Pittsfield, MA Homes

• 

  

  

  /32

  Est $250,680 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,498 Sq Ft

  163 Francis Ave, Pittsfield, MA 01201

  163 Francis Ave, Pittsfield, MA 01201
• 

  

  

  /51

  $559,000

  • 4 Beds
  • 2 Baths
  • 2,574 Sq Ft

  39 Lexington Pkwy, Pittsfield, MA 01201

  Welcome to this beautifully maintained Colonial in a prime Southeast Pittsfield neighborhood. With over 2,500 sq ft of living space, this home is larger than it appears and full of thoughtful updates. A freshly painted exterior, Goshen stonewalkway and lush landscaping create a warm welcome. Inside the stunning new kitchen features soapstone counters, subway tile, a coffee bar, and breakfast

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  39 Lexington Pkwy, Pittsfield, MA 01201
• 

  

  

  /50

  $510,000 Sold Sep 15, 2025

  • 1,984 Sq Ft
  • $257/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1947

  225 Williams St, Pittsfield, MA 01201

  Meticulously maintained Berkshire brick beauty. This timeless home sets the stage with elegance and charm, subtlety wrapping you in quiet comfort and peace within the brick walls. Impeccably improved and maintained to captivate you as you enter each room. Relax and share time in the light filled living room with full length picture window. Feel the glow of the glimmering gas fired fireplaced

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  225 Williams St, Pittsfield, MA 01201
• 

  

  

  /32

  Est $262,424 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  30 Mohegan St, Pittsfield, MA 01201

  30 Mohegan St, Pittsfield, MA 01201
• 

  

  

  /29

  $320,000 Open Sat 11AM - 1PM

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

  11 Marco Dr, Pittsfield, MA 01201

  Welcome to this 3-bedroom, 2-bath Raised Ranch on a quiet cul-de-sac just minutes from Pontoosuc Lake, Berkshire Hills, shopping, and dining. The open floor plan connects the kitchen and living room, creating an inviting space for daily living and entertaining. The spacious primary suite offers an en suite bath and walk-in closet. Each floor has its own full bath, adding convenience for family or

  Gabriela Dearstyne BISHOP WEST REAL ESTATE

  11 Marco Dr, Pittsfield, MA 01201
• 

  

  /20

  $245,000 Sold Sep 15, 2025

  • 816 Sq Ft
  • $300/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1956

  11 Bushey Rd, Pittsfield, MA 01201

  Welcome to 11 Bushey Road -- a stylish and move-in ready two-bedroom, one-bath ranch located in a sought-after Pittsfield neighborhood. This charming home offers just under 900 square feet of thoughtfully updated living space, ideal for first-time buyers, downsizers, or those looking for easy single-level living.Enjoy a brand-new kitchen with modern cabinetry and countertops. The home also

  Christina Acor LAMACCHIA REALTY, INC

  11 Bushey Rd, Pittsfield, MA 01201
• 

  

  /33

  Est $355,963 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 3,200 Sq Ft

  207 Pomeroy Ave, Pittsfield, MA 01201

  207 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /30

  $309,900

  • 4 Beds
  • 2 Baths
  • 1,695 Sq Ft

  18 Velma Ave, Pittsfield, MA 01201

  Welcome to 18 Velma Ave! This 1,695 sq. ft. South Pittsfield home features 4 bedrooms, 2 full baths, and a unique four-level layout on a quiet dead-end street near shopping and amenities. The main level offers a dining area, kitchen with stainless steel appliances, and a flexible first-floor room. Upstairs, the two-level primary bedroom provides generous closet space, plus two more bedrooms and

  Dominic Santaniello NAPLES REALTY GROUP, LLC

  18 Velma Ave, Pittsfield, MA 01201
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  /44

  $385,000 Sold Sep 15, 2025

  • 1,951 Sq Ft
  • $197/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  7 Cynthia Ln, Pittsfield, MA 01201

  A great opportunity to own in Southview. With only 24 units, turnover is unusual in this Khoury-built established condo community! Tri-level townhouse unit offers great space for year-round or vacation living. First floor boasts a spacious great room/living w hardwood flooring, fireplace, dining and entrance to large and private rear deck. Kitchen with eat-in area. Upper level includes

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  7 Cynthia Ln, Pittsfield, MA 01201
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  /26

  Est $699,044 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,881 Sq Ft

  65 Alpine Trail, Pittsfield, MA 01201

  65 Alpine Trail, Pittsfield, MA 01201
• 

  

  /39

  $549,900

  • 3 Beds
  • 4 Baths
  • 3,835 Sq Ft

  851 E New Lenox Rd, Pittsfield, MA 01201

  Spacious split foyer with addition of a year-round heated Florida room featuring inground, heated, fiberglass pool, hot tub, its own granite kitchen, full bath, & Tiki bar, making it ideal for hosting gatherings; or cover the pool and the entire floor with an already existing truss floor system when not using the pool..has 2 egresses, for a great guest/in-law space that can be closed off to the

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  851 E New Lenox Rd, Pittsfield, MA 01201
• 

