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 personal or business use.Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, residential, professional offices, or even a bed and breakfast. Currently zoned in the R1-A Zoning District with a Gateway Mixed Use Overlay, the potential is truly expansive.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!

Nestled at the end of a quiet dead-end street, this cozy two-bedroom, one-bath ranch offers a fantastic opportunity in a sought-after location. Just a short walk to downtown Lenox, you'll enjoy easy access to shops, dining, and cultural attractions. Inside, the home features hardwood floors and a practical layout, ready for your personal touch. The full basement provides ample storage or potential for additional use. Outside, relax on the rear deck or patio, overlooking a lovely side yard--perfect for outdoor enjoyment. While the home is in need of updates, its prime location and potential make it well worth the effort!

Immaculate and move-in ready! Looking for a walk-to-town setting? Morgan Manor is close to the village; close to Shakespeare, The Mount, and a short 2 mile drive to Tanglewood. Gleaming hardwood floors, open and updated kitchen. fully applianced including an in-unit stack washer/dryer. Updated lighting, freshly painted, newly replaced windows, custom window treatments. Additional dedicated storage in the basement level. Must see and ready for immediate occupancy!

Discover the perfect opportunity in the heart of downtown Lenox! This charming condo is an ideal choice for investors, second homeowners, or anyone seeking a convenient lifestyle. This unit boasts two bedrooms, one-and-a-half baths, an abundance of natural light, and an inviting gas fireplace, with beautiful wood floors. You will immediately have access to a variety of shops, cafes, and Tanglewood is just minutes away! Don't miss out on this incredible opportunity to own a piece of downtown Lenox!

This charming 2-bedroom, 2-bath corner condo features central A/C and an open, airy layout. The stylish living area is perfect for both relaxation and entertaining, while the well-equipped kitchen offers a convenient breakfast bar. The living and dining spaces flow effortlessly, leading to a private balcony with stunning Berkshire Mountain views. Rolling Hills offers exceptional amenities, including a fitness center, pool, tennis and pickleball courts, clubhouse, walking trails, bike/canoe/kayak storage, and more. Enjoy a lifestyle of relaxation and recreation just minutes from dining, shopping, and cultural attractions in the Berkshires.

Welcome to the Symphony Condominiums just footsteps from downtown Lenox and a short drive to Tanglewood. Enter in to a chef's dream kitchen featuring ample cabinetry for all your storage needs, expansive countertops for effortless meal prep, and a spacious design that invites both cooking and gathering. Off of the kitchen is a formal dining area that leads to a large private balcony with the ability to enjoy the sunrise and sunset. With hardwood floors throughout the main level includes an expansive living room, office, half bathroom and bedroom with custom shelving for storage. Upper level offers two more bedrooms and a full bathroom.

Come see this charmer awaiting your updates, close to downtown Lenox shopping district. Visit nearby Tanglewood (the summer home of the Boston Symphony and other world class performers, aka James Taylor and so much more); enjoy the arts offered at Shakespeare & Company; venture off to the scenic trails at Kennedy Park; observe the wildlife at nearby Pleasant Valley Wildlife Sanctuary; enjoy the nearby restaurants and all that the village of Lenox has to offer.

If you are looking for a Lenox home, don't miss this one! Three bedroom, two bath expanded cape with walk-out basement. First floor includes two bedrooms and a full bath. Hardwood throughout much of the house. Kitchen opens to a year-round heated sunroom that opens to a deck and overlooks the spacious back yard. Traditional cape with a bedroom with hardwood, bonus room and full bath on the second floor. Large driveway for a generous amount of off-street parking leads to the one-car attached garage and full basement.

You can't beat the location of this Garrison Colonial, set on a rare 3.7-acre lot in desirable Lenox! Tucked back from the road for added privacy, this home offers hardwood floors, a spacious family room with a wood-burning fireplace and cathedral ceilings, a large country eat-in kitchen, and first-floor laundry. With four generously sized bedrooms, 2.5 bathrooms, and town services, it's designed for comfort and convenience and offers great potential to build equity.

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.

Move-in ready Lenox 3 bed 2 full bath with mountain views on 1 acre. Large screened back porch and front 3- season room to enjoythe views. Town water and sewer, natural gas and see-through wild-life fencing protect huge backyard, 25+ new trees and pets. Recent updates - new roof, gutters,exterior paint, new front porch entrance and back stairs, refurbished 3 season room, and more. With gleaming hardwood floors downstairs and newer carpet inbedrooms, home is bright, airy and furnishings negotiable. Large closets with lots of built-in storage - cabinets throughout and dressers and desks in each bedroom. Unfinished walkout basement with carport. Enjoy being close to State Forest hiking, Lenox town center, top-tier Lenox schools, Tanglewood and the fabulous Berkshire cultural scen

Don't miss the opportunity to explore all the possibilities of this Classic Lenox Mid Century home on almost five acres of glorious established gardens, mature landscaping and wonderful privacy with two abutting building lots that have been included in the offering......let your imagination run wild as you create your own vision for this magical property. Built with ultimate design focus of mid-century style, this home boasts clean lines and oversized windows that let natural light in and promote a wonderful blend of indoor and outdoor spaces. This minimalist home offers timeless appeal that feels both classic and contemporary just waiting for your personal touches. Located minutes from the Village of Lenox, the epicenter of the Southern Berkshires.

