Reddoorrealtyny.com Search Results

$1,300,000

Welcome to Bons Reves House, a beautifully designed escape on nearly seven acres in the Austerlitz hills. Built in 1985 and meticulously renovated and expanded in 2012 and 2025, this 4-bedroom, 3.5-bath contemporary feels like a luxury treehouse hidden among mature hardwoods. Custom millwork, natural stone and wood surfaces, bespoke plaster treatments, and a true country kitchen give the gracious, flowing layout real character. A four-season sunroom, wraparound Trex deck, and professionally landscaped grounds extend living outdoors. Just 15 minutes from Chatham, 20 to Great Barrington, MA, and 35 minutes to Hudson, this is a home built as much for weekend entertaining as it is for quiet days spent resting and recharging.

4 Beds ⋅ 4 Baths ⋅ 202625723 MLS

Welcome to Bons Reves House, a beautifully designed escape on nearly seven acres in the Austerlitz hills. Built in 1985 and meticulously renovated and expanded in 2012 and 2025, this 4-bedroom, 3.5-bath contemporary feels like a luxury treehouse hidden among mature hardwoods. Custom millwork, natural stone and wood surfaces, bespoke plaster treatments, and a true country kitchen give the gracious, flowing layout real character. A four-season sunroom, wraparound Trex deck, and professionally landscaped grounds extend living outdoors. Just 15 minutes from Chatham, 20 to Great Barrington, MA, and 35 minutes to Hudson, this is a home built as much for weekend entertaining as it is for quiet days spent resting and recharging.

351 Dugway Road

$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

$529,900

Get the best of both worlds in this nearly new custom home in the town of Kinderhook offering modern, low-maintenance living on almost an acre with peaceful country views and plenty of potential to grow. Step inside this 3 bed, 2.5 bath home built by EW Birch Builders and feel the openness of the light-filled first floor with 9-foot ceilings, an easy-flowing layout, and durable luxury vinyl flooring. Whip up delicious meals in the stylish white kitchen with granite counters, soft-close cabinets, walk in pantry, and an island with breakfast bar--the perfect perch for morning coffee or conversation while dinner comes together. Settle in beside the gas fireplace in the living room on chilly evenings, then gather around the table in the formal dining area. Slide open the doors and imagine the possibilities outside. Add the deck or patio you've always wanted, fire up the grill, and dine alfresco while taking in peaceful rural views across your nearly one-acre setting. Spend lazy mornings in the spacious primary suite with walk in closet, then refresh in your ensuite bathroom with shower. The full basement with egress window is ready to be finished as a game room, home gym, or movie room. Laundry day is a breeze with 1st fl laundry. Keep cool all summer with central A/C. Ichabod Crane Schools. 4min to Kinderhook. 20min to Hudson. 30min to Albany.

3 Beds ⋅ 3 Baths ⋅ 202624505 MLS

Get the best of both worlds in this nearly new custom home in the town of Kinderhook offering modern, low-maintenance living on almost an acre with peaceful country views and plenty of potential to grow. Step inside this 3 bed, 2.5 bath home built by EW Birch Builders and feel the openness of the light-filled first floor with 9-foot ceilings, an easy-flowing layout, and durable luxury vinyl flooring. Whip up delicious meals in the stylish white kitchen with granite counters, soft-close cabinets, walk in pantry, and an island with breakfast bar--the perfect perch for morning coffee or conversation while dinner comes together. Settle in beside the gas fireplace in the living room on chilly evenings, then gather around the table in the formal dining area. Slide open the doors and imagine the possibilities outside. Add the deck or patio you've always wanted, fire up the grill, and dine alfresco while taking in peaceful rural views across your nearly one-acre setting. Spend lazy mornings in the spacious primary suite with walk in closet, then refresh in your ensuite bathroom with shower. The full basement with egress window is ready to be finished as a game room, home gym, or movie room. Laundry day is a breeze with 1st fl laundry. Keep cool all summer with central A/C. Ichabod Crane Schools. 4min to Kinderhook. 20min to Hudson. 30min to Albany.

6 Rod and Gun Club Road

$535,000

NEW TO MARKET. Immaculate mid-century home on coveted Payn Avenue in Chatham Village NY. Rarely do homes in this neighborhood come available. Established, quiet, and family-friendly. Memorial Fields recreational area, shopping, schools within a half-mile. CENTRAL A/C and hardwood floors throughout incl parquet kitchen. 3BR/2BA (3rd BR currently laundry rm), LR w/FIREPLACE, large dining area off user-friendly modern kitchen. Primary BR w/primary bath. Laundry Rm main floor. Glass sunroom overlooks the fully fenced, large backyard ideal for large gatherings. Solid covered canopy great for BBQing or reading in the warm breeze. Add'l lot included for a total .67 acre (.27 + .40). Attached 2-car garage, full basement and paved driveway among amenities. 1 mile to Taconic Parkway. Owners relocating; home In process of being emptied. As noted, 3 photos digitally enhanced due to clutter mid vacancy.

