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luxury house for sale Alford, United States

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House with terrace Alford (United States)

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.

$4,675,000
10bedrooms
12bathrooms
land  14.9ha

By William Pitt Sotheby's International Realty

79 listings near Alford

Nearby
25

Farmhouse Hillsdale (United States)

For anyone familiar with the town of Hillsdale, located in the northeast corner of the Hudson Valley, will tell you that when a home comes to the market here, it's something that deserves serious consideration. The home on Overlook Drive stands out to be one of the finest opportunities in the entire region. With a desire to bring one's vision to the property, 184 Overlook Drive has all the elements to become an amazing country retreat for the discerning buyer. On 9 beautiful acres, Overlook Drive has far reaching views of the fields and hills of the Hudson Valley, with Catamount Mountain Resort in the distance. The wonderful farmhouse, built in the early 1900's is so charming, with a grand porch overlooking the tranquil pond. The farmhouse is easily managed at 2100 square feet, with 3 bedrooms and 2 bathrooms. You are surrounded by nature, offering peacefulness and privacy. Next to the farmhouse is a grand artist studio that can be utilized is so many ways. The current owners have created beautiful paintings and sculptures that were all inspired by their home and the land. 184 Overlook is move-in ready and ready for its new owners. Come take a look and be inspired as well.

$895,000
4bedrooms
2bathrooms
land  3.6ha

By Four Seasons Sotheby's International Realty

Nearby
38

House Great Barrington (United States)

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.

$1,875,000
4bedrooms
4bathrooms
land  1.9ha

By William Pitt Sotheby's International Realty

Nearby
12

House Hillsdale (United States)

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.

$1,575,000
4bedrooms
3bathrooms
land  114.5ha

By Four Seasons Sotheby's International Realty

Nearby
47
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House with garden and terrace Great Barrington (United States)

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lilypond, terraces, pastoral views, and wonderful privacy. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours, and has received a Garden Club of America award for its ethos and thoughtful use of building materials. The house was constructed using sustainable and recycled low maintenance building materials designed to last a lifetime. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage with potting room and a studio/guest space/office above. This space overlooks the courtyard and a walled garden. The Gunite pool is surrounded by an espaliered apple tree fence and a generous Goshen stone terrace with space to dine and lounge. The large screened pool house includes a half bath, outdoor shower, kitchenette, and massive two chimney fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard and patio, a separate studio apartment and four garage bays. A hay/storage barn, cutting gardens, and a separate private drive complete this part of the estate. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks and masses of daffodils in the spring. A courtyard filled with specimen crabapple trees, stone walls and a meandering walkway creates the welcome entry to this one level home. The exterior walls are planted with climbing hydrangea that blur the lines between structure and nature—a common motif throughout the property. The setting is both well designed and peaceful. The grand entry foyer sets the tone for the house. It connects to an enfilade of rooms filled with southern sun that run the length of the house. The south facing rooms have large windows and french doors that welcome both the light and warmth from the sun on a winter's day and open onto exterior terraces in the fair months. All the rooms have extensive garden and pastoral views. On the east side of the entry is the living room with high, coffered ceilings and a fireplace made with grand tour columns. Adjacent to the living room is the primary suite with doors to a private terrace, shower, and lawn. The velvet covered walls create perfect silence, a jewel box of a room. Dual bathrooms and closet areas with a steam shower and a large soaking tub with views complete the suite. West of the entry hall is the large eat-in kitchen with high ceilings, and coveted AGA range. The kitchen's french doors open onto a blue stone patio with the large lily pond, a view of the fields, and cherry trees which shade an outdoor dining space. The kitchen/service area includes a butler's pantry with extensive storage, and a mudroom that leads to the back door and basement. (The basement consists of laundry room, 2 storage areas, cedar closet, wine room, and a huge finished room with box beds, TV and its own internet. The utility room is spacious and contains the furnace, boiler, the controls for the radiant heat and other mechanicals.) Returning upstairs, the far west end of the house, with perfect evening light, has a cozy sitting room. Adjacent to this is the smaller of the two office/library spaces, another library is located between the guest room and the larger office/sitting room. Both library areas have custom floor to ceiling bookshelves. The larger office has french doors that open to a private and romantic courtyard garden with espaliered peach trees and colorful blooms to attract pollinators. Western windows have views of a fenced field and plantings. This room could easily be reconfigured as a family room or another private sitting area. Steps away from the southern facing terrace, perched majestically on a small rise, is the Parthenon-like pool house, a focal point of the outdoor areas. The adjacent heated pool uses copper ionization instead of chlorine. All the pool services are located in a bunker that allows the outdoor areas to stay completely quiet. Meadow Wood was designed for maximum flexibility. There is space for family, visitors, staff, animals, parties large and small, gardening and potting, and farm equipment. Its magic extends into the impeccable gardens and the woods and fields around it. Step into a world of enchantment and be transported to a realm of natural beauty and tranquility. The intimate spaces and thoughtfully curated common areas throughout the property create an environment that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty that surrounds it.

