Luxury Properties for sale in the Berkshire County (MA)

A Berkshire landmark ready for its next chapter. Once home to the beloved bondhu and Mill on the Floss restaurants, this multi-use property offers endless opportunity — from a...

Presented by Stephanie Rapisarda | William Pitt Sotheby's International Realty

This sweet and charming 3 bedroom, 1.5 bath Colonial blends timeless character with thoughtful updates throughout. Set on a spacious, fully-fenced yard, the property offers plenty...

Presented by Carrie Lobovits Wright | William Pitt Sotheby's International Realty

This well-maintained multi-unit property presents an exceptional opportunity in the heart of Pittsfield's thriving Downtown Cultural District. Offering spacious units with strong...

Presented by Maggie Barry Gavin | William Pitt Sotheby's International Realty

Tucked at the end of a peaceful cul-de-sac, this 3,300+ sq ft Cape is a rarity in today's market--a sprawling main home with the addition of a separate in-law/guest apartment. The...

Presented by John Burns | William Pitt Sotheby's International Realty

Properties of this magnitude and character are becoming a true rarity in today's market. Brookmede Farm, isn't just a listing; it is a magnificent blank canvas of 22 beautiful...

Presented by William Morrow | William Pitt Sotheby's International Realty

This recently renovated 1890 Colonial offers four bedrooms and two full bathrooms on 38 private acres in Otis. The home features a wood-burning fireplace, updated kitchen and...

Presented by Jessie Bennett | William Pitt Sotheby's International Realty

Enjoy outstanding country living in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8...

Presented by George Cain | William Pitt Sotheby's International Realty

Quitessential 1831 side hall Colonial. Charming home located in the village of Interlaken in the town of Stockbridge, ma. Just minutes to Lenox, downtown Stockbridge, and the...

Presented by Pat Melluzzo | William Pitt Sotheby's International Realty

Light-filled contemporary Cape built in 2020, this Stockbridge home features an open floor plan anchored by a great room with a gourmet kitchen, dining area, and living room. Two...

Presented by Karen Climo | William Pitt Sotheby's International Realty

Tucked against hundreds of acres of protected forest, this beautifully preserved late 1700s Berkshire homestead offers a rare blend of historic New England character, thoughtful...

Presented by Nick Geranios | William Pitt Sotheby's International Realty

Offered for the first time! Welcome home to this well-maintained split-level offering the perfect blend of comfort, convenience, and classic Berkshire charm! The bright and...

Presented by Stephanie Rapisarda | William Pitt Sotheby's International Realty

2 bed, 2 full bath Berkshire retreat. The bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch and 1st floor full bath,...

Presented by Karen Climo | William Pitt Sotheby's International Realty

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living—ideal for those seeking an eco-friendly lifestyle without sacrificing...

Presented by Danielle Giulian | William Pitt Sotheby's International Realty

Just steps from the sparkling shoreline of Richmond Pond, this year-round bungalow offers relaxed Berkshire living with a touch of charm. The inviting living area centers around a...

Presented by William Morrow | William Pitt Sotheby's International Realty

A charcoal board-and-batten house on a wooded knoll in Sandisfield, two acres, nearly finished. Dark hardwood floors, a kitchen with butcher block and quartz, a navy vanity with...

Presented by Shannon Margraf | William Pitt Sotheby's International Realty