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$5,550,000

A once-in-a-generation Hudson River offering. Reached by a private pedestrian bridge, this extraordinary estate includes its own private island in the Hudson River, a setting so rare that few comparable properties exist anywhere in the Northeast. Just 70 miles from Manhattan, yet worlds away, the property offers a level of privacy, tranquility, and connection to nature that is increasingly impossible to find. Wake to the sound of the river, watch bald eagles soar overhead, entertain beneath spectacular sunsets, and experience the rare luxury of having an island that feels entirely your own. Mature trees, walking paths, waterfront seating areas, and panoramic river views create a setting that is both dramatic and remarkably peaceful. The beautifully restored main residence blends historic character with modern comfort, while guest accommodations provide flexibility for family and visitors. Every room is oriented toward the water, making the Hudson River the centerpiece of daily life. More than a home, this is a legacy property, a private retreat, gathering place, and sanctuary unlike anything else currently available in the Hudson Valley. For buyers who believe true luxury is privacy, rarity, and an irreplaceable setting, Rabbit Island stands alone.

4 Beds ⋅ 4 Baths ⋅ 978910 MLS

A once-in-a-generation Hudson River offering. Reached by a private pedestrian bridge, this extraordinary estate includes its own private island in the Hudson River, a setting so rare that few comparable properties exist anywhere in the Northeast. Just 70 miles from Manhattan, yet worlds away, the property offers a level of privacy, tranquility, and connection to nature that is increasingly impossible to find. Wake to the sound of the river, watch bald eagles soar overhead, entertain beneath spectacular sunsets, and experience the rare luxury of having an island that feels entirely your own. Mature trees, walking paths, waterfront seating areas, and panoramic river views create a setting that is both dramatic and remarkably peaceful. The beautifully restored main residence blends historic character with modern comfort, while guest accommodations provide flexibility for family and visitors. Every room is oriented toward the water, making the Hudson River the centerpiece of daily life. More than a home, this is a legacy property, a private retreat, gathering place, and sanctuary unlike anything else currently available in the Hudson Valley. For buyers who believe true luxury is privacy, rarity, and an irreplaceable setting, Rabbit Island stands alone.

Wappingers Falls

$799,000

91 CATIES WAY HOPEWELL JCT. NY IN THE TOWN OF EAST FISHKILL, OFFERS 4/5 BEDROOMS & 2 1/2 BATHROOMS ON 1.63 ACRES. 4 CAR GARAGE, MASTER SUITE ON FIRST LEVEL. MANY UPDATES TO THIS HOME.

4 Beds ⋅ 3 Baths ⋅ 990918 MLS

91 CATIES WAY HOPEWELL JCT. NY IN THE TOWN OF EAST FISHKILL, OFFERS 4/5 BEDROOMS & 2 1/2 BATHROOMS ON 1.63 ACRES. 4 CAR GARAGE, MASTER SUITE ON FIRST LEVEL. MANY UPDATES TO THIS HOME.

91 Caties Way, Hopewell Junction

$3,750,000

Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty—three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley. The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for modern living. A spacious chef’s kitchen anchors the home, flowing seamlessly into elegant dining and living rooms, a relaxed family room, and expansive outdoor entertaining spaces. Details such as a wood-burning fireplace, rich hardwood floors, bluestone terraces, and a gracious screened porch elevate the experience. An in-ground pool and tranquil wildlife pond complete the idyllic setting. A stately circular drive leads to the 1860s carriage house, offering a beautifully appointed two-bedroom guest residence. Further along, the 1929 Barn House provides yet another charming haven for hosting gatherings. Winding paths traverse a landscape of remarkable diversity—open meadows, mature woodlands, and picturesque waterways—while multiple elevated sites offer breathtaking panoramic views and future possibilities. Surrounded by over 1,000 acres of protected farmland along the Ten Mile River watershed, the estate ensures privacy without isolation. Just five minutes from Metro-North access in Dover Plains and Ten Mile River, Honey Lane Farm represents a rare convergence of history, scale, and enduring elegance.

7 Beds ⋅ 7 Baths ⋅ 990563 MLS

Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty—three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley. The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for modern living. A spacious chef’s kitchen anchors the home, flowing seamlessly into elegant dining and living rooms, a relaxed family room, and expansive outdoor entertaining spaces. Details such as a wood-burning fireplace, rich hardwood floors, bluestone terraces, and a gracious screened porch elevate the experience. An in-ground pool and tranquil wildlife pond complete the idyllic setting. A stately circular drive leads to the 1860s carriage house, offering a beautifully appointed two-bedroom guest residence. Further along, the 1929 Barn House provides yet another charming haven for hosting gatherings. Winding paths traverse a landscape of remarkable diversity—open meadows, mature woodlands, and picturesque waterways—while multiple elevated sites offer breathtaking panoramic views and future possibilities. Surrounded by over 1,000 acres of protected farmland along the Ten Mile River watershed, the estate ensures privacy without isolation. Just five minutes from Metro-North access in Dover Plains and Ten Mile River, Honey Lane Farm represents a rare convergence of history, scale, and enduring elegance.

151 Benson Hill Road, Dover Plains

$2,294,000

Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and multiple outdoor living spaces designed for both quiet enjoyment and memorable gatherings. The 4,900+ square foot main residence is rich in detail and thoughtful design. A gracious entry foyer welcomes you into formal living and dining rooms, while the expansive open-concept family room, with its inviting fireplace, creates a warm and natural gathering place. The gourmet kitchen, appointed with granite countertops and stainless-steel appliances, is both functional and refined. A charming breakfast nook overlooks a spacious deck and the beautifully landscaped pool complex, offering a serene backdrop for everyday living. The first-floor primary suite is a private sanctuary, with tray ceiling, custom closets, a spa-like bath with soaking tub and separate shower, and private access from the bedroom to the rear deck. A formal dining room with winscot, crown molding and hardwood floors, a well-placed laundry room, powder room, and secondary staircase leading to the heated three-car garage complete the main level. Upstairs, three generously sized bedrooms and three full baths are complemented by a comfortable sitting nook and a dedicated home office, perfectly suited for remote work or creative pursuits. The fully finished walk-out lower level expands the home’s versatility, offering a second full kitchen, fitness area, home theater with seating for nine, and a full bath, along with ample storage and dedicated mechanical spaces. The detached 36' x 32' heated garage offers exceptional flexibility, complete with a second-floor office and full bath, ideal for workspace, hobbies, or additional storage. Attached, the beautifully designed two-story guest house provides a fully self-sufficient living experience, featuring a private entrance, covered stone patio, full kitchen, living room with a striking stone fireplace, laundry, and two and a half baths. With its own garden and dedicated parking, this space presents an outstanding opportunity for extended living or supplemental income (Airbnb approval was never used, but can be renewed). Outdoors, the property truly shines. The backyard is a private oasis centered around a 38' x 30' heated in-ground pool, framed by custom stonework, walkways, and mature plantings. The pool house, both heated and air-conditioned, includes a changing room and a well-appointed bath. A striking covered cabana/gazebo features built-in seating and a full outdoor kitchen, complete with gas grill, refrigerator, microwave, and sink ... creating an effortless setting for summer entertaining. Additional features enhance both charm and functionality, including a small vegetable/herb garden, a gas fire pit, invisible fencing, and a custom-built kennel or chicken coop. A second gated driveway, discreetly positioned behind a stacked-stone retaining wall, provides convenient access for RV, boat, or guest parking. Extensive upgrades include 9-foot and vaulted ceilings, radiant floor heating on levels 1 and 2 (including the attached garage), Marvin Integrity windows, a high-efficiency Viessmann boiler, crown molding, LED recessed lighting, and spray foam insulation—ensuring comfort and energy efficiency year-round. Ideally located just minutes from the Taconic Parkway, Rhinebeck, and Red Hook, as well as area golf courses, wineries, spas, and fine dining, this one-of-a-kind property offers a seamless balance of seclusion and accessibility. Situated within the Red Hook Central School District.

