344 houses for sale in Lakewood, Pittsfield city Berkshire County Massachusetts

Easy living in this move-in ready contemporary in southeast Pittsfield! Stylishly designed with a flexible floor plan. Enter into a light-filled living space with built-in cabinetry in the entry, spacious oversized eat-in kitchen that that opens to a large rear deck. Kitchen with quartz island/ stainless appliances. Oversized first floor bath with laundry. Additionally find a den/sleeping space with French doors for privacy. Primary suite is the entire upper level and features deep soaking tub. Many options for the finished lower-level walk-out recently enhanced with custom built-in storage. Efficient propane heat/hot water, this is a gem not to be overlooked. Convenient to all Berkshire locations, this like-new home is a must-see for full or part-time living!

Move right into the vacant unit and start generating income from the other. The property includes a small, easy-to-maintain yard, perfect for enjoying outdoor space without extensive upkeep. While there is no off-street parking, the property's functional layout and income-producing potential make it an excellent value. Whether you're looking to owner-occupy or expand your investment portfolio, this duplex is ready for its next owner

One of the most exceptional homes to come to market, this remarkable property blends timeless elegance with resort-style living. Featuring 5 bedrooms, 3.5 baths, including private guest quarters with bath and secondary staircase, this home offers both sophistication and versatility. The luxurious primary bedroom suite is a true retreat, complete with a spacious en-suite bath designed for comfort and relaxation. A stunning new kitchen serves as the heart of the home, thoughtfully designed for both everyday living and refined entertaining. Impeccably curated interiors extend seamlessly to breathtaking outdoor spaces highlighted by a spectacular heated in-ground pool, extraordinary landscaping, and meticulously maintained grounds. A true masterpiece of design and luxury living. Join the Country Club of Pittsfield for golf, tennis and pickelball just 1.5 miles away. Downtown Pittsfield's restaurants, museum and theaters are a short 15 minute walk. Drive 15 minutes to downtown Lenox and Tan

4 Bedroom 1.5 bath brick cape on over half acre lot, wood floors throughout, fireplace, newly painted, dining room, eat in kitchen, one car attached garage, breezeway, family room in basement. Includes separate 720 square foot ranch with 2 bedrooms, 1 bathroom on property, front porch, vinyl siding, separate utilities

Charming two-family flat offering space, flexibility, and great updates throughout. The first-floor unit features a beautifully updated kitchen and bath, a spacious living room perfect for relaxing or entertaining, and an enclosed front porch filled with natural light. A partially finished basement provides additional living, recreation, or storage space. The second-floor unit offers 2 bedrooms, a bright sunny enclosed front porch, and access to attic space for extra storage. Separate utilities and lead paint compliancy make this property ideal for owner-occupants or investors, while ample off-street parking adds everyday convenience. A wonderful opportunity for rental income, multi-generational living, or investment potential

Escape to your own Berkshire retreat at 191 Fox Rd, where 7.5 private acres create the perfect blend of peaceful country living and everyday convenience. Surrounded by nature yet only minutes from shopping, dining, schools, and recreation, this property offers the best of both worlds. Thoughtful upgrades include owned solar, upgraded electrical, efficient heating and air conditioning, a backup generator, and a heated detached garage. The finished walk-out basement expands your living space for entertaining, recreation, or relaxing after a day outdoors. Enjoy morning coffee on the deck, evenings by the patio, and the serenity of wide-open space. Along with two fireplaces and a pellet stove, this is more than a home-it's your own private Berkshire estate waiting to be discovered

Adorable and accessible ranch in a secluded West Pittsfield neighborhood offers easy one-level living. Customized for a wheelchair user, this meticulously maintained home features wide doorways, a large bedroom with a reading/office nook and double closets, an open living room and kitchen layout, a bright, spacious bathroom, and a laundry/mudroom area with plenty of storage. Decking connects the inviting front porch to a private bistro-like patio bordered by raised garden beds in the fenced and landscaped backyard. Whether you have mobility issues now or would appreciate a small home with no stairs in which you can age in place, this could be your sweet Berkshire retreat

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

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

Recently renovated brick cape with attached garage, on a beautiful corner lot! The first floor offers spacious living room open to the updated large eat-in kitchen, with quartz countertops and new stainless appliances. The home has a total of 4 bedrooms and 1.5 baths. The first floor also features a renovated full bathroom and 2 bedrooms. Upstairs you will find a hat bathroom and two additional bedrooms, with the primary featuring with walk-in closet. Enjoy more finished space in the partially finished basement! There is also a convenient breezeway connecting the garage. This is a very complete home. Don't miss our Open House this Sunday June 14th from 10:30 am to 12 pm!

