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

$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

$775,000

Welcome to Carlin Cottage, a turn-of-the-century residence in the heart of Historic Hudson, pairing original charm with designer updates. This three-bedroom, two-bath home offers all-new systems, premium finishes, a private, fenced backyard, and off-street parking, with the option to purchase fully furnished. Custom soapstone countertops, a striking AGA range, and Moroccan Zellige tilework reflect the high-end materials throughout, all restored by renowned designer Christina Salway. Set on a quiet one-way street, Carlin Cottage puts Warren Street's galleries, restaurants, and shops just a short walk away. Grab coffee or a cocktail at The Maker, catch a show at Basilica Hudson, or take in river views from Promenade Hill Park. Carlin Cottage offers a sweet opportunity to put down roots in vibrant Hudson.

3 Beds ⋅ 2 Baths ⋅ 202624817 MLS

Welcome to Carlin Cottage, a turn-of-the-century residence in the heart of Historic Hudson, pairing original charm with designer updates. This three-bedroom, two-bath home offers all-new systems, premium finishes, a private, fenced backyard, and off-street parking, with the option to purchase fully furnished. Custom soapstone countertops, a striking AGA range, and Moroccan Zellige tilework reflect the high-end materials throughout, all restored by renowned designer Christina Salway. Set on a quiet one-way street, Carlin Cottage puts Warren Street's galleries, restaurants, and shops just a short walk away. Grab coffee or a cocktail at The Maker, catch a show at Basilica Hudson, or take in river views from Promenade Hill Park. Carlin Cottage offers a sweet opportunity to put down roots in vibrant Hudson.

225 Robinson Street

$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

$895,000

Hidden along a quiet country road and on over 6 private acres surrounded by beautifully maintained forest and winding trails, the property offers a lifestyle where comfort, efficiency, and nature coexist in harmony. Spanning 3,396 square feet, the residence has been thoughtfully designed, meticulously maintained, and was constructed using Insulated Concrete Forms (ICF) from the foundation to the roof--an advanced building method seldom found in residential construction. Renowned for superior strength, remarkable energy efficiency, exceptional sound insulation, and lasting durability. Modern comforts include central air conditioning, central vacuum, and high-efficiency mechanical systems, complementing the home's advanced construction and remarkably low operating costs. On the main level, an open-concept floor plan is filled with natural light and framed by peaceful woodland views. Rich bamboo flooring throughout creates a warm and sophisticated atmosphere. The chef's kitchen features a commercial-grade range, solid wood cabinetry with pull-out storage, and generous workspace. Two spacious primary suites with private baths finish this level, offering exceptional flexibility for owners and guests alike. The ground level includes radiant heated tile floors, impressive 9-foot ceilings, a spacious family room, a third bedroom suite with a full bath, a fourth bedroom/office, a convenient half bath, and a well-appointed utility and mudroom. Outside, a welcoming front porch overlooks the peaceful landscape, while maintained woodland trails invite morning walks or afternoon adventures. The setting is exceptionally private, while remaining close to the charming villages of Germantown, Hudson, Rhinebeck, Red Hook, and Tivoli, offering the very best of Hudson Valley living.

4 Beds ⋅ 4 Baths ⋅ 202623738 MLS

Hidden along a quiet country road and on over 6 private acres surrounded by beautifully maintained forest and winding trails, the property offers a lifestyle where comfort, efficiency, and nature coexist in harmony. Spanning 3,396 square feet, the residence has been thoughtfully designed, meticulously maintained, and was constructed using Insulated Concrete Forms (ICF) from the foundation to the roof--an advanced building method seldom found in residential construction. Renowned for superior strength, remarkable energy efficiency, exceptional sound insulation, and lasting durability. Modern comforts include central air conditioning, central vacuum, and high-efficiency mechanical systems, complementing the home's advanced construction and remarkably low operating costs. On the main level, an open-concept floor plan is filled with natural light and framed by peaceful woodland views. Rich bamboo flooring throughout creates a warm and sophisticated atmosphere. The chef's kitchen features a commercial-grade range, solid wood cabinetry with pull-out storage, and generous workspace. Two spacious primary suites with private baths finish this level, offering exceptional flexibility for owners and guests alike. The ground level includes radiant heated tile floors, impressive 9-foot ceilings, a spacious family room, a third bedroom suite with a full bath, a fourth bedroom/office, a convenient half bath, and a well-appointed utility and mudroom. Outside, a welcoming front porch overlooks the peaceful landscape, while maintained woodland trails invite morning walks or afternoon adventures. The setting is exceptionally private, while remaining close to the charming villages of Germantown, Hudson, Rhinebeck, Red Hook, and Tivoli, offering the very best of Hudson Valley living.

404 Church Avenue

$725,000

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. A must see!

