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$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

$729,900

Discover Your Dream Cape-Style Home: A Serene Escape on 2.1 Acres Nestled in a tranquil setting, this stunning Cape-style home offers the perfect blend of comfort and luxury, with 2.1 acres of nature at your doorstep. Imagine sipping your morning coffee on the spacious front porch while listening to the gentle rustle of leaves around you. Step inside to an inviting and dramatic living room, where vaulted ceilings and a cozy fireplace with a wood stove insert create a warm ambiance. The rich hardwood floors lead you seamlessly into an elegant dining room, also featuring vaulted ceilings and an abundance of natural light, enhanced by gorgeous cherry floors. The heart of the home is a Cook's kitchen, equipped with double wall ovens, a cooktop, a wine cooler, and a center island with a breakfast bar--perfect for family gatherings or entertaining friends. A convenient laundry room on the main level adds to the home's functional design. Retreat to the primary bedroom, complete with a walk-in closet and a freshly remodeled primary bath that boasts a luxurious soaking tub and a spacious walk-in shower, while the first floor also features a stylish half bath for guests. Upstairs discover two large bedrooms and a versatile room ideal for a storage area, home office, or playroom, along with a second full bath for added convenience. Step outside to a huge rear deck that wraps around the side of the house, offering a perfect space for entertaining against a backdrop of serene, wooded views, ensuring maximum privacy. Additional amenities include a generator, a three-car detached garage, and central air conditioning for year-round comfort. The full basement provides ample storage space and a dedicated area for a home gym, complete with a rubber floor for your workouts. Don't miss the opportunity to make this remarkable property your forever home. Schedule a viewing today and experience the tranquility and elegance it has to offer!

3 Beds ⋅ 3 Baths ⋅ 202625294 MLS

Discover Your Dream Cape-Style Home: A Serene Escape on 2.1 Acres Nestled in a tranquil setting, this stunning Cape-style home offers the perfect blend of comfort and luxury, with 2.1 acres of nature at your doorstep. Imagine sipping your morning coffee on the spacious front porch while listening to the gentle rustle of leaves around you. Step inside to an inviting and dramatic living room, where vaulted ceilings and a cozy fireplace with a wood stove insert create a warm ambiance. The rich hardwood floors lead you seamlessly into an elegant dining room, also featuring vaulted ceilings and an abundance of natural light, enhanced by gorgeous cherry floors. The heart of the home is a Cook's kitchen, equipped with double wall ovens, a cooktop, a wine cooler, and a center island with a breakfast bar--perfect for family gatherings or entertaining friends. A convenient laundry room on the main level adds to the home's functional design. Retreat to the primary bedroom, complete with a walk-in closet and a freshly remodeled primary bath that boasts a luxurious soaking tub and a spacious walk-in shower, while the first floor also features a stylish half bath for guests. Upstairs discover two large bedrooms and a versatile room ideal for a storage area, home office, or playroom, along with a second full bath for added convenience. Step outside to a huge rear deck that wraps around the side of the house, offering a perfect space for entertaining against a backdrop of serene, wooded views, ensuring maximum privacy. Additional amenities include a generator, a three-car detached garage, and central air conditioning for year-round comfort. The full basement provides ample storage space and a dedicated area for a home gym, complete with a rubber floor for your workouts. Don't miss the opportunity to make this remarkable property your forever home. Schedule a viewing today and experience the tranquility and elegance it has to offer!

417 Overlook Drive

$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

$549,000

Blacksmith House was born ''The Town Ax'', a Ghent farmhouse rebuilt and renovated so its history comes with modern ease. Roughhewn beams from the original structure run through every room. A wood stove sits in the original stone hearth, anchoring the living room. The eat-in kitchen mixes knotty pine, granite, and stainless steel. The main floor bath keeps a clawfoot tub. Upstairs are two bedrooms, and a bath. The primary suite boasts its own private balcony. A skylit third floor flexes as guest space, studio, or office. Period antiques and primitive Americana throughout are available for purchase. Outside enjoy two-plus private, wooded acres from the vantage of a full-width front porch overlooking a grand stone staircase, wildflower plantings, and a four-person barrel sauna. Art Omi and Ten Barn Farm are minutes away. New York City is two and a half hours by car -- or take Amtrak to Hudson, a short drive from the door