Abutting Wyndhurst's Historic Golf Club and Miraval Berkshire Resort - a luxurious wellness destination, this desirable Coldbrooke condo has been beautifully maintained and updated and allows living in Lenox to be easy and convenient. Well laid out floor plan to include a renovated cook's kitchen, large light filled living room with gas fireplace, dining area, and cheerful four season sun room. Upstairs are 3 spacious bedrooms, including the primary with a beautifully renovated bathroom. Wood floors throughout the main living level. Large attic for storage. Living at Coldbrooke includes many benefits; complementary use of Miraval trails, tennis,& Sloane's outdoor pool, along with many other discounts. Great location - only 5 minutes to town and les than 10 minutes to Tanglewood

LENOX CONDOMINIUM AT TWELVE OAKS VILLAGE This luxury residence offers an openfloor plan with soaring Great Room, gas fireplace, kitchen with stainless appliances and granite counters, open dining and direct access to a lovely screened porch and patio for summerenjoyment. This appealing floor plan features a main floor primary bedroom en suite, den/office, attached garage, half bath and hardwood flooring. There are two guest bedrooms, both en suite, and an open family room loft on the second level. Community clubhouse, tennis and heated swimming pool, all within minutes of Guidos and everywhere you want to be in Lenox!!!

Nestled within the breathtaking grounds of the former Cranwell Resort, now the renowned Miraval Resort, 4 Woods Lane offers the perfect blend of luxury, tranquility, and modern comfort. This exceptional 3-bedroom, 3.5-bath home boasts stunning distant views, bringing the beauty of nature right to your doorstep.The spacious first-floor primary suite ensures effortless living, with no stair entry for added convenience. Whether you're enjoying a peaceful retreat or entertaining guests, the thoughtfully designed layout provides a harmonious flow throughout. From the moment you step inside, you'll be captivated by the serene surroundings and the unparalleled quality of this exquisite residence. Wyndhurst Club offer indoor and outdoor pools, tennis, fitness and more at reduced rates.

9+ Acres on Under Mountain Rd in Lenox!Very rare opportunity to purchase a home with 9.4 acres of cleared, level land on coveted Under Mountain Road in Lenox. This cherished property has been held in the same family for 70 years. Neighboring protected land, this unique parcel boasts distant views of the Berkshire hills.With 650+ feet of frontage, this parcel offers multiple building lot potential! Could also be an equestrian property!A charming 2 bedroom, 2 bath home features a lovely living room with a cozy fireplace and a wall of windows overlooking the expansive backyard. The spacious primary suite has vaulted ceilings and a large bath with laundry. A well maintained home with town water and a backup generator.

First time on the market this impeccably maintained townhome at Fairwynds II, is set on the grounds of Miraval, a luxury wellness resort and spa. It is just off the golf course at the end of a cul-de-soc. Open living plan on the first floor is great for gathering with others or just having a nice airy feel. This home is thoughtfully designed with 3 en suite bedrooms and each guest room having it's own dedicated sitting room as well as access to the second floor deck. Never rented, original owner. Discounts at Wyndhurst Golf Club and the gym/spa are available to Fairwynds owners.

A grand two-story foyer with a beautifully crafted staircase welcomes your entrance to this stately home. The spacious rooms are bathed in natural light. Wonderful details include two fireplaces, French doors, butler's pantry, back staircase, beautiful wood floors. Large eat-in kitchen and formal dining room. Gracious back porch off the family room looks out to the lovely meadow and woods. Impressive second floor balcony with lovely sitting area. Primary suite with office (could be a 5th bedroom). Second floor and lower-level laundries. Finished lower level with 3 additional rooms and full bath. Walk to all that Shakespeare and Company has to offer. Restaurants, shopping, Canyon Ranch, Miraval, hiking and more are only mere minutes away.

Discover your dream home in the Berkshires! This expansive and luxurious cape has been thoughtfully renovated throughout and offers an immaculate, light and bright home to love. New windows masterfully placed allow the beauty of the Berkshires inside while enjoying the comforts of home. Renovations include exquisite Porcelanosa tile, open floor plan, 5 full baths, a spectacular kitchen with commercial grade refrigerator, new windows, 400 amp electric and discreet ceiling mounted mini splits for your comfort. Nestled in desirable Bishop Estate across from Canyon Ranch, the property offers 4.31 acres of serene privacy while being just a short walk to the heart of the Berkshires in downtown Lenox. With only 17 homes on the property, you'll enjoy a peaceful and tranquil setting close to

This exceptional home, nestled in a world-class resort, is truly a rare gem that you don't want to miss! Imagine entering this spectacular 3-bedroom, 4-bath retreat drenched in natural light with living spaces designed to flow effortlessly, creating a welcoming and tranquil atmosphere. The open-concept living area transitions beautifully into a gourmet kitchen, ideal for entertaining loved ones and enjoying peaceful culinary adventures. The charming dual-sided fireplace adds a cozy touch, connecting the family room with the living room, while lovely French doors lead you out to the wrap-around deck, offering serene views of the golf course and the picturesque Berkshire landscape.