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THE KINDERHOOK GROUP

Welcome to the private Leisure Lee community. Tucked away awaits the sandy beach of Goose Pond, a dock with boat moorings and two tennis courts. Create your own dream home with this elevated wooded lot. A short drive to the Lee outlets and close proximity to Tanglewood and all cultural events the Berkshires have to offer.


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MACCARO REAL ESTATE

Excellent opportunity to acquire a fully operational sandwich/coffee shop in Lee, Ma., ''Gateway to the Berkshires''. New England Wraps is family-owned business specializing in wraps, sandwiches, salads, seasonal meal specials of Indian origin, fresh fruit smoothies, coffee, tea, bottled and fountain drinks. Located at the Lee Premium Outlets mall food court. New England Wraps prides itself on its fresh, locally sourced ingredients and offers options for take-out, delivery and dine-in. The location benefits from strong foot traffic driven by national retailers, tourism and weekend shopping demand. Turn-key business, ideal opportunity for owner operator or investor seeking a scalable food service business in a high visibility retail setting.


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WILLIAM RAVEIS - BERKSHIRE

Exceptional opportunity in East Lee! 9.44 acres located in the desirable RB zone offering a flexible mix of residential and business uses. This expansive parcel provides the ideal setting for a residence, live/work concept with plenty of room for creative possibilities. Enjoy a peaceful Berkshire setting while maintaining convenient access to Lee, Lenox, and the Mass Pike. Whether you are looking to build your dream home, establish a business presence, or invest in land with versatile zoning, this property offers both space and opportunity in a sought-after location.


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MACCARO REAL ESTATE

Exceptional opportunity to acquire a fully operational, turnkey pizza business located within a high traffic outlet mall food court. This established operation offers a rare chance to step into a fully built out food service space with immediate revenue potential in a proven retail destination. The business features a complete commercial kitchen set-up, including pizza ovens, prep stations, refrigeration, and point-of sale systems. Efficient layout and workflow support high volume service during peak shopping periods and seasonal surges. The location benefits from strong foot traffic driven by national retailers, tourism and weekend shopping demand. Ideal opportunity for owner operator or investor seeking a scalable food service business in a high visibility retail setting.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Located at the end of a quiet dead-end street, this versatile 3.6-acre lot offers the ultimate blend of scale, privacy, and turn-key convenience. Critical site preparation has already been accomplished. The parcel features a flat, cleared homesite ready for your build, a roughed-in gravel driveway, and electricity already connected to an existing outbuilding. Utility connection is remarkably straightforward, with public water and municipal sewer available directly at the street. Adding exceptional character and value, the rear boundary rises into a wooded, rocky ridge that abuts the maintained hiking trails of Lee Town Forest-effectively expanding your backyard into acres of preserved nature. Sited less than 5 mins from I-90 exit (mass pike) 5 mins to downtown Lenox, 10 mins to Tanglewood!


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MACCARO REAL ESTATE

Priced below assessed value, this is the perfect canvas for your dream home! This 3-acre corner lot is tucked away on one of Lee's most desirable roads, offering a blend of privacy and accessibility. Enjoy the serenity of nature while still being just minutes from everything that makes the Berkshires special- 5 minutes to the Premium Outlets and Mass Pike, and a short drive to world-renowned cultural destinations like Tanglewood and Jacob's Pillow. Situated on upper Chanterwood, this lot provides flexible options for building and design, so you can create the home you've always envisioned. Whether you're looking for a peaceful full-time residence or a weekend retreat, this location delivers the best of both worlds: tranquility and convenience.


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MACCARO REAL ESTATE

Perfect canvas to secure your place in the Berkshires. Beautiful parcel of land with 1.80 acres, this prime property offers privacy and convenience, with town water and town sewer. Enjoy beautiful views, surrounded by the natural beauty and cultural richness of the Berkshires. Whether you envision a full-time residence or weekend retreat, this property provides an exceptional opportunity to bring your vision to life in one of the region's most desirable areas. Minutes from downtown Lee, Lenox and Stockbridge.