2 Beds ⋅ 2 Baths ⋅ 202624945 MLS

Blacksmith House was born ''The Town Ax'', a Ghent farmhouse rebuilt and renovated so its history comes with modern ease. Roughhewn beams from the original structure run through every room. A wood stove sits in the original stone hearth, anchoring the living room. The eat-in kitchen mixes knotty pine, granite, and stainless steel. The main floor bath keeps a clawfoot tub. Upstairs are two bedrooms, and a bath. The primary suite boasts its own private balcony. A skylit third floor flexes as guest space, studio, or office. Period antiques and primitive Americana throughout are available for purchase. Outside enjoy two-plus private, wooded acres from the vantage of a full-width front porch overlooking a grand stone staircase, wildflower plantings, and a four-person barrel sauna. Art Omi and Ten Barn Farm are minutes away. New York City is two and a half hours by car -- or take Amtrak to Hudson, a short drive from the door

5 Link Road

$450,000

This property is full of potential. It offers 2 units with one bedroom each. The home is an old pole barn and comes with a ton of history and a unique layout. With an abundance of garage space and land, there are endless possibilities for workshops, vehicles or creative projects. The home does need a new roof - priced accordingly.

2 Beds ⋅ 3 Baths ⋅ 202624527 MLS

This property is full of potential. It offers 2 units with one bedroom each. The home is an old pole barn and comes with a ton of history and a unique layout. With an abundance of garage space and land, there are endless possibilities for workshops, vehicles or creative projects. The home does need a new roof - priced accordingly.

3648 Horseshoe Drive

$930,000

A rare opportunity to own 61.84 acres of farmland in historic Kinderhook, where the landscape and agricultural tradition have been intertwined for centuries. Ideally situated approximately 1.5 miles from the Martin Van Buren National Historic Site and less than five minutes from the Village of Kinderhook, this expansive tract offers the opportunity to become part of an enduring Hudson Valley farming legacy while envisioning its next chapter With frontage along both Mile Hill Road and Route 9H, the property offers exceptional accessibility and versatility across more than 61 acres of open country. An existing well utilized for irrigation and an on-site 100 SF storage garage add valuable infrastructure for continued use. Preserve and cultivate the land, or explore the possibilities to subdivide, creating a remarkable private country estate surrounded by the pastoral beauty for which Columbia County is known. Just minutes away, historic Kinderhook offers an impressive blend of art, culture, history, dining and village life, highlighted by The School: Jack Shainman Gallery, a major contemporary art destination, along with charming local shops and restaurants, and Samascott Orchards. Kinderhook's story has long been connected to the land. Its early settlers established farms throughout the area, creating an agricultural heritage that remains an integral part of the community's character today. Opportunities of this scale and character are increasingly difficult to replicate. Bring your vision to Kinderhook.

202623958 MLS

A rare opportunity to own 61.84 acres of farmland in historic Kinderhook, where the landscape and agricultural tradition have been intertwined for centuries. Ideally situated approximately 1.5 miles from the Martin Van Buren National Historic Site and less than five minutes from the Village of Kinderhook, this expansive tract offers the opportunity to become part of an enduring Hudson Valley farming legacy while envisioning its next chapter With frontage along both Mile Hill Road and Route 9H, the property offers exceptional accessibility and versatility across more than 61 acres of open country. An existing well utilized for irrigation and an on-site 100 SF storage garage add valuable infrastructure for continued use. Preserve and cultivate the land, or explore the possibilities to subdivide, creating a remarkable private country estate surrounded by the pastoral beauty for which Columbia County is known. Just minutes away, historic Kinderhook offers an impressive blend of art, culture, history, dining and village life, highlighted by The School: Jack Shainman Gallery, a major contemporary art destination, along with charming local shops and restaurants, and Samascott Orchards. Kinderhook's story has long been connected to the land. Its early settlers established farms throughout the area, creating an agricultural heritage that remains an integral part of the community's character today. Opportunities of this scale and character are increasingly difficult to replicate. Bring your vision to Kinderhook.

