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luxury farmhouse for sale Canaan, United States

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Farmhouse Canaan (United States)

Originally built in the year 1800 on one the areas most historically significant roads lies this delightful antique farmhouse brimming with original details and charm. Perched above the road with its wrap around porch you are immediately transported to a simpler time where quality and beauty mattered. Further selling the vision, the periphery of your view is flanked with mature trees and one of two large barns providing a nostalgic aesthetic and endless opportunities. The barn closer to the home contains a garage for sheltered parking and the ability to create a guest house, work studio, private gym or anything you can dream up. In fact, there's room for all of those options within the same structure. A serene hilltop view in the distance beckons you to walk through the more than five and half acres of lawn, meadow and fruit trees to the second barn structure to continue dreaming up the possibilities. Currently this space is absolutely perfect to host outdoor dinner parties and gatherings with a bucolic view. The interior experience begins in the entry parlor, anchored by a traditional wood-burning stove. Original wide plank painted floors flow seamlessly into a spacious dining area bathed in natural light. Adjacent to this space, the modernized kitchen offers optimized storage solutions and updated appliances. The main level extends toward the rear of the residence, where the family room features stunning beamed ceilings that evoke a historical atmosphere. Completing this floor is a versatile adjoining room, ideally suited for guest accommodations or a home office and also conveniently hosts the laundry room. Up the wooden stairwell from the entry parlor three bedrooms and a bathroom surround the landing which has enough room to be its own library/reading space. The bedrooms are quite large for the era continuing this property's themes of charm, beauty and modern comfort. Just minutes away from Queechy Lake, where residents can enjoy access via an annual pass, its prime location offers easy reach to Chatham, Ghent, and Hudson on the New York side, while Great Barrington, West Stockbridge, and the Berkshires are equally accessible. Whether you are looking for a full-time residence or a perfect weekend retreat from NYC or Boston, this home serves as an ideal destination.

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$825,000
3bedrooms
2bathrooms
land 2.3ha

By Four Seasons Sotheby's International Realty

11 listings near Canaan

Nearby
44

Farmhouse with pool Austerlitz (United States)

A Classic Modern Farmhouse with Incredible Views - This home has been thoughtfully updated to provide a seamless blend of style and comfort. The property features a resplendent in-ground pool, a spacious swim pond, and a three-car garage with an inviting guest suite above.The main residence welcomes you with a charming wrap-around porch and an enchanting screened porch, both perfect for enjoying the dynamic and ever-changing views. The interior is bright and lively, with each space thoughtfully designed to capture the natural beauty of the surroundings.The gourmet kitchen, a convivial hub with a grand stone fireplace, offers direct access to the screened porch and serves as the perfect backdrop for culinary exploration and social gatherings. The first floor also includes a welcoming foyer, a serene bedroom suite, and an elegant formal living room.Upstairs, the master suite is a haven of sophistication, complete with a stone fireplace and ample space for relaxation. Two additional guest bedrooms share a Jack and Jill bathroom, providing comfort and privacy for friends.The finished lower level is dedicated to leisure and repose, crafted with the ultimate goal of relaxation in mind. Here, in this tranquil setting, you'll find the peace and privacy you desire, all within a home that exudes charm and character.

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$2,790,000
4bedrooms
5bathrooms
land 12.7ha

By William Pitt Sotheby's International Realty

Nearby
Contract pending
24
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Farmhouse Lenox (United States)

Beautifully renovated historic farm house available in Lenox, Massachusetts. A charming 1840s clapboard house located on the estate of ''Brookhurst,'' one of the famed Berkshire ''cottages,'' this former guest house has 3 or 4 bedrooms and 2 full baths spread over three floors (primary bedroom and bath on main floor). It has a private gated driveway and an attached 2-car garage. Luxurious traditional decor throughout the home but with all the modern conveniences including AC, wifi, whole house generator and more. A flagstone terrace overlooks the lush backyard and fully planted walled garden. The house benefits from the rolling landscaped vistas of the beautifully maintained estate property it abuts. Minutes to the town of Lenox and to Tanglewood!

