luxury houses for sale Pittsfield, United States (page 2)

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.

Ideally situated in the heart of downtown Stockbridge, this 1860 colonial home has been stylishly updated and is move-in ready. The stunning first floor has three spacious adjoining living areas, including a central dining area and a family room with fireplace. The renovated kitchen has a chef's range and a large island perfect for gathering around. In the rear of the first floor is one of the home's two primary en-suite bedrooms, both with gas fireplaces. Take the back or front staircase to the second floor, which has the second primary en-suite bedroom, a central sitting area, and three more bedrooms, each with their own bathroom. A light filled loft/office and a vaulted-ceiling media room are found at the rear of the second floor - a perfect place for work or entertainment. Outside, this property features all of the Berkshire outdoor essentials. Enjoy summers on the large screened porch, eat al fresco on a lovely patio, and hold summer soirées or pursue one's creative pursuits in the charming two-story timber frame barn. With 5 bedrooms, 6 bathrooms, and multiple living and creative/work areas - indoors and out - this 4,900 sq ft home welcomes the possibilities of today's lifestyles while captivating the heritage of this classic colonial. A short stroll to eateries, groceries, and entertainment, and just minutes to Lenox and Great Barrington. See it now and be in before the summer!

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.

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.

Opportunity Knocks! Highly motivated seller! This expansive 8 bedroom and 6 bath awaits your finishing touches, offering a rare chance to tailor this home to your exact specifications. The rich warm tones of maple floors, tall ceilings and expansive new windows set the stage for modern living. Oversized open kitchen that looks out to the wrap around deck for great for summer cookouts and entertaining. Located on over 8 picturesque acres with additional frontage offering the ability to expand or build a guest house. This property offers limitless possibilities to create your dream retreat. The house sits directly across from Worthington golf Club, and minutes to Windy Hill Farm making it convenient to all Pioneer Valley attractions.

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!

Set on 36 acres in the Berkshires' most coveted town, this stunning 8600 sq ft home is completely turnkey, tastefully designed, and a mere 12 years old. Turning off of bucolic West Rd, a gently winding driveway brings you past two beautiful ponds, through the woods, and arrives on a sunny plateau - nicknamed ''Ebbets Field'' and the site of this spectacular retreat. Abutting 899 acre Alford Springs Reserve, this custom-built home was thoughtfully designed to host guests across multiple discrete living areas. Main House. A striking glass walkway leads from the three-car garage to the vaulted-ceiling kitchen, which boasts a double-oven Wolf range and plenty of space for cooking and gathering. A light-filled dining area adjoins the kitchen, along with a large living room with fireplaces on opposite ends. The primary bedroom suite is highlighted by a private covered porch, a large bathroom with soaking tub and views, and two walk-in closets. Two additional en-suite bedrooms complete the interior of the first floor, and three en-suite bedrooms and a central living area are found upstairs. The awesome walk-out lower level was created with entertainment in mind, featuring high ceilings, a two-sided fireplace, movie viewing room, en suite bedroom, gym, and wine cellar. Guest Quarters. Accessed via the glass walkway, the guest quarters are defined by its dramatic high ceilings and a long covered porch with views. The quarters include a spacious en suite bedroom, two guest bedrooms with shared bath, and a cozy and bright living area. Outdoors. The interior seamlessly connects to multiple outdoor spaces, including a beautiful patio with fireplace, a large screened porch, covered porches, and a large deck that steps down to the expansive green lawn, bordered by rock walls made from property-sourced stones. Just a short distance down from the lawn, a symphony of spring peepers awaits at the property's 5+ acre pond, a peaceful escape for nature watching and kayaking. This lightly-lived in 2012 home is the ultimate Berkshires escape, blending today's design with the natural surroundings. Situated in low-tax Alford, 139 West Rd is a prime location for those seeking tranquility a short stone's throw from the Berkshires lively shopping and eating centers and multitude of recreational and cultural attractions. Fiber Internet, iPad-controlled lighting system, Sonos hard-wired sound system, and multiple heating and cooling zones. 10 minutes to Great Barrington and 20 minutes to Lenox. Additional 20 acre lot is also available.

