Homes for Sale near Hillcrest Educational Foundation

• 

  

  

  /53

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 3,400 Sq Ft

  26 Westbrook Terrace, Pittsfield, MA 01201

  Set on over 3 acres abutting protected land, this Executive Ranch is the only single-level, ranch style home in the gated community of Woodmont Estates. 3,400 sq ft of expansive, easy living, featuring 4bd/2.5ba, a renovated primary bath, updated kitchen, and light-filled four-season sunroom w/ new Andersen windows. Designed for comfort & flexibility, the layout includes a private office, as well

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  26 Westbrook Terrace, Pittsfield, MA 01201
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  /6

  $40,000

  • Land
  • 1.06 Acres
  • $37,736 per Acre

  Lot 42 Old Farm Ln, Pittsfield, MA 01201

  This is the lot you've been looking for! Over one acre in the wonderful Woodmonte Estates community. Located in West Pittsfield, you'll have easy access to all of the natural and cultural activities that the Berkshires has to offer. Get started on your dream home today!

  Josh Conant COHEN & WHITE ASSOCIATES

  Lot 42 Old Farm Ln, Pittsfield, MA 01201
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  /61

  $1,999,000

  $251K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,091 Sq Ft

  122 Blythewood Dr, Pittsfield, MA 01201

  Set just off the shoreline of Onota Lake and accessed by a private bridge, this approximately 1.25-acre island offers a kind of ownership that is seldom available in the Berkshires.Surrounded by water, the property creates a natural sense of separation and calm, with broad lake views and a level of privacy that is difficult to replicate without sacrificing accessibility. Here, the experience is

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  122 Blythewood Dr, Pittsfield, MA 01201
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  /15

  $49,500

  • Land
  • 10,890 Sq Ft
  • $198,000 per Acre

  0 Parker St, Pittsfield, MA 01201

  Well-located and cleared corner lot with existing curb cuts on both Parker Street and Kellogg Street. The +/-0.25-acre parcel is zoned RM, with water, sewer, and natural gas available at the street. Its proximity to Berkshire Health Systems--the region's largest employer - along with walkability to Tyler Street businesses and public transportation, makes this an excellent opportunity for

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  0 Parker St, Pittsfield, MA 01201
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  /35

  $254,900

  $15K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,360 Sq Ft

  85 Edward Ave, Pittsfield, MA 01201

  This cherished family home is ready for it's next chapter. A welcoming front foyer opens to a spacious living room filled with natural light and featuring a classic wood-burning fireplace, seamlessly connected to a formal dining room ideal for entertaining. Beautiful hardwood floors, along with original wood molding and trim throughout add timeless character and warmth. The second floor offers

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  85 Edward Ave, Pittsfield, MA 01201
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  /55

  $2,950,000

  • 7 Beds
  • 7 Baths
  • 6,232 Sq Ft

  802 State Rd, Richmond, MA 01254

  Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare colonial charm. The legendary c. 1776 estate boasts a well maintained main residence/Inn, three cottages and a great barn for entertaining. The residence/Inn features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. Its dignified presence is complemented by a dining room, entrance parlor,

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  802 State Rd, Richmond, MA 01254
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  /26

  $74,900

  • 4 Beds
  • 1 Bath
  • 1,461 Sq Ft

  89 Turner Ave, Pittsfield, MA 01201

  Looking for a project? Look no further, located on a dead-end street is a four bedroom and one bathroom home. Featuring off-street parking and a fenced-in yard. While this home does need a major renovation it does present an investment opportunity at a price point not seen in years. Located within walking distance to Berkshire Medical Center, downtown, and a local park.

  Cory Evangelisto NOCHER REALTY

  89 Turner Ave, Pittsfield, MA 01201
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  /2

  $155,000

  • Land
  • 5 Acres
  • $31,000 per Acre

  365 Churchill St, Pittsfield, MA 01201

  Seller is offering a 5-acre lot for separate sale from the 15-acre property. The 5-acre parcel does not include the installed electricity, driveway, or building pad, which are located on the 10-acre parcel.Also available with 15 acres MLS#248259

  Sally Carr KEY REALTY

  365 Churchill St, Pittsfield, MA 01201
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  /37

  $660,000

  $20K PRICE DROP

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

  301 Fenn St, Pittsfield, MA 01201

  8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom with separate heat and electricity. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  301 Fenn St, Pittsfield, MA 01201
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  /7

  $219,900

  $30K PRICE DROP

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

  233 Cadwell Rd, Pittsfield, MA 01201

  Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors--live in one unit and rent the

  Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

  233 Cadwell Rd, Pittsfield, MA 01201
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  /62

  $1,279,000

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

  18 Highcrest Rd, Lenox, MA 01240

  Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly

  Suzann Ward HOUSATONIC REAL ESTATE

  18 Highcrest Rd, Lenox, MA 01240
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  /70

  $989,000

  • 5 Beds
  • 5 Baths
  • 3,823 Sq Ft

  9 Eastbrook Ln, Pittsfield, MA 01201

  Set within one of the Berkshires most coveted communities, 9 Eastbrook Lane is a masterclass in refined living, where thoughtful design meets impeccable care. Beautifully and intentionally sited, this distinguished residence offers 5 bedrooms, 3 full and 2 half baths across a gracious, light-filled layout designed for both elegant entertaining and everyday comfort.The stunning kitchen showcases

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  9 Eastbrook Ln, Pittsfield, MA 01201
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  /51

  $2,698,000

  • 5 Beds
  • 5 Baths
  • 4,581 Sq Ft

  109 Under Mountain Rd, Lenox, MA 01240

  A rare and captivating Berkshire offering, this architect-designed home is filled with spectacular natural light, where expansive windows frame protected views of rolling meadows and hills, seamlessly bringing the outdoors in. Located across from conservation land and less than half a mile from Tanglewood, this pristine property offers the perfect balance of sophisticated country living and

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  109 Under Mountain Rd, Lenox, MA 01240
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  /45

  $847,000

  • 3 Beds
  • 2.5 Baths
  • 2,680 Sq Ft

  63 Sherwood Dr, Lenox, MA 01240

  Don't miss this Lenox beauty! Tucked away on a quiet street and abutting preserved land, this colonial is a must see. Main level features hardwood flooring, living room with crown molding, formal dining w. large bay window, open updated kitchen with extensive storage. Family room with gas fireplace opens to spacious screened porch. First floor laundry and half bath. Three bedrooms on the upper

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  63 Sherwood Dr, Lenox, MA 01240
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  /29

  $199,000

  • 4 Beds
  • 1 Bath
  • 1,480 Sq Ft

  57 Adam St, Pittsfield, MA 01201

  Conveniently located near downtown Pittsfield, this home offers an affordable opportunity for buyers looking to transition from renting to homeownership or for investors seeking their next project. The home features a spacious eat-in kitchen with first-floor laundry, functional living space, and a manageable yard with a covered back porch that could easily be screened in for seasonal enjoyment.

  Leanne Sedlak REAL BROKER

  57 Adam St, Pittsfield, MA 01201
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  /14

  $1,347,500

  $52K PRICE DROP

  • 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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  /3

  $419,000

  • 7 Beds
  • 4.5 Baths
  • 4,682 Sq Ft

  312 South St, Pittsfield, MA 01201

  Four-family investment opportunity that checks all the boxes! Great location. Fully rented. Turnkey. Robust net operating income. This well-maintained home, comprising three 2-bedroom units and one 1-bedroom unit all with separate utilities, is an instant profit generator and offers real value in today's market.

  Derek Greene The Greene Realty Group

  312 South St, Pittsfield, MA 01201
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  /57

  $549,900

  $150K PRICE DROP

  • 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. - Dalton

  551 Tamarack Rd, Pittsfield, MA 01201
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  /20

  $189,900

  $40K PRICE DROP

  • 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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  /38

  $299,900

  • 5 Beds
  • 2 Baths
  • 2,690 Sq Ft

  63 Glenwood Ave, Pittsfield, MA 01201

  Charming 2-family flat offering a great opportunity for owner-occupants or investors alike! This well-maintained property features beautiful wood floors, inviting front porches, and private back decks perfect for relaxing or entertaining. Both units have separate utilities for added convenience and efficiency. The second-floor apartment includes a finished attic area providing extra living space.

  Robin Moore 413 REAL ESTATE

  63 Glenwood Ave, Pittsfield, MA 01201
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  /56

  $3,800,000

  $1M PRICE DROP

  • 8 Beds
  • 6.5 Baths
  • 7,494 Sq Ft

  140 Hancock Rd, Pittsfield, MA 01201

  Welcome to an extraordinary lakefront estate on the shores of Pontoosuc Lake, an offering that sets a new benchmark for luxury living in the Berkshires. With over 7,494 square feet of total space, including exceptional garage capacity ideal for car collectors or hobbyists, this remarkable property offers unparalleled scale, versatility, and setting.The main living area showcases a thoughtfully

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  140 Hancock Rd, Pittsfield, MA 01201
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  /20

