Lee, MA Homes for Sale

Set on just over seven acres between Lee and Stockbridge, this c.1850 Greek Revival delivers classic Berkshire character with real scale. Nearly 4,700 square feet with a gracious flow, tall windows, and preserved period details. Every bedroom offers an en suite, creating an easy setup for hosting family and friends. Common spaces include a welcoming foyer, two living rooms, a formal dining room,

Cameron Volastro STONE HOUSE PROPERTIES, LLC

OPEN HOUSE SAT 7/26/25 10:30am-12:00pm. Don't miss this exceptional opportunity to own a spacious and beautifully updated home nestled on 1.34 acres in the heart of the Berkshires. Tucked away in a private setting yet just minutes from shopping, cultural attractions, and I-90, this home offers the perfect balance of peace and convenience. Enjoy the ease of one-level living with an updated kitchen

Cindy Carrigan LAMACCHIA REALTY, INC

Welcome to the Katydid Cottage, a thoughtfully updated Berkshire home full of modern amenities and historic charm. This five bedroom, four and a half bath freestanding condominium features a bright kitchen, large dining room, living room with gas fireplace insert, powder room, and a primary suite all on the first floor. Upstairs you will find four more bedrooms, two with ensuite bathrooms, and

Katie Williams STONE HOUSE PROPERTIES, LLC

Rustic Style Expansive Cape. Embrace the eastern views and warmth of New England's Mountains from the beautiful open front porch! Amazing custom home built by a true craftsman. Beautiful natural wood elements & exposed beams throughout, make for a wonderful Berkshire retreat! Large custom kitchen with granite & butcher block countertops, open dining room for easy entertaining with double French

Lisa Kelley MACCARO REAL ESTATE

Welcome to Leisure Lee! This updated lake home offers year-round or vacation living in one of the Berkshires' most sought-after communities. Perched on a hill with a treehouse feel, it has 4 bedrooms and 2 full baths. The lower level has a cozy living area with fireplace, 3 bedrooms & shared bath. Upstairs, soaring ceilings and large windows brighten the open living/dining space with a second

Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

This five year old home is the perfect fit for the first time home owner or a great country escape from the daily grind. A rare find, this move in ready home offers lots of natural light throughout with sliding doors on both levels to relax and enjoy the views of Basin Pond and October Mountain. A modern country home, the main floor offers an open plan living room with dining and kitchen and

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

Welcome to The House of HBB – Built in 1815 Rarely does a property so seamlessly combine historic significance and proven profitability. Situated on Pleasant Street and listed on the Historic Register, this meticulously maintained home offers three fully independent units—each successfully run as a 5-Star Airbnb with consistent repeat bookings, strong occupancy, and very little overhead. With a

Ashley Rose Compass

Welcome to this charming cape-style home that perfectly blends classic character with inviting modern touches. Step inside to find beautiful shining hardwood floors throughout the main living spaces. creating warmth and elegance. One of the highlights of this home is the bright and airy sun-room, offering the perfect spot to relax while enjoying the surrounding views. This backyard is a true

Janice Braim CARRIAGE HOUSE REAL ESTATE

Tucked away at the end of a peaceful dead-end street, this unique property offers a rare combination of privacy, charm and history. Previously used as a horse farm. The grounds offer plenty of potential gardening, hobby farming, or even bring horses back to the property. Whether you're looking for a rural retreat, space for animals, or simply a home with extra land to enjoy, this one-of-a-kind

Janice Braim CARRIAGE HOUSE REAL ESTATE

This incredibly spacious home built in the early 1900s features 5 bedrooms, an eat-in kitchen, a formal dining room, an office, a family room, a library with built-ins, and a backyard of more than a half acre with distant views and space for a good size garden as well as room for a pool. A fabulous 2-story barn offers extended space awaiting your vision. Mature plantings offer a feeling of

John Segalla HOUSATONIC REAL ESTATE

Prime Downtown Lee Investment Opportunity Located on a highly visible corner lot in the heart of downtown Lee, this versatile three-unit building offers a blend of residential and commercial income potential. The property includes two residential units--currently operated as successful short-term rentals--and one commercial space currently leased to a massage therapist. The first-floor efficiency

Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

Discover an exceptional investment opportunity to own two duplex homes on a single parcel, perfect for investors looking for a practical investment in the town of Lee. Four units total, these properties are ideal for generating consistent rental income. Close to downtown, shopping, major employers as well as banking and all popular Berkshire attractions. Tenants enjoy attached, private garaged

