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luxury houses for sale Pittsfield, United States

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House 1
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.

€210,700
3bedrooms
2bathrooms
land  688

By William Pitt Sotheby's International Realty

House 2
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.

€421,400
2bedrooms
2bathrooms
land  1,133

By William Pitt Sotheby's International Realty

House 3
30

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.

€594,500
3bedrooms
3bathrooms
land  3.8ha

By William Pitt Sotheby's International Realty

House 4
Contract pending
29

House Pittsfield (United States)

Come see this picture perfect and neat as a pin cape style home with easy first floor living and nicely sized first floor bedroom. Updated kitchen and bath. Pretty afternoon views from the living room. Freshly painted first floor living spaces. Two bedrooms up. New mechanicals including furnace, hot water heater, water meter, sewer and water lines in 2022. One car detached garage with new roof, siding and door. Inviting and expansive back yard with deck for outside fun and enjoyment. Close to shopping in Allendale, hospital, golf course, Pontoosuc Lake, Railtrail and so much more. Sweet neighborhood setting wonderful for walking, bike riding and Somerset Park nearby with swings and playground. Centrally located to all Berkshire dining, culture and art. Just bring yourself and decorate!

€266,800
3bedrooms
1bathroom
land  1,416

By William Pitt Sotheby's International Realty

House 5
Contract pending
20

House Pittsfield (United States)

Spacious Southeast Cape with Full Dormer upstairs creating incredibly oversized rooms throughout. Gracious sized living room greets you and warms you with the wood burning fireplace. Open to formal dining or farmhouse style created with pottery barn grey tones for comfort and style. Everyday eat in cabinet kitchen works wonderfully for leading out to the private back yard escape with patio and deck. Enter directly from two car attached garage you have easy grocery and coat and boot drop. First floor bedroom is wonderful for first floor living with a full bath off the hall or a convenient and private home office or toyroom. Upstairs the primary suite is large and luxurious with window facing south for wonderful afternoon sun and generous closets and space to relax, dress and lounge. The other front bedroom is just as spacious with an eave for a cozy yoga escape. Bedroom 4 poses as an exercise room and can easily accommodate a queen or twin beds as well. Full bath up finished beautifully finished with corian counter and tub surround. Electrical and furnace are a few recent updates. Set on a corner lot convenient to parks and schools. Brick facade speaks to the quality throughout. See it soon... this is a sweetheart of a home just in time for Valentines.

€351,000
4bedrooms
2bathrooms
land  809

By William Pitt Sotheby's International Realty

House with pool 6
Contract pending
30

House with pool Pittsfield (United States)

Surprise Surprise - An incredible Cape Style home with expansive space inside and amazing amenitites. Glistening inground pool with fully fenced yard - wraparound deck - gazebo - tiki bar - tables and firepit. Experience peace and quiet in your backyard oasis. Step inside to an updated kitchen with full window view of the pool. Beautiful whirlpool bath with custom ceramic tile and fixtures. This homes look quaint and charming yet will awe you with it surprising spaciousness. Enter into an inviting front foyer, formal dining and living room wiith bow window. First floor bedroom one offers one level easy living. Upstairs four spacious bedrooms that will shock you and make life comfortable. Heated basement storage offers room for expansion. Newer roof, and boiler make this move in! Plan your escape to the Berkshires with an ideal location close to two golf courses, and two in-town lakes for watersports and fishing or waterside dining, shopping and central to all Berkshire attractions. Nestled in a lovely neighborhood you are in the middle of our beautiful country side with views at the top of hill north. Travel to Mass Moca and The Clark Art to the north and south to Tanglewood, The Mount and the many incredible restaurants and museums, botancial gardens and historic stops along the way. Its apple cider donut time so jump on the adventure to pick your own apples, have fun in a pumpkin patch and the bike path up the road. Visit a fresh farm stand and flower stand for hand picked fresh corn and vegetables. Enjoy some local music at our local wineries nearby at Balderdash in Richmond. So much to embrace and explore in the beautiful Berkshires.

€346,400
5bedrooms
1bathroom
land  1,133

By William Pitt Sotheby's International Realty

20 listings near Pittsfield

House with terrace 1
Nearby
Contract pending
30

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.

€12,640,700
7bedrooms
6bathrooms
land  88.3ha

By William Pitt Sotheby's International Realty

Property 2
Nearby
30

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.

