Newest Homes for Sale in Berkshire, MA

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  /76

  $995,000

  • 4 Beds
  • 3.5 Baths
  • 4,764 Sq Ft

  93 Gravesleigh Terrace, Pittsfield, MA 01201

  Welcome to one of Southeast Pittsfield's most coveted neighborhoods, where this exceptional Colonial seamlessly blends timeless elegance with modern luxury. Offering 4 bedrooms and 3.5 baths, the home showcases a simply stunning interior highlighted by a chef's kitchen with Omega cabinetry and commercial-grade appliances. Expansive windows bathe every room in natural light, creating effortless

  Victoria Standring LAMACCHIA REALTY, INC

  93 Gravesleigh Terrace, Pittsfield, MA 01201
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  /23

  $215,000 New Construction

  • 3 Beds
  • 1 Bath
  • 2,552 Sq Ft

  1 Pittsfield Rd, Lenox, MA 01240

  Don't miss this rare chance to acquire and revitalize a property brimming with original character. Located on a well-traveled road with excellent visibility, this 1.25-acre lot offers endless possibilities for commercial use.Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, professional offices, etc. Inside, you'll find an abundance of

  Laiken Rapisarda LAMACCHIA REALTY, INC

  1 Pittsfield Rd, Lenox, MA 01240
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  /30

  $289,900 Open Sun 11AM - 12:30PM

  • 3 Beds
  • 1 Bath
  • 1,486 Sq Ft

  40 Roland St, Pittsfield, MA 01201

  Truely a move in ready home at an affordable price! You will fall in love with the 3 season front porch, the gorgeous updated kitchen, and a layout that is perfect for family time and entertaining. So much extra storage with the large pantry! The mudroom will be perfect for the backpacks, coats and boots. Upstairs you will find 3 large bedrooms and a full bath with tile shower surround. A clean

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  40 Roland St, Pittsfield, MA 01201
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  /13

  $415,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  112 Sampson Pkwy, Pittsfield, MA 01201

  Move in brick ranch in a wonderful residential within walking distance to Egremont School.New kitchen with built in appliances.Heated sunroom overlooking the fence rear yard.

  Deborah Dwyer DWYER AGENCY

  112 Sampson Pkwy, Pittsfield, MA 01201
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  /40

  $499,500

  • 2 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  30 Clifden Ct Unit 2, Lenox, MA 01240

  Birchwood Village in Lenox! Conveniently located near the center of Lenox, Tanglewood and Miraval. This home offers two upstairs bedrooms, a great room with vaulted ceilings and a fireplace, a large kitchen/dining space, walk out flex space downstairs, deck and an attached garage.

  Marie Bourassa SIGNATURE ASSOCIATES

  30 Clifden Ct Unit 2, Lenox, MA 01240
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  /30

  $179,900

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  21 Austin Ave, Pittsfield, MA 01201

  Discover the charm of this ranch-style fixer-upper at 21 Austin Ave, nestled on a quiet dead-end street in southeast Pittsfield. This two-bedroom, one-bath home offers a fantastic opportunity for those looking to invest in a property with great potential. With a spacious layout, you can easily envision transforming this space into your dream home. The generous lot provides ample outdoor space for

  Doug Collins LAMACCHIA REALTY, INC

  21 Austin Ave, Pittsfield, MA 01201
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  /37

  $479,900

  • 4 Beds
  • 3 Baths
  • 2,870 Sq Ft

  40 Baldwin Ave, Pittsfield, MA 01201

  Welcome to 40 Baldwin Avenue with over 2800 square feet of living space. The formal living room flooded with natural light features a pass through, wood burning fireplace. A versatile dining room, presently configured as a den, easily adapts to your needs. An expansive kitchen features ample storage, a desk area and a dining space. Additional first floor living spaces include a family room with

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  40 Baldwin Ave, Pittsfield, MA 01201
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  /23

  $119,900

  • 1 Bed
  • 1 Bath
  • 824 Sq Ft

  1 1/2 Cherry St, Pittsfield, MA 01201

  Unique opportunity to own a home on0.45 acres, located at the end of a dead end street. This property is recognized by the City as two living units, however, only one unit has been recently renovated. It consists of living room, kitchen and updated bathroom. There is natural gas heat as well as electric baseboard. The unit next to it is a fixer-upper studio space that needs complete rehab.

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1 1/2 Cherry St, Pittsfield, MA 01201
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  /20

  $229,900

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  1 Pondview Dr Unit C3, Pittsfield, MA 01201

  Two bedroom condo in James Meadows featuring fireplace, loft bedroom, storage room, and deck all conveniently located close to Allendale area.