Let's begin with the location: Nestled high in the hills of Spencertown, some may say the crown jewel of Columbia County, given its knockout country charm, quaint town square, ten minute drive to Chatham's well curated main street, and easy access to the Berkshires, skiing and the outdoors. With the stage set you can now focus on a choice 10-acre setting, graced with boundless mountain views and picture-perfect sunsets, a massive star gazing sky, privacy, peace, quiet, plus a pond and stream. Focus in a bit closer and you now take in the classic, warm, gracious, well built, modern log home paired with a generous, finished three car garage. Upon entering you will be captivated by the stunning stone fireplace, open floor plan with gourmet kitchen, great room with cathedral ceilings, a den which takes in the view, an ensuite primary bedroom, 1/2 bath and laundry room. The second floor features two bedrooms, a full bath, and a loft area for work or play, while the lower lever offers flexible space - gym, playroom or studio? - and loads of storage. Wrap around decks and a fire pit perched above the home allow for frequent vantage points to enjoy a view that never will disappoint. Life just became a whole lot richer in a quality log home up on a hill in desirable Spencertown.

A setting surrounded by classic Columbia County views of rolling hills and bucolic farmland, smack in the middle of Old Chatham hunt country is the ideal location for this grand, turn of the century five bedroom farmhouse with a in-law suite, guest cottage, in-ground stone pool, pedigree three story barn, a studio outbuilding, and three car garage. A traditional layout prevails throughout with a gracious entrance complete with dutch door, stone flooring and a wood burning fireplace. The large, light filled country kitchen is the heart of the home with expansive views and doors leading to a deck and sublime stone patio, making it ideal for entertaining. The first floor is complete with three more fireplaces and many more rooms for dining, gathering, studying, reading and creating. The second floor incudes a primary suite, three more bedrooms and a full bath, all flooded with light and views. As an added bonus, an guest suite with a private entrance and kitchen is located on the lower level. Two separate parcels make up the almost 170 acres of prime farmland and is maintained by a local farmer which gives you the luxury to enjoy an expansive country lifestyle without all the work. Peace and quiet abound but just around the corner you will have the convenience of The Old Chatham Country Store and only a 12 minute drive brings you to the town of Chatham.If you are looking for a classic country lifestyle this property is not to be missed.

Welcome to the Elijah Hudson homestead and farm, nestled in the hamlet of Malden Bridge, NY. Steeped in rich history dating back to the mid 1700s, this property boasts a captivating past as a colonial-era inn, meeting place for traveling preachers, and farm of a co-founder of the Federal Stores mercantile (Old Chatham). The homestead, lovingly restored over decades, offers a glimpse into the region's storied past, with original features meticulously preserved alongside modern updates for comfortable living. The property encompasses 43 acres of picturesque land, including sprawling fields, pristine gardens, and tranquil woods teeming with wildlife. Two meticulously restored barns, including a stunning German horse barn and a Dutch dairy barn, stand as testaments to the property's enduring legacy. The Dutch barn, fully rebuilt in recent years, presents a blank canvas for the next owner's vision, while the German barn offers versatile finished spaces for entertainment, hobbies, and more. Experience the best of country living in this idyllic retreat, where generations have gathered to celebrate life's milestones and forge lasting memories. With its proximity to local amenities, recreational opportunities, and vibrant community life, the Elijah Hudson homestead offers an opportunity to own a piece of living history in the heart of upstate New York. Don't miss your chance to write the next chapter in this timeless legacy. This meticulously maintained property has seen numerous upgrades and renovations over the years, ensuring modern comfort without compromising its historic charm. Recent improvements include an upgraded bath and laundry rooms, a complete restoration of the Dutch barn, and exterior painting of both barns, among others. With a commitment to preserving its heritage while embracing modern living, the Elijah Hudson homestead is ready to welcome its next steward into a future filled with possibility.