€504,700
3bedrooms
2bathrooms
land  2,023

By William Pitt Sotheby's International Realty

Property 3
Nearby
Contract pending
22

Property Lenox (United States)

Welcome to this charming colonial nestled in the heart of Lenox, offering a perfect blend of historic charm and modern convenience. As you enter, you're greeted by the warmth of hardwood floors. The modern eat-in kitchen provides a delightful space for culinary endeavors, while the adjacent dining room offers an inviting atmosphere for gatherings. A convenient bathroom with laundry facilities ensures practicality and ease of living. The living room boasts ample natural light creating an inviting ambiance for relaxation or entertaining guests. An enclosed porch provides a serene retreat, perfect for enjoying morning coffee or unwinding at the end of the day. The second floor includes four cozy bedrooms, each offering comfort and tranquility for restful nights. Located in close proximity to downtown Lenox with easy access to a plethora of amenities including boutique shops, restaurants, and cultural attractions. The renowned Tanglewood music venue, Miraval wellness retreat, and scenic hiking trails are all within reach, offering endless opportunities for recreation and enjoyment. Whether you're seeking a peaceful retreat or a vibrant community hub, this charming colonial in the heart of Lenox offers the ideal backdrop for a life well-lived.

€304,300
4bedrooms
1bathroom
land  405

By William Pitt Sotheby's International Realty

House 4
Nearby
30

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.

€585,200
3bedrooms
2bathrooms
land  7,770

By William Pitt Sotheby's International Realty

House 5
Nearby
Contract pending
15

House Hancock (United States)

Pack your bags because this one is TRULY turn key! LOCATED AT THE CENTER OF JIMINY PEAK SKI RESORT , This condo is beautifully renovated with high end finishes. Styled right out of a design magazine, this 2 bedroom and 2 bath condo comes fully furnished. Excellent rental history on Airbnb. Located at the base of the mountain right next to the express lift, this is the perfect place for your winter ski retreat. Parking spot included and ski locker. The property has access to an indoor hot tub and fitness center. Outdoor heated pool. HOA covers internet, cable, road maintenance, landscaping, snow removal, trash removal and water.

€369,900
2bedrooms
2bathrooms

By William Pitt Sotheby's International Realty

Property with garden 6
Nearby
30
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.

€1,708,800
4bedrooms
4bathrooms
land  40.9ha

By William Pitt Sotheby's International Realty

House 7
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.

€51,500
land  2.2ha

By William Pitt Sotheby's International Realty

House 8
Nearby
30

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. (3rd bedroom TBB)

€922,300
3bedrooms
2bathrooms
land  3ha

By Four Seasons Sotheby's International Realty

House with pool and garden 9
Nearby
30
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

€9,316,700
5bedrooms
9bathrooms
land  2.5ha

By William Pitt Sotheby's International Realty

House 10
Nearby
30

House Stockbridge (United States)

Nestled between the iconic Rockwell Museum and the serene Botanical Garden, 5 Glendale Rd in Stockbridge, MA, is a truly special property that offers a unique blend of charm and convenience. Situated just moments away from the renowned Tanglewood, this picturesque NE Farmhouse-style single-family residence embodies the quintessential Berkshires lifestyle. Boasting a main house with three bedrooms and two baths, complemented by a guest cottage featuring an additional bedroom, bath, and spacious living room, this home is perfect for those seeking a peaceful retreat with modern amenities. The well-manicured grounds feature an adorable playhouse for little ones and several outbuildings, including garages for at least 5 cars, providing ample space for storage and recreational activities. Stepping inside, the interior exudes warmth and character creating a cozy and inviting atmosphere. The floorplan offers flexibility and privacy, ideal for hosting guests or accommodating multigenerational living arrangements. A central fireplace adds a touch of elegance to the living space, while the abundance of natural light enhances the overall ambiance of the home. The partially finished full basement provides additional living space and storage options, catering to various needs and preferences. In addition to the property's charming interiors, residents can enjoy a range of modern conveniences, including central air cooling, a security system, and public sewer access. The expansive lot size of 3.6 Acres offers plenty of outdoor space for relaxation and recreation, with a patio perfect for al fresco dining and entertaining. Surrounded by lush landscaping and mature flowering trees, the property provides a peaceful oasis away from the hustle and bustle of city life. Whether you're unwinding in the tranquility of the backyard or exploring the vibrant local community, 5 Glendale Rd presents a rare opportunity to experience the best of Berkshires living in a truly enchanting setting. Ideally located between the charming towns of Lenox and Great Barrington, residents have easy access to a variety of dining, shopping, and entertainment options, making it a desirable destination for both full-time living and vacation retreats. With its convenient proximity to major attractions and amenities, this property offers the perfect balance of seclusion and accessibility, allowing residents to savor the beauty of the Berkshires while still being just a short drive away from all the wonders this region has to offer.

