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$699,000

Tucked away at the end of a long approach and surrounded by 13.24 acres of pure Hudson Valley beauty, this exceptional A-frame retreat offers the ultimate escape for those seeking peace, privacy, and a connection to nature. Whether you're searching for a full-time residence or a weekend sanctuary, this property delivers the perfect blend of rustic charm and modern comfort. The dramatic great room is the heart of the home, featuring soaring cathedral ceilings, walls of glass that frame the changing seasons, and a stunning stone fireplace with a wood stove insert that creates the perfect gathering place after a day outdoors. The chef's kitchen is thoughtfully designed with a gas cooktop, built-in double ovens, Hi-Mac solid surface countertops, and generous workspace for entertaining. The adjoining dining area is surrounded by oversized picture windows, bringing the outdoors in with breathtaking woodland views. Convenient first-floor living includes a spacious bedroom, full bath, and laundry/mudroom—ideal after hiking your own trails or tending the property. Upstairs, a loft overlooking the great room makes an inspiring home office, reading retreat, or cozy TV lounge. The private primary suite features an en suite bath and a charming Romeo & Juliet balcony where your morning coffee comes with birdsong and uninterrupted views of nature. The finished walk-out lower level expands the living space with room for guests, recreation, or movie nights, complete with a built-in bar ready for serving craft cocktails after a day of exploring the countryside. Step outside to the expansive wrap-around deck and experience the true magic of this property. Watch deer wander through the trees, listen to the breeze rustle the leaves, and enjoy complete seclusion in every season. A whole-house generator provides peace of mind year-round, while the detached metal garage offers abundant space for vehicles, tractors, outdoor equipment, and hobbies. Perfectly positioned just minutes from the villages of Chatham and Valatie/Kinderhook, you'll enjoy easy access to farm markets, restaurants, shops, and the best of the Hudson Valley while feeling worlds away from it all. Only three hours from New York City, this is country living at its finest—private, peaceful, and surrounded by nature in every direction.

3 Beds ⋅ 2 Baths ⋅ 1033838 MLS

Tucked away at the end of a long approach and surrounded by 13.24 acres of pure Hudson Valley beauty, this exceptional A-frame retreat offers the ultimate escape for those seeking peace, privacy, and a connection to nature. Whether you're searching for a full-time residence or a weekend sanctuary, this property delivers the perfect blend of rustic charm and modern comfort. The dramatic great room is the heart of the home, featuring soaring cathedral ceilings, walls of glass that frame the changing seasons, and a stunning stone fireplace with a wood stove insert that creates the perfect gathering place after a day outdoors. The chef's kitchen is thoughtfully designed with a gas cooktop, built-in double ovens, Hi-Mac solid surface countertops, and generous workspace for entertaining. The adjoining dining area is surrounded by oversized picture windows, bringing the outdoors in with breathtaking woodland views. Convenient first-floor living includes a spacious bedroom, full bath, and laundry/mudroom—ideal after hiking your own trails or tending the property. Upstairs, a loft overlooking the great room makes an inspiring home office, reading retreat, or cozy TV lounge. The private primary suite features an en suite bath and a charming Romeo & Juliet balcony where your morning coffee comes with birdsong and uninterrupted views of nature. The finished walk-out lower level expands the living space with room for guests, recreation, or movie nights, complete with a built-in bar ready for serving craft cocktails after a day of exploring the countryside. Step outside to the expansive wrap-around deck and experience the true magic of this property. Watch deer wander through the trees, listen to the breeze rustle the leaves, and enjoy complete seclusion in every season. A whole-house generator provides peace of mind year-round, while the detached metal garage offers abundant space for vehicles, tractors, outdoor equipment, and hobbies. Perfectly positioned just minutes from the villages of Chatham and Valatie/Kinderhook, you'll enjoy easy access to farm markets, restaurants, shops, and the best of the Hudson Valley while feeling worlds away from it all. Only three hours from New York City, this is country living at its finest—private, peaceful, and surrounded by nature in every direction.

