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$285,000

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

$389,000

Step into a home that feels like it has been quietly telling its story since the 1800's, where every beam and board carries the charm of a bygone era. This classic colonial residence preserves its original character with exposed beams stretching across the main floor and a layout that balances simplicity with purpose. The kitchen is modest yet functional, anchored by a traditional wood store that promises warmth and comfort on cold winter nights -- the kind of space that invites slow mornings and lingering conversations. The home offers four well proportioned bedrooms, including one conveniently located on the main floor and three additional bedrooms upstairs, along with a single full bath serving the home. Tucked away at the rear is an additional unfinished room, a blank canvas awaiting your imagination - whether you envision a studio, sun room, or expanded living space. Set on .82 acres of usable lawn, the property provides both openness and versatility, ideal for gardening, recreation or future enhancements. A four-bay garage offers exceptional storage and workspace potential, while a charming garden shed adds a touch of storybook appeal to the grounds. With its blend of historic charm, functional space, and room to grow, this property offers a rare opportunity to shape something truly special. The location is ideal, and opportunities like this don't come along often. Don't miss your chance to make it your own. House is being sold as is.

4 Beds ⋅ 1 Baths ⋅ 202620042 MLS

Step into a home that feels like it has been quietly telling its story since the 1800's, where every beam and board carries the charm of a bygone era. This classic colonial residence preserves its original character with exposed beams stretching across the main floor and a layout that balances simplicity with purpose. The kitchen is modest yet functional, anchored by a traditional wood store that promises warmth and comfort on cold winter nights -- the kind of space that invites slow mornings and lingering conversations. The home offers four well proportioned bedrooms, including one conveniently located on the main floor and three additional bedrooms upstairs, along with a single full bath serving the home. Tucked away at the rear is an additional unfinished room, a blank canvas awaiting your imagination - whether you envision a studio, sun room, or expanded living space. Set on .82 acres of usable lawn, the property provides both openness and versatility, ideal for gardening, recreation or future enhancements. A four-bay garage offers exceptional storage and workspace potential, while a charming garden shed adds a touch of storybook appeal to the grounds. With its blend of historic charm, functional space, and room to grow, this property offers a rare opportunity to shape something truly special. The location is ideal, and opportunities like this don't come along often. Don't miss your chance to make it your own. House is being sold as is.

1953 County Road 11

$314,900

Welcome to ''The Meadow Lodge'' ... Authentic Upstate New York log home living begins here. Set among mature trees, open lawn, andbeautifully improved grounds, this meticulously maintained Canaan retreat is a perfect balance of privacy, character, and convenience. Ideally situated between Hudson and the Berkshires, you'll enjoy easy access to the restaurants, galleries, boutiques, and cultural destinations that have made this region one of the Northeast's most sought-after escapes. Spend the day exploring Hudson's vibrant Warren Street, attending performances in Lenox, strolling the charming streets of Stockbridge, or enjoying the lakes, trails, farm stands, and hidden gems that define Columbia County living. Lovingly cared for and extensively updated, the property has benefited from substantial improvements including a newer metal roof, driveway, drainage and foundation work, exterior re-staining, re-caulking of all log joints, replacement windows, refinished lower-level space, and numerous structural upgrades throughout. A detached barn-style garage with a poured concrete foundation adds tremendous versatility, while the spacious loft above offers exciting potential for an artist's studio, home office, wellness space, workshop, or future expansion. Approximately one acre of overgrowth was cleared to create a more open and inviting landscape, complemented by a handsome stone wall and thoughtfully maintained outdoor spaces. A future outdoor shower hookup is already in place, perfect after a day spent at nearby Queechy Lake. Rich in character and thoughtfully improved, this is the kind of property buyers envision when searching for a refined country retreat. A place where log home charm, natural beauty, and the best of the Hudson Valley and Berkshires come together in one exceptional offering.

2 Beds ⋅ 1 Baths ⋅ 202619811 MLS

Welcome to ''The Meadow Lodge'' ... Authentic Upstate New York log home living begins here. Set among mature trees, open lawn, andbeautifully improved grounds, this meticulously maintained Canaan retreat is a perfect balance of privacy, character, and convenience. Ideally situated between Hudson and the Berkshires, you'll enjoy easy access to the restaurants, galleries, boutiques, and cultural destinations that have made this region one of the Northeast's most sought-after escapes. Spend the day exploring Hudson's vibrant Warren Street, attending performances in Lenox, strolling the charming streets of Stockbridge, or enjoying the lakes, trails, farm stands, and hidden gems that define Columbia County living. Lovingly cared for and extensively updated, the property has benefited from substantial improvements including a newer metal roof, driveway, drainage and foundation work, exterior re-staining, re-caulking of all log joints, replacement windows, refinished lower-level space, and numerous structural upgrades throughout. A detached barn-style garage with a poured concrete foundation adds tremendous versatility, while the spacious loft above offers exciting potential for an artist's studio, home office, wellness space, workshop, or future expansion. Approximately one acre of overgrowth was cleared to create a more open and inviting landscape, complemented by a handsome stone wall and thoughtfully maintained outdoor spaces. A future outdoor shower hookup is already in place, perfect after a day spent at nearby Queechy Lake. Rich in character and thoughtfully improved, this is the kind of property buyers envision when searching for a refined country retreat. A place where log home charm, natural beauty, and the best of the Hudson Valley and Berkshires come together in one exceptional offering.