3 Beds ⋅ 2 Baths ⋅ 202624037 MLS

NEW TO MARKET. Immaculate mid-century home on coveted Payn Avenue in Chatham Village NY. Rarely do homes in this neighborhood come available. Established, quiet, and family-friendly. Memorial Fields recreational area, shopping, schools within a half-mile. CENTRAL A/C and hardwood floors throughout incl parquet kitchen. 3BR/2BA (3rd BR currently laundry rm), LR w/FIREPLACE, large dining area off user-friendly modern kitchen. Primary BR w/primary bath. Laundry Rm main floor. Glass sunroom overlooks the fully fenced, large backyard ideal for large gatherings. Solid covered canopy great for BBQing or reading in the warm breeze. Add'l lot included for a total .67 acre (.27 + .40). Attached 2-car garage, full basement and paved driveway among amenities. 1 mile to Taconic Parkway. Owners relocating; home In process of being emptied. As noted, 3 photos digitally enhanced due to clutter mid vacancy.

61 Payn Avenue

$353,400

Welcome home to your year-round vacation. The moment you step inside this newly remodeled double-wide, you'll feel the care and craftsmanship that went into every detail. Hardwood floors greet you, ceramic tile with a beautiful medallion anchors the mudroom, and tongue-and-groove pine boards glow in the living and dining rooms. The kitchen is stocked with new and newer appliances, including a standout refrigerator. Your main bedroom suite is a retreat all its own--Pergo flooring, a spacious closet, a bidet, and a luxurious shower with multiple heads and a rainfall feature. The living/dining area stretches wide, filled with natural light and warmed by a gas fireplace. Look out the patio doors and you'll see the backyard that makes this home truly special. Step outside to a full outdoor cooking setup--massive grill, storage cabinets, outdoor kitchen space--and a modular pool house and sunroom for shade, rain, or gathering with friends and family. With two additional bedrooms or office spaces, a full bath, custom closets, and thoughtful built-ins throughout, this home offers comfort and convenience at every turn. Outside fridge does not convey. Set on 0.58 acres with a metal roof, underground electric, a shed, a small garage, Veranda decking, new oil tank, water softener, solar lighting, solid interior doors, Welborne cabinetry, and fresh paint, it's move-in ready and close to everything: The Berkshires, Hudson, Chatham, I-90, TSP, the Thruway, and Albany. Don't wait--homes like this disappear fast.

3 Beds ⋅ 2 Baths ⋅ 202623873 MLS

Welcome home to your year-round vacation. The moment you step inside this newly remodeled double-wide, you'll feel the care and craftsmanship that went into every detail. Hardwood floors greet you, ceramic tile with a beautiful medallion anchors the mudroom, and tongue-and-groove pine boards glow in the living and dining rooms. The kitchen is stocked with new and newer appliances, including a standout refrigerator. Your main bedroom suite is a retreat all its own--Pergo flooring, a spacious closet, a bidet, and a luxurious shower with multiple heads and a rainfall feature. The living/dining area stretches wide, filled with natural light and warmed by a gas fireplace. Look out the patio doors and you'll see the backyard that makes this home truly special. Step outside to a full outdoor cooking setup--massive grill, storage cabinets, outdoor kitchen space--and a modular pool house and sunroom for shade, rain, or gathering with friends and family. With two additional bedrooms or office spaces, a full bath, custom closets, and thoughtful built-ins throughout, this home offers comfort and convenience at every turn. Outside fridge does not convey. Set on 0.58 acres with a metal roof, underground electric, a shed, a small garage, Veranda decking, new oil tank, water softener, solar lighting, solid interior doors, Welborne cabinetry, and fresh paint, it's move-in ready and close to everything: The Berkshires, Hudson, Chatham, I-90, TSP, the Thruway, and Albany. Don't wait--homes like this disappear fast.

1505 U.S. 20

$675,000

Welcome to this absolutely adorable, fully renovated charmer nestled in the heart of Kinderhook! From the moment you arrive, you'll fall in love with the beautifully landscaped grounds and privacy this property has to offer, when just steps away from the village! This move-in-ready home has been thoughtfully updated from top to bottom. All new windows, hardwood floors, recess lighting, trim/paint, quartz countertops, doors, brand new central air unit, new siding & more! LOW taxes! Conveniently located just moments from Kinderhook's shops, restaurants, parks, and everything this picturesque village has to offer, this is a rare opportunity you won't want to miss. 5 minutes to Valatie, 15 minutes to Hudson & 25 minutes to Albany!

2 Beds ⋅ 2 Baths ⋅ 202623466 MLS

Welcome to this absolutely adorable, fully renovated charmer nestled in the heart of Kinderhook! From the moment you arrive, you'll fall in love with the beautifully landscaped grounds and privacy this property has to offer, when just steps away from the village! This move-in-ready home has been thoughtfully updated from top to bottom. All new windows, hardwood floors, recess lighting, trim/paint, quartz countertops, doors, brand new central air unit, new siding & more! LOW taxes! Conveniently located just moments from Kinderhook's shops, restaurants, parks, and everything this picturesque village has to offer, this is a rare opportunity you won't want to miss. 5 minutes to Valatie, 15 minutes to Hudson & 25 minutes to Albany!

