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Lenox, MA Condos for Sale

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  • /54

    $1,190,000

    $485K PRICE DROP
    • 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
  • /49

    $1,595,000

    $180K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,099 Sq Ft

    14 Fairway Dr, Lenox, MA 01240

    Experience refined Berkshire living at Coldbrooke East, where timeless elegance meets exceptional privacy. Perfectly sited at the end of a quiet cul-de-sac and abutting the golf course, this extraordinary six-bedroom, 5.5-bath residence offers luxurious single-level living with a thoughtfully designed 1,000-square-foot addition. Custom designer finishes, exceptional craftsmanship, and substantial

    Paula McLean PAULA MCLEAN REALTORS INC.

    14 Fairway Dr, Lenox, MA 01240
  • /36

    $4,150,000

    • 3 Beds
    • 3.5 Baths
    • 3,348 Sq Ft

    165 Kemble St Unit 18, Lenox, MA 01240

    Experience elevated wellness living in this exceptional Canyon Ranch penthouse in Lenox. This 3,300+ sq. ft. residence offers three spacious ensuite bedrooms, a powder room, an expansive great room, a chef's kitchen and three fireplaces that create a warm, inviting atmosphere. A private patio provides the perfect retreat to relax and enjoy the natural beauty of the Berkshires. Ownership includes

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    165 Kemble St Unit 18, Lenox, MA 01240
  • /27

    $659,800

    $14K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    28 Evergreen Trail Unit 28, Lenox, MA 01240

    Fantastic Offer! Custom-designed & beautifully maintained one-owner residence offering 4 bedrooms, 3.5 baths, in the most desirable location in the verdant Berkshires. Calm & Quiet with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community & the Arts. Lenox offers quality shops, farmers markets, Botanic Gardens & music. A beautiful open floor plan features a

    Heather Gallagher STONE HOUSE PROPERTIES, LLC

    28 Evergreen Trail Unit 28, Lenox, MA 01240
  • /36

    $315,000

    • 2 Beds
    • 1.5 Baths
    • 950 Sq Ft

    260 Pittsfield Rd Unit E6, Lenox, MA 01240

    Enjoy easy Berkshire living in this recently updated, bright and inviting 2-bedroom, 950 sq. ft. top-floor condo. An oversized slider brings in an abundance of natural light and creates a more open, spacious feel. Set within a pet-friendly community, residents enjoy a gas BBQ/picnic area, children's playground, tennis and pickleball courts, heated pool & walking trails. Comfortable and

    Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

    260 Pittsfield Rd Unit E6, Lenox, MA 01240
  • /47

    $369,900

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

    8 Rolling Hills Unit 8-12, Lenox, MA 01240

    Lovely Lenox Condo in the Beautiful Berkshires. Welcome home to this exceptional end-unit condominium at Rolling Hills in Lenox, offering a wonderful combination of comfort, privacy, scenic surroundings, and Berkshire lifestyle. This beautifully updated 3-bedroom, 3-full-bath residence offers approximately 1,552 square feet of living space with thoughtful improvements throughout. The inviting

    Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    8 Rolling Hills Unit 8-12, Lenox, MA 01240
  • /38

    $1,039,000

    $240K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,691 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
  • /22

    $199,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    260 Pittsfield Rd Unit A05, Lenox, MA 01240

    Enjoy effortless living in this beautifully renovated, move-in ready condo, perfectly situated between the vibrant energy of Pittsfield and the charm of Lenox center.This one-bedroom condo features brand new carpeting, generous closet space, and a modern kitchen with newer cabinetry and an updated bathroom. Natural light fills the living space, where sliding glass doors lead you to a private

    Molly Gillon COMPASS MASSACHUSETTS , LLC GB

    260 Pittsfield Rd Unit A05, Lenox, MA 01240
  • /47

    $1,399,000

    $51K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,968 Sq Ft

    3 A Coldbrooke Dr, Lenox, MA 01240

    Four-bedroom homes are a rarity at Coldbrooke, where most residences offer three. This one combines that hard-to-find layout and one of the community's more generous floor plans with a location beside the Miraval Berkshires resort and the historic Wyndhurst estate, putting world-class spa, dining, and golf just steps from the door. Inside, vaulted ceilings and an open layout fill the home with

    Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

    3 A Coldbrooke Dr, Lenox, MA 01240
  • /8

    $1,900

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    55 Crystal St Unit 4, Lenox, MA 01240

    Spacious first-floor one-bedroom, one-bath apartment at 55 Crystal St in Lenoxdale. This unit features a large open-concept living, dining, and kitchen area with plenty of natural light and stainless steel appliances. The generously sized bedroom offers ample closet space, and the full bathroom includes a tub/shower. Heat is included in the rent, helping keep monthly expenses predictable. The

    Christian Garner NOCHER REALTY

    55 Crystal St Unit 4, Lenox, MA 01240
  • /37

    $685,000

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262

    STUNNING VIEWS for as far as you can see from this modern unit located in Winden Hills Vanna building. Open common spaces washed in natural light; Great room with scenic views, fireplace and built ins, kitchen with charm and character open to dining. Primary w/en suite full bath, two guest bedrooms and additional one and half baths. This unit comes with access to the elevator for convenience, a

    Cortney Dupont COHEN & WHITE ASSOCIATES

    200 Old Stockbridge Rd Unit VA-6, Stockbridge, MA 01262

Why Live in Lenox

Lenox, Massachusetts, is a distinguished retreat in the central Berkshires, known for its vibrant arts scene and upscale atmosphere. This small town, with a population of around 5,000, is a summer haven for the Boston Symphony Orchestra, drawing over 350,000 visitors annually to Tanglewood for concerts featuring artists like James Taylor and John Legend. The town's rich cultural offerings extend to the historic estate of author Edith Wharton, now a museum and a significant attraction. Lenox's housing market is competitive, with a mix of preserved 19th-century mansions, custom contemporary homes, and architectural styles such as Cape Cod and Colonial Revival. The median home price is notably high for the region, reflecting its desirability. Outdoor enthusiasts can explore Kennedy Park's extensive trails or the Massachusetts Audubon Society's Pleasant Valley Wildlife Sanctuary, offering year-round activities from snowshoeing to hiking. Lenox Public Schools are highly rated, providing a robust curriculum with advanced placement options. The walkable downtown area is free of big box stores, featuring local shops, art galleries, and diverse dining options like Alta Restaurant & Wine Bar. Lenox's location along Route 7 provides easy access to nearby towns like Pittsfield, though summer traffic can be heavy. The town's unique blend of cultural richness, natural beauty, and educational excellence makes it a sought-after destination for both residents and visitors.

Condo Price Trends

Median Condo Price
$952,500
Median 1-Bedroom Condo Price
$187,000
Median 2-Bedroom Condo Price
$580,000
Median 3-Bedroom Condo Price
$1,300,000
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