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!

Charming Cape in Lenox! Spacious eat in kitchen with access to a screened porch and large deck overlooking the private backyard, living room with wood flooring, quaint dining area, mudroom that connects to the garage, first floor bedroom and full bath. Second level has two bedrooms and finished family room in lower level walkout. Property has had several improvements made within the last 15 years including electrical, plumbing, roof, and deleading certificate. Located in a convenient location; this home has great potential with a lovely backyard.

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.

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!

This 2 Bedroom 2 full Bath townhouse has been tastefully renovated with granite counters, Stainless appliances and thought given to the smallest of details throughout. The multi levels give you a large open floor plan leading out to your deck where you can enjoy the privacy of the woods and a view of Yokun Brook. On the lower level you have a family room, Studio or whatever fits your lifestyle, with unique closets and plenty of storage, Laundry and utility room with more storage space. This community has so much to offer, you'll have access to the Clubhouse, sauna, outdoor pool, tennis, walking trails, Community garden, storage for your Kayak and fenced dog park. Just in time to enjoy summer in the Berkshires, a great lineup at Tanglewood this season, Restaurants and Shopping!

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!

This attractive multi level townhome has been renovated and ready for a new owner to enjoy this well cared for community. The spacious great room boasts open living/dining/kitchen w/direct access to private decking w/Mountain View & new awning, primary bedroom en suite & guest bedroom ensuite. The lower level, with convenient access by chair lift if wanted, offers desirable flex space; in unit laundry, lots of storage, family rm/office/overflow sleeping & 3rd full bath w/one of the few units that has ground level walkout w/slider to private patio. Amenities include outdoor pool, clubhouse with hot tub & sauna, tennis court, walking trails, kayak storage, fenced dog park & a plot in the community garden if you wish! All this in Lenox and minutes from music, theatre, shopping & fine dining!

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.

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 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.

Enchanting Lenox Cottage minutes to Tanglewood- 2 Bedroom / 2 Full Bath RetreatThe 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, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand-new back deck, an ideal setting for summer evenings. 2 Bedrooms on second floor, with full bath and dreamy tub.Meticulously maintained home with a new 200-amp electrical service, this turnkey retreat ensures total peace of mind. Expansive back yard with basketball court and shed, Whether you're enjoying the classic rocking-chair porch or exploring nearby trails and boutiques, this sweet sanctuary is a rare find in the heart of Berkshires.

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. New HVAC in 2026! You will have convenience in one of the Berkshires most desirable towns!

Custom designed 4 BR, 3.5 bath Townhome with Kennedy Park in your back yard! A one owner home with many upgrades make this one of the most desirable in Lenox Woods. Open floor plan with gorgeous kitchen, granite countertops, tile floors & high backsplash, stainless, upgraded appliances and walk in pantry; stone fireplace enjoyed by all the common spaces; first floor en-suite BR; screened porch off the Great Room with access to the patio, beautiful native pollinator flower garden and the Park beyond. 2nd Floor welcomes you to the Primary Bedroom Suite with double closets plus a walk in closet, a beautiful bath with a two sink vanity, quartz counters, tiled tub/shower with custom glass enclosure and a large linen closet. A 3rd BR en-suite, plus a study or 4th BR complete this lovely home

Located on a peaceful cul-de-sac, this beautifully refreshed 4-bedroom, 2.5-bathroom Colonial perfectly blends New England charm with modern updates. This home is privately situated on a 1.01 acre lot. This move-in-ready home features a bright, airy interior with fresh paint, new contemporary light fixtures, and elegant updated wooden floors. The heart of the home is the expansive kitchen, complete with newer stainless-steel appliances, which flows seamlessly into a dining area and family room anchored by a cozy wood-burning fireplace. Off the family room is a spacious screened porch overlooking a private backyard. The main level includes formal living and dining rooms, powder room and laundry.

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.

Ideally located just a short distance from Lenox town center, this thoughtfully updated home blends comfort, style, and convenience. Featuring 4 bedrooms and 2.5 baths, the interior offers warm hardwood floors and a flexible layout. Recent improvements include roof, electrical, appliances, and beautifully enhanced landscaping and hardscaping. The finished walkout lower level, with separate entrance, adds versatile living space ideal for teens, extended stay guests, work, or recreation. Enjoy outdoor living on the large composite deck overlooking a spacious backyard. Complete with a two-car garage and Tesla charging station, this move-in ready property delivers modern amenities in a sought-after Berkshire setting.