  

  /40

  $330,000 Sold Sep 12, 2025

  • 1,267 Sq Ft
  • $260/SF
  • 8 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1947

  198 Allengate Ave, Pittsfield, MA 01201

  Allendale charmer! Discover a home that is completely move-in ready! Fresh, clean, bright and well cared-for are just a few words to describe this lovely home. Featuring newer roof, vinyl siding, replacement windows, new exterior doors, new fencing and new sewer line. All the heavy lifting is DONE! This home is as lovely as it is solid. Featuring main-level primary and updated main level

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  198 Allengate Ave, Pittsfield, MA 01201
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  /3

  Est $914,274 Not Listed For Sale

  • 26 Beds
  • 12 Baths
  • 8,712 Sq Ft

  549 North St, Pittsfield, MA 01201

  549 North St, Pittsfield, MA 01201
• 

  

  /48

  $525,000

  • 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

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
• 

  

  /26

  $270,300 Sold Sep 12, 2025

  • 1,132 Sq Ft
  • $239/SF
  • 30 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  147 Cole Ave, Pittsfield, MA 01201

  Charming South Pittsfield Home on a Corner Lot!Welcome to this well-maintained 2-bedroom, 1-bathroom single-family home, offering 1,132 sq ft of comfortable living space on a spacious 0.31-acre corner lot in desirable South Pittsfield. This classic conventional-style home features a bright and open backyard, perfect for relaxing or entertaining, and a back deck with a power awning for added

  Timothy Dunn VENTURE REAL ESTATE, INC

  147 Cole Ave, Pittsfield, MA 01201
• 

  

  /28

  Est $304,021 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,745 Sq Ft

  30 Churchill Crescent, Pittsfield, MA 01201

  30 Churchill Crescent, Pittsfield, MA 01201
• 

  

  /64

  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 6,128 Sq Ft

  89 Crofut St, Pittsfield, MA 01201

  A Grand Federal-Style Home in the Heart of Town.
Unspoiled architectural features. Set on 1.18 acres of lush gardens and lawn, this in-town oasis features an in-ground heated swimming pool, pool house, and three-car garage. East and West porches grace this historic residence, lovingly cared for by generations of prominent Berkshire families. Inside, there are four fireplaces, the

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  89 Crofut St, Pittsfield, MA 01201
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  /40

  $425,000 Sold Sep 12, 2025

  • 1,748 Sq Ft
  • $243/SF
  • 31 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1974

  6 Greenings Ave, Pittsfield, MA 01201

  Motivated sellers. Welcome to this beautifully maintained home in the highly sought-after Orchards neighborhood! Nestled on a sunny corner lot just steps from the park, this spacious residence offers comfort, style, and functionality throughout. Enjoy an open floor plan perfect for entertaining, with sliders off the dining area that lead to a generous deck overlooking a nice backyard--complete

  Robin Moore 413 REAL ESTATE

  6 Greenings Ave, Pittsfield, MA 01201
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  /15

  Est $277,228 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft

  80 Dartmouth St, Pittsfield, MA 01201

  80 Dartmouth St, 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
• 

  

  /53

  $250,000 Sold Sep 12, 2025

  • 1,886 Sq Ft
  • $133/SF
  • 69 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1962

  95 Oak Hill Rd, Pittsfield, MA 01201

  VERY MOTIVATED SELLER! Peace and quiet of country living and being just minutes from everything you need! This lovely home is in a desirable neighborhood, convenient to shopping, yummy restaurants, and local businesses. Plus, getting around is a breeze with easy access to routes 7, 9, and 8. Step inside and you'll find a cozy and inviting space with beautiful hardwood floors throughout. With 8

  Mark Harris SIGNATURE ASSOCIATES

  95 Oak Hill Rd, Pittsfield, MA 01201
• 

  

  /53

  Est $403,052 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  21 Roberta Rd, Pittsfield, MA 01201

  21 Roberta Rd, Pittsfield, MA 01201
• 

  

  /40

  $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.

  Marnie Garzone THE KINDERHOOK GROUP - PITTSFIELD

  261 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /49

  $422,000 Sold Sep 12, 2025

  • 1,868 Sq Ft
  • $226/SF
  • 100 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  2 Faucett Ln, Pittsfield, MA 01201

  PRICE IMPROVEMENT! Come see this LOVELY home! This is the spacious colonial you've been dreaming about and now its priced to sell! Located between two of the areas premier golf courses, you will enjoy beautiful sunsets and dazzling views of Mt Greylock!

