146

Homes for Sale near Hillcrest Educational Foundation

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  • /46

    $429,900 Open Sat 10AM - 12PM

    • 3 Beds
    • 3 Baths
    • 1,892 Sq Ft

    42 Lexington Pkwy, Pittsfield, MA 01201

    Welcome to 42 Lexington Parkway, a beautifully maintained Colonial tucked into one of Southeast Pittsfield's most desirable neighborhoods. Offering over 1,800 square feet of living space, this home is larger than it appears and filled with thoughtful updates throughout. A freshly painted exterior and exceptional curb appeal make this a home you'll love coming back to.A beautiful, wide, and

    Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

    42 Lexington Pkwy, Pittsfield, MA 01201
  • /51

    $424,900

    • 4 Beds
    • 2 Baths
    • 2,606 Sq Ft

    133 Pomeroy Ave, Pittsfield, MA 01201

    Step into style and comfort in this beautifully maintained move-in ready four bedroom, two-bath home in Southeast Pittsfield Conveniently located and perfectly positioned on a landscaped, fenced, corner lot. From the moment you enter the spacious hallway, you'll see gleaming hardwood floors that add warmth and character to every room. First floor includes timeless charm of a fireplaced living

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    133 Pomeroy Ave, Pittsfield, MA 01201
  • /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
  • /20

    $445,000

    • 3 Beds
    • 2.5 Baths
    • 2,075 Sq Ft

    145 Velma Ave, Pittsfield, MA 01201

    AMAZING 3 Bedroom, 2.5 Bath Contemporary in a Wonderful South Pittsfield Neighborhood! Immaculate inside and out, this home offers an open, bright floor plan perfect for everyday living or a second home retreat. Enjoy beautiful wooded views from the rear Trex deck, fireplaced family room, and kitchen. The new granite kitchen features wood floors and flows seamlessly into the main living

    Elisha Poirier STONE HOUSE PROPERTIES, LLC

    145 Velma Ave, Pittsfield, MA 01201
  • /44

    $250,000

    • 4 Beds
    • 1 Bath
    • 1,740 Sq Ft

    9 Lincoln St, Pittsfield, MA 01201

    Welcome to 9 Lincoln Street, featuring white interior, hardwood floors throughout, large sun-filled rooms, and an open, flowing layout. The main level features a spacious living room, a bonus room that could serve as a first-floor bedroom, a dining room, and kitchen with direct access to a fully fenced backyard. Double doors open to an outdoor space ideal for relaxing or entertaining. Upstairs

    Jessica Rizzo LAMACCHIA REALTY, INC

    9 Lincoln St, Pittsfield, MA 01201
  • /43

    $305,000

    • 7 Beds
    • 3 Baths
    • 3,264 Sq Ft

    139 Robbins Ave, Pittsfield, MA 01201

    Expansive duplex offering a three bedroom unit and a four bedroom unit. Recently remodeled with updated kitchens, bathrooms, flooring, and paint throughout. One unit enters into a open and bright living room off the kitchen with a first floor bedroom and full bathroom with laundry. Second floor includes another full bathroom and three large bedrooms. The second unit which has also been updated

    Cory Evangelisto NOCHER REALTY

    139 Robbins Ave, Pittsfield, MA 01201
  • /60

    $1,350,000

    • 4 Beds
    • 4.5 Baths
    • 3,991 Sq Ft

    9 October Hill Dr, Lenox, MA 01240

    Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a

    Paula McLean PAULA MCLEAN REALTORS INC.

    9 October Hill Dr, Lenox, MA 01240
  • /30

    $179,900

    • 5 Beds
    • 2 Baths
    • 1,768 Sq Ft

    24 Southern Ave, Pittsfield, MA 01201

    Two-family flat offering strong potential for investors or owner-occupants seeking rental income. Located close to town, this property features a 3-bedroom, 1 bath first-floor unit with a de-lead certificate that will soon be vacant and a 2-bedroom 1-bath second-floor unit that has been de-leaded but has no certificate and is currently on a month-to-month lease. An enclosed front porch adds charm

    Cindy Carrigan LAMACCHIA REALTY, INC

    24 Southern Ave, Pittsfield, MA 01201
  • /5

    $39,000

    • Land
    • 17,860 Sq Ft
    • $95,120 per Acre

    33 Circular Ave, Pittsfield, MA 01201

    Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

    Cory Evangelisto NOCHER REALTY

    33 Circular Ave, Pittsfield, MA 01201
  • /7

    $380,000

    • Land
    • 15 Acres
    • $25,333 per Acre

    0 Churchill St Unit 248259, Pittsfield, MA 01201

    Price reduction. Motivated seller.Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road

