Ave Unit 103, Pittsfield, MA 01201

    If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    33 Maplewood Ave Unit 103, Pittsfield, MA 01201
  • /9

    $45,000

    • Land
    • 1.08 Acres
    • $41,667 per Acre

    Lot 24 Old Farm Ln, Pittsfield, MA 01201

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    (413) 343-7322

    Lot 24 Old Farm Ln, Pittsfield, MA 01201
  • /6

    $55,000

    • Land
    • 1 Acre
    • $55,000 per Acre

    Lot 23 Old Farm Ln, Pittsfield, MA 01201

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    (413) 307-3151

    Lot 23 Old Farm Ln, Pittsfield, MA 01201
  • /3

    $419,000

    • 7 Beds
    • 4.5 Baths
    • 4,682 Sq Ft

    312 South St, Pittsfield, MA 01201

    Four-family investment opportunity that checks all the boxes! Great location. Fully rented. Turnkey. Robust net operating income. This well-maintained home, comprising three 2-bedroom units and one 1-bedroom unit all with separate utilities, is an instant profit generator and offers real value in today's market.

    Derek Greene The Greene Realty Group

    312 South St, Pittsfield, MA 01201
  • /7

    $35,000

    • Land
    • 1.08 Acres
    • $32,407 per Acre

    Lot 25 Old Farm Ln, Pittsfield, MA 01201

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    (413) 299-2220

    Lot 25 Old Farm Ln, Pittsfield, MA 01201
  • /56

    $3,800,000

    $1M PRICE DROP
    • 8 Beds
    • 7 Baths
    • 7,494 Sq Ft

    140 Hancock Rd, Pittsfield, MA 01201

    Welcome to an extraordinary lakefront estate on the shores of Pontoosuc Lake, an offering that sets a new benchmark for luxury living in the Berkshires. With over 7,494 square feet of total space, including exceptional garage capacity ideal for car collectors or hobbyists, this remarkable property offers unparalleled scale, versatility, and setting.The main living area showcases a

    Elisha Poirier STONE HOUSE PROPERTIES, LLC

    140 Hancock Rd, Pittsfield, MA 01201
  • /47

    $650,000

    $50K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,074 Sq Ft

    161 Leona Dr, Pittsfield, MA 01201

    Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an

    Agent Photo

    Nick Geranios

    WILLIAM PITT SOTHEBY'S - LENOX

    (413) 570-8931

    161 Leona Dr, Pittsfield, MA 01201
  • /8

    $25,000

    • Land
    • 1.51 Acres
    • $16,556 per Acre

    Lot #26 Old Farm Ln, Pittsfield, MA 01201

    Old Farm Lane, Lot #26 offers the perfect blend of wooded privacy and neighborhood community, while being tucked away on a quiet cul-de-sac. Utilities are in place with public sewer, private well, underground electric + gas. This lot borders the Pittsfield State Forest and offers close proximity to other year-round activities. It is also a short drive to the cultural hubs of Lenox, Williamstown,

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    (413) 331-7250

    Lot #26 Old Farm Ln, Pittsfield, MA 01201
  • /6

    $40,000

    • Land
    • 1.06 Acres
    • $37,736 per Acre

    Lot 42 Old Farm Ln, Pittsfield, MA 01201

    This is the lot you've been looking for! Over one acre in the wonderful Woodmonte Estates community. Located in West Pittsfield, you'll have easy access to all of the natural and cultural activities that the Berkshires has to offer. Get started on your dream home today!

    Josh Conant COHEN & WHITE ASSOCIATES

    Lot 42 Old Farm Ln, Pittsfield, MA 01201
  • /18

    $249,900

    $10K PRICE INCREASE
    • 6 Beds
    • 2 Baths
    • 1,928 Sq Ft

    17 Wallace Place, Pittsfield, MA 01201

    Recently renovated two-family home offering true turnkey convenience! Both units feature brand-new kitchens and bathrooms, updated heating systems, and stylish laminated flooring throughout. With all utilities fully separated, this low-maintenance property is ideal for investors seeking a hassle-free addition to their portfolio. Whether you're expanding your investments or starting fresh, this

    Michele Purcell Lamacchia Realty, Inc. - Dalton

    17 Wallace Place, Pittsfield, MA 01201
  • /11

    $1,101,800

    $75K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,634 Sq Ft

    411 Churchill St, Pittsfield, MA 01201

    To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 343-4823

    411 Churchill St, Pittsfield, MA 01201
  • /7

    $789,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    403 Churchill St, Pittsfield, MA 01201

    To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 741-2226

    403 Churchill St, Pittsfield, MA 01201
  • /51

    $549,900

    $150K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,662 Sq Ft

    551 Tamarack Rd, Pittsfield, MA 01201

    Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample

    Doug Collins Lamacchia Realty, Inc. - Dalton

    551 Tamarack Rd, Pittsfield, MA 01201
  • /11

    $814,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    407 Churchill St, Pittsfield, MA 01201

    To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 3.59-acre lot (MLS # 248344), installed

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 475-9767

    407 Churchill St, Pittsfield, MA 01201

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