  $309,900

  • 3 Beds
  • 1 Bath
  • 1,326 Sq Ft

  77 Imperial Ave, Pittsfield, MA 01201

  Well maintained cape on a perfect corner lot in The Orchards! The home features two bedrooms, full bath, kitchen and living room all on the main level. The second floor has an additional bedroom and storage. Wood burning fireplace and mountain views from the back yard. Efficient natural gas heating and solar panels from SunRun. Basement was at one time finished and certainly could be in the

  Derek Strzepa NOCHER REALTY

  77 Imperial Ave, Pittsfield, MA 01201
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  /34

  $275,000

  • 5 Beds
  • 2 Baths
  • 2,158 Sq Ft

  34 Daniels Ave, Pittsfield, MA 01201

  Welcome to 34 Daniels Avenue, part of the Westside Legends Attainable Housing Program. This updated Pittsfield home offers a comfortable layout with recent improvements throughout, including new flooring, new appliances, and refreshed bathrooms. The interior feels clean, bright, and move-in ready, while still offering a practical and manageable footprint for everyday living. Conveniently located

  Samantha Homeyer BIRCH PROPERTIES

  34 Daniels Ave, Pittsfield, MA 01201
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  /30

  $475,000

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,457 Sq Ft

  181 New Lenox Rd, Lenox, MA 01240

  Enchanting Lenox Cottage minutes to Tanglewood- 2 Bedroom / 2 Full Bath RetreatThe bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch and 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand-new back deck, an ideal setting for summer evenings. 2 Bedrooms on second floor, with full

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  181 New Lenox Rd, Lenox, MA 01240
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  /14

  $495,000

  • 3 Beds
  • 1 Bath
  • 1,998 Sq Ft

  191 Fort Hill Ave, Pittsfield, MA 01201

  Historic farmhouse property located on 5.2 acres +/- in rural setting in west Pittsfield farm country. Abuts undeveloped, wooded landscape to the east. Walk to Fort Hill Farm. Close to Pittsfield State Forest and downtown. First floor bathroom, second floor bedrooms. Newer replacement windows. Beautiful, centrally-located fireplace. Screened-in three season porch. Fresh paint and carpet

  Andrew Hillman Hillman Real Estate

  191 Fort Hill Ave, Pittsfield, MA 01201
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  /3

  $35,000

  $5K PRICE DROP

  • Land
  • 12,502 Sq Ft
  • $121,948 per Acre

  0 Jones Ave, Pittsfield, MA 01201

  Looking for land in West Pittsfield for your new build? This vacant lot is one of three contiguous lots located on Jones and Stearns Ave. All have public water and sewer available. The lots are zoned residential. Listed below assessed value!

  Erin Vincent BISHOP WEST REAL ESTATE

  0 Jones Ave, Pittsfield, MA 01201
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  /44

  $299,900

  • 2 Beds
  • 1 Bath
  • 1,117 Sq Ft

  340 Elm St, Pittsfield, MA 01201

  Charming 2-bedroom, 1-bath home filled with character and timeless details throughout. This inviting home features wood floors, classic French doors, built-ins, and generously sized closets that provide both charm and functionality. Enclosed front porch offers the perfect spot to relax while the first-floor den provides flexible space for a home office, reading room, or guest area.The kitchen

  Robin Moore 413 REAL ESTATE

  340 Elm St, Pittsfield, MA 01201
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  /43

  $393,000

  • 2 Beds
  • 3 Baths
  • 1,730 Sq Ft

  7 Rolling Hills Unit 7-8, Lenox, MA 01240

  This attractive multi level townhome has been renovated and ready for a new owner to enjoy this well cared for community. The spacious great room boasts open living/dining/kitchen w/direct access to private decking w/Mountain View & new awning, primary bedroom en suite & guest bedroom ensuite. The lower level, with convenient access by chair lift if wanted, offers desirable flex space; in unit

  Cortney Dupont COHEN & WHITE ASSOCIATES

  7 Rolling Hills Unit 7-8, Lenox, MA 01240
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  /32

  $239,900

  • 3 Beds
  • 1 Bath
  • 718 Sq Ft

  68 Orchard St, Pittsfield, MA 01201

  Recently renovated home with convenient first floor bedroom and full bathroom, and two additional bedrooms on the second floor. The front yard is fenced in. The backyard is a great space to gather. The basement has concrete floor and there is natural gas heat and hot water, and metered water. The home has a certificate of insulation and it shows how helpful it is as the utility bills are very

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  68 Orchard St, Pittsfield, MA 01201
• 

  

  /23

  $219,900

  • 2 Beds
  • 1.5 Baths
  • 866 Sq Ft

  139 2nd St, Pittsfield, MA 01201

  This renovated home offers two bedrooms and two bathrooms. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include new roof, flooring and fresh painting

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  139 2nd St, Pittsfield, MA 01201
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  /38