2620 New York 9H

$160,000

Seller financing is available! This picturesque property offers a beautiful creek, mature timber, abundant wildlife, and exceptional privacy, making it an ideal investment or private retreat. With versatile mixed-use zoning, the possibilities are wide open; build a cabin or future homesite, create your own hunting or recreational getaway, hold the property as a long-term land and timber investment, or bring a business, farm, or other creative vision to life. An up-to-date survey is available from the seller and will be provided to the buyer, offering valuable information for planning and evaluating the property. The property features a flowing creek highlighted in the newly updated photos, rolling natural terrain, plenty of room to explore or build, and rare development flexibility for a parcel of this size in New Lebanon. With attractive pricing and seller financing available, this is a great opportunity to secure your own Upstate getaway while investing in land with long-term potential. Schedule a private showing and come walk the creek before this opportunity is gone!

202623883 MLS

Seller financing is available! This picturesque property offers a beautiful creek, mature timber, abundant wildlife, and exceptional privacy, making it an ideal investment or private retreat. With versatile mixed-use zoning, the possibilities are wide open; build a cabin or future homesite, create your own hunting or recreational getaway, hold the property as a long-term land and timber investment, or bring a business, farm, or other creative vision to life. An up-to-date survey is available from the seller and will be provided to the buyer, offering valuable information for planning and evaluating the property. The property features a flowing creek highlighted in the newly updated photos, rolling natural terrain, plenty of room to explore or build, and rare development flexibility for a parcel of this size in New Lebanon. With attractive pricing and seller financing available, this is a great opportunity to secure your own Upstate getaway while investing in land with long-term potential. Schedule a private showing and come walk the creek before this opportunity is gone!

L9.111 US Route 20

$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

$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

$529,000

NEW PRICE!! Welcome to this pristine country chalet, perfectly situated on a quiet country road and offering the ideal blend of rustic charm and modern comfort. Whether you're searching for a full-time residence, weekend retreat, or investment property, this home checks every box. The spacious main level features a primary bedroom with an ensuite bath, along with a second bedroom and convenient half bath. Beautiful pine floors and tongue-and-groove knotty pine extend throughout the hallway, living room, kitchen, and dining area, creating a warm, inviting atmosphere. A soaring cathedral ceiling with dramatic trapezoid windows fills the home with natural light, while sliding glass doors open to a brand-new Trex wraparound deck overlooking a private wooded setting--perfect for relaxing on cool summer evenings. The upper-level loft offers a private balcony overlooking the main living area and includes a bedroom, full bath, and sitting area, making it ideal for guests or a peaceful retreat. The full basement features 10-foot ceilings, a patio door, and a separate exterior entrance, providing endless possibilities for storage, a workshop, recreation space, or future finishing. Oversized, heated garage makes a perfect spot for car enthusiasts or a place for all the toys. Recent improvements and features include a new UV water treatment system, splits system, Buderus boiler, radon mitigation system, and 200-amp electrical service. Perfect as a country vacation home, Airbnb, or year-round residence. Ideally located just minutes from the Taconic State Parkway, I-90, and the New York State Thruway, with easy access to the Berkshires, Hudson, and the charming Village of Chatham. Albany is less than 30 minutes away, offering the perfect balance of peaceful country living and convenient access to shopping, dining, arts, and entertainment.