15 Rothermel Lane Extension

$849,000

Classic center hall Colonial nestled on a quiet cul-de-sac in one of Kinderhook's most desirable neighborhoods. A charming front porch welcomes you home and sets the tone for the warmth and character found throughout. Step inside to beautiful wide-board pine floors and sun-filled living spaces. The expansive living room and family room combination is bathed in natural light, while the cozy wood-burning fireplace creates the perfect spot to gather on chilly evenings. Step outside onto the deck and enjoy the peaceful, wooded backyard. Relax in the saltwater hot tub after a long day, or entertain on the lovely stone patio before heading back inside through the sliding doors to the beautifully appointed kitchen. Designed for both everyday living and entertaining, the kitchen features granite countertops, a generous center island, double ovens, and a gas cooktop. It flows seamlessly into the spacious dining room and back to the welcoming foyer. Upstairs, you'll find the private primary suite with an en suite bath, three additional bedrooms, and the convenience of a second-floor laundry room. The location is exceptional. Take a short stroll to the Empire State Trail or walk into the charming Village of Kinderhook, passing the Jack Shainman Gallery on your way to the popular weekend Farmers' Market, local restaurants, and the library. With Hudson just 20 minutes away, Albany within 30 minutes, and New York City less than 2½ hours away, this home offers the perfect balance of peaceful living and convenient access to everything the Hudson Valley has to offer.

4 Beds ⋅ 3 Baths ⋅ 202623151 MLS

Classic center hall Colonial nestled on a quiet cul-de-sac in one of Kinderhook's most desirable neighborhoods. A charming front porch welcomes you home and sets the tone for the warmth and character found throughout. Step inside to beautiful wide-board pine floors and sun-filled living spaces. The expansive living room and family room combination is bathed in natural light, while the cozy wood-burning fireplace creates the perfect spot to gather on chilly evenings. Step outside onto the deck and enjoy the peaceful, wooded backyard. Relax in the saltwater hot tub after a long day, or entertain on the lovely stone patio before heading back inside through the sliding doors to the beautifully appointed kitchen. Designed for both everyday living and entertaining, the kitchen features granite countertops, a generous center island, double ovens, and a gas cooktop. It flows seamlessly into the spacious dining room and back to the welcoming foyer. Upstairs, you'll find the private primary suite with an en suite bath, three additional bedrooms, and the convenience of a second-floor laundry room. The location is exceptional. Take a short stroll to the Empire State Trail or walk into the charming Village of Kinderhook, passing the Jack Shainman Gallery on your way to the popular weekend Farmers' Market, local restaurants, and the library. With Hudson just 20 minutes away, Albany within 30 minutes, and New York City less than 2½ hours away, this home offers the perfect balance of peaceful living and convenient access to everything the Hudson Valley has to offer.

19 Presidential Drive

$329,900

On a nice country road in Stuyvesant you will find this one owner ranch which has been lovingly maintained thruout the years. Yes updates are needed but the roof is approx 10 years old, and the furnace and oil tank were new in 2022. There are three bedrooms, a den, large great room with fireplace, living room, eat in kitchen and a bath and a half. Laundry is in the half bath. Then you have a deep one car garage plus another garage out back for your ''toys''. Screened in porch, large workshop and storage space over the garage. Come take a look this one will not last long!

3 Beds ⋅ 2 Baths ⋅ 202622088 MLS

On a nice country road in Stuyvesant you will find this one owner ranch which has been lovingly maintained thruout the years. Yes updates are needed but the roof is approx 10 years old, and the furnace and oil tank were new in 2022. There are three bedrooms, a den, large great room with fireplace, living room, eat in kitchen and a bath and a half. Laundry is in the half bath. Then you have a deep one car garage plus another garage out back for your ''toys''. Screened in porch, large workshop and storage space over the garage. Come take a look this one will not last long!

457 Sharptown Road

$937,000

Spacious 3-Story Berkshire Mountain Retreat Sleeps 16 Fully Furnished Family Home/Turnkey Airbnb Investment. Panoramic views and exceptional space for large families, group getaways, or a turnkey short-term rental investment. Move-in ready. The light-filled main living area features a dramatic wall of windows showcasing the mountain views, a soaring stone fireplace, an open-concept floor plan perfect for entertaining. The kitchen is equipped with granite countertops, custom cherry cabinetry, newer appliances, & a large dining area where everyone can gather. The first-floor primary suite offers comfort and privacy with an oversized bathroom featuring a soaking tub, walk-in shower, bidet, and walk-in closets. An additional first-floor bedroom/office includes a closet, full bath, and sleeper couch. Upstairs you'll find two generous bedrooms with a shared bath, along with an open balcony overlooking the living and dining area below. The finished lower level boasts impressive 12-foot ceilings, two additional bedrooms, two full bathrooms, a large family room, and a recreation area-ideal for guests or extended family. Step outside onto the expansive trex deck and enjoy stunning Berkshire sunsets, entertain around the outdoor fire pit, or take advantage of the large cleared backyard with plenty of room for a future tennis court or in-ground pool. This home is being sold fully furnished and includes numerous extras: Backup generator Two game rooms with handcrafted checkers table, and backgammon, for the adults. And a second room for the kids with basketball shooting and a foosball table among other games. All with a private bathroom. Garage with extra refrigerator, mini refrigerator, air comp portable power tools, radial arm saw, and more. 220-volt outlet for convenient EV. Located just minutes from Queechy Lake, with lake access, excellent restaurants, Tanglewood, Lenox, Stockbridge, Chatham, Williamstown, Hudson & TSP, I90