4 Beds ⋅ 6 Baths ⋅ 988928 MLS

Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and multiple outdoor living spaces designed for both quiet enjoyment and memorable gatherings. The 4,900+ square foot main residence is rich in detail and thoughtful design. A gracious entry foyer welcomes you into formal living and dining rooms, while the expansive open-concept family room, with its inviting fireplace, creates a warm and natural gathering place. The gourmet kitchen, appointed with granite countertops and stainless-steel appliances, is both functional and refined. A charming breakfast nook overlooks a spacious deck and the beautifully landscaped pool complex, offering a serene backdrop for everyday living. The first-floor primary suite is a private sanctuary, with tray ceiling, custom closets, a spa-like bath with soaking tub and separate shower, and private access from the bedroom to the rear deck. A formal dining room with winscot, crown molding and hardwood floors, a well-placed laundry room, powder room, and secondary staircase leading to the heated three-car garage complete the main level. Upstairs, three generously sized bedrooms and three full baths are complemented by a comfortable sitting nook and a dedicated home office, perfectly suited for remote work or creative pursuits. The fully finished walk-out lower level expands the home’s versatility, offering a second full kitchen, fitness area, home theater with seating for nine, and a full bath, along with ample storage and dedicated mechanical spaces. The detached 36' x 32' heated garage offers exceptional flexibility, complete with a second-floor office and full bath, ideal for workspace, hobbies, or additional storage. Attached, the beautifully designed two-story guest house provides a fully self-sufficient living experience, featuring a private entrance, covered stone patio, full kitchen, living room with a striking stone fireplace, laundry, and two and a half baths. With its own garden and dedicated parking, this space presents an outstanding opportunity for extended living or supplemental income (Airbnb approval was never used, but can be renewed). Outdoors, the property truly shines. The backyard is a private oasis centered around a 38' x 30' heated in-ground pool, framed by custom stonework, walkways, and mature plantings. The pool house, both heated and air-conditioned, includes a changing room and a well-appointed bath. A striking covered cabana/gazebo features built-in seating and a full outdoor kitchen, complete with gas grill, refrigerator, microwave, and sink ... creating an effortless setting for summer entertaining. Additional features enhance both charm and functionality, including a small vegetable/herb garden, a gas fire pit, invisible fencing, and a custom-built kennel or chicken coop. A second gated driveway, discreetly positioned behind a stacked-stone retaining wall, provides convenient access for RV, boat, or guest parking. Extensive upgrades include 9-foot and vaulted ceilings, radiant floor heating on levels 1 and 2 (including the attached garage), Marvin Integrity windows, a high-efficiency Viessmann boiler, crown molding, LED recessed lighting, and spray foam insulation—ensuring comfort and energy efficiency year-round. Ideally located just minutes from the Taconic Parkway, Rhinebeck, and Red Hook, as well as area golf courses, wineries, spas, and fine dining, this one-of-a-kind property offers a seamless balance of seclusion and accessibility. Situated within the Red Hook Central School District.

163 Hapeman Hill Road, Red Hook

$394,000

Sweet and solid, one level Ranch home on a bucolic setting with rolling hills and farmland framing your homestead. Walk into your open living room with built ins and lovely bay window. Through to the dining room and eat in kitchen, perfect for hosting with ease. Sliders to the back covered porch off the dining room allows for al fresco living and enjoying your coffee while watching the sunrise. Laundry room off the kitchen for convenience. Back off the living room is your primary suite, room for all your furniture and has a massive ensuite bathroom with soaking tub and shower, skylights bathe the room in sunlight. Off the dining room is a large living room with room for all. Two guest bedrooms stretch off the living room. Full guest Bathroom with tub on this wing of the home. High efficiency Split Units keep the home cool and supplement heat. Outside there is a world of possibilities for the craftsman, car enthusiast, or artist or artisan for Studio space, with an oversized two car garage with lofted storage, heat and electric in here. Then enter the massive 1287 square foot Garage with space for all your needs, storage or uses. In there there is electric, heat, and water. Additional Shed outside for storage,. Yard is perfect for all your needs, and is already outfitted with an invisible fence for your Furry family members. In the heart of Pulvers Corner, 5 minutes to Pine Plains Village, 10 minutes to Stanfordville and Millerton this is a fabulous location.

3 Beds ⋅ 2 Baths ⋅ 988822 MLS

Sweet and solid, one level Ranch home on a bucolic setting with rolling hills and farmland framing your homestead. Walk into your open living room with built ins and lovely bay window. Through to the dining room and eat in kitchen, perfect for hosting with ease. Sliders to the back covered porch off the dining room allows for al fresco living and enjoying your coffee while watching the sunrise. Laundry room off the kitchen for convenience. Back off the living room is your primary suite, room for all your furniture and has a massive ensuite bathroom with soaking tub and shower, skylights bathe the room in sunlight. Off the dining room is a large living room with room for all. Two guest bedrooms stretch off the living room. Full guest Bathroom with tub on this wing of the home. High efficiency Split Units keep the home cool and supplement heat. Outside there is a world of possibilities for the craftsman, car enthusiast, or artist or artisan for Studio space, with an oversized two car garage with lofted storage, heat and electric in here. Then enter the massive 1287 square foot Garage with space for all your needs, storage or uses. In there there is electric, heat, and water. Additional Shed outside for storage,. Yard is perfect for all your needs, and is already outfitted with an invisible fence for your Furry family members. In the heart of Pulvers Corner, 5 minutes to Pine Plains Village, 10 minutes to Stanfordville and Millerton this is a fabulous location.

3838 Route 199, Pine Plains

$769,900

Welcome to 1141 Beekman Road! Brookside Circa 1804 Farmhouse Colonial Home Sited on 2.73 Private Parklike Acres. The Home was Fully Restored in 2016 with eco-friendly, money saving Geothermal Central Heat & Air, New Duct Work, Updated Electric, New Hot Water Heater, and Two Wood Pellet Burning Stoves. The house also has Two Additional Fireplaces. 5 bedrooms/office/den, 2 of which have walk-in closets. There is a New Eco-Friendly High Speed Electric Vehicle Charger installed and a Carriage House that was recently renovated to accommodate at least four cars. Several Additional Outbuildings include the Quaint Writing Cottage with it's own Patio Seating Area overlooking the Babbling Brook. Original details throughout the home include Wide Plank Floors, Wood Bannister, Beautiful Lighting fixtures and Moldings. Walk-Up Attic and large Basement, provide plenty of storage, in addition to a devoted storage area in a second attic. Local Custom Made Built-in Bookcases, Window Shutters, and Amish Swing with Frame enhance the properties enjoyment. The Kitchen Island, 1st Floor Vanity and Birdhouse (by the large exterior patio) were all Handmade by Robert Sherman out of Antique Barn Wood. While Enjoying your Visit to this Beautiful Home, Have the Privilege of viewing Paintings by the Owner's Grandfather, Bert Lahr, who Played the Lion in the Wizard of Oz.

5 Beds ⋅ 2 Baths ⋅ 988846 MLS

Welcome to 1141 Beekman Road! Brookside Circa 1804 Farmhouse Colonial Home Sited on 2.73 Private Parklike Acres. The Home was Fully Restored in 2016 with eco-friendly, money saving Geothermal Central Heat & Air, New Duct Work, Updated Electric, New Hot Water Heater, and Two Wood Pellet Burning Stoves. The house also has Two Additional Fireplaces. 5 bedrooms/office/den, 2 of which have walk-in closets. There is a New Eco-Friendly High Speed Electric Vehicle Charger installed and a Carriage House that was recently renovated to accommodate at least four cars. Several Additional Outbuildings include the Quaint Writing Cottage with it's own Patio Seating Area overlooking the Babbling Brook. Original details throughout the home include Wide Plank Floors, Wood Bannister, Beautiful Lighting fixtures and Moldings. Walk-Up Attic and large Basement, provide plenty of storage, in addition to a devoted storage area in a second attic. Local Custom Made Built-in Bookcases, Window Shutters, and Amish Swing with Frame enhance the properties enjoyment. The Kitchen Island, 1st Floor Vanity and Birdhouse (by the large exterior patio) were all Handmade by Robert Sherman out of Antique Barn Wood. While Enjoying your Visit to this Beautiful Home, Have the Privilege of viewing Paintings by the Owner's Grandfather, Bert Lahr, who Played the Lion in the Wizard of Oz.

