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$5,750,000

In a premier location on a quiet road in Millbrook Hunt country, this unique property of 100 acres offers a picturesque setting of open fields, ponds, stonewalls, mature trees and beautiful views of the surrounding countryside as nature entertains one daily with abundant wildlife. Proudly maintained, protected and in conservation, Shooter’s Hill is an exceptional offering and an unparalleled opportunity to own and enjoy the tranquility of this magical sanctuary, yet only minutes from Millbrook Village, clubs, schools and other amenities. Nestled on a hillside, this four bedroom, three bath home overlooks expansive lawns, farm fields, three masterly designed stepping ponds, and protected woodlands laced with extensive trails to include those of the Millbrook Hunt. Completing the homestead is a two story barn with an artist studio and a two-room office building with a three-car garage. Contiguous to Bontecou Wildlife Conservation Preserve of 1258 acres. *Some photos AI edited

4 Beds ⋅ 3 Baths ⋅ 1048609 MLS

In a premier location on a quiet road in Millbrook Hunt country, this unique property of 100 acres offers a picturesque setting of open fields, ponds, stonewalls, mature trees and beautiful views of the surrounding countryside as nature entertains one daily with abundant wildlife. Proudly maintained, protected and in conservation, Shooter’s Hill is an exceptional offering and an unparalleled opportunity to own and enjoy the tranquility of this magical sanctuary, yet only minutes from Millbrook Village, clubs, schools and other amenities. Nestled on a hillside, this four bedroom, three bath home overlooks expansive lawns, farm fields, three masterly designed stepping ponds, and protected woodlands laced with extensive trails to include those of the Millbrook Hunt. Completing the homestead is a two story barn with an artist studio and a two-room office building with a three-car garage. Contiguous to Bontecou Wildlife Conservation Preserve of 1258 acres. *Some photos AI edited

81-85 Fraleigh Hill Road, Millbrook

$635,000

Just minutes from the village of Millbrook, this beautifully renovated three-bedroom, two-bathroom split-level residence offers an exceptional combination of sophisticated design, turnkey living, and resort-like amenities - an extraordinary offering at $635,000. Every detail has been carefully considered, creating interiors that feel polished and elevated without sacrificing comfort. Beyond the main living spaces, the property offers a dedicated home office and gym, providing flexibility for both work and wellness. Thoughtfully renovated from top to bottom, the home pairs custom cabinetry, high-end appliances, and upgraded systems with a warm, highly livable aesthetic. There are three zones of baseboard heat with Bosch air conditioning, a Navien high efficiency gas boiler with instant hot water. Set on 1.46 beautifully landscaped acres, the grounds are designed for effortless enjoyment, with a 16' x 32' in-ground pool creating a private summer retreat. A large three-car garage and workshop provide exceptional storage and utility, offering ample room for vehicles, equipment, hobbies, and projects. With its proximity to Millbrook, sophisticated renovation, exceptional outdoor spaces, and amenities, this is a rare opportunity to own a stylish and completely turnkey Hudson Valley home at an accessible price point. A private country setting with the best of village life just minutes away.

3 Beds ⋅ 2 Baths ⋅ 1049115 MLS

Just minutes from the village of Millbrook, this beautifully renovated three-bedroom, two-bathroom split-level residence offers an exceptional combination of sophisticated design, turnkey living, and resort-like amenities - an extraordinary offering at $635,000. Every detail has been carefully considered, creating interiors that feel polished and elevated without sacrificing comfort. Beyond the main living spaces, the property offers a dedicated home office and gym, providing flexibility for both work and wellness. Thoughtfully renovated from top to bottom, the home pairs custom cabinetry, high-end appliances, and upgraded systems with a warm, highly livable aesthetic. There are three zones of baseboard heat with Bosch air conditioning, a Navien high efficiency gas boiler with instant hot water. Set on 1.46 beautifully landscaped acres, the grounds are designed for effortless enjoyment, with a 16' x 32' in-ground pool creating a private summer retreat. A large three-car garage and workshop provide exceptional storage and utility, offering ample room for vehicles, equipment, hobbies, and projects. With its proximity to Millbrook, sophisticated renovation, exceptional outdoor spaces, and amenities, this is a rare opportunity to own a stylish and completely turnkey Hudson Valley home at an accessible price point. A private country setting with the best of village life just minutes away.

