luxury houses for sale Pittsfield, United States

Charming 3-bed Cape in Pittsfield, this home perfectly blends classic warmth with versatile living spaces. Glowing hardwood floors throughout and an expansive primary bedroom that spans the second floor to serve as a private retreat. First floor features 2 bedrooms, full bath, cozy living room, and eat-in kitchen. The lower level features a spacious basement room perfect for a family room. Outdoor living is a highlight, starting with a brand-new front porch that offers fantastic curb appeal. The large back deck overlooks a beautifully maintained yard ideal for entertaining, gardening, or outdoor relaxation. Complete with a one-car garage and a handy 8x10 storage shed, this inviting Berkshires home delivers exceptional comfort, convenient storage, and great space both inside and out-- a must see!

Experience the perfect balance of grand-scale architecture and tranquil nature in this stunning 6,000+ sq. ft. modern Colonial. Nestled on 3.42 manageable acres within a private enclave near Onota Lake, this 5-bedroom, 5.5-bath estate offers sweeping meadow views just minutes from the world-class arts of Tanglewood and The Clark. The entry is marked by dramatic dry-laid stonework, leading into an interior defined by soaring heights. The heart of the home is a two-story living room featuring vaulted ceilings and a floor-to-ceiling stone fireplace. The expansive living space of the great room flows effortlessly into a gourmet chef's kitchen equipped for high-end entertaining with dual refrigerators, double wall ovens, and a center island cooktop with a built-in griddle. High-top island seating allows for social cooking and a sizable breakfast area flanked by a wall-to-wall credenza—ideal for buffet-style hosting. The home's floor plan thoughtfully blends communal areas with distinct privacy across three levels. The main level is designed for complete convenience and the primary suite is a true sanctuary. It features a private egress to the pool and a hidden back staircase leading to a secluded loft—perfect for a library or reading nook overlooking the suite. The upper level offers a sweeping gallery balcony overlooking the great room, leading to four spacious bedrooms. This includes two private ensuites and two additional bedrooms serviced by a full bath and a dedicated laundry room. The lower level is an entertainment hub featuring a home theater, gaming space, gym, full bath, and a secondary egress for easy garage access. The fully-fenced backyard makes for a resort-style oasis. Host movie nights on the expansive deck, or relax by the heated inground pool and custom-finished patio. The designer firepit is anchored by a unique stone compass inlay, and a poolside full bathroom ensures guests never need to track water through the main house. For the automotive hobbyist or enthusiast, a high-end, three-bay attached garage is professionally finished with epoxy floors, industrial-style metal cabinets, and an EV charger. You will also find a massive, 50x40 detached shop with four bays and oversized doors. Whether for housing a car collection, an RV, or a professional art studio, the possibilities of this space are endless. Embrace the Berkshire landscape in a home where every detail has been considered. Whether you are heading out for fine dining or staying in to enjoy your private oasis, Blythewood Estates offers a lifestyle of unparalleled peace and sophistication.

Welcome to 44 Melbourne Road! This move-in-ready three-bedroom, two-bath raised ranch offers thoughtful updates, comfortable living space, and an impressive amount of garage space. Recent exterior improvements include brand-new LP SmartSide siding, new roofs on both the house and shed, new gutters, and an updated front porch and entry. Inside, hardwood floors and plenty of natural light create a warm, inviting feel. The main level features a bright living room that flows into the spacious kitchen and dining area, complete with quartz countertops and newer appliances. Sliding doors lead to a screened-in porch overlooking the backyard, making it the perfect spot for outdoor dining. Three bedrooms and a full bathroom complete the main level. The finished walkout lower level adds even more versatility, with a spacious bonus room, a second full bathroom with a tiled walk-in shower, laundry, and direct access to the attached two-car garage. And for those who need extra space, the detached 40-by-30-foot, three-bay garage is a standout feature. With a finished and insulated interior, 12-foot ceilings, three 10-by-10-foot overhead doors, propane heat, and its own 200-amp electrical service, this space is ideal for a workshop, car collection, recreational vehicles, or just about any hobby that needs room to spread out. Outside, you'll find a partially fenced backyard, storage shed, and additional storage beneath the deck. Conveniently located in Pittsfield, this property offers a great combination of move-in-ready living, practical updates, and exceptional space for work, storage, and play, all within easy reach of everything the Berkshires have to offer.

