A cozy New England town with plenty of charm, elegance and entertainment throughout the year.





Lenox, Massachusetts is the perfect place for a tranquil getaway. Located in the lush Berkshire Hills, Lenox is a scenic retreat that boasts a number of outdoor activities and beautiful sites to explore. The surrounding landscape of Lenox is filled with acres of green, rolling hills and meandering rivers that create an idyllic setting for a relaxing weekend away. Visitors can enjoy swimming, boating, and fishing in one of the area’s many lakes and rivers, or explore nearby state parks and woodlands that provide picturesque trails to hike and explore.  Lenox is also home to a variety of art galleries, music venues, and historical sites. From art exhibitions at The Clark and Tanglewood, to family friendly performances at The Mount and the nearby Jacob’s Pillow Dance Festival, visitors are sure to find plenty of ways to entertain themselves while they visit. After a day filled with activities, guests can retreat to the warm and welcoming accommodations in town. Visitors can enjoy everything from cozy B&B’s and romantic resorts, to sprawling estate and quaint cottages. Lenox, Massachusetts is a wonderful escape for anyone who is looking for a quiet weekend away surrounded by natural beauty and cultural charm.


There’s something special about Lenox, Massachusetts – the sights, sounds, and activities that make it the perfect destination for adventure. From exploring historic landmarks like The Mount, to walking around picturesque rolling hills and peaceful meadows, to participating in thrilling outdoor activities such as mountain biking and kayaking, Lenox has something to offer everyone looking for an unforgettable journey. So what are you waiting for? Gather your supplies and embark on your Lenox adventures! There’s no telling what awaits you around the corner, and with so much to see and do, your journey will never end.


Visiting Lenox, Massachusetts is like stepping into a culinary wonderland. With a plethora of locally owned dining spots, the variety of food options is enough to tantalize the taste buds of anyone looking to explore the town. From breakfast to late-night desserts, there is something for every palette.  Dinner brings out the best of the best in Lenox dining. Whether you’re looking for a quick bite or a leisurely dining experience, Lenox has it all. Come see why everyone’s raving about the food in Lenox and experience its unique flavors and experiences!


Lenox, Massachusetts is a small but vibrant town known for its contributions to the arts and culture. Its rich history is reflected in its many sites, monuments, and landmarks that speak to its cultural past. Among these is the famed Shakespeare & Company theatre, a theatre company founded by Tina Packer that puts on acclaimed productions of plays by Shakespeare, as well as new works. Visitors can also take in art exhibits, including a photography collection at the famed Austen Riggs Center. Lenox is also known for its wealth of cultural and music events throughout the year. Its annual Tanglewood Music Festival features a series of classical music and jazz performances that take place in the stunning grounds of the Tanglewood estate. Those interested in exploring the culinary side of Lenox will find a wealth of fine dining establishments in the area. Lenox, Massachusetts is truly a unique town that celebrates and embraces the arts and culture in its many forms. With its rich cultural history and contemporary art and music, there’s something here for everyone to enjoy.


A perfect destination for a shopping adventure! You’ll love wandering through the charming streets lined with boutique shops. There is always have so much fun trying on new styles, and shopping for special items that you just can’t find anywhere else. Plus, Lenox has great local restaurants, coffee shops and coffee shops that make the perfect pitstop to recharge in between stores. Plus, all the local businesses have such friendly and welcoming owners and staff. After a full day of shopping, I love taking a leisurely walk through the town’s beautiful gardens. Shopping in Lenox is truly an amazing experience!


Lenox is a destination that holds some of the best beauty and natural experiences the Northeast has to offer. With breathtaking views of the Berkshire Hills and rolling valleys, Lenox is an idyllic location for travelers looking for an escape from their hectic daily lives. The summer months in Lenox provide many opportunities for visitors to explore and discover. Hike through miles of lush woods and take in the lush sights of the mountains that surround the town. Experience wildlife in its natural habitats in the pristine Berkshire Botanical Garden and bask in the beauty of the numerous wildlife trails that dot the area. There are numerous rivers and streams to discover, allowing visitors to fish, boat, kayak and canoe in an otherwise serene setting. Experience local history by visiting the local sites such as Edith Wharton’s home or taking a tour of the nearby Shakespeare & Company, one of the premier classical theaters in the Northeast. Relax at one of the local hotels or restaurants while tasting locally sourced food and taking in some of the culture Lenox has to offer. No matter what type of traveler you are, Lenox has something to offer that you’ll be sure to enjoy. Visit Lenox and explore a truly amazing part of the world!