1141 BEEKMAN Road, Hopewell Junction

$1,575,000

Experience this stunning sanctuary where rustic charm meets modern luxury on over 19 meticulously manicured acres of pure magic! This elevated 3-bedroom, 3-bath masterpiece captures your heart the moment you arrive, drawing you toward an expansive wood deck and a stunning screened-in gazebo with a built-in fire-pit - the ultimate "entertainment perch" for soaking in breathtaking, panoramic valley views. Inside, the home glows with natural light, featuring soaring vaulted ceilings, a gourmet chef’s kitchen with high-end appliances, and a primary suite that serves as a true retreat with its own stone fireplace and oversized closet. A newly reconfigured second bedroom with an adjacent study provides the perfect versatile workspace. The lower level adds even more flair with a sleek kitchenette, media room, a full bath and a new third bedroom. The equestrian facilities includes a 4-stall barn, arena, hay barn, and fabulous riding trails, catering to every horse lover's dream. 3-car heated garage and a powerful 45KW generator. This impeccably maintained estate isn't just a home, it is a move-in-ready lifestyle that is utterly magical. Minutes to the villages of Millerton and Pine Plains. 2 hours to NYC.

3 Beds ⋅ 3 Baths ⋅ 987176 MLS

Experience this stunning sanctuary where rustic charm meets modern luxury on over 19 meticulously manicured acres of pure magic! This elevated 3-bedroom, 3-bath masterpiece captures your heart the moment you arrive, drawing you toward an expansive wood deck and a stunning screened-in gazebo with a built-in fire-pit - the ultimate "entertainment perch" for soaking in breathtaking, panoramic valley views. Inside, the home glows with natural light, featuring soaring vaulted ceilings, a gourmet chef’s kitchen with high-end appliances, and a primary suite that serves as a true retreat with its own stone fireplace and oversized closet. A newly reconfigured second bedroom with an adjacent study provides the perfect versatile workspace. The lower level adds even more flair with a sleek kitchenette, media room, a full bath and a new third bedroom. The equestrian facilities includes a 4-stall barn, arena, hay barn, and fabulous riding trails, catering to every horse lover's dream. 3-car heated garage and a powerful 45KW generator. This impeccably maintained estate isn't just a home, it is a move-in-ready lifestyle that is utterly magical. Minutes to the villages of Millerton and Pine Plains. 2 hours to NYC.

617 BEAN RIVER Road, Pine Plains

$425,000

Bring new life to a home rich with character and history. Original details such as hardwood floors, stained glass and chandeliers reflect its timeless charm and craftsmanship while offering a strong foundation for renovation and customization. The layout includes large sized rooms and the convenience of first floor laundry, with the washer and dryer already in place. Set on a level, double lot, the property features a fenced backyard, long driveway and a detached two car garage, providing amble outdoor space and parking. The home is ideally located with easy access to transportation, shopping, dining, medical facilities and other local amenities. Please note that the photos were taken when the home was furnished. The property will require updates, mostly on the outside of the home and the garage, and may be best suited for a renovation/rehab loan or cash. Buyer will be responsible for obtaining a certificate of occupancy, agent has the list of requirements. Current condition of home is not reflected in these photos, photos are from a previous listing. Home is being sold AS IS.

3 Beds ⋅ 3 Baths ⋅ 964337 MLS

Bring new life to a home rich with character and history. Original details such as hardwood floors, stained glass and chandeliers reflect its timeless charm and craftsmanship while offering a strong foundation for renovation and customization. The layout includes large sized rooms and the convenience of first floor laundry, with the washer and dryer already in place. Set on a level, double lot, the property features a fenced backyard, long driveway and a detached two car garage, providing amble outdoor space and parking. The home is ideally located with easy access to transportation, shopping, dining, medical facilities and other local amenities. Please note that the photos were taken when the home was furnished. The property will require updates, mostly on the outside of the home and the garage, and may be best suited for a renovation/rehab loan or cash. Buyer will be responsible for obtaining a certificate of occupancy, agent has the list of requirements. Current condition of home is not reflected in these photos, photos are from a previous listing. Home is being sold AS IS.

105 Hooker Avenue, Poughkeepsie

$5,400,000

Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless craftsmanship with modern luxury, this hilltop retreat embodies refined living in a breathtaking natural setting. Inside, antique teak flooring flows throughout the home, adding warmth and character to every space. The open floor plan features a gracious living room that opens to a library with a fireplace and a full bath, creating an inviting centerpiece for both relaxation and entertaining. At the heart of the home, the eat-in kitchen is both functional and striking, featuring a scullery and a distinctive modern Rumson fireplace. The kitchen opens effortlessly onto a stone terrace and pergola, offering a breathtaking setting for alfresco dining while overlooking beautifully landscaped gardens that evolve with the changing seasons. Adjacent, the formal dining room provides a refined space for hosting memorable gatherings. The lower level includes three bedrooms and four full baths, along with a music salon featuring expansive glass doors that open to a stone terrace with breathtaking panoramic views. Additional amenities include a wet bar, laundry room, and wine cellar, offering both convenience and luxury. A detached two-car garage complements the home’s timeless architecture while adding everyday practicality. Experience the epitome of serenity, artistry, and mountain living in this extraordinary hilltop estate—where every sunset paints a masterpiece across the western sky.

3 Beds ⋅ 4 Baths ⋅ 956925 MLS

Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless craftsmanship with modern luxury, this hilltop retreat embodies refined living in a breathtaking natural setting. Inside, antique teak flooring flows throughout the home, adding warmth and character to every space. The open floor plan features a gracious living room that opens to a library with a fireplace and a full bath, creating an inviting centerpiece for both relaxation and entertaining. At the heart of the home, the eat-in kitchen is both functional and striking, featuring a scullery and a distinctive modern Rumson fireplace. The kitchen opens effortlessly onto a stone terrace and pergola, offering a breathtaking setting for alfresco dining while overlooking beautifully landscaped gardens that evolve with the changing seasons. Adjacent, the formal dining room provides a refined space for hosting memorable gatherings. The lower level includes three bedrooms and four full baths, along with a music salon featuring expansive glass doors that open to a stone terrace with breathtaking panoramic views. Additional amenities include a wet bar, laundry room, and wine cellar, offering both convenience and luxury. A detached two-car garage complements the home’s timeless architecture while adding everyday practicality. Experience the epitome of serenity, artistry, and mountain living in this extraordinary hilltop estate—where every sunset paints a masterpiece across the western sky.

1135 Duell Road, Stanfordville

$849,000

Circa 1739, this 4BR/2BA Greek Revival blends historic character with thoughtful modern updates on 2.49 private acres. Original details include wide plank floors, handcrafted woodwork, four fireplaces(two functioning)-ideal for those who appreciate timeless architecture. The spacious eat-in kitchen offers charm with everyday functionality. A first-floor bedroom and full bath provide flexible living options. Upstairs features a large primary bedroom with a fireplace, two additional bedrooms (one currently used as a dressing room), a full bath, and a bonus room ready for your vision. Full, unfinished basement and attic add to the possibilities of expansion of this well-kept home. Outdoor highlights include gardens, multiple decks and porches, a pool, and an open barn used as a carport. A former garage offers studio or workshop potential. Recent updates include kitchen tiles, a new roof, a septic system, a boiler, an oil tank, and a new pool liner. Home to generations of Dutchess County’s most notable residents, it’s ready for its next chapter. Whether you're seeking a statement residence, a weekend retreat, or a truly distinguished legacy property, this timeless home invites you to become part of its storied history.

4 Beds ⋅ 2 Baths ⋅ 980285 MLS

Circa 1739, this 4BR/2BA Greek Revival blends historic character with thoughtful modern updates on 2.49 private acres. Original details include wide plank floors, handcrafted woodwork, four fireplaces(two functioning)-ideal for those who appreciate timeless architecture. The spacious eat-in kitchen offers charm with everyday functionality. A first-floor bedroom and full bath provide flexible living options. Upstairs features a large primary bedroom with a fireplace, two additional bedrooms (one currently used as a dressing room), a full bath, and a bonus room ready for your vision. Full, unfinished basement and attic add to the possibilities of expansion of this well-kept home. Outdoor highlights include gardens, multiple decks and porches, a pool, and an open barn used as a carport. A former garage offers studio or workshop potential. Recent updates include kitchen tiles, a new roof, a septic system, a boiler, an oil tank, and a new pool liner. Home to generations of Dutchess County’s most notable residents, it’s ready for its next chapter. Whether you're seeking a statement residence, a weekend retreat, or a truly distinguished legacy property, this timeless home invites you to become part of its storied history.

