847 houses for sale in Lenox, Lenox town Berkshire County Massachusetts

Beautifully maintained inside and out, this move-in ready 3-bedroom Ranch offers the perfect blend of comfort, updates, and outdoor living. Gleaming hardwood floors, abundant natural light, and a stunning floor-to-ceiling stone fireplace create a warm, inviting living space. The finished lower level with custom bar adds exceptional bonus space for entertaining, hobbies, or relaxing. Outside, enjoy an expansive composite deck overlooking a beautifully landscaped, fully fenced backyard with fire pit and storage shed. Recent improvements include a new transferable 50-year roof (2025), fence (2025), remodeled bath, finished basement, deck, updated flooring, and more. Every room reflects the pride of ownership this home has received. Simply unpack, settle in, and enjoy

Located on the edge of Pittsfield's Downtown Creative District, this versatile colonial has served as professional office space for 20+ years and offers endless possibilities. Features include 6 private offices, a reception/waiting area, half bath, bonus room, handicap-accessible ramp, off-street parking, and a detached 4-bay garage with income potential. Ideal for medical, professional, nonprofit, wellness, counseling, mental health or substance abuse programs with residential living (subject to approvals), artist studios, or rental income. Restore it to a charming residence or continue its commercial use. Convenient to downtown and major routes in and out of the Berkshires. Bring your vision to where opportunity, location and flexibility come together. Talk to Tony

Welcome to this charming and low-maintenance ranch offering 1,131 square feet of comfortable single-level living. Situated on a quiet street in a desirable Pittsfield neighborhood, this two-bedroom, one-bath home is just minutes from Onota Lake and Pontoosuc Lake, providing easy access to boating, fishing, swimming, and year-round outdoor recreation. Inside, you'll find a functional floor plan designed for easy living, with bright, welcoming spaces that make everyday living and entertaining effortless. Step outside and enjoy your morning coffee on the inviting front deck or relax on the side patio surrounded by beautiful perennial gardens and colorful landscaping. The backyard offers additional outdoor space complete with a storage shed for gardening tools and seasonal equipment

Get ready to relax in the Berkshires in your new condo with the big windows and the high ceilings! Owner retiring and moving down south, giving up his beloved in town Great Barrington location. You'll love being close to stores and provisions for your various adventures, while being close to all the attractions that the Berkshires have to offer. And, at an approximately two and 1/2 hours from Boston or NYC, your location can't be beat. Come experience worry free living while the condo cuts your grass in the summer, or plows your driveway while you're up here to ski. 9 Stanley is simply country living at it's best! Come see it today!

Welcome to easy single floor living in a highly desirable Southeast Pittsfield neighborhood! Built in 2003, this exceptionally well-maintained contemporary home features 3 spacious bedrooms, 2 full baths, soaring vaulted ceilings, and beautiful hardwood floors. The light-filled primary suite includes a private ensuite bath, while the enclosed 3-season room and front porch offer ideal spots to relax overlooking a low-maintenance yard. Complete with a brand-new roof, central air, a massive unfinished basement with endless potential, and city-maintained street access, this move-in-ready property is a standout Berkshire home!

Welcome to 1228 East St. A longtime family home filled with warmth, character and opportunity. Beautiful hardwood floors throughout much of the home. Updates include electric panel, blown in insulation, a new oil tank 2018 and new oil burner 2022. The spacious second floor kitchen area offers potential to create a two-family flat subject to city approval. A three-car garage offers extra space for storage, family vehicles or earning potential by renting out bays. Close to shopping, parks, recreation and everyday conveniences. This East st gem is full of possibilities. Schedule your showing today

Step into timeless elegance in this exceptional 6-bedroom, 3-bath historic residence, where classic architectural details blend seamlessly with thoughtful modern updates. Meticulously maintained and enhanced over the years, this one-of-a-kind home showcases the craftsmanship and character rarely found today. From the moment you enter, you'll be captivated by the grand, sun-filled rooms, gleaming hardwood floors, original built-ins, statement fireplaces, and exquisite stained glass windows that fill the home with natural light. With updated electrical, plumbing, boiler, sewer line and kitchen, this home is designed for everyday living and entertaining. Ideally located near downtown Pittsfield's cultural attractions this is a rare opportunity to own a piece of architectural history

Welcome to this charming and low-maintenance ranch offering 1,131 square feet of comfortable single-level living. Situated on a quiet street in a desirable Pittsfield neighborhood, this two-bedroom, one-bath home is just minutes from Onota Lake and Pontoosuc Lake, providing easy access to boating, fishing, swimming, and year-round outdoor recreation. Inside, you'll find a functional floor plan designed for easy living, with bright, welcoming spaces that make everyday living and entertaining effortless. Step outside and enjoy your morning coffee on the inviting front deck or relax on the side patio surrounded by beautiful perennial gardens and colorful landscaping. The backyard offers additional outdoor space complete with a storage shed for gardening tools and seasonal equipment