High Mowing, is a magical Williamstown estate spread over fifteen glorious acres, and nestled in the hills less than 5 minutes from Williams College. This exquisitely welcoming home is different from any other property in the Berkshires, and it seamlessly integrates beautiful nature and sophisticated culture in an incomparable and eclectic way. The property has been meticulously developed with an artist's eye and a craftsman's hand to blend perfectly with its environment, complementing the colors and textures of surrounding fields, woods, and mountains, exposed under the huge open sky of day and starry nights. Major design elements by globally-renowned architect Fred Koetter are outstanding. Everywhere the house sparkles with locally-gathered quartz, marble, and granite, lovingly crafted by Italian mason Cesare Boni. Enter through this vibrant stonework or directly along an accessibility ramp and you are instantly transported into this special world. The house encompasses over 5,500+ square feet of versatile living and entertainment areas, with 5 inviting bedrooms and 5 full baths (one handicap accessible) and intimate spaces for conversation or solitude. Views of the expansive property, adjoining preserved land, and the mountains beyond delight from almost every room. Ample windows and doors spill out to multiple patios and terraces anchored by large natural stone and enormous decks. The list of amenities is truly endless but begins at the center of the home with a stunning wood paneled library and its ornate Italian marble fireplace, extending through a magnificent formal dining room into two full kitchens and a private en-suite. Massive living areas with floor-to-ceiling glass join your intimate interior to stunning nature outside. Away from common spaces, a huge and perfectly private light filled studio/workspace offers its own fireplace, en-suite and kitchenette. The inspired floor plan creates distinctive areas to relax and unwind with others or enjoy the blissful solitude High Mowing offers. All of these features and much more merge together beautifully to create an unrivaled retreat of 15+ gorgeous Berkshire acres on a historic Williamstown by-way where dawn peers in over Mount Greylock and dusk settles on the Taconic Range. It will at once take your breath away and fill you with new life. From the house, into the grounds and fields beyond, you witness the seasons turn from lush greens of summer to the splendor of fall foliage and the snows that blanket Sheep Hill. The great deck overlooks mature gardens to the superb scenic vistas beyond. Perennials, fruit trees, grape arbors, bushes overflowing with blueberries and raspberries -- all meticulously cultivated to provide vibrant color throughout the growing season. A plentitude of wildlife roams the grounds - deer, fox, wild turkey, hawk are your constant companions. Further highlights include a 7-stall barn complete with tack room, shed, and paddock. Endless possibilities for exceptional Berkshire living await; you will need to see High Mowing to believe it!

The Joseph A Pratt House in Malden Bridge, NY is the ideal Hudson Valley retreat. Built in 1795, it is nestled on 67 acres of tranquil green lawns and wooded hills. This lovely property contains the stately, 3900 square foot main house, a 1000 square foot guest house for in-laws, a caretaker or as an income-producing rental and a large barn (also built in 1795) containing a two-car garage, a workshop and a four-season, finished studio with hand-hewn exposed beams. The entire property is in superlative condition. The main house has retained its original footprint, most of its original hardware and moldings, stunning wide-board floors, legacy-glass windows with correspondingly paned storm windows, and an original wire-pulled front doorbell. It is stately while remaining comfortable and convenient. The first floor of this center hall Federal house welcomes you with a very large and gracious entry hall. To the left is a spacious living room with wood -burning fireplace and built in cabinets and shelves. To the right side is a very large dining room and/or parlor with an exterior access door, another wood-burning fireplace and original built-in cabinets. The kitchen at the back of the house features a wood-burning fireplace, the original chiseled out soapstone sink, and a back staircase along with modern appliances for contemporary living. The back door of the house opens onto a small office next to the kitchen. The second floor features a spacious landing, the primary bedroom with ensuite full bath, 3 other bedrooms, (two with wood-burning fireplaces, one with a wood stove) and another bathroom with shower. There is also a staircase to the unfinished attic which features a walk-in cedar closet and plenty of storage space. One of the most remarkable features of the house is in the partially-finished basement. There you will find the original kitchen with a brick floor, a cooking fireplace and an original, arched side exit. The basement also has a bathroom with a shower, the laundry room and the systems of the house. In addition to the main house, this estate boasts a fully self-sufficient one-bedroom guest house with a lofted bedroom, ¾ bath, double-height beamed living room and a modern kitchen. It has heating/cooling splits provide comfort throughout the year. The property also includes a two-story barn with storage space and a two car garage. On the second floor of this handsome barn there is a 500 square foot workshop and a separate, finished four-season studio with hand-hewn beams and double-height ceilings. This sun-filled space is perfect for an artist’s studio, writer’s retreat or any number of uses. The 63 acre property is 85% forested with several acres of cleared land and around the house, guest house and barn. There is a dirt access road through the center of the property. Continuing up the mountain on Pratt Road takes you along the southern edge of the lot. In the rolling hills of Columbia County, Malden Bridge is approximately 2 ¾ hours to NYC, 35 minutes to Hudson, 30 minutes to the Albany or Hudson Amtrak Station and 15 minutes from shopping. You owe yourself a visit to this charming retreat!