    Sally Carr KEY REALTY

    0 Churchill St Unit 248259, Pittsfield, MA 01201
  • /14

    $358,000

    • 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
  • /50

    $7,975,000

    • 8 Beds
    • 6.5 Baths
    • 9,364 Sq Ft

    399 Under Mountain Rd, Lenox, MA 01240

    Highwick Farm Manor House is a beautifully restored Berkshire Cottage originally built as a gentleman's equestrian estate. After years of meticulous renovation and thoughtful restoration this remarkable property stands now complete, showcasing exquisite craftsmanship and timeless grandeur. Highwick features lead-glass windows framing picturesque views, ten fireplaces, walnut paneling and pocket

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    399 Under Mountain Rd, Lenox, MA 01240
  • /30

    $595,000

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    1136 Barker Rd Unit 27, Pittsfield, MA 01201

    Charming Condominium at South Pond Farm. 2 bedrooms 2-1/2 baths, brand new kitchen. Panoramic views of Richmond Pond from the living room/dining room and bedrooms. The community offers tennis, heated gunite swimming pool, private beach, kayak, /canoe racks, water aerobics, organized book groups and active social environment.

    Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    1136 Barker Rd Unit 27, Pittsfield, MA 01201
  • /49

    $360,000

    • 3 Beds
    • 2 Baths
    • 1,916 Sq Ft

    135 Allengate Ave, Pittsfield, MA 01201

    This classic brick Cape-style home blends comfort, convenience, and charm. Come sit in living room and curl up in front of the fireplace on chilly days, or settle in the south facing sunroom overlooking the deep, fenced back yard The floor plan flows easily from one room to the next, connected by the inviting dining room. Two bedrooms and a full bath are on the first floor with the primary suite

    Anne Meczywor ROBERTS & ASSOC. REALTY, INC

    135 Allengate Ave, Pittsfield, MA 01201
  • /27

    $385,000

    • 6 Beds
    • 6 Baths
    • 2,260 Sq Ft

    37 Melville St, Pittsfield, MA 01201

    Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

    Cory Evangelisto NOCHER REALTY

    37 Melville St, Pittsfield, MA 01201
  • /5

    $399,000

    • 8 Beds
    • 4 Baths
    • 3,536 Sq Ft

    144 Madison Ave Unit 4, Pittsfield, MA 01201

    Centrally located four-unit investment property on large corner lot with plenty of off-street private parking. New natural gas hot water boiler. Property is welll maintained with long term tenants and recent renovations. Large basement with separate electric. Conveniently located near restaurants, retail, medical facilities and key city amenities, a good location that supports strong tenant

    Lisa Kelley MACCARO REAL ESTATE

    144 Madison Ave Unit 4, Pittsfield, MA 01201
  • /13

    $195,000 Open Sat 12PM - 1:30PM

    • 2 Beds
    • 1 Bath
    • 747 Sq Ft

    243 Robbins Ave, Pittsfield, MA 01201

    Completely renovated in 2021, this thoughtfully updated 2-bedroom, 1-bath home offers easy, low-maintenance living with a fresh, modern feel throughout. With 747 square feet of efficiently designed space, every inch has been maximized for comfort and functionality.The interior features updated finishes, an inviting layout, and abundant natural light, creating a warm and welcoming atmosphere. The

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    243 Robbins Ave, Pittsfield, MA 01201
  • /2

    $19,999

    • Land
    • 16,639 Sq Ft
    • $52,353 per Acre

    0 Brown St, Pittsfield, MA 01201

    Build your vision on this 0.382-acre residential lot located in the heart of Pittsfield, Massachusetts. Classified as Residential - Land, this 16,649 sq ft parcel sits within the R6 zoning district, offering excellent potential for a single-family home or a thoughtful residential development. Positioned in District 236, Block 1, Lot 6 (APN: M:I12 B:0001 L:006), this property provides a great

    Alex King Lock and Key Realty, Inc

    0 Brown St, Pittsfield, MA 01201
  • /30

    $679,000

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

    28 Evergreen Trail Unit 28, Lenox, MA 01240

    Custom designed 4 BR, 3.5 bath Townhome with Kennedy Park in your back yard! A one owner home with many upgrades make this one of the most desirable in Lenox Woods. Open floor plan with gorgeous kitchen, granite countertops, tile floors & high backsplash, stainless, upgraded appliances and walk in pantry; stone fireplace enjoyed by all the common spaces; first floor en-suite BR; screened porch