Presenting a distinguished multi-family property located at 53 Orchard St, Pittsfield, MA. This expansive 4 unit spans 2688 square feet of living area, offering a rare opportunity for sophisticated urban living or a strategic investment. This property includes six generously proportioned bedrooms, providing ample private accommodations across its two stories. The property's substantial lot size of 4160 square feet provides a significant footprint within the urban landscape. We invite you to discover the potential and unique character of this Pittsfield address. Three Units are vacant and recently remodeled with market rents averaging about 1395.00 in the area. One Unit is rented month to month at 950.00

Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for single-family, multi-unit, or live/work conversion-with no sprinkler system required for up to 3 residential units. Already equipped with 1 full bath and 4 powder rooms, and featuring two finished floors, the layout adapts effortlessly to your vision-be it modern apartments, stylish offices, retail space, or a dynamic studio. - Spacious and bright with 5,180 sq ft across two levels - Excellent bone

Welcome home to this beautifully maintained, ADA-compliant 3-bedroom, 1.5-bathroom ranch-style home, offering the perfect blend of comfort, accessibility, and modern efficiency. From the moment you arrive, you'll love the excellent curb appeal, featuring durable vinyl siding, updated vinyl windows, and a solar system to curb electric costs. Inside, the home boasts a wonderful, flowing floor plan bathed in abundant natural light. Designed for effortless single-level living, the thoughtful layout accommodates all needs with ease. Step outside into your own flat yard complete with a handy storage shed

Meticulously maintained and lovingly cared for, this spacious four-bedroom, two-and-a-half-bath home offers the perfect combination of comfort, quality, and location. Featuring generously sized rooms throughout, this home provides ample space for both everyday living and entertaining. Pristine wood floors lie beneath the carpeting, offering the opportunity to uncover their timeless beauty. Recent improvements, including a new roof, providing peace of mind, while gas heat and central air conditioning ensure year-round comfort. Set in one of the area's most desirable neighborhoods and within a highly sought after school district, this property offers a truly special connection to its surroundings. The beautiful brook that flows through the backyard is the very feature for which Brookside Drive was named, creating a picturesque and tranquil setting that enhances the home's appeal. Enjoy the soothing sounds and natural beauty of the brook from your own backyard while appreciating the conve

An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could be a private primary 1st floor suite. The current owner has solid Air BnB income from it as is, or it could be rented year-round. The fully insulated barn/garage has it's own 100-amp service and is currently being used as a woodworking shop. A wood stove and a large loft for storage adds to its utility

Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors refinished and interior recently painted

Truly, a one of a kind, stunning property both inside and out with scenic views of the sprawling land down to Long Pond. This thoughtfully crafted and designed home was curated to incorporate the natural serene outdoors into gracious open common spaces allowing warm natural light and comfortable flow. The first floor boasts the great room with wood burning fireplace open to the chefs kitchen with a large pantry and dining with built ins, unique sunroom with walls of glass and screened porch that extends the indoor outdoor living space while overlooking the pergola, play house and down to the water. The first floor primary en suite and office/den sitting area offer privacy in its own separate wing. The second level has ample guest space with three bedrooms, two en suite full baths and guest laundry. Completing the home on the lower level walkout is the guest suite with family room, private kitchen, two more additional bedrooms, office, full bath and patio. All of this set way back from

Nestled in the heart of Great Barrington, this spacious 4 bedroom, 4 bathroom residence offers the perfect blend of family-friendly comfort and private sophistication. The home greets you with gleaming wood floors and a stunning fieldstone fireplace that anchors the living spaces in warmth and character. Cook like a chef in the large open kitchen, where generous countertops, a welcoming island, and ample natural light inspire everyday gatherings. The first-floor primary suite provides convenience without sacrificing privacy, ideal for busy households seeking single-level living when desired. Step outside to your expansive outdoors: a grand deck that overlooks lush acreage, plus a screened-in porch and an oversized porch ideal for morning coffees, evening entertaining, and quiet moments surrounded by nature. This property delivers both space for growing families and the seclusion you crave, all within the desirable Great Barrington lifestyle-top schools, outdoor adventures, and a thrivi

Welcome to this charming 4-bedroom, 2-bath home offering the perfect blend of comfort, updates, and extra living space. The updated kitchen and renovated first-floor bath provide modern style and convenience, while the finished lower level adds versatile space for a family room, home office, gym, or guest area. A bright and inviting sunroom fills the home with natural light and offers the perfect place to relax year-round. Outside, enjoy a spacious fenced backyard ideal for entertaining, pets, or play, along with an oversized garage providing ample storage and workspace. As an added bonus, the property includes deeded lake rights with private access to Onota Lake, giving you access to enjoy nearby water activities and scenic surroundings