Imagine your own private getaway. Noble Lodge is a playground for nature walks, all-terrain vehicle and snow mobile adventures, swimming and paddleboarding, and hosting the grandest of parties. Have it all, on almost 300 acres in one of the prettiest places in the Hudson Valley and have the rare opportunity to design and develop your own perfect farmhouse or modern marvel. You will be enchanted with the charm of this highly sought-after hamlet and the close-knit community of Hillsdale, nestled in the hills near the Massachusetts boarder. All the locals meet up at Roe Jan Brewery, a wonderful brew pub located in a restored mercantile building that dates to 1850, and shop at the Hillsdale Country Store, an old-time country emporium. The focal points of Noble Lodge are the pond with its own little island where mallard ducks relax, and the creek that runs through the property. Cross the bridge and find the perfect site to build your dream home. The property includes a nicely appointed, 4-bedroom ranch, that is the perfect place to congregate with friends to plan your day of fun. Noble Lodge is only 15 minutes from Great Barrington and 35 minutes from Hudson, offering the best of everything. 300 acres in the Hudson Valley is an exceptional opportunity.

Berkshire Woodland Escape! Unique cape chalet style set on 60+ acres with expansive garage, trails, brook, wood & steel bridge, gravel pit and more. Work & Live! Soaring vaulted ceilings, beautiful cherry floors, artist or writers loft overlooking the wall of windows. Granite kitchen counters and newer stainless appliances. Open living plan letting the light flow in. Expansive deck with west facing wooded views of sunsets. Lower level walkout for easy pool fun. Incredible clear span 30x40 pole barn perfect for your tractor or 4 vehicles, a boat or camper. Convert barn to guest house or stable: equipped with heat: oil wood burning hybrid furnace, 200 amp electrical service and water. Hike, bike, hunt, and four wheel on your own land. Create horseback riding trails with your own gravel. Enjoy Jacob's Pillow Dance theatre or Otis Reservoir down the road to boat, fish and play on the largest recreational lake in the state. Outlet shopping, groceries and hardware nearby. Sweet and fresh farmers markets on Saturdays in town, fun music and eats at Knox Trail Inn. Wonderful Berkshire retreat with many possibilities for use. Come enjoy all that it offers for a special place to create memories that last a lifetime.

Nestled three miles from the heart of downtown Great Barrington, this contemporary oasis offers designer details and breathtaking 360-degree views. A wood burning stove invites warmth and comfort, beamed ceilings, designer lighting, and wide plank wood floors add a touch of elegance. Chefs kitchen and soaking tub beckon for indulgence, while the main floor primary bedroom with a wraparound deck offers a private retreat. A second primary bedroom on the second floor provides additional luxury.

Welcome to your 3-bedroom, 2-bath peaceful and private hidden gem nestled in the trees overlooking Joe's Field, MASS MoCA, on a dead-end street! Updates include Marvin windows and doors on the main floor, refinished oak hardwood floors, bathroom installed with cle' tiles and skylight that need your finishing touches, 200 amp electric, wrap-around covered solid cedar porch with outdoor seating to view James Turrell's Tower (rain or shine), french drain, backyard retaining wall including stone patio, and attached outbuilding with electrical and plumbing, ready for your install of sauna and or outdoor shower. Whether you are looking for year-round Berkshire living or a weekend getaway-this semi-updated home is for you! Close to Downtown North Adams and Heritage State Park. Call today for your private showing!