163 Horseshoe Road, Millbrook

$16,750,000

Robinwood is one of Millbrook’s distinguished country estates, where timeless architecture, exceptional craftsmanship, and breathtaking natural beauty come together across 90+ magnificent acres. Built in 1935, the estate has been entrusted to just two families. The first created and preserved its historic grandeur and the second lovingly and meticulously restored it with an exquisite eye to every detail. The result is a home of remarkable character that honors its heritage while offering every convenience. Robinwood is a profoundly private world all its own while also just minutes from the village. Spacious, light-filled rooms harmoniously flow one to the next. French doors throughout the main level offer a seamless connection between the elegant interiors and the landscape. A gracious gallery hall extends from the front entrance through the heart of the home. Every element has been thoughtfully considered, including brass radiator fittings, an exquisitely carved library mantel, and finely crafted millwork throughout the home. Designed for both grand entertaining and comfortable daily living, the residence offers formal living and dining rooms, a richly wood-paneled music room, and a soaring sunroom with three walls of windows. The gracious eat-in kitchen with its adjoining butler’s pantry is as functional as it is beautiful. The main residence offers five generously proportioned en suite bedrooms, including a magnificent primary suite with a private sitting room, dressing room, and fireplace. Robinwood is designed as a true compound. Two separate guest houses, each with a full kitchen and bath, provide exceptional accommodations for guests or staff. A private office suite with its own kitchen and bath, additional guest accommodations, and a spacious game room further enhance the estate’s versatility for entertaining, multigenerational living, or working from home. The magnificent grounds are as thoughtfully composed as the residence itself. A wraparound bluestone terrace captures sweeping Catskill views, while the pool house opens fully on one side, creating an effortless indoor-outdoor entertaining experience. Beautifully curated gardens, rolling lawns, multiple barns and outbuildings, an outdoor riding ring, and a three-stall stable with tack room complete an exceptional country property equally suited for equestrian pursuits, recreation, or quiet retreat. Robinwood is a rare legacy estate whose beauty, craftsmanship, and extraordinary setting will endure for generations to come.

5 Beds ⋅ 6 Baths ⋅ 1023552 MLS

Robinwood is one of Millbrook’s distinguished country estates, where timeless architecture, exceptional craftsmanship, and breathtaking natural beauty come together across 90+ magnificent acres. Built in 1935, the estate has been entrusted to just two families. The first created and preserved its historic grandeur and the second lovingly and meticulously restored it with an exquisite eye to every detail. The result is a home of remarkable character that honors its heritage while offering every convenience. Robinwood is a profoundly private world all its own while also just minutes from the village. Spacious, light-filled rooms harmoniously flow one to the next. French doors throughout the main level offer a seamless connection between the elegant interiors and the landscape. A gracious gallery hall extends from the front entrance through the heart of the home. Every element has been thoughtfully considered, including brass radiator fittings, an exquisitely carved library mantel, and finely crafted millwork throughout the home. Designed for both grand entertaining and comfortable daily living, the residence offers formal living and dining rooms, a richly wood-paneled music room, and a soaring sunroom with three walls of windows. The gracious eat-in kitchen with its adjoining butler’s pantry is as functional as it is beautiful. The main residence offers five generously proportioned en suite bedrooms, including a magnificent primary suite with a private sitting room, dressing room, and fireplace. Robinwood is designed as a true compound. Two separate guest houses, each with a full kitchen and bath, provide exceptional accommodations for guests or staff. A private office suite with its own kitchen and bath, additional guest accommodations, and a spacious game room further enhance the estate’s versatility for entertaining, multigenerational living, or working from home. The magnificent grounds are as thoughtfully composed as the residence itself. A wraparound bluestone terrace captures sweeping Catskill views, while the pool house opens fully on one side, creating an effortless indoor-outdoor entertaining experience. Beautifully curated gardens, rolling lawns, multiple barns and outbuildings, an outdoor riding ring, and a three-stall stable with tack room complete an exceptional country property equally suited for equestrian pursuits, recreation, or quiet retreat. Robinwood is a rare legacy estate whose beauty, craftsmanship, and extraordinary setting will endure for generations to come.

