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$346,500

A true sanctuary for animal lovers, homesteaders, or anyone seeking open land and timeless charm. Built in 1865, this classic farmhouse has stood the test of time, lovingly cared for by the same owner for over 60 years. The home features two bedrooms plus an office/third bedroom, living room and family room with a wall of windows overlooking sweeping fields, country kitchen with an adjacent sunroom offering panoramic views, one bath, UV water filtration system, whole house generator for peace of mind, well maintained mechanicals throughout. This home blends historic character with practical updates, offering comfort, warmth and endless views of nature. Set on 12 acres, much of it is cleared and ready for horses, cows, hobby farming, expansive gardens or simply enjoying the tranquil rural setting. Perennial gardens and fruit trees surround the home, creating a true oasis. A remarkable three-story English Gunstock barn, upgraded and renovated in 1999, featuring a metal roof, 200 amp service, partially insulated with extraordinary craftsmanship and history. This barn is a rare find, ideal for animals, storage, workshops or creative use. Additional outbuildings include a heated, insulated cedar chicken/small animal coop with lights. A 4 car garage with a newer roof, underground power and a wood stove, perfect for the car enthusiast. A greenhouse or multi use structure (owner was a license wildlife rehabilitator and used it for a Turtle Enclosure), built to last, and a small pavilion for gatherings or quiet moments outdoors. A historic homestead with modern comforts, this property offers unmatched potential and a setting that's hard to find. Country but close to NYS thruway, the Berkshires for skiing and culture, Hudson, Chatham, and only a bit more than 2.5 hours to NYC or Boston. Call the listing agent to make an appointment to see this one.

3 Beds ⋅ 1 Baths ⋅ 202625589 MLS

A true sanctuary for animal lovers, homesteaders, or anyone seeking open land and timeless charm. Built in 1865, this classic farmhouse has stood the test of time, lovingly cared for by the same owner for over 60 years. The home features two bedrooms plus an office/third bedroom, living room and family room with a wall of windows overlooking sweeping fields, country kitchen with an adjacent sunroom offering panoramic views, one bath, UV water filtration system, whole house generator for peace of mind, well maintained mechanicals throughout. This home blends historic character with practical updates, offering comfort, warmth and endless views of nature. Set on 12 acres, much of it is cleared and ready for horses, cows, hobby farming, expansive gardens or simply enjoying the tranquil rural setting. Perennial gardens and fruit trees surround the home, creating a true oasis. A remarkable three-story English Gunstock barn, upgraded and renovated in 1999, featuring a metal roof, 200 amp service, partially insulated with extraordinary craftsmanship and history. This barn is a rare find, ideal for animals, storage, workshops or creative use. Additional outbuildings include a heated, insulated cedar chicken/small animal coop with lights. A 4 car garage with a newer roof, underground power and a wood stove, perfect for the car enthusiast. A greenhouse or multi use structure (owner was a license wildlife rehabilitator and used it for a Turtle Enclosure), built to last, and a small pavilion for gatherings or quiet moments outdoors. A historic homestead with modern comforts, this property offers unmatched potential and a setting that's hard to find. Country but close to NYS thruway, the Berkshires for skiing and culture, Hudson, Chatham, and only a bit more than 2.5 hours to NYC or Boston. Call the listing agent to make an appointment to see this one.

199 Flints Crossing

$524,900

Welcome to this stunning home that has been cared for by the same owners for 30 years! If you have been waiting for a move-in-condition 3 bed. 1 1/2 bath. 1800+ sq. foot home on a beautiful 1.6 acre private lot- then you must see this one. There is plenty of space inside & out to enjoy this property during any season. Relax in the cozy family room with a fire in the propane stove and view of the back yard. The spacious two story outbuilding with it's own electrical gives you multiple options: Workshop, Hobby space, gym or just an abundance of storage. Knollwood is a cul-de-sac street & one of Valatie/Kinderhook's most sought after neighborhoods. There is an abundance of history & activities surrounding this area, if you like to take scenic bike rides or walks access to the Albany-Hudson Electric Trail is right around the corner. Commuting from this location is also a bonus- 25 minute drive to Albany, 35 to Troy, 30 to Hudson & 45 to Pittsfield Mass. Many updates have been done throughout the years. Home is wired for a generator. Schedule your showing today, this one is special!