Tim Gallagher STONE HOUSE PROPERTIES, LLC

The Lakehouse enjoys a spectacular setting on a westerly facing cliff overlooking pristine Laurel Lake in the heart of The Berkshires. The Lakehouse is a classic three-story, shingle style mansion with 530' of lake frontage including its own dock. Built in 1903, the architecture denotes the unpretentious, timeless elegance of a turn-of-the-century lakeside cottage. There are 15 bedrooms and

Pamela J Long EAST COAST INN BROKERS

Welcome to the Katydid Cottage, a thoughtfully updated Berkshire home full of modern amenities and historic charm. This five bedroom, four and a half bath freestanding condominium features a bright kitchen, large dining room, living room with gas fireplace insert, powder room, and a primary suite all on the first floor. Upstairs you will find four more bedrooms, two with ensuite bathrooms, and

Katie Williams STONE HOUSE PROPERTIES, LLC

Once the First Methodist Episcopal Church, built in 1898, this incredible 6,500 sq ft property has been thoughtfully reimagined as a two-family residence and offers unparalleled potential for an artist's dream live/work space. Located just a short walk from downtown on a 3/4 lot abutting an 18 acre nature reserve, this building is ideally positioned to offer both the tranquility of the Berkshires

Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

THEY DON'T BUILD HOUSES LIKE THIS ANYMORE.They don't build love at first sight anymore, either. But Sky Hill Farm - a genuine 1798 Federal colonial in Tyringham Valley - has been creating that exact feeling for over two centuries.In 1912, Adele LeBourgeois Chapin wrote about first arriving here at dusk, walking through high grass to the old front door with its worn stone steps and feeling the

Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Welcome home to Lakeside condominiums at Foxhollow! An established condo community perfectly positioned between Lee/Lenox/Stockbridge close to all area attractions! Desirable ground level unit features easy living. Enjoy morning coffee on your spacious deck taking in open rolling lawns and mountain views. Open living/dining with fireplace, updated kitchen w quartz counters, stainless

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and

Paula McLean PAULA MCLEAN REALTORS INC.

Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. 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 for summer leisure

Anthony Caropreso MACCARO REAL ESTATE

Come and see this quaint, cape style home situated close to downtown Lee. This home has been completely renovated. A spacious kitchen includes new cabinets, stone countertops and appliances. The living room and dining room are flooded with natural light and are the perfect space for entertaining. Also located on the first floor are a bedroom and a half bath. The primary bedroom and full

Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

Single Family modular home on 3 Acres of land, in a serene and beautiful setting. There are two Modular homes to pick from, the New Haven and the Rolling Brook. Nestled in a peaceful, wooded landscape, this lot offers a perfect blend of privacy and natural beauty while being conveniently located. Minutes to walking trails, Basin Pond, and Finery Pond are at your back yard. Lenox and Stockbridge's

The Mary Scimemi Team Leading Edge Real Estate

Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

Kim Bergland RED HORSE REAL ESTATE, LLC

Updated and spacious condo just a short distance from Main Street Stockbridge, and all Berkshire attractions! Premier Unit at Stockbridge Terrace! Enjoy peaceful living on a quiet cul-de-sac with limited number ofunits. The main level living setup is perfect, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete

Lauren Molk ELYSE HARNEY REAL ESTATE

Incredible location, close to everything Berkshires. One of the most iconic properties in South County located just north of the new housing development in downtown Lee. This property has a total of 3 residential units and 2 commercial units. Unit A ($1,600/mo.) is a two bedroom townhouse style apartment. Unit B ($1,300/mo.) is a two bedroom apartment. Unit C ($950/mo) is a one bedroom apartment.

Tim Gallagher STONE HOUSE PROPERTIES, LLC

This stunning 6-family home sits on 1.5 acres, just a couple minutes away from the Lee Outlets, a convenient location with easy access to the Mass Pike. This multi-family consists of 3 two-bedroom units, 2 one-bedroom units, and a 4 bedroom 2 bath unit. The large unit offers a welcoming front porch, living room, eat-in kitchen, full bath and primary bedroom on the the 1st floor, and 3 bedrooms

Maria Liccardi Lamacchia Realty, Inc.

Prepare to be wowed when you visit this luxury condo at Stockbridge Terrace! The details, custom features and craftmanship are second-to-none! Seeking one-level living? Literally just bring your suitcase as furnishings can be available in this well-appointed one-owner home. Entertain in style with open floor plan. The living/great room's centerpiece is the stone fireplace, oversized windows

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

Prime Commercial / Residential / Mixed-Use Development Parcel on Route 20. Corner Parcel. Almost a full Acre. Comprised of 2 Lots. High traffic count,. Zoning allows for several uses. **Includes 2 Residential Buildings that can be delivered tenanted, vacant or can be raised by Seller for an additional fee.(note: Property delineation lines on photographs are approximations only.)

Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON