101 apartments for sale in Lenox town, Berkshire County Massachusetts

Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one level living with three bedrooms, two full baths, a welcoming great room with propane fireplace, a sunny breakfast nook, and a formal dining area. Step from the primary bedroom or great room onto the rear deck or relax in the three season porch overlooking Ashmere Lake. The finished lower level is perfect for guests or extended living, complete with a kitchenette, full bath, bedroom, large gathering space along with enclosed under-stair storage. Walk out access to the patio. Ashmere Landings amenities include a heated pool, Har Tru tennis court, pickle ball court, and lake access with kayak storage and dock. A rare blend of comfort, privacy

Slope-side living at Jiminy Peak with proven income potential! Located just steps from the ski slopes and very close to the year-round heated pool, this beautifully positioned one-bedroom suite offers the perfect Berkshire getaway and an exceptional short-term rental opportunity. Currently operated as a successful Airbnb/short-term rental, the unit generated approximately $17,162 in net income after expenses in 2025 and over $20,000 in 2024, making this an attractive option for both lifestyle buyers and investors seeking a turnkey four-season property. Unit 521 combines the charm of a cozy mountain retreat with the convenience of full resort amenities, including an outdoor heated pool, fitness center, sauna/steam room, on-site dining, front desk services, and tennis courts Exceptional opportunity to own a proven income-producing resort condominium at the base of Jiminy Peak Mountain Resort in the heart of the Berkshires. Located just steps from the ski slopes and very close to the year

Enjoy maintenance-free living in this beautifully situated 3 bedroomc, two bathroom condo just minutes from Jiminy Peak ski resort. This inviting property offers access to a saltwater pool, newly built tennis courts, and scenic surroundings perfect for year-round relaxation or adventure. It also has VERY low taxes, another great bonus! Recent price reduction-motivated owner says sell! Don't miss this opportunity to own in a sought-after location with resort-style amenities

'ON THE HILL' Condo at The Oakwoood! Town-House style unit in a prime location. Located in a highly desirable setting, this property offers easy access to town, putting Shops, Dining, and local amenities just minutes away. 3-Bedrooms, 2-Baths,a large Living Room with vaulted ceiling and fireplace, Enjoy the community pool and beautifully landscaped property. Have coffee on the deck and take in the Eastern Mountain View! Great in all seasons with Ski areas, hiking and cultural attractions nearby

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no hassle management allows for time to enjoy all Jiminy Peak offers on a year round basis

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no hassle management allows for time to enjoy all Jiminy Peak offers on a year round basis

Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly integrating the surroundings of the natural world. This luxurious three-story residential enclave comprises 30 condominium units, including 13 one-bedroom and 17 two-bedroom residences. The units offer breathtaking mountain-views with private balconies or secluded terraces, providing optimal space for both entertainment and tranquil relaxation

Slope-side living at Jiminy Peak with proven income potential! Located just steps from the ski slopes and very close to the year-round heated pool, this beautifully positioned one-bedroom suite offers the perfect Berkshire getaway and an exceptional short-term rental opportunity. Currently operated as a successful Airbnb/short-term rental, the unit generated approximately $17,162 in net income after expenses in 2025 and over $20,000 in 2024, making this an attractive option for both lifestyle buyers and investors seeking a turnkey four-season property. Unit 521 combines the charm of a cozy mountain retreat with the convenience of full resort amenities, including an outdoor heated pool, fitness center, sauna/steam room, on-site dining, front desk services, and tennis courts Exceptional opportunity to own a proven income-producing resort condominium at the base of Jiminy Peak Mountain Resort in the heart of the Berkshires. Located just steps from the ski slopes and very close to the year

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no hassle management allows for time to enjoy all Jiminy Peak offers on a year round basis

Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly integrating the surroundings of the natural world. This luxurious three-story residential enclave comprises 30 condominium units, including 13 one-bedroom and 17 two-bedroom residences. The units offer breathtaking mountain-views with private balconies or secluded terraces, providing optimal space for both entertainment and tranquil relaxation

Location. location. location. Enjoy the ultimate convenience of living at a ski resort, with easy access to slopes, hiking trails, mountain biking, dining, and other resort amenities right at your doorstep. Wood burning fireplace will keep you warm on those cold winter nights. Embrace the year-round mountain lifestyle in this exceptional 3-bedroom, 2-full-bath home, ideally situated for both adventure and relaxation. Nestled on a street within a premier ski resort community, this property offers a peaceful sanctuary steps from the summer pool

Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street-where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life. Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that evoke another era. Every detail-from the textured walls to the light pouring in at all hours-creates a sense of romance and possibility. The home is thoughtfully divided: one wing offers a spacious bedroom and lounge with guest alcove, while the other wing hosts a dining area, kitchen, and charming nook for work or rest. A central hall with clawfoot tub bath and laundry ties the spaces together, blending beauty with everyday comfort. Here, you are at the center of it allBroadway-quality theater, world-class dining, outdoor adventuresall just beyond your front door. Own a piece of Great Barring