Gracious colonial style home in the heart of the southeast historic neighborhood minutes to upstreet cultural art and theatre district with museums, galleries, theatres, eclectic dining, and more. This home awaits your finishing touches is search of a new homeowner with a sense of style and interior design to make this beauty the show piece it deserves to be. Abundance of living spaces on multi levels, finished attic for six bedrooms boasting three full baths and one half bath. Modern kitchen and primary bath give you the start you need. New hot water baseboard heating system and incredible front yard that is edged in custom cut marble for easy care maintenance. Lower level walk-out offers more space for exercise, crafting and workshop space. Incredible oversized yard for fun and enjoyment

Enjoy easy one level easy living in this sought after southeast tree-lined street with nhomes built of brick or stone creating a New England picture perfect neighborhood. See the updated kitchen, and bath, manageable two bedrooms with unfinished attic space for more in the future. Outfitted with central air conditioning for cooling comfort at your pleasure. A surprisingly large back yard all fenced in for privacy, shade trees, stone patio and firepit for fun fall nights with marshmallow roasting. Enter first onto the covered front porch where you sit and either enjoy a coffee or visit with passer bys hearing church bells in the distance. Enter an inviting dedicated entryway with a unique opening to peer into the fireplaced living room. The stone fireplace anchors the room with handsome handcrafted masonry to chase the chill and set the mood after dinner in the sun filled dining room. Sliders lead to the oversized bonus sun room grounded with flagstone flooring and with a mini-split for all season use. Cooking and socializing set up for you in a beautiful 15 year newer kitchen featuring stainless steel appliances, cherry cabinetry topped with quality quartize, finished with color coordinated tile backsplash and floor o expertly compliment and complete the look with a designers touch. Thoughtfully planned to chop and create delectable dinners with the ease of preparation on butcher block countertops surrounding the electric cooktop slide in oven. The charming round top hallway leads to two bedrooms and a remodeled full bath for another expensive feature finished for your enjoyment. Upstairs use your vision to complete the unfinished attic for overflow space in the future. The backyard playground is generously sized and fully fenced in. The raised bed vegetable garden ideally frames the vegetables and rear property line while keeping the bunnies out. Experience this magical setting with natural sunlight glistening through the willow tree leaves while a gentle breeze sways the branches in whimsy. Close to schools, park, Canoe Meadows Wildlife Sanctuary, coffee shops, ice creams and frozen yogurt parlors, cheesecake café' and specialty pizza place known for its homemade Berkshire Mountain Baked bread and pizza crust. In-town conveniences abound with dry cleaning, mailing center, pharmacy and bank choices. Welcome to quaint, cozy, wholesome living in this sweet and petite home with room to grow. Have it all and be home for the holidays.

This light-filled 3 bedroom 1920's classic Colonial cottage home is located in a quiet dead end surrounded by 80 acres of protected state land. The large .75 acre property is level with perennial flower gardens, mature trees and a large backyard with access to the forest and river. This special home has many original details such as the pine and fir wood floors, handcrafted woodwork, beadboard, glass door knobs, and classic chandelier. The home features 3 bedrooms, 1 full bathroom, living room, dining area, a charming country kitchen with new unique brand retro fridge. A lovely large front 3-season porch with large picture windows. The partially finished basement serves as a wonderful family room/play space and laundry area with new washer and dryer. The oversized detached 2 car garage can also be used as a workshop, storage or garden shed. Recent updates include electrical, insulation, interior paint, and professional landscaping. Ideally located close to town, parks, local schools, Tanglewood and Pontoosuc Lake. A must see to appreciate this home's charm, special location and all the amenities this home has to offer.

Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests. Upstairs primary suite with refinished hardwood floors and a renovated bath. The layout is functional and offers more space than expected. Major updates include a new roof, new heating and cooling with a heat pump, all new bathrooms, a new kitchen, new main level flooring, and refinished floors upstairs. Fully move in ready in a convenient Pittsfield location.

Maggie Gavin [email protected] 413-822-4580 WILLIAM PITT SOTHEBY''S - LENOX

Surprisingly spacious cape style home with beautiful hardwood floors, offering comfortable living for everyone. First floor blends traditional floorplan with certain wheelchair-access conveniences that make for easy one-level living. First floor kitchen sink access, two full baths, primary bedroom suite, inside and outside deck access with ramps. Upstairs enjoy three private bedrooms--great options for multi-generational shared living. Lovely southeast neighborhood close to the famous East Side Pizza, Lakewood Creamery and nestled between three parks to enjoy baseball fields, tennis courts, pickleball, basketball, tracks or nature near Goodrich Pond. Surround yourself with nostalgia and the good life.