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WILLIAM PITT SOTHEBY'S - LENOX
$249,900
3 BD | 1 BA
Residential - Single Family

Welcome home to this sweet and petite one level easy living ranch style home. Sun filled bright spaces invite you to relax and enjoy the end of each day in this thoughtfully planned layout. Boasting a king size bedroom, two other bedrooms, and an updated full bath. The galley style kitchen is comfortable for baking and creating all the dinner gatherings you wish. Comfortable everyday dining is open to living and a lovely added sunroom for extra living space and enjoyment. French doors lead to a generously sized back yard with perrenial plantings and a shade tree for an outdoor cool evening escape and playtime. Central to all that is Berkshire and Lee with a quaint downtown, shopping, schools, dining, and antiques. Close to parks, playgrounds and October Mountain State Forest for fun!


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NOCHER REALTY
$259,900
2 BD | 1 BA
Residential - Single Family

This log home in Leisure Lee offers two bedrooms and one bathroom in a woodland setting with authentic character. Built with natural woodwork throughout, the property provides a retreat for those seeking genuine timber construction with established community appeal. Inside, the kitchen anchors the dining room, with a rear addition for a family room. While a loft adds functional sleeping or storage area above. Wood finishes carry through the interior, reinforcing the home's authentic aesthetic. A private deck extends the living area outdoors, ideal for morning coffee or evening relaxation overlooking the property. The setting includes access to Goose Pond and tennis courts within the community, offering recreational opportunities for residents.


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MACCARO REAL ESTATE
$299,900
4 BD | 2 BA
Residential - Single Family

Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. Zoning is Residential and Business. Built in the early20th century, this home has a diverse use of residential, commercial or mixed use on a residential street. The kitchen has been updated with plenty of cabinet space. A cozy living room fireplace and a enclosed porch with numerous windows that welcome fresh summertime breezes and a patio with fenced private yard for summer leisure living. Convenient to all Berkshire cultural and recreational attractions.


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STONE HOUSE PROPERTIES, LLC
$300,000

Commercial

Large parcel adjacent located between the Mass Pike and Cape Street (Route 20) in Lee. Parcel includes a substantial gravel pit towards the back of the property and a five unit self-storage type building which has recently been used as a garage. Room for more self-storage units if buyer wants to develop that aspect of the property. Zoned Rural Business (RB). Some wetlands and power lines cross the property.


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WILLIAM RAVEIS - BERKSHIRE
$319,000
3 BD | 1 BA
Residential - Single Family

Charming three-bedroom ranch in one of Lee's most convenient locations. Set on a large yard with room to relax, garden, or entertain, this home offers easy living in the heart of the Berkshires. Lee is known as the Gateway to the Berkshires and offers the perfect blend of small-town charm and accessibility. Enjoy wonderful local restaurants, shops, farmers markets, nearby parks, and easy access to Stockbridge, Lenox, and all the cultural attractions the area is known for. Inside, you'll find warm wood floors, comfortable living spaces, and endless potential to make it your own. Whether you're looking for a full-time residence or a Berkshire getaway, this home is a fantastic opportunity to enjoy the Berkshire lifestyle.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$350,000
3 BD | 1 BA
Residential - Single Family

Welcome to 140 Orchard Street, an inviting three-bedroom, one-bathroom Lee home that effortlessly combines everyday convenience with a warm, relaxed atmosphere. Bathed in natural sunlight, the cozy interior features an easy-flowing floor plan anchored by a desirable first-floor bedroom and full bathroom, creating a comfortable and welcoming layout the moment you step through the front door and offering a wonderfully bright canvas ready for your personal touch. The home's exterior is an outdoor lover's delight, featuring an expansive, partially fenced yard that provides a serene setting for summer barbecues, lawn games, or simply relaxing in the fresh Berkshire air. An attached one-car garage offers convenient shelter from New England winter weather along with extra storage space.


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WILLIAM RAVEIS - BERKSHIRE
$350,000
4 BD | 2 BA
Residential - Single Family

Charming and full of character, this in town Lee home blends timeless original details with thoughtful modern updates. Beautiful hardwood floors, original woodwork, and classic architectural features create warmth throughout. The spacious layout offers comfortable living with abundant natural light and inviting spaces for everyday life or entertaining. A Tesla charger adds modern convenience, while the walkable location puts shops, restaurants, and local amenities just moments away. Located in Lee's Commercial Business Corridor (CBC) District, the property also offers added flexibility with a variety of permitted residential and commercial uses, subject to town zoning regulations. A unique opportunity combining historic charm, convenience, and future potential.