3 Beds ⋅ 3 Baths ⋅ 202623239 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. A must see!

2640 New York 203 Stop 1

$1,950,000

Commanding one of the highest residential elevations in the Hudson Valley, this extraordinary custom home captures breathtaking, uninterrupted views of the Catskill Mountains and Hudson Valley, with spectacular sunsets, endless skies, and exceptional stargazing. Designed for luxurious everyday living and effortless entertaining, the home features a chef's kitchen with premium Bosch, Sub-Zero, and other high-end stainless steel appliances, a gas cooktop, butler's bar, and custom cabinetry by renowned Vormer Cabinetry of Hillsdale. High-performance Pella windows frame the panoramic views, while a dramatic stone fireplace with a reclaimed wood mantel anchors the great room. A marble gas fireplace adds warmth to the den. The primary suite enjoys stunning views and includes a spa-inspired bath, laundry, and generous closet space. A spacious two-car garage offers abundant storage for outdoor gear, perfectly complementing the property's proximity to Queechy Lake, Stockbridge Bowl, and year-round recreation. Smart home features include app-controlled security cameras and HVAC. Expansive decks and patios overlook the mountains, complemented by multiple fire pit and grilling areas, a heated saltwater pool, and a charming pool house with its own outdoor kitchen patio. The walkout lower level opens to an additional stone patio and fire pit. Raised garden beds, ornamental gardens, and fenced vegetable gardens with programmable drip irrigation complete the landscape. Flexible living space provides additional guest accommodations, and a whole-house generator offers year-round peace of mind. An additional five-acre parcel is included, offering the opportunity to build a guest house, studio, or office (subject to approvals). Located on privately maintained roads, this exceptional retreat offers privacy just minutes from Chatham, Hudson, and the Berkshires, with easy access to acclaimed dining, shopping, cultural destinations including Tanglewood and Jacob's Pillow, the TSP and NYC.

4 Beds ⋅ 3 Baths ⋅ 202623153 MLS

Commanding one of the highest residential elevations in the Hudson Valley, this extraordinary custom home captures breathtaking, uninterrupted views of the Catskill Mountains and Hudson Valley, with spectacular sunsets, endless skies, and exceptional stargazing. Designed for luxurious everyday living and effortless entertaining, the home features a chef's kitchen with premium Bosch, Sub-Zero, and other high-end stainless steel appliances, a gas cooktop, butler's bar, and custom cabinetry by renowned Vormer Cabinetry of Hillsdale. High-performance Pella windows frame the panoramic views, while a dramatic stone fireplace with a reclaimed wood mantel anchors the great room. A marble gas fireplace adds warmth to the den. The primary suite enjoys stunning views and includes a spa-inspired bath, laundry, and generous closet space. A spacious two-car garage offers abundant storage for outdoor gear, perfectly complementing the property's proximity to Queechy Lake, Stockbridge Bowl, and year-round recreation. Smart home features include app-controlled security cameras and HVAC. Expansive decks and patios overlook the mountains, complemented by multiple fire pit and grilling areas, a heated saltwater pool, and a charming pool house with its own outdoor kitchen patio. The walkout lower level opens to an additional stone patio and fire pit. Raised garden beds, ornamental gardens, and fenced vegetable gardens with programmable drip irrigation complete the landscape. Flexible living space provides additional guest accommodations, and a whole-house generator offers year-round peace of mind. An additional five-acre parcel is included, offering the opportunity to build a guest house, studio, or office (subject to approvals). Located on privately maintained roads, this exceptional retreat offers privacy just minutes from Chatham, Hudson, and the Berkshires, with easy access to acclaimed dining, shopping, cultural destinations including Tanglewood and Jacob's Pillow, the TSP and NYC.

116 Ridge Road

$699,000

Lower price! BONNIE LEA ESTATES! Welcome to an unrivaled 3,000+ sq ft Colonial masterpiece set on 1.27 acres with jaw-dropping pastoral views in the highly desired Ichabod Crane S.D. Immaculately maintained and artfully upgraded, this 5+ Bedroom and 2.5 bathroom residence blends custom craftsmanship and a breathtaking outdoor sanctuary in one of the locals' favorite walkable neighborhoods! Step inside to pristine hardwood floors throughout, central AC, livingroom, office space and a showstopping family room featuring two separate exterior entrys, radiant-heated custom slate floors, a wood burning fireplace w/newer exhaust liner, storage closets & a 1st flr washer & dryer ~ a massive, expanded addition tailored for your cozy family gatherings. A perfect space for your holiday dining table seating 24+ guests capabilities! The remodeled gourmet eat-in kitchen showcases custom wood cabinetry, solid granite counters & stainless steel appliances. Upstairs a large primary bedroom & bathroom share in the spectacular views. A refinshed bonus room boasts efficient mini-splits, LVP flooring & gorgeous wood accent walls--and includes abundant eaves storage. A dry basement adds more incredible storage plus a 2nd washer & dryer & utility sink. There's more...relax with your morning coffee or evening wine with the gorgeous views in the glass-enclosed 3-season sunroom or step outside to several bluestone patios and a full-length covered front porch. The botanical paradise boasts a wildlife-proof vegetable garden (galvanized steel fence sunk 12'' deep), rich perennial gardens w/hibiscus, rhododendrons, forsythia, daffodils, black-eyed Susans, flowering peach, peonies, lilacs, & irises & surrounded by black walnut, oak, spruce, apple & mulberry trees. Complete w/a 10-yr young roof, 2-car garage, oversized paved driveway, and 2 newer sheds (20x12 & 4x8). A rare, high-end home that any family would definitely love and enjoy for years to come.

