Lenox MA Real Estate & Homes for Sale

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 13 en-suite bedrooms, the property can easily accommodate groups of 20+ and is frequently rented to wedding parties, corporate retreat groups, and multi-generational family retreats. Stays can vary from a weekend to month or longer. Guests can choose to bring in cooks, bartenders, and waitstaff, if desired. Manicured lawns and gardens. Breathtaking views to the west. Fully ADA compliant.

Just minutes to downtown Lenox, you'll enjoy easy access to its vibrant community and all the cultural and natural attractions the Berkshires has to offer such as Tanglewood, Shakespear and Company, Butternut Ski and the Stockbridge Bowl. Nestled among the serene landscapes of Lenox, Massachusetts, lies a truly unique gem: a funky 3 bedroom, 2 bath home designed to the principles of passive architecture. Situated on over an acre of lush greenery, this property offers not just a place to live, but a lifestyle in harmony with nature. The property's design seamlessly blends into its surroundings, with earthy tones and natural materials complementing the beauty of the Berkshire countryside. Every detail has been carefully considered to create a space that is both eco-conscious and inviting with a modern and welcoming flare. Inside, you'll find a spacious and airy floor plan that effortlessly merges indoor and outdoor living. The three ample sized bedrooms offer peaceful retreats, each designed with comfort and functionality. Newly renovated bathrooms and new cork flooring are just some of the recent artistic upgrades symbiotic with its creative design.

Opportunity Knocks! Expansive Lenox parcel with frontage on East Street and New Lenox Road with Subdivided lots. Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Well maintained Lenox 3 Bed 2 Full Bath conventional home is your ideal getaway to take advantage of all that the Berkshires has to offer. Features hardwood floors, spacious rooms, & wood burning fireplace. DON'T MISS OUT!!!

Pristine, custom-built home in a lovely Lenox neighborhood. Close to downtown, this beautiful one-owner home on a corner lot has plenty of space to relax and enjoy the peaceful setting. Three beautifully appointed levels, with high-end finishes throughout, are thoughtfully laid out to include five bedrooms and four full baths. A true primary suite, with a luxurious soaking tub and expansive walk-in closet add to the comfort and convenience of the home, while the soaring ceilings and light-flooded rooms provide the wow factor. This home makes quite an impression the moment you walk in. A chef's kitchen overlooks a beautiful family room, with a gas fireplace and picture windows framing the view of the partially wooded lot. The dining room is also open to the kitchen, giving the first level a great flow. A private bedroom with a full bath is perfect for a first-floor primary, guest quarters or office. The lower level, with a walk out to the back yard, has been finished with the same attention to detail as the rest of the home. A full bath and bedroom offer more space for family, guests, or a home gym. The open floor plan is perfect for a movie room, playroom, or whatever you can dream up! Come and see this amazing home for yourself!

Welcome to this inviting three-bedroom, two-bath contemporary carriage house, boasting 1544 square feet of living space with a rustic charm, nestled in a serene and private setting. Step into the home and be greeted by an open living room and dining room, perfect for hosting gatherings with loved ones. Warm up by the fireplace on chilly winter evenings, adding coziness to the atmosphere. Transitioning from the dining area, discover a versatile great room, ideal for a third bedroom, den, or office space. Continuing through the living room, find a delightful sitting room that leads to a fabulous screened-in porch, offering the best of indoor-outdoor living experiences. Ascend the stairs to discover the enchanting upstairs living quarters. The primary suite awaits, featuring an en suite experiences. Ascend the stairs and find an en-suite bathroom with a surprise addition; a nicely placed washer and dryer, adding a touch of practicality to everyday life. Across the hall, find the second bedroom, while a charming office loft area at the top of the stairs overlooks the sitting area below, adding a whimsical touch to the layout. Situated in a prime location, this property offers proximity to local ski areas, shops, and cultural attractions such as the renowned Tanglewood and Boston Symphony Orchestra. Explore the quaint stores and restaurants of Lenox, immersing yourself in the charm of the town. and an area of arts and culture, as well as hiking and swimming. Perfect as a getaway second home, this house awaits your personal touch to reveal its true beauty. Sold as is, with a little tender loving care, this property holds immense potential for creating lasting memories in a picturesque setting.

This beautiful updated condo is move in ready. White cabinets with white countertops. Wood floors. Ceiling fans and overhead lighting is just waiting for the new owners. Large media / playroom in the basement for overflow people. Basement also has a full bathroom and laundry room. Door for privacy to that space. Nice deck for summer outside space. There are stairs to the main floor living and stairs to the basement playroom!

This beautiful updated condo is move in ready. White cabinets with white countertops. Wood floors. Ceiling fans and overhead lighting is just waiting for the new owners. Large media / playroom in the basement for overflow people. Has a full bathroom and laundry room. Door for privacy to that space. Nice deck for summer outside space.

