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luxury houses for sale Pittsfield, United States

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House with pool and garden 1
50

House with pool and garden Pittsfield (United States)

Incredible Berkshire Mountain Home - Frank Lloyd Wright inspired architecture capturing Berkshire mountain views set on a hilltop enveloped in mature landscape and secret gardens with waterfall and coy pond surrounding the inground pool. Grandiose two story stone pillared entry welcomes you into the double stain glassed door entry. Step into the dramatic sunken living room with soaring vaulted ceilings open to archways and walls of glass framing to the beautiful outdoors. Formal dining open to this lightfilled entry and living space that leads to a glass enclosed sunroom. Grand open sunroom joins the kitchen, everyday dining and stone floor to ceiling fireplaced family room with five sets of sliding glass doors for an easy one level floor plan. Saunter out onto the stone paver patio, inground pool and gardens overlooking distant mountain views and rolling meadows above the Woodmonte Estates gated community. Enter into the primary suite west wing with a lovely sitting area, king size bedroom space, expansive whirlpool finished with stained mission glass wall of windows, two custom walk-in closets, shower and private water closet. Bedroom 2 or office with full bath is convenient to sunroom and pool guests. East bedroom wing offer two generously sized bedrooms and closets with ensuite bath, double sink vanity and separate toilet, bathtub shower room. First floor laundry completes the easy one level floor plan that you've been waiting for. Lower level finished family room, office and two bonus rooms creates almost another 2,000+ sf of extra living area with a single door walkout. Experience the outdoors indoors while watching the clouds drift by, a storm blow in over the mountain and the state protected land that abuts this architectural beauty. The rolling hills in the community create a nature preserve of your own with bridges over brooks, tennis courts and gated security. Close to lakes for water enthusiasts and central to all Berkshire attractions. A unique private setting amidst the conveniences of nearby city leisurely dining, arts and culture.

€870,200
4bedrooms
3bathrooms
land  5,868

By William Pitt Sotheby's International Realty

House 2
29

House Pittsfield (United States)

Carefree Condo Living located in central Berkshire. Enjoy the beauty of meadows, privacy and ponds yet minutes to shopping, dining, art and culture. Architecturally unique with dramatic cathedral ceiling, and a custom curved staircase. Spacious great room greets you with style and open spaces. Light and bright open living concept with dining and fireplaced living room sharing view of sliders and private deck. Cozy eat-in kitchen opens to living room. Generously sized bedroom with oversized closet. Double sink vanity bath with in unit washer/dryer laundry closet. Curved stairs leading to upper level loft that can double as guest space, bedroom, office or artisit loft with west facing sunset view windows. Separate heated full basement storage, workbench, and half bath. Central locale for easy access to Tanglewood south 20 minutes or The Clark Art Institute north as well as nearby lakes for Summer activities and mountains for hiking and mountain biking. Enjoy all that the Berkshires have to offer. Affordable living for second homeowners, retirees, and first time buyers - so many opportunities for all and options to consider while looking for that lifestyle change you've been longing for.

€220,200
2bedrooms
2bathrooms

By William Pitt Sotheby's International Realty

Property with garden 3
Contract pending
33

Property with garden Pittsfield (United States)

Exceptional center hall colonial set on a premiere southeast parkway awaits you. Elegance and grace greet you with this soundly built beautifully styled traditional home. You're welcomed into this freshly painted and sparkling clean interior with light filling living spaces in the morning and in the evening. Formal and casual dining offer comfortable options for any occasion. Formal living with a gas fireplace for peaceful evenings with piano music creating the perfect ambiance at home. Cozy den for evening views of the Bousquet Mountain boasting the origin of night skiing in the country. Custom modern kitchen showcases granite counters, stainless appliances and a beautiful triple window for full view of the fenced in yard and rear deck. Newly fenced in yard offers relaxation and features a bird watching haven at home. Upstairs enjoy a graciously sized primary suite, double closets and a private full bath. Two generously sized bedrooms and gleaming wood floors throughout. Wonderful location close to all Berkshire attractions and everyday conveniences. Close to the downtown cultural district for art galleries, museums, movies and dining. Minutes away to hiking, lakes, parks, schools and sporting enjoyment. Experience a sanctuary in your own back yard with mature landscaping and blooms for each season.