Great Barrington is the perfect family fun destination. Whether it’s exploring beautiful Berkshire Mountain scenery, hiking the lush trails, or visiting historic landmarks, there’s something for everyone to enjoy! Take a drive up Route 7 for some window shopping in downtown, visit Monument Mountain for some fresh air, or explore The Bousquet Ski Resort for some skiing and tubing fun. Visit The Berkshire Scenic Railway for an exciting train ride and then enjoy the fresh made-from-scratch Italian ice from White Wheel Ice Cream Co. Great Barrington has something for everyone! Come experience the amazing activities and attractions of Great Barrington!


For those who desire an elegant, luxurious real estate experience, the city of Lenox is an excellent option. This scenic city is known for its natural beauty and upscale properties, making it a perfect choice for those looking for a high-end real estate opportunity. From luxurious single-family homes and multi-million-dollar mansions to upscale condominiums and boutique hotels, there is something for everyone in Lenox. You’ll be surrounded by some of the finest natural scenery, world-class dining, and other luxury amenities, giving you all the benefits of a luxurious lifestyle. And if you ever find yourself wanting something a little extra, the city has plenty of golf courses and exclusive private clubs to keep you busy. Whether you’re a first-time buyer or an experienced investor, Lenox is a great place to experience the best of the best in luxury real estate.

For more information regarding Lenox homes for sale or to list your home with a premier Lenox real estate agent, contact Alexis Prisendorf and his team today via phone or email.


Discover the available Lenox properties below.

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Lenox MA

6 Jennifer St, Lenox, Massachusetts 01240

Affordable Lenox Living with Low Taxes!!First showings at Open Houses: Friday 5-6pm & Saturday 1:00-2:30pm.Easy to maintain 3 bedroom 1 bathroom ranch located on quaint dead end road.
MLS Number 240490

Lenox MA

260 Pittsfield Rd, Lenox, Massachusetts 01240

Why rent to enjoy the Berkshires when you can buy this ''turn key'' unit fully furnished and just bring your bags?2 BR, one full bath with updated vanity, 1 half bath with updated vanity, updated kitchen and a large living room with built in Air Conditioner and sliders to a screened porch to while away the Berkshire days! Low maintenance fees of $576/month include your heat, hot water, basic cabl
MLS Number 240448

Lenox MA

12 Meadow Ln, Lenox, Massachusetts 01240

Easy Berkshire living! Light filled and spacious upper end unit. The living space opens to a private deck with retractable awning. Freshly painted and recent new flooring, the main level is perfect for relaxing and entertaining.A primary bedroom en suite, plus an ample guest bedroom and a full bath. On the lower level there is a finished family room, laundry and a half bath.
MLS Number 240390

Lenox MA

238 Old Stockbridge Rd, Lenox, Massachusetts 01240

First time on the market! This immaculate deck home was built in 1961 with three bedrooms, each with hard wood floors, and one and a half bathrooms. The property sits on .36 acres in Lenox with an additional 6.5 acres located in Stockbridge directly behind the house and leading right to Lily Pond. What an ideal location! Close to Lenox, Stockbridge and everything cultural.
MLS Number 240386

Lenox MA

259 Housatonic St, Lenox, Massachusetts 01240

This spacious Lenox home has unlimited potential! There are 3 large bedrooms, one of which is on the first floor, and 2 full baths. Large family room and living room provide ample living space. There are 2 wood burning fireplaces to stay cozy on cold winter nights. The backyard is very private, yet the location is minutes from all Lenox has to offer.
MLS Number 240387

Lenox MA

10 Richmond Mountain Rd, Lenox, Massachusetts 01240

The Apple Tree Inn is a luxurious 34 room private B&B sited on over 20 spectacular rolling hillside acres with heavenly distant views of the scenic Berkshire Mountainscape. Ideal for Weddings and large events, the Main House, built in 1885, hosts 13 guest rooms, a handsome tavern/tap room, and a upscale 100+ seat Restaurant.
MLS Number 240440
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