2640 State Route 203 Unit #Stop 1, Kinderhook

$435,000

Lovingly maintained and beautifully situated on a corner lot in the highly desirable Holly Hill Estates, this raised ranch offers the perfect blend of comfort, space, and convenience. Featuring four bedrooms and two full bathrooms, this home boasts bamboo flooring throughout the main living areas and ceramic tile in both bathrooms. The spacious kitchen is equipped with granite countertops and a generous dining area, making it ideal for everyday living and entertaining. The expansive lower-level family room offers endless possibilities, with plenty of space for a pool table, seating area, game room, or home theater. A stunning brick fireplace with a wood-burning insert creates a warm and inviting atmosphere. The lower level also includes a guest bedroom and a full bathroom, providing flexibility for visitors or extended family. Step outside from the dining area to the screened-in porch, where you can relax while overlooking the fully fenced backyard featuring an above-ground pool and storage shed. Additional highlights include - Owned solar panels, Generator hookup, New oil tank, Refrigerator and Dishwasher in 2025. Conveniently located just minutes from the charming shops and restaurants of Valatie's quaint Main Street, as well as nearby Kinderhook, Albany, Hudson, the Taconic State Parkway, I-90, and the Berkshires, this home offers the perfect balance of peaceful living and easy access to regional destinations. Don't miss the opportunity to make this wonderful home your own!

4 Beds ⋅ 2 Baths ⋅ 1030625 MLS

Lovingly maintained and beautifully situated on a corner lot in the highly desirable Holly Hill Estates, this raised ranch offers the perfect blend of comfort, space, and convenience. Featuring four bedrooms and two full bathrooms, this home boasts bamboo flooring throughout the main living areas and ceramic tile in both bathrooms. The spacious kitchen is equipped with granite countertops and a generous dining area, making it ideal for everyday living and entertaining. The expansive lower-level family room offers endless possibilities, with plenty of space for a pool table, seating area, game room, or home theater. A stunning brick fireplace with a wood-burning insert creates a warm and inviting atmosphere. The lower level also includes a guest bedroom and a full bathroom, providing flexibility for visitors or extended family. Step outside from the dining area to the screened-in porch, where you can relax while overlooking the fully fenced backyard featuring an above-ground pool and storage shed. Additional highlights include - Owned solar panels, Generator hookup, New oil tank, Refrigerator and Dishwasher in 2025. Conveniently located just minutes from the charming shops and restaurants of Valatie's quaint Main Street, as well as nearby Kinderhook, Albany, Hudson, the Taconic State Parkway, I-90, and the Berkshires, this home offers the perfect balance of peaceful living and easy access to regional destinations. Don't miss the opportunity to make this wonderful home your own!

6006 Marion Boulevard, Kinderhook

$850,000

Set on 21 picturesque acres with sweeping Catskill Mountain views, 9 Breezy Ridge is an exceptional Hudson Valley offering. Surrounded by rolling farmland and anchored by a beautifully preserved historic barn, this property is steeped in the agricultural tradition of Columbia County. In addition to the original 3 bedroom farmhouse, there are attached guest quarters, an in-ground pool and multiple outbuildings, making this property a true compound with breathtaking scenery in every direction. Originally built in 1850 and thoughtfully updated over the years, the main residence is spacious and comfortable. The kitchen is oversized and features professional stainless appliances, and the dining area seats 10 (or more) comfortably. The main level features two sitting areas; an oversized formal sitting room with a wall of windows to show off the Catskills views, and a more intimate living room with a wood-burning stove and sliding glass doors that lead to a sweet screened in porch facing the pool. Upstairs are three bedrooms; the primary with its own ensuite bath, and two other bedrooms each sharing an additional full bathroom. Connected to the main house via a breezeway is a private two bedroom, one bathroom apartment, bringing the residence to a total of five bedrooms and three and one half baths. Ideal for guests, a home office, creative studio or workspace, the apartment offers a multitude of options and exceptional flexibility. Beneath the apartment is a large 2-car garage, which also connects to the main house via the breezeway. Surrounded by open fields and sweeping views of the Catskill Mountains, the home enjoys privacy in all directions. The approach to the house is a long, private driveway that leads to the farmhouse perched at the top of the hill. The in-ground pool is the perfect place to cool off in the summertime, set next to an open wildflower meadow. Adding to the history of the property is the beautifully preserved historic post and beam barn. In addition to the attached 2-car garage is a 1-car detached garage, and yet another outdoor storage building, offering endless possibilities for hobbies, workshops, equipment, or agricultural use. Currently under an agricultural exemption, the majority of the open fields is actively farmed, preserving the property’s agrarian roots while also yielding significant tax benefit. Located just minutes from the historic Village of Kinderhook, you’ll be moments away from favorites such as Morningbird Coffee, The School, and the Albany Electric Rail Trail. You’ll also enjoy convenient access to Hudson, Chatham, Albany and both the Taconic State Parkway and the Thruway, making it easy to get around in all directions. Offered at an exceptional value with panoramic Catskill Mountain views, historic character, and privacy, 9 Breezy Ridge represents a rare opportunity in the heart of Columbia County.

