About The Berkshires

Welcome To The Berkshires and Western Massachusetts!

Berkshire County is ideally located, just 2 ½ hours from both Boston and New York City. The Berkshires is known widely as a cultural mecca of museums, historic sites, music, dance and art venues—and features a host of fine dining and lodging facilities, including a variety B&Bs and inns.

In addition to arts and cultural venues, the region also offers outstanding opportunities for golfing, hiking, backpacking, mountain biking, fishing, whitewater rafting, canoeing and kayaking. Winter sports include alpine and cross country skiing, snowboarding and snowshoeing. All of these activities take place amid spectacularly scenic rural hills, dotted with mountain streams and lakes. Visitors are also delighted to discover an incredible range of retail establishments, from antiques dealers to outlets to myriad specialty shops. Like our own Plaine’s Bike Ski Snowboard.


We offer a fine selection of Berkshire County Massachusetts real estate and auctions, including rural property, condominiums, commercial and residential property for sale in Berkshire County, Rensselaer County, Columbia County and the surrounding areas of Western Massachusetts and New York. In addition, we offer rural property listings including Pittsfield, Lenox, Dalton, Lanesboro, Richmond Massachusetts farms, land, homes and businesses for sale. Come and find out for yourself why this is a great place to live, work or play. Our office is here to serve all your real estate needs and help fulfill your dreams!

Mitch Plaine has lived in the Berkshires and surrounding areas for most of his life. He is a licensed real estate broker and auctioneer, member of the National Board of Realtors, the Massachusetts Board of Realtors, the Berkshire Board of Realtors, the National Association of Auctioneers, a Certified Estate Specialist (CES) and an Accredited Auctioneer of Real Estate (AARE). In addition to his real estate career he is also the owner of Plaine’s Bike Ski Snowboard in Pittsfield, MA, which has been in business since 1974. Mitch lives in Pittsfield with his wife Barbara and his Jack Russel Terrier named Jack. He has two daughters, Rachael and Amanda. Mitch enjoys horseback riding, ballroom dancing, cycling and gardening.


Rachael Plaine was born and raised in the Berkshires and graduated magna cum laude from University of Massachusetts – Amherst. She is a licensed Realtor, member of the National Board of Realtors, the Massachusetts Board of Realtors and the Berkshire Board of Realtors. Rachael also teaches yoga and fitness classes throughout the community as Berkshire Yoga Dance & Fitness. She is on the advisory committee of the Realtors Young Professional Network, a member of USA Dance and an alumni of the Berkshire Leadership Program. Rachael enjoys salsa dancing, mountain biking, kayaking, snowboarding, surfing and hiking with her yellow lab Samba.


Barbara Plaine has lived in the Berkshires all of her life. She has held her real estate broker’s license since 1978, is licensed in both Massachusetts and New York State and is a Certified Estate Specialist (CES). Barb is a Kripalu trained and licensed massage therapist. Barb and Mitch have been married since 1980 and have two daughters, Rachael and Amanda Plaine. She is an active parishioner of St. Charles Church. Barb enjoys ballroom dancing, fitness, cross country skiing, cycling, reading, golf, gardening, decorating and cooking.

Christina Conry Having fallen in love with the Berkshires nearly 25 years ago, Christina finally moved with her family to the Berkshires in 2015 and continues to love every aspect of this beautiful area. She holds an English Literature Degree from the University of Massachusetts Dartmouth. Her love of all things houses has existed for as long as she can remember. The move to the Berkshires and her sister-in-law, Rachael Plaine, refueled her passion to obtain her Real Estate license. She feels incredibly fortunate to now hang her license in the office of The Berkshires For Sale with Mitch Plaine, Barb Plaine and Rachael Plaine. She has developed extensive enjoyment of helping first time home buyers and sellers on their journeys. Recently she became a Town Monitor for Lanesborough representing the Berkshire Board of Realtors and was elected, November 2018, as a School Committee member for the Mount Greylock Regional School Committee. When she is not trying to help clients buy and sell their homes, she is working as the Studio Manager for Berkshire Yoga Dance & Fitness. Christina enjoys attending her daughter’s dance performances, watching her son play golf (or attempting to play golf herself), tending to her menagerie of animals and her gardens and working her backyard trails with her best friends and patient husband.