Lenox Classified Ad Listings

99 Narragansett Ave. Beautifully renovated and move-in ready, this 2-bedroom, 1-bath lakefront home offers true waterfront living with a private dock. The open living/dining area, new kitchen, hardwood floors, and sunny 3-season room create an inviting connection to the outdoors. Spacious bedrooms offer plenty of storage, while the primary bedroom features sliders with lake views. Enjoy year-ro...

39 Old Farm Ln. This Ready to Build exceptional 1.31-acre cul-de-sac homesite in Woodmonte Estates is ready for your custom dream home, with town sewer, private well, underground electric and gas, cable availability, and paved roads already in place. Assessed at $74,000 and selling it for $42,000. Located in one of Pittsfield's premier luxury communities, the property offers a peaceful, private...

10 Lori Ct. Dramatic Price Reduction creates opportunity for updates and remodel. Gracefully situated on a gentle sloping hillside street this distinctively designed, quality built, multi-level home offers distant neighborhood mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home to embrace privacy, natural beauty much like the famed author. Surrounded by artfully ...

24 Elmvale Pl. OPEN HOUSE CANCELLED 9/16Some homes just have a little more history to them, and this one dates back to the early 1900s. Well maintained and cared for over the years, this home offers plenty of character and space. Step through the beautifully refreshed front entry into a spacious living room or parlor and a kitchen with doors leading to the wrap around rear deck. The downstairs ...

I110019004 Brown St. Priced well below assessed value. Zoning verification states: The property is a.344-acre lot having 100 feet of frontage on Brown Street and 50 feet of frontage on Scammell Ave. There are no structures on the property. The lot meets the minimum dimensional requirements for development.

321 Salisbury Rd. Attention investors! This property features a primary bedroom with a half bath, along with three additional bedrooms, offering plenty of living space. The combined two lots total 7.99 acres, providing ample room for expansion. Having been vacant for several years, this property presents a blank canvas, ready for someone with a vision to restore it to its former glory. Potentia...

3-5 Pleasant St. Each unit offers 3 bedrooms and 1 full bathroom, for a total of 6 bedrooms and 2 bathrooms. Both apartments feature natural gas heat and hot water, public water and sewer, and basement washer/dryer hookups for each unit. Enjoy a private, fully fenced backyard. Conveniently located near Berkshire Medical Center, downtown, and local restaurants. A great investment opportunity for...

21-23 Linden St. Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The en...

53 Greylock Ter. A truly one-of-a-kind opportunity in Pittsfield! Originally built as a church, this distinctive property offers incredible character, generous space and exciting potential for a buyer with vision. The dramatic former sanctuary is the centerpiece, with soaring ceilings, original pews and an expansive open layout unlike anything you'll find in a typical home. Additional spaces th...

1 Massasoit Rd. Turnkey Berkshire Retreat Near Stockbridge Bowl and Tanglewood - Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor ...

971 N State Rd. Get ready to fall in love with 971 State Rd, Cheshire, MA--a beautifully updated Colonial farmhouse offering the perfect blend of classic charm and modern comfort. This inviting 3-bedroom, 2-bath home sits on 0.95 acres and offers 2,326 sq. ft. of renovated living space. The stylishly kitchen features crisp white cabinetry, granite countertops, stainless-steel appliances, a subw...

Churchill St. MOTIVATED SELLER! Discover the ideal setting for your new home, private retreat, or future investment on this beautiful 15-acre parcel in desirable West Pittsfield. Much of the groundwork has already been completed, including installed electricity, a newly constructed driveway, and a prepared building pad. The property offers a wonderful combination of open and wooded land, with m...

188 Devonshire Dr. Welcome home to this spacious four-bedroom, one-and-a-half-bath raised ranch, tucked away in a private Cheshire neighborhood with beautiful views of Mount Greylock. The updated kitchen features newer cabinetry, natural stone countertops, and stainless steel appliances, opening to comfortable living spaces ideal for everyday living and entertaining. A large family room and fin...

25 Brighton Ave. Full of charm and potential, this 3-bedroom, 1-bath home is ready for its next chapter! Clean and well maintained with many updates, the home offers an easy-flowing living space, while the sun-filled porch is a welcoming spot to relax and enjoy your morning coffee. Step outside to the small deck, perfect for grilling or unwinding at the end of the day. The finished lower level ...

16 King Street. Single Family Home for sale in Pittsfield, MA for $199,000 with 4 bedrooms and 1 full bath, 1 half bath. This 1,680 square foot home was built in 1900 on a lot size of 0.33.. ATTENTION Contractors and property rehabbers!!! Renovation/Rehab Profit opportunity! 4 bedroom colonial home in need of total rehab. Easy to show!. 4 Bedrooms. 1 Bathroom. 1680 ft

573 Notch Rd. Here's your chance to spread out. This ranch home sits on 3 private acres in Cheshire, giving you the space to garden, entertain, or just breathe without sacrificing convenience. Built in 1973, the home offers classic ranch living with the single-level layout buyers still ask for. Unlike a lot of properties with this kind of acreage, you're not out in the middle of nowhere. Shoppi...

41 Tucker St. Set on a desirable tree-lined dead-end street in the heart of Lenox, this beautifully restored 1937 Cape blends timeless character with exceptional craftsmanship. Featured in Berkshire Magazine, the 3,740 sq. ft. home offers original heart pine floors, a wood-burning fireplace, and extensive updates including new plumbing, electrical, Pella windows, roof, and central AC. The three...

111 Lebanon Ave. This property is sure to please those who are seeking privacy, land, and room for all the toys! Over three acres accompany this privately sited ranch home. Scenic and mountain views form the covered front porch. Living room w fireplace; eat-in kitchen, 3 bedrooms, 2.5 baths. Partially finished lower level with family room and second fireplace. The back yard has a generously fen...

55 Pomeroy Ave Apt 3. Enjoy carefree condo living in this charming historic home, where timeless character meets modern convenience. Beautiful hardwood floors and thoughtful updates blend seamlessly with the home's original charm, creating a warm and inviting atmosphere. Nestled in a peaceful community, this unique property is just a short stroll from downtown dining, local shops, art galleries...

17 Howe Rd. Welcome to this charming, updated ranch tucked into a quiet neighborhood and conveniently located near shopping and restaurants. Enjoy the ease of single-level living with thoughtful updates throughout. Recent improvements include an updated bathroom, new driveway (2026), siding and Trex deck (2025), and furnace (2018), with the roof replaced in 2011. Move right in and enjoy a comfo...