3,435

Homes in ZIP Code 01240

Section Image
    • /28

      Est $2,051,496 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 5,800 Sq Ft

      15 Blossom Hill, Lenox, MA 01240

      15 Blossom Hill, Lenox, MA 01240
  • /14

    $199,500

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    260 Pittsfield Rd Unit B-5, Lenox, MA 01240

    Light, updated, and move in ready this 1BR/1BA, 800 sq ft condo at Lenox Heights offers easy Berkshire living minutes to downtown Lenox and Tanglewood. The renovated kitchen features crisp cabinetry and stainless appliances, opening to a sunny living/dining area with sliders to a private rear balcony, perfect for morning coffee or unwinding after a show. Plush wall-to-wall carpeting creates a

    Samantha Homeyer BIRCH PROPERTIES

    260 Pittsfield Rd Unit B-5, Lenox, MA 01240
  • /28

    $253,207 Sold Jul 14, 2025

    • 1,552 Sq Ft
    • $163/SF
    • 47 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1976

    8 Rolling Hills Unit 9, Lenox, MA 01240

    Welcome to The Rolling Hills Townhouse Community in the glorious town of Lenox, Mass. The facility boasts the finest of amenities including a fully equipped clubhouse, fitness center, pool, tennis, community gardens and walking trails for you and your furry friends. Only minutes from downtown fine restaurants, shopping , Shakespeare&Company and Tanglewood. The school system is one of the most

    Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    8 Rolling Hills Unit 9, Lenox, MA 01240
    • /28

      Est $750,400 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,140 Sq Ft

      461 Under Mountain Rd, Lenox, MA 01240

      461 Under Mountain Rd, Lenox, MA 01240
  • /18

    $285,000

    • 2 Beds
    • 3 Baths
    • 1,770 Sq Ft

    2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240

    If you are looking for location, Rolling Hills is the place to be. Just minutes from Tanglewood, Shakespeare & Company, skiing, arts, and all of the Culture the Berkshires has to offer. This unit is right across from the Clubhouse/Pool/fitness room. This unit has 2 bedrooms, 3 baths, additional family room on the lower level and newer appliances. Enjoy the Tennis/pickle ball courts or take swim

    Toni Marie Gage SIGNATURE ASSOCIATES

    2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
  • /40

    $660,000 Sold Jul 10, 2025

    • 1,853 Sq Ft
    • $356/SF
    • 133 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1988

    176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262

    Some of the best views the Berkshires have to offer. One of the ''Great Estates'' conversions, Winden Hill condos are in Stockbridge, but within 1.5 miles of downtown Lenox and a short drive to Tanglewood. Located in the Smith building - this unit features 2 bedrooms each with private bath. Easy entertaining in the great room with fireplace and vaulted ceiling. French door leads to the

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    176 Old Stockbridge Rd Unit Smith 2, Stockbridge, MA 01262
    • /29

      Est $787,391 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,368 Sq Ft

      82 Old Stockbridge Rd, Lenox, MA 01240

      82 Old Stockbridge Rd, Lenox, MA 01240
  • /58

    $4,995,000

    • 7 Beds
    • 8 Baths
    • 13,261 Sq Ft

    319 Under Mountain Rd, Lenox, MA 01240

    Pine Needles.Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest,

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    319 Under Mountain Rd, Lenox, MA 01240
  • /26

    $550,000 Sold Jul 09, 2025

    • 597 Sq Ft
    • $921/SF
    • 6 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1900

    170 Main St, Lenox, MA 01240

    The most charming ''tiny house''....the one you drive by all the time and it makes you smile! Open kitchen/dining/living with a separate bedroom and full bath. Beautiful hardwood floors, tongue & groove on the walls, charming windows and a snazzy blue door complete the picture. Full basement plus two outbuildings with lots of potential. Mini split for heat and A/C or supplement with the