9 Ireland Avenue, Wappingers Falls

$850,000

This extraordinary colonial is a rare Hudson Valley find, where over a century of craftsmanship forms the foundation for a lifestyle that has to be seen to be believed. This 4 bedroom, 3 bath home has bones that simply cannot be replicated, while an extensive list of upgrades throughout has transformed every inch of the property into something truly exceptional. Inside, original hardwood floors flow through light filled living spaces, a chef's kitchen, center island with cooktop, custom cabinetry, exposed brick, and a primary suite with soaking jetted tub, travertine tile, and frameless glass shower. Updates like radiant heat, tankless water heater, spray foam insulation, whole-house water filtration, and a whole-house generator transforms this piece of history into a modern marvel. Outside is a sanctuary with heated pool, fully equipped outdoor kitchen, gazebo, pool cabana lounge, fire pit, play structure, and a creek along the property edge. A two story 3 car garage with lower level pool bathroom and sauna as well as a gym area and an additional detached barn-style garage.

4 Beds ⋅ 3 Baths ⋅ 980223 MLS

This extraordinary colonial is a rare Hudson Valley find, where over a century of craftsmanship forms the foundation for a lifestyle that has to be seen to be believed. This 4 bedroom, 3 bath home has bones that simply cannot be replicated, while an extensive list of upgrades throughout has transformed every inch of the property into something truly exceptional. Inside, original hardwood floors flow through light filled living spaces, a chef's kitchen, center island with cooktop, custom cabinetry, exposed brick, and a primary suite with soaking jetted tub, travertine tile, and frameless glass shower. Updates like radiant heat, tankless water heater, spray foam insulation, whole-house water filtration, and a whole-house generator transforms this piece of history into a modern marvel. Outside is a sanctuary with heated pool, fully equipped outdoor kitchen, gazebo, pool cabana lounge, fire pit, play structure, and a creek along the property edge. A two story 3 car garage with lower level pool bathroom and sauna as well as a gym area and an additional detached barn-style garage.

23 S Creek Road, Staatsburg

$4,250,000

We welcome this 1834 restored farm into our Luxury Collection of Hudson Valley properties. This magnificent property makes the perfect country compound. Completely updated, restored and improved to also include a new addition on the main house. This 200 acre farm has all the privacy and beauty of a true country retreat. With such amenities as a converted dairy barn to an indoor tennis court overlooking a formal garden and continuing to a willow lined swimming pond. A guest house, just a stones throw away from the main house. To a beautiful high hilltop picnic meadow over looking the Catskills and Hudson Valley. Come see one of Dutchess County's gems with easy access to MIllbrook, Millerton, Pine Plains, and Sharon.,Level 2 Desc:OWNERS SUIT W/ BATH, BD2, BD3,InteriorFeatures:Electric Stove Connection,Walk-In Closets,Washer Connection,Electric Dryer Connection,French Doors,Heating:Zoned,Central Heat,FLOORING:Wood,Basement:Interior Access,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,OTHERROOMS:Foyer,Library/Study,Office/Computer Room,Workshop,Breakfast Nook,Formal Dining Room,Laundry/Util. Room,Other School:IMS, DUTCH. DAY,Below Grnd Sq Feet:600,Level 1 Desc:MUD, FOY, LIV FPL, DEN FPL,LARGE LIV ON TO PORCH, KITCH FPL,FOUNDATION:Brick,Stone,Concrete,ExteriorFeatures:Outside Lighting,Landscaped,Cooling:Attic Fan,ROOF:Wood Shingles,Asphalt Shingles,AboveGrade:5546 Additional Information: Amenities:Guest Quarters,

6 Beds ⋅ 5 Baths ⋅ 978953 MLS

We welcome this 1834 restored farm into our Luxury Collection of Hudson Valley properties. This magnificent property makes the perfect country compound. Completely updated, restored and improved to also include a new addition on the main house. This 200 acre farm has all the privacy and beauty of a true country retreat. With such amenities as a converted dairy barn to an indoor tennis court overlooking a formal garden and continuing to a willow lined swimming pond. A guest house, just a stones throw away from the main house. To a beautiful high hilltop picnic meadow over looking the Catskills and Hudson Valley. Come see one of Dutchess County's gems with easy access to MIllbrook, Millerton, Pine Plains, and Sharon.,Level 2 Desc:OWNERS SUIT W/ BATH, BD2, BD3,InteriorFeatures:Electric Stove Connection,Walk-In Closets,Washer Connection,Electric Dryer Connection,French Doors,Heating:Zoned,Central Heat,FLOORING:Wood,Basement:Interior Access,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,OTHERROOMS:Foyer,Library/Study,Office/Computer Room,Workshop,Breakfast Nook,Formal Dining Room,Laundry/Util. Room,Other School:IMS, DUTCH. DAY,Below Grnd Sq Feet:600,Level 1 Desc:MUD, FOY, LIV FPL, DEN FPL,LARGE LIV ON TO PORCH, KITCH FPL,FOUNDATION:Brick,Stone,Concrete,ExteriorFeatures:Outside Lighting,Landscaped,Cooling:Attic Fan,ROOF:Wood Shingles,Asphalt Shingles,AboveGrade:5546 Additional Information: Amenities:Guest Quarters,

468 TRIPP Road, Pine Plains

$1,450,150

Circa-1790 Hudson Valley Estate—Where History, Character, and Opportunity Come Together There are homes you admire…and then there are places that stay with you long after you’ve left. Nestled on nearly four picturesque acres in the heart of the Hudson Valley, this extraordinary estate offers a rare opportunity to become the next steward of a remarkable piece of local history. For more than two centuries, this exceptional homestead has preserved the craftsmanship, character, and timeless beauty that simply cannot be recreated today. As you arrive, the distinctive carriage garage crowned with its church-like steeple offers the first glimpse that this is no ordinary country estate. Mature trees, sweeping lawns, historic stonework, and an impressive collection of barns and outbuildings create a sense of privacy and space that feels far beyond its acreage. Inside, historic charm blends beautifully with modern comfort. Rich architectural details, generous living spaces, and thoughtful updates create a home equally suited for everyday living and unforgettable gatherings. Among its rarest features is a working Sedgwick hand-powered elevator, while the original bread oven serves as a lasting reminder of the property’s remarkable past. The sun-filled third level offers approximately 900 square feet of heated living space with abundant windows overlooking the grounds. Whether envisioned as an artist’s studio, writer’s retreat, music room, gallery, home office, fitness loft, wellness space, or private guest suite, this inspiring level offers endless possibilities. Adding to the estate’s remarkable versatility is a charming guest cottage along with an exceptional collection of historic barns, workshops, and garages. Automotive enthusiasts will appreciate approximately nine garage bays, including a garage equipped with an automotive lift—ideal for maintaining, displaying, or storing a prized collection. These versatile outbuildings also offer exceptional opportunities for artisans, hobbyists, collectors, equestrian enthusiasts, workshops, or creative spaces. A heated Swedish sauna provides the perfect place to relax and recharge. Steeped in the history of one of East Fishkill’s earliest homesteads, this estate offers a lifestyle that is increasingly difficult to find. While rich in historic character, the property is not historically designated, allowing future owners the flexibility to thoughtfully preserve, renovate, and personalize it. Whether your vision is a private country estate, a multigenerational family compound, an inspiring creative retreat, an equestrian property, a haven for the automotive collector, or boutique hospitality or wellness opportunities (subject to local approvals), this exceptional property offers the space, history, and versatility to bring that vision to life. Ideally located just minutes from the vibrant City of Beacon, enjoy acclaimed restaurants, boutique shopping, a thriving arts scene, and the renowned Dia Beacon museum. Nearby are wineries, hiking trails, and outstanding public and private golf courses. Convenient access to I-84, I-684, the Taconic State Parkway, and Metro-North’s express service to Grand Central Terminal makes commuting or weekend escapes from New York City remarkably convenient. Some homes are simply purchased. Rare estates are entrusted to their next steward. Welcome to the next chapter of this remarkable Hudson Valley legacy.

