Homes for Sale near Hillcrest Academy

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  /46

  $519,000

  • 3 Beds
  • 2.5 Baths
  • 2,145 Sq Ft

  121 Wendell Ave, Pittsfield, MA 01201

  Architecturally significant and beautifully renovated, this stunning 3 bed, 2.5 bath brick home sits on a prominent corner lot in a coveted residential enclave of stately homes--just a short stroll to downtown. Thoughtful updates blend seamlessly with original character, offering timeless elegance, modern comfort, and exceptional natural light throughout. Featuring a dramatic staircase, hardwood

  Victoria Standring LAMACCHIA REALTY, INC

  121 Wendell Ave, Pittsfield, MA 01201
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  /39

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  9 Bolton Dr, Lenox, MA 01240

  If you're looking for a walk-to-town location, be sure to check out this colonial nestled on a quiet dead-end street! The main level features an open kitchen/dining, living room with gas fireplace and half bath. On the upper level - three spacious bedrooms, two full baths and laundry. Bonus space is a partially finished walk-out lower level/den or family room. Two car attached oversized

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  9 Bolton Dr, Lenox, MA 01240
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  /28

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,477 Sq Ft

  50 Bellmore Dr, Pittsfield, MA 01201

  THE BEST REAL ESTATE VALUE: Immaculate, sparkling, light and bright 2500 square foot contemporary home in one of south east Pittsfield's finest neighborhoods with a level, sunny fenced yard, updated kitchen with granite counters, gleaming wood floors, fireplace, updated baths, newer systems. 4 bedrooms, 2.5 baths. There is even a two car garage. You will not be disappointed. This is a beautiful

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  50 Bellmore Dr, 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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  /25

  $275,000 Open Sun 11:30AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,227 Sq Ft

  46 Churchill Crest Unit 46, Pittsfield, MA 01201

  This charming 2-bedroom end-unit condo is filled with natural light thanks to its expansive windows. The living room features a striking flagstone fireplace and opens to a cozy deck, ideal for relaxing or entertaining.Enjoy cooking in the updated kitchen, host guests in the formal dining room, and unwind in two generously sized bedrooms. Additional conveniences include a private garage, extra

  Keyla Girard LAMACCHIA REALTY, INC

  46 Churchill Crest Unit 46, Pittsfield, MA 01201
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  /27

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft

  33 Elaine Ave, Dalton, MA 01226

  Move in ready, charming 3 bedroom, 2.5 bath ranch in a desirable Dalton neighborhood. Located just minutes from local amenities including shopping centers, restaurants, parks and attractions. Finished basement with a bar, bonus room and a half bath. Bright and inviting living areas. Well maintained throughout. Clean and functional kitchen. Natural gas heat and hot water. 200 amp panel. Central

  Anthony Riello LAMACCHIA REALTY, INC

  33 Elaine Ave, Dalton, MA 01226
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  /20

  $215,000

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft

  260 Pittsfield Rd Unit B11, Lenox, MA 01240

  Enjoy carefree living in this bright and inviting 2-bedroom, 950 sq. ft. top-floor condo. Located in a pet-friendly community, you'll have access to a pool, walking trails, and pickleball courts. Offering comfort and ease, it's perfect as a year-round residence or Berkshire retreat. Conveniently close to shopping, dining, Tanglewood, and endless outdoor recreation--an excellent opportunity to own

  Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  260 Pittsfield Rd Unit B11, Lenox, MA 01240
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  /9

  $185,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  260 Pittsfield Rd Unit 16C, Lenox, MA 01240

  Enjoy an affordable, low maintenance lifestyle in this well-kept 800 square foot condominium. This bright and comfortable home offers easy living in a pet-friendly community with fantastic amenities, including a sparkling pool, walking trails and pickleball courts. Perfect as a year-round residence or Berkshire getaway, you'll love being close to shops, restaurants, Tanglewood, and outdoor

  Victoria Standring LAMACCHIA REALTY, INC

  260 Pittsfield Rd Unit 16C, Lenox, MA 01240
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  /32

  $279,900 Open Sun 10AM - 11:30AM

  • 3 Beds
  • 1 Bath
  • 1,378 Sq Ft

  99 Cambridge Ave, Pittsfield, MA 01201

  This well-maintained Colonial in a highly desirable neighborhood is ready for its new owners to move in and make it their own. The first floor features a bright kitchen, a cozy living room, and a formal dining room with sliders leading to a private deck and an updated fenced yard, perfect for entertaining or relaxing outdoors. Upstairs, you'll find three bedrooms and a fully renovated bathroom,