5 Beds ⋅ 4 Baths ⋅ 1029326 MLS

Set on 21 picturesque acres with sweeping Catskill Mountain views, 9 Breezy Ridge is an exceptional Hudson Valley offering. Surrounded by rolling farmland and anchored by a beautifully preserved historic barn, this property is steeped in the agricultural tradition of Columbia County. In addition to the original 3 bedroom farmhouse, there are attached guest quarters, an in-ground pool and multiple outbuildings, making this property a true compound with breathtaking scenery in every direction. Originally built in 1850 and thoughtfully updated over the years, the main residence is spacious and comfortable. The kitchen is oversized and features professional stainless appliances, and the dining area seats 10 (or more) comfortably. The main level features two sitting areas; an oversized formal sitting room with a wall of windows to show off the Catskills views, and a more intimate living room with a wood-burning stove and sliding glass doors that lead to a sweet screened in porch facing the pool. Upstairs are three bedrooms; the primary with its own ensuite bath, and two other bedrooms each sharing an additional full bathroom. Connected to the main house via a breezeway is a private two bedroom, one bathroom apartment, bringing the residence to a total of five bedrooms and three and one half baths. Ideal for guests, a home office, creative studio or workspace, the apartment offers a multitude of options and exceptional flexibility. Beneath the apartment is a large 2-car garage, which also connects to the main house via the breezeway. Surrounded by open fields and sweeping views of the Catskill Mountains, the home enjoys privacy in all directions. The approach to the house is a long, private driveway that leads to the farmhouse perched at the top of the hill. The in-ground pool is the perfect place to cool off in the summertime, set next to an open wildflower meadow. Adding to the history of the property is the beautifully preserved historic post and beam barn. In addition to the attached 2-car garage is a 1-car detached garage, and yet another outdoor storage building, offering endless possibilities for hobbies, workshops, equipment, or agricultural use. Currently under an agricultural exemption, the majority of the open fields is actively farmed, preserving the property’s agrarian roots while also yielding significant tax benefit. Located just minutes from the historic Village of Kinderhook, you’ll be moments away from favorites such as Morningbird Coffee, The School, and the Albany Electric Rail Trail. You’ll also enjoy convenient access to Hudson, Chatham, Albany and both the Taconic State Parkway and the Thruway, making it easy to get around in all directions. Offered at an exceptional value with panoramic Catskill Mountain views, historic character, and privacy, 9 Breezy Ridge represents a rare opportunity in the heart of Columbia County.