3 Beds ⋅ 3 Baths ⋅ 202622940 MLS

NEW PRICE!! Welcome to this pristine country chalet, perfectly situated on a quiet country road and offering the ideal blend of rustic charm and modern comfort. Whether you're searching for a full-time residence, weekend retreat, or investment property, this home checks every box. The spacious main level features a primary bedroom with an ensuite bath, along with a second bedroom and convenient half bath. Beautiful pine floors and tongue-and-groove knotty pine extend throughout the hallway, living room, kitchen, and dining area, creating a warm, inviting atmosphere. A soaring cathedral ceiling with dramatic trapezoid windows fills the home with natural light, while sliding glass doors open to a brand-new Trex wraparound deck overlooking a private wooded setting--perfect for relaxing on cool summer evenings. The upper-level loft offers a private balcony overlooking the main living area and includes a bedroom, full bath, and sitting area, making it ideal for guests or a peaceful retreat. The full basement features 10-foot ceilings, a patio door, and a separate exterior entrance, providing endless possibilities for storage, a workshop, recreation space, or future finishing. Oversized, heated garage makes a perfect spot for car enthusiasts or a place for all the toys. Recent improvements and features include a new UV water treatment system, splits system, Buderus boiler, radon mitigation system, and 200-amp electrical service. Perfect as a country vacation home, Airbnb, or year-round residence. Ideally located just minutes from the Taconic State Parkway, I-90, and the New York State Thruway, with easy access to the Berkshires, Hudson, and the charming Village of Chatham. Albany is less than 30 minutes away, offering the perfect balance of peaceful country living and convenient access to shopping, dining, arts, and entertainment.

255 Old Gale Hill Road

$475,000

Back on the market buyers interest changed. Step back in time and discover the warmth of country living in this custom-built log home, perfectly situated on a sprawling, open lot. Located on a quiet country road where privacy abounds, this property is a rare find for those seeking peace without sacrificing convenience. **Interior Highlights:** Built in the 1980s and meticulously updated, the home welcomes you with soaring cathedral ceilings in the living room and beautiful tongue-and-groove pine throughout. Modern comforts blend seamlessly with rustic charm, featuring newer hardwood floors, updated windows, and a durable newer roof. The versatile layout includes: - **Main Level:** A primary bedroom, full bath, and a dedicated laundry room for easy one-floor living. - **Upper Level:** A second primary bedroom along with two additional bedrooms and another full bath. - **Lower Level:** A full, walk-out basement complete with its own bathroom--perfect for a workshop, gym, or recreation space. **Outdoor Living:** Relax and entertain on your choice of front or back decks, overlooking a serene landscape. Cozy up inside during cooler months with the charming gas wood stove. **Prime Location:** Enjoy the best of the region with close proximity to Hudson, Chatham, and the Berkshires. Commuting is a breeze with easy access to the TSP, I-90, and the NYS Thruway--all while being just 25 minutes from Albany. This home is truly move-in ready. Schedule your tour today to experience this private retreat for yourself!

4 Beds ⋅ 3 Baths ⋅ 202621757 MLS

Back on the market buyers interest changed. Step back in time and discover the warmth of country living in this custom-built log home, perfectly situated on a sprawling, open lot. Located on a quiet country road where privacy abounds, this property is a rare find for those seeking peace without sacrificing convenience. **Interior Highlights:** Built in the 1980s and meticulously updated, the home welcomes you with soaring cathedral ceilings in the living room and beautiful tongue-and-groove pine throughout. Modern comforts blend seamlessly with rustic charm, featuring newer hardwood floors, updated windows, and a durable newer roof. The versatile layout includes: - **Main Level:** A primary bedroom, full bath, and a dedicated laundry room for easy one-floor living. - **Upper Level:** A second primary bedroom along with two additional bedrooms and another full bath. - **Lower Level:** A full, walk-out basement complete with its own bathroom--perfect for a workshop, gym, or recreation space. **Outdoor Living:** Relax and entertain on your choice of front or back decks, overlooking a serene landscape. Cozy up inside during cooler months with the charming gas wood stove. **Prime Location:** Enjoy the best of the region with close proximity to Hudson, Chatham, and the Berkshires. Commuting is a breeze with easy access to the TSP, I-90, and the NYS Thruway--all while being just 25 minutes from Albany. This home is truly move-in ready. Schedule your tour today to experience this private retreat for yourself!