    Mary Jo Piretti PIRETTI REAL ESTATE

    170 Main St, Lenox, MA 01240
    • /39

      Est $772,998 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,255 Sq Ft

      190 Hubbard St, Lenox, MA 01240

      190 Hubbard St, Lenox, MA 01240
  • /45

    $549,000

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

    31 Saint Ann's Ave, Lenox, MA 01240

    OPEN HOUSE Sunday Sept. 21, 2025 from12-2pm!Beautifully located near downtown Lenox!The Claude and Louise Delahaye House is tucked away on peaceful St. Ann's Ave, just steps from the iconic St. Ann's Church!Lenox's shops, dining, and cultural attractions are just a stroll away!Inside, 1,700 sq ft of tastefully updated living space blends preserved period details with modern touches. OWN - Instead

    Audrey Matys BERKSHIRE LISTINGS

    31 Saint Ann's Ave, Lenox, MA 01240
  • /13

    $105,000 Sold Jul 08, 2025

    • Land
    • 0.78 Acre
    • $134,615 per Acre
    • 210 Days On Market

    0 Plunkett St, Lenox, MA 01240

    Lenox - Partially wooded corner lot at the junction of Plunkett and Laurel Lake Road. Much of the lot has been mowed and maintained over the years with an established lawn. Town water and natural gas on the street. Close to Laurel Lake, Shakespeare, the Mount and High Lawn Farm and minutes to Lenox village.

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    0 Plunkett St, Lenox, MA 01240
    • /25

      Est $358,139 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,116 Sq Ft

      6 Jennifer St, Lenox, MA 01240

      6 Jennifer St, Lenox, MA 01240
  • /6

    $250,000

    • 4 Beds
    • 2 Baths
    • 1,986 Sq Ft

    249 Pittsfield Rd, Lenox, MA 01240

    Opportunity knocks in the Berkshires! COMMERCIALLY & RESIDENTIALLY ZONED. This 3-acre gem on scenic Route 7 in Lenox offers a rare blend of space, potential, and prime location. Nestled among mature trees and open land, the property features a 1,986 sq ft farmhouse-style home waiting to be restored to its former glory. With residential and commercial zoning, two curb cuts, and access to natural

    Reciprocal Reciprocal Berkshire Reciprocal

    249 Pittsfield Rd, Lenox, MA 01240
  • /34

    $1,392,500 Sold Jun 25, 2025

    • 4,800 Sq Ft
    • $290/SF
    • 236 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 1989

    125 Old Stockbridge Rd, Lenox, MA 01240

    A grand two-story foyer with a beautifully crafted staircase welcomes your entrance to this stately home. The spacious rooms are bathed in natural light. Wonderful details include two fireplaces, French doors, butler's pantry, back staircase, beautiful wood floors. Large eat-in kitchen and formal dining room. Gracious back porch off the family room looks out to the lovely meadow and woods.

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    125 Old Stockbridge Rd, Lenox, MA 01240
    • /34

      Est $1,435,348 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 5,664 Sq Ft

      12 Housatonic St, Lenox, MA 01240

      12 Housatonic St, Lenox, MA 01240
  • /50

    $4,985,000

    • 13 Beds
    • 13.5 Baths
    • 9,556 Sq Ft

    2 Kemble St, Lenox, MA 01240

    The Kemble, a registered ''Great Estate'' built in 1881 is located in the heart of the thriving downtown Lenox business district. This classic Colonial Revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury rental property, and is being offered as a turn key operation. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and

    Cameron Volastro STONE HOUSE PROPERTIES, LLC

    2 Kemble St, Lenox, MA 01240
  • /39

    $615,250 Sold Jun 25, 2025

    • 1,600 Sq Ft
    • $385/SF
    • 28 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1963

    9 Sullivan Ln, Lenox, MA 01240

    Charming move-in-ready 4-bedroom, 2-bath home, thoughtfully renovated in 2010. This home combines modern updates with comfort and convenience. The full renovation in 2010 included a new septic system, Buderus boiler, all new windows, roof & Hardie Plank siding and an upstairs expansion including a shed dormer, 3 bedrooms, and a full bath. This home has been continually updated and maintained over

