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luxury property for sale Sheffield, United States

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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

17 listings near Sheffield

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
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
40
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Property with garden Norfolk Historic District (United States)

Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars, 9 wood burning fireplaces. Rotary dial phones, butler bells, & other period details capture the charm of the 1930s. Gourmet kitchen with fireplace custom cabinetry, a fish sink on the back porch for cleaning trout! Elegant sunny dining room & breakfast terrace with herb garden. Sun porch glass doors open to stone walled perennial gardens & pool. Dramatic arches & vaulted ceiling adorn the poolhouse with kitchenette, 1/2 bath, dressing rooms & outdoor shower. Custom oval gunite heated pool. Main bedroom with private sitting area, fireplace & steam shower, 3 large ensuite bedrooms with fireplaces, playroom and laundry on upper floor. Ensuite studio above heated garage. Ownership includes all benefits of hunting, fishing, boating, hiking in this private community on pristine lake & pond. Available caretaking services make maintaining this beautiful home stress free. Enjoy year round peaceful lake area living on unique private estate in gorgeous Doolittle Lake Woods located 2 1/2 hours from Boston or NY. Agent Owned.

$5,200,000
6bedrooms
8bathrooms
land  40.9ha

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
28

Property with garden Falls Village (United States)

A 20th Century Classic on the outskirts of Falls Village with 4.25 acres of bucolic meadowland, fruit trees and perennial gardens. The charming living room has a brick fireplace and French doors leading to the three season screened porch that features the views of the fruit orchard and meadows. The remodeled kitchen is complete with Bosch appliances and is easily accessible to the adjacent formal dining room. There is a pantry located in the mudroom, also adjacent to the kitchen. There is an additional three season screened porch, a garden shed and convenient 2 car garage with extra storage space. The house is beautifully decorated and ready to move into. There is an invisible fence installed. There is a new septic system, new water pressure booster pump and new plumbing in the basement to accommodate a new sink and the new washer and dryer. It is within walking distance to the Falls Village Inn, the Library, the Appalachian Trail and the Great Falls of the Housatonic River.

$749,000
3bedrooms
2bathrooms
land  1.7ha

By William Pitt Sotheby's International Realty

Nearby
31

Property Copake (United States)

An early Hudson Valley farmhouse, this c1840 eyebrow colonial sits on two and a half acres with a guest house. There are plenty of period details to fall in love with like wide, old growth pine floorboards and classic farmhouse two-over-two windows. Comfortable, approachable, and built with function in mind like all great northeastern cottages, the rooms are nicely sized and flow easily into one another. The country kitchen is simple, sweet and sunny with classic bead board cupboards and a farmhouse sink, and there’s a mudroom leading outside into the lawn. There is a first floor bedroom & full bath, and on the second level, along with two additional bedrooms you'll find a large, central seating area & another full bath. Across the lawn and past the firepit, French doors lead you into a streamlined, new build guesthouse. There is a spacious living room with a vaulted ceiling & Noguchi pendant. The large bedroom has a new ensuite bath with a beautiful marble shower. There is a 1 car garage attached. Updated, high end mechanicals in both homes. 720 Center Hill Road is very much the quintessential Hudson Valley farmhouse, charming and sweet. 2h to NYC and 20m to Amtrak.

$795,000
3bedrooms
2bathrooms
land  9,712

By Four Seasons 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
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.

$1,171,000
5bedrooms
6bathrooms
land  2,145

By William Pitt Sotheby's International Realty

Nearby
34

Property with garden Millerton (United States)

The Mare's Nest is a lovely 1890's equestrian property which has been home to the same family for the last 50+ years. The main house is a colonial featuring some fine original details with more recent additions of a greenhouse and a main floor bedroom wing that adds an additional kitchen, laundry and great room. There are a total of 4 fireplaces, 4 bedrooms and 5 bathrooms. The stables and a number of other outbuildings add a great deal of charm to the rolling 27 acres of lawn and pastures highlighted by the bucolic swimming pond. The heated inground pool is conveniently accessed from the great room and primary bedroom. There is a hot tub and a small pool house for storage of pool toys. The stable was home to many thoroughbred racehorses over the years and has 6 stalls and a fenced paddock. The 2 barns have 9 garage bays and lots of room for equipment storage. Conveniently situated near the village of Millerton NY and a 20 minute drive to the NY train at Wassaic.

$1,765,000
4bedrooms
6bathrooms
land  10.9ha

By William Pitt Sotheby's International Realty

Nearby
33

Property Lenox (United States)

Watch the sunrise and set from your Berkshire Home. This four bedroom, 3 1/2 bath colonial with modern renovations, is nestled at the end of a cul-de-sac on a quiet street, within walking distance to the middle and high school and on a bus route for the elementary school. The house features four bedrooms with wood flooring. The Primary Bedroom has vintage hickory floors, ensuite bath, California closets, three head shower and soaking tub to watch the sunrise and bathe under the moon. The main floor has an open renovated kitchen with a Wolf stove, two dishwashers, center island, marble and granite counters, handmade cabinets and cherry floors. Open dining area for your dinners and large gatherings.