$6,850,000
5bedrooms
4bathrooms
land  12.5ha

By William Pitt Sotheby's International Realty

Nearby
23

House with garden Egremont (United States)

Handsomely built with modern comfort and amenities. Meet Guests on the covered porch and welcome them into the first floor open kitchen and great room with stone fireplace. On the first floor is also the dining room, office, den, mudroom and breezy screened porch for summer drinks. First floor primary suite with sparkling ensuite bathroom and sitting room with fireplace is its own hideaway. Upstairs, three more large ensuite bedrooms for the crew. One-car garage located off the first floor for easy access to the kitchen, two oversized garages below. Located at the end of a shared private drive with similar homes, and maybe some new friends, this retreat will be home base for all of your Berkshire adventures.

$1,785,000
5bedrooms
5bathrooms
land  1.4ha

By William Pitt Sotheby's International Realty

Nearby
20
Video

House with garden Great Barrington (United States)

225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club. Build your dream home with seclusion and privacy assured. Enjoy mountain views, spring fed ponds, endless pastures, and serene forested trails. An escape from the world and yet only minutes to town and a little over 2 hours to NY City & Boston.

$3,900,000
2bedrooms
2bathrooms
land  91.1ha

By William Pitt Sotheby's International Realty

Nearby
50
3D visit

Property with garden Great Barrington (United States)

Poised proudly on Main Street, Great Barrington, a few blocks from eateries, shops, and performance venues, this marvelous place affords an unparalleled residential and income opportunity. Purpose-built as an inn, its main house features nine bedrooms and a studio suite, while its carriage house contains two apartments. The sellers have rebuilt porches and staircases, added AC, installed insulation, refreshed cosmetics, remodeled the kitchen and public spaces, and added parking and gardens. Gracious spaces, high ceilings, light-welcoming windows, fireplaces, and architectural details create the ideal setting for a new owner's tastes and ideas. As a residence, this property in the heart of the Berkshires has the potential to support itself!

$1,675,000
11bedrooms
12bathrooms
land  2,792

By William Pitt Sotheby's International Realty

Nearby
31

Property Hillsdale (United States)

At the crossroads of the Hudson Valley's most desirable locations lies the charming Hamlet of Hillsdale. The quaint town's architectural star-of-the-show is this fully restored Masonic Temple that offers its new owners a long list of options to maximize their enjoyment and use of the property. Zoned for both commercial and residential opportunities the Temple can easily be your architectural design dream home, your business' new headquarters, a premiere shopping destination or all of the above and more. Rarely is a space of such beauty and square footage offered to the market in pristine condition. Boasting impressive 14ft tin ceilings throughout and an abundance of large steel casement windows, the expansive space is illuminated with natural light throughout the entire day. The majestic scale of the building is a delight to take in and can be attributed to the Masons who built it with their understanding of mathematical precision, geometry and the power of form and proportion. Two bedrooms, 3 Bathrooms and a streamlined kitchen create a move-in ready residence while views of the surrounding hills from this gated, hedged and private property make you feel worlds away while still having the ease and accessibility of a village location. The temple is perfectly placed between popular local businesses such as Roe Jan Brewing Co, The Hillsdale General Store, Tiny Hearts Flower Shop and Cook & Larder offering a sweet walkable lifestyle as a residential property or the perfect business opportunity as commercial. The hamlet's bounds to the north and east is the intersection of NY-23 and NY-22. These roads connect the Catskills to the Berkshires West-to-East and offer easy access to Rensselaer and Dutchess County North-to-South. The connection to these areas creates a vibrant community of creatives, nature enthusiasts and culinary connoisseurs. The museum quality of this property offers an overwhelming amount of unique opportunities and must be seen in person to fully appreciate.

$1,795,000
2bedrooms
3bathrooms
land  2,185

By Four Seasons Sotheby's International Realty

Nearby
Contract pending
24

House Mount Washington (United States)

This charming mountain house is the perfect retreat for nature, lovers and outdoor enthusiasts. With easy access to hiking trails skiing, fishing you can enjoy all that Berkshire Mountain Washington Life has to offer right from your doorstep. Inside the open concept, living area is perfect for entertaining guests or simply relaxing by the stone fireplace. The large bay windows let in plenty of natural light and offer stunning views of the surrounding mountains. The kitchen is fully equipped and there is plenty of counter space for preparing meals. There is a first floor primary with an en suite bath and a wraparound deck. The additional two bedrooms upstairs are perfect for guests or home office.The peaceful surroundings and Mountain View make this an ideal setting for a weekend getaway. Don't miss your chance to own this unique mountain home or start living the ultimate lifestyle today 2.5 hours from New York City 30 minutes from all Berkshire attractions. Minutes from Guilder Pond. Can you smell the Mountain Laurel?