    Erin Candee LANCE VERMEULEN RE, INC., LENOX

    9 Sullivan Ln, Lenox, MA 01240
    • /25

      Est $701,966 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,758 Sq Ft

      108 Kemble St, Lenox, MA 01240

      108 Kemble St, Lenox, MA 01240
  • /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
  • /35

    $345,000 Sold Jun 20, 2025

    • 1,552 Sq Ft
    • $222/SF
    • 1 Day On Market
    • 2 Beds
    • 3 Baths
    • Built 1976

    4 Rolling Hills Unit 4-9, Lenox, MA 01240

    Move right into this beautifully updated two-bedroom, three full bath condo located in the highly sought-after Rolling Hills Condo Association in picturesque Lenox, Massachusetts. The brand-new kitchen is a standout feature, boasting all-new cabinetry, stylish butcher block countertops, updated flooring, and a complete suite of modern appliances. Throughout the main living areas, quality laminate

    Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    4 Rolling Hills Unit 4-9, Lenox, MA 01240
    • /28

      Est $390,626 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft

      16 E New Lenox Rd, Lenox, MA 01240

      16 E New Lenox Rd, Lenox, MA 01240
  • /5

    $385,900

    • Land
    • 15.91 Acres
    • $24,255 per Acre

    2 New Lenox Rd, Lenox, MA 01240

    Opportunity Knocks! Expansive Lenox parcel - currently 2 approved building lots (1.0 acre and 14.91 acres) w/ frontage on East Street and New Lenox Road. Seller has a proposed subdivision that would make it 4 lots (1.0 acre, 3.5 acres, 7.59 acres & 2.98 acres). Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Water, sewer & gas on

    Sean Taylor MORESI REAL ESTATE PARTNERS

    2 New Lenox Rd, Lenox, MA 01240
  • /16

    $152,500 Sold Jun 13, 2025

    • 670 Sq Ft
    • $228/SF
    • 6 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1970

    260 Pittsfield Rd Unit D - 7, Lenox, MA 01240

    Sweet and petite, this first floor unit at Lennox Heights is a great opportunity to enter the Lenox market. Enjoy the convenience of condo living! Open living/dining/kitchen, bedroom and full bath with shower/tub. Private rear patio faces the woods for privacy. HOA fee includes natural gas heat, hot water, basic cable/internet, water, sewer and the community includes outdoor pool, tennis,

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    260 Pittsfield Rd Unit D - 7, Lenox, MA 01240
    • /49

      Est $4,056,239 Not Listed For Sale

      • 6 Beds
      • 7 Baths
      • 10,371 Sq Ft

      89 Cliffwood St, Lenox, MA 01240

      89 Cliffwood St, Lenox, MA 01240
  • /23

    $230,000 New Construction

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

    1 Pittsfield Rd, Lenox, MA 01240

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

    Laiken Rapisarda LAMACCHIA REALTY, INC

    1 Pittsfield Rd, Lenox, MA 01240
  • /54

    $1,100,000 Sold Jun 11, 2025

    • 1,826 Sq Ft
    • $602/SF
    • 236 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    40 Frothingham Crossing, Lenox, MA 01240

    Don't miss the opportunity to explore all the possibilities of this Classic Lenox Mid Century home on almost five acres of glorious established gardens, mature landscaping and wonderful privacy with two abutting building lots that have been included in the offering......let your imagination run wild as you create your own vision for this magical property. Built with ultimate design focus of

    Mary Jane White COHEN & WHITE ASSOCIATES

    40 Frothingham Crossing, Lenox, MA 01240
    • /51

      Est $913,949 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,352 Sq Ft

      6 Cedar Ln, Lenox, MA 01240

      6 Cedar Ln, Lenox, MA 01240
  • /31

    $537,000 Pending

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

    30 - 5 Clifton Ct, 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 - 5 Clifton Ct, Lenox, MA 01240
  • /43

    $369,650 Sold Jun 10, 2025

    • 1,742 Sq Ft
    • $212/SF
    • 34 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1977

    7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240

    There are only a handful of the Tanglewood units in this 108 unit condo community! This one's a beauty! In addition to an extra room in the living area (used as formal dining or spacious den/home office), this unit also features a fully finished walk-out lower level with additional bedroom/full bath! Light-filled unit with large rear deck overlooking the October Mountains, this corner unit

