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

$449,000

Welcome to this charming colonial nestled in the heart of the Village of Kinderhook. Offering four bedrooms and two baths, this inviting home is ideally located just steps from the Albany-Hudson Electric Trail and surrounded by scenic open fields that provide peaceful, picturesque views. A covered front porch sets the tone, offering a warm and welcoming entry. Inside, thoughtful updates have created a light-filled, airy atmosphere throughout. The living room features a working wood-burning fireplace--perfect for cozy evenings--while an additional flexible space can easily serve as a home office, den, or playroom. A formal dining room and beautiful hardwood floors add timeless character. The first floor is completed by a bright kitchen, a convenient half bath, and an enclosed porch for added versatility. Upstairs, you'll find a spacious primary bedroom along with three additional bedrooms, all with wood floors, and a recently renovated full bath. Outside, the property continues to impress with nearly half an acre of space, a two-car garage, a quiet street setting, and an abundance of blackberry bushes lining the property. A full basement adds valuable storage. Enjoy the best of village living with a 15-20 minute walk past the Village Playground along Rothermel Lane to the Jack Shainman Gallery. Continue on to the village center for local shops, restaurants, and the seasonal farmers market. With Hudson and Albany both under a 30-minute drive, this location offers the perfect balance of charm, convenience, and accessibility. Bring your personal touch and make this delightful property your own!

4 Beds ⋅ 2 Baths ⋅ 202625643 MLS

Welcome to this charming colonial nestled in the heart of the Village of Kinderhook. Offering four bedrooms and two baths, this inviting home is ideally located just steps from the Albany-Hudson Electric Trail and surrounded by scenic open fields that provide peaceful, picturesque views. A covered front porch sets the tone, offering a warm and welcoming entry. Inside, thoughtful updates have created a light-filled, airy atmosphere throughout. The living room features a working wood-burning fireplace--perfect for cozy evenings--while an additional flexible space can easily serve as a home office, den, or playroom. A formal dining room and beautiful hardwood floors add timeless character. The first floor is completed by a bright kitchen, a convenient half bath, and an enclosed porch for added versatility. Upstairs, you'll find a spacious primary bedroom along with three additional bedrooms, all with wood floors, and a recently renovated full bath. Outside, the property continues to impress with nearly half an acre of space, a two-car garage, a quiet street setting, and an abundance of blackberry bushes lining the property. A full basement adds valuable storage. Enjoy the best of village living with a 15-20 minute walk past the Village Playground along Rothermel Lane to the Jack Shainman Gallery. Continue on to the village center for local shops, restaurants, and the seasonal farmers market. With Hudson and Albany both under a 30-minute drive, this location offers the perfect balance of charm, convenience, and accessibility. Bring your personal touch and make this delightful property your own!

23 Gaffney Lane

$680,000

There's a certain feeling you get the moment you arrive at Hudson Haven - a sense that life here moves with more ease, more intention, and a deeper connection to the beauty of Columbia County. Under 10 minutes from downtown Hudson, this home has been transformed into a retreat where modern comfort meets the charm of country living. The lower level has been completely reimagined into a warm, inviting space designed for unwinding and gathering. Natural light fills the spacious family room, highlighting a custom bar and open living area perfect for evenings with friends, weekend movies, or quiet mornings with coffee. This level also includes a guest suite, a windowed office nook, and a custom mudroom connected to the attached two-car garage; ideal for embracing Upstate living in every season. Renovations include spray-foam insulation, hydronic heating, upgraded electrical, and recessed lighting throughout. Upstairs, the home opens into a bright, airy living space with a modern kitchen, large dining area, and views of mature landscaping. Three bedrooms with fresh paint and built-out closets elevate daily living, reflecting a home cared for with intention. Outside, a new Trex deck overlooks the sparkling inground pool - a summer centerpiece framed by new pavers and a refinished pool deck. Whether floating under the sun, dining alfresco, or relaxing in the fenced yard, the backyard feels like a private resort. Living at Hudson Haven means being moments from Hudson's vibrant Warren Street, filled with boutique shops, farm-to-table restaurants, galleries, and cafés. You're also close to Ghent and Claverack, with easy access to farmers markets, scenic backroads, hiking trails, and the region's growing culinary and arts scene. With over 2,100 sq ft of finished, heated space and a backyard ready for any season, Hudson Haven is more than a home, it's a lifestyle shaped by comfort, ease, and the joy of having a place that feels entirely your own.