122 Adams Crossing Road

$85,000

If you're seeking privacy in the woods with stunning seasonal views, this property offers incredible potential. The proposed building site, sits halfway up the land and has already begun to be cleared, giving you a head start on creating your dream retreat. The beginnings of a roadway are in place, though a full driveway will need to be completed to access the site. With additional clearing, you can unlock breathtaking west-facing views--perfect for sunsets and long-range scenery. From this elevated vantage point, you'll enjoy complete seclusion, with no visible neighboring homes for miles. Ideally located just a short drive from the Berkshires, Albany, Chatham, and Hudson, this property combines peaceful rural living with convenient access to culture, dining, and outdoor recreation. An annual HOA fee of 850 covers road maintenance, snow plowing, and general upkeep. Bring your vision and transform this private woodland setting into something truly special.

202621732 MLS

If you're seeking privacy in the woods with stunning seasonal views, this property offers incredible potential. The proposed building site, sits halfway up the land and has already begun to be cleared, giving you a head start on creating your dream retreat. The beginnings of a roadway are in place, though a full driveway will need to be completed to access the site. With additional clearing, you can unlock breathtaking west-facing views--perfect for sunsets and long-range scenery. From this elevated vantage point, you'll enjoy complete seclusion, with no visible neighboring homes for miles. Ideally located just a short drive from the Berkshires, Albany, Chatham, and Hudson, this property combines peaceful rural living with convenient access to culture, dining, and outdoor recreation. An annual HOA fee of 850 covers road maintenance, snow plowing, and general upkeep. Bring your vision and transform this private woodland setting into something truly special.

189 Covenant Circle

$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

$245,000

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

3 Beds ⋅ 2 Baths ⋅ 202620740 MLS

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

295 Stone Mill Road

$279,900

Freshly painted and full of country charm, this inviting East Chatham home offers breathtaking long-range views, peaceful surroundings, and a quaint setting perfect for enjoying the beauty of Columbia County. Relax and take in the scenic countryside while still being conveniently located near shopping, dining, and everyday amenities. Enjoy easy access to outdoor recreation and local attractions, including Catamount Mountain Resort, The Fields Sculpture Park, Kaaterskill Falls, Hand Hollow State Forest, Ooms Conservation Area, and the charming villages of Chatham and Old Chatham. Conveniently located approximately 25 minutes to East Greenbush, 35 minutes to Troy, and 30 minutes to Albany, this property offers the perfect balance of rural tranquility and Capital Region accessibility. A wonderful opportunity to enjoy scenic country living with room to breathe!

3 Beds ⋅ 1 Baths ⋅ 202620053 MLS

Freshly painted and full of country charm, this inviting East Chatham home offers breathtaking long-range views, peaceful surroundings, and a quaint setting perfect for enjoying the beauty of Columbia County. Relax and take in the scenic countryside while still being conveniently located near shopping, dining, and everyday amenities. Enjoy easy access to outdoor recreation and local attractions, including Catamount Mountain Resort, The Fields Sculpture Park, Kaaterskill Falls, Hand Hollow State Forest, Ooms Conservation Area, and the charming villages of Chatham and Old Chatham. Conveniently located approximately 25 minutes to East Greenbush, 35 minutes to Troy, and 30 minutes to Albany, this property offers the perfect balance of rural tranquility and Capital Region accessibility. A wonderful opportunity to enjoy scenic country living with room to breathe!

43 Frisbee Street

$510,300

Buyers don't miss out on this one. If looking to build your dream home or a hunting enthusiast , you have found a private country property located near a quiet historic community . Just minutes to the N.Y.S Thruway & Taconic State Parkway and an easy drive to NYC or a short drive to the Berkshires for all seasonal activities. After storing the recreational vehicles, enjoy the wildlife along side a quiet stream. Both of these tax parcels 102689 47-1-8 ( 43.1 ) & 102689 47-1-9 ( 20 acres ) are to be sold together.