6 Beds ⋅ 6 Baths ⋅ 202621701 MLS

Spacious 3-Story Berkshire Mountain Retreat Sleeps 16 Fully Furnished Family Home/Turnkey Airbnb Investment. Panoramic views and exceptional space for large families, group getaways, or a turnkey short-term rental investment. Move-in ready. The light-filled main living area features a dramatic wall of windows showcasing the mountain views, a soaring stone fireplace, an open-concept floor plan perfect for entertaining. The kitchen is equipped with granite countertops, custom cherry cabinetry, newer appliances, & a large dining area where everyone can gather. The first-floor primary suite offers comfort and privacy with an oversized bathroom featuring a soaking tub, walk-in shower, bidet, and walk-in closets. An additional first-floor bedroom/office includes a closet, full bath, and sleeper couch. Upstairs you'll find two generous bedrooms with a shared bath, along with an open balcony overlooking the living and dining area below. The finished lower level boasts impressive 12-foot ceilings, two additional bedrooms, two full bathrooms, a large family room, and a recreation area-ideal for guests or extended family. Step outside onto the expansive trex deck and enjoy stunning Berkshire sunsets, entertain around the outdoor fire pit, or take advantage of the large cleared backyard with plenty of room for a future tennis court or in-ground pool. This home is being sold fully furnished and includes numerous extras: Backup generator Two game rooms with handcrafted checkers table, and backgammon, for the adults. And a second room for the kids with basketball shooting and a foosball table among other games. All with a private bathroom. Garage with extra refrigerator, mini refrigerator, air comp portable power tools, radial arm saw, and more. 220-volt outlet for convenient EV. Located just minutes from Queechy Lake, with lake access, excellent restaurants, Tanglewood, Lenox, Stockbridge, Chatham, Williamstown, Hudson & TSP, I90

35 Whitetail Trace

$650,000

Escape to your own private retreat where lake living, outdoor adventure, and timeless country charm come together! Just steps from scenic Copake Lake, this property offers access to one of Columbia County's premier recreational destinations. Copake Country Club features an 18-hole championship golf course and year-round dining. Conveniently located between Hudson and Great Barrington, and just a short drive to Catamount Mountain Resort, the area offers four-season recreation, with the tranquility of your own beautifully landscaped 4.66 acre setting. Inside, this home is rich with warmth and timeless character. The inviting eat-in kitchen features a breakfast bar, abundant cabinetry, and a pantry, creating a functional space that will delight any home chef. Just beyond, the dining area flows seamlessly into the spacious living room where a cozy wood-burning stove, custom built-in bookcases, and decorative wood trim create a welcoming atmosphere for everyday living and entertaining. The bright, glass enclosed sunroom provides the perfect spot for morning coffee, reading, or simply relaxing, while a handily located half bath completes the main level. Upstairs, you'll find three comfortable bedrooms and two full bathrooms. Gleaming hardwood floors span throughout both levels, and an abundance of natural light fills the home, enhancing the attractive appeal. Outside, the detached two-car garage includes ample room for a workshop, lawn equipment and recreational storage. The second floor of the garage offers endless possibilities as an artist's studio, home office, fitness room, or hobby space. . Unwind beneath the covered patio and enjoy the serenity of your surroundings. Whether you're searching for a full-time residence or the perfect weekend getaway, this exceptional property offers the ideal balance of privacy, recreation, and convenience--just minutes from the Taconic State Parkway and only 2.5 hours from New York City.

3 Beds ⋅ 3 Baths ⋅ 202621523 MLS

Escape to your own private retreat where lake living, outdoor adventure, and timeless country charm come together! Just steps from scenic Copake Lake, this property offers access to one of Columbia County's premier recreational destinations. Copake Country Club features an 18-hole championship golf course and year-round dining. Conveniently located between Hudson and Great Barrington, and just a short drive to Catamount Mountain Resort, the area offers four-season recreation, with the tranquility of your own beautifully landscaped 4.66 acre setting. Inside, this home is rich with warmth and timeless character. The inviting eat-in kitchen features a breakfast bar, abundant cabinetry, and a pantry, creating a functional space that will delight any home chef. Just beyond, the dining area flows seamlessly into the spacious living room where a cozy wood-burning stove, custom built-in bookcases, and decorative wood trim create a welcoming atmosphere for everyday living and entertaining. The bright, glass enclosed sunroom provides the perfect spot for morning coffee, reading, or simply relaxing, while a handily located half bath completes the main level. Upstairs, you'll find three comfortable bedrooms and two full bathrooms. Gleaming hardwood floors span throughout both levels, and an abundance of natural light fills the home, enhancing the attractive appeal. Outside, the detached two-car garage includes ample room for a workshop, lawn equipment and recreational storage. The second floor of the garage offers endless possibilities as an artist's studio, home office, fitness room, or hobby space. . Unwind beneath the covered patio and enjoy the serenity of your surroundings. Whether you're searching for a full-time residence or the perfect weekend getaway, this exceptional property offers the ideal balance of privacy, recreation, and convenience--just minutes from the Taconic State Parkway and only 2.5 hours from New York City.