3 Beds ⋅ 3 Baths ⋅ 202625325 MLS

There's a certain feeling you get the moment you arrive at Hudson Haven - a sense that life here moves with more ease, more intention, and a deeper connection to the beauty of Columbia County. Under 10 minutes from downtown Hudson, this home has been transformed into a retreat where modern comfort meets the charm of country living. The lower level has been completely reimagined into a warm, inviting space designed for unwinding and gathering. Natural light fills the spacious family room, highlighting a custom bar and open living area perfect for evenings with friends, weekend movies, or quiet mornings with coffee. This level also includes a guest suite, a windowed office nook, and a custom mudroom connected to the attached two-car garage; ideal for embracing Upstate living in every season. Renovations include spray-foam insulation, hydronic heating, upgraded electrical, and recessed lighting throughout. Upstairs, the home opens into a bright, airy living space with a modern kitchen, large dining area, and views of mature landscaping. Three bedrooms with fresh paint and built-out closets elevate daily living, reflecting a home cared for with intention. Outside, a new Trex deck overlooks the sparkling inground pool - a summer centerpiece framed by new pavers and a refinished pool deck. Whether floating under the sun, dining alfresco, or relaxing in the fenced yard, the backyard feels like a private resort. Living at Hudson Haven means being moments from Hudson's vibrant Warren Street, filled with boutique shops, farm-to-table restaurants, galleries, and cafés. You're also close to Ghent and Claverack, with easy access to farmers markets, scenic backroads, hiking trails, and the region's growing culinary and arts scene. With over 2,100 sq ft of finished, heated space and a backyard ready for any season, Hudson Haven is more than a home, it's a lifestyle shaped by comfort, ease, and the joy of having a place that feels entirely your own.

212 Route 9h

$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

$529,900

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

3 Beds ⋅ 3 Baths ⋅ 202624505 MLS

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

6 Rod and Gun Club Road

$535,000

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

3 Beds ⋅ 2 Baths ⋅ 202624037 MLS

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

61 Payn Avenue

$353,400

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

3 Beds ⋅ 2 Baths ⋅ 202623873 MLS

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

1505 U.S. 20

$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

$849,000

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

4 Beds ⋅ 3 Baths ⋅ 202623151 MLS

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

19 Presidential Drive

$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

$895,000

Welcome to The Chancery Building, an 1885 Queen Anne Victorian rising three stories behind a corner turret with conical roof and finial, its cross-gabled roofline and projecting bays adding to the architectural presence. Just a few blocks from Warren Street on a peaceful tree-lined street in Hudson's historic district, the property is fully leased and currently home to six commercial tenants generating steady income. Originally constructed for residential living, the building has transitioned to mixed-use while retaining many of its original historic details. Three separate street-level entrances, parking for six cars, and a flexible layout make it equally suited to continued leasing, an owner-operator's business, a live/work arrangement, or a return to full residential use. It's as adaptable as it is architecturally distinct.

6 Beds ⋅ 2 Baths ⋅ 202622353 MLS

Welcome to The Chancery Building, an 1885 Queen Anne Victorian rising three stories behind a corner turret with conical roof and finial, its cross-gabled roofline and projecting bays adding to the architectural presence. Just a few blocks from Warren Street on a peaceful tree-lined street in Hudson's historic district, the property is fully leased and currently home to six commercial tenants generating steady income. Originally constructed for residential living, the building has transitioned to mixed-use while retaining many of its original historic details. Three separate street-level entrances, parking for six cars, and a flexible layout make it equally suited to continued leasing, an owner-operator's business, a live/work arrangement, or a return to full residential use. It's as adaptable as it is architecturally distinct.