$1,250,000
4bedrooms
4bathrooms
land  5,180

By William Pitt Sotheby's International Realty

Nearby
27

Property with garden Cornwall (United States)

This charming 1880's antique home nestled in the picturesque town of Cornwall, Connecticut, offers a blend of historical elegance and modern convenience. The property boasts original period details, including stone fireplaces, a beehive oven, and wide oak hardwood floors that exude character and warmth throughout the residence. As you step inside, you are greeted by a versatile dining area that seamlessly transitions into a cozy living room, perfect for entertaining guests or relaxing evenings by the fire. The main level also features a convenient first-floor bedroom with an en-suite full bath and dressing room, as well as a laundry area, ensuring comfort and accessibility. The heart of the home is the kitchen, complete with a breakfast area for casual dining and an adjoining study/library room that offers serene views, ideal for morning coffee or getting lost in a good book. The attached greenhouse is a dream for those with a passion for gardening, providing a sunny space to cultivate plants year-round. Upstairs, three additional bedrooms await, including one with an en-suite bathroom and a second-floor laundry room for added convenience. The walk-up attic with a full floor presents ample storage space or the potential for further customization. The property is further enhanced by a post and beam barn and two garden/storage sheds, offering versatile spaces for hobbies, storage, or workshops. A new roof, installed in 2021, adds to the home's appeal and durability.

$895,000
4bedrooms
4bathrooms
land  1.6ha

By William Pitt Sotheby's International Realty

Nearby
44
3D visit

Property Richmond (United States)

Welcome to Blue Spruce Farm, a magnificent 23-acre estate rich in history and brimming with enchanting features. Nestled in a serene setting, this certified wildlife habitat offers a sanctuary for nature lovers and a retreat from the bustle of everyday life. Enjoy leisurely walks on the maintained trails that meander through the 23 acres, offering tranquil views and a connection with nature. A low-maintenance wild garden of perennial flowers and shrubs produce a kaleidoscope of colors during the spring and summer seasons; a string trimmer allows garden paths to be cleared and plant invasions to be managed with minimal effort. Originally built in 1770, this home harmoniously blends historic charm with modern conveniences. The first floor features an eat-in country kitchen with an antique Glenwood stove. The formal living room, with its wood-burning fireplace, is ideal for cozy evenings. The sitting room, complete with built-in bookshelves, is perfect for a home library or study. A large addition boasts vaulted ceilings, adding grandeur and space to the home with versatility for a first-floor primary bedroom, family room or guest quarters. The formal dining room, featuring built-in cabinetry, is perfect for hosting dinner parties. The sunroom, featuring a fountain pond, is bathed in natural light and offers a serene setting. Additionally, the first floor includes a laundry room and a full bathroom, as well as an enclosed four-season porch that offers a comfortable space to enjoy the beauty of the property year-round. The second floor includes four bedrooms, offering peaceful retreats for guests. A full bathroom serves the upstairs bedrooms, and a hobby room provides an ideal space for crafts, projects, or as an additional study area. The large barn is perfect for storage, farming, hobbies, or even transforming into a creative space. The two-car detached garage includes a finished space above, providing a perfect spot for a potential home office, studio, or guest accommodations. Further enhancing the property are a brand-new heating system and a whole-house generator. Blue Spruce Farm is more than just a home; it's a lifestyle. Steeped in history and surrounded by beautiful gardens, pastoral views, wooded trails and wildlife, it is the property you have been waiting for and do not want to miss out on!

$955,000
4bedrooms
2bathrooms
land  9.3ha

By William Pitt Sotheby's International Realty

Nearby
39

Property with garden Sharon (United States)

Capture the history and grandeur of Great Elm, the unparalleled 19th century Georgian colonial estate that was once the childhood home of author and influential political commentator, William F. Buckley Jr. Nestled in the heart of Sharon, CT, this prestigious property is a rare opportunity to acquire a residence steeped in historical significance and architectural elegance. Great Elm boasts 8,872 sq ft of luxurious living space, crafted with impeccable design choices throughout. From the art deco bathrooms to the William Morris wallpaper, every room exudes sophistication and meticulous care. William Buckley Sr. purchased the original 1812 house in 1923, expanding it over time to accommodate his growing family. The main level primary bedroom suite and gracious sitting rooms, each with gorgeous detail and wood burning fireplace, open to the dramatic three-story Atrium, a year-round haven reminiscent of New Orleans. Upstairs are 7 beautifully appointed ensuite bedrooms, one of which is used as a gym; another as an office. This property is the anchor of a community of homes joined by an Association that manages the 50 magnificent, park-like acres and amenities, including a heated, Gunite pool, pool house, tennis and paddle/pickle courts. This spectacular property in the beautiful Litchfield Hills is more than just a residence; it's a chance to own a piece of U.S. history. Close to Hotchkiss, Salisbury, Indian Mountain and Millbrook Schools. Only 2 hours to New York City.