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$835,000
4bedrooms
2bathrooms
land 4,047

By William Pitt Sotheby's International Realty

Nearby
24

Farmhouse Lenox (United States)

2 bed, 2 full bath Berkshire retreat. The bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch and 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand new back deck, an ideal setting for summer evenings. 2 bedrooms on the second floor, with a full bath and dreamy tub. Meticulously-maintained home with a new 200-amp electrical service, this turnkey retreat ensures total peace of mind. Expansive back yard with basketball court and shed. Whether you're enjoying the classic rocking-chair porch or exploring nearby trails and boutiques, this sweet sanctuary is a rare find in the heart of Berkshires.

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$475,000
2bedrooms
2bathrooms
land 5,423

By William Pitt Sotheby's International Realty

Nearby
40

Farmhouse Pittsfield (United States)

Set on an oversized corner lot at the end of a quiet dead-end street, this bright renovated 3-bedroom, 2-bath home offers an impressive amount of outdoor space in a neighborhood setting. The expansive yard is the standout feature, with established gardens, mature trees, a firepit area, open lawn space, and a fenced section for pets. Inside, the home has been thoughtfully updated throughout. The bright eat-in kitchen features new appliances, stylish finishes, and a generous pantry. The main level also includes a living room, first-floor bedroom, full bath, and a three-season porch. Upstairs you'll find two additional bedrooms, a home office, a renovated full bath, and a covered porch overlooking the neighborhood. The lower level provides laundry and storage space, while the detached garage offers additional room for tools, equipment, and seasonal items. The established gardens, firepit, and oversized yard are what make this property special, creating a home that feels welcoming and well-loved.

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$289,900
3bedrooms
2bathrooms
land 1,862

By William Pitt Sotheby's International Realty

Nearby
Contract pending
30

Farmhouse Lenox (United States)

Set just moments from downtown Lenox, this charming New England farmhouse blends classic character with thoughtful modern updates. From the moment you arrive, the home's inviting presence and timeless appeal set the tone for what's inside. The recently renovated kitchen serves as the centerpiece of the home, beautifully designed with quartz countertops and all new appliances--perfectly opened to the dining area to create a seamless and functional space for everyday living and entertaining. A cozy living room is adjacent to the dining room. On the other side of the kitchen, a thoughtfully-designed mudroom and bonus space offers the ideal work-from-home office, complete with a half bathroom, laundry, and direct access to the backyard and patio. Upstairs, you'll find three comfortable bedrooms along with a full bathroom, offering a practical and well-balanced layout. Outside, the fully fenced yard provides a private retreat, enhanced by a newly-installed patio--perfect for gatherings or quiet evenings. A standout feature is the custom treehouse, complete with electricity, creating a truly special space for play or creativity. Additional highlights include a one-car detached garage and close proximity to Lenox's vibrant downtown, known for its shops, dining, and cultural attractions. A rare opportunity to own a move-in ready home that effortlessly combines charm, convenience, and modern living in one of the Berkshires' most desirable locations.

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$495,000
3bedrooms
2bathrooms
land 486

By William Pitt Sotheby's International Realty

Nearby
50

Farmhouse with garden Ghent (United States)