  Robin Moore 413 REAL ESTATE

  1 Pondview Dr Unit C3, Pittsfield, MA 01201
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  /43

  $224,900

  • 3 Beds
  • 1 Bath
  • 1,194 Sq Ft

  461 Elm St, Pittsfield, MA 01201

  3 bd/1 ba home in desirable Pittsfield neighborhood offering solid space, good flow, & strong potential. Main level features a large eat-in dining area w/ sliders to a deck overlooking the fully fenced backyard & pool--ideal for summer enjoyment. The functional layout connects living, dining, & outdoor spaces with ease. The yard includes a large shed currently used for storage, w/ potential to

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  461 Elm St, Pittsfield, MA 01201
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  /51

  $480,000

  • 4 Beds
  • 4 Baths
  • 2,412 Sq Ft

  25 Leroi Dr, Pittsfield, MA 01201

  Mid-Century Classic with Timeless Appeal: Split-Level RanchStep back in time to the golden era of design with this beautifully preserved 1963 Split-Level Ranch. A true mid-century classic with a lot of character. It's ready for modern-day love and personal touches. This home perfectly blends the clean lines of the Ranch style with the functional, multi-level living of a split-level, offering

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  25 Leroi Dr, Pittsfield, MA 01201
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  /3

  $495,000

  • 12 Beds
  • 4 Baths
  • 4,000 Sq Ft

  118 Lincoln St, Pittsfield, MA 01201

  Up to 3% cashback for closing costs when you buy this 4-family house with an extra lot for parking (lot 3) and an extra buildable lot suitable for up to 5 units to be built (lot 2). There is one tenant, Service Net, which is a state agency that rents all 4 apartments. The rent is paid on the 3rd each month even if the apartment(s) is vacant. All 4 apartments are currently vacant so you can pick

  Steve Clements Keller Williams Pinnacle MetroWest

  118 Lincoln St, Pittsfield, MA 01201
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  /53

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  500 Walker St, Lenox, MA 01242

  Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022.

  Matt Carlino MACCARO REAL ESTATE

  500 Walker St, Lenox, MA 01242
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  /33

  $299,900

  • 4 Beds
  • 1 Bath
  • 1,170 Sq Ft

  1990 East St, Pittsfield, MA 01201

  Welcome home to this inviting 4-bedroom Cape at 1990 East in Pittsfield. This charming residence offers a warm, sun-filled layout with an updated kitchen and bath that combine comfort and modern style. A brand-new deck expands your living space outdoors, creating a perfect spot for morning coffee, casual dinners, or simply unwinding at the end of the day. Thoughtfully maintained and ready to

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 486-5886

  1990 East St, Pittsfield, MA 01201
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  /25

  $375,000

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  42 Bryant St, Pittsfield, MA 01201

  Spacious and adaptable, this Pittsfield home offers exceptional flexibility for today's lifestyle. The first floor features a sun-filled living room with hardwood floors and a bay window, a generous kitchen with an island and large dining area, and a mudroom with convenient first-floor laundry. A full bath and two bonus rooms on the main level provide versatile options for home offices, guest

  Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

  42 Bryant St, Pittsfield, MA 01201
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  /21

  $324,900

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft

  17 Linden St, Pittsfield, MA 01201

  A stunning 3-bedroom, 3-bath loft-style home, housed in a brick building featuring a beautiful mural on its facade. This standout property boasts a chef's kitchen, tiled baths, soaring ceilings, exposed brick, an open-concept layout, and access to a private rear patio--perfect for outdoor dining or entertaining. Main floor laundry. A portion of the home functions perfectly as a mother-in-law en

  Michael Castellano GILCREST PROPERTIES

  17 Linden St, Pittsfield, MA 01201
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  /18

  $499,900

  • 4 Beds
  • 4 Baths
  • 2,790 Sq Ft

  21 Linden St, Pittsfield, MA 01201

  Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has

  Michael Castellano GILCREST PROPERTIES

  21 Linden St, Pittsfield, MA 01201
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  /38

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  74 Norman Ave, Pittsfield, MA 01201

  *Virtual tour with floor plans availableThis unique home sits on a large lot with a fabulous yard. There is a driveway with carport and shed included. Upon entering the home you will find a convenient porch leading to the living room with wood-burning fireplace. The first floor also features a bedroom with a loft, as well as full bathroom with laundry, dining room and kitchen. There is a large

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  74 Norman Ave, Pittsfield, MA 01201
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  /4