13247 NY-22

$550,000

Acreage | Fun Architecture | Absolute Privacy. A refined 3BR/2BA residence on over 2 acres, anchored by a soaring cathedral-ceiling great room opening to wraparound deck .. add'l family room, updated kitchen, den, plus CENTRAL AIR and numerous other amenities. Family Rm fireplace is propane; laundry/utility woodstove is wood-burning. Central propane, hot air heating system and propane hot water. W/D electric, could be propane. Detached 2-car garage/barn completes this rare, estate-like setting. Minutes from Queechy Lake or Chatham | Hudson | Berkshire's fine dining, shops, art venues, ski slopes. NEW TO MARKET and first time available in 25 years

3 Beds ⋅ 2 Baths ⋅ 202619674 MLS

Acreage | Fun Architecture | Absolute Privacy. A refined 3BR/2BA residence on over 2 acres, anchored by a soaring cathedral-ceiling great room opening to wraparound deck .. add'l family room, updated kitchen, den, plus CENTRAL AIR and numerous other amenities. Family Rm fireplace is propane; laundry/utility woodstove is wood-burning. Central propane, hot air heating system and propane hot water. W/D electric, could be propane. Detached 2-car garage/barn completes this rare, estate-like setting. Minutes from Queechy Lake or Chatham | Hudson | Berkshire's fine dining, shops, art venues, ski slopes. NEW TO MARKET and first time available in 25 years

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

$625,000

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

$325,000

Set on nearly 7 picturesque acres, this spacious ranch offers the perfect blend of country living and endless potential. With an oversized kitchen and expansive living room, there's plenty of space for entertaining family and friends. Much of the home's original hardwood flooring remains, adding warmth and character throughout. The home features three bedrooms and one full bathroom, providing comfortable one-level living. A spacious finished attic offers flexible space for a home office, fitness room, playroom, or even a fourth bedroom. The full walk-out basement and oversized garage with a dedicated work area provide abundant storage and workspace. Outside, you'll find a large barn that's ideal for storage, livestock, or hobby farming. The property also boasts a beautiful pond that's perfect for fishing in the warmer months and skating in the winter. A newer chicken coop makes it easy to enjoy fresh eggs right from your own backyard. This property is ready for your personal touches to make it truly your own and is an excellent opportunity to create the gentleman's farm you've always envisioned. Conveniently located with easy access to the Berkshires, Hudson, Albany, the Taconic State Parkway, and I-87, you'll enjoy peaceful country living without sacrificing convenience.

3 Beds ⋅ 1 Baths ⋅ 202530043 MLS

Set on nearly 7 picturesque acres, this spacious ranch offers the perfect blend of country living and endless potential. With an oversized kitchen and expansive living room, there's plenty of space for entertaining family and friends. Much of the home's original hardwood flooring remains, adding warmth and character throughout. The home features three bedrooms and one full bathroom, providing comfortable one-level living. A spacious finished attic offers flexible space for a home office, fitness room, playroom, or even a fourth bedroom. The full walk-out basement and oversized garage with a dedicated work area provide abundant storage and workspace. Outside, you'll find a large barn that's ideal for storage, livestock, or hobby farming. The property also boasts a beautiful pond that's perfect for fishing in the warmer months and skating in the winter. A newer chicken coop makes it easy to enjoy fresh eggs right from your own backyard. This property is ready for your personal touches to make it truly your own and is an excellent opportunity to create the gentleman's farm you've always envisioned. Conveniently located with easy access to the Berkshires, Hudson, Albany, the Taconic State Parkway, and I-87, you'll enjoy peaceful country living without sacrificing convenience.

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

$2,675,000

Welcome to Wolverton Creative Compound, a 119-acre estate in Claverack, NY, offering total privacy, wide southern light, integrated live-work studios, and a large swimmable pond with pebble beach. The 1830s farmhouse features four bedrooms, two baths, original moldings and Dutch doors, a whole-house water filter, and a bright layout for indoor-outdoor living. A fully insulated studio barn is wired for photography, film, sound, editing, and workshop use, with fiber-optic service, underground data link to the house, and EV charging at the barn. An oversized potting shed, full-property generator, outdoor bath deck, rewilded fields, and cottage-style gardens complete this nature-connected creative retreat.

4 Beds ⋅ 3 Baths ⋅ 202520363 MLS

Welcome to Wolverton Creative Compound, a 119-acre estate in Claverack, NY, offering total privacy, wide southern light, integrated live-work studios, and a large swimmable pond with pebble beach. The 1830s farmhouse features four bedrooms, two baths, original moldings and Dutch doors, a whole-house water filter, and a bright layout for indoor-outdoor living. A fully insulated studio barn is wired for photography, film, sound, editing, and workshop use, with fiber-optic service, underground data link to the house, and EV charging at the barn. An oversized potting shed, full-property generator, outdoor bath deck, rewilded fields, and cottage-style gardens complete this nature-connected creative retreat.

88 Mac Brown Road