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BERKSHIRE HOMES AND CONDOS
$369,000
3 BD | 2 BA
Residential - Condo/Townhouse

Immaculate unit in move-in condition. 1st floor bedroom and a 1st floor stall shower with glass door. Hugh 3 season room with glass and screens to enjoy the Berkshire air. Hardwood floors in living and dining area. Upscale stainless steel refrigerator and Bosch Dishwasher. Two bedrooms and full bath with tub/shower upstairs. Unfinished lower level with work bench, washer and dryer. Village at Oct Mtn offers heated pool, har-tru tennix courts, EV charging, canoe/kayak racks. Cental location to all the culltural activities and restaurants.


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MACCARO REAL ESTATE
$379,000
3 BD | 1 BA
Residential - Single Family

Charming three-bedroom, one full bath ranch offering the ease and convenience of one level living in a highly desirable neighborhood. Situated on a spacious lot, just shy of a half-acre, this home features a large, fenced backyard perfect for entertaining, gardening or simply enjoying the outdoors. Wrap around deck overlooking above ground pool, creating the ideal summer setting. Inside you will find a comfortable eat-in kitchen, front living room, updated bathroom and 3 bedrooms. Partially finished basement that provides additional room for a family room, home office, gym and laundry. Conveniently located close to schools and downtown Lee, ''Gateway to the Berkshires''.


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BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD
$410,000
3 BD | 1 BA
Residential - Single Family

Located on desirable Golden Hill Rd., a true '' FIXER UPPER '' that sits on 8 acres with mountain views giving you the opportunity for expansion and the possibility to build your dream home, or ADU. The house has 3 Bedrooms,1 Bath, Living room and an eat-in Kitchen. The Garage is in very poor condition and may need to be taken down. House is being sold AS-IS, no negotiation or concession for any inspection issues. Accepted offer is subject to approval by the Massachusetts Estate Recovery Unit/ Commonwealth of Massachusetts (MassHealth). Just minutes from downtown Lee, the entrance to the Mass Pike, Rt 102 to Stockbridge and Great Barrington Rt 20 north brings you to Laurel Lake, Lenox, Tanglewood and more of the Berkshires.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$429,000

Commercial

*NEW PRICE* HISTORIC RAILROAD STATION WITH CABOOSE. Built in 1893. Renovated in 2018, 2,134 sf. Unique opportunity to own a piece of Lee History. Restored and converted for Bar/Restaurant use. Centrally located in downtown. Seating for 65 plus Outdoor Deck. Parking for 30 cars. Property also available for Lease (MLS# 243435).


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NOCHER REALTY
$429,900
4 BD | 2 BA
Residential - Single Family

Tucked away on just under an acre of absolute privacy in beautiful Lee MA., This modified Cape-style home is a masterclass in character. Ready for you to bring this home to its modern beauty! Step inside to find hardwood floors that guide you into a spectacular living room, where dramatic vaulted ceilings create an airy, sanctuary. Two cozy pellet stoves offer the ultimate in warmth and ambiance during crisp New England autumns. 4 spacious bedrooms and 2 full baths, the layout is as functional as it is inviting. Outside, your private yard oasis awaits--featuring an inground pool wrapped in serene privacy, a spacious two-car garage, and plenty of room to breathe.


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WILLIAM RAVEIS - BERKSHIRE
$480,000
3 BD | 2 BA
Residential - Single Family

This thoughtfully updated home blends warmth, comfort, and history. An amazing front porch welcomes you before you even step inside, and the short walk to downtown or quick drive to the lake offers an easy, connected Berkshire lifestyle. Inside, bright and inviting rooms and beautiful wood floors create a natural sense of warmth, while the layout makes everyday living feel effortless. Flexible spaces adapt to your needs whether that's a home office, playroom, studio, or additional lounge area. With many updates throughout, the home feels modern and refreshed while still honoring its original character. A property that balances charm with convenience!

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