3493 County Road 7

$725,000

Discover the perfect blend of privacy, space, and versatility with this custom-built 2,400 sq. ft. home nestled on 5.5 scenic acres. Featuring 3 bedrooms, 1 bath, and soaring cathedral ceilings, this one-of-a-kind property offers comfortable living with exceptional indoor and outdoor amenities. Step outside to your own private retreat, complete with an inground pool, pool house, greenhouse with a newer metal roof, basketball court, and beautifully landscaped grounds. Enjoy the beauty of mature plum, apple, pear, and mimosa trees, stunning Japanese maples, and a charming grape arbor that creates a peaceful setting for relaxing or entertaining. Ideal for car enthusiasts, hobbyists, or small business owners, the property includes an attached 4-car garage plus a separate insulated building with electric that accommodates up to three additional vehicles. The upper level offers a dedicated home office and a second finished room perfect for a gym, art studio, guest space, hobby room, or private retreat. Whether you're dreaming of a hobby farm, home-based business, workshop, studio, or simply a peaceful country escape with room to grow, this exceptional property offers endless possibilities. The combination of acreage, multiple outbuildings, abundant storage, recreation, and mature landscaping makes this a rare opportunity. Conveniently located while offering the privacy and tranquility of country living, this is more than a home--it's a lifestyle. Schedule your private showing today and experience everything this remarkable property has to offer.

3 Beds ⋅ 1 Baths ⋅ 202620821 MLS

Discover the perfect blend of privacy, space, and versatility with this custom-built 2,400 sq. ft. home nestled on 5.5 scenic acres. Featuring 3 bedrooms, 1 bath, and soaring cathedral ceilings, this one-of-a-kind property offers comfortable living with exceptional indoor and outdoor amenities. Step outside to your own private retreat, complete with an inground pool, pool house, greenhouse with a newer metal roof, basketball court, and beautifully landscaped grounds. Enjoy the beauty of mature plum, apple, pear, and mimosa trees, stunning Japanese maples, and a charming grape arbor that creates a peaceful setting for relaxing or entertaining. Ideal for car enthusiasts, hobbyists, or small business owners, the property includes an attached 4-car garage plus a separate insulated building with electric that accommodates up to three additional vehicles. The upper level offers a dedicated home office and a second finished room perfect for a gym, art studio, guest space, hobby room, or private retreat. Whether you're dreaming of a hobby farm, home-based business, workshop, studio, or simply a peaceful country escape with room to grow, this exceptional property offers endless possibilities. The combination of acreage, multiple outbuildings, abundant storage, recreation, and mature landscaping makes this a rare opportunity. Conveniently located while offering the privacy and tranquility of country living, this is more than a home--it's a lifestyle. Schedule your private showing today and experience everything this remarkable property has to offer.

25 Hawthorne Hill Road

$525,000

Welcome home to this sweet, impeccably maintained property nestled on 4.5 acres of beautifully manicured rolling lawns. Move-in ready and full of charm, this inviting home offers the perfect balance of comfort, privacy, and opportunity. The second floor features three spacious bedrooms, a versatile office or sitting room, convenient second-floor laundry, and a walk-in closet in the primary bedroom. On chilly winter evenings, gather around the cozy fireplace in the open living room. The quaint country kitchen opens seamlessly to the dining and living areas, creating an ideal space for entertaining while offering peaceful views of the backyard. Step outside onto the back deck and enjoy your own private oasis, where a gently flowing creek provides the perfect place to relax and cool off while surrounded by nature. Thoughtful updates include Castle Windows with a transferable lifetime warranty and a new roof with a LeafFilter gutter protection system, offering peace of mind for years to come. A truly exceptional bonus is the massive approximately 65' x 35' detached two-car garage with an attached storage building, workshop, retail space, or small business area. Whether you're an entrepreneur, hobbyist, collector, or simply need abundant storage, the possibilities are endless. Conveniently located with easy access to the Berkshires, Hudson, Chatham, Albany, the Taconic State Parkway, I-90, and I-87, this property combines peaceful country living with exceptional accessibility. Come experience everything this unique property has to offer--you may just find your forever home.

3 Beds ⋅ 2 Baths ⋅ 202620781 MLS

Welcome home to this sweet, impeccably maintained property nestled on 4.5 acres of beautifully manicured rolling lawns. Move-in ready and full of charm, this inviting home offers the perfect balance of comfort, privacy, and opportunity. The second floor features three spacious bedrooms, a versatile office or sitting room, convenient second-floor laundry, and a walk-in closet in the primary bedroom. On chilly winter evenings, gather around the cozy fireplace in the open living room. The quaint country kitchen opens seamlessly to the dining and living areas, creating an ideal space for entertaining while offering peaceful views of the backyard. Step outside onto the back deck and enjoy your own private oasis, where a gently flowing creek provides the perfect place to relax and cool off while surrounded by nature. Thoughtful updates include Castle Windows with a transferable lifetime warranty and a new roof with a LeafFilter gutter protection system, offering peace of mind for years to come. A truly exceptional bonus is the massive approximately 65' x 35' detached two-car garage with an attached storage building, workshop, retail space, or small business area. Whether you're an entrepreneur, hobbyist, collector, or simply need abundant storage, the possibilities are endless. Conveniently located with easy access to the Berkshires, Hudson, Chatham, Albany, the Taconic State Parkway, I-90, and I-87, this property combines peaceful country living with exceptional accessibility. Come experience everything this unique property has to offer--you may just find your forever home.

