Homes for Sale near Hillcrest Educational Foundation

• 

  

  

  /41

  $313,900

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft

  560 Crane Ave, Pittsfield, MA 01201

  More than meets the eye from the street view! Spacious embankment ranch welcomes you with gleaming hardwood flooring. Enter into the living room w cedar entry closet. What are YOU looking for? Here, you'll find a flexible floor plan featuring two or three bedrooms on the main floor (third bedroom off kitchen makes great formal dining option. Eat-in galley kitchen. Bonus space is the year-round

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  560 Crane Ave, Pittsfield, MA 01201
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  /31

  $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

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  181 New Lenox Rd, Lenox, MA 01240
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  /14

  $445,000

  $50K PRICE DROP

  • 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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  /30

  $199,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 833 Sq Ft

  106 E Housatonic St Unit 3, Pittsfield, MA 01201

  Lovely and affordable Condominium in Southeast Pittsfield. 2nd floor End unit with two very spacious bedrooms, wood floors throughout, with the exception of ceramic tile in kitchen and bath. Enjoy your morning coffee, with the warm sun on your face from the fresh air balcony. Coin op laundry, 2 storage units and a parking space on the property. Beautifully maintained exterior.

  Wendy Smith RE/MAX COMPASS

  106 E Housatonic St Unit 3, Pittsfield, MA 01201
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  /28

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft

  112 Gamwell Ave, Pittsfield, MA 01201

  First time ever offered! Single Level Living Surrounded by Gardens You'll Fall in Love With Lovingly maintained by the original builder's family, this cherished ranch is ready for it's next chapter. Recently refinished hardwood floors, a fireplace, and a sun filled four season room with French doors overlooking established perennial gardens create a warm and inviting atmosphere. Years of

  Stacy Hebb NOCHER REALTY

  112 Gamwell Ave, Pittsfield, MA 01201
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  /51

  $445,000

  • 6 Beds
  • 4 Baths
  • 3,087 Sq Ft

  319 Fenn St, Pittsfield, MA 01201

  Prime investment opportunity in a highly desirable location just steps from the post office and within walking distance to downtown amenities, shopping, dining, and services. This well-maintained four-family property offers strong income potential with all separate utilities, allowing tenants to pay their own expenses and helping to maximize owner returns. Recent capital improvements include a

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  319 Fenn St, Pittsfield, MA 01201
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  /44

  $619,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,750 Sq Ft

  51 Osceola Rd, Richmond, MA 01254

  The keyword for this spacious Richmond Shores 2 bedroom with extra loft sleeping space/2 bath lake property is ''new''! New roof, new hot water heater, new refrigerator, new wiring, new thermostats, new well pump, AND new sewer pump! This turnkey house is perfect as a getaway, downsize or investment property. Enjoy the spacious backyard with canal access to Richmond Pond, with a community beach

  Cantred Hulse COLDWELL BANKER PRIME PROPERTIES, INC

  51 Osceola Rd, Richmond, MA 01254
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  /38

  $179,900

  • 4 Beds
  • 2 Baths
  • 1,952 Sq Ft

  15 Alden Ave, Pittsfield, MA 01201

  Excellent investment or owner-occupied opportunity! This two-family flat offers two 2-bedroom, 1-bath apartments in a convenient Pittsfield location. Features include hardwood floors, a walk-up attic, public water and sewer, natural gas heat and hot water, two electric meters, one boiler, two hot water heaters, a spacious backyard, and ample off-street parking. The first-floor unit is

  Jose Larios Lamacchia Realty, Inc. - Dalton

  15 Alden Ave, Pittsfield, MA 01201
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  /49

  $495,000

  Open Sat 10:30AM - 12PM

  • 4 Beds
  • 2.5 Baths
  • 1,855 Sq Ft

  70 Rockland Dr, Pittsfield, MA 01201

  Beautifully maintained 4-bedroom, 2.5-bath Colonial set on a quarter acre lot with privacy and curb appeal. Enjoy a spacious floor plan featurning a wood-burning fireplace, natural gas heat & hot water and newer replacement windows throughout, including new living room windows in 6/2026. The primary suite offers his-and-hers closets and a private bath. The finished lower level adds valuable

  Darcy Reid MOCKINGBIRD REAL ESTATE

  70 Rockland Dr, Pittsfield, MA 01201
• 

  

  /23

  $349,000

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

  8 Rolling Hills Unit 1, Lenox, MA 01240

  If you are seeking a home in move in condition, come see this unit.Beautifully updated townhome featuring a new Cook's kitchen, white granite countertops, gas range, stainless steel refrigerator, dishwasher & sleek range hood. Open Living Room and Dining Area. Private porch overlooking the Rolling Hills of the Berkshires. 2 bedrooms & 2 full baths. Lower level with baseboard heating offers

  Susan Baum BERKSHIRE HOMES AND CONDOS

  8 Rolling Hills Unit 1, Lenox, MA 01240
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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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  /21

  $164,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  44 Pecks Rd, Pittsfield, MA 01201