3 Beds ⋅ 2 Baths ⋅ 202625134 MLS

Welcome to this stunning home that has been cared for by the same owners for 30 years! If you have been waiting for a move-in-condition 3 bed. 1 1/2 bath. 1800+ sq. foot home on a beautiful 1.6 acre private lot- then you must see this one. There is plenty of space inside & out to enjoy this property during any season. Relax in the cozy family room with a fire in the propane stove and view of the back yard. The spacious two story outbuilding with it's own electrical gives you multiple options: Workshop, Hobby space, gym or just an abundance of storage. Knollwood is a cul-de-sac street & one of Valatie/Kinderhook's most sought after neighborhoods. There is an abundance of history & activities surrounding this area, if you like to take scenic bike rides or walks access to the Albany-Hudson Electric Trail is right around the corner. Commuting from this location is also a bonus- 25 minute drive to Albany, 35 to Troy, 30 to Hudson & 45 to Pittsfield Mass. Many updates have been done throughout the years. Home is wired for a generator. Schedule your showing today, this one is special!

40 Knollwood Drive

$245,000

Welcome to Milham Farmhouse, a circa 1860 Greek Revival center hall farmhouse set on a quiet country road just ten minutes from downtown Hudson, with pastoral farmland views, mature trees, and 1.3 acres offering ample room for gardens and a pool. Originally part of the Henry S. Milham and Cornelia Van Deusen farmstead, the property takes its name from a man described in period newspapers as one of Claverack's most respected citizens. Taken to the studs and ready for restoration, it offers the chance to bring a significant piece of Columbia County history back to its former glory. Many original details remain in place, including the handsome facade with original millwork, wood floors, clapboard siding, and a striking original exterior fieldstone chimney. Three bedrooms are framed; two bathrooms are roughed in, one with a sink and toilet in place. The electrical service has been updated with a modern panel, and an old carriage house on the grounds holds its own potential as a studio, workspace, or guest cabin. For the buyer ready to take on a restoration, Milham Farmhouse offers something increasingly hard to find: original character, substantial square footage, and a private setting that feels a world apart. Its nearest neighbors are old barns and working farms: Holmquest Farms and Greenhouse, MX Morningstar Farms, and Whistledown Farm, a landscape largely unchanged for generations. The eastern views reach toward Klocke Estate, five minutes down the road, where upscale dining and a distillery overlook the valley. Downtown Hudson, with restaurants, cafes, galleries, and the Amtrak station, is less than ten minutes away. Lake Taghkanic State Park, with a large lake and sandy beach, is fifteen minutes away. Few properties bring together this much history, this kind of landscape, and this proximity to Hudson. Finish it right, and Milham Farmhouse will be worth every bit of the effort.

3 Beds ⋅ 2 Baths ⋅ 202620740 MLS

Welcome to Milham Farmhouse, a circa 1860 Greek Revival center hall farmhouse set on a quiet country road just ten minutes from downtown Hudson, with pastoral farmland views, mature trees, and 1.3 acres offering ample room for gardens and a pool. Originally part of the Henry S. Milham and Cornelia Van Deusen farmstead, the property takes its name from a man described in period newspapers as one of Claverack's most respected citizens. Taken to the studs and ready for restoration, it offers the chance to bring a significant piece of Columbia County history back to its former glory. Many original details remain in place, including the handsome facade with original millwork, wood floors, clapboard siding, and a striking original exterior fieldstone chimney. Three bedrooms are framed; two bathrooms are roughed in, one with a sink and toilet in place. The electrical service has been updated with a modern panel, and an old carriage house on the grounds holds its own potential as a studio, workspace, or guest cabin. For the buyer ready to take on a restoration, Milham Farmhouse offers something increasingly hard to find: original character, substantial square footage, and a private setting that feels a world apart. Its nearest neighbors are old barns and working farms: Holmquest Farms and Greenhouse, MX Morningstar Farms, and Whistledown Farm, a landscape largely unchanged for generations. The eastern views reach toward Klocke Estate, five minutes down the road, where upscale dining and a distillery overlook the valley. Downtown Hudson, with restaurants, cafes, galleries, and the Amtrak station, is less than ten minutes away. Lake Taghkanic State Park, with a large lake and sandy beach, is fifteen minutes away. Few properties bring together this much history, this kind of landscape, and this proximity to Hudson. Finish it right, and Milham Farmhouse will be worth every bit of the effort.