6 Beds ⋅ 4 Baths ⋅ 970405 MLS

Circa-1790 Hudson Valley Estate—Where History, Character, and Opportunity Come Together There are homes you admire…and then there are places that stay with you long after you’ve left. Nestled on nearly four picturesque acres in the heart of the Hudson Valley, this extraordinary estate offers a rare opportunity to become the next steward of a remarkable piece of local history. For more than two centuries, this exceptional homestead has preserved the craftsmanship, character, and timeless beauty that simply cannot be recreated today. As you arrive, the distinctive carriage garage crowned with its church-like steeple offers the first glimpse that this is no ordinary country estate. Mature trees, sweeping lawns, historic stonework, and an impressive collection of barns and outbuildings create a sense of privacy and space that feels far beyond its acreage. Inside, historic charm blends beautifully with modern comfort. Rich architectural details, generous living spaces, and thoughtful updates create a home equally suited for everyday living and unforgettable gatherings. Among its rarest features is a working Sedgwick hand-powered elevator, while the original bread oven serves as a lasting reminder of the property’s remarkable past. The sun-filled third level offers approximately 900 square feet of heated living space with abundant windows overlooking the grounds. Whether envisioned as an artist’s studio, writer’s retreat, music room, gallery, home office, fitness loft, wellness space, or private guest suite, this inspiring level offers endless possibilities. Adding to the estate’s remarkable versatility is a charming guest cottage along with an exceptional collection of historic barns, workshops, and garages. Automotive enthusiasts will appreciate approximately nine garage bays, including a garage equipped with an automotive lift—ideal for maintaining, displaying, or storing a prized collection. These versatile outbuildings also offer exceptional opportunities for artisans, hobbyists, collectors, equestrian enthusiasts, workshops, or creative spaces. A heated Swedish sauna provides the perfect place to relax and recharge. Steeped in the history of one of East Fishkill’s earliest homesteads, this estate offers a lifestyle that is increasingly difficult to find. While rich in historic character, the property is not historically designated, allowing future owners the flexibility to thoughtfully preserve, renovate, and personalize it. Whether your vision is a private country estate, a multigenerational family compound, an inspiring creative retreat, an equestrian property, a haven for the automotive collector, or boutique hospitality or wellness opportunities (subject to local approvals), this exceptional property offers the space, history, and versatility to bring that vision to life. Ideally located just minutes from the vibrant City of Beacon, enjoy acclaimed restaurants, boutique shopping, a thriving arts scene, and the renowned Dia Beacon museum. Nearby are wineries, hiking trails, and outstanding public and private golf courses. Convenient access to I-84, I-684, the Taconic State Parkway, and Metro-North’s express service to Grand Central Terminal makes commuting or weekend escapes from New York City remarkably convenient. Some homes are simply purchased. Rare estates are entrusted to their next steward. Welcome to the next chapter of this remarkable Hudson Valley legacy.

3 Route 216, Hopewell Junction

$1,695,000

Set in a beautiful rural landscape on 20.677 acres with seasonal views of Silver Lake, this inviting property captures the essence of Hudson Valley living—peaceful, scenic, and just a short drive to the Village of Rhinebeck. Built in 2007, the thoughtfully designed home offers over 4,000 square feet of comfortable living space with 4 bedrooms and 4.5 baths, complemented by a detached 8 car garage with studio space above. A covered porch welcomes you into the home’s entry, opening to a spacious living room that serves as the heart of the house. Here, soaring 18-foot ceilings, a dramatic two-story slate-surround fireplace with woodstove insert, and two French doors leading to a large wraparound deck create an ideal setting for both everyday living and entertaining. The chef’s kitchen provides a large center island, high end appliances, and looks out into the dining/living room. The first-floor primary suite provides a private retreat with two walk-in closets and a spa-like bath featuring a large walk-in shower and Jacuzzi tub. The main level also includes a den, half bath, laundry room, and accesses the attached 2-car garage. Upstairs are two additional bedrooms, a full bath, and a generous 12’ x 23’ bonus room well suited for a home office, studio, or media space. The finished basement further expands the living area with a family room, wine room, sauna, and full bath. A standout feature of the property is the impressive 1,728 square foot detached two-bay garage with capacity for 8 cars plus a carport, constructed in 2021. Ideal for car enthusiasts, collectors, or those seeking flexible workspace, one bay features two lifts and an exceptional 14’8” ceiling height. The entire structure is equipped with heat and AC, has a rear covered porch, expansive loft/attic storage, and its own Generac generator. Additional highlights include a fenced dog run, shed, whole-house Generac generator and rights to Silver Lake—making this a rare offering that blends comfort, privacy, and ideal location.

4 Beds ⋅ 5 Baths ⋅ 969504 MLS

Set in a beautiful rural landscape on 20.677 acres with seasonal views of Silver Lake, this inviting property captures the essence of Hudson Valley living—peaceful, scenic, and just a short drive to the Village of Rhinebeck. Built in 2007, the thoughtfully designed home offers over 4,000 square feet of comfortable living space with 4 bedrooms and 4.5 baths, complemented by a detached 8 car garage with studio space above. A covered porch welcomes you into the home’s entry, opening to a spacious living room that serves as the heart of the house. Here, soaring 18-foot ceilings, a dramatic two-story slate-surround fireplace with woodstove insert, and two French doors leading to a large wraparound deck create an ideal setting for both everyday living and entertaining. The chef’s kitchen provides a large center island, high end appliances, and looks out into the dining/living room. The first-floor primary suite provides a private retreat with two walk-in closets and a spa-like bath featuring a large walk-in shower and Jacuzzi tub. The main level also includes a den, half bath, laundry room, and accesses the attached 2-car garage. Upstairs are two additional bedrooms, a full bath, and a generous 12’ x 23’ bonus room well suited for a home office, studio, or media space. The finished basement further expands the living area with a family room, wine room, sauna, and full bath. A standout feature of the property is the impressive 1,728 square foot detached two-bay garage with capacity for 8 cars plus a carport, constructed in 2021. Ideal for car enthusiasts, collectors, or those seeking flexible workspace, one bay features two lifts and an exceptional 14’8” ceiling height. The entire structure is equipped with heat and AC, has a rear covered porch, expansive loft/attic storage, and its own Generac generator. Additional highlights include a fenced dog run, shed, whole-house Generac generator and rights to Silver Lake—making this a rare offering that blends comfort, privacy, and ideal location.

203 Silver Lake Road, Rhinebeck

$1,250,000

Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire property! Set on 0.21 acres just steps from Millbrook's boutiques, restaurants, galleries, and everyday conveniences, the property offers an increasingly rare combination of village living and income-producing potential. Originally built in 1910, the main residence was extensively renovated in 2002 with new windows, updated heating systems, a new oil tank, and two-zone central air conditioning, blending modern comfort with historic character. The guest apartment was constructedin 2018 and provides excellent flexibility for rental income, guests, or extended family. The private fenced backyard serves as a peaceful retreat, featuring two bluestone patios ideal for outdoor dining, entertaining, or relaxing. Ideally located near highly regarded public and private schools, summer camps, and premier sporting clubs, including the Millbrook Golf & Tennis Club, Tamarack Preserve, and Mashomack Preserve Club. The region is renowned for its equestrian lifestyle, with access to horse shows, fox hunting, riding trails, and top-tier equestrian facilities. Hiking, fly-fishing, polo, and skiing are all nearby. Millbrook's central location provides convenient access to Rhinebeck, Red Hook, Pine Plains, Millerton, Hudson, Litchfield County, and the Berkshires, home to Tanglewood and a wealth of cultural attractions. Just 1¾ hours from Manhattan by car or via Metro-North Railroad, this unique property offers the perfect blend of village convenience, country charm, and income-producing flexibility.