1188 U.S. 20

$654,000

Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

3 Beds ⋅ 2 Baths ⋅ 202620622 MLS

Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

2439 County Route 5

$470,000

Welcome to your own private Hudson Valley retreat with breathtaking Hudson River and Catskill Mountain views. Exceptionally clean, well-maintained, and move-in ready, this home offers the perfect balance of comfort, scenery, and lifestyle. Enjoy peaceful mornings overlooking the river and relaxing evenings from the deck and hot tub surrounded by nature. Inside, the home features thoughtful updates, sun filled living spaces, and a warm, inviting layout designed for everyday living or weekend escapes. The walk-out basement is already plumbed and offers outstanding potential for additional finished living space, guest quarters, a home office, gym, recreation area, or possible in-law setup. A detached garage provides added storage, workshop possibilities, or future expansion opportunities. Perfectly positioned near the Stuyvesant Boat Launch, this property offers convenient access to kayaking, boating, fishing, and everything the Hudson Valley lifestyle has to offer. Whether you're searching for a full-time residence or a peaceful getaway, this property delivers privacy, views, and lasting value in one exceptional setting.

3 Beds ⋅ 1 Baths ⋅ 202620533 MLS

Welcome to your own private Hudson Valley retreat with breathtaking Hudson River and Catskill Mountain views. Exceptionally clean, well-maintained, and move-in ready, this home offers the perfect balance of comfort, scenery, and lifestyle. Enjoy peaceful mornings overlooking the river and relaxing evenings from the deck and hot tub surrounded by nature. Inside, the home features thoughtful updates, sun filled living spaces, and a warm, inviting layout designed for everyday living or weekend escapes. The walk-out basement is already plumbed and offers outstanding potential for additional finished living space, guest quarters, a home office, gym, recreation area, or possible in-law setup. A detached garage provides added storage, workshop possibilities, or future expansion opportunities. Perfectly positioned near the Stuyvesant Boat Launch, this property offers convenient access to kayaking, boating, fishing, and everything the Hudson Valley lifestyle has to offer. Whether you're searching for a full-time residence or a peaceful getaway, this property delivers privacy, views, and lasting value in one exceptional setting.

1169 NY-9J

$654,000

Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

4 Beds ⋅ 3 Baths ⋅ 202620368 MLS

Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

2439 County Route 5

$625,000

This isn't just a house, it's a destination and one that you'll never want to leave. Drive in the brand new circular paved driveway, and you'll be greeted by a totally upgraded, custom, airy and bright home complete with central air, vermont casting gas stove for cozy winter nights, 3 bedrooms, 2.5 baths, finished basement, gorgeous kitchen open to the dining and living rooms, then on to the spacious deck surrounded with ever blooming professionally designed perennial gardens and a fire pit. This one has it all. Fenced back yard with dog fence, 12x20 shed. Appliances are all newer. Conveniently located to shopping and all things Columbia County.

2 Beds ⋅ 3 Baths ⋅ 202620365 MLS

This isn't just a house, it's a destination and one that you'll never want to leave. Drive in the brand new circular paved driveway, and you'll be greeted by a totally upgraded, custom, airy and bright home complete with central air, vermont casting gas stove for cozy winter nights, 3 bedrooms, 2.5 baths, finished basement, gorgeous kitchen open to the dining and living rooms, then on to the spacious deck surrounded with ever blooming professionally designed perennial gardens and a fire pit. This one has it all. Fenced back yard with dog fence, 12x20 shed. Appliances are all newer. Conveniently located to shopping and all things Columbia County.

2 Sky View Lane

$475,000

Welcome to your private retreat at 28 Covenant Circle in East Nassau. Nestled on 5 peaceful acres, this beautifully updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and country tranquility. The inside features many updates including: the entire home has been freshly painted, the gorgeous farmhouse wood floors have just been redone, the bathrooms have modern vanities and fixtures, and at the center of it all is the showstopping gourmet kitchen. Designed for both everyday living and entertaining, the expansive wraparound porch offers the perfect space to host gatherings, enjoy your morning coffee, or simply relax while taking in the privacy and natural surroundings. During the warmer months, the above-ground pool is the ideal place to cool off and enjoy the outdoors. The spacious basement offers abundant storage and the opportunity to create additional finished living space, whether you envision a recreation room, home gym, office, or guest suite. If you're looking for modern updates, generous space, and a quiet, private setting just a short drive from everyday conveniences, this exceptional property is one you won't want to miss. This home is USDA Loan Eligible, and the sellers are offering negotiable closing costs.