437 E Allen Street

$450,000

Extensively renovated in 2024, this exceptional year-round Queechy Lake retreat offers a rare combination of lifestyle, privacy, and income potential with a very active summer and winter activities in the lake or on the ice! Spanning three finished levels, the property features a total of 5 bedrooms and 2 full bathrooms. Thoughtful renovations throughout deliver a truly move-in-ready home with modern updates, quality finishes, and brand-new furnishings included. Designed for flexibility, the home offers versatile multi-unit living with two kitchens and separate owner or guest access—ideal for rental income, multi-generational living, or use as a single five-bedroom residence. The first-floor unit includes two bedrooms, one full bath, and a fireplace, while the second and third floors comprise a spacious three-bedroom, one-bath unit. Enjoy deeded private beach and boat launch access for easy lake living, all in a high-demand, year-round location just minutes from Jiminy Peak. Ideally situated less than 15 minutes from Chatham and a short drive to Hudson, offering dining, shopping, Warren Street attractions, and Amtrak access to New York City.Approximately a 30-minute drive to Pittsfield, Lenox, Stockbridge, Tanglewood, and the Norman Rockwell Museum, with much more to explore in the area. Virtual tour available. An outstanding opportunity for full-time living, weekend retreats, or investment use.

5 Beds ⋅ 2 Baths ⋅ 202621961 MLS

Extensively renovated in 2024, this exceptional year-round Queechy Lake retreat offers a rare combination of lifestyle, privacy, and income potential with a very active summer and winter activities in the lake or on the ice! Spanning three finished levels, the property features a total of 5 bedrooms and 2 full bathrooms. Thoughtful renovations throughout deliver a truly move-in-ready home with modern updates, quality finishes, and brand-new furnishings included. Designed for flexibility, the home offers versatile multi-unit living with two kitchens and separate owner or guest access—ideal for rental income, multi-generational living, or use as a single five-bedroom residence. The first-floor unit includes two bedrooms, one full bath, and a fireplace, while the second and third floors comprise a spacious three-bedroom, one-bath unit. Enjoy deeded private beach and boat launch access for easy lake living, all in a high-demand, year-round location just minutes from Jiminy Peak. Ideally situated less than 15 minutes from Chatham and a short drive to Hudson, offering dining, shopping, Warren Street attractions, and Amtrak access to New York City.Approximately a 30-minute drive to Pittsfield, Lenox, Stockbridge, Tanglewood, and the Norman Rockwell Museum, with much more to explore in the area. Virtual tour available. An outstanding opportunity for full-time living, weekend retreats, or investment use.

105 McNamee 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

$515,000

Charming Village Living in the Heart of Kinderhook. Welcome home to a quaint, characer-filled property tucked on a quiet street just steps from the village square. Open-concept living and undeniable charm greet you the moment you walk through the front door - into a bright living room featuring a propane fireplace, skylights and a second-floor balcony overlook. Gleaming bamboo floors flow into the kitchen, where stone countertops, modern cabinetry and new stainless-steel appliances come together for a fresh, functional space. The secluded dining area opens seamlessly to a three-season room at the rear of the home - with registered architectural plans aleady in place (and transferable to the new owners) for a full family room addition on this footprint. The home offers three bedrooms: two on the main floor and a private master suite with en-suite bath upstairs. Both levels include full bathrooms with walk-in showers and jacuzzi tub. Upstairs, an open balcony area awaits your personal touch - ideal as a home office, reading nook or game room. Move-in ready and thoughtfully updated throughout, this home is within walking distance of Kinderhook's restaurants, village square, library, and bookstore - offering the charm of a historic village with all the conveniences of daily life. Whether as a full-time residence or a weekend retreat, this is village living at its best. Homes like this don't last - schedule your showing today.

3 Beds ⋅ 2 Baths ⋅ 202621723 MLS

Charming Village Living in the Heart of Kinderhook. Welcome home to a quaint, characer-filled property tucked on a quiet street just steps from the village square. Open-concept living and undeniable charm greet you the moment you walk through the front door - into a bright living room featuring a propane fireplace, skylights and a second-floor balcony overlook. Gleaming bamboo floors flow into the kitchen, where stone countertops, modern cabinetry and new stainless-steel appliances come together for a fresh, functional space. The secluded dining area opens seamlessly to a three-season room at the rear of the home - with registered architectural plans aleady in place (and transferable to the new owners) for a full family room addition on this footprint. The home offers three bedrooms: two on the main floor and a private master suite with en-suite bath upstairs. Both levels include full bathrooms with walk-in showers and jacuzzi tub. Upstairs, an open balcony area awaits your personal touch - ideal as a home office, reading nook or game room. Move-in ready and thoughtfully updated throughout, this home is within walking distance of Kinderhook's restaurants, village square, library, and bookstore - offering the charm of a historic village with all the conveniences of daily life. Whether as a full-time residence or a weekend retreat, this is village living at its best. Homes like this don't last - schedule your showing today.