295 Stone Mill Road

$469,000

Surrounded by nature with 21 acres of private trails to roam. This architecturally striking 3BR/2BA home features a soaring cathedral-ceiling great room opening to a wrap deck, plus a lower-level hangout space perfect after a day outdoors. Central air, efficient propane systems, and an oversized 2-car garage make it easy to enjoy in every season. Minutes to Queechy Lake, Chatham, Hudson, the Berkshires, and skiing just 15 miles away. A private retreat with huge redecorating potential -- ideal for year-round adventure or a high-demand AirBnB escape. Short notice showings possible. Fiber optic high speed internet. 35-year architectural shingle guarantee (6-10yrs left). Decks 4-5yrs old. Mailbox end of driveway.

3 Beds ⋅ 2 Baths ⋅ 202619674 MLS

Surrounded by nature with 21 acres of private trails to roam. This architecturally striking 3BR/2BA home features a soaring cathedral-ceiling great room opening to a wrap deck, plus a lower-level hangout space perfect after a day outdoors. Central air, efficient propane systems, and an oversized 2-car garage make it easy to enjoy in every season. Minutes to Queechy Lake, Chatham, Hudson, the Berkshires, and skiing just 15 miles away. A private retreat with huge redecorating potential -- ideal for year-round adventure or a high-demand AirBnB escape. Short notice showings possible. Fiber optic high speed internet. 35-year architectural shingle guarantee (6-10yrs left). Decks 4-5yrs old. Mailbox end of driveway.

3620 County Route 9

$12,750,000

DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling hayfields with formal gardens, offering unobstructed vistas to the Catskill Mountains, dramatic sunsets and a lifestyle rooted in beauty, craftmanship and serenity. A tree lined drive leads to the stately 4,900 SF Greek Revival manor home where classic architecture meets stately elegance. Adjacent sits a heated three-car garage complete with a 1.200 SF second floor office apartment and a spacious parking court. Entering the home, you will experience some of the finest craftmanship, curated lighting and architectural detailing. The entrance foyer, with a grand staircase to the second floor, is flanked by a Mahogany paneled library and a sunlit breakfast room. Further, is the formal salon and dining room which extend onto a deep ''southern-style'' covered sitting porch with views of the far-reaching meadows and Catskill range beyond. The chef's kitchen is designed for effortless entertaining while remaining intimate enough for everyday living. Just beyond the kitchen is a service entrance with access to a private one-bedroom apartment above. Upstairs, the primary en-suite is joined by two additional en-suite bedrooms and a richly paneled home office which connects to a third-floor studio with panoramic views. The finished lower level includes a gym, a fully appointed laundry, a second pantry, a cedar lined walk-in closet and the home's mechanical systems. Every floor is serviced by an in-home elevator.

4 Beds ⋅ 6 Baths ⋅ 202614668 MLS

DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling hayfields with formal gardens, offering unobstructed vistas to the Catskill Mountains, dramatic sunsets and a lifestyle rooted in beauty, craftmanship and serenity. A tree lined drive leads to the stately 4,900 SF Greek Revival manor home where classic architecture meets stately elegance. Adjacent sits a heated three-car garage complete with a 1.200 SF second floor office apartment and a spacious parking court. Entering the home, you will experience some of the finest craftmanship, curated lighting and architectural detailing. The entrance foyer, with a grand staircase to the second floor, is flanked by a Mahogany paneled library and a sunlit breakfast room. Further, is the formal salon and dining room which extend onto a deep ''southern-style'' covered sitting porch with views of the far-reaching meadows and Catskill range beyond. The chef's kitchen is designed for effortless entertaining while remaining intimate enough for everyday living. Just beyond the kitchen is a service entrance with access to a private one-bedroom apartment above. Upstairs, the primary en-suite is joined by two additional en-suite bedrooms and a richly paneled home office which connects to a third-floor studio with panoramic views. The finished lower level includes a gym, a fully appointed laundry, a second pantry, a cedar lined walk-in closet and the home's mechanical systems. Every floor is serviced by an in-home elevator.