4 Beds ⋅ 3 Baths ⋅ 202620014 MLS

Welcome to your private retreat at 28 Covenant Circle in East Nassau. Nestled on 5 peaceful acres, this beautifully updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and country tranquility. The inside features many updates including: the entire home has been freshly painted, the gorgeous farmhouse wood floors have just been redone, the bathrooms have modern vanities and fixtures, and at the center of it all is the showstopping gourmet kitchen. Designed for both everyday living and entertaining, the expansive wraparound porch offers the perfect space to host gatherings, enjoy your morning coffee, or simply relax while taking in the privacy and natural surroundings. During the warmer months, the above-ground pool is the ideal place to cool off and enjoy the outdoors. The spacious basement offers abundant storage and the opportunity to create additional finished living space, whether you envision a recreation room, home gym, office, or guest suite. If you're looking for modern updates, generous space, and a quiet, private setting just a short drive from everyday conveniences, this exceptional property is one you won't want to miss. This home is USDA Loan Eligible, and the sellers are offering negotiable closing costs.

28 Covenant Circle

$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

$1,499,000

Tucked away on 10 private acres in the heart of Chatham, this stunning country estate offers over 5,700+square feet of beautifully designed living space with the perfect balance of luxury, comfort, and privacy. Set far back from the road, the property welcomes you with peaceful surroundings, a scenic pond, and room to truly spread out and enjoy country living. Inside, the home features 6 spacious bedrooms and 5 bathrooms, including an ideal in-law suite or private apartment setup for extended family, guests, or potential additional living space. The heart of the home is the incredible chef's kitchen--thoughtfully designed with generous work space, high-end finishes, and the kind of layout any chef or aspiring cook would absolutely love. Step outside to enjoy the wrap around deck overlooking the built-in saltwater pool and serene grounds, creating the perfect setting for entertaining or simply relaxing into total privacy. A 3-car garage plus an additional garage beneath the residence provide plenty of room for tractor, hobbies, and storage. This one-of-a-kind Chatham retreat combines elegant country living with modern convenience, all just a short drive to the charming villages, restaurants, and culture the Hudson Valley is known for.

6 Beds ⋅ 5 Baths ⋅ 202617663 MLS

Tucked away on 10 private acres in the heart of Chatham, this stunning country estate offers over 5,700+square feet of beautifully designed living space with the perfect balance of luxury, comfort, and privacy. Set far back from the road, the property welcomes you with peaceful surroundings, a scenic pond, and room to truly spread out and enjoy country living. Inside, the home features 6 spacious bedrooms and 5 bathrooms, including an ideal in-law suite or private apartment setup for extended family, guests, or potential additional living space. The heart of the home is the incredible chef's kitchen--thoughtfully designed with generous work space, high-end finishes, and the kind of layout any chef or aspiring cook would absolutely love. Step outside to enjoy the wrap around deck overlooking the built-in saltwater pool and serene grounds, creating the perfect setting for entertaining or simply relaxing into total privacy. A 3-car garage plus an additional garage beneath the residence provide plenty of room for tractor, hobbies, and storage. This one-of-a-kind Chatham retreat combines elegant country living with modern convenience, all just a short drive to the charming villages, restaurants, and culture the Hudson Valley is known for.

20 Stony Knoll

$2,285,000

Situated at the top of a private lane just outside the hamlet of Spencertown, sits a 14-acre sanctuary offering breathtaking views of the surrounding landscape with the majestic Catskill peaks in the distance. Wildflower meadows and lush gardens provide three seasons of color while an ecologically designed swimming pond, frame the home, complete with stone patios and porches - all to take in the beautiful Catskills. Stepping through the front door of a wide covered front porch, you'll find an open plan kitchen, dining & living room - the heart of the home, made cozy in winter by an efficient wood stove. The first floor also includes a mud room, office, powder room, laundry room and den. However, it is the 600 sq ft ''Great Room'', with windows on 3 sides that immerse you in the ever-shifting displays of nature and the Catskill range. Upstairs you'll find 3 generous sized bedrooms and 2 full baths including a primary suite with walk-in closet room. The pond, designed by famed UK pool master Anthony Archer-Wills, provides an unparalleled natural swimming experience, set among a chorus of frogs and dragonfly's dancing across the water. A variety of colorful waterlilies and other pond plantings keep to keep the water fresh and inviting. Renovated throughout in 2024-2025, this solar powered home offers you privacy, comfort and jaw dropping sunsets. Conveniently located 10 minutes from Chatham, 30 minutes to the train in Hudson, 40 minutes to the Albany Airport and 25 minutes to Great Barrington & all the culture and fun that our neighboring Berkshires offer. Broker Owned.

3 Beds ⋅ 3 Baths ⋅ 202616466 MLS

Situated at the top of a private lane just outside the hamlet of Spencertown, sits a 14-acre sanctuary offering breathtaking views of the surrounding landscape with the majestic Catskill peaks in the distance. Wildflower meadows and lush gardens provide three seasons of color while an ecologically designed swimming pond, frame the home, complete with stone patios and porches - all to take in the beautiful Catskills. Stepping through the front door of a wide covered front porch, you'll find an open plan kitchen, dining & living room - the heart of the home, made cozy in winter by an efficient wood stove. The first floor also includes a mud room, office, powder room, laundry room and den. However, it is the 600 sq ft ''Great Room'', with windows on 3 sides that immerse you in the ever-shifting displays of nature and the Catskill range. Upstairs you'll find 3 generous sized bedrooms and 2 full baths including a primary suite with walk-in closet room. The pond, designed by famed UK pool master Anthony Archer-Wills, provides an unparalleled natural swimming experience, set among a chorus of frogs and dragonfly's dancing across the water. A variety of colorful waterlilies and other pond plantings keep to keep the water fresh and inviting. Renovated throughout in 2024-2025, this solar powered home offers you privacy, comfort and jaw dropping sunsets. Conveniently located 10 minutes from Chatham, 30 minutes to the train in Hudson, 40 minutes to the Albany Airport and 25 minutes to Great Barrington & all the culture and fun that our neighboring Berkshires offer. Broker Owned.

