24

Homes for Sale in Pittsfield, MA with 5-Bedrooms

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  • /2

    $320,000

    • 6 Beds
    • 4 Baths
    • 3,912 Sq Ft

    40 Henry Ave, Pittsfield, MA 01201

    THIS LISTING TO BE SOLD AS PART OF A 11 UNIT PACKAGE: Other properties included are located at 27-31 Pleasant St. Pittsfield, MA 01201 and 101-103 Lincoln St. Pittsfield, MA 01201. Acquire three multifamily package offered at $920,000. Income & expense and rent roll document available in documents and or upon request.

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 339-3453

    40 Henry Ave, Pittsfield, MA 01201
  • /39

    $325,000

    • 12 Beds
    • 3.5 Baths
    • 4,215 Sq Ft

    292 West St, Pittsfield, MA 01201

    This large residential property offers exceptional income potential in a strong Pittsfield rental market. With 12 bedrooms and 3.5 bathrooms, it supports high-capacity occupancy and steady cash flow. The full basement provides extensive storage and includes areas where two former bathrooms once existed, offering a foundation for future updates. A full standing attic adds valuable expansion

    Agent Photo

    Gary Fuls Jr

    RE/MAX Transitions

    (413) 613-4044

    292 West St, Pittsfield, MA 01201
  • /2

    $300,000

    • 6 Beds
    • 3 Baths
    • 2,118 Sq Ft

    27 Pleasant St, Pittsfield, MA 01201

    THIS LISTING TO BE SOLD AS PART OF A 11 UNIT PACKAGE: Other properties included are located at 40-42 Henry Ave. Pittsfield, MA 01201 and 101-103 Lincoln St. Pittsfield, MA 01201. Acquire three multifamily package offered at $920,000. Income & expense and rent roll available under documents or upon request.

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 722-5941

    27 Pleasant St, Pittsfield, MA 01201
  • /39

    $325,000

    • 12 Beds
    • 3.5 Baths
    • 4,215 Sq Ft

    292 West St, Out-Of State, MA 99999

    This large residential property offers exceptional income potential in a strong Pittsfield rental market. With 12 bedrooms and 3.5 bathrooms, it supports high-capacity occupancy and steady cash flow. The full basement provides extensive storage and includes areas where two former bathrooms once existed, offering a foundation for future updates. A full standing attic adds valuable expansion

    Agent Photo

    Gary Fuls Jr

    Gary L Fuls DBA Re/MAX Transit

    (888) 256-3119

    292 West St, Out-Of State, MA 99999
  • /2

    $300,000

    • 6 Beds
    • 4 Baths
    • 4,136 Sq Ft

    Unlisted Address

    THIS LISTING TO BE SOLD AS PART OF A 11 UNIT PACKAGE: Other properties included are located at 40-42 Henry Ave. Pittsfield, MA 01201 and 27-31 Pleasant St. Pittsfield, MA 01201. Acquire this three multifamily package offered at $920,000. Income & expense and rent roll document available in documents and or upon request.

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 779-3154

    Unlisted Address
  • /46

    $699,900

    • 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
  • /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
  • /73

    $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
  • /69

    $730,000

    • 5 Beds
    • 4.5 Baths
    • 3,381 Sq Ft

    33 Alpine Trail, Pittsfield, MA 01201

    Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

    Cortney Dupont COHEN & WHITE ASSOCIATES

    33 Alpine Trail, Pittsfield, MA 01201
  • /10

    $189,900

    • 5 Beds
    • 2 Baths
    • 1,768 Sq Ft

    24 Southern Ave, Pittsfield, MA 01201

    Sweet 2 family with many updates New Roof, new electrical and plumbing. Improved heating system, new windows, both units were totally remodeled before present tenants moved in. Delead certificate is available for one unit .Wether your looking to owner occupy or purchase as an investment this is for you.