  Jose Larios LAMACCHIA REALTY, INC

  99 Cambridge Ave, 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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  /7

  $140,000

  • 5 Beds
  • 2 Baths
  • 3,000 Sq Ft

  1223 North St, Pittsfield, MA 01201

  Two family flat with enormous investment potential. Separative utilities for each unit. Property is being sold as is.Note: Current property boundaries as appearing in the assessor's records may not reflect the true boundaries. Seller shall confirm property boundaries prior to closing.

  Joseph Jennings SIGNATURE ASSOCIATES

  1223 North St, Pittsfield, MA 01201
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  /31

  $537,000

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  30 Clifden Ct Unit 5, Lenox, MA 01240

  Enjoy easy, low-maintenance living in this sought-after Birchwood Village condo! This 2 bed, 2 bath townhome features beautiful hardwood floors, an updated kitchen, and a living room with a cozy wood-burning fireplace. Step outside onto your private deck to relax in a quiet, wooded setting. A separate den provides the perfect space for a home office or guest area. You'll love the convenience of

  Tony Segalla LANCE VERMEULEN RE, INC

  30 Clifden Ct Unit 5, Lenox, MA 01240
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  /36

  $359,900

  • 3 Beds
  • 1 Bath
  • 1,553 Sq Ft

  210 Pine Grove Dr, Pittsfield, MA 01201

  Tucked at the end of a quiet cul-de-sac, 210 Pine Grove Drive in Pittsfield is a very well-cared after home that incorporates comfort, functionality, and convenience. The first floor features a spacious primary bedroom and full bathroom, perfect for one-floor living, along with hardwood floors, vinyl siding for easy upkeep, two ductless wall-mounted AC units for efficient cooling. Upstairs offers

  Brett Haas GELINAS REAL ESTATE

  210 Pine Grove Dr, Pittsfield, MA 01201
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  /5

  $85,000

  • Land
  • 1.03 Acres
  • $82,524 per Acre

  LOT #6 Cascade St, Pittsfield, MA 01201

  Discover the perfect opportunity to own this wonderful piece of land. Looking for the perfect spot to build your perfect dream home well look no further. This amazing lot is nestled in a very desirable West Pittsfield neighborhood offering 1.003 acres. You can enjoy the great outdoors being so close to the local lakes, ski resorts and state parks. This lot is also very convenient to local

  Michelle Picard NOCHER REALTY

  LOT #6 Cascade St, Pittsfield, MA 01201
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  /54

  $629,900

  • 4 Beds
  • 3.5 Baths
  • 3,561 Sq Ft

  2 Amy Ct Unit 2, Pittsfield, MA 01201

  Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are

  Cory Evangelisto NOCHER REALTY

  2 Amy Ct Unit 2, Pittsfield, MA 01201
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  /36

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,163 Sq Ft

  95 Cheshire Rd, Pittsfield, MA 01201

  Charming 3 bedroom cape style home located within walking distance to Allendale shopping center. @ bedrooms conveniently located on the first floor. The upstairs has a generous room with a large close as well as a bonus room across the hall. Hardwood floors are waiting for a finish to bring them back to life. Replacement windows and a newer 200 amp electric service. There is a 2 car detached

  Janet Benoit Janet L. Benoit

  95 Cheshire Rd, Pittsfield, MA 01201
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  /14

  $369,900

  • 4 Beds
  • 1.5 Baths
  • 1,532 Sq Ft

  211 Hancock Rd, Pittsfield, MA 01201

  Colonial home with 4 bedrooms, 1.5 baths, fenced-in backyard and attached garage, located on a corner lot, within walking distance to Pontoosuc Lake, a motor-boat lake that is great for swimming, fishing and canoeing. It is a lovely place with picnic tables and a boat ramp! The property offers an inviting front porch leading to a great first floor layout , featuring living room with wood burning