€440,500
3bedrooms
3bathrooms
land  809

By William Pitt Sotheby's International Realty

House 4
Contract pending
27

House Pittsfield (United States)

NEW CONSTRUCTION! Sweet contemporary home in beautiful Southeast Pittsfield. This new home has 2 bedrooms and 2 full baths. First floor bedroom is located off the open concept living and kitchen area. The entire upstairs is the second bedroom with dramatic vaulted ceilings. Red maple wood floors on first and second floors. Stylish bathrooms with modern appeal. Spacious deck for you to enjoy the outdoors. The lower level is separate from the house with walk out located in the back. Use your imagination for this open living, finished space. Lower level would make a fantastic in- law suite or rental space. Located in a peaceful neighborhood, this newly built home was just finished and ready for its first owners. Landscaping, seeding, pavers & stone steps are being installed prior to closing.

€366,200
2bedrooms
2bathrooms
land  1,133

By William Pitt Sotheby's International Realty

House 5
Contract pending
32
3D visit

House Pittsfield (United States)

Old world meets new in this recently remodeled brick colonial which oozes with charm but has modern amenities for today's buyer. Nestled in a desirable Southeast Pittsfield neighborhood this is the home you have been waiting for! Step inside the front door to a large foyer which leads to a formal living room, family room, dining room and powder room. The spacious living room boasts large windows that flood the space with natural light, complemented by a cozy gas fireplace perfect for gatherings. Adjacent is a family room featuring classic built-ins and a bay window offering views of the fenced-in backyard and patio. The dining room is adorned with custom built-in cabinetry. The recently renovated modern kitchen boasts granite countertops, a Viking stove, Subzero refrigerator, and an island with a prep sink creating a chef's paradise. For relaxation and three season enjoyment an enclosed porch/sunroom awaits, providing a perfect space to unwind and entertain. Upstairs there are four bedrooms including a large primary suite and a full bathroom for the remaining three bedrooms. One of which features an outdoor balcony, perfect for enjoying morning coffee. The walk-up attic presents potential for additional living space or ample storage, catering to your evolving needs. A partially finished basement adds further versatility to the home. Outside, a concrete driveway leads to an attached two-car garage and shed, ensuring convenience and ample space for storage. This meticulously maintained property offers a unique opportunity to experience gracious living in a coveted location, combining functionality with style for your ideal lifestyle.

€578,300
4bedrooms
3bathrooms
land  2,873

By William Pitt Sotheby's International Realty

House 6
Contract pending
27

House Pittsfield (United States)

Welcome to this charming home located in the desirable Southeast Pittsfield neighborhood! As you step onto the property, you'll be greeted by an inviting enclosed front porch, perfect for enjoying your morning coffee or relaxing in the evenings. Upon entering the home, you'll immediately notice the spacious dining and living room area featuring beautiful hardwood floors and a cozy wood-burning fireplace, ideal for gatherings with friends. Natural light floods the interior through large windows, creating a bright and airy atmosphere throughout. The first floor also boasts a convenient half bathroom, as well as a versatile bonus space that can be used as a den, office, or additional living area, providing flexibility to suit your needs. Heading upstairs, you'll find three comfortable bedrooms and a full bathroom. Ample closet space ensures plenty of room for storage and organization. Outside, a detached one-car garage provides convenient parking and storage options. Additionally, the home features solar panels, providing energy efficiency and sustainability benefits. With its combination of character, functionality, and location in a sought-after neighborhood, this home offers a wonderful opportunity for comfortable living in Pittsfield. Schedule a showing today and make this delightful property your own.