43 William Street

$399,900

Welcome to this beautifully maintained move-in ready two family home offering comfort, style and functionality. Filled with natural light, this home features spacious living areas, updated finishes, and a warm, inviting atmosphere throughout. 2 bedrooms and 1.5 bathrooms in one unit and 2 bedrooms and 2 bathrooms in the other unit. Conveniently located near shopping, restaurants, schools and major highways. This home combines everyday convenience with comfortable living.

4 Beds ⋅ 4 Baths ⋅ 202621712 MLS

Welcome to this beautifully maintained move-in ready two family home offering comfort, style and functionality. Filled with natural light, this home features spacious living areas, updated finishes, and a warm, inviting atmosphere throughout. 2 bedrooms and 1.5 bathrooms in one unit and 2 bedrooms and 2 bathrooms in the other unit. Conveniently located near shopping, restaurants, schools and major highways. This home combines everyday convenience with comfortable living.

3204 Church Street

$525,000

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

3 Beds ⋅ 2 Baths ⋅ 202620781 MLS

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

1188 U.S. 20

$549,000

MLS Public Remarks: ''Our Little Oasis'' is how the owners describe this thoughtfully updated 1960s ranch in the heart of Hudson. Set back from Worth Avenue, the home offers a private backyard with subtle outdoor lighting, Catskill Mountain sunsets, and plenty of space for gardening and entertaining. Relax at the end of the day with a glass of wine in the hot tub and enjoy the peaceful surroundings. The interior features two bedrooms, a beautifully remodeled kitchen with granite countertops and new appliances, a renovated full bathroom with radiant heated flooring, refinished original hardwood floors, and a cozy wood-burning fireplace. The finished lower level offers flexible space for a home office, game room, guests, hobbies, or a potential third bedroom. EXTENSIVE RECENT IMPROVEMENTS INCLUDE: New roof; newly paved driveway; new stone retaining wall with staircase; new concrete front sidewalk and steps; new rear concrete patio; repointed chimney; new garage door; remodeled kitchen; renovated bathroom with radiant heated flooring; refinished hardwood floors; and a security system. Additional amenities include a three-season porch, hot tub, attached garage currently used as a workshop and storage area, natural gas, and public water and sewer. Located near the top of Warren Street, the home is within walking distance of Hudson's restaurants, galleries, shops, farmers markets, and cultural attractions. Approximately five minutes by car to the Hudson Amtrak station.

2 Beds ⋅ 1 Baths ⋅ 202620692 MLS

MLS Public Remarks: ''Our Little Oasis'' is how the owners describe this thoughtfully updated 1960s ranch in the heart of Hudson. Set back from Worth Avenue, the home offers a private backyard with subtle outdoor lighting, Catskill Mountain sunsets, and plenty of space for gardening and entertaining. Relax at the end of the day with a glass of wine in the hot tub and enjoy the peaceful surroundings. The interior features two bedrooms, a beautifully remodeled kitchen with granite countertops and new appliances, a renovated full bathroom with radiant heated flooring, refinished original hardwood floors, and a cozy wood-burning fireplace. The finished lower level offers flexible space for a home office, game room, guests, hobbies, or a potential third bedroom. EXTENSIVE RECENT IMPROVEMENTS INCLUDE: New roof; newly paved driveway; new stone retaining wall with staircase; new concrete front sidewalk and steps; new rear concrete patio; repointed chimney; new garage door; remodeled kitchen; renovated bathroom with radiant heated flooring; refinished hardwood floors; and a security system. Additional amenities include a three-season porch, hot tub, attached garage currently used as a workshop and storage area, natural gas, and public water and sewer. Located near the top of Warren Street, the home is within walking distance of Hudson's restaurants, galleries, shops, farmers markets, and cultural attractions. Approximately five minutes by car to the Hudson Amtrak station.