  $479,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,197 Sq Ft

  33 Eleanor Rd, Pittsfield, MA 01201

  Welcome to this charming 4-bedroom, 2-bath home offering the perfect blend of comfort, updates, and extra living space. The updated kitchen and renovated first-floor bath provide modern style and convenience, while the finished lower level adds versatile space for a family room, home office, gym, or guest area. A bright and inviting sunroom fills the home with natural light and offers the perfect

  Robin Moore 413 REAL ESTATE

  33 Eleanor Rd, Pittsfield, MA 01201
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  /5

  $245,000

  • 4 Beds
  • 2 Baths
  • 1,947 Sq Ft

  15 Noble Ave, Pittsfield, MA 01201

  Two family duplex just outside of downtown. Featuring two bedrooms and one bathroom in each unit with hardwood floors. Off Street parking and separate utilities. Please reach out for interior photos.

  Cory Evangelisto NOCHER REALTY

  15 Noble Ave, Pittsfield, MA 01201
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  /35

  $299,900

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,566 Sq Ft

  73 Plymouth St, Pittsfield, MA 01201

  Perfectly situated on a spacious corner lot in a highly desirable neighborhood. This colonial style home is defined by its bright, airy atmosphere, featuring expansive windows that invite abundant natural sunlight into every room.The main level offers a seamless flow between the inviting living spaces and a convenient half-bath, while the second floor hosts three generous bedrooms and a full

  Jason Nocher NOCHER REALTY

  73 Plymouth St, Pittsfield, MA 01201
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  /95

  $1,525,000

  $65K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,805 Sq Ft

  130 E Dugway Rd, Lenox, MA 01240

  Two beautifully landscaped acres with perennial gardens blooming throughout the season. An exceptional 10-room home offers privacy, views, and effortless Berkshire living just minutes from downtown Lenox and Tanglewood. The home features an open and inviting layout with a fireplaced living room and a chef's kitchen designed for gathering and entertaining. A stunning four-season sunroom

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  130 E Dugway Rd, Lenox, MA 01240
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  /48

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft

  38 Hollister St, Pittsfield, MA 01201

  Charming two-family flat offering space, flexibility, and great updates throughout. The first-floor unit features a beautifully updated kitchen and bath, a spacious living room perfect for relaxing or entertaining, and an enclosed front porch filled with natural light. A partially finished basement provides additional living, recreation, or storage space. The second-floor unit offers 2 bedrooms,

  Robin Moore 413 REAL ESTATE

  38 Hollister St, Pittsfield, MA 01201
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  /29

  $600,000

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft

  32 Aspen Way, Pittsfield, MA 01201

  Set on Aspen Way in Pittsfield, this well-maintained condo offers a practical layout and easy, low-maintenance living in a desirable community.The main level welcomes you with an open living area featuring a gas fireplace, flowing into a spacious dining area. The kitchen is positioned at the back of the home and is finished with stainless steel appliances and granite countertops, with a slider

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  32 Aspen Way, Pittsfield, MA 01201
• 

  

  /3

  $898,000

  • Land
  • 12.84 Acres
  • $69,938 per Acre

  21 Dan Fox Dr, Pittsfield, MA 01201

  12.84 Acres of Prime development Land. Ideal for possible Commercial and/or Residential projects. Close to Shopping and Transportation. Curb cut and some engineering done.

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  21 Dan Fox Dr, Pittsfield, MA 01201
• 

  

  /58

  $519,900

  • 3 Beds
  • 4 Baths
  • 2,672 Sq Ft

  851 E New Lenox Rd, Pittsfield, MA 01201

  Experience resort-style living every day in this exceptional property designed for relaxation, entertaining, and flexible living. The showstopping indoor pool retreat features a hot tub, full bath, and its own fully equipped kitchen with beautiful granite countertops--creating the ultimate space for gatherings year-round. A unique pool flooring system allows the pool to be covered when desired,

  Robin Moore 413 REAL ESTATE

  851 E New Lenox Rd, Pittsfield, MA 01201
• 

  

  /50

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  360 Housatonic St, Lenox, MA 01240

  Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

  Samantha Homeyer BIRCH PROPERTIES

  360 Housatonic St, Lenox, MA 01240
• 

  

  /6

  $99,000

  • Land
  • 5.15 Acres
  • $19,223 per Acre

  0 Old Farm Ln, Pittsfield, MA 01201

  Tucked away at the end of a cul-de-sac in Woodmonte Estates, these three lots are very private. Public sewer and utilities are at each of the three lots.

  Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  0 Old Farm Ln, Pittsfield, MA 01201

Showing Results 81 - 120, Page 3 of 4