  $600,000

  • Land
  • 3.44 Acres
  • $174,419 per Acre

  117 Lime Kiln Rd, Lenox, MA 01240

  Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  (413) 393-2997

  117 Lime Kiln Rd, Lenox, MA 01240
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  /46

  $1,420,000

  • 3 Beds
  • 4.5 Baths
  • 2,691 Sq Ft

  18 Highcrest Rd, Lenox, MA 01240

  Set within a private enclave of luxury homes just moments from downtown Lenox, this exceptional Berkshires condominium offers a rare combination of refined design, extraordinary privacy, and protected long-range views.Positioned at the far end of the development, the home benefits from owned development rights that safeguard sweeping easterly views of October Mountain and preserve the surrounding

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 319-9976

  18 Highcrest Rd, Lenox, MA 01240
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  /25

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  26 Crosier Ave, Pittsfield, MA 01201

  Welcome to 26 Crosier Ave--charming character meets creative opportunity!Nestled in the heart of Pittsfield, this delightful colonial-style home offers a bright, spacious layout with classic charm! With 3 bedrooms and 2 baths, cozy living room, a functional kitchen, and generously sized rooms filled with natural light. The unfinished third-level space whispers ''potential,'' while the off-street

  Marci Levesque BISHOP WEST REAL ESTATE

  26 Crosier Ave, Pittsfield, MA 01201
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  /42

  $1,420,000

  • 3 Beds
  • 4.5 Baths
  • 2,691 Sq Ft

  18 Highcrest Rd Unit 20, Lenox, MA 01240

  

  Selina Lamb

  Birch Properties

  (413) 591-5654

  18 Highcrest Rd Unit 20, Lenox, MA 01240
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  /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

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  161 Leona Dr, Pittsfield, MA 01201
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  /27

  $265,000

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  17 S Church St, Pittsfield, MA 01201

  Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level

  Samantha Homeyer BIRCH PROPERTIES

  17 S Church St, Pittsfield, MA 01201
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  /26

  $535,000

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  31 Saint Ann's Ave, Lenox, MA 01240

  Tucked away on a quiet dead-end street just steps from the heart of Lenox, this charming bungalow offers the kind of lifestyle people come to the Berkshires dreaming about. From here, you can walk into town for morning coffee, linger over dinner at your favorite local spot, or head to Tanglewood on a summer evening and travel back home under the stars. It's peaceful and private, yet perfectly

  Amy Shufelt BERKSHIRE LISTINGS

  31 Saint Ann's Ave, Lenox, MA 01240
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  /47

  $337,500

  • 2 Beds
  • 3 Baths
  • 1,552 Sq Ft

  7 Rolling Hills Unit 7-1, Lenox, MA 01240

  Think spring in the Berkshires and enjoy condo living in Lenox at Rolling Hills. Spacious end unit brings in natural light and offers two bedrooms/two baths on upper level with an additional full bath and family room/office on the finished lower level. In this unit owners have replaced the custom-sized slider and the windows adding to energy efficiency. Central a/c, natural gas. The former golf

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  7 Rolling Hills Unit 7-1, Lenox, MA 01240
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  /36

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  6 Vine St, Pittsfield, MA 01201

  This well-maintained home is located in a highly desirable neighborhood in the southern part of Pittsfield and is ready for its new owners to move in and make it their own. The first floor features a bright kitchen, a full bathroom, a versatile heated bonus room with sliding doors, and a cozy living room with sliders that lead to a private deck overlooking a beautiful, spacious yard, perfect for

  Jose Larios Lamacchia Realty, Inc.

  6 Vine St, Pittsfield, MA 01201
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  /40

  $209,000

  • 2 Beds
  • 1 Bath
  • 1,133 Sq Ft

  269 Second St, Pittsfield, MA 01201

  Move in ready furnished 2 Bedroom / 1 Bathroom Ranch. This home offers an enclosed front porch, a recently renovated bathroom, a breakfast nook & pantry, replacement windows throughout, walk-up attic, finished basement space, fully fenced back yard, 2 car garage and a concrete driveway. In walking distance to downtown & Berkshire Medical Center. Schedule your showing today!

  Timothy Johnson NOCHER REALTY

  269 Second St, Pittsfield, MA 01201
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  /11

  $230,000 Open Sun 11AM - 12PM

  • 4 Beds
  • 3 Baths
  • 2,298 Sq Ft

  71 Orchard St, Pittsfield, MA 01201

  Incredible potential with this 3 unit property in the heart of Pittsfield! This property boasts 3 units and is conveniently located near downtown Pittsfield, local amenities, parks, and major routes. With a bit of sweat equity, this property could be a fantastic addition to a portfolio or for a savvy owner occupant. Property also includes a large 3 car garage."Seller" currently has the property

  Stephanie Lachapelle Group Compass

  71 Orchard St, Pittsfield, MA 01201
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  /5

  $12,000

  • Land
  • 0.12 Acre
  • $100,000 per Acre

  0 Stanley Ave, Pittsfield, MA 01201

  Potentially buildable lot. Can be purchased with 21 Ensign Ave or individually. Buyer to verify all information and use.