482 Overlook Road, Millbrook

$895,000

Situated along Millbrook’s main avenue, this 1900s traditional home offers character and comfort, in an exceptional location. The first floor features a spacious kitchen, a light-filled living room with fireplace and an inviting dining room. A mudroom with laundry and a full bathroom completes this main level. Upstairs, you’ll find three bedrooms and a full bathroom. A walk-up attic and full basement provide abundant space for storage. Outside, a wonderful wraparound porch offers the perfect vantage point for enjoying the energy and charm of village life, including seasonal events and community gatherings. A rear deck overlooks the beautifully landscaped yard and gardens, creating a lovely setting for relaxing or entertaining. A detached garage and additional parking are conveniently accessed from a service road at the rear of the property, preserving the home’s pristine curb appeal along Franklin Avenue. Located just steps from the best of Millbrook, this home is an easy stroll to outdoor summer concerts, the Farmers’ Market, library, public tennis courts, parks, shops and restaurants. With convenient access to the nearby Metro-North station and Taconic Parkway, this could be the perfect weekend getaway or full time residence.

3 Beds ⋅ 2 Baths ⋅ 1047613 MLS

Situated along Millbrook’s main avenue, this 1900s traditional home offers character and comfort, in an exceptional location. The first floor features a spacious kitchen, a light-filled living room with fireplace and an inviting dining room. A mudroom with laundry and a full bathroom completes this main level. Upstairs, you’ll find three bedrooms and a full bathroom. A walk-up attic and full basement provide abundant space for storage. Outside, a wonderful wraparound porch offers the perfect vantage point for enjoying the energy and charm of village life, including seasonal events and community gatherings. A rear deck overlooks the beautifully landscaped yard and gardens, creating a lovely setting for relaxing or entertaining. A detached garage and additional parking are conveniently accessed from a service road at the rear of the property, preserving the home’s pristine curb appeal along Franklin Avenue. Located just steps from the best of Millbrook, this home is an easy stroll to outdoor summer concerts, the Farmers’ Market, library, public tennis courts, parks, shops and restaurants. With convenient access to the nearby Metro-North station and Taconic Parkway, this could be the perfect weekend getaway or full time residence.

3315 Franklin Avenue, Millbrook

$1,100,000

Set behind a sweeping driveway canopied by pear trees in bloom, this extraordinary post-and-beam contemporary is a study in what privacy truly looks like — 18.5 acres of curated landscape, forest trails, and open sky, ten minutes from the Taconic State Parkway. The architecture announces itself immediately: soaring 25-foot cathedral ceilings, a commanding central stone fireplace, and grand mahogany double doors that open to a sun-drenched interior framed by new Marvin windows and French doors. At 4,300 square feet, the home flows with the ease of thoughtful design — open living and dining spaces, a private office, loft, family room, and three bedrooms. Outside, the grounds unfold like a private resort. A saltwater pool sits within a custom stone patio and a cascading waterfall. Beyond the pool you'll find the picturesque one-acre pond with gazebo at its edge. Winding trails flow through the remaining acreage — for hiking, four-wheeling, or simply disappearing for a while. Eighteen and a half acres of Hudson Valley at its finest.