9 Breezy Ridge Road, Kinderhook

$335,000

Seller says Bring All Offers!! There is something magical about an old house, and this enchanting 1857 Eyebrow Colonial is ready to capture your heart. Gracefully set on nearly an acre in the heart of the Village of Valatie, this 3-bedroom, 2-bath home is filled with the warmth, craftsmanship, and enduring character that have made Hudson Valley historic homes so sought after. From the moment you arrive, the covered front porch welcomes you to slow down, sip your morning coffee, and enjoy the peaceful rhythm of village life. Step inside and you’ll discover beautiful wood floors, custom built-ins, generously proportioned rooms, and the kind of architectural details that simply cannot be recreated. Every room tells a story, offering a glimpse into a bygone era while waiting for its next steward to lovingly blend yesterday’s charm with today’s comforts. The spacious living room is perfect for gathering with friends, while the front parlor, anchored by a fireplace, invites cozy evenings, holiday celebrations, or a quiet afternoon with your favorite book. At the heart of the home, the oversized country kitchen offers abundant cabinetry, plenty of workspace, and a welcoming eat-in area where memories are sure to be made. One of the home’s most desirable features is the first-floor bedroom suite with direct access to the backyard—ideal for guests, one-level living, or a private retreat. A second full bath completes the first floor, while upstairs you’ll find two additional bedrooms tucked beneath the home’s charming eyebrow roofline. Outside, the nearly one-acre setting is a rare treasure within the village. The expansive front and rear lawns provide endless possibilities for gardens, entertaining, outdoor games, or simply enjoying the beauty of the seasons. Mature trees and open green space create a peaceful backdrop that feels worlds away while remaining close to everything. Leave the car behind and stroll to Valatie’s restaurants, cafés, shops, library, community theater, and the picturesque village waterfall. Bike the nearby Empire State Rail Trail to the historic Village of Kinderhook, where art galleries, farmers markets, and additional dining await. Hudson and Amtrak are just 25 minutes away, with New York City approximately three hours by car. This is not a perfectly updated house—and that’s part of its appeal. For those who appreciate authentic architecture, rich history, and the opportunity to thoughtfully restore and personalize a truly special home, this Eyebrow Colonial offers a rare chance to become the next chapter in a story that has been unfolding since 1857. Homes like this aren’t simply purchased—they’re cherished, preserved, and passed on for generations to come.

3 Beds ⋅ 2 Baths ⋅ 1024450 MLS

Seller says Bring All Offers!! There is something magical about an old house, and this enchanting 1857 Eyebrow Colonial is ready to capture your heart. Gracefully set on nearly an acre in the heart of the Village of Valatie, this 3-bedroom, 2-bath home is filled with the warmth, craftsmanship, and enduring character that have made Hudson Valley historic homes so sought after. From the moment you arrive, the covered front porch welcomes you to slow down, sip your morning coffee, and enjoy the peaceful rhythm of village life. Step inside and you’ll discover beautiful wood floors, custom built-ins, generously proportioned rooms, and the kind of architectural details that simply cannot be recreated. Every room tells a story, offering a glimpse into a bygone era while waiting for its next steward to lovingly blend yesterday’s charm with today’s comforts. The spacious living room is perfect for gathering with friends, while the front parlor, anchored by a fireplace, invites cozy evenings, holiday celebrations, or a quiet afternoon with your favorite book. At the heart of the home, the oversized country kitchen offers abundant cabinetry, plenty of workspace, and a welcoming eat-in area where memories are sure to be made. One of the home’s most desirable features is the first-floor bedroom suite with direct access to the backyard—ideal for guests, one-level living, or a private retreat. A second full bath completes the first floor, while upstairs you’ll find two additional bedrooms tucked beneath the home’s charming eyebrow roofline. Outside, the nearly one-acre setting is a rare treasure within the village. The expansive front and rear lawns provide endless possibilities for gardens, entertaining, outdoor games, or simply enjoying the beauty of the seasons. Mature trees and open green space create a peaceful backdrop that feels worlds away while remaining close to everything. Leave the car behind and stroll to Valatie’s restaurants, cafés, shops, library, community theater, and the picturesque village waterfall. Bike the nearby Empire State Rail Trail to the historic Village of Kinderhook, where art galleries, farmers markets, and additional dining await. Hudson and Amtrak are just 25 minutes away, with New York City approximately three hours by car. This is not a perfectly updated house—and that’s part of its appeal. For those who appreciate authentic architecture, rich history, and the opportunity to thoughtfully restore and personalize a truly special home, this Eyebrow Colonial offers a rare chance to become the next chapter in a story that has been unfolding since 1857. Homes like this aren’t simply purchased—they’re cherished, preserved, and passed on for generations to come.

1402 Albany Avenue, Kinderhook