Significant Price Adjustment! YTD financials located under documents. Owner is ready to retire-successful restaurant located in a prime location along busy Rt.7 in Lenox, this turn-key breakfast and lunch spot is a local favorite known for its authentic menu and welcoming atmosphere. The menu is a blend of traditional and mediterranean dishes and prides itself on a clean, inviting space where guests can enjoy their meals in a relaxed open setting. With friendly staff and quality service, the meals are prepared with the fresh and local ingredients, making it a go-to spot for both locals and visitors. Nestled close to the recent development of many new hotels and businesses, it is ready for new owners to take the business to the next level. Seasonal outdoor dining.

Don't miss this rare chance to acquire and revitalize a property brimming with original character. Located on a well-traveled road with excellent visibility, this 1.25-acre lot offers endless possibilities for commercial use.Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, professional offices, etc. Inside, you'll find an abundance of original woodwork, flooring, and unique features just waiting to be restored to their former glory or reimagined for modern use. Seize this opportunity to bring new life to a piece of Lenox charm!

Opportunity knocks in the Berkshires! This 3-acre gem on scenic Route 7 in Lenox offers a rare blend of space, potential, and prime location. Nestled among mature trees and open land, the property features a 1,986 sq ft farmhouse-style home waiting to be restored to its former glory.With residential and commercial zoning, two curb cuts, and access to natural gas, public water, and public sewer, this property offers flexibility for homeowners looking to build their dream estate, create a live-work setup, or invest in long-term potential. Enjoy easy access to downtown Lenox, Tanglewood, and the region's best hiking, dining, and cultural attractions.Bring your vision and make this your Berkshire haven.

Strategically located on bustling Route 7 in Lenox, this 3-acre commercially and residentially zoned parcel presents an exceptional opportunity for business owners, developers, or investors. The property features two curb cuts for easy access, high visibility, and flexible zoning that allows for a variety of uses.The existing structures include a 1,986 sq ft Colonial home (fixer-upper) and a large barn, needing extensive work. Located minutes from downtown Lenox, Tanglewood, and popular tourist destinations, this site is ideal for capitalizing on year-round traffic and strong regional demographics.Unlock the value of this versatile property in Lenox, MA!

Spacious 3 Bed/1 Bath Colonial located in a quiet Lenox neighborhood. This charming home offers: gleaming hardwood floors, an oversized family room which could be used as a 1st floor primary, a new Refrigerator & Stove, Washer & Dryer hook ups on the 1st floor, attached garage, steam heat and plenty of light throughout! Savor the beautiful Berkshires, while you lounge in your expansive flat backyard, which also contains a large shed. Letter of full deleading compliance was issued in 2018. Brand new 3 bedroom septic system will be installed by closing. Imagine the possibilities for yourself and call for a showing today!

Think spring in the Berkshires and enjoy condo living in Lenox at Rolling Hills. Spacious end unit brings in natural light and offers two bedrooms/two baths on upper level with an additional full bath and family room/office on the finished lower level. In this unit owners have replaced the custom-sized slider and the windows adding to energy efficiency. Central a/c, natural gas. The former golf course conversion means there is lots to offer on this campus. Clubhouse with wi-fi, hot tub, saunas, outdoor pool, tennis, kayak storage, fenced dog park, and an option to have a plot in the community garden. Don't wait to enjoy your new home.

Lenox in-town condo.....ready for a new owner, need a close location to Tanglewood, Shakespeare and Company, The Mount, Venfort Hall, Kennedy Park, Pleasant Valley Wildlife Sanctuary? Well this is the perfect location!2 bedrooms, 1 full bath, wood floors and carpeted bedrooms, great light ....fully applianced kitchen....Easy to show!

Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.

Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022.

This stunning 20+ acre building lot in Lenox, with frontage on East and Housatonic St. is the perfect place to build your dream home. The gently sloping land leads up towards westerly sunsets, while offering distant views of October Mountain to the east. With its peaceful and private setting, imagine waking up every day to the stunning views from your new home, surrounded by the serene natural beauty of the Berkshires. Whether you're looking to build a year-round residence or a weekend getaway, this property offers the perfect blend of privacy and convenience. Situated just a short drive from downtown Lenox and its array of amenities, this plot of land truly encompasses everything you could desire.