    Mary Jo Piretti PIRETTI REAL ESTATE

    28 Evergreen Trail Unit 28, Lenox, MA 01240
  • /41

    $289,900

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

    246 Dalton Ave, Pittsfield, MA 01201

    Welcome to 246 Dalton Ave, a charming colonial-style home nestled in the heart of Pittsfield, MA. This delightful residence features four spacious bedrooms and one and a half baths, perfect for families or those seeking extra space. The home does offer potential for a 1st floor bedroom as well. The classic architecture is complemented by modern updates, providing a cozy yet stylish living

    Doug Collins LAMACCHIA REALTY, INC

    246 Dalton Ave, Pittsfield, MA 01201
  • /42

    $330,000

    • 4 Beds
    • 2 Baths
    • 1,741 Sq Ft

    5 Marco Dr, Pittsfield, MA 01201

    Move-in ready and freshly reimagined, this spacious home offers 4 bedrooms and 2 full baths, including a fully finished, heated lower level that expands the living space. The upper level features bright living and dining areas, a functional kitchen with direct access to a two-tier deck for outdoor living, and two comfortable bedrooms with ample closet space. The finished lower level, filled with

    Team ROVI Real Broker MA, LLC

    5 Marco Dr, Pittsfield, MA 01201
  • /2

    $29,900

    • Land
    • 3,920 Sq Ft
    • $332,222 per Acre

    15 Orlando Ave Parcel 2, Pittsfield, MA 01201

    This vacant lot featuring 50.07 feet of frontage on Daytona Ave presents a rare opportunity to build a potential Accessory Dwelling Unit (ADU) if purchased with the adjacent property in a desirable Berkshire location. Just minutes from Pontoosuc Lake, the property is ideally situated for those seeking a peaceful setting with convenient access to recreation and local amenities. City water, sewer,

    Dennis LeClair RE/MAX Compass

    15 Orlando Ave Parcel 2, Pittsfield, MA 01201
  • /8

    $380,000

    • Land
    • 15 Acres
    • $25,333 per Acre

    365 Churchill St, Pittsfield, MA 01201

    Discover the ideal setting for your next home or retreat on this 15-acre parcel in West Pittsfield. Thoughtfully prepared, the property already features installed electricity, along with a newly constructed driveway and building pad. Enjoy a perfect blend of open and wooded land, including 5+ acres of fields, 10 acres of forest, and approximately 700 feet of road frontage. With city water,

    Sarah Carr Key Realty

    365 Churchill St, Pittsfield, MA 01201
  • /33

    $799,000 New Construction

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

    15 Cherry Hill Dr, Pittsfield, MA 01201

    Berkshire Country Meadows single-family condo almost ready for occupancy. Seeking single level living? Compare this for value! 2000 sq ft, 3 br, 2 bath, central a/c, natural gas heat, gas fireplace hardwood flooring, screened porch, large basement offers expansion possibilities, and a two-car garage. Still time to make some custom finishes. Established condo community with pool, tennis, and

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    15 Cherry Hill Dr, Pittsfield, MA 01201
  • /69

    $699,000

    • 5 Beds
    • 4.5 Baths
    • 3,381 Sq Ft

    33 Alpine Trail, Pittsfield, MA 01201

    Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

    Cortney Dupont COHEN & WHITE ASSOCIATES

    33 Alpine Trail, Pittsfield, MA 01201
  • /27

    $219,900

    • 2 Beds
    • 1.5 Baths
    • 866 Sq Ft

    139 Second St, Pittsfield, MA 01201

    This renovated home is now getting a new roof! The property offers 2 bedrooms and 2 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

    Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

    139 Second St, Pittsfield, MA 01201
  • /33

    $319,900

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    27 Morgan St, Pittsfield, MA 01201

    Welcome to 27 Morgan Street, a bright and inviting home tucked away on a quiet dead-end street in Pittsfield.Natural light fills the main living spaces, highlighting gleaming wood floors and creating a warm, easy feel. The first floor offers a circular layout with a spacious, light-filled living room.Upstairs features three well-sized bedrooms and a full bath.Enjoy a charming front porch and a

    Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

    27 Morgan St, Pittsfield, MA 01201
  • /6

    $70,000

    • 12 Beds
    • 5 Baths
    • 4,032 Sq Ft

    48 Brown St, Pittsfield, MA 01201

    Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

    Xavier Cruz Fathom Realty

    48 Brown St, Pittsfield, MA 01201
  • /23

    $315,000

    • 2 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    1 Colt Rd Unit 7, Pittsfield, MA 01201

    Sophisticated living in Pittsfield's most walkable neighborhood! This move-in ready 2BR/1.5BA bright condominium spans 1,320 SF across two thoughtfully designed levels. Freshly painted interiors & brand new carpeting create a like-new feel. Main level showcases a large great room with wood-burning fireplace, formal dining area, cozy kitchen, convenient laundry & half bath. Upstairs offers a

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Colt Rd Unit 7, Pittsfield, MA 01201
  • /31

    $179,900

    • 7 Beds
    • 4.5 Baths
    • 3,672 Sq Ft

    15 Buel St, Pittsfield, MA 01201

    Come finish the renovation of this expansive 7 bedroom home! This project is ready for your vision and creativity to bring it to fruition! Don't miss this opportunity!

    Benjamin Hause Keller Williams Realty North Central

    15 Buel St, Pittsfield, MA 01201
  • /12

    $175,000

    • 6 Beds
    • 2 Baths
    • 2,128 Sq Ft

    242 Wahconah St, Pittsfield, MA 01201

    Investor Special! This gutted duplex offers a blank canvas with 6 bedrooms, 2 bathrooms, and 2,000 sqft of space, plus the possibility of additional living space in the attic. this property features a large backyard with a serene water stream, A standing garage remains on site for additional storage or future use. Situated on a 13,108 sqft lot, can also be bundled with 40 Pecks Rd & 48 Brown st

    Xavier Cruz Fathom Realty

    242 Wahconah St, Pittsfield, MA 01201
  • /41

    $4,850,000

    • 13 Beds
    • 13.5 Baths
    • 9,510 Sq Ft

    2 Kemble St, Lenox, MA 01240

    The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental.The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a

    Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

    2 Kemble St, Lenox, MA 01240
  • /27

    $224,900

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    132 Daniels Ave, Pittsfield, MA 01201

    This 3-bedroom, 2-bath home is a great starter opportunity. The flexible layout includes a convenient first-floor bedroom with two additional bedrooms upstairs. The living room and dining room have been freshly painted and feature new vinyl flooring. A spacious kitchen offers plenty of room for cooking and gathering. Outside, enjoy a fenced-in backyard and a detached one-car garage for added

    Jim Thurston LAMACCHIA REALTY, INC

    132 Daniels Ave, Pittsfield, MA 01201
  • /29

    $344,900

    • 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
  • /29

    $139,900

    • 3 Beds
    • 2 Baths
    • 1,168 Sq Ft

    167 Daniels Ave, Pittsfield, MA 01201

    Opportunity for a 3/2 full rehab. Buyer is responsible for all final readings and inspections. Property sold AS IS. WINTERIZED. Utilities will not be activated. Electic is currently on. Buyer agent must submit offers through the link in firm remarks. Call or text listing BROKER for showings. Vac on lockbox.

    Maureen DeRito Landmark REO Inc.

    167 Daniels Ave, Pittsfield, MA 01201
  • /28

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft

    74 Holmes Rd, Lenox, MA 01240

    Charming Cape in Lenox! Spacious eat in kitchen with access to a screened porch and large deck overlooking the private backyard, living room with wood flooring, quaint dining area, mudroom that connects to the garage, first floor bedroom and full bath. Second level has two bedrooms and finished family room in lower level walkout. Property has had several improvements made within the last 15 years

    Cortney Dupont COHEN & WHITE ASSOCIATES

    74 Holmes Rd, Lenox, MA 01240
  • /33

    $534,900

    • 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 waterfront 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.

    Cory Evangelisto NOCHER REALTY

    561 Pecks Rd, Pittsfield, MA 01201
  • /94

    $2,390,000

    • 6 Beds
    • 4.5 Baths
    • 7,894 Sq Ft

    500 Williams St, Pittsfield, MA 01201

    Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    500 Williams St, Pittsfield, MA 01201
  • /68

    $1,350,000

    • 5 Beds
    • 4.5 Baths
    • 4,948 Sq Ft

    65 Crofut St, Pittsfield, MA 01201

    Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    65 Crofut St, Pittsfield, MA 01201
  • /48

    $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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