4 Beds ⋅ 3 Baths ⋅ 967644 MLS

Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire property! Set on 0.21 acres just steps from Millbrook's boutiques, restaurants, galleries, and everyday conveniences, the property offers an increasingly rare combination of village living and income-producing potential. Originally built in 1910, the main residence was extensively renovated in 2002 with new windows, updated heating systems, a new oil tank, and two-zone central air conditioning, blending modern comfort with historic character. The guest apartment was constructedin 2018 and provides excellent flexibility for rental income, guests, or extended family. The private fenced backyard serves as a peaceful retreat, featuring two bluestone patios ideal for outdoor dining, entertaining, or relaxing. Ideally located near highly regarded public and private schools, summer camps, and premier sporting clubs, including the Millbrook Golf & Tennis Club, Tamarack Preserve, and Mashomack Preserve Club. The region is renowned for its equestrian lifestyle, with access to horse shows, fox hunting, riding trails, and top-tier equestrian facilities. Hiking, fly-fishing, polo, and skiing are all nearby. Millbrook's central location provides convenient access to Rhinebeck, Red Hook, Pine Plains, Millerton, Hudson, Litchfield County, and the Berkshires, home to Tanglewood and a wealth of cultural attractions. Just 1¾ hours from Manhattan by car or via Metro-North Railroad, this unique property offers the perfect blend of village convenience, country charm, and income-producing flexibility.

3311 Franklin Avenue, Millbrook

$1,200,000

A truly unique opportunity to own two single-family homes—each from its own era, and both situated on one beautiful, four-acre lot in the Town of Clinton. The c. 1900 Colonial, though updated over the years, retains a number of its original details. Features include three bedrooms; three full baths; an open kitchen; a large family/bonus room with a cathedral ceiling; sliding glass door to a deck that overlooks a pond; a living room with a masonry hearth and wood stove; first-floor laundry; wood floors; first floor full bath; a primary bedroom/suite; a two car garage, shed, and fenced front yard; and a wonderful covered, farmhouse-style front porch. The second home, built in 1994, is a modern farmhouse complete with a gorgeous great room, soaring wood paneled ceilings, custom windows allowing an abundance of natural light, and custom built-ins that flank the fireplace appointed with decorative lighting. There's a chef's dream kitchen with two sub-zeros, a center island cooktop, double wall ovens, a wet bar/coffee bar, and direct access to the rear deck from the spacious dining area. The first floor also includes a guest bedroom and full bathroom with a soaking tub and walk-in shower. Off the great room is access to the attached two car garage as well as a large woodworking shop/studio. On the second floor, you'll find a substantial primary bedroom suite with custom built-ins, two sizable walk-in closets, and a large primary bathroom with a jetted tub and sizable walk-in shower. Custom windows and lighting give this room a beautiful ambiance. The partially finished basement has its own walk-out access, laundry room, recreational space, storage, and lower-level patio/porch overlooking both the original colonial and the pond with it's newly installed wooden bridge, allowing ease of access to the yard. Finally, there is a sizable barn located to the rear of the property, perfect for storage of all kinds and the potential to be converted to a studio space. Minutes from Rhinebeck, the TSP, Hyde Park, and so much more, this property is perfect for a primary residence/homestead, an income/investment opportunity, or a weekend retreat to the beautiful Hudson Valley.

5 Beds ⋅ 5 Baths ⋅ 962891 MLS

A truly unique opportunity to own two single-family homes—each from its own era, and both situated on one beautiful, four-acre lot in the Town of Clinton. The c. 1900 Colonial, though updated over the years, retains a number of its original details. Features include three bedrooms; three full baths; an open kitchen; a large family/bonus room with a cathedral ceiling; sliding glass door to a deck that overlooks a pond; a living room with a masonry hearth and wood stove; first-floor laundry; wood floors; first floor full bath; a primary bedroom/suite; a two car garage, shed, and fenced front yard; and a wonderful covered, farmhouse-style front porch. The second home, built in 1994, is a modern farmhouse complete with a gorgeous great room, soaring wood paneled ceilings, custom windows allowing an abundance of natural light, and custom built-ins that flank the fireplace appointed with decorative lighting. There's a chef's dream kitchen with two sub-zeros, a center island cooktop, double wall ovens, a wet bar/coffee bar, and direct access to the rear deck from the spacious dining area. The first floor also includes a guest bedroom and full bathroom with a soaking tub and walk-in shower. Off the great room is access to the attached two car garage as well as a large woodworking shop/studio. On the second floor, you'll find a substantial primary bedroom suite with custom built-ins, two sizable walk-in closets, and a large primary bathroom with a jetted tub and sizable walk-in shower. Custom windows and lighting give this room a beautiful ambiance. The partially finished basement has its own walk-out access, laundry room, recreational space, storage, and lower-level patio/porch overlooking both the original colonial and the pond with it's newly installed wooden bridge, allowing ease of access to the yard. Finally, there is a sizable barn located to the rear of the property, perfect for storage of all kinds and the potential to be converted to a studio space. Minutes from Rhinebeck, the TSP, Hyde Park, and so much more, this property is perfect for a primary residence/homestead, an income/investment opportunity, or a weekend retreat to the beautiful Hudson Valley.

912-918 Hollow Road, Clinton Corners

$7,500,000

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow, and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20' stone fireplace, sun-filled formal dining room with three exposures, huge Chef's kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and primary bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest bedroom. Second-floor primary guest room with soaking tub and deck with views. Two bedroom suites with en-suite bathrooms, charming bedroom and an office complete this floor. Lower level with a media room, half-bath, wine tasting room and wine cellar with adjoining prep kitchen. Laundry room, craft room and gym. Beautiful stone steps lead to a stunning pool & pool house with full kitchen & tennis court. Two building maintenance court contains a pumping system for irrigating the lawns and gardens.

6 Beds ⋅ 8 Baths ⋅ 961772 MLS

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open meadow, and serene pond. Spacious rooms perfect for entertaining include a great room with a soaring peaked ceiling and a 20' stone fireplace, sun-filled formal dining room with three exposures, huge Chef's kitchen with a massive stone fireplace and adjoining catering kitchen. Beautiful reclaimed chestnut floors, exquisite detailing and banks of windows and French doors. The paneled library, office and primary bedroom suite are located on the first floor in a private wing of the house. Billiard room, complete with mini-kitchen, full bath and adjoining guest bedroom. Second-floor primary guest room with soaking tub and deck with views. Two bedroom suites with en-suite bathrooms, charming bedroom and an office complete this floor. Lower level with a media room, half-bath, wine tasting room and wine cellar with adjoining prep kitchen. Laundry room, craft room and gym. Beautiful stone steps lead to a stunning pool & pool house with full kitchen & tennis court. Two building maintenance court contains a pumping system for irrigating the lawns and gardens.

Wassaic

$895,000

Perfectly situated at the end of a long driveway and enjoying complete privacy is this four bedroom Ranch on 8.94 +/- acres offering a picturesque setting and located only minutes to the Village of Millbrook. The lovely interior features an open floor plan with many fine details throughout such as Anderson windows, custom trim and hardwood floors. The spacious open country Kitchen is fully equipped, perfect for entertaining. There is a wonderful light-filled Living Room with cathedral ceiling and wood stove which leads to a deck in the rear. The well-appointed primary Bedroom Suite with full Bath offers an oversized walk-in shower and soaking tub. There are two additional Bedrooms served by one full Bath. It is presently being used as a mother/daughter with an expansive open floor plan to include a separate entrance, one bedroom and den. On the lower level, there is a fabulous Family Room and Game Room. There is an attached four-car garage with plenty of storage space throughout the basement. In addition, there is a detached expansive three bay Garage with workshop area, car lift and plenty of storage. This property offers a wonderful setting with mature trees, stone walls with pretty views of the property.

4 Beds ⋅ 4 Baths ⋅ 958442 MLS

Perfectly situated at the end of a long driveway and enjoying complete privacy is this four bedroom Ranch on 8.94 +/- acres offering a picturesque setting and located only minutes to the Village of Millbrook. The lovely interior features an open floor plan with many fine details throughout such as Anderson windows, custom trim and hardwood floors. The spacious open country Kitchen is fully equipped, perfect for entertaining. There is a wonderful light-filled Living Room with cathedral ceiling and wood stove which leads to a deck in the rear. The well-appointed primary Bedroom Suite with full Bath offers an oversized walk-in shower and soaking tub. There are two additional Bedrooms served by one full Bath. It is presently being used as a mother/daughter with an expansive open floor plan to include a separate entrance, one bedroom and den. On the lower level, there is a fabulous Family Room and Game Room. There is an attached four-car garage with plenty of storage space throughout the basement. In addition, there is a detached expansive three bay Garage with workshop area, car lift and plenty of storage. This property offers a wonderful setting with mature trees, stone walls with pretty views of the property.