4 Beds ⋅ 3 Baths ⋅ 1048041 MLS

Set behind a sweeping driveway canopied by pear trees in bloom, this extraordinary post-and-beam contemporary is a study in what privacy truly looks like — 18.5 acres of curated landscape, forest trails, and open sky, ten minutes from the Taconic State Parkway. The architecture announces itself immediately: soaring 25-foot cathedral ceilings, a commanding central stone fireplace, and grand mahogany double doors that open to a sun-drenched interior framed by new Marvin windows and French doors. At 4,300 square feet, the home flows with the ease of thoughtful design — open living and dining spaces, a private office, loft, family room, and three bedrooms. Outside, the grounds unfold like a private resort. A saltwater pool sits within a custom stone patio and a cascading waterfall. Beyond the pool you'll find the picturesque one-acre pond with gazebo at its edge. Winding trails flow through the remaining acreage — for hiking, four-wheeling, or simply disappearing for a while. Eighteen and a half acres of Hudson Valley at its finest.

129 Clinton Corners Road, Salt Point

$650,000

Set beautifully near the center of almost 8 private acres, this cherished home has been owned by the same family for nearly 50 years and offers a setting that invites you to slow down and enjoy the natural beauty that surrounds you. A picturesque pond, meandering stream and waterfalls create a peaceful backdrop, while thoughtfully positioned gardens and mature landscaping offer something beautiful to enjoy in every season. Spend quiet mornings listening to the sounds of the water, relax on the screened-in porch with your morning coffee or evening cocktail, or gather with family and friends on the stone patio. Inside, warmth and character continue with hardwood floors throughout, two wood-burning stoves and distinctive wood details that give the home its inviting feel. The kitchen is appointed with quartz countertops and a custom island with seating, while the dining room provides the perfect setting for everything from intimate dinners to holiday gatherings and entertaining. Designed for the ease of one-level living, the home offers three bedrooms and two full baths on the main level, including a primary bedroom with private en-suite bath, along with additional rooms offering flexibility for a den, home office, in-law space, guest accommodations or whatever best suits your lifestyle. A conveniently located laundry area just off the kitchen leads directly to the stone patio, making indoor-outdoor living easy. The lower level provides convenient access to the two-car garage, while an additional carport is ideal for storing equipment and machinery or providing a dedicated exterior workspace. Located in the Millbrook School District and just five minutes from the Taconic State Parkway, this special property offers a rare combination of privacy, natural beauty, character and convenience. After nearly five decades with one family, this much-loved home and property are ready for their next chapter.

3 Beds ⋅ 3 Baths ⋅ 1044510 MLS

Set beautifully near the center of almost 8 private acres, this cherished home has been owned by the same family for nearly 50 years and offers a setting that invites you to slow down and enjoy the natural beauty that surrounds you. A picturesque pond, meandering stream and waterfalls create a peaceful backdrop, while thoughtfully positioned gardens and mature landscaping offer something beautiful to enjoy in every season. Spend quiet mornings listening to the sounds of the water, relax on the screened-in porch with your morning coffee or evening cocktail, or gather with family and friends on the stone patio. Inside, warmth and character continue with hardwood floors throughout, two wood-burning stoves and distinctive wood details that give the home its inviting feel. The kitchen is appointed with quartz countertops and a custom island with seating, while the dining room provides the perfect setting for everything from intimate dinners to holiday gatherings and entertaining. Designed for the ease of one-level living, the home offers three bedrooms and two full baths on the main level, including a primary bedroom with private en-suite bath, along with additional rooms offering flexibility for a den, home office, in-law space, guest accommodations or whatever best suits your lifestyle. A conveniently located laundry area just off the kitchen leads directly to the stone patio, making indoor-outdoor living easy. The lower level provides convenient access to the two-car garage, while an additional carport is ideal for storing equipment and machinery or providing a dedicated exterior workspace. Located in the Millbrook School District and just five minutes from the Taconic State Parkway, this special property offers a rare combination of privacy, natural beauty, character and convenience. After nearly five decades with one family, this much-loved home and property are ready for their next chapter.

