Lenox, MA Homes for Sale

Tucked into a peaceful wooded setting in Lenox, this architecturally distinctive contemporary home offers 2,189 square feet of living space on a private half acre lot. Designed with an asymmetrical exterior and a split level floor plan spanning three levels, this home offers unique character. Large windows fill the interior with natural light, while the open living areas create an inviting space.

Mariah Worth Lamacchia Realty, Inc. - Dalton

Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a

Paula McLean PAULA MCLEAN REALTORS INC.

Nestled on a peaceful street, this inviting 3 bedroom, 1.5 bath home offers the perfect blend of comfort and convenience. Step inside to find a bright and welcoming living space filled with natural light, a cozy dining area, and a functional kitchen ready for your personal touch. The three bedrooms provide plenty of room for family, guests, or a home office, while the updated half bath adds extra

Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Welcome to elegant single-level living in one of Lenox's most coveted locations. Ideally positioned on prestigious Saint Andrews Drive, this exceptional home offers privacy, comfort, and stunning views--just minutes from the heart of the Berkshires.This expansive 3,379-square-foot residence features four bedrooms and four full baths, thoughtfully designed for both everyday living and

Jose Larios Lamacchia Realty, Inc. - Dalton

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!

Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Highwick Farm Manor House is a beautifully restored Berkshire Cottage originally built as a gentleman's equestrian estate. After years of meticulous renovation and thoughtful restoration this remarkable property stands now complete, showcasing exquisite craftsmanship and timeless grandeur. Highwick features lead-glass windows framing picturesque views, ten fireplaces, walnut paneling and pocket

Molly Thomas COMPASS MASSACHUSETTS , LLC GB

The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental.The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a

Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. The sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms

Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

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

Cortney Dupont COHEN & WHITE ASSOCIATES

Move right into this beautifully updated, light-filled condo offering the perfect blend of comfort and elevated style. Featuring an open floor plan, tall ceilings, and a beautiful renovated kitchen with newer appliances, this home is designed for effortless living and entertaining. Enjoy flexible bonus space in the finished lower level--ideal for a cozy lounge, home office, or guest retreat, plus

Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

Experience the ultimate August in Lenox! This lovely cottage is available to rent from August 1 - September 2, offering a prime location just steps from Main Street and minutes to Tanglewood. Inside, enjoy a light-filled spaces and cozy proportions. This 2-bed, 1-bath retreat features a first-floor bedroom, bathroom, and washer/dryer. The second bedroom is a loft space. Relax on the deck, grill,

John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Totally renovated and move-in ready mobile home in Lenox! This 2-bedroom home is located on a quiet dead-end street in the Berkshire Mobile Park and offers a nice deck along with an ample side yard to enjoy. Shed in the back needs some repairs to the roof.

Tanya Shepardson Lamacchia Realty, Inc. - Dalton

HOME BEING SOLD AS IS NO NEGOTIATION ON INSPECTION ISSUES. THE PRICE IS NOT NEGOTIABLE. 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.

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Custom-designed Lenox Woods townhome with direct access to Kennedy Park! This beautifully maintained, one-owner residence offers 4 bedrooms, 3.5 baths, and an exceptional blend of comfort, quality, and convenience.Thoughtfully upgraded throughout, the open-concept main level features a stunning kitchen with custom cabinetry, granite countertops, tile flooring, stainless steel appliances, a

Heather Gallagher STONE HOUSE PROPERTIES, LLC

Lenox! Don't miss this move-in ready three-bedroom cape. Outdoor enthusiasts will enjoy proximity to October Mt state forest - miles of trails for hiking, mountain biking, x-country skiing! Canoe or kayak up the road at the Decker boat launch! Inside this meticulously maintained charmer you'll find open floor plan with fireplaced living room, dining, updated kitchen, two first-floor bedrooms and

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

A rare and unique opportunity awaits just minutes from downtown Lenox! This charming Cape style home offers the perfect blend of country privacy and town convenience. Enjoy picturesque views and the tranquil sounds of a seasonal brook right from your back deck. The home features new windows, an oversized two car garage currently being used as a workshop, and is a fantastic canvas for your vision.

Tiffany Roberts TIFFANY ROBERTS PROPERTIES LLC

Beautifully maintained 2 bedroom, 2 bath condo, both bedrooms/ baths on main level with covered deck & beautiful views, finished lower level w/ laundry offers whole other level of space for office, hobbies, etc. Enjoy the clubhouse (gym, pool table, hot tub, sauna, kitchen/entertainment rm, local art hangings) out door POOL, TENNIS COURTS, walking TRAILS, community GARDENS, kayak storage, fenced

Donna DiGrigoli DIGRIGOLI REAL ESTATE

Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly

Suzann Ward HOUSATONIC REAL ESTATE

A rare and captivating Berkshire offering, this architect-designed home is filled with spectacular natural light, where expansive windows frame protected views of rolling meadows and hills, seamlessly bringing the outdoors in. Located across from conservation land and less than half a mile from Tanglewood, this pristine property offers the perfect balance of sophisticated country living and

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Don't miss this Lenox beauty! Tucked away on a quiet street and abutting preserved land, this colonial is a must see. Main level features hardwood flooring, living room with crown molding, formal dining w. large bay window, open updated kitchen with extensive storage. Family room with gas fireplace opens to spacious screened porch. First floor laundry and half bath. Three bedrooms on the upper

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

An exceptional architect-designed home in the heart of the Berkshires, privately sited within the conservation landscape of Bishop Estates and just minutes from Tanglewood and the center of Lenox.Thoughtfully positioned to preserve complete privacy, the home is surrounded by protected natural beauty without neighboring homes in view. Expansive walls of glass frame sweeping meadow and mountain

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

Tucked beside the renowned Miraval Berkshires resort and the historic Wyndhurst estate, this beautifully updated townhouse-style condo offers refined Berkshire living with resort amenities right next door. Step out to a back screened porch and adjoining deck that overlook the golf course -- the perfect setting for summer cookouts, easy entertaining, or a well-earned drink after a round. Inside,

Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

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

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

Cortney Dupont COHEN & WHITE ASSOCIATES

Walk-to town Lenox condo! Just in time for summer in the Berkshires! Move-in ready two-bedroom condo at Morgan Manor. Freshly painted interior, custom blinds, updated lighting. This is one of a handful of units that has an attached garage. Laundry (stack unit) has also been brought into this unit saving steps into the basement shared washer/dryers. Condo fees include natural gas heat, hot water,

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

Two beautifully landscaped acres with perennial gardens blooming throughout the season. An exceptional 10-room home offers privacy, views, and effortless Berkshire living just minutes from downtown Lenox and Tanglewood. The home features an open and inviting layout with a fireplaced living room and a chef's kitchen designed for gathering and entertaining. A stunning four-season sunroom

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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

Samantha Homeyer BIRCH PROPERTIES

Birchwood Village townhouse! A must-see unit-extensively renovated with contemporary style, high-end finishes and offers a move-in ready experience. Three living levels affords wonderful privacy and separation of space. Main floor allows for easy entertaining with an open floor plan. Living room features a wood-burning fireplace, dining opens to the cook's kitchen offering a light and bright

Pamela Roberts ROBERTS & ASSOC. REALTY, INC