Welcome to this stately raised ranch nestled in one of Pittsfield's most sought-after neighborhoods-Barkerville. Offering 1,896 square feet of thoughtfully designed living space, this home blends comfort, efficiency, and natural beauty in a truly special setting. Set on a cozy, private lot, the property is framed by mature evergreen trees, classic stone walls, and a peaceful brook flowing through the backyard. A grand entrance and custom walkway create a striking first impression, while the home abuts conservation land, providing direct access to scenic hiking trails and a serene, nature-filled backdrop year-round. Ideally located in the heart of the Berkshires, you're just minutes from world-renowned destinations including Tanglewood, the summer home of the Boston Symphony Orchestra as well as vibrant towns of Lenox, Great Barrington, Lee, Sheffield, Egremont, and Williamstown-all offering dining, shopping, arts, and outdoor recreation. Inside, you'll find an open-concept main level f

CONTEMPORARY FARMHOUSE! Sited on a knoll dotted with old apples trees overlooking scenic views all framed by a meandering fence. All you could ask for is in this well-built home, offering a first floor primary ensuite, library with fieldstone fireplace, A well appointed kitchen opens to both the dining and a living room with fireplace. A screen porch, 1/2 bath, laundry room/mudroom leading to a 2 car garage completes the first floor. The second floor offers 3 addition bedrooms, full bath, built-in bookcase with window seat. Kick back and relax on the front porch! A fabulous Berkshire house close to all Berkshire cultural venues, skiing, shopping, restaurants and, just plain fun!

Welcome to 144 Elberon Ave. This home is close to Golf, Shopping, Dining, Parks, Down town and so much more yet its on a lovely side street. Three bedroom Garrison Colonial offers formal dining room, formal living room with fire place and nice den. Under the carpet you will find blond oak floors. The back yard offers nice views, a patio and hot tub. The home was converted to gas approximately 5 years ago

Move right into this charming and spacious Colonial located in desirable Southeast Pittsfield. This well-maintained home features beautiful hardwood floors, high ceilings, original moldings, and generously sized rooms throughout.The first floor offers a bright and inviting living room, formal dining room, a large kitchen with a spacious pantry, main-level laundry, a full bathroom, and two enclosed porches that provide additional living space.The second floor features three spacious bedrooms, a full bathroom, and a small bonus room. The walk-up third-floor attic offers excellent storage and outstanding potential for future expansion or additional living space.Outside, enjoy the fenced backyard and detached garage/shed for extra storage

Beautiful combination of modern renovations with historic character! The first floor boasts an easy living circular flow with kitchen, dining and living room with stunning floors and washed with fabulous natural light. Family room tucked away for a more intimate space, large laundry room, mudroom and half bath. The second level includes a primary bedroom with an updated en suite full bath and walk in closet, two guest bedrooms, art deco full bath and additional flex space over the garage. Gracious front porch that overlooks ample level lawn on over a half of an acre, including both an attached and detached garage. Located in a convenient location on the Southeast side of Pittsfield. Major updates include, roof, kitchen, bathrooms, electrical, heating, plumbing, central AC and more Truly a turn key home with updated amenities!

Truly, a one of a kind, stunning property both inside and out with scenic views of the sprawling land down to Long Pond. This thoughtfully crafted and designed home was curated to incorporate the natural serene outdoors into gracious open common spaces allowing warm natural light and comfortable flow. The first floor boasts the great room with wood burning fireplace open to the chefs kitchen with a large pantry and dining with built ins, unique sunroom with walls of glass and screened porch that extends the indoor outdoor living space while overlooking the pergola, play house and down to the water. The first floor primary en suite and office/den sitting area offer privacy in its own separate wing. The second level has ample guest space with three bedrooms, two en suite full baths and guest laundry. Completing the home on the lower level walkout is the guest suite with family room, private kitchen, two more additional bedrooms, office, full bath and patio. All of this set way back from

Renovated Gothic Barn in an Unbeatable Berkshire Location. Location, Location, Location! This beautifully renovated Gothic Barn offers timeless architectural character paired with modern comfort and convenience. Move-in ready, this exceptional property features 3 bedrooms, 3 full bathrooms, and an impressive list of high-end upgrades throughout. Enjoy peaceful mornings and scenic sunsets from two brand-new decks overlooking picturesque views. Inside, the home has been thoughtfully updated with Andersen windows, doors, and sliding glass doors, durable Hardie Board siding, fresh interior and exterior paint, refinished hardwood floors, and central air conditioning. The stunning chef's kitchen is equipped with Cafe appliances, granite countertops, and premium finishes, while all three bathrooms have been completely gutted and renovated with contemporary fixtures and design. Additional upgrades include updated electrical and plumbing systems, a new heating system and furnace, floating stair

Spacious and thoughtfully designed, this executive ranch located on coveted Mountain Drive offers the perfect balance of comfort and functionality. Featuring three bedrooms and three full bathrooms, the home's expansive layout provides room to gather, relax, and spread out with ease. At the heart of the home, a generously sized living room with a wood-burning fireplace creates a warm and inviting gathering space. The eat-in kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinetry, making meal preparation a pleasure. A versatile additional living space, complete with a second fireplace, offers endless possibilities like a cozy den, family room, or formal dining room. The oversized mudroom serves as a practical everyday entry and includes laundry, a full bathroom, and direct access to the backyard. Tucked away at the rear of the home, the primary suite provides a peaceful retreat with privacy from the main living areas. Two generously sized bedrooms a