2800 Route 82, Pleasant Valley

$1,375,000

A gracious Millbrook country house with remarkable scale, warmth and character, 663 Camby Road offers nearly 4,000 square feet of beautifully considered living space on 3.12 pastoral acres. Built in 1920 as a classic center-hall Colonial and thoughtfully expanded and reimagined by noted local architect Daniel Contelmo, the four-bedroom, three-bath residence pairs the symmetry and character of its original architecture with the soul and texture of a classic farmhouse, dramatic light-filled spaces and a distinctly stylish point of view. The extraordinary great room is the centerpiece of the house: soaring vaulted ceilings crossed by antique beams, wide-plank wood floors, a substantial stone fireplace and a dramatic wall of floor-to-ceiling bookshelves create a space that feels both impressive and deeply comfortable. French doors open to the grounds, while the adjoining dining room and kitchen flow naturally together for everyday living and entertaining. The kitchen features cabinetry in a subtle green hue, complemented by white subway tile and new white quartz countertops with delicate speckling. A generous center island, three pantry closets and stainless-steel appliances complete the space. An exceptionally spacious mudroom, with polished concrete floors and abundant hooks and storage for coats, boots and bags, provides a handsome and highly practical everyday entrance to the house. The expansive first floor also includes a second living room, full bath, newly renovated laundry room, flexible office or studio, and a private bedroom with an en-suite full bath. Upstairs are three spacious bedrooms, including a generous primary bedroom with a large walk-in closet, along with a full bath and loft. The grounds are equally inviting. A circular drive introduces the property, framed by mature trees, established landscaping and broad lawn. A flagstone patio creates a natural setting for outdoor dining and entertaining, while walking trails meander through the property to a secluded meadow beyond the main grounds. A peaceful Zen garden provides another private outdoor retreat, while a flexible recreation court currently accommodates both basketball and pickleball. A substantial fenced area, attached garage and charming garden room well suited to potting, storage or creative use complete the property. Recent improvements include new white quartz kitchen countertops and updated appliances, a completely renovated laundry room, a new well pump, new chimney liner and cap, updated front entry and porch, fencing, and septic-access improvements. Set along a scenic country road amid farms, equestrian properties and conserved countryside, 663 Camby Road feels private and distinctly rural while remaining approximately five miles from the Village of Millbrook, convenient to Metro-North and about 90 minutes from New York City.

4 Beds ⋅ 3 Baths ⋅ 1046111 MLS

A gracious Millbrook country house with remarkable scale, warmth and character, 663 Camby Road offers nearly 4,000 square feet of beautifully considered living space on 3.12 pastoral acres. Built in 1920 as a classic center-hall Colonial and thoughtfully expanded and reimagined by noted local architect Daniel Contelmo, the four-bedroom, three-bath residence pairs the symmetry and character of its original architecture with the soul and texture of a classic farmhouse, dramatic light-filled spaces and a distinctly stylish point of view. The extraordinary great room is the centerpiece of the house: soaring vaulted ceilings crossed by antique beams, wide-plank wood floors, a substantial stone fireplace and a dramatic wall of floor-to-ceiling bookshelves create a space that feels both impressive and deeply comfortable. French doors open to the grounds, while the adjoining dining room and kitchen flow naturally together for everyday living and entertaining. The kitchen features cabinetry in a subtle green hue, complemented by white subway tile and new white quartz countertops with delicate speckling. A generous center island, three pantry closets and stainless-steel appliances complete the space. An exceptionally spacious mudroom, with polished concrete floors and abundant hooks and storage for coats, boots and bags, provides a handsome and highly practical everyday entrance to the house. The expansive first floor also includes a second living room, full bath, newly renovated laundry room, flexible office or studio, and a private bedroom with an en-suite full bath. Upstairs are three spacious bedrooms, including a generous primary bedroom with a large walk-in closet, along with a full bath and loft. The grounds are equally inviting. A circular drive introduces the property, framed by mature trees, established landscaping and broad lawn. A flagstone patio creates a natural setting for outdoor dining and entertaining, while walking trails meander through the property to a secluded meadow beyond the main grounds. A peaceful Zen garden provides another private outdoor retreat, while a flexible recreation court currently accommodates both basketball and pickleball. A substantial fenced area, attached garage and charming garden room well suited to potting, storage or creative use complete the property. Recent improvements include new white quartz kitchen countertops and updated appliances, a completely renovated laundry room, a new well pump, new chimney liner and cap, updated front entry and porch, fencing, and septic-access improvements. Set along a scenic country road amid farms, equestrian properties and conserved countryside, 663 Camby Road feels private and distinctly rural while remaining approximately five miles from the Village of Millbrook, convenient to Metro-North and about 90 minutes from New York City.