This quintessential 19th century four bedroom farmhouse with a classic front porch, on over an acre of land, boasts impressive Catskill Mountain and sunset views. Only minutes from Hudson, the house, built in 1860, and now beautifully restored with wood floors throughout, has an expansive great room that includes the kitchen, a living area and a banquette for casual dining. The center island has a convenient prep sink and a breakfast bar for more seating. The room is perfect for cooking and entertaining with space for everyone. A wood stove warms the room and radiant heated floors in the banquette area keep feet warm in winter. Maple wood counter tops with mahogany trim are throughout the kitchen, a classic porcelain farm sink overlooks the garden, a subway tile backsplash and a high performance six burner gas stove for discerning cooks. Glass doors open to the bluestone patio and gardens, easily combining inside and out. A convenient pantry and laundry room off the kitchen offers ample storage. A separate dining room has space for formal dining and on the other side of the hallway, the light filled living room has a wood stove. The original staircase leads to the second floor with four bedrooms and two full baths. The primary bedroom has a vaulted ceiling, an office nook, a private dressing room and a wonderful en suite bathroom with a tiled walk-in shower and clawfoot soaking tub with views of the garden. A loft area can be opened in the primary bedroom creating an additional private space. Outside, the gardens have been meticulously tended with raised beds for vegetables, perennial plantings, native species, stunning gabion stone walls and a built-in fire pit for chilly evenings. An important historic heritage sugar maple tree graces the fenced back yard along with black walnut trees, ornamental cherry, hydrangea, forsythia, magnolia, mulberry, white pines and a lovely orchard of apples and peaches. The front porch wraps around the house and provides the ideal spot for relaxing with a summer breeze and wonderful distant views of the Catskills and vibrant sunsets. A vintage garage has space above that could be work or creative space. A well-maintained house with a standing seam metal roof on the main part of the house, new asphalt shingled roofs, a Buderus boiler, a new hot water heater, a water filtration system and an automatic generator for summer or winter storms. A beautiful country home in an ideal location on the historic Old Post Road that linked NYC to Albany. A short drive to historic Kinderhook Village, Art OMI sculpture park, Chatham Village, farmstands, restaurants, shops, Hudson and Amtrak. Just over two hours to NYC.

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$1,150,000
4bedrooms
3bathrooms
land 4,856

By William Pitt Sotheby's International Realty

Nearby
41

Farmhouse Great Barrington (United States)

Step back in time and discover the timeless charm of this classic 19th-century New England home, ideally situated on a generous .66-acre corner lot on a quiet street just minutes from the heart of downtown Great Barrington. Rich in character, this antique home retains many of its original architectural details, offering an exceptional opportunity for restoration and reimagination.The inviting, old-fashioned front porch welcomes you to a home filled with history and potential. A classic barn adds versatility for storage, hobbies, or future creative use, while recent updates--including a new boiler and barn roof in 2025 and the convenience of natural gas--provide a solid foundation for your vision. Whether you're looking to restore a beloved antique or create your dream Berkshire retreat, this property offers endless possibilities in an unbeatable in-town location. Bring your imagination and breathe new life into this historic gem. Property is being sold as is.

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$349,000
3bedrooms
1bathroom
land 2,671

By William Pitt Sotheby's International Realty

Nearby
50

Farmhouse Stockport (United States)

OPEN HOUSE on Saturday July 11 from 11AM to 1 PM Surrounded by rolling farmland, sweeping Catskill views, and spectacular sunsets, this historic Columbia County farmhouse offers the quintessential Hudson Valley retreat. Dating to the late 1700s or early 1800s, the home sits on 1.5 private acres along a quiet country road, bordered by more than 500 acres of adjoining pastureland where cows often graze. With no neighboring homes in sight, the setting offers a rare sense of privacy, beauty, and tranquility just 2¼ hours from New York City. Rich in character, the home retains many original architectural details, including exposed beams, wide-plank hardwood floors, and historic craftsmanship throughout. Thoughtful updates provide modern comfort while preserving the warmth and authenticity that make historic homes so special. The spacious country kitchen features a breakfast bar and adjoining dining area, while the inviting living room is anchored by a wood-burning fireplace. A first-floor primary bedroom includes a renovated en suite bath, and a flexible additional room can serve as a guest bedroom, office, library, or studio. Upstairs are two additional bedrooms and a large updated bath with a classic clawfoot soaking tub. Outside, enjoy quiet mornings on the rocking-chair front porch and evenings on the rear deck and patio overlooking open fields, distant Catskill peaks, and unforgettable sunsets. Mature trees and established landscaping frame the property, while a large garden with raised beds and drip irrigation offers ample space for growing flowers, herbs, and vegetables. Recent improvements include a Buderus boiler, an energy-efficient mini-split AC system, and a brand-new roof installed in 2026. A two-car garage barn provides additional storage and convenience. Ideally located near Hudson (15 min), Kinderhook (7 min), Chatham (15 min), Art Omi (5 min), Hawthorne Valley (20 min), farm stands, orchards, hiking trails, swimming holes, and skiing destinations, this special property captures the very best of Columbia County living.