35 Appaloosa Lane, Millbrook

$3,995,000

Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

10 Beds ⋅ 7 Baths ⋅ 953909 MLS

Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

1515-1517 Route 83, Pine Plains

$239,900

One Level Living! Great starter or down-sizer! 2 bedroom 1 bath in Fishkill! Large kitchen with eat in area, plenty of cabinet & counter space. Living room with hardwood flooring. Huge bonus room for office or playroom. Plenty of parking or storage in your 1 car detached garage. Close to I-84, Route 9, Metro North Trains & Shopping.

2 Beds ⋅ 1 Baths ⋅ 943212 MLS

One Level Living! Great starter or down-sizer! 2 bedroom 1 bath in Fishkill! Large kitchen with eat in area, plenty of cabinet & counter space. Living room with hardwood flooring. Huge bonus room for office or playroom. Plenty of parking or storage in your 1 car detached garage. Close to I-84, Route 9, Metro North Trains & Shopping.

162 Osborne Hill Road, Fishkill

$795,000

Prime Investment Opportunity! Commercial Space + Income-Producing Home on High-Traffic Route 9G ?? LOCATION, LOCATION, LOCATION! This is a rare chance to acquire a powerful asset combining immediate commercial income and a valuable residential rental unit, all situated directly on a major state route in a rapidly expanding area.

933168 MLS

Prime Investment Opportunity! Commercial Space + Income-Producing Home on High-Traffic Route 9G ?? LOCATION, LOCATION, LOCATION! This is a rare chance to acquire a powerful asset combining immediate commercial income and a valuable residential rental unit, all situated directly on a major state route in a rapidly expanding area.

426 Violet Avenue, Poughkeepsie

$2,475,000

At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a spring-fed pond, orchard, and private hiking trails. The architecture balances tradition and innovation, with a glass breezeway linking the historic structure to a stone and glass master wing—winner of multiple 2025 design awards. Large windows, wide doorways, and a barrier-free layout reflect both aesthetic and practical considerations for modern living and aging in place. Period details like exposed beams, wide-plank floors, and a kitchen fireplace ground the home in its heritage, while updates like solar panels and geothermal temperature control bring it into the future. The kitchen, framed by dark soapstone counters and classic cabinetry, opens to a large screened porch overlooking the backyard and pond. A brick fireplace and custom inset pantry bring both warmth and functionality. The home also includes a temperature-controlled 1,000-bottle wine cellar, ideal for collectors. A two-story barn/garage offers additional workspace or storage. Outdoors, Stone Church Creek winds through the property on its way to the iconic Dover Stone Church Preserve, which directly abuts the rear boundary. This 175-acre protected park features over three miles of well-maintained trails and one of Dutchess County’s most photographed natural features: a dramatic waterfall spilling through a cave carved into ancient stone. With the preserve quite literally at the edge of the property, the connection to nature is immediate and immersive—offering an unmatched sense of privacy and place. Whether as a weekend escape or a full-time homestead, 56 Northrup is a rare blend of design, sustainability, and pastoral beauty—anchored by smart systems, architectural pedigree, and extraordinary surroundings.

4 Beds ⋅ 5 Baths ⋅ 929427 MLS

At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a spring-fed pond, orchard, and private hiking trails. The architecture balances tradition and innovation, with a glass breezeway linking the historic structure to a stone and glass master wing—winner of multiple 2025 design awards. Large windows, wide doorways, and a barrier-free layout reflect both aesthetic and practical considerations for modern living and aging in place. Period details like exposed beams, wide-plank floors, and a kitchen fireplace ground the home in its heritage, while updates like solar panels and geothermal temperature control bring it into the future. The kitchen, framed by dark soapstone counters and classic cabinetry, opens to a large screened porch overlooking the backyard and pond. A brick fireplace and custom inset pantry bring both warmth and functionality. The home also includes a temperature-controlled 1,000-bottle wine cellar, ideal for collectors. A two-story barn/garage offers additional workspace or storage. Outdoors, Stone Church Creek winds through the property on its way to the iconic Dover Stone Church Preserve, which directly abuts the rear boundary. This 175-acre protected park features over three miles of well-maintained trails and one of Dutchess County’s most photographed natural features: a dramatic waterfall spilling through a cave carved into ancient stone. With the preserve quite literally at the edge of the property, the connection to nature is immediate and immersive—offering an unmatched sense of privacy and place. Whether as a weekend escape or a full-time homestead, 56 Northrup is a rare blend of design, sustainability, and pastoral beauty—anchored by smart systems, architectural pedigree, and extraordinary surroundings.

56 Northrup Road, Dover Plains

$399,000

Welcome home to this charming Cape style home at 106 Skidmore Rd, La Grangeville, NY 12540 on Spout Creek with the Arlington School District. This delightful residence boasts an expansive floor plan, offering over 1,900 square feet of versatile living space, perfectly designed for you to add your personal touches and truly make it your own. As you enter the main living level, the home offers a foyer, living room, dining room, galley kitchen, 2 full bathrooms, 1 bedroom, laundry/utility room, storage room, and mud room.  2nd living level offers 3 large bedrooms and an office/den. All is situated on almost an acre of land with a detached 2-car garage.  Location is everything, and this home is ideally situated just under five minutes from the Taconic State Parkway, providing easy access to nearby areas. The Metro North Railway is a mere 20 minutes away, making commuting a breeze. You'll find yourself conveniently close to the myriad of amenities that the picturesque Hudson Valley has to offer. Explore the charm of nearby towns, indulge in local dining experiences, and sample the delightful offerings from wineries, cafes, and farm-to-fork eateries. For those who love the outdoors, the region is abundant with recreational activities, including hiking, biking, walking trails, and water sports, ensuring that adventure is always just around the corner. Embrace the Hudson Valley lifestyle that so many have come to cherish and make this beautiful home your own. Whether you're looking for a place to call home or an investment opportunity, this home has endless possibilities. Come and discover the life that awaits you in this wonderful Hudson Valley!

4 Beds ⋅ 2 Baths ⋅ 917532 MLS

Welcome home to this charming Cape style home at 106 Skidmore Rd, La Grangeville, NY 12540 on Spout Creek with the Arlington School District. This delightful residence boasts an expansive floor plan, offering over 1,900 square feet of versatile living space, perfectly designed for you to add your personal touches and truly make it your own. As you enter the main living level, the home offers a foyer, living room, dining room, galley kitchen, 2 full bathrooms, 1 bedroom, laundry/utility room, storage room, and mud room.  2nd living level offers 3 large bedrooms and an office/den. All is situated on almost an acre of land with a detached 2-car garage.  Location is everything, and this home is ideally situated just under five minutes from the Taconic State Parkway, providing easy access to nearby areas. The Metro North Railway is a mere 20 minutes away, making commuting a breeze. You'll find yourself conveniently close to the myriad of amenities that the picturesque Hudson Valley has to offer. Explore the charm of nearby towns, indulge in local dining experiences, and sample the delightful offerings from wineries, cafes, and farm-to-fork eateries. For those who love the outdoors, the region is abundant with recreational activities, including hiking, biking, walking trails, and water sports, ensuring that adventure is always just around the corner. Embrace the Hudson Valley lifestyle that so many have come to cherish and make this beautiful home your own. Whether you're looking for a place to call home or an investment opportunity, this home has endless possibilities. Come and discover the life that awaits you in this wonderful Hudson Valley!

106 Skidmore Road, Lagrangeville

$449,900

A Rare Find! 24 hour notice, tenants, need confirmation. This large brick home needs work and is being sold "as-is"! Overlooking Wappingers Creek this wonderful brick cape has over 3100 sq ft of living space. Wonderful floor plan with large rooms, two kitchens, 2 living rooms one with fireplace, 3 baths plus family room. Possible accessory apartment, tax records include the apartment. Price reflects that it does need work, and is being sold "as-is". Cash preferred. Great find for the investor, handy homebuyer etc. Almost level, park-like property. Separate cabana (no pool includedJacuzzi does not stay ) detached garage. Upstairs is electric heat and no central air conditioning. The reminiscents of beautiful gardens surrounded by rhododendrons and some older perennials are peeping through the overgrowth. This home has so much potential, almost level property, High above the waterway with seasonal water views and the sound of the flowing creek from the deck! Private yet close to stores, restaurants, sports, hospitals, transportation, Walkway over the Hudson, etc! Great location near Vassar Rd and Rte 376. Large unfinished basement. Audio in use. Old Mill is a town road and the town plows. SQ ft, taxes, year built approximate.