53 May Lane

$599,000

Move right in! Enjoy the best of both worlds at 22 Van Winkle Road -- a sophisticated retreat tucked away in the serene ''Silent Zone'' of Hudson's sought-after Academy Hill community. This spacious 4-bedroom plus den, 3 full bath townhome offers stunning Hudson River and mountain views, blending peaceful suburban privacy with convenient access to the vibrant energy of nearby Warren Street's acclaimed dining, breweries, art galleries, and boutiques. Bring your own vision and personal touches to this generously sized home featuring two fireplaces, a relaxing jet bath, finished basement and two private balconies and deck overlooking the Catskill and Berkshire mountains. A scenic walking path with breathtaking views adds to the tranquil setting. Whether you are seeking a stylish primary residence, weekend escape, or investment opportunity, the low-maintenance lifestyle allows more time to enjoy the nearby Greenport Conservation area or hop on Amtrak for an easy trip to NYC. Discover modern convenience, natural beauty, and Hudson Valley charm in a community that truly offers it all.

4 Beds ⋅ 3 Baths ⋅ 202615994 MLS

Move right in! Enjoy the best of both worlds at 22 Van Winkle Road -- a sophisticated retreat tucked away in the serene ''Silent Zone'' of Hudson's sought-after Academy Hill community. This spacious 4-bedroom plus den, 3 full bath townhome offers stunning Hudson River and mountain views, blending peaceful suburban privacy with convenient access to the vibrant energy of nearby Warren Street's acclaimed dining, breweries, art galleries, and boutiques. Bring your own vision and personal touches to this generously sized home featuring two fireplaces, a relaxing jet bath, finished basement and two private balconies and deck overlooking the Catskill and Berkshire mountains. A scenic walking path with breathtaking views adds to the tranquil setting. Whether you are seeking a stylish primary residence, weekend escape, or investment opportunity, the low-maintenance lifestyle allows more time to enjoy the nearby Greenport Conservation area or hop on Amtrak for an easy trip to NYC. Discover modern convenience, natural beauty, and Hudson Valley charm in a community that truly offers it all.

22 Van Winkle Road

$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

$550,000

A peaceful, private retreat bordering protected land with no homes in sight. Enjoy a sparkling swimming pool, a dramatic 20' cathedral-ceiling great room, and seamless access to a deck overlooking the grounds and pool. Total quiet, total privacy, and minutes to the Berkshires for culture, dining, and farm-to-table markets. Includes coveted Queechy Lake rights. Principal en-suite and 3 other generously sized bedrooms - 3 baths - 8 person SAUNA -- must see Owner-occupied. Please allow 24-48 hours' notice.

4 Beds ⋅ 3 Baths ⋅ 202613439 MLS

A peaceful, private retreat bordering protected land with no homes in sight. Enjoy a sparkling swimming pool, a dramatic 20' cathedral-ceiling great room, and seamless access to a deck overlooking the grounds and pool. Total quiet, total privacy, and minutes to the Berkshires for culture, dining, and farm-to-table markets. Includes coveted Queechy Lake rights. Principal en-suite and 3 other generously sized bedrooms - 3 baths - 8 person SAUNA -- must see Owner-occupied. Please allow 24-48 hours' notice.

614 Salls Road

$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

$109,888

Step back in time with this historic colonial home built in 1857, a rare opportunity to own a true piece of American history predating the Civil War. Rich with character and original charm, this property offers the perfect canvas for someone who appreciates historic homes and their timeless craftsmanship With thoughtful rehabilitation, this property presents significant upside potential, with an estimated after-repair value much, much higher. Conveniently located just minutes from the rail station, it combines historic charm with modern accessibility for commuters. Inside, you'll find three bedrooms and two baths, along with beautiful wood floors and two classic fireplaces that evoke the warmth and elegance of another era. The home also features a traditional summer kitchen, a charming reminder of 19th-century living that adds both historical significance and unique character.

3 Beds ⋅ 2 Baths ⋅ 202526860 MLS

Step back in time with this historic colonial home built in 1857, a rare opportunity to own a true piece of American history predating the Civil War. Rich with character and original charm, this property offers the perfect canvas for someone who appreciates historic homes and their timeless craftsmanship With thoughtful rehabilitation, this property presents significant upside potential, with an estimated after-repair value much, much higher. Conveniently located just minutes from the rail station, it combines historic charm with modern accessibility for commuters. Inside, you'll find three bedrooms and two baths, along with beautiful wood floors and two classic fireplaces that evoke the warmth and elegance of another era. The home also features a traditional summer kitchen, a charming reminder of 19th-century living that adds both historical significance and unique character.

45 County Route 26A