€206,500
3bedrooms
2bathrooms
land  688

By William Pitt Sotheby's International Realty

House 7
42

House Pittsfield (United States)

Charming Renovated 1800s Farmhouse with Breathtaking Mountain Views! Nestled on over 9 acres of picturesque farmland in the heart of the Berkshires, this meticulously renovated New England country farmhouse offers a blend of rustic charm and modern amenities. With 9.54 acres of subdividable and buildable land, the possibilities are endless. Imagine waking up to serene easterly mountain views, spending your days tending to horses in the 2-stable barn, or exploring the surrounding meadows on foot or mountain bike. This property boasts not only a beautiful country setting but also contemporary comforts, including a new roof, furnace, and an updated kitchen with views that make every meal feel special. The three full baths have been tastefully renovated, ensuring that this home is move-in ready. The covered porch is the perfect vantage point to gaze upon October Mountain and capture sunsets, while the unique rock garden, complete with a pergola and stone table, invites outdoor dining and relaxation. The farmhouse features three spacious garages, a dedicated tractor garage, and ample space for your equestrian needs. The tire swing adds a touch of whimsy and nostalgia, making this an idyllic setting. Located just minutes from the cultural hub of Lenox, MA, you have easy access to Tanglewood, art galleries, and the rich tapestry of Berkshire attractions. This special location offers intriguing history of authors. Live inspired as were Hawthorne, Melville and Oliver Wendell Holmes have in the years gone by. Escape to a tranquil country lifestyle with the potential to expand, whether it's for your dream home, horses, cows, or chickens. Don't miss the opportunity to own a piece of the Berkshires' pastoral beauty with modern conveniences and cultural richness at your doorstep.

€582,800
3bedrooms
3bathrooms
land  3.8ha

By William Pitt Sotheby's International Realty

29 listings near Pittsfield

House 1
Nearby
Contract pending
26

House Lanesborough (United States)

Discover the perfect blend of contemporary updates and serene country living with this pristine Lanesborough ONE-LEVEL Ranch. Set in a picturesque setting, this three-bedroom home boasts an open floor plan designed for effortless flow and comfort. The heart of the home is the updated kitchen, complete with a functional island with sleek quartz countertops. Bask in the abundance of natural light that floods the spacious living areas, accentuated by new flooring and a fresh coat of paint. The centerpiece is the magnificent electric fireplace, creating a cozy and inviting atmosphere for relaxation and entertainment. Experience luxury in the new bathroom, featuring heated floors for those cooler months. Climate control is a breeze with three new mini-splits offering efficient air conditioning and heating options. Step outside through the sliding doors in the dining area and unwind on the deck, overlooking a tranquil and peaceful backyard that promises privacy and relaxation. The property also benefits from a new septic system, ensuring peace of mind for years to come. This Lanesborough gem is a rare find, offering modern amenities and comfort in a bucolic setting. Don't miss the opportunity to make this updated and immaculate ranch your new home.

€274,400
3bedrooms
1bathroom
land  1,416

By William Pitt Sotheby's International Realty

House 2
Nearby
34

House Lenox (United States)

Welcome to this Lenox contemporary split-level home, a haven of comfort and tranquility! This move-in ready home features three inviting bedrooms and 1.5 well-appointed baths. The living room, graced with a stone fireplace and wood floors, radiates a warm and cozy ambiance. The spacious kitchen overlooks a large family room, bathed in natural light and equipped with a new wood-burning stove for those chilly nights. Additional amenities include a roomy laundry room and a bonus storage room, both conveniently situated off the entry to the heated garage. The manicured yard is a visual delight, complete with a private patio and a pergola, perfect for outdoor relaxation. Located close to downtown, schools, shopping, and Tanglewood, this home strikes the perfect balance and serenity!

€532,400
3bedrooms
2bathrooms
land  5,989

By William Pitt Sotheby's International Realty

House with terrace 3
Nearby
Contract pending
43

House with terrace Lenox (United States)

PINE NEEDLES Built in 1903, this very private Berkshire Cottage epitomizes the area- past and present. Built in the Arts and Crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, Two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.The western wing houses a Persian library, a former squash court, and the other Loggia and an office. 18 fireplaces. Magical stone swimming pool. 2 additional apartments. The first owners were quite sporty and integrated every popular amusement of the early 1900's . Today a stone swimming pool remains as well as the traces of the curling rink, skating rink, skeet range and a tennis court. Both carriage house and garage contain apartments for overflow.