4 Beds ⋅ 3 Baths ⋅ 904495 MLS

A Rare Find! 24 hour notice, tenants, need confirmation. This large brick home needs work and is being sold "as-is"! Overlooking Wappingers Creek this wonderful brick cape has over 3100 sq ft of living space. Wonderful floor plan with large rooms, two kitchens, 2 living rooms one with fireplace, 3 baths plus family room. Possible accessory apartment, tax records include the apartment. Price reflects that it does need work, and is being sold "as-is". Cash preferred. Great find for the investor, handy homebuyer etc. Almost level, park-like property. Separate cabana (no pool includedJacuzzi does not stay ) detached garage. Upstairs is electric heat and no central air conditioning. The reminiscents of beautiful gardens surrounded by rhododendrons and some older perennials are peeping through the overgrowth. This home has so much potential, almost level property, High above the waterway with seasonal water views and the sound of the flowing creek from the deck! Private yet close to stores, restaurants, sports, hospitals, transportation, Walkway over the Hudson, etc! Great location near Vassar Rd and Rte 376. Large unfinished basement. Audio in use. Old Mill is a town road and the town plows. SQ ft, taxes, year built approximate.

22 Old Mill Road, Poughkeepsie

$1,750,000

Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British and American flags, bearing witness to centuries of change. Set on approximately 18 serene acres with subdivision potential for three 3.5-acre lots, the estate includes a beautifully restored 6-bedroom, 4-bathroom residence. Carefully updated to preserve its character, the home features original wide-plank hardwood floors, massive Dutch doors with original hardware, six corner Rumford fireplaces, designer lighting, crown molding, and a fully renovated chef’s kitchen with an eat-in area. Enjoy formal and casual living spaces, including a dining room, living room, and family room. Modern upgrades include new central air, central vacuum, and oil heating with an above-ground tank. Additional amenities include a soaking tub, stall shower, and dedicated dressing area. Property taxes have been lowered for the 2025 tax season, offering immediate financial relief—and there is further potential for tax breaks should the new owner choose to start a small farm operation. Outdoors, unwind on the 50-foot veranda overlooking a tranquil pond and rolling pastures. A charming tiny house by a seasonal brook offers extra retreat space, while two large barns serve various purposes—one equipped with horse stalls and a commercial woodworking shop, the other perfect for additional stabling or storage. An outdoor cabana adds another space for relaxation or entertaining. This estate is being sold as-is by motivated sellers who have poured love and care into its restoration. Whether you're an equestrian, a history enthusiast, or a visionary investor, this property offers endless potential—from farming (which may bring additional tax benefits) to development or simply enjoying the luxury of rural elegance.

6 Beds ⋅ 4 Baths ⋅ 886347 MLS

Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British and American flags, bearing witness to centuries of change. Set on approximately 18 serene acres with subdivision potential for three 3.5-acre lots, the estate includes a beautifully restored 6-bedroom, 4-bathroom residence. Carefully updated to preserve its character, the home features original wide-plank hardwood floors, massive Dutch doors with original hardware, six corner Rumford fireplaces, designer lighting, crown molding, and a fully renovated chef’s kitchen with an eat-in area. Enjoy formal and casual living spaces, including a dining room, living room, and family room. Modern upgrades include new central air, central vacuum, and oil heating with an above-ground tank. Additional amenities include a soaking tub, stall shower, and dedicated dressing area. Property taxes have been lowered for the 2025 tax season, offering immediate financial relief—and there is further potential for tax breaks should the new owner choose to start a small farm operation. Outdoors, unwind on the 50-foot veranda overlooking a tranquil pond and rolling pastures. A charming tiny house by a seasonal brook offers extra retreat space, while two large barns serve various purposes—one equipped with horse stalls and a commercial woodworking shop, the other perfect for additional stabling or storage. An outdoor cabana adds another space for relaxation or entertaining. This estate is being sold as-is by motivated sellers who have poured love and care into its restoration. Whether you're an equestrian, a history enthusiast, or a visionary investor, this property offers endless potential—from farming (which may bring additional tax benefits) to development or simply enjoying the luxury of rural elegance.

11 Brown Road, Pleasant Valley

$799,500

A/O 7/31. This stunning 1900s Colonial-style farmhouse presents a rare opportunity to own a historic residence with incredible grounds and potential. Nestled on nearly a double city lot just steps from Main Street, this property offers expansive space for gardening, outdoor activities, or future development. Key Features: Historic Colonial architecture with timeless charm Nearly double-sized city lot with mature tiered gardens, shade trees, and lush landscaping. Spacious living room with fireplace, dining room, and galley-style kitchen Functional mudroom, laundry room, bonus office/playroom and den. Three bedrooms and two full bathsn Large outdoor areas including two yards, covered patio, tool shed, vegetable gardens, and curated mature plants. Bonus parking and exciting potential for an ADU above the garage Previously used as a 5-bedroom home, offering flexible living options—ideal space for working from home. Located within a short stroll to Beacon’s charming Main Street, enjoy fine dining, entertainment, and shopping just steps away. This property seamlessly combines historic character with modern comforts and offers a unique opportunity for expansion and personalization. Proof of funds required to view. Don’t miss the chance to make this extraordinary home your own!

3 Beds ⋅ 2 Baths ⋅ 862505 MLS

A/O 7/31. This stunning 1900s Colonial-style farmhouse presents a rare opportunity to own a historic residence with incredible grounds and potential. Nestled on nearly a double city lot just steps from Main Street, this property offers expansive space for gardening, outdoor activities, or future development. Key Features: Historic Colonial architecture with timeless charm Nearly double-sized city lot with mature tiered gardens, shade trees, and lush landscaping. Spacious living room with fireplace, dining room, and galley-style kitchen Functional mudroom, laundry room, bonus office/playroom and den. Three bedrooms and two full bathsn Large outdoor areas including two yards, covered patio, tool shed, vegetable gardens, and curated mature plants. Bonus parking and exciting potential for an ADU above the garage Previously used as a 5-bedroom home, offering flexible living options—ideal space for working from home. Located within a short stroll to Beacon’s charming Main Street, enjoy fine dining, entertainment, and shopping just steps away. This property seamlessly combines historic character with modern comforts and offers a unique opportunity for expansion and personalization. Proof of funds required to view. Don’t miss the chance to make this extraordinary home your own!

49 N Chestnut Street, Beacon

$1,500,000

You can feel you belong as you drive down the tree lined drive. On this farm you can create experiences that family friends and guests will cherish. This farm embodies peaceful luxury suitable for full time or holiday use. Explore the possibilities of developing a working farm with live stock or agriculture, venue use as well. The grounds include stamped plans the foundation is in for a 8,000 sq. ft. home with basement. Gunite pool under construction. The iconic main barn built in 1911 tastefully renovated on the main level designed with a two bed one bath living eating area. While maintaining the character of the upper level. Craftsmanship old and new is seen throughout. Additional one bed one bath apt with living kitchen area includes private patio. Large storage garage with private room with viewing window above. Additional storage area with adjoining laundry room as well. Stories to be told, adventures to be had ,this is your time come see & feel it for your self. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Detached, Renderings of plans for the home as well as additional structures design usage options have been included.

4 Beds ⋅ 7 Baths ⋅ H6322312 MLS

You can feel you belong as you drive down the tree lined drive. On this farm you can create experiences that family friends and guests will cherish. This farm embodies peaceful luxury suitable for full time or holiday use. Explore the possibilities of developing a working farm with live stock or agriculture, venue use as well. The grounds include stamped plans the foundation is in for a 8,000 sq. ft. home with basement. Gunite pool under construction. The iconic main barn built in 1911 tastefully renovated on the main level designed with a two bed one bath living eating area. While maintaining the character of the upper level. Craftsmanship old and new is seen throughout. Additional one bed one bath apt with living kitchen area includes private patio. Large storage garage with private room with viewing window above. Additional storage area with adjoining laundry room as well. Stories to be told, adventures to be had ,this is your time come see & feel it for your self. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Detached, Renderings of plans for the home as well as additional structures design usage options have been included.

55 Daley Road, Lagrangeville