Enjoy easy, turn key living in this spotless, beautifully maintained 3 bedroom, 1 bath ranch style home! Ideally situated in one of Southeast Pittsfield's most desirable neighborhoods, this classic residence combines quality construction, timeless appeal, and exceptional value. Beautiful hardwood floors extend throughout the thoughtfully designed main level floor plan. The warm and inviting living room features custom built in cabinetry, a cozy fireplace, and a picture window offering seasonal mountain views. The dining room features built ins and is complemented by a well appointed kitchen with stainless appliances. Three bedrooms include a generously sized primary bedroom with a walk-in closet. The living space extends naturally into the scenic three season sunroom, which offers direct access to the deck and overlooks the lovely, level backyard. The lower level provides abundant storage and includes a spacious area with excellent potential to create additional finished living space, a playroom, home office, or recreation area. Outside, enjoy the level backyard and outdoor deck, perfect for relaxing or entertaining. Central air conditioning, replacement windows and a convenient one car attached garage add to the comfort and practicality of this well maintained home. A wonderful opportunity to own a quality built property in a highly desirable Pittsfield location! Note: Total square footage excludes the three-season sunroom.

Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined residence is a private enclave offering 4-5 bedrooms, 3 full bath, masterfully landscaped set on 1.5 acres with unique tree selection, blooming shrubs and pollinator flowering perrenials. Just 10 minutes to the culture, cuisine and art offerings of Lenox especially the sounds of Tanglewood. Minutes to all that is Berkshire while being immersed in renowned peacefulness. Follow the gently curved stone stairway to the covered front porch and enter into an open and spacious entry with an intriguing glimpse of flowers exquisitely private. Be welcomed into a graciously sized formal living and dining rooms ideal for entertainment, memories and laughs to be shared. Relax in comfort and warmth of the brick fireplace fully framed with wall to wall windows balancing light while inviting the outdoors in. Adjoined to the expansive cooks kitchen topped with granite countertops, triple windows for full backyard viewing, and spacious everyday dining which leads to a private and expansive rear deck and screened sunroom. Step inside and ascend a half flight of stairs to the bedroom level, where four generously sized bedrooms offer both comfort and ample space. These rooms share a spacious full hall bath. The private, king-sized primary suite welcomes you each morning with cheerful and soothing sunrise views over the October Mountain ridgeline. Descend to the walk-out entry level, which features a versatile home office or guest suite, a third full bath, and a convenient shared laundry area all situated on the lower entry level close to the oversized two-car garage. The next lowest level remains unfinished, providing an excellent opportunity for large-scale storage, a workshop, or additional creative uses. This is a unique opportunity in this glorious Berkshire Summer market, situated close to Lenox for enriched entertainment, Pittsfield's Guido's Fresh Marketplace for gourmet, farm-fresh foods. Enjoy lake activities at Pontoosuc or Onota Lake within 20 minutes or indulge in hiking and mountain biking at October Mountain and kayaking or hunting at Canoe Meadows Wildlife Sanctuary. With incredible views at home and endless outdoor adventures nearby, this residence offers the best of Berkshire living.

Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cook's kitchen and dining room, plus an ample, fire-placed living room with built-ins galore. First floor 1/2 bath and period details and charm that cannot be replicated today. Upstairs, 3 sizable bedrooms, and a fully renovated bathroom with Italian marble counters, tiled walk-in shower, and radiant heat. The partially finished lower level features another bedroom for guests. A large two car garage was added, with exceptional loft storage space above. Be ready to fall in love!

Situated on highly desirable Mountain Drive, this expanded 3-bedroom, 2-bath Cape delivers classic Berkshire charm, thoughtful updates, and flexible living spaces. Step inside from the welcoming front porch into an inviting layout featuring hardwood floors and abundant natural light. The spacious living room is anchored by a wood-burning fireplace flanked by custom built-ins, flowing into the formal dining room and a tastefully remodeled kitchen. Enjoy year-round tranquility in the heated four-season sunroom or relax in the separate main-floor den featuring a cozy gas fireplace and sliders leading out to the rear deck. A generous first-floor bedroom, full bath, and dedicated laundry room offer effortless single-level living convenience. Upstairs, find a sprawling primary suite with a walk-in closet, a second sizable bedroom, and a fully renovated full bath. The lower level expands your entertaining footprint with a heated family/recreation room and workout space, alongside a large unfinished workshop and mechanical storage area. Out back, the private half-acre lot creates a peaceful retreat complete with a custom storage shed, mature landscaping, and the gentle backdrop of Sackett Brook. Featuring an attached two-car garage, natural gas heat, and public utilities, this turnkey home offers suburban tranquility just minutes from downtown Pittsfield, Lenox, and all Berkshire cultural attractions.