This Cape is nestled in the pines on East St. Lenox. It features 4 Bedrooms, 2 Full Baths, New Kitchen and appliances, Primary Bedroom on the first floor, Relax in the Four season Sunroom, Beautiful Hardwood floors, Finished Basement, ( New Roof, New Windows, exterior paint 2025 the Boiler and Oil tank replaced in 2022 ). Conveniently located; it's just around the corner from Routes 7 & 20 ( Pittsfield / Lenox Rd ) where you'll find everything you need from shopping to dining and access to all of the Arts, Entertainment and Attractions of living in the Berkshires.

Birchwood Village in Lenox! Conveniently located near the center of Lenox, Tanglewood and Miraval. This home offers two upstairs bedrooms, a great room with vaulted ceilings and a fireplace, a large kitchen/dining space, walk out flex space downstairs, deck and an attached garage.

Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The Mount, Ventfort Hall, great restaurants & shopping with seasonal fun such as Bousquet, summer concerts and more!

This charming bungalow offers the Lenox lifestyle you've been dreaming of ✨ Located on a quiet dead-end street just steps from downtown, enjoy morning coffee, local dining, or evenings at Tanglewood before strolling home under the stars 🌙Inside, approximately 1,700 square feet blends warmth and comfort--perfect as a second home, weekend escape, or full-time living. There is also the opportunity to have the home furnished, creating a seamless, turnkey option 🏡Close to Lee and Stockbridge, this is Berkshire living at its best.💰 Make sure to ask about the $16,000 income this property produced in just over a handful of summer months!

This caterpillar has become the most beautiful butterfly....you have to see it to believe! The most tastefully done unit, gutted and re-built to perfection with all high end fixtures, floors, layout, appliances and functionality. New ebony stained hardwood floors, gorgeous kitchen with stainless steel counters, marble island and back splash, Viking appliances, loads of cabinetry and access to the gorgeous deck for 3 season living. Beautiful master suite with an adjoining study, plus a whole bedroom suite with full bath and study on the lower walk out level. The cut stone fireplace in the living room is magnificent and the placement of rooms affords plenty of privacy for guests and owners alike. This unit is truly unique, a labor of love, and awaiting its next discerning owner!

Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect for relaxing outdoors. the primary suite includes an ensuite bath. Additional highlights include in unit washer and dryer, on-demand hot water, natural gas heat, and a large storage unit, your own parking space behind the building and access to a beautiful Exercise room for all condo owners. A rare combination of comfort, style, and convenience in one of the Berkshires most desirable towns.

Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four bedrooms, two full baths, and second floor laundry. Additional highlights include updated kitchen and baths, newer propane boiler, central air, partially finished basement, and two car under garage. Convenient to downtown Lenox, Tanglewood, shopping, dining, and Berkshire cultural attractions.

Set on a prime Lenox road directly across from Canyon Ranch, this fully renovated antique offers the rare convenience of a sidewalk leading straight into the village center. Shops, dining, Shakespeare & Co., and The Mount are just moments away -- yet the property feels private and peaceful, surrounded by mature trees and gardens.Originally the Gardener's Cottage for the historic Bishop Estate, the home blends preserved character with extensive recent improvements, creating a residence that feels timeless and truly move-in ready.

Discover a prime commercial opportunity at 449 Pittsfield Road Lenox, MA. This expansive building boasts approximately 9,000 square feet and features eight versatile office suites, perfect for businesses of all sizes. With ample parking available, your clients and employees will enjoy easy access. Strategically located in a high-traffic area, this property benefits from excellent visibility and foot traffic, making it ideal for retail or professional services. Whether you're looking to invest or establish your business, this location offers a unique blend of functionality and convenience. Don't miss your chance to secure a spot in this vibrant commercial hub!

Discover comfortable & gracious living in this impeccably renovated home in Lenox. 4 BRs & 4 BAs approx. 4,000 sq ft of open, modern design. The entire home is filled w/sunlight & gleaming new red oak flooring & a sleek chef's kitchen outfitted with new Bosch appliances, quartz countertops & significant storage. Functional yet luxurious details throughout- from laundry on 2nd level to mini-split systems, fireplace & a sunroom that promises cozy comfort in all season. Step outside into your private natural oasis: enjoy gatherings w/ woodland views around the fire pit, on deck or patio. Newly finished lower level includes a living, dining & media room equipped with kitchenette & full bthrm. Set in one of Lenox's most desirable neighborhoods, this home provides privacy and convenience.