€1,638,600
3bedrooms
2bathrooms
land  1.5ha

By William Pitt Sotheby's International Realty

House 11
Nearby
27

House Austerlitz (United States)

On over eight acres of woodlands in the hills of Austerlitz sits this picturesque cabin down a long, private drive. Connected to hundreds of acres of state land, you can hike Harvey Mountain right out your front door. The recent renovations make this light & bright home a completely move-in-ready proposition. The original beams have been left untouched throughout and create warmth in tone, while the rest of the home has been finished with a clean, neutral palette. The kitchen has an English style range, marble countertops and lovely deep red cabinetry, and a farmhouse sink looks out over the property. The adjacent living area is anchored by a wood stove. There are two bedrooms and two baths on the main floor, one is ensuite and the other, with an antique clawfoot tub, is shared. Both are finished with beautiful Moroccan zellige tile. Upstairs, there is a cozy, private living space and a large light filled third bedroom. You’ll find a large two car garage outside for parking & hobbies. The home borders the Hudson Valley/Berkshire border and is equidistant to both Chatham and West Stockbridge and just over 2h to NYC.

€622,700
3bedrooms
2bathrooms
land  3.3ha

By Four Seasons Sotheby's International Realty

Property 12
Nearby
22

Property Alford (United States)

A true diamond in the rough and priced to sell! One of the most requested towns in the Berkshires and the lowest tax rate in South County all on 31 private acres. Live in your own guest cottage while you complete the build out on a custom and gorgeous timber frame home! Enjoy the beautiful views of Tom Ball mountain and the relaxing sounds of a babbling brook in the front of the property. There are also apple trees, grape vines, hiking trails and a small pond adding to its appeal. The cottage has a recent renovation that's 95% completed. It has vaulted ceilings, soapstone counter tops, butcher block island and stainless appliances just waiting for your finishing touch. Don't let this unbelievable opportunity pass you by!

€1,357,700
1bedroom
2bathrooms
land  12.6ha

By William Pitt Sotheby's International Realty

House 13
Nearby
27

House Becket (United States)

The Perfect Country Retreat Awaits! Nestled on over 2 acres of serene Becket countryside, this inviting home beckons with its tranquil setting on a quiet country road. Step into a world of comfort and elegance as you discover a beautifully designed sanctuary boasting tall, vaulted ceilings adorned with antique beams, a stunning MALM mid-century fireplace, and hickory wood flooring throughout. The open design of this home invites you to unwind in style, with a wall of windows flooding the space with natural light with picturesque view over the backyard woods. Prepare to be captivated by the gourmet kitchen, where high-end cabinetry, top-of-the-line appliances, and exquisite quartz countertops seamlessly blend with chic cement tiles. A Powder room and the great hall entrance complete the main floor. Step through the gracious mudroom entry onto the expansive wrap-around deck, perfect for alfresco dining or simply basking in the tranquility of nature. Whether you're enjoying your morning coffee or hosting a gathering under the stars, this outdoor oasis is sure to impress. Retreat to your own private haven in one of the two luxurious bedroom suites on each floor, both boasting a spacious walk-in/ closet and sumptuous en-suite bathroom. Upstairs, a loft space offers additional versatility, while a guest bedroom and shared bath provide ample accommodation for family and friends. Despite its secluded setting, this retreat is just a short 12-minute drive from the bustling town of Lee, where you'll find a great variety of shopping and dining. Entertainment options like Jacobs Pillow (7min) and Tanglewood with under half n hour, as well as super easy access to the I90 for effortless travel. Whether you're seeking a peaceful weekend getaway or a year-round retreat, this stunning home offers the perfect blend of luxury, comfort, and convenience.

€650,800
3bedrooms
4bathrooms
land  9,146

By William Pitt Sotheby's International Realty

House with terrace 14
Nearby
30

House with terrace Otis (United States)

Step outside to the beautifully designed terraced yard and enjoy breathtaking water views in every direction. With only a few homes on Hayden Pond and none in sight of this property, it feels like your own private lake. Since 2017 many improvements have been made on this lovely property: metal shingle 100 year roof, newly created lower level in-law apt with kitchen, full bath and gas fireplace. Completely reimagined yard along the waterfront with Goshen stone patio and steps, walkways along the water with landscaping, a drilled well and an auto generator. There's plenty of room with 3 full baths, 3 bedrooms and a spacious living room with expansive lake views and deck, gas fireplace with gorgeous rustic stone and reclaimed wood surround. A few minutes to Jacobs Pillow, Otis Ski Ridge and Otis Reservoir. Schedule your showing now!

€560,900
3bedrooms
3bathrooms
land  2,307

By William Pitt Sotheby's International Realty

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