Pittsfield, MA Homes for Sale

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  /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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  /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
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  /32

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  787 Williams St, Pittsfield, MA 01201

  Welcome to this charming Conventional-style home, perfectly situated in one of Southeast Pittsfield's most desirable neighborhoods. Featuring 3 bedrooms and 1.5 bathrooms, this inviting residence offers a blend of comfort, character, and convenience.On the first floor, you'll find a spacious living room with a wood-burning fireplace, a formal dining room, a bright kitchen, and a convenient half

  Jose Larios LAMACCHIA REALTY, INC

  787 Williams St, Pittsfield, MA 01201
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  /38

  $359,000 Open Sat 10:30AM - 12PM

  • 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 THE KINDERHOOK GROUP - PITTSFIELD

  215 Partridge Rd, Pittsfield, MA 01201
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  /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
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  /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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  /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
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  /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
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  /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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  /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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  /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
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  /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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  /31

  $272,000

  • 6 Beds
  • 2 Baths
  • 2,120 Sq Ft

  15 Atlantic Ave, Pittsfield, MA 01201

  Recently Renovated Two-Family Flat - Lead Compliant & Move-In Ready!Discover this nicely updated two-family flat offering comfort, convenience, & modern features. Lead compliant, this property is perfect for owner-occupants or investors alike.Each 3 BR unit boasts fresh finishes & functional layouts!. The fully fenced yard is ideal for pets, play, & entertaining, & the two-car garage provides

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  15 Atlantic Ave, Pittsfield, MA 01201
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  /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
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  /16

  $259,900

  • 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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  /22

  $349,900

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft

  127 Oak Hill Rd, Pittsfield, MA 01201

  Welcome Home! This inviting 3BR, 2.5BA raised ranch in Pittsfield offers an open, sun filled layout perfect for both everyday living and entertaining. The finished walk-out basement offers additional living space,ideal for a family room, home office and guest area. Outside, you will enjoy a automatic awning covered deck, a large yard with fire pit, perfect for gardening or hosting summer

  Stacy Hebb NOCHER REALTY

  127 Oak Hill Rd, Pittsfield, MA 01201
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  /33

  $534,900

  • 2 Beds
  • 2 Baths
  • 1,136 Sq Ft

  561 Pecks Rd, Pittsfield, MA 01201

  Pontoon boat included with the sale of the home! Fully updated and ready for lake life! This two bedroom, two bathroom 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

  Cory Evangelisto NOCHER REALTY

  561 Pecks Rd, Pittsfield, MA 01201
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  /59

  $349,000

  • 7 Beds
  • 3.5 Baths
  • 3,672 Sq Ft

  98 Lincoln St, Pittsfield, MA 01201

  Fantastic opportunity to own this updated 3-family property, perfect for investors or owner-occupants alike. Featuring many recent updates throughout, each unit offers comfortable living with separate utilities for convenience and cost control. The property boasts off-street parking, a strong rental history, and a central location close to shopping, dining, and public transportation. Whether

  Michele Purcell LAMACCHIA REALTY, INC

  98 Lincoln St, Pittsfield, MA 01201
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  /30

  $240,000

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft

  63 Reuter Ave, Pittsfield, MA 01201

  Delightful Colonial nestled on a quiet street in Pittsfield's southeast neighborhood. This well-kept home blends classic charm with modern comforts, offering 3 bedrooms, 1 baths, and a spacious, functional layout. Step inside to find beautiful hardwood floors, generous natural light, and a cozy living room that opens to a formal dining space. Updated kitchen features ample cabinetry. Upstairs,

  Jeff Astore WILLIAM RAVEIS REAL ESTATE

  63 Reuter Ave, Pittsfield, MA 01201
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  /25

  $549,900

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  68 Brookside Dr, Pittsfield, MA 01201

  Step in to this charming side hall Colonial offering a spacious & family-friendly flow, timeless appeal & a pallet to create new options. The heart of the home is the spacious & bright kitchen featuring stone countertops and open dining area - great for entertaining & everyday.First floor reveals gleaming hardwood floors, living & dining area, half-bath, family room with a wood-burning fireplace,

  Kathleen Quinn WILLIAM PITT SOTHEBY'S - LENOX

  68 Brookside Dr, Pittsfield, MA 01201
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  /14

  $1,475,000

  • 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
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  /33

  $469,900

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  59 Joan Dr, Pittsfield, MA 01201

  Welcome to 59 Joan Drive, a well appointed 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings. The master suite offers a private full bath, while three additional bedrooms provide plenty of

  Doug Collins LAMACCHIA REALTY, INC

  59 Joan Dr, Pittsfield, MA 01201
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  /44

  $459,900

  • 4 Beds
  • 2 Baths
  • 2,606 Sq Ft

  133 Pomeroy Ave, Pittsfield, MA 01201

  Motivated Seller.! A home that is in move in condition Prestigious grand colonial located in the lovely Southeast area. This home has been meticulously maintained. Four large bedrooms, formal living room with fireplace, Glass doors leading out to a pergola, A family room, dining room, renovated kitchen , den or office could be a fifth bedroom. One upstairs bathroom renovated and one on

  Cheryl Wendling BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  133 Pomeroy Ave, Pittsfield, MA 01201
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  /25

  $579,900

  • 3 Beds
  • 4.5 Baths
  • 5,640 Sq Ft

  168 Elm St, Pittsfield, MA 01201

  Welcome to this exceptional mixed-use building that combines residential and commercial opportunities in one of the most sought after areas in Pittsfield .This property features 3 great apartments and two storefronts, making it ideal for investors or entrepreneurs looking to capitalize on a vibrant local community. The building offers 3 one bedroom apartments, 2 units will be delivered empty for

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  168 Elm St, Pittsfield, MA 01201
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  /38

  $850,000

  • 18,000 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
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  /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
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  /12

  $170,000

  • 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
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  /67

  $430,000

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  47 Gale Ave, Pittsfield, MA 01201

  Exceptional opportunity: Fully renovated three-bedroom main residence with guest cottage...FULL DELEADING COMPLIANCE!!! This special property offers owner-occupied living and additional income. The fully renovated main residence with the separate guest cottage provides ample space for various living arrangements. Both homes are move-in ready!