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$685,000
4bedrooms
2bathrooms
land 6,070

By Four Seasons Sotheby's International Realty

Nearby
50

Farmhouse Dalton (United States)

Set on approximately 3 picturesque acres in Dalton, this beautifully restored New England farmhouse seamlessly blends rich Berkshire history with thoughtful modern updates. Once operated as both an inn and stagecoach stop, the property is filled with timeless character. The home features 5 bedrooms and 3 full baths, including a spacious first-floor primary bedroom along with an additional first-floor bedroom and two full baths, ideal for guests or convenient single-level living. Warm and inviting gathering spaces include a library, living room, family room and formal dining room all filled with natural light and historic architectural details. Cozy gas stoves in both the kitchen and family room add modern touches to the home's classic New England feel. Upstairs, you'll find three additional bedrooms, an office space, full bath, and dedicated laundry room. Throughout the home, original details tell the story of its remarkable past, including a pre-Revolutionary War fireplace complete with crane arm and bread oven, wide plank floors, and unique artifacts uncovered during renovation, including a cannonball hidden within the walls and a historic U.S. Mail horse bridle medallion. The second floor of the original inn once served as a gathering space for town meetings, with original floorboards still spanning the full width of the home. Outside, a welcoming front porch and expansive deck overlook the grounds, creating the perfect setting to relax, entertain or garden. A detached 3-car garage with a storage loft offers ample space for vehicles, hobbies, or workshop potential. The property has also operated successfully as an Airbnb, offering excellent income potential or flexibility for multigenerational living. A new roof provides added peace of mind. A rare opportunity to own a truly special Berkshire property where historic charm, modern comfort, and timeless New England character come together in an unforgettable setting.

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$825,000
5bedrooms
3bathrooms
land 1.2ha

By William Pitt Sotheby's International Realty

Nearby
29

Farmhouse New Ashford (United States)

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity — from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again.

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$599,000
4bedrooms
3bathrooms
land 4,856

By William Pitt Sotheby's International Realty

Nearby
28

Farmhouse New Baltimore (United States)

This is an original 1911 Hudson River Arts and Crafts Cottage with an architecturally sensitive 2006 addition. The home is consistent with the design principles of Downing & Davis. Andrew Downing was a landscape architect and author of the book Cottage Residences (1842). Along with architect Alexander Davis, their design principles for river cottages and villas defined Hudson River architecture from the mid-1880s to the 1920s. For rural cottages, their concepts emphasized ingeniously arranged floor plans that harmoniously blended the architecture with the natural landscape. The result was compact, convenient and comfortable homes that fit into and complemented their surroundings. One of the signature elements of this style was orienting the home such that its front faced the Hudson River. This home is true to those design elements, being sensitively located to take best advantage of the property’s impressive easterly views, including the Hudson River, Berkshires and Green Mountains. The property is historically significant, originally owned by Pieter Bronck and was in the Bronck family from the 1700s to the early 1900s. Known as the “First Bronck Farm,” it was originally improved by a two-story stone house (circa 1800), referred to as “Bronck House.”Its ruins are still visible on the property. In the1800s, Bronck House was the home of Teunis B. VanSlyke and his wife, Judith Bronck. In the 1970s, the property was purchased by James A. Warren, an attorney, whose family was prominent in Greene County in the early 20th century. James’ father, Leonard, was the founder and president of the NationalBank of Coxsackie.. , The house, pool and outbuildings are situated in roughly the center of the property, providing complete privacy.

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$1,975,000
3bedrooms
4bathrooms
land 28.4ha

By Four Seasons Sotheby's International Realty

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