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Pittsfield, MA Condos for Sale

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  • /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
  • /45

    $599,900

    • 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
  • /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
  • /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
  • /29

    $589,000

    • 4 Beds
    • 3.5 Baths
    • 3,296 Sq Ft

    14 Alpine Trail Unit 14, Pittsfield, MA 01201

    Welcome to your dream mountain retreat! This stunning end unit in a community of 96 units offers an unparalleled lifestyle for outdoor enthusiasts. With effortless access to ski trails right from your back screened-in porch, you can hit the slopes at Bousquet Mountain anytime you desire.Spanning over 3,200 square feet, this 4-bedroom, 3.5-bath condo has a spacious three-level layout. Step inside

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    14 Alpine Trail Unit 14, Pittsfield, MA 01201
  • /31

    $799,000

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

    15 Cherry Hill Dr Unit Lot 12, Pittsfield, MA 01201

    Looking to have your new home in the new year? This Berkshire Country Meadows single-level living condo will be ready for summer 2025 occupancy! Construction is well underway for this 2000sf, 3 bedroom, 2 bath stand-alone condo, but there is still time to make your own personalized selections! Central a/c, natural gas heat, gas fireplace, hardwood floors, two car garage. The condo

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    15 Cherry Hill Dr Unit Lot 12, Pittsfield, MA 01201
  • /18

    $219,900

    • 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
  • /20

    $249,900

    • 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
  • /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
  • /34

    $264,900

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

    46 Churchill Crest Unit 46, Pittsfield, MA 01201

    Light-filled end-unit condo with a garage & resort-style amenities! Welcome to this bright 2-bedroom home featuring a spacious living room with a stunning flagstone fireplace and large windows that flood the space with natural light. Relaxing private balcony facing the woods. Both bedrooms have generous space. Perks include in-unit laundry, extra storage, and your own garage. Located in a

    Mariah Worth LAMACCHIA REALTY, INC

    46 Churchill Crest Unit 46, Pittsfield, MA 01201
  • /19

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 1,863 Sq Ft

    51 Churchill Crest Unit 51, Pittsfield, MA 01201

    This charming 3 bedroom and 2.5 bathroom condo is a must see! Offering fantastic location with scenic views of the swimming pool from your private deck. The bright and sunny kitchen seamlessly connect to the dining room making it perfect for entertaining. A Spacious living room features a wood burning fireplace. Additional features include one-car garage, storage closest and in-unit laundry for

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    51 Churchill Crest Unit 51, Pittsfield, MA 01201
  • /19

    $799,000

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

    5 Aspen Way Unit 17, Pittsfield, MA 01201

    Great opportunity to custom design your 2000 square foot free-standing condo home at Berkshire Country Meadows! This is one of only a few remaining sites in this established community. Close to Pontoosuc Lake and centrally located for all Berkshire attractions. Association has a club house with fitness equipment, pool and tennis. Select from several floor plans which feature a contemporary

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    5 Aspen Way Unit 17, Pittsfield, MA 01201
  • /40

    $196,500

    • 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

Why Live in Pittsfield

Pittsfield, Massachusetts, serves as the county seat and business hub for The Berkshires, offering residents the shortest work commutes in the region. The city is known for its cultural and recreational amenities, with outdoor enthusiasts enjoying hiking and mountain biking at Pittsfield State Forest, fishing and boating at Lake Onota, and winter sports at Bousquet Mountain Ski Area. Springside Park provides trails, gardens, baseball diamonds, and playgrounds, while Wahconah Park hosts Pittsfield Suns Minor League Baseball games. Housing options include single-family homes, condos, and townhouses, with architecture featuring ranch-style homes, Cape Cods, colonials, and New Englander builds. Prices are generally more affordable compared to state and national averages. North Street offers various dining options, including the Methuselah Bar & Lounge, and big-box shopping is available at Walmart, Walgreens, and Stop & Shop. The Berkshire Mall caters to retail needs with numerous stores. Pittsfield's vibrant art scene includes colorful murals, the Arrowhead museum, and events like the 10x10 Upstreet Arts Festival and First Fridays Artswalk. Public schools in Pittsfield have a high diversity rating, and families can choose private options like Miss Halls School. Berkshire Community College offers 50 associate’s degree programs. The city is accessible via U.S. routes 7 and 20, with the Massachusetts Turnpike 12 miles south and Albany International Airport under 50 miles away. Crime rates in Pittsfield have decreased significantly, with property and violent crime rates lower than the national average.

Home Trends in Pittsfield, MA

Housing Trends

Median Sale Price
$300,000
Median Single Family Sale Price
$318,000
Median Townhouse Sale Price
$350,000
Median 2 Bedroom Sale Price
$249,900
Median 1 Bedroom Sale Price
$175,000
Average Price Per Sq Ft
$222
Number of Homes for Sale
91
Last 12 months Home Sales
501
Months of Supply
2.20
Median List Price
$320,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
4%
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