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240
    • /20

      Est $414,801 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,436 Sq Ft

      44 New Lenox Rd, Lenox, MA 01240

      44 New Lenox Rd, Lenox, MA 01240
  • /31

    $537,000 Pending

    • 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
  • /21

    $165,000 Sold Jun 06, 2025

    • 800 Sq Ft
    • $206/SF
    • 15 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1970

    260 Pittsfield Rd Unit B-05, Lenox, MA 01240

    Sweet and petite - this one bedroom/one bath condo at Lennox Heights is a great alternative to paying rent! Light-filled unit with private rear balcony. On-site amenities include pool, tennis, dog walking area, On the bus-line and convenient to town, shopping, restaurants and area attractions.

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    260 Pittsfield Rd Unit B-05, Lenox, MA 01240
    • /36

      Est $693,054 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,266 Sq Ft

      43 Sherwood Dr, Lenox, MA 01240

      43 Sherwood Dr, Lenox, MA 01240
  • /30

    $559,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,858 Sq Ft

    178 New Lenox Rd, Lenox, MA 01240

    Move-in ready Lenox 4 bed 2 full bath with mountain views on 1 acre. 3 full bedrooms upstairs, 1st floor study/ 4th bedroom. Large screened back porch and front 3- season room. Town water and sewer, natural gas heat and see-through wild-life fence protects huge backyard. Recent updates - new roof, gutters, exterior paint, new front porch entrance and back stairs, refurbished 3 season room, sealed

    Sean Taylor MORESI REAL ESTATE PARTNERS

    178 New Lenox Rd, Lenox, MA 01240
  • /51

    $875,000 Sold May 30, 2025

    • 3,774 Sq Ft
    • $232/SF
    • 4 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1920

    850 Summer St Unit M11, Lee, MA 01238

    Unique opportunity at Fox Hollow - one condo, with two units!Downstairs Unit: the owner's unit has been updated and meticulously maintained, with a newer kitchen, central AC, custom closets, and a large and sunny deck. There are two large bedrooms with en-suite bathrooms, plus an additional smaller bedroom/office.Upstairs Unit: the second unit has 3-4 bedrooms, 2 full baths, a half bath with

    Katie Williams STONE HOUSE PROPERTIES, LLC

    850 Summer St Unit M11, Lee, MA 01238
    • /33

      Est $1,158,115 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,401 Sq Ft

      48 Cliffwood St, Lenox, MA 01240

      48 Cliffwood St, Lenox, MA 01240
  • /22

    $325,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,986 Sq Ft

    349 New Lenox Rd, Lenox, MA 01240

    Spacious 3 Bed/1 Bath Colonial located in a quiet Lenox neighborhood. This charming home offers: gleaming hardwood floors, an oversized family room which could be used as a 1st floor primary, a new Refrigerator & Stove, Washer & Dryer hook ups on the 1st floor, attached garage, steam heat and plenty of light throughout! Savor the beautiful Berkshires, while you lounge in your expansive flat

    Timothy Johnson NOCHER REALTY

    349 New Lenox Rd, Lenox, MA 01240
  • /16

    $297,375 Sold May 29, 2025

    • 709 Sq Ft
    • $419/SF
    • 2 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1968

    2 Morgan Manor Unit Bldg 2 - Unit 3, Lenox, MA 01240

    Immaculate and move-in ready! Looking for a walk-to-town setting? Morgan Manor is close to the village; close to Shakespeare, The Mount, and a short 2 mile drive to Tanglewood. Gleaming hardwood floors, open and updated kitchen. fully applianced including an in-unit stack washer/dryer. Updated lighting, freshly painted, newly replaced windows, custom window treatments. Additional dedicated

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    2 Morgan Manor Unit Bldg 2 - Unit 3, Lenox, MA 01240
    • /50

      Est $740,502 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,028 Sq Ft

      25 Saint Anns Ave, Lenox, MA 01240

      25 Saint Anns Ave, Lenox, MA 01240

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home