Homes for Sale near Pittsfield High School

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  /39

  $264,900

  • 3 Beds
  • 1 Bath
  • 1,539 Sq Ft

  11 Stanley Ave, Pittsfield, MA 01201

  This charming home greets you with a spacious, open first floor featuring a bright living room that flows into a large eat-in kitchen -- perfect for gathering and entertaining. Upstairs, a finished third-floor bonus room offers endless possibilities, whether you're looking for a cozy retreat, home office, or game room. With versatile living spaces and an inviting layout, this home is ready to fit

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 307-3821

  11 Stanley Ave, Pittsfield, MA 01201
• 

  Explore Pittsfield High School

• 

  

  

  /24

  $321,900

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  171 Harryel St, Pittsfield, MA 01201

  Welcome to 171 Harryel St in Pittsfield, MA! This well-maintained 3-bedroom, 1-bath home offers a spacious living area, hardwood floors, and a bright eat-in kitchen. Basement boasts a finished room perfect for entertainingly. Enjoy the private backyard--great for outdoor activities or relaxing. Located on a quiet street with convenient access to parks, shops, and downtown amenities. A great

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 331-7090

  171 Harryel St, Pittsfield, MA 01201
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  /16

  $470,000

  • 8 Beds
  • 6 Baths
  • 8,543 Sq Ft

  153 First St, Pittsfield, MA 01201

  Looking to add a well-performing asset that provides you with income from day one? This six-family investment property offers investors immediate cash flow and upside potential... sitting at a 11 cap rate, this property offers a strong return on investment with room to grow based on some under market rents! This property offers a range of studio to 3-bedroom units and Off street parking.

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 728-1773

  153 First St, Pittsfield, MA 01201
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  /20

  $229,000

  • 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
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  /51

  $579,000

  • 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
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  /38

  $584,900

  • 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, a hot tub, its own granite kitchen, full bath, and Tiki bar, making it ideal for hosting gatherings . Enlarged, Primary bedroom includes a full bath, walk-in closet and sliders to sneak out to the pool area. Glass room has gas, ceramic tiled fireplace and the main dining room has a

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  851 E New Lenox Rd, Pittsfield, MA 01201
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  /51

  $548,500

  • 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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  /38

  $414,000

  • 4 Beds
  • 2 Baths
  • 1,843 Sq Ft

  81 Northumberland Rd, Pittsfield, MA 01201

  Welcome to this beautifully maintained colonial home located in the Southeast area of Pittsfield. Surrounded by lush, well-established perennial gardens. This immaculate property is filled with charm and character. Original woodwork throughout--including solid oak doors and beautiful wood floors. The kitchen seamlessly combines functionality with timeless style. The primary bedroom includes a

  Anthony Riello LAMACCHIA REALTY, INC

  81 Northumberland Rd, Pittsfield, MA 01201
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  /40

  $399,000

  • 3 Beds
  • 2 Baths
  • 3,100 Sq Ft

  40 Sampson Pkwy, Pittsfield, MA 01201

  40 Sampson Parkway is a classic New England Cape boasting 3,100 sq. ft. Enter the front door and you have a formal living room with a pretty stone fireplace on the right and to the left a second room that can be used as a den or office. Hardwood floors run throughout. The first-floor bedroom is spacious and is right next to a full bath. The dining room is open to an eat in kitchen and has

  Brenda Bourne Keller Williams Realty

  40 Sampson Pkwy, Pittsfield, MA 01201
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  /44

  $580,000

  • 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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  /60

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft

  206 Dawes Ave, Pittsfield, MA 01201

  Welcome to this beautifully appointed & pristinely maintained residence that combines timeless character with modern upgrades. Situated on a desirable corner lot, offering a fully fenced-in yard. This spacious home features generously sized rooms throughout, offering comfort & elegance at every turn. The stunning kitchen is equipped with stainless steel appliances, soapstone countertop, quartz

  Jessica Rizzo LAMACCHIA REALTY, INC

  206 Dawes Ave, Pittsfield, MA 01201
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  /49

  $369,900

  • 2 Beds
  • 2 Baths
  • 1,557 Sq Ft

  55 Revilla Terrace, Pittsfield, MA 01201

  Move-in ready New Construction in Southeast Pittsfield! This lovely home blends style, sophistication, function, efficiency & LOCATION! Enjoy an amazing kitchen, boasting an oversized quartz island, 2 stunning full bathrooms with high-end finishes, gleaming wood floors, large deck and FULLY Finished lower level with full walkout. This multi functional lower level space offers so many

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  55 Revilla Terrace, Pittsfield, MA 01201
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  /38

  $398,000

  • 4 Beds
  • 2 Baths
  • 1,918 Sq Ft

  16 Revere Pkwy, Pittsfield, MA 01201

  The Parkway neighborhoods of southeast Pittsfield are among the city's most sought-after, prized for their tree-lined streets, classic architecture, and easy access to downtown, parks, and schools. Built in 1930, this well-maintained 4 bedroom, 2 bath home provides everything your family needs, with plenty of space for everyone. The first floor features a large living room, east-facing with

