Lee, MA Classified Ad Listings

11 Hawthorne. The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody and Stearns, this 16th-century Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur wi...

102 Wells Rd. Be the first to live in this newly built split-entry home in Becket. Located in the Sherwood Forest community, it is just a few minute walk away from the private beach and lake. A private, fenced-in yard with gated access welcomes you on arrival. Exterior highlights include a deck overlooking serene wooded views and a covered patio below-perfect for outdoor entertaining. The main ...

39 South St. SET ON A GENEROUS IN -TOWN PARCEL THIS 1850 VICTORIAN IS POISED FOR A MODERN TRANSFORMATION. THE RESIDENCE BEAUTIFULLY RETAINS ITS ORIGINAL STAIRCASE AND PERIOD DETAILS THROUGHOUT. HIGH CEILINGS AND EXPANSIVE WINDOWS ILLUMINATE THE MAIN ENTRY, LIVING AND DINING ROOMS, WHILE THREE FIREPLACES AND MULTIPLE PORCHES ADD TO THE TIMELESS CHARM. UPSTAIRS, THE SECOND FLOOR FEATURES FIVE BED...

165 Maple Ave. Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing ...

6 Manitauk Hts. Just two miles from the center of Stockbridge, this beautiful four bedroom, three and a half bathroom home offers privacy, space and exceptional indoor outdoor living. The spacious primary suite features a large ensuite bath and separate his and her closets, and an additional closet with direct access to a full length deck shared access with the living room. The open floor plan ...

707 Benton Hill Rd. Welcome to this large expansive dwelling that features great privacy! Enjoy outdoor cooking and refreshments on the enlarged deck for these hot summer days. Also featuring a separate personal deck off the Primary bedroom. This great home boasts an oversized living room with a Grand fireplace place that will impress any viewer. An interior balcony from the sizable Primary Bed...

254 Route 20. Single Family Home for sale in Chester, MA for $229,900 with 2 bedrooms and 1 full bath, 1 half bath. This 1,968 square foot home was built in 1850 on a lot size of 0.36.. Welcome to this historic Colonial home nestled in the center of Chester, offering charm and modern potential. Featuring 6 spacious rooms, including 3 generous bedrooms and 1.5 bathrooms, this home is ideal for L...

Woodmere Rd Lot 87. Nestled within the serene and highly sought-after community of Becket Woods, this expansive 7.4-acre parcel offers a rare opportunity to build a custom dream home in the heart of the Berkshires. The Becket Woods community features beautiful beaver ponds, houses tucked in among trees, nature trails, and beautiful fall colors. This acreage is one of the larger lots in the comm...

Summit Hill Rd Lot 3. Opportunity awaits on this stunning approximately 15-acre parcel nestled in the scenic hills of Washington. Tucked away along Summit Hill Road, this property offers a rare blend of privacy, natural beauty, and future potential. Surrounded by mature woods and peaceful landscapes, this expansive lot is ideal for building your dream home, private retreat, or long-term investm...

144 Castle Hill Ave. Discover the potential of 144 Castle Hill Ave, a charming 1950 Cape in Great Barrington's sought-after On the Hill neighborhood, where in-town convenience meets the beauty of the Berkshires. This 2-bedroom, 1-bath home offers 1,250 sqr ft of living space, hardwood floors, a comfortable living room, dining room and built-in garage. A newer well-maintained furnace, and 1 year...

22 Post Rd. Welcome home to an extraordinary blend of modern style, flexible living, and resort-quality outdoor amenities, perfectly located moments from the heart of downtown Lenox, top-notch dining, Tanglewood, and the local high school on a quiet cul-de-sac. Step inside to a bright, freshly painted open floor plan framed by updated windows that flood the space with natural light. The invitin...

2 Taft Rd. Unique Property with Multiple Outbuildings and Versatile Use Potential Discover a rare opportunity in Chester - a property offering multiple outbuildings, upgraded utilities, and flexible space for storage, recreation, or future development.The land includes two well-built sheds:Utility Shed - insulated, equipped with electric heat, and houses the well pump, providing reliable year-r...

237 Long Pond Rd. Truly, a one of a kind, stunning property both inside and out with scenic views of the sprawling land down to Long Pond. This thoughtfully crafted and designed home was curated to incorporate the natural serene outdoors into gracious open common spaces allowing warm natural light and comfortable flow. The first floor boasts the great room with wood burning fireplace open to th...

56 Middlefield Rd. The price has improved! Don't miss out. Discover this charming and spacious two-family home nestled in the heart of Chester. Recently refreshed with new flooring throughout and thoughtful cosmetic updates, this well-maintained property is ready for its next owner. Each unit offers 3 comfortably sized bedrooms, 1.5 bathrooms, a large living room, dining area, kitchen, first-fl...

14 Hemlock Hill Rd. Your private Berkshire retreat! Sweeping views of Squaw Peak, surrounding mountains, 42 beautiful sub-dividable acres with trails, seasonal brook, room for pool, tennis court, family compound. Warm, welcoming 4BR, 4.5 bath, home with room for family, friends, gathering or quiet escapes. Sun-filled fireplaced LR with picture window, cozy window seat framing the view; elegant ...

2241 Berkshire Rt 9 Trl. This is a ''niche home'' in a ''niche location'' so the seller's have lowered their price to bring in more buyers! Come check out this spacious home on 1 acre in Windsor MA! A welcoming formal living room and separate formal dining room set the tone for refined entertaining, while a huge party room featuring a full bar and cozy fireplace is perfect for gatherings, game ...

54 Lime Rock Sta. Direct Housatonic River views set the backdrop for this beautifully updated cottage, quietly tucked away near the end of a private drive. Thoughtful renovations complement classic charm throughout, highlighted by warm wood floors, three wood-burning fireplaces, and the river just beyond the backyard. The main level features a welcoming living room with a hearth and bay window ...

14 Glendale Middle Rd. Set in the sweet village of Glendale bordering the protected lands of the Laurel Hill Association, this charming property offers a wonderful blend of character, craftsmanship, and Berkshire beauty. The three-bedroom, two-bath main house is filled with warmth and personality, with charming details throughout. A large timber frame workshop presents buyers with many options,...

34 Galway Ct. AVAILABLE TO RENT FROM 10/1/2026 TO MAY 30, 2027. Perfectly located within 10 minutes to Tanglewood, this all one floor Ranch home is fully furnished and nicely appointed. The Galway Court neighborhood experiences limited traffic situations while making the trip to the center of Lenox and its shops and restaurants an easy bike ride for anyone so inclined. Like to golf? The Miraval...

2009 Crownline 255ccr for sale at Pittsfield MA. For more photos and details visit the full listing at BoatCrazy where you can also contact the seller with questions.