  Sweet & Petite Cozy ColonialCentrally located and easily accessible, this charming 2-bedroom, 1-bathroom Colonial is ready to welcome its next owner. Enjoy peace of mind for years to come with recent improvements, including a new roof (2023), new boiler (2024), and an updated electrical panel (2024). Inside, you'll find a freshly painted interior and a refreshed bathroom (2024). Looking for a

  Maureen Kirby NOCHER REALTY

  44 Pecks Rd, 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

  $219,900

  Open Sat 12PM - 1:30PM $20K PRICE DROP

  • 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
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  /61

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft

  9 Bolton Dr, Lenox, MA 01240

  Located in the Heart of Downtown Lenox on a dead-end street, this move-in ready Colonial is beautifully renovated and features a comfortable open floor plan perfect for the holidays and entertaining. A new Kitchen with a farm sink and 36'' range, hardwood floors, Living Room with fireplace, a half bath on the first floor, 3 bedrooms, 2 full baths and laundry on the second floor and finished

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  9 Bolton Dr, Lenox, MA 01240
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  /45

  $464,900

  $35K 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

  $235,000

  $10K PRICE DROP

  • 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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  /18

  $367,500

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  5 Morgan Manor Unit 8, Lenox, MA 01240

  Walk-to town Lenox condo! Just in time for summer in the Berkshires! Move-in ready two-bedroom condo at Morgan Manor. Freshly painted interior, custom blinds, updated lighting. This is one of a handful of units that has an attached garage. Laundry (stack unit) has also been brought into this unit saving steps into the basement shared washer/dryers. Condo fees include natural gas heat, hot water,

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  5 Morgan Manor Unit 8, Lenox, MA 01240
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  /28

  $207,000

  $22K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft

  1 Colt Rd Unit 1, Pittsfield, MA 01201

  Welcome to easy, in-town living at sought-after One Colt Road in a charming neighborhood. This first-floor condominium offers the perfect blend of convenience and comfort, just a short stroll to Berkshire Museum, Colonial Theatre, local restaurants, and boutique shops. Featuring 2 bedrooms and 1 bath, the layout is both functional and inviting. A rare screened porch extends your living space,

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  1 Colt Rd Unit 1, Pittsfield, MA 01201
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  /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
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  /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
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  /23

  $629,900

  • 5 Beds
  • 2 Baths
  • 2,062 Sq Ft

  20 Sullivan Ln, Lenox, MA 01240

  Welcome home to this spacious raised ranch located in a highly desirable neighborhood! This well-maintained property offers five bedrooms and two full baths, providing plenty of room for family, guests, or a home office. The inviting family room is perfect for gathering and entertaining, while the two-car garage adds convenience and storage. Step outside and enjoy the oversized deck overlooking

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  20 Sullivan Ln, Lenox, MA 01240
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  /55

  $629,900

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,572 Sq Ft

  1188 West St, Pittsfield, MA 01201

  Welcome home to this well-maintained 3-bedroom, 2.5-bath Cape offering 2,561 square feet of comfortable living space. The heart of the home is the kitchen and den area, featuring durable tile flooring and an open, inviting layout perfect for everyday living and entertaining. Sliding doors lead to a large screened porch overlooking the in-ground pool and beautifully sized backyard, creating an

  Robin Moore 413 REAL ESTATE

  1188 West St, Pittsfield, MA 01201
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  /10

  $320,000

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,378 Sq Ft

  89 Robbins Ave, Pittsfield, MA 01201

  Great Two family with some updates. Hardwood floor in dining room and bedrooms. Kitchen and bathroom with Ceramic floor. Newer Roof. Parking off street for 4 cars

  Al DeSouza First Option Properties Inc.

  89 Robbins Ave, Pittsfield, MA 01201
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  /31

  $349,000

  • 6 Beds
  • 2 Baths
  • 2,432 Sq Ft

  82 Parkside Ave, Pittsfield, MA 01201

  Enjoy this two-family flat home in the heart of Pittsfield. Featuring two spacious units, this property offers an excellent opportunity for both owner-occupants and investors alike. Enjoy efficient natural gas heating systems, updated gas hot water heaters and an enclosed front porch. Inside, you'll find functional floor plans filled with natural light. Step outside to enjoy a flat backyard

  Darcy Reid MOCKINGBIRD REAL ESTATE

  82 Parkside Ave, Pittsfield, MA 01201
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  /44

  $599,900

  • 4 Beds
  • 2.5 Baths
  • 2,004 Sq Ft

  145 Leona Dr, Pittsfield, MA 01201

  Be wowed by this southeast sleeper that presents as a traditional-style colonial where you'll be pleasantly surprised by all the upgrades. This home offers custom luxury features & stylish finishes with exceptional indoor-outdoor living. 145 Leona is modernized inside and out. It is situated on a unique lot with a welcoming front porch, spacious side lawn ideal for play plus a bonus hilltop

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  145 Leona Dr, Pittsfield, MA 01201
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  /25