5 Beds ⋅ 3 Baths ⋅ 202622277 MLS

Lower price! BONNIE LEA ESTATES! Welcome to an unrivaled 3,000+ sq ft Colonial masterpiece set on 1.27 acres with jaw-dropping pastoral views in the highly desired Ichabod Crane S.D. Immaculately maintained and artfully upgraded, this 5+ Bedroom and 2.5 bathroom residence blends custom craftsmanship and a breathtaking outdoor sanctuary in one of the locals' favorite walkable neighborhoods! Step inside to pristine hardwood floors throughout, central AC, livingroom, office space and a showstopping family room featuring two separate exterior entrys, radiant-heated custom slate floors, a wood burning fireplace w/newer exhaust liner, storage closets & a 1st flr washer & dryer ~ a massive, expanded addition tailored for your cozy family gatherings. A perfect space for your holiday dining table seating 24+ guests capabilities! The remodeled gourmet eat-in kitchen showcases custom wood cabinetry, solid granite counters & stainless steel appliances. Upstairs a large primary bedroom & bathroom share in the spectacular views. A refinshed bonus room boasts efficient mini-splits, LVP flooring & gorgeous wood accent walls--and includes abundant eaves storage. A dry basement adds more incredible storage plus a 2nd washer & dryer & utility sink. There's more...relax with your morning coffee or evening wine with the gorgeous views in the glass-enclosed 3-season sunroom or step outside to several bluestone patios and a full-length covered front porch. The botanical paradise boasts a wildlife-proof vegetable garden (galvanized steel fence sunk 12'' deep), rich perennial gardens w/hibiscus, rhododendrons, forsythia, daffodils, black-eyed Susans, flowering peach, peonies, lilacs, & irises & surrounded by black walnut, oak, spruce, apple & mulberry trees. Complete w/a 10-yr young roof, 2-car garage, oversized paved driveway, and 2 newer sheds (20x12 & 4x8). A rare, high-end home that any family would definitely love and enjoy for years to come.

74 Hawthorne Drive

$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

$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

$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

$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

$1,585,000

Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape. Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed with remarkable craftsmanship and modern systems. The home features wide plank white oak floors, a floor-to-ceiling fluted marble wood-burning fireplace, stone countertops, handcrafted Zellige tile, and spa-like baths. An expansive cedar deck, hot tub, outdoor shower, solar panels, and a flexible lower level with a wood-burning stove and room for additional bedrooms complete the property. Just five minutes to Chatham, under twenty to Hudson's Warren Street, and a little over two hours to New York City.

3 Beds ⋅ 2 Baths ⋅ 202617064 MLS

Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape. Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed with remarkable craftsmanship and modern systems. The home features wide plank white oak floors, a floor-to-ceiling fluted marble wood-burning fireplace, stone countertops, handcrafted Zellige tile, and spa-like baths. An expansive cedar deck, hot tub, outdoor shower, solar panels, and a flexible lower level with a wood-burning stove and room for additional bedrooms complete the property. Just five minutes to Chatham, under twenty to Hudson's Warren Street, and a little over two hours to New York City.

41 Chicory Lane

$325,000

Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher block counters, a herringbone tile backsplash, stainless steel appliances, and striking navy cabinetry accented by brushed brass hardware. New laminate floors run through every room and bathrooms have been updated. The cozy layout spans 1,392 square feet, with a half bath on the first floor and three bedrooms and a full bath above. The unfinished walk-out basement adds approximately 360 square feet of flexible additional space, and is ready to be finished to your own specifications. Ideal as a home office, guest quarters, home gym, or creative studio. A brand new heating system completes a renovation that leaves little to do but move in. Philmont is a small Columbia County village with a growing creative community and a genuine historic fabric. Hawthorne Valley School and its beloved farm store are nearby, as is the High Falls Conservation Area, where trails wind through hemlock ravines to Columbia County's highest waterfall. Local 111 and other village favorites are close at hand for dining. Hudson's Warren Street galleries, restaurants, and Amtrak station are eighteen minutes away, Chatham is fifteen minutes, and New York City is two and a half hours by car. The farm stands, hiking trails, and country roads that define life in this part of the valley are all within easy reach.