€12,391,700
7bedrooms
6bathrooms
land  88.3ha

By William Pitt Sotheby's International Realty

Property 4
Nearby
33

Property New Lebanon (United States)

Finally an antidote to the sea of gray which washed over interiors for the past several years. Behold, a property which is a celebration of color and is perfectly suited for this charming cottage on a quiet county road. The first floor includes two living rooms each with a wood burning fireplace, a den/bedroom, a formal dining room, a full bath and an eat-in country kitchen with a cathedral ceiling and large picture window. Three delightful bedrooms and a full bath are on the second floor. To take advantage of the beautiful setting you can choose between the stunning large front porch which allows you to enjoy the sound of the waterfall across the street, a back porch to catch some sun, and a to-die-for screened porch for dining and late afternoon reading. And last but not least, to make this property ideal, there is a barn for the hobby you have been thinking about. Private, but not secluded. Only two minutes to New Lebanon, which now has a wonderful new farm market, and close to all that the Berkshires and Columbia County have to offer.

€413,100
3bedrooms
2bathrooms
land  2,023

By William Pitt Sotheby's International Realty

House 5
Nearby
Contract pending
35

House Lenox (United States)

Just minutes to downtown Lenox, you'll enjoy easy access to its vibrant community and all the cultural and natural attractions the Berkshires has to offer such as Tanglewood, Shakespear and Company, Butternut Ski and the Stockbridge Bowl. Nestled among the serene landscapes of Lenox, Massachusetts, lies a truly unique gem: a funky 3 bedroom, 2 bath home designed to the principles of passive architecture. Situated on over an acre of lush greenery, this property offers not just a place to live, but a lifestyle in harmony with nature. The property's design seamlessly blends into its surroundings, with earthy tones and natural materials complementing the beauty of the Berkshire countryside. Every detail has been carefully considered to create a space that is both eco-conscious and inviting with a modern and welcoming flare. Inside, you'll find a spacious and airy floor plan that effortlessly merges indoor and outdoor living. The three ample sized bedrooms offer peaceful retreats, each designed with comfort and functionality. Newly renovated bathrooms and new cork flooring are just some of the recent artistic upgrades symbiotic with its creative design.

€573,700
3bedrooms
2bathrooms
land  7,770

By William Pitt Sotheby's International Realty

Property with pool 6
Nearby
Contract pending
37

Property with pool Stockbridge (United States)

Great Stockbridge Location with Pool and a Wonderful Backyard! Calling all Tanglewood and Stockbridge Bowl fans! Stroll to the Music Shed at Tanglewood in just 8 minutes, or 10 minutes to Stockbridge Bowl for picnics or kayaking! Drinks or dinner at Wheatleigh is just a 5 minute amble away - AND the back yard is your own summer resort. This 2,829 sq ft home has been substantially renovated and improved since it was purchased in 2018. It now features all the coveted features one seeks in a Berkshires getaway: in-ground pool (with new liner and systems); beautifully landscaped backyard with patio, fire pit, hot tub and space for outdoor games; screened porch; 1st floor primary suite; renovated kitchen and new great room with fireplace; 4 bedrooms and 5 bathrooms; and a bonus basement rec room. Renovated and ready to go! Perfect for year round or seasonal use, and a great rental property. Move in and enjoy this special property! Just minutes without a car needed to Tanglewood, Stockbridge Bowl, Camp Mahkeenac, Wheatleigh, Kripalu, and Bullard Woods! Downtown Lenox, and The Mount mere minutes away and an easy, drive to Stockbridge, Great Barrington and Lee

€1,188,700
3bedrooms
5bathrooms
land  2,509

By William Pitt Sotheby's International Realty

Property with garden 7
Nearby
50
Video

Property with garden New Lebanon (United States)