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  0 Stanley Ave, Pittsfield, MA 01201
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  /33

  $182,900

  • 3 Beds
  • 1.5 Baths
  • 1,443 Sq Ft

  21 Ensign Ave, Pittsfield, MA 01201

  Finish up this project for quick equity! Extensive structural repairs have been made on the 2nd floor and roof. A new roof has been installed. Also the interior has been cleaned out and ready for the rest of the vision to come alive with a potential ARV of $330,000.The seller is only interested in cash or hard money financing. There is buckled and uneven flooring so please use caution. No working

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  21 Ensign Ave, Pittsfield, MA 01201
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  /43

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft

  10 Marlboro Dr, Pittsfield, MA 01201

  Charming Brick Cape with Classic Character & Comforts! Welcome to this 3-bedroom, 1.5-bath Cape offering 1,575 sp. ft. of comfortable living space. The living room features a cozy fireplace and wood floors. The eat-in kitchen offers ceramic tile flooring, all appliances and lovely cabinets for plenty of storage. Full bath and 2 bedrooms on the 1st floor, while second floor offers an additional

  Darcy Reid MOCKINGBIRD REAL ESTATE

  10 Marlboro Dr, Pittsfield, MA 01201
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  /15

  $368,000

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft

  4 Morgan Manor Unit 4, Lenox, MA 01240

  Lenox in-town condo.....ready for a new owner, need a close location to Tanglewood, Shakespeare and Company, The Mount, Venfort Hall, Kennedy Park, Pleasant Valley Wildlife Sanctuary? Well this is the perfect location!2 bedrooms, 1 full bath, wood floors and carpeted bedrooms, great light ....fully applianced kitchen....Easy to show!

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Morgan Manor Unit 4, Lenox, MA 01240
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  /21

  $389,900

  • 2 Beds
  • 2 Baths
  • 1,576 Sq Ft

  1 Rolling Hills Unit 10, Lenox, MA 01240

  Unique opportunity to own a beautifully updated condo. This inviting home offers 2 bedrooms and 2 full bathrooms, a gorgeous updated kitchen, and a finished room in the basement perfect for a home office, gym, or additional living space. Enjoy outdoor living with two porches, and note that the unit may be offered furnished for added convenience. All this nestled in the heart of the picturesque

  Michele Purcell LAMACCHIA REALTY, INC

  1 Rolling Hills Unit 10, Lenox, MA 01240
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  /40

  $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

  Brandon Murray RE/MAX TRANSITIONS, NORTH ADAMS

  292 West St, Pittsfield, MA 01201
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  /30

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft

  200 Old Stockbridge Rd Unit Vanna 3, Stockbridge, MA 01262

  Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. The sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  200 Old Stockbridge Rd Unit Vanna 3, Stockbridge, MA 01262
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  /38

  $312,000

  • 3 Beds
  • 1 Bath
  • 1,394 Sq Ft

  36 Pittsfield Ave, Pittsfield, MA 01201

  Step into this charming 3-bedroom, 1-bath home tucked away in the comfortable Allendale Parkway neighborhood. With nearly a half acre of land, it could be your perfect blend of comfort and outdoor beauty.Inside, you'll find 1,394 sq. ft. of freshly painted living space with easy-care laminate floors. The first floor offers kitchen, dining room, and a spacious living room where a large bow window

  

  Mary Smith

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 628-2060

  36 Pittsfield Ave, Pittsfield, MA 01201
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  /12

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Location and privacy! Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  50 Grand Ave, Pittsfield, MA 01201
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  /57

  $699,900

  • 4 Beds
  • 2 Baths
  • 2,662 Sq Ft

  551 Tamarack Rd, Pittsfield, MA 01201

  Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample

  Doug Collins LAMACCHIA REALTY, INC

  551 Tamarack Rd, Pittsfield, MA 01201
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  /60

  $4,950,000

  • 7 Beds
  • 8.5 Baths
  • 7,073 Sq Ft

  1 Pinecroft Dr, Lenox, MA 01240

  Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym,

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Pinecroft Dr, Lenox, MA 01240

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