Set on approximately 3 picturesque acres in Dalton, this beautifully restored New England farmhouse seamlessly blends rich Berkshire history with thoughtful modern updates. Once operated as both an inn and stagecoach stop, the property is filled with timeless character. The home features 5 bedrooms and 3 full baths, including a spacious first-floor primary bedroom along with an additional first-floor bedroom and two full baths, ideal for guests or convenient single-level living. Warm and inviting gathering spaces include a library, living room, family room and formal dining room all filled with natural light and historic architectural details. Cozy gas stoves in both the kitchen and family room add modern touches to the home's classic New England feel. Upstairs, you'll find three additional bedrooms, an office space, full bath, and dedicated laundry room. Throughout the home, original details tell the story of its remarkable past, including a pre-Revolutionary War fireplace complete wi

Charming and well-maintained Cape offering 3 bedrooms and 1.5 baths in a desirable location just moments from Onota Lake. This inviting home features an open kitchen and dining area, creating a welcoming space for everyday living and entertaining. Full of character and warmth, the home also boasts a newly finished basement that provides additional living space perfect for a family room, home office, playroom, or gym. Thoughtfully cared for inside and out, this move-in ready property combines classic charm with modern functionality

This lovingly preserved 1845 Cape exudes charm and timeless character. Step inside to find wide-plank floors, hand-hewn beams, and sun-filled rooms that feel warm and inviting from the start. Spring breathes new life into this special home-windows open to fresh country air, birdsong fills the mornings, and soft light pours in as the landscape begins to bloom. It's the perfect season to enjoy peaceful mornings with coffee, gentle breezes, and the beauty of nature awakening all around you. Surrounded by the serene Berkshires, the property offers a daily connection to the outdoors. Deer wander through the yard, flowers begin to blossom, and each day unfolds with the quiet rhythm of country living. This is more than a home-it's a place to slow down, recharge, and truly feel at peace

Welcome to this beautifully maintained Cape Cod-style home, built in 2001 and set on 1.13 acres. Offering 3 bedrooms and 2.5 baths, this inviting home combines charm with a thoughtfully designed floor plan that's perfect for everyday living and entertaining. The main level features a private office with elegant French doors, ideal for working from home or creating a quiet retreat. The spacious living room is warmed by a cozy gas fireplace and opens to an expansive 12' x 30' partially screened deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while enjoying the peaceful backyard. Upstairs, you'll find a primary suite complete with its own private bath and patio. Two additional bedrooms provide plenty of room for family and guests. The walkout basement offers extra space for a playroom, game room or potential in-law apartment. It has plumbing for another bathroom. The private backyard offers beautiful views and a great above ground pool. Please allow

Discover the exceptional lakefront lifestyle in this beautifully renovated, move-in ready 2-bedroom, 2-bath residence on Onota Lake. Bathed in natural light, expansive walls of windows frame captivating water views from the living room, dining area, and kitchen, creating a seamless connection to the outdoors. A welcoming fireplace adds warmth and charm, while efficient mini-split systems provide year-round comfort. The spacious primary suite offers a private bath and a serene retreat. Outdoors, a lakeside deck, fire pit and private dock create an inviting setting for entertaining, boating, and relaxed Berkshire living. A truly special waterfront offering

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

Beautifully nestled in a gorgeous yard with wrap around deck and patio to enjoy the peace and tranquility of this setting! Pristine in every way with an open kitchen/dining area, which flows into the Living Room with gas fireplace, gorgeous formal dining room with lovely architectural details throughout; fabulous great room with stone, wood burning fireplace and cathedral ceiling plus a private office over the garage; the best mudroom ever with lots of cubbies and closets, updated kitchen and baths, large primary suite plus 2 additional bedrooms and full bath on the 2nd floor. The lower level is an added bonus with three finished rooms and a walk out to the stone patio and fire pit in the side yard. Brand new septic system! Nothing to do but move in and enjoy! Plus Lenox schools!

Come see this unique 2 family home. The owners side has a big 2 car garage and a gorgeous back yard and shed. The interior has many updates including modern kitchen and hardwood floors

Location is a must! Spring cleanup is about to happen. Many improvements by current owners. Roof replaced in past 10 years. Orangeburg pipe replaced from house to street. Furnace replaced. Kitchen redone. Chimney pipe replaced. Just a few updates

Just steps from the sparkling shoreline of Richmond Pond, this year-round bungalow offers relaxed Berkshire living with a touch of charm. The inviting living area centers around a cozy propane fireplace, complemented by a bright vaulted ceiling great room that's perfect for morning coffee, reading, or seasonal entertaining. Set within the vibrant Richmond Shores community, enjoy easy access to a private beach and boat ramp. Swing by Bartlett's Apple Orchard on your way to the nearby trails leading to the Richmond Fire Tower, unwind with wine tastings at Balderdash Cellars, or take in world-class music as your just a quick 12-minute drive to Tanglewood and Kripalu. Whether you're seeking a peaceful retreat, a full-time home, or a smart investment, this chic bungalow offers an exceptional opportunity to embrace the best of the Berkshires lifestyle

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

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with a kitchenette and walkout to the back yard. An additional bedroom, full bathroom, and room for storage. Don't miss the opportunity to own this exceptional, move-in-ready condo. Schedule your private t

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

Set in a peaceful West Pittsfield neighborhood, 35 Meadow Ridge is a sophisticated contemporary home with spacious thoughtfully designed living. Soaring 12 foot ceilings and cherry hardwood floors welcome you inside. The main level features a family room with built-ins, living room with gas fireplace, dining room, eat-in kitchen and access to the outdoor deck. The second floor offers an expansive primary suite, 2 additional bedrooms, 2 full baths, and flexible fourth room for use as bedroom, den or gym.A finished walk-out basement includes a family room and ensuite bedroom adding valuable space. This versatile home offers exceptional comfort and flexibility.Moments from Pittsfield State Forest, Onota Lake, downtown dining and short drive to Tanglewood. This is Berkshire living at its best!

To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a private well, installed septic system, underground electric, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. Lots may be purchased separately. HOA maintains driveway and common land. Covenants require a minimum 2,000 sq. ft. home with two-car garage. Taxes shown are for land only