  Stephen Daoust STONE HOUSE PROPERTIES, LLC

  16 Revere Pkwy, Pittsfield, MA 01201
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  /30

  $365,000

  • 5 Beds
  • 2.5 Baths
  • 3,030 Sq Ft

  145 Bartlett Ave, Pittsfield, MA 01201

  Welcome to this stunning Colonial home, perfectly situated near the vibrant heart of downtown Pittsfield. With 5 spacious bedrooms and 3 bathrooms, this 3030 square foot detached home offers ample space for both relaxation and entertaining. The hardwood flooring throughout the house adds a touch of elegance and warmth. Enjoy hosting gatherings on the large deck, or take a short stroll to the

  Jarrett Hernandez 360BERKSHIRE REALTY GROUP

  145 Bartlett Ave, Pittsfield, MA 01201
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  /62

  $675,000

  • 3 Beds
  • 2 Baths
  • 2,462 Sq Ft

  25 E New Lenox Rd, Pittsfield, MA 01201

  So many updates! Renovated Single-Level Home with tons of new updates including fully renovated kitchen, new Veissman furnace&water heater, updated electrical work, new vinyl plank flooring, renovated bathroom, new garage floor, custom molding, and more.Set on a quiet private acre, this stylish home offers serenity and convenience minutes from downtown Pittsfield and Lenox & schools.The heart of

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  25 E New Lenox Rd, Pittsfield, MA 01201
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  /32

  $325,000 Open Sat 10AM - 12PM

  • 4 Beds
  • 1 Bath
  • 1,285 Sq Ft

  156 Draper Ave, Pittsfield, MA 01201

  This charming four-bedroom, one-bath Cape sits on a sunny corner lot just steps from Springside Park. Inside, you'll find a bright and welcoming layout featuring a functional kitchen, comfortable living spaces, and two bedrooms on the main level, plus two more upstairs with cozy dormer charm. Recent updates include a brand-new water heater and sewer line, offering peace of mind for years to

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  156 Draper Ave, Pittsfield, MA 01201
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  /11

  $389,000

  • 8 Beds
  • 4 Baths
  • 3,600 Sq Ft

  41 Perrine Ave, Pittsfield, MA 01201

  Located at 41-43 Perrine Ave, Pittsfield, MA, this multi-family residence in Berkshire County presents a unique opportunity. Constructed in 1900, this property holds a wealth of potential waiting to be unlocked. With a generous 3600 square feet of living space, this residence offers ample room to reimagine the possibilities within. The property includes eight bedrooms and four full bathrooms,

  Francisco Alonso Dell Realty Inc.

  41 Perrine Ave, Pittsfield, MA 01201
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  /37

  $329,900 Open Wed 4:30AM - 6PM

  • 3 Beds
  • 1.5 Baths
  • 1,563 Sq Ft

  1070 Holmes Rd, Pittsfield, MA 01201

  Wonderful home located at the southern end of Holmes Rd. Moments away from Tanglewood and other cultural attractions of the Berkshires. Close to skiing at Bousquet, shopping and restaurants. This ranch style home features a large living room with a fireplace. Formal dining room leads into the kitchen. Three good sized bedrooms, a full bath and half bath all on one level. The kitchen opens out to

  Derek Strzepa NOCHER REALTY

  1070 Holmes Rd, Pittsfield, MA 01201
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  /49

  $329,000

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft

  25 Putnam Ave, Pittsfield, MA 01201

  Make this sweetheart Cape yours! A lovely setting on a quiet street with fenced yard is just perfect for starting out or winding down. An inviting sunroom addition is a welcoming feature as are the hardwood floors, wood fireplace and updated kitchen and full bath. Two additional charming bedrooms are up and the finished basement rooms can become great recreation or hobby space. Detached garage,

  Paula McLean PAULA MCLEAN REALTORS INC.

  25 Putnam Ave, Pittsfield, MA 01201
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  /17

  $219,900

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

  25 Ashley St, Pittsfield, MA 01201

  Nestled in a quiet, well-established neighborhood, this dated yet full of character property offers the perfect canvas for those with vision and creativity. While the home has maintained its original charm, it presents an exciting opportunity to modernize and make it your own.The floor plan features architectural details that can be restored or updated to suit your personal style. With some TLC

  Timothy Disilva SUMMIT REALTY

  25 Ashley St, Pittsfield, MA 01201
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  /19

  $449,900

  • Land
  • 1.24 Acres
  • $362,825 per Acre

  889 Holmes Rd, Pittsfield, MA 01201

  Turnkey 166.7 kWAC solar field on 1.25 surveyed acres in Pittsfield, MA. Ground-mounted, fully owned system with 784 panels, 5 SolarEdge inverters, and direct grid tie-in via oversized 400A service. Averaging $141K/year in gross income from energy sales and SREC credits. Minimal operating costs, transferable SREC II program (through 2027), and included spare components. Ideal for investors