$5,500,000
8bedrooms
9bathrooms

By William Pitt Sotheby's International Realty

Nearby
40

Property with garden Sharon (United States)

Capture the history and grandeur of Great Elm, the unparalleled 19th century Georgian colonial estate that was once the childhood home of author and influential political commentator, William F. Buckley Jr. Nestled in the heart of Sharon, CT, this prestigious property is a rare opportunity to acquire a residence steeped in historical significance and architectural elegance. Great Elm boasts 8,872 sq ft of luxurious living space, crafted with impeccable design choices throughout. From the art deco bathrooms to the William Morris wallpaper, every room exudes sophistication and meticulous care. William Buckley Sr. purchased the original 1812 house in 1923, expanding it over time to accommodate his growing family. The main level primary bedroom suite and gracious sitting rooms, each with gorgeous detail and wood burning fireplace, open to the dramatic three-story Atrium, a year-round haven reminiscent of New Orleans. Upstairs are 7 beautifully appointed ensuite bedrooms, one of which is used as a gym; another as an office. This property is the anchor of a community of homes joined by an Association that manages the 50 magnificent, park-like acres and amenities, including a heated, Gunite pool, pool house, tennis and paddle/pickle courts. This spectacular property in the beautiful Litchfield Hills is more than just a residence; it's a chance to own a piece of U.S. history. Close to Hotchkiss, Salisbury, Indian Mountain and Millbrook Schools. Only 2 hours to New York City.

$5,500,000
8bedrooms
9bathrooms
land  2.6ha

By William Pitt Sotheby's International Realty

Nearby
35

Property with garden Cornwall (United States)

Welcome to historic Ballyhack Farm where one can enjoy old world charm with period renovations. This home is steeped in history even having pictures in the Historical Societies' book on Cornwall. Gracious center hall flanked by a living room and parlor. Chefs kitchen with eating area and butler's pantry. Most rooms are corner rooms allowing for plenty of sunlight and several windows. The property consists of 19 acres on three titles and overlooks a wetland onto Ballyhack Preserve. The gardens and fruit trees dazzle the eyes when in season. This home has 4-5 bedrooms with one bedroom and on the main floor. There is a full bath and a half bath on the main floor. There is a zoned heat system and central air throughout Other extras are a full house generator and a carport for EVs. The house sits on a little over 8 acres with an additional 6 subdivided parcels.

$1,620,000
5bedrooms
4bathrooms
land  7.9ha

By William Pitt Sotheby's International Realty

Nearby
20

Property Ancram (United States)

Nestled on a sprawling 10-acre lot, this property offers endless possibilities. Imagine the luxury of having ample space for a pool, gardens, and more. The expansive grounds ensure privacy and plenty of room for outdoor activities. Step inside to find a cozy living space featuring a warm wood fireplace, perfect for those chilly evenings. The home also boasts a convenient two-car garage and a beautiful long driveway, adding to its appeal. This charming three-bedroom residence is perfectly situated just 5 minutes from the picturesque Lake Taghkanic State Park and a mere 20 minutes from the vibrant town of Hudson. Don't miss the opportunity to own this idyllic retreat with all the potential to create your perfect oasis.

$415,000
3bedrooms
2bathrooms
land  4.1ha

By Four Seasons Sotheby's International Realty

Nearby
31

Property with garden Winchester (United States)

This is a Fourth Generation home for so many reasons! It's now your turn … Be the next family to enjoy making cherished memories on water & land ... friends & family gatherings/celebrations, holidays,boating,kayaking,swimming,ice fishing & so much more - A lakeside gem offering year round magical views, activities & serenity! Relax on the private covered porch & enjoy your morning coffee, lunch or dinner. The kitchen offers great cabinet space, newer gas stove & refrigerator w/breakfast area w/sliders leading to backyard & lake. A nice sized dining rm for mingling & holiday entertaining w/family & friends.The open living rm is light filled w/large windows.A full bathrm & laundry rm complete the 1st flr. On 2nd level 3 bedrms - one w/sweet lake views & a bath located at the end of the hall. Two sheds on the property, 1 w/electricity - perfect for an extra refrigerator & storage of water toys for lakeside fun. The yard is a great place for a game of cornhole or sitting at water's edge with a glass of wine waving to your new lake friends as they go by on their boats or kayaks enjoying nature at its best! You may even be lucky enough to see the eagle or blue heron gliding across the lake. In the yard you will find a flag pole w/spot light, a lighthouse & perennial gardens.Only one residence abuts the property.Plenty off road parking which is a huge plus for all your lake guests. Town Water & Sewer. Eversource Gas. Portable generator included.

$725,000
3bedrooms
2bathrooms
land  1,781

By William Pitt Sotheby's International Realty

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