    James Gelinas GELINAS REAL ESTATE

    24 Southern Ave, Pittsfield, MA 01201
  • /6

    $70,000

    • 12 Beds
    • 5 Baths
    • 4,032 Sq Ft

    48 Brown St, Pittsfield, MA 01201

    Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

    Xavier Cruz Fathom Realty

    48 Brown St, Pittsfield, MA 01201
  • /31

    $199,900

    • 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
  • /12

    $175,000

    • 6 Beds
    • 2 Baths
    • 2,128 Sq Ft

    242 Wahconah St, Pittsfield, MA 01201

    Investor Special! This gutted duplex offers a blank canvas with 6 bedrooms, 2 bathrooms, and 2,000 sqft of space, plus the possibility of additional living space in the attic. this property features a large backyard with a serene water stream, A standing garage remains on site for additional storage or future use. Situated on a 13,108 sqft lot, can also be bundled with 40 Pecks Rd & 48 Brown st

    Xavier Cruz Fathom Realty

    242 Wahconah St, Pittsfield, MA 01201
  • /110

    $2,390,000

    • 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
  • /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
  • /2

    $539,900

    • 14 Beds
    • 6.5 Baths
    • 4,800 Sq Ft

    56 Spring St, Pittsfield, MA 01201

    Two multi-family homes on one lot, a two family and a four family. An apartment in each in needs updating. A short distance to downtown. All separate utilities

    Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

    56 Spring St, Pittsfield, MA 01201
  • /22

    $280,000

    • 6 Beds
    • 2 Baths
    • 2,214 Sq Ft

    3 Pleasant St, Pittsfield, MA 01201

    Two Family Flat fully rented in the Morningside Neighborhood! Each unit has three bedrooms and one bathroom. Updated kitchens and hardwood floors. Heat and hot water included. Washer and dryer hookups in the basement. Fully fenced in yard on a corner lot. Well maintained and ready for its new owner!

    Derek Strzepa NOCHER REALTY

    3 Pleasant St, Pittsfield, MA 01201
  • /22

    $850,000

    • 25 Beds
    • 12 Baths
    • 18,402 Sq Ft

    40 Pecks Rd, Pittsfield, MA 01201

    Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

    Xavier Cruz Fathom Realty

    40 Pecks Rd, Pittsfield, MA 01201
  • /26

    $477,500

    • 5 Beds
    • 2.5 Baths
    • 2,758 Sq Ft

    582 E New Lenox Rd, Pittsfield, MA 01201

    Welcome to 582 E New Lenox Rd in Pittsfield. This spacious home offers 5 bedrooms, 2.5 bathrooms, just over 2,000 square feet on the main levels, plus approximately 750 additional finished square feet in the lower level, with bedrooms and baths thoughtfully spread across the home for flexibility and convenience.The bright living room with hardwood floors and a fireplace flows into the dining area

    Jesse Dimitropolis RE/MAX COMPASS

    582 E New Lenox Rd, 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
  • /14

    $1,399,000

    • 16 Beds
    • 16 Baths
    • 8,608 Sq Ft

    14 Highland Ave, Pittsfield, MA 01201

    Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history.

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    14 Highland Ave, 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
  • /40

    $4,900,000

    • 8 Beds
    • 6.5 Baths
    • 6,986 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 18,700 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 thoughtfully

    Elisha Poirier STONE HOUSE PROPERTIES, LLC

    140 Hancock Rd, Pittsfield, MA 01201
  • /38

    $358,000

    • 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.

    Marnie Garzone BISHOP WEST REAL ESTATE

    261 Pomeroy Ave, Pittsfield, MA 01201

Home Trends in Pittsfield, MA

Housing Trends

Median Sale Price
$310,000
Median Single Family Sale Price
$319,000
Median Townhouse Sale Price
$328,950
Median 2 Bedroom Sale Price
$255,000
Median 1 Bedroom Sale Price
$175,000
Average Price Per Sq Ft
$223
Number of Homes for Sale
66
Last 12 months Home Sales
496
Months of Supply
1.60
Median List Price
$325,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
4%
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