If you are considering a purposeful next chapter involving land stewardship, this heirloom farmstead is an exquisite gem with much to offer. With mountain, valley, and pastoral views the setting for this meticulously renovated 1820s farmhouse, with a 3 bedroom guest cottage, and a cluster of well maintained barns is, in a word, spectacular. A working farm of this caliber and beauty is a rare find indeed. During the current owner's tenure the farmland was groomed to be 100% organic and is protected by an agricultural easement through the assistance of the Columbia County Land Conservancy. Currently the farmland is leased to a local farmer who manages the fields and pastures with expertise. A few of the highlights include a solar array which provides 50% of the electricity, a pond, 3 wells, income from renting the guest cottage, and well maintained barns which could serve as event or hobby spaces. The gracious farmhouse, redesigned by Barlis-Wedlick, an award winning architectural firm, features several spacious living spaces, a to-die-for'' screened porch, ancient old wood floor boards, and two flex rooms for work or play. The property is made up of three separate tax lots with an option to build a second farmstead. An additional 100 acres is also available. Come explore.

€1,675,200
4bedrooms
4bathrooms
land  40.9ha

By William Pitt Sotheby's International Realty

House 8
Nearby
10

House Peru (United States)

Welcome to the opportunity of owning an almost 5.5 acres building lot, nestled at the end of a serene cul-de-sac in Peru, MA waiting for your dream home. Owned for over 50 years, it's a piece of Berkshire Country escape now available for the first time. The southern and western property lines are adorned with old stone walls, adding character and charm to your future abode. The land gently slopes upwards, revealing a delightful mix of evergreens and deciduous forest. With hundreds of acres of adjacent stateland, explore the beauty of nature right at your doorstep. Imagine the possibilities for outdoor activities and a lifestyle of tranquility. Just 5 minutes from the picturesque Lake Ashmere, rated one of the most beautiful lakes in Massachusetts and Camp Danbee, a short 10-minute drive to Hinsdale, convenience meets nature seamlessly. Plus, only 12 miles from downtown Pittsfield, you'll have the best of both worlds: serenity and city life.

€50,500
land  2.2ha

By William Pitt Sotheby's International Realty

House 9
Nearby
11
Video

House Washington (United States)

Discover this exceptional opportunity to own a piece of buildable land nestled amidst breathtaking vistas. This exquisite parcel of over 9 acres of land captivates with its awe-inspiring and panoramic views in every direction offering an unrivaled canvas for creating your dream home, investment property, or architectural masterpiece. This extraordinary canvas presents the perfect platform for your vision to unfold embracing a lifestyle of serenity and elegance.Close to all the Berkshire attractions yet peaceful. Architectural plans have been created, or design your own home. Already has a good perc, approved septic designs, electric, and telephone service available, so embark on a journey of boundless inspiration and create an exquisite haven on this captivating parcel of land.

€274,500
land  3.7ha

By William Pitt Sotheby's International Realty

House 10
Nearby
36

House Canaan (United States)

At the end of a wooded private drive is the Hilltop Modern; a brand new, chic, light-filled 2 bd, 2 ba home perched atop 7+ acres complete with mountain views and a trout stream. The sleek design features clean lines, high ceilings, full-length balcony and wall-to-wall windows that showcase the incredible views from every room in the house. This home was built to be a secluded retreat connecting it's new owner to the surrounding nature while featuring modern amenities and nearby conveniences. Open up the sliding doors throughout to feel the open air and allow the spectacular sunset to fill the space. Compact for low-maintenance with grand proportions. The bamboo wood flooring, electric water heater, thermopane windows add to sustainability and low utility costs. Includes buried fiber optic. Full Walkout basement can be finished to double living space. Only 10 minutes to beloved Berkshires and Tanglewood music venue and 15 minutes to charming Chatham village. Includes rights to Queechy Lake.