$573,000
3bedrooms
2bathrooms
land  6,880

By William Pitt Sotheby's International Realty

Nearby
50

Property with pool and garden Great Barrington (United States)

Custom built salt box home situated at the end of town dirt road on 32 acres. Bear Town State forest abuts the property. Heated Inground pool, stunning views of Monument Mountain, established landscaping including apple orchard. Main house with living room, library, dining room eat in kitchen, laundry, powder room, screen porch, access to oversized two car garage. Second floor with 4 bedrooms, 2 baths, large primary bedroom with views, third floor with two additional bedrooms and full bath. Lower level is finished with space for gym, screening room, pool table.. New oil-fired boiler and HWH. Free standing 3 bedroom caretakers house with additional 2 bedroom apartment. A little piece of heaven! Minutes to Great Barrington and Stockbridge. If you seek privacy .....we have it here!

$3,500,000
5bedrooms
5bathrooms
land  13ha

By William Pitt Sotheby's International Realty

Nearby
26

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.

$625,000
3bedrooms
2bathrooms
land  3.3ha

By Four Seasons Sotheby's International Realty

Nearby
50

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.

$1,750,000
3bedrooms
2bathrooms
land  1.5ha

By William Pitt Sotheby's International Realty

Nearby
38

House Spencertown (United States)

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.

$850,000
3bedrooms
3bathrooms
land  4.1ha

By William Pitt Sotheby's International Realty

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

$9,950,000
5bedrooms
9bathrooms
land  2.5ha

By William Pitt Sotheby's International Realty

Nearby
Contract pending
39

Property Stockbridge (United States)

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!

$1,299,000
5bedrooms
6bathrooms
land  1,335

By William Pitt Sotheby's International Realty

Nearby
Contract pending
21

Farmhouse with garden Copake Falls (United States)

Mount Washington serves as the magnificent backdrop to the serene garden paradise that is The Mountain View Farmhouse. Set on a quiet dead end road in the hamlet of Copake Falls this double lot property has been sweetly manicured and set up for your calm enjoyment of the beautiful views. Time stops once you enter the grounds of this precious farmhouse expertly renovated to bring all the modern conveniences to a charming and character filled home. Upon entering the front door you and your guests will be greeted by the warmth only exposed beams and original wide plank wood flooring can evoke. The first floor has an open layout often desired but rarely achieved in homes of this era. The living room effortlessly flows into the dining room and beautiful kitchen that puts the Mt Washington views on display as you prepare your flowers and vegetables from your very own garden. A guest bathroom and side entrance complete the first floor. Upstairs 3 perfectly sized bedrooms (One used as an office currently) and a full bathroom offer comfortable stays for you and your guests. A large portion of the property is fenced in and filled with beautiful plantings, trees and enough tulips to keep every room of your home and your friends home filled all spring. Another area of the yard contains an expert's raised bed garden to grow your own fresh herbs and vegetables all summer long. Set in a peaceful and quaint neighborhood you are just moments away from a hike to Bash Bish Falls, a day on Copake Lake and skiing down the slopes of Catamount in the winters. Hudson, NY and Great Barrington, MA are both a 15-20 minutes drive away where you'll find the best shopping, restaurants & social events the Hudson Valley has to offer.

$650,000
3bedrooms
2bathrooms
land  4,492

By Four Seasons Sotheby's International Realty

Nearby
35

House Copake (United States)

Down a long country drive off picturesque Center Hill Road sits this incredibly private modernist home on over forty acres of rolling pastoral fields and long ranging views. The approach curves through the landscape to expose a jaw dropping view of the Bash Bish gap and Taconic Mountain Range to the East. Serene, quiet and private, the property embodies the agrarian landscape the region is known for and the home was thoughtfully designed to frame the view. It is modern living at its best with soaring ceilings, walls of windows, and exterior decks that bring the outside in. The home has a central living room on the main level with a double-height ceiling & wood burning fireplace connecting to a light filled chef’s kitchen complete with a Wolf range, high end appliances & plenty of storage.The dining room has three walls of glass that allow you to “eat outside” all year round, and a screened-in porch and open air deck off the kitchen/dining area provide the same luxury throughout the warmer months. You’ll find two primary suites, one on the main level with a large bath, a walk-in closet and private outdoor balcony, and the other on the second floor with some of the best views the house has to offer. Two additional bedrooms upstairs share a bath and complete the second floor. The lower level walk out is anchored by a wood-burning fireplace and features radiant concrete floors. You’ll find a central downstairs living room with sliding doors out into the yard, an adjacent fifth bedroom with a full bath, and a home gym with beautiful views of the hills through large windows. A state-of-the-art Geothermal heating & cooling system has been installed. This turnkey modern home offers some of the most beautiful views the Hudson Valley has to offer. It is truly turnkey and just 2h to NYC and central to Hudson, Hillsdale and Millerton.