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  2 Faucett Ln, Pittsfield, MA 01201
• 

  

  /15

  Est $239,085 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,045 Sq Ft

  29 Church St, Pittsfield, MA 01201

  29 Church St, 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
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  /30

  $937,375 Sold Sep 12, 2025

  • 13,456 Sq Ft
  • $70/SF
  • 109 Days On Market

  • 28 Beds
  • 12 Baths
  • Built 1880

  265 Bradford St, Pittsfield, MA 01201

  Rare opportunity to own 3 adjacent, professionally managed 4-family income properties (separately deeded) on a corner lot. This package includes 12 units, currently fully leased/rented, each with its own separate utilities, along with plenty of off-street parking. This property is being sold at an 11 CAP rate that includes property management fees. Lead compliance documentation provided for 10

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  265 Bradford St, Pittsfield, MA 01201
• 

  

  /41

  Est $391,994 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  6 E Alford St, Pittsfield, MA 01201

  6 E Alford St, Pittsfield, MA 01201
• 

  

  /54

  $599,900

  • 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
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  /39

  $510,000 Sold Sep 12, 2025

  • 2,381 Sq Ft
  • $214/SF
  • 182 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  12 Alpine Trail, Pittsfield, MA 01201

  This well-maintained end-unit condo in the Pines at Bousquet offers 2,381 sq ft and seamlessly blends comfort and style. It features 3 bedrooms and 2.5 bathrooms, including a 1st-floor primary ensuite. The spacious layout boasts vaulted ceilings that fill the space with natural light, complemented by beautiful hardwood floors and an outdoor deck. Additionally, there is a cozy interior balcony and

  Marc Bellora LAMACCHIA REALTY, INC

  12 Alpine Trail, Pittsfield, MA 01201
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  /42

  Est $585,142 Not Listed For Sale

  • 8 Beds
  • 5 Baths
  • 5,681 Sq Ft

  109 Wendell Ave, Pittsfield, MA 01201

  109 Wendell Ave, 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
• 

  

  /34

  $319,900 Sold Sep 11, 2025

  • 1,386 Sq Ft
  • $231/SF
  • 19 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1963

  17 Jeffrey Dr, Pittsfield, MA 01201

  This inviting, Cape Cod-style home is tucked away in a peaceful South Pittsfield neighborhood and filled with natural light. With 3 bedrooms and 1.5 bathrooms, including a convenient first floor bedroom and full bath, it offers flexible living and timeless character.Highlights of this home include original custom kitchen cabinetry, a partially finished basement, and a spacious upstairs half bath

  Stacy Hebb NOCHER REALTY

  17 Jeffrey Dr, Pittsfield, MA 01201
• 

  

  /17

  Est $356,740 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  156 Fort Hill Ave, Pittsfield, MA 01201

  156 Fort Hill Ave, Pittsfield, MA 01201
• 

  

  /44

  $570,000

  • 2 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  35 Chapman Rd, Pittsfield, MA 01201

  A charming 1900's farmhouse, thoughtfully renovated for modern living, just over the Lenox line in Pittsfield. Set on nearly 10 subdividable acres with sweeping views of the Berkshire Hills, the property also includes a two-car garage, workshop, and small horse barn. Relax in the shaded garden nook beneath the pergola, or enjoy the eat-in kitchen at the back of the home with views of fields and

  Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

  35 Chapman Rd, Pittsfield, MA 01201
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  /32

  $272,000 Sold Sep 05, 2025

  • 1,515 Sq Ft
  • $180/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  32 Kensington Ave, Pittsfield, MA 01201

  Welcome to this well-maintained, move-in ready gem that exudes charm and comfort. This charming 2-bed, 1-bath home offers gleaming hardwood floors, inviting living spaces, and abundant natural light. You'll love the character and coziness of this home. The semi-finished lower level offers flexible space--ideal for a home office, playroom, gym, or guest area. Step outside to a spacious and

  Marc Bellora LAMACCHIA REALTY, INC

  32 Kensington Ave, Pittsfield, MA 01201
• 

  

  /27

  Est $277,964 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,187 Sq Ft

  73 Backman Ave, Pittsfield, MA 01201

  73 Backman Ave, Pittsfield, MA 01201
• 

  

  /26

  $239,900

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft

  29 Crystal St, Pittsfield, MA 01201

  Don't miss this renovated 875 sq ft ranch, offering one-level living with thoughtful updates throughout. This home features a brand-new roof, windows, kitchen, bathroom, and flooringa"everything has been done for you! Enjoy a bright layout with a modern kitchen, updated bath, and cozy living spaces. The breezeway adds bonus space and connects the home to a spacious yard, perfect for relaxing or

  Robin Moore 413 REAL ESTATE

  29 Crystal St, Pittsfield, MA 01201
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  /32

  $235,000 Sold Sep 05, 2025

  • 1,173 Sq Ft
  • $200/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  74 Rhode Island Ave, Pittsfield, MA 01201

  Situated on a corner lot this Cape is well maintained and ready for its next owner. The main level boasts a comfortable living room with bay window. Two bedrooms, one of them being converted from a former dining room. Eat in kitchen has a large sink, dishwasher and tiled backsplash. The kitchen walks out to the back deck and patio. Full bath on the main level and a third bedroom upstairs with

  Derek Strzepa NOCHER REALTY

  74 Rhode Island Ave, Pittsfield, MA 01201
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  /58

  Est $771,496 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,281 Sq Ft

  77 Alpine Trail, Pittsfield, MA 01201

  77 Alpine Trail, Pittsfield, MA 01201

Showing Results 281 - 320, Page 8 of 18