€904,100
2bedrooms
2bathrooms
land  3ha

By Four Seasons Sotheby's International Realty

House 11
Nearby
25

House Lee (United States)

Welcome to the highly sought-after Leisure Lee community, where the idyllic beauty of nature meets the comforts of modern living. Situated amidst the serene landscapes of the Berkshires, this community offers an unparalleled lifestyle enriched by the pristine waters of Goose Pond. Residents of Leisure Lee enjoy exclusive access to a private beach on Goose Pond, a 225-acre mountain lake divided in two, lower and upper Goose Pond, renowned for its refreshing cool waters and stunning clarity. Boating enthusiasts will delight in the opportunity to explore one of the finest lakes in the Berkshires, perfect for sailing, kayaking, or simply soaking up the sun on the tranquil waters. This contemporary ranch-style home comes fully furnished and offers three bedrooms and two full bathrooms, providing ample space for relaxation and entertaining. The open floor plan seamlessly integrates the kitchen, living, and dining areas, creating a warm and inviting atmosphere for gatherings with friends. A wood fireplace adds a touch of coziness, perfect for enjoying intimate winter evenings by the fire. The main bedroom boasts its own full bathroom, while two additional bedrooms share a bath, ensuring comfort and convenience for residents and guests alike. Outside, a spacious wrap-around deck offers the perfect spot for al fresco dining or simply taking in the beauty of the surrounding landscape. With just a short stroll to the lake or tennis courts, residents can easily embrace the recreational opportunities offered within this private community. Leisure Lee comprises 85 homes spread across 265 acres of picturesque hills and mature pines, providing a tranquil retreat from the hustle and bustle of everyday life. Conveniently located close to the center of Lee and just a 12-minute drive to the town of Lenox and Tanglewwod, this property offers both seclusion and accessibility to nearby amenities and attractions. Owning a property in Leisure Lee presents a rare opportunity to experience the quintessential Berkshires lifestyle, combining natural beauty, recreational amenities, and modern comforts in a serene and welcoming community setting.

€436,000
3bedrooms
2bathrooms
land  3,278

By William Pitt Sotheby's International Realty

House with pool and garden 12
Nearby
49
Video

House with pool and garden Stockbridge (United States)

One of the Berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in exquisite indoor /outdoor spaces. Fine millwork and 9 fireplaces underscore the comfortably elegant environment. Lower-level entertainment (media) room, wine cellar, fitness studio. elevator, computerized systems. 9,339 SF with 5 bedrooms,6 full/3half baths. Wraparound tiered terraces feature pool with pool house. Glorious terraced gardens and formal gardens with fountain. Separate 3 bedroom guest house

€9,133,100
5bedrooms
9bathrooms
land  2.5ha

By William Pitt Sotheby's International Realty

Property with garden 13
Nearby
44

Property with garden Lee (United States)

Prime Location in Lovely Lee! This beautiful and newly refreshed Colonial is ideally situated on a very desirable and quiet cul-de-sac. Behind its charming picket fence, discover a spacious sanctuary of five bedrooms and five full and one half bathrooms. The main level welcomes you with lofty ceilings, a living room adorned with built-ins, generous dining areas, and a sumptuous primary bedroom complete with a walk-in closet and luxurious en-suite. An absolutely beautiful and newly remodeled kitchen showcases sleek quartz and walnut countertops, stainless steel appliances, pantry, and island, seamlessly connecting to an attached sunroom, while the dining room offers direct access to the deck. Enjoy the serene outdoors from these inviting spaces which also offer a panoramic view of the lush, fenced-in backyard. Ideal for both intimate gatherings and grand affairs, the open-plan kitchen, living, and dining areas exude comfort and style. Upstairs, discover four generously proportioned bedrooms and three full baths, all elegantly tiled. The walk-out lower level unveils an exercise room, additional dining space, two expansive, yet combined, entertaining/play/work areas, and a spa-like bath, complemented by patio access. Additional features include a welcoming farmers porch, town services, solar enhancements, and an attached two-car garage with automatic openers. Bask in the meticulously maintained mature landscaping and embrace the lifestyle you deserve. This offering presents an unparalleled opportunity to immerse yourself in the natural beauty, cultural richness, culinary delights, and adventurous spirit of the Berkshires. With convenient access to Tanglewood, Mass MoCA, and a myriad of other captivating Berkshire attractions, seize the chance to call this haven your home.

€1,074,900
5bedrooms
6bathrooms
land  2,145

By William Pitt Sotheby's International Realty

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