3 Beds ⋅ 2 Baths ⋅ 202616964 MLS

Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher block counters, a herringbone tile backsplash, stainless steel appliances, and striking navy cabinetry accented by brushed brass hardware. New laminate floors run through every room and bathrooms have been updated. The cozy layout spans 1,392 square feet, with a half bath on the first floor and three bedrooms and a full bath above. The unfinished walk-out basement adds approximately 360 square feet of flexible additional space, and is ready to be finished to your own specifications. Ideal as a home office, guest quarters, home gym, or creative studio. A brand new heating system completes a renovation that leaves little to do but move in. Philmont is a small Columbia County village with a growing creative community and a genuine historic fabric. Hawthorne Valley School and its beloved farm store are nearby, as is the High Falls Conservation Area, where trails wind through hemlock ravines to Columbia County's highest waterfall. Local 111 and other village favorites are close at hand for dining. Hudson's Warren Street galleries, restaurants, and Amtrak station are eighteen minutes away, Chatham is fifteen minutes, and New York City is two and a half hours by car. The farm stands, hiking trails, and country roads that define life in this part of the valley are all within easy reach.

152 Main Street

$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

$1,650,000

Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pondfront residence overlooks Maiden Lake in the highly sought-after Fern Hill community. Designed for refined living with privacy and effortless indoor-outdoor flow, the home is clad in warm natural cedar siding that blends seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, close to respected private schools, and offers easy access to the Taconic Parkway and Albany International Airport. The thoughtfully designed interior features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. High-quality natural materials and craftsmanship are showcased throughout, including white oak flooring, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer staircase with black steel detailing. Bedrooms feature maple flooring, while the loft or studio offers wide-board pine floors. The open main living area centers on a chef's kitchen with an oversized island and premium appliances by Bosch, Thermador, Fisher & Paykel, KitchenAid, and Zephyr. Bathrooms feature classic subway tile, marble countertops, and rain and hand-shower fixtures. Comfort and efficiency include Marvin triple-pane windows, automated skylights, radiant heated floors, heat pump heating and cooling, gas fireplace, whole-house generator, 400-amp service, updated systems, and ethernet throughout. A cherry-appointed laundry room and sun-filled mudroom add function and charm. The landscaped grounds include perennial gardens, bluestone walkways, raised beds, selective fencing, a charming barn with luxury sauna, wraparound Brazilian walnut deck, gazebo, additional pond-facing deck, and private dock. Nearby are Hudson cultural destinations.

3 Beds ⋅ 3 Baths ⋅ 202612013 MLS

Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pondfront residence overlooks Maiden Lake in the highly sought-after Fern Hill community. Designed for refined living with privacy and effortless indoor-outdoor flow, the home is clad in warm natural cedar siding that blends seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, close to respected private schools, and offers easy access to the Taconic Parkway and Albany International Airport. The thoughtfully designed interior features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. High-quality natural materials and craftsmanship are showcased throughout, including white oak flooring, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer staircase with black steel detailing. Bedrooms feature maple flooring, while the loft or studio offers wide-board pine floors. The open main living area centers on a chef's kitchen with an oversized island and premium appliances by Bosch, Thermador, Fisher & Paykel, KitchenAid, and Zephyr. Bathrooms feature classic subway tile, marble countertops, and rain and hand-shower fixtures. Comfort and efficiency include Marvin triple-pane windows, automated skylights, radiant heated floors, heat pump heating and cooling, gas fireplace, whole-house generator, 400-amp service, updated systems, and ethernet throughout. A cherry-appointed laundry room and sun-filled mudroom add function and charm. The landscaped grounds include perennial gardens, bluestone walkways, raised beds, selective fencing, a charming barn with luxury sauna, wraparound Brazilian walnut deck, gazebo, additional pond-facing deck, and private dock. Nearby are Hudson cultural destinations.

119 Fern Hill Road

$599,000

2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for both properties. Photos incl Ranch house and 2 apartments pre-occupancy. 48hour notice required to show. Buyer/Coop brokers must attend all appointments. Thank you for your interest. Tenants must approve and provide access.

9 Beds ⋅ 6 Baths ⋅ 202610680 MLS

2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for both properties. Photos incl Ranch house and 2 apartments pre-occupancy. 48hour notice required to show. Buyer/Coop brokers must attend all appointments. Thank you for your interest. Tenants must approve and provide access.

1121-1123 New York 295

$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