Located on a cul-de-sac, this 4 bedroom 2.5 bath colonial sits on an acre lot. Hardwood floors throughout most of the house. Formal living and dining rooms and expansive updated kitchen/family room with wood-burning fireplace. The spacious screened porch is a great asset for entertaining or taking in the private back yard. First floor laundry, pantry and half bath. Second floor with four generously proportioned bedrooms. Spacious walk-in closet in the primary. Replacement windows, oversized two car garage, paved drive - so much to come home to!

Clover Hill Farm......The Lenox home you've been waiting for!! Located in a most unexpected enclave on a dead end cul-de-sac is this hidden gem........a Post & Beam Contemporary surrounded by almost twelve aces of privacy, meadows and mature landscaping with the bonus of a fabulous barn. With three levels of living space, this home has wonderful common living spaces with open kitchen/dining/family open to the beamed double volume Great Room with soaring fireplace, four season sunroom, main level primary bedroom en suite, three guest bedrooms, lower level family/game room with fireplace and generous outdoor decking to relax and enjoy the view of terraced stone walls, meadows and the serene Berkshire woods. A must see!

MODERN LIFE IN AN ELEGANT COUNTRY HOUSE Renowned for its 19th century Cottages, the Berkshires (known as the inland Newport) boasts numerous wonderful homes of the era. It's a rare thing indeed when one has been beautifully restored for modern life and enjoyment; rarer yet that it exists on its original 40+ acres with fantastic views, in the very heart of Lenox, MA. The offering, representing the original configuration, includes 101 and 107 Yokun Ave. as well as mid-century modern, 95 Yokun Ave. Completed in 1929, the design of the main house reflects the English Craftsmen homes of the early 1900's which focused on human-scaled grandeur. Also for sale as Commercial Property (#241178) That gorgeous balance survives today offering decidedly ample gathering spaces, rich in detail, yet always offering a scale suitable for guests, families and friends - small gatherings and large. Th truly gracious main floor, with nearly all rooms facing south comprises the living room, library, dining room, conservatory and kitchens. Design of the 2nd floor is as modern today as it was when constructed. The central wing offers five bedroom suites - each with fireplace and bathroom. Another two bedrooms and a shared bath are found in the west wing. The north wing offers four additional bedrooms and a massage room on a smaller scale with a shared bathroom. An ideal wing for additional guests, children, staff or home offices. Several large and light spaces make up the third floor - currently space for games and exercise, work or study (with a full bath). The quiet elegance of the terraces and gardens, create a backdrop for many forms of pleasure and gathering. The views to the south and west, from an in-town property are just breathtaking. All within a few minutes to the center where you'll find delightful shops and restaurants. Tanglewood, summer home of the Boston Symphony as well as many of the world-class cultural venues, museums, and preserved lands for hiking, biking, cross-country skiing and more. The full and original acreage includes a cool 3BR | 2BA, mid-century modern home and the parcel containing the original and expanded carriage barn structure (107 Yokun Ave.) NOTE: Square footage shown in listing represents main house only. See documents for representation of square footages for 95 and 107. Visit and discover the delights of modern life well-lived in gracious style in a classic, in-town estate.

ELEGANT MODERN LIFE IN THE BERKSHIRES Renowned for its 19th century Cottages, the Berkshires (known as the inland Newport) boasts numerous wonderful homes of the era. It's a rare thing indeed when one has been beautifully restored for modern life and enjoyment; rarer yet that it exists on its original 40+ acres with fantastic views, in the very heart of Lenox, MA.The offering, representing the original configuration, includes 101 and 107 Yokun Ave. as well as mid-century modern, 95 Yokun Ave. Completed in 1929, the design of the main house reflects the English Craftsmen homes of the early 1900's which focused on human-scaled grandeur. That gorgeous balance survives today offering decidedly ample gathering spaces, rich in detail, yet always offering a scale suitable for guests, families and friends - small gatherings and large.

A unique opportunity to own two amazing residential units affording 2 bedrooms and full bath each with gourmet kitchens and soaring vaulted ceilings in walking distance to all things central to Lenox. Just 2 miles from Tanglewood, rentals would be the obvious choice in an already difficult rental market, or take advantage of an owner/operator dream living and working at the same location with an iconic, upscale Italian Steakhouse below you. Mixed use and turnkey ready to go, the current family owners are retiring after 35 years and are ready for a new start. Its Location is in the robust central part of Lenox with an extremely large outdoor dining patio and walking distance to most shopping attractions. 3 hours to NYC, 2.5 Hours to Boston; 30-60 minutes to most Berkshire attractions!

PINE NEEDLES Built in 1903, this very private Berkshire Cottage epitomizes the area- past and present. Built in the Arts and Crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, Two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias. The western wing houses a Persian library, a former squash court, and the other loggia and an office. 18 Fireplaces. The first owners were quite sporty and integrated every popular amusement of the early 1900's . Today a stone swimming pool remains as well as the traces of the curling rink, skating rink, skeet range and a tennis court. Both carriage house and garage contain apartments for overflow.