  Nathan Girard ROYAL PROPERTY GROUP

  889 Holmes Rd, Pittsfield, MA 01201
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  /24

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,435 Sq Ft

  82 Williamsburg Terrace, Pittsfield, MA 01201

  Come see this move in ready Cape Style home conveniently located in Pittsfield offering first floor bedroom and full bath with hardwoods in most rooms. Second floor offer two more spacious bedrooms. The lower level offers a nice sized rec room and the house is supported by a steel I-Beam. Seller indicates the roof has been completed updated in 2017 down to the plywood. Easy to maintain vinyl

  Kinzer Davis BARB HASSAN REALTY, INC

  82 Williamsburg Terrace, Pittsfield, MA 01201
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  /55

  $281,900

  • 3 Beds
  • 1 Bath
  • 1,426 Sq Ft

  25 Kensington Ave, Pittsfield, MA 01201

  Welcome to this delightful 3-bedroom, 1-bath Cape-style home that blends classic charm with modern updates featuring low-maintenance vinyl siding and replacement windows. This home offers, comfort, efficiency, timeless, appeal. Step inside to hardwood floors, a cozy fireplace that anchors the inviting living room. The dining room opens with the sliding glass doors to a peaceful back deck - the

  Chris Lipa BERKSHIRE PROPERTY MANAGERS,INC

  25 Kensington Ave, Pittsfield, MA 01201
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  /32

  $350,000

  • 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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  /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.
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 light-filled chef's kitchen with large

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  89 Crofut St, Pittsfield, MA 01201
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  /27

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,324 Sq Ft

  1994 East St, Pittsfield, MA 01201

  Enjoy this cozy & quaint 3 bedroom home in a wonderful location, close to all downtown & shopping amenities. This home features efficient natural gas heating, spacious living room with natural light and original hardwood floors. The primary bedroom is conveniently located on the first floor, and the second bedroom offers a door to the outdoor deck, great for relaxing and entertaining. The

  Laiken Rapisarda LAMACCHIA REALTY, INC

  1994 East St, 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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  /12

  $169,900

  • 1 Bed
  • 1 Bath
  • 930 Sq Ft

  81 Dartmouth St Unit 102, Pittsfield, MA 01201

  Inexpensive living!!! Super cute 1 bedroom unit on the 1st floor. Well cared for with high ceilings and low energy costs. Centrally located off Springside Ave. Park right nearby.

  James Gelinas GELINAS REAL ESTATE

  81 Dartmouth St Unit 102, 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

  $265,500

  • 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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  /15

  $184,900

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  Unlisted Address

  Introducing 81 Dartmouth Street Unit 303 in the Crane Park Condos! This beautifully maintained one bedroom, one bath condo is nicely appointed with newer stainless steel appliances, bamboo floors, central air and much more. The large windows flood the condo with a bright, airy natural light. Secured entry to the building.

  Doug Collins LAMACCHIA REALTY, INC

  Unlisted Address
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  /42

  $369,000

  • 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

  $589,900

  • 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

  Kathleen Quinn WILLIAM PITT SOTHEBY'S - LENOX

  68 Brookside Dr, Pittsfield, MA 01201
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  /46

  $390,000

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

  36 Chickering St, Pittsfield, MA 01201

  Charming Duplex in Southeast Pittsfield - Great Investment Opportunity!Welcome to this well-maintained duplex nestled in a desirable Southeast Pittsfield neighborhood! The layout on both sides includes a living room, dining room, large kitchen, and three comfortably sized bedrooms. Unit #38 has one bath and laundry hook-ups in the basement, while Unit #36 has 1.5 baths and laundry hook-ups on the

  Chris LaPatin LAMACCHIA REALTY, INC

  36 Chickering St, Pittsfield, MA 01201
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  /33

  $489,900

  • 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. This inviting home features a spacious open floor plan, perfect for both relaxation and entertainment. 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

  Doug Collins LAMACCHIA REALTY, INC

  59 Joan Dr, Pittsfield, MA 01201
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  /20

  $184,900

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  33 Maplewood Ave Unit 305, Pittsfield, MA 01201

  Welcome to historic Maplewood--timeless architecture, modern comfort, and a prime location come together in one of Pittsfield's most desirable residential historic buildings.The top-floor, corner unit offers hard wood floors with natural light and a spacious layout, and is a turnkey opportunity for buyers seeking convenience, character, and a maintenance-free lifestyle in the heart of the

  Cheryl Ryan BISHOP WEST REAL ESTATE

  33 Maplewood Ave Unit 305, 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
• 

  

  /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
• 

  

  /6

  $75,000

  • 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

Showing Results 1 - 40, Page 1 of 2