  Maria Liccardi LAMACCHIA REALTY, INC

  211 Hancock Rd, Pittsfield, MA 01201
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  /31

  $292,000

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

  15 Atlantic Ave, Pittsfield, MA 01201

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

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  15 Atlantic Ave, Pittsfield, MA 01201
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  /39

  $244,900

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

  2 Rolling Hills Unit bldg2-4, Lenox, MA 01240

  As summer winds down... if you are looking for your fall/winter project - take a look at this value-priced Rolling Hills condo! Priced below assessed value to offer immediate equity, this two-bedroom/two bath unit has much to offer. Original parquet flooring now revealed under the former wall-to-wall carpet. Private rear deck looks toward Yokun Brook. Partially finished lower level with

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  2 Rolling Hills Unit bldg2-4, Lenox, MA 01240
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  /26

  $239,900

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft

  29 Crystal St, Pittsfield, MA 01201

  Don't miss this renovated 875 sq ft ranch, offering one-level living with thoughtful updates throughout. This home features a brand-new roof, windows, kitchen, bathroom, and flooringa"everything has been done for you! Enjoy a bright layout with a modern kitchen, updated bath, and cozy living spaces. The breezeway adds bonus space and connects the home to a spacious yard, perfect for relaxing or

  Robin Moore 413 REAL ESTATE

  29 Crystal St, Pittsfield, MA 01201
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  /44

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  712 Barker Rd, Pittsfield, MA 01201

  Welcome to 712 Barker Road, a charming cape-style home nestled on a generous .71 acres in Pittsfield, MA. This delightful 3-bedroom, 2-bath residence features a spacious first floor with a well-appointed kitchen, inviting dining room, cozy living room, full bath, along with a convenient first-floor bedroom in addition to a large den off of the kitchen over looking the backyard. Upstairs, you'll

  Doug Collins LAMACCHIA REALTY, INC

  712 Barker Rd, 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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  /49

  $379,900

  • 3 Beds
  • 1.5 Baths
  • 1,171 Sq Ft

  193 S Mountain Rd, Pittsfield, MA 01201

  Charming Cottage Retreat on Over 9 Acres!Nestled in a serene wooded setting, this inviting cottage offers the perfect blend of cozy charm and modern comfort. The home provides surprising privacy and peace, all while being conveniently located. Step inside to discover a warm and welcoming interior, featuring wood floors, a spacious kitchen perfect for cooking and entertaining, and an enclosed,

  Robin Moore 413 REAL ESTATE

  193 S Mountain Rd, 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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  /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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  /57

  $1,595,000

  • 5 Beds
  • 3 Baths
  • 3,043 Sq Ft

  593 Lakeway Dr, Pittsfield, MA 01201

  This exceptional lakefront retreat offers it all! Nearly 100 feet of eastern shoreline, private dock, and shimmering in-ground pool. Inside, a beautiful kitchen flows into living spaces with lake views from nearly every room. The first floor also features a spacious living room, dining area, play/relaxation room, office with custom desk/Murphy bed, and full bath. Upstairs, the luxurious primary

  Victoria Standring LAMACCHIA REALTY, INC

  593 Lakeway Dr, Pittsfield, MA 01201
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  /29

  $239,000

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft

  48 Copley Terrace, Pittsfield, MA 01201

  Charming and well-maintained 3BR, 2BA home with one bedroom and full bath on the first floor, and two bedrooms and a full bath upstairs. Inside, you'll find a welcoming living room with bay window, a spacious kitchen, and a cozy screened porch. Thoughtful updates include new 2nd-floor bathroom fixtures and plumbing, refreshed siding with added insulation, rebuilt front steps and porch railings,

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  48 Copley Terrace, Pittsfield, MA 01201
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  /24

  $280,000

  • 3 Beds
  • 1 Bath
  • 1,307 Sq Ft

  3 Tampa Ct, Pittsfield, MA 01201

  Charming Southeast home located on a corner lot featuring hardwood floors, cherry cabinets, with a center island open to the dining area featuring a brick accent wall. Enjoy the convenience of a first -floor bedroom and full bathroom. Outside, enjoy a fenced-in back yard, with fruit trees, and a storage shed. Your dream home awaits and is brimming with character!