  Brandon White COHEN & WHITE ASSOCIATES

  47 Gale Ave, Pittsfield, MA 01201
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  /47

  $349,900

  • 5 Beds
  • 2 Baths
  • 2,120 Sq Ft

  127 Gamwell Ave, Pittsfield, MA 01201

  Tucked away at the end of a quiet cul-de-sac, this spacious five bedroom, two bathroom home offers 2,020 square feet of living space along with additional space in the basement. As you enter the home, you will notice hardwood floors throughout the main level that features three of the bedrooms, laundry, and one full bathroom. The bright living area flows easily into the dining room that connects

  Cory Evangelisto NOCHER REALTY

  127 Gamwell Ave, Pittsfield, MA 01201
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  /5

  $39,000

  • Land
  • 0.41 Acre
  • $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
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  /3

  $310,000

  • 3 Beds
  • 3 Baths
  • 5,392 Sq Ft

  50 W Housatonic St, Pittsfield, MA 01201

  An outstanding opportunity to acquire a well-maintained multi-unit property in the heart of Pittsfield's vibrant Downtown Cultural District. This property features spacious residential units, ideal for attracting & retaining long-term tenants.Recent upgrades include newer siding and high-efficiency natural gas system. The third unit, formerly a commercial storefront, offers excellent potential to

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  50 W Housatonic St, Pittsfield, MA 01201
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  /3

  $268,500

  • 3 Beds
  • 3 Baths
  • 1,603 Sq Ft

  79 Center St, Pittsfield, MA 01201

  Spacious three-family home in the heart of Pittsfield's vibrant Downtown Cultural District! This property features a total of 3 bedrooms, offering strong rental potential and versatility. Recent capital improvements include newer roof and siding, reducing immediate maintenance costs and boosting curb appeal. Situated in a highly desirable, walkable location near restaurants, the Berkshire

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  79 Center St, Pittsfield, MA 01201
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  /41

  $314,900

  • 6 Beds
  • 3 Baths
  • 3,366 Sq Ft

  151 Onota St, Pittsfield, MA 01201

  First Bulk showings/open house 6/13/25 11-12:30! Welcome to this fully rented professionally managed 3-family investment opportunity at 151 Onota St in Pittsfield! Each spacious unit features 2 bedrooms and 1 bathroom, offering excellent rental income potential. The second and third floors are occupied by long-term tenants, while the first floor welcomed new tenants as of June 1st. Don’t miss

  Michael Johnson Lock and Key Realty Inc.

  151 Onota St, Pittsfield, MA 01201
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  /39

  $565,900

  • 8 Beds
  • 3 Baths
  • 4,034 Sq Ft

  144 Bromback St, Pittsfield, MA 01201

  Beautiful, spacious 8 bedroom, 3 updated bath, 4000 sq ft home, custom built and nestled between 2 lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota lake in approximately 10 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, swimming, picnicking and more. Enjoy the convenience of two laundry rooms and two updated

  Janet Benoit Janet L. Benoit

  144 Bromback St, Pittsfield, MA 01201
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  /23

  $270,000

  • 4 Beds
  • 2 Baths
  • 2,132 Sq Ft

  50 John St, Pittsfield, MA 01201

  This two-family home was renovated in the last two years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. There is separate heat, hot water and electric: Unit 52 has natural gas heat while

  Maria Liccardi LAMACCHIA REALTY, INC

  50 John St, Pittsfield, MA 01201
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  /30

  $324,900

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  185 Lenox Ave, Pittsfield, MA 01201

  Welcome home to this immaculate and beautifully maintained 3-bedroom, 1.5-bath Colonial, located less than one mile from Berkshire Medical Center. This move-in ready gem offers a perfect blend of classic charm and modern updates throughout. Step inside through the inviting tiled foyer and discover a spacious layout featuring hardwood floors and a large sun filled living room. The newly renovated

  Cindy Carrigan LAMACCHIA REALTY, INC

  185 Lenox Ave, Pittsfield, MA 01201
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  /55

  $5,499,500

  • 8 Beds
  • 6.5 Baths
  • 6,986 Sq Ft

  140 Hancock Rd, Pittsfield, MA 01201

  Welcome to an extraordinary opportunity on the shores of Pontoosuc Lake. This remarkable estate sets a new standard for lakefront living in Pittsfield and beyond, offering a rare combination of luxury, scale, and setting.With over 18,700 square feet of total space, including an impressive amount of garage space suitable for car collectors or hobbyists, this home provides room to live, relax, and

  Cameron Volastro STONE HOUSE PROPERTIES, LLC

  140 Hancock Rd, Pittsfield, MA 01201
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  /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
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  /22

  $450,000

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft

  51 Anita Dr, Pittsfield, MA 01201

  Built to impress and designed for entertaining, this one-of-a-kind home delivers the ultimate wow factor. From the moment you arrive, the grand stone entryway sets the tone. Inside, a chef's kitchen awaits with premium Wolf and Sub-Zero appliances, all seamlessly integrated into a spacious, open floor plan. The sun-drenched three-season room features vaulted ceilings and overlooks the spacious

  Lynn Raleigh NON-MEMBER / RECIPROCAL

  51 Anita Dr, Pittsfield, MA 01201
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  /29

  $625,000

  • 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

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