199 Eichybush Road

$599,000

A 1780 Colonial farmhouse in the heart of Columbia County! updated mechanicals, character and charm throughout, zoned mix use on an over 1 acre corner lot with a 20X12 and a 16X12 outbuildings ideal for an antique shop, art gallery or home business. Main house is 3 bedrooms, 2 full baths, updated kitchen, sun room, roof deck, patio, the landscaping is amazing with a little tlc after a harsh winter- koi pond, waterfall, gazebo. A must see charm and character throughout.

3 Beds ⋅ 2 Baths ⋅ 202613626 MLS

A 1780 Colonial farmhouse in the heart of Columbia County! updated mechanicals, character and charm throughout, zoned mix use on an over 1 acre corner lot with a 20X12 and a 16X12 outbuildings ideal for an antique shop, art gallery or home business. Main house is 3 bedrooms, 2 full baths, updated kitchen, sun room, roof deck, patio, the landscaping is amazing with a little tlc after a harsh winter- koi pond, waterfall, gazebo. A must see charm and character throughout.

46 State Route 23

$290,000

Price has been dropped to a saleable price

3 Beds ⋅ 1 Baths ⋅ 202530043 MLS

Price has been dropped to a saleable price

4649 County Route 9

$3,595,000

A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, a fully equipped eat-in kitchen, and a gracious formal dining room—an exceptional blend of timeless architecture and modern luxury. The grounds are equally compelling, featuring a spacious in-ground pool, a tranquil pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, amenities rival those of a private resort, with a full gym, game and entertainment room, home theater, and a refined library creating an environment of comfort, recreation, and retreat. A finished attic and an impressive 4,500-square-foot barn with foosball and ping pong provide additional flexible space for leisure and gathering. Fiber-optic internet and a full-house generator ensure seamless modern living, while the estate's thoughtful infrastructure and meticulous maintenance support effortless year-round ownership. Bellavista stands as a premier private estate, offering a rare combination of total privacy, exceptional amenities, and enduring quality. Just minutes from Chatham, Hudson, and Kinderhook—and a short drive to Lenox, Stockbridge, and Great Barrington—the property is surrounded by acclaimed farm-to-table dining, art galleries, organic markets, and the historic Crandell Theater. Easily accessible via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, and Albany International Airport, Bellavista is as convenient as it is extraordinary.

6 Beds ⋅ 5 Baths ⋅ 202528709 MLS

A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, a fully equipped eat-in kitchen, and a gracious formal dining room—an exceptional blend of timeless architecture and modern luxury. The grounds are equally compelling, featuring a spacious in-ground pool, a tranquil pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, amenities rival those of a private resort, with a full gym, game and entertainment room, home theater, and a refined library creating an environment of comfort, recreation, and retreat. A finished attic and an impressive 4,500-square-foot barn with foosball and ping pong provide additional flexible space for leisure and gathering. Fiber-optic internet and a full-house generator ensure seamless modern living, while the estate's thoughtful infrastructure and meticulous maintenance support effortless year-round ownership. Bellavista stands as a premier private estate, offering a rare combination of total privacy, exceptional amenities, and enduring quality. Just minutes from Chatham, Hudson, and Kinderhook—and a short drive to Lenox, Stockbridge, and Great Barrington—the property is surrounded by acclaimed farm-to-table dining, art galleries, organic markets, and the historic Crandell Theater. Easily accessible via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, and Albany International Airport, Bellavista is as convenient as it is extraordinary.

147 Rock City Road