84 Worth Avenue

$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

$430,000

New price reduction! This charming Hudson Home featuring 3 bedrooms and 1 bath is full of timeless character and thoughtful updates. Its original craftsmanship, abundant natural light and ideal location, being just minutes from vibrant Warren Street with all that Hudson has to offer, is just waiting for you to move right in. Inside, you'll find beautiful original woodwork, hardwood floors, and classic windows that preserve the home's historic charm. Sunlight fills the living spaces throughout the day, creating a warm and inviting atmosphere. The living and dining rooms have been recently painted, and the exterior of the home has also been freshly painted for excellent curb appeal. Recent updates include new furnace and hot water heater, new front and back storm doors and finished basement space. Outdoor features include a welcoming covered front porch and a partially fenced backyard perfect for relaxing, gardening, or entertaining. Conveniently located just a 5-minute drive to the Hudson Amtrak Station, making travel to New York City and beyond easy and accessible. A wonderful opportunity to own a character-filled home in one of the Hudson Valley's most desirable communities. Call today for your private showing.

3 Beds ⋅ 1 Baths ⋅ 202617293 MLS

New price reduction! This charming Hudson Home featuring 3 bedrooms and 1 bath is full of timeless character and thoughtful updates. Its original craftsmanship, abundant natural light and ideal location, being just minutes from vibrant Warren Street with all that Hudson has to offer, is just waiting for you to move right in. Inside, you'll find beautiful original woodwork, hardwood floors, and classic windows that preserve the home's historic charm. Sunlight fills the living spaces throughout the day, creating a warm and inviting atmosphere. The living and dining rooms have been recently painted, and the exterior of the home has also been freshly painted for excellent curb appeal. Recent updates include new furnace and hot water heater, new front and back storm doors and finished basement space. Outdoor features include a welcoming covered front porch and a partially fenced backyard perfect for relaxing, gardening, or entertaining. Conveniently located just a 5-minute drive to the Hudson Amtrak Station, making travel to New York City and beyond easy and accessible. A wonderful opportunity to own a character-filled home in one of the Hudson Valley's most desirable communities. Call today for your private showing.

957 Columbia Street

$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

$599,000

A 1780 Colonial farmhouse in the heart of Columbia County! updated mechanicals, character and charm throughout, zoned mix use on an over 1 acre corner lot with a 20X12 and a 16X12 outbuildings ideal for an antique shop, art gallery or home business. Main house is 3 bedrooms, 2 full baths, updated kitchen, sun room, roof deck, patio, the landscaping is amazing with a little tlc after a harsh winter- koi pond, waterfall, gazebo. A must see charm and character throughout.

3 Beds ⋅ 2 Baths ⋅ 202613626 MLS

A 1780 Colonial farmhouse in the heart of Columbia County! updated mechanicals, character and charm throughout, zoned mix use on an over 1 acre corner lot with a 20X12 and a 16X12 outbuildings ideal for an antique shop, art gallery or home business. Main house is 3 bedrooms, 2 full baths, updated kitchen, sun room, roof deck, patio, the landscaping is amazing with a little tlc after a harsh winter- koi pond, waterfall, gazebo. A must see charm and character throughout.

46 State Route 23

$299,000

1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High visibility on main NY-MA artery. Fantastic location for studio or professional spaces incl massage, acupuncture, attorney, chiropractor, accountant. Centrally located Columbia/Albany/Berkshire counties. Fully rented: 1st flr tenant 1100 dollars/mth; 2nd flr tenant 1750 dollars/mth. 24-48hr notice required to show. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company.

2 Baths ⋅ 202613557 MLS

1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High visibility on main NY-MA artery. Fantastic location for studio or professional spaces incl massage, acupuncture, attorney, chiropractor, accountant. Centrally located Columbia/Albany/Berkshire counties. Fully rented: 1st flr tenant 1100 dollars/mth; 2nd flr tenant 1750 dollars/mth. 24-48hr notice required to show. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company.

1135 NY-295

$299,000

1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High visibility on main NY-MA artery. Fantastic location for studio or professional spaces incl massage, acupuncture, attorney, chiropractor, accountant. Centrally located Columbia/Albany/Berkshire counties. Fully rented: 1st flr tenant 1100 dollars/mth; 2nd flr tenant 1750 dollars/mth. 24-48hr notice required to show. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company.