  $167,900

  $7K PRICE DROP

  • 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

  Marci Levesque BISHOP WEST REAL ESTATE

  26 Crosier Ave, Pittsfield, MA 01201
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  /22

  $360,000

  Open Sat 11AM - 12:30PM $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,985 Sq Ft

  40 Edward Ave, Pittsfield, MA 01201

  Located in a desirable neighborhood in Southeast Pittsfield, this three-bedroom, 1.5-bath home offers comfort, versatility, and exceptional value. The main residence features spacious living areas, large primary bedroom with walk in closet and laundry room, and a functional layout designed for everyday living. A standout feature of the property is the attached first floor apartment with an

  Molly DiGiovanni HOUSATONIC REAL ESTATE

  40 Edward Ave, Pittsfield, MA 01201
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  /65

  $649,900

  • 5 Beds
  • 5 Baths
  • 3,524 Sq Ft

  15 Kenilworth St, Pittsfield, MA 01201

  Grand, timeless, & beautifully situated in one of Pittsfield's most beloved neighborhoods, this classic 5-bedroom, 5-bath home offers the perfect blend of elegance, character, & space. Its stately presence, gracious proportions, & inviting warmth are just exceptional. Inside, spacious living areas, beautiful architectural details, & abundant natural light create an atmosphere that feels both

  Heather Gallagher STONE HOUSE PROPERTIES, LLC

  15 Kenilworth St, Pittsfield, MA 01201
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  /72

  $1,350,000

  $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,877 Sq Ft

  38 Crofut St, Pittsfield, MA 01201

  One of the most exceptional homes to come to market, this remarkable property blends timeless elegance with resort-style living. Featuring 5 bedrooms, 3.5 baths, including private guest quarters with bath and secondary staircase, this home offers both sophistication and versatility. The luxurious primary bedroom suite is a true retreat, complete with a spacious en-suite bath designed for comfort

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  38 Crofut St, Pittsfield, MA 01201
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  /25

  $289,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,327 Sq Ft

  48 Plastics Ave, Pittsfield, MA 01201

  Renovated 3-Bedroom Cape in a Central Location. Welcome home to this newly renovated 3-bedroom Cape-style house, ideally situated in a convenient central location close to everyday amenities, local services, shopping, dining, and commuter routes. Combining classic Cape charm with fresh modern updates, this inviting home offers comfort, functionality, and move-in-ready appeal. Property highlights

  Dawn Vadnais MORESI REAL ESTATE PARTNERS

  48 Plastics Ave, Pittsfield, MA 01201
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  /13

  $1,500

  • 1 Bed
  • 1 Bath
  • 1,573 Sq Ft

  15 Fairfield St, Pittsfield, MA 01201

  Welcome home to this charming first-floor apartment in a desirable South Pittsfield location. Featuring beautiful wood floors throughout, this well maintained 1 bedroom, 1 office or den, 1 bath unit offers an updated kitchen and bathroom, combining classic character with modern convenience.Enjoy the added benefits of off-street parking for two vehicles, on-site laundry and access to a

  Pauline Green Lamacchia Realty, Inc. - Adams

  15 Fairfield St, Pittsfield, MA 01201
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  /8

  $10,000

  0 Crofut St, Pittsfield, MA 01201

  CITY ORDERED AUCTION - RESIDENTIAL LAND PARCEL. The displayed price is the deposit amount required to register. The actual purchase price will be determined by the highest bid at a LIVE, AUCTION ON AUGUST 13, 2026 at 2:00 PM. The auction will be held at 85 Vivian Ave., Pittsfield. This ±.64 acre residential land parcel is located in the R20 Zone. The corner lot also has frontage on Pomeroy Ave.

  Paul Zekos Zekos Group Auctioneers

  0 Crofut St, Pittsfield, MA 01201
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  /71

  $2,200,000

  • 4 Beds
  • 5 Baths
  • 5,821 Sq Ft

  752 State Rd, Richmond, MA 01254

  37-acre, ROCK RIDGE FARM, with early mid 20th century roots. Built in 1785, steeped in local history, Property has remained a working and residential farmstead today and reflects the regions long tradition of working farms. Offering a blend of local heritage and timeless New England character. Along with the main house there are several outbuildings that could be renovated, repurposed or

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  752 State Rd, Richmond, MA 01254
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  /33

  $529,900

  $50K PRICE DROP

  • 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 is FULLY RENTED & offers 3 one bedroom apartments. Apartments are

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  168 Elm St, Pittsfield, MA 01201
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  /73

  $1,199,900

  $250K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 6,121 Sq Ft

  63 Blythewood Dr, Pittsfield, MA 01201

  Live, Love, & Play in Blythewood Estates a private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills. This stunning modern 6000+ sf, 5 Bedroom, 5.5 bath colonial is thoughtfully designed and beautifully set on 3.42 manageable acres with sweeping meadow views nestled perfectly to create peace in nature while centrally located minutes to the culture, arts, museums,

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  63 Blythewood Dr, Pittsfield, MA 01201

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