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

Step into this beautifully updated 3-bedroom, 3-bathroom with a lretreat nestled in one of Jiminy's most family-friendly neighborhoods. 2 bedrooms and 2 Full baths on the 1st floor. The open-concept living area features floor-to-ceiling windows that flood the space with natural light, highlighting the elegant hardwood flooring and cozy fireplace. The gourmet kitchen boasts quartz countertops and top-of-the-line stainless steel appliances, perfect for entertaining. The primary suite offers a spa-inspired bathroom with a walk-in shower. Outside, the meticulously landscaped, fenced-in patio provides a private sanctuary, complete with plenty of room for al fresco dining. Enjoy the convenience of being just a short walk from the slopes and local shops. Upstairs boosts a spacious loft

SELLER IS LOOKING FOR OFFERS. PERFECT FOR A FLIP. MAKE AN OFFER. Enjoy stunning views and low property taxes at Beaver Pond Meadows, private and quiet but close to all that Berkshire County's four seasons have to offer. This 3 bedroom 2 full bathroom townhouse features three levels of living area, with first-floor accessibility and multiple options for families. Three bedrooms and two full baths, living room with a wood floors and wood burning fireplace, and large loft area for home office or additional sitting area. Walk out to the deck with views of Beaver Pond. Private association pool and clubhouse, the complex is only minutes away from Jimmy Peak, but offers a quieter alternative to the more active Country Village

Enjoy the best of Great Barrington from this beautifully updated ground-level condominium in On the Hill. Offering easy one-level living, this inviting home features an updated kitchen with abundant storage, new appliances, and bar seating, plus a spacious dining area perfect for gathering with family and friends. The sunken living room boasts a wood-burning fireplace and opens to a private patio for relaxing outdoors. The primary suite includes a walk-in closet and ensuite bath, while the second bedroom enjoys its own full bath. Complete with in-unit laundry, a private garage stall, community pool, and beautifully maintained grounds, this is Berkshire living at its best

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no hassle management allows for time to enjoy all Jiminy Peak offers on a year round basis

'ON THE HILL' Condo at The Oakwoood! Town-House style unit in a prime location. Located in a highly desirable setting, this property offers easy access to town, putting Shops, Dining, and local amenities just minutes away. 3-Bedrooms, 2-Baths,a large Living Room with vaulted ceiling and fireplace, Enjoy the community pool and beautifully landscaped property. Have coffee on the deck and take in the Eastern Mountain View! Great in all seasons with Ski areas, hiking and cultural attractions nearby

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no hassle management allows for time to enjoy all Jiminy Peak offers on a year round basis

Lovely single level condo on The Hill. Just a short walk to town, The Oakwood provides a quiet community with a lovely pool, garaged parking, and mature landscaping. 2 bedrooms, 2 baths, a cozy living room with fireplace and sliders to a sunny patio. Freshly painted and ready to move into

Enjoy maintenance-free living in this beautifully situated 3 bedroomc, two bathroom condo just minutes from Jiminy Peak ski resort. This inviting property offers access to a saltwater pool, newly built tennis courts, and scenic surroundings perfect for year-round relaxation or adventure. It also has VERY low taxes, another great bonus! Recent price reduction-motivated owner says sell! Don't miss this opportunity to own in a sought-after location with resort-style amenities

OPEN HOUSE SAT 10:30-NOON Welcome to James Meadow! Tucked away in a peaceful, park-like setting, this beautifully refreshed end-unit offers the perfect blend of comfort and convenience. The bright main level features an open living and dining area with gleaming hardwood floors, fresh paint, and a cozy gas fireplace. The well appointed galley kitchen comes equipped with solid oak cabinetry and a convenient laundry closet with a stacked washer/dryer. Two generous bedrooms with large closets and a full bath complete this level. Upstairs, a versatile bonus loft space awaits-perfect for a home office, media room, or guest retreat. Brand-new carpet flows through both the loft and bedrooms. Outside, enjoy a the deck framed by lovely perennials. Complete with efficient natural gas heat, central air, and tasteful updates throughout, this beautiful home is entirely move-in ready. Schedule your tour today!

Discover the perfect mountain retreat in this beautifully maintained 2-bedroom, 2 full bath condo offering 1,030 square feet of comfortable living space. Ideally located just moments from the ski slopes, this home is a dream for outdoor enthusiasts and year-round adventurers. Enjoy easy access to a wide range of community amenities, including a heated pool, tennis courts, and beautifully maintained grounds. Whether you're hitting the slopes in winter, enjoying summer recreation, or simply unwinding in a peaceful setting, this condo offers the ideal blend of convenience and lifestyle. Perfect as a primary residence, vacation getaway, or investment property, this is your opportunity to own a slice of mountain living at its best

At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no hassle management allows for time to enjoy all Jiminy Peak offers on a year round basis

Lovely single level condo on The Hill. Just a short walk to town, The Oakwood provides a quiet community with a lovely pool, garaged parking, and mature landscaping. 2 bedrooms, 2 baths, a cozy living room with fireplace and sliders to a sunny patio. Freshly painted and ready to move into