202620005 MLS

Buyers don't miss out on this one. If looking to build your dream home or a hunting enthusiast , you have found a private country property located near a quiet historic community . Just minutes to the N.Y.S Thruway & Taconic State Parkway and an easy drive to NYC or a short drive to the Berkshires for all seasonal activities. After storing the recreational vehicles, enjoy the wildlife along side a quiet stream. Both of these tax parcels 102689 47-1-8 ( 43.1 ) & 102689 47-1-9 ( 20 acres ) are to be sold together.

L8 Lower Cady Road

$225,000

Escape to your own private sanctuary in the heart of Columbia County's coveted Hudson Valley. This 6 acre wooded parcel on scenic Rockledge Road offers the perfect canvas for your dream retreat, with mature trees providing natural privacy and a peaceful, secluded setting that feels worlds away from the everyday. Ideally situated in the Town of Hillsdale -- one of the region's most sought-after destinations -- this lot benefits from road frontage along Rockledge Road with utilities available nearby, making the path to building straightforward. Whether you envision a weekend escape, a full-time residence, or a legacy property to hold for generations, the groundwork is here. Hillsdale's prime location puts you minutes from Catamount Mountain Resort, the boutique shops and acclaimed restaurants of the village, and the cultural draw of Great Barrington, MA and the broader Berkshires. NYC is approximately 2.5 hours away -- far enough to truly unwind, close enough to make it a regular escape. Wooded land like this in Columbia County is increasingly rare. Don't miss your opportunity to own a piece of one of New York's most beautiful and desirable corners.

202619584 MLS

Escape to your own private sanctuary in the heart of Columbia County's coveted Hudson Valley. This 6 acre wooded parcel on scenic Rockledge Road offers the perfect canvas for your dream retreat, with mature trees providing natural privacy and a peaceful, secluded setting that feels worlds away from the everyday. Ideally situated in the Town of Hillsdale -- one of the region's most sought-after destinations -- this lot benefits from road frontage along Rockledge Road with utilities available nearby, making the path to building straightforward. Whether you envision a weekend escape, a full-time residence, or a legacy property to hold for generations, the groundwork is here. Hillsdale's prime location puts you minutes from Catamount Mountain Resort, the boutique shops and acclaimed restaurants of the village, and the cultural draw of Great Barrington, MA and the broader Berkshires. NYC is approximately 2.5 hours away -- far enough to truly unwind, close enough to make it a regular escape. Wooded land like this in Columbia County is increasingly rare. Don't miss your opportunity to own a piece of one of New York's most beautiful and desirable corners.

L135.2 Rockledge Road

$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

$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

$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

$125,000

Wooded 4+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 4+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. If you are searching for a larger parcel this lot is also available with the adjacent 4 acres as a package. See MLS 202614251

202614258 MLS

Wooded 4+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 4+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. If you are searching for a larger parcel this lot is also available with the adjacent 4 acres as a package. See MLS 202614251

L34 County Route 27 Off

$125,000

Wooded 4+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 4+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. If you are searching for a larger parcel this lot is also available with the adjacent 4+ acres as a package See MLS 202614251

202614255 MLS

Wooded 4+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 4+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. If you are searching for a larger parcel this lot is also available with the adjacent 4+ acres as a package See MLS 202614251

L35 County Route 27

$250,000

Wooded 8+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 8+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. Property is two parcels 103200 186.-1-34 (4.4 acres) and 103200 186.-1-35 (4.4 acres) . Each lot is also available separately.

202614251 MLS

Wooded 8+ acre building lot in Copake NY. Build your dream home on this spacious, wooded, 8+ acre lot in scenic Copake. Conveniently located just minutes from Copake Lake, Ancram, the Taconic Parkway, and a variety of outdoor and recreational activities. Enjoy peaceful country living with easy access to shopping, dining, and local attractions. A perfect blend of seclusion and convenience. Property is two parcels 103200 186.-1-34 (4.4 acres) and 103200 186.-1-35 (4.4 acres) . Each lot is also available separately.

L34&35 County Route 27

$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

$290,000

Price has been dropped to a saleable price

3 Beds ⋅ 1 Baths ⋅ 202530043 MLS

Price has been dropped to a saleable price

4649 County Route 9