  Jessica Rizzo LAMACCHIA REALTY, INC

  3 Tampa Ct, Pittsfield, MA 01201
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  /22

  $389,900

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

  127 Oak Hill Rd, Pittsfield, MA 01201

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

  Stacy Hebb NOCHER REALTY

  127 Oak Hill Rd, Pittsfield, MA 01201
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  /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
• 

  

  /29

  $189,900

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  245 Onota St, Pittsfield, MA 01201

  Welcome to this cozy and versatile home offering 2-3 bedrooms, perfect for first-time buyers, downsizers, or investors. Step inside to a bright enclosed porch -- an ideal spot for morning coffee or extra living space. The home features a flexible layout with two bedrooms upstairs and a room that could serve as a third bedroom, office, or dining. The fully fenced yard is perfect for pets,

  Robin Moore 413 REAL ESTATE

  245 Onota St, Pittsfield, MA 01201
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  /36

  $289,000

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

  89 Robbins Ave, Pittsfield, MA 01201

  Beautifully renovated 2-family flat, perfect for an investor or owner-occupant. This move-in ready property features a brand-new roof, updated heating systems, modern kitchens, stylishly remodeled bathrooms, and more. Each unit offers fresh finishes and comfortable living spaces. Enjoy a large, fenced-in yard--ideal for pets, entertaining, or gardening. Conveniently located near shops, dining,

  Michele Purcell LAMACCHIA REALTY, INC

  89 Robbins Ave, Pittsfield, MA 01201
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  /31

  $159,000

  • 3 Beds
  • 1.5 Baths
  • 3,450 Sq Ft

  334 Columbus Ave, Pittsfield, MA 01201

  A unique opportunity to own a work/live space. The building consists of an updated 3 bedroom house with kitchen, dining, and living room. The ''shop'' space has heat and a separate bathroom. It also boasts a detached two car garage with power. There are endless possibilities with this property. Bring your ideas and let them flow!

  Michele Purcell Lamacchia Realty, Inc.

  334 Columbus Ave, Pittsfield, MA 01201
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  /28

  $159,900

  • 3 Beds
  • 1.5 Baths
  • 3,450 Sq Ft

  334 Columbus Ave, Pittsfield, MA 01201

  A unique opportunity to own a work/live space. The building consists of an updated 3 bedroom house with kitchen, dining, and living room. The ''shop'' space has heat and a separate bathroom. It also boasts a detached two car garage with power. There are endless possibilities with this property. Bring your ideas and let them flow!

  Michele Purcell LAMACCHIA REALTY, INC

  334 Columbus Ave, Pittsfield, MA 01201
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  /32

  $549,900

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

  561 Pecks Rd, Pittsfield, MA 01201

  Fully updated and ready for lake life! This two bedroom, two bathroom home sits just a short walk to the shores of beautiful Onota Lake. This home has been updated throughout over the last five years. As you step inside to an open, light-filled living space and formal dining room both offering an inviting atmosphere. The renovated kitchen offers plenty of storage and space for cooking. Two

  Cory Evangelisto NOCHER REALTY

  561 Pecks Rd, Pittsfield, MA 01201
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  /49

  $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
• 

  

  /22

  $329,850

  • 3 Beds
  • 1 Bath
  • 1,274 Sq Ft

  104 Quirico Dr, Pittsfield, MA 01201

  Sought after established neighborhood in the country but close to everything! Enjoy this well-maintained ranch style home in a location surrounded by land, woods, Tween Brook Farm, Sacket Brook, Housatonic River for canoeing and kayaking, Millbrook (Maple) Sugar House, yet not far from groceries, restaurants, shopping, movies, theater, downtown Pittsfield, Lenox, Lee, and turnpike. Immaculate

  Mark Harris SIGNATURE ASSOCIATES

  104 Quirico Dr, Pittsfield, MA 01201
• 

  

  /28

  $299,000

  • 2 Beds
  • 1 Bath
  • 528 Sq Ft

  20 Pine Rd, Richmond, MA 01254

  Just steps from the sparkling shoreline of Richmond Pond, this year-round bungalow offers relaxed Berkshire living with a touch of charm. The inviting living area centers around a cozy propane fireplace, complemented by a bright vaulted ceiling great room that's perfect for morning coffee, reading, or seasonal entertaining.Set within the vibrant Richmond Shores community, enjoy easy access to a

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  20 Pine Rd, Richmond, MA 01254
• 

  

  /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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