$2,250,000
5bedrooms
5bathrooms
land  18ha

By Four Seasons Sotheby's International Realty

Nearby
Contract pending
8

Property Sheffield (United States)

49 Bow Wow - A Gilligan Brothers Masterpiece on 30+ Acres! Set on over 30 acres of stunning meadows, mountain, pond access, and forest, the Gilligan family home at 49 Bow Wow Rd comes to the market for the first time. In the second half of the 20th century, the Gilligan Brothers name was synonymous in southern Berkshire County with a quality built home. Founded by three brothers - Matthew, William, and Earl - in the 1940s, Gilligan Brothers homes were often a showcase for the ingenuity and craftsmanship of their founders. And perhaps no home better illustrates their innovative streak than Matthew's family home at 49 Bow Wow Road. Built in 1941 for his family - and retained by them to this day - 49 Bow Wow was stylistically and functionally ahead of its time. Take, for example, the massive stone fireplace and exposed beams in the family room - built with materials reclaimed from a nearby mill. Or, for instance, the sliding wall that opens (still to this day) the family room to the expansive porch with westerly views. Equally impressive, however, is the 30+ acre parcel of land Matthew Gilligan chose for his home. It includes two multi-acre meadows, woodlands, pond access, and the western side and top of Little Johnny Mountain. From the front to the rear meadow, observing huge 20+ ft boulders seemingly dropped from the heavens, one imagines a glacier carving through this little valley thousands of years ago. The rear meadow sits next to Little Johnny, and could be a spectacular second home site accessed by an existing farm road. The scramble up the side of Little Johnny brings you to a table top mountain with awe-inspiring view potential of Mount Everett and the valley below. From there, one can descend the southern slope to Sheffield's Town Park, which has a frisbee golf course, playground, and ball field. Or cross the meadow and return home via a trail system passing through the forest and a small brook. Kayak and water lovers can cross the road and have rights to the small beach on Mill Pond. The home's first floor features two beautiful living spaces, a kitchen with vintage custom cabinetry, a wood-paneled dining room, a bedroom and full bath. The upstairs includes three more bedrooms and a full bath divided into two sections. A cedar closet could be repurposed into an en-suite bath for the primary bedroom. The basement shows off the home's quality build, with high ceilings, updated systems, and a spot for a future wine cellar. Perfectly functional now, but also ready for its second-ever owner to update the bathrooms and kitchen to their personal preference. The home's bones and spectacular property will amply reward future investment. Two-car garage, high-speed Internet, several hobby farm outbuildings, updated electric panel, Buderus hot water heating system.

$1,200,000
4bedrooms
2bathrooms
land  12.6ha

By William Pitt Sotheby's International Realty

Nearby
26

House Craryville (United States)

Perched in the hills just minutes from Hudson sits this beautiful and completely reimagined home with serene views of the surrounding rolling hillsides and pastures. Up a long, private driveway through the property’s six lush green acres, you’ll first see a white gunite pool at the center of a sundrenched field. Continue winding up the drive and you’ll find the main residence, sited at the back of the lot and nestled onto the hillside to maximize the view. The home underwent a major renovation in 2022, and was redesigned for gathering and peaceful enjoyment of the surrounding countryside. The new design focused on open and light filled spaces with large picture windows. The chef’s kitchen features custom cabinetry painted the perfect shade of blue, quartz countertops & an Italian range. A big island sits at the center offering room to sit and congregate, as well as ample storage and workspace. The dining room has a large window framing a view of the rolling hills that must be seen in person to be truly appreciated; the living room is anchored by a stone-lined wood-burning fireplace. Two large sets of sliding doors allow the outside in and open to the wraparound deck, another place to take in the scenery and entertain friends and family. The first floor includes a half bath and laundry room neatly tucked off to the side, as well as a guest bedroom & full bath.Upstairs you’ll find two elegant primary bedrooms to choose from. Both are large and ensuite with walk-in closets, one has a terrace for a perfectly quiet cup of morning coffee with a bird’s eye view of the property and the picturesque hills beyond. Lockwood Road offers a scenic, rural lifestyle just outside the village of Hillsdale and in close proximity to Hudson and Great Barrington. Just 2h to NYC but a world away.

$1,795,000
3bedrooms
4bathrooms
land  2.4ha

By Four Seasons Sotheby's International Realty

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