3 Beds ⋅ 2 Baths ⋅ 202613554 MLS

1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High visibility on main NY-MA artery. Fantastic location for studio or professional spaces incl massage, acupuncture, attorney, chiropractor, accountant. Centrally located Columbia/Albany/Berkshire counties. Fully rented: 1st flr tenant 1100 dollars/mth; 2nd flr tenant 1750 dollars/mth. 24-48hr notice required to show. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company.

1135 New York 295

$440,000

142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 3 (Townhouse Style): Spanning first & second floors with private basement space and in-unit washer/dryer Approx. 900 sq ft. Unit 4 (2nd Floor Rear): 1 Bedroom, 1 Bath Approx. 500 sq ft. All units are currently leased, offering immediate income from day one. The mix of two-bedroom layouts and an efficient one-bedroom unit provides strong tenant appeal. Unit 3's multi-level design and private basement area add flexibility and value. Conveniently located near local shops, dining, and village amenities with easy access to major routes including the TSP. 15 minutes to Amtrak. A solid addition to any investment portfolio with established rental history and upside potential.

8 Beds ⋅ 4 Baths ⋅ 202612282 MLS

142 Main Street, Philmont, NY 12565 Fully Rented 4-Unit Investment Opportunity Turn-key multi-family property in the heart of Philmont featuring four fully rented units with strong rental income and diverse layouts. Ideal for investors seeking immediate cash flow in a centrally located village setting. This building offers: Unit 1 (1st Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 2 (2nd Floor): 2 Bedrooms, 1 Bath Approx. 800 sq ft. Unit 3 (Townhouse Style): Spanning first & second floors with private basement space and in-unit washer/dryer Approx. 900 sq ft. Unit 4 (2nd Floor Rear): 1 Bedroom, 1 Bath Approx. 500 sq ft. All units are currently leased, offering immediate income from day one. The mix of two-bedroom layouts and an efficient one-bedroom unit provides strong tenant appeal. Unit 3's multi-level design and private basement area add flexibility and value. Conveniently located near local shops, dining, and village amenities with easy access to major routes including the TSP. 15 minutes to Amtrak. A solid addition to any investment portfolio with established rental history and upside potential.

142 Main Street

$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

$3,595,000

A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, a fully equipped eat-in kitchen, and a gracious formal dining room—an exceptional blend of timeless architecture and modern luxury. The grounds are equally compelling, featuring a spacious in-ground pool, a tranquil pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, amenities rival those of a private resort, with a full gym, game and entertainment room, home theater, and a refined library creating an environment of comfort, recreation, and retreat. A finished attic and an impressive 4,500-square-foot barn with foosball and ping pong provide additional flexible space for leisure and gathering. Fiber-optic internet and a full-house generator ensure seamless modern living, while the estate's thoughtful infrastructure and meticulous maintenance support effortless year-round ownership. Bellavista stands as a premier private estate, offering a rare combination of total privacy, exceptional amenities, and enduring quality. Just minutes from Chatham, Hudson, and Kinderhook—and a short drive to Lenox, Stockbridge, and Great Barrington—the property is surrounded by acclaimed farm-to-table dining, art galleries, organic markets, and the historic Crandell Theater. Easily accessible via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, and Albany International Airport, Bellavista is as convenient as it is extraordinary.

6 Beds ⋅ 5 Baths ⋅ 202528709 MLS

A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, a fully equipped eat-in kitchen, and a gracious formal dining room—an exceptional blend of timeless architecture and modern luxury. The grounds are equally compelling, featuring a spacious in-ground pool, a tranquil pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, amenities rival those of a private resort, with a full gym, game and entertainment room, home theater, and a refined library creating an environment of comfort, recreation, and retreat. A finished attic and an impressive 4,500-square-foot barn with foosball and ping pong provide additional flexible space for leisure and gathering. Fiber-optic internet and a full-house generator ensure seamless modern living, while the estate's thoughtful infrastructure and meticulous maintenance support effortless year-round ownership. Bellavista stands as a premier private estate, offering a rare combination of total privacy, exceptional amenities, and enduring quality. Just minutes from Chatham, Hudson, and Kinderhook—and a short drive to Lenox, Stockbridge, and Great Barrington—the property is surrounded by acclaimed farm-to-table dining, art galleries, organic markets, and the historic Crandell Theater. Easily accessible via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, and Albany International Airport, Bellavista is as convenient as it is extraordinary.

147 Rock City Road