663 Camby Road, Millbrook

$799,900

Privately set on a lovely country lane, this charming residence is the perfect retreat. The post and beam design fits well into its surroundings, nestled in the midst of 4.1 acres of nature and woodlands. Comfort abounds in this inviting home with a rustic feel, pleasantly designed with open, airy spaces. With nearly 2600 square feet, it boasts three bedrooms, including a spacious primary suite with a cathedral ceiling, a first floor den or home office, 2 1/2 baths, wood floors, exposed beams, a stone fireplace, central air conditioning and a back-up generator for added peace of mind. Ample storage can be found in a spacious, unfinished walk-out basement, as well as an attached two-car garage. This is a delightful property in the scenic Hudson Valley, minutes to the Village of Millbrook and in close proximity to commuter routes.

3 Beds ⋅ 3 Baths ⋅ 1041362 MLS

Privately set on a lovely country lane, this charming residence is the perfect retreat. The post and beam design fits well into its surroundings, nestled in the midst of 4.1 acres of nature and woodlands. Comfort abounds in this inviting home with a rustic feel, pleasantly designed with open, airy spaces. With nearly 2600 square feet, it boasts three bedrooms, including a spacious primary suite with a cathedral ceiling, a first floor den or home office, 2 1/2 baths, wood floors, exposed beams, a stone fireplace, central air conditioning and a back-up generator for added peace of mind. Ample storage can be found in a spacious, unfinished walk-out basement, as well as an attached two-car garage. This is a delightful property in the scenic Hudson Valley, minutes to the Village of Millbrook and in close proximity to commuter routes.

137 Old Camby Road, Verbank

$519,000

Situated in the charming Village of Millbrook, this delightful home is just a short stroll to enjoy all the village amenities. Walk to outdoor summer concerts, the Millbrook Farmers & Makers Market, the library, public tennis courts, shops and restaurants. The home is comfortable, boasting gleaming wood floors throughout. The main floor features a spacious kitchen, a light-filled living room, an attractive dining room, a mudroom area with 1/ 2 bath and space for laundry. Three bedrooms and a full bathroom comprise the second floor. A walk-up attic and basement offer plenty of room for storage. Outside you will find a lovely enclosed front porch, a carport, and a storage room. This property will make a wonderful full time residence or a weekend retreat. Easy commute to Metro North Train Station and the Taconic State Parkway. Come take a look, your new home in the highly desirable Village of Millbrook is waiting for you!

3 Beds ⋅ 2 Baths ⋅ 1041192 MLS

Situated in the charming Village of Millbrook, this delightful home is just a short stroll to enjoy all the village amenities. Walk to outdoor summer concerts, the Millbrook Farmers & Makers Market, the library, public tennis courts, shops and restaurants. The home is comfortable, boasting gleaming wood floors throughout. The main floor features a spacious kitchen, a light-filled living room, an attractive dining room, a mudroom area with 1/ 2 bath and space for laundry. Three bedrooms and a full bathroom comprise the second floor. A walk-up attic and basement offer plenty of room for storage. Outside you will find a lovely enclosed front porch, a carport, and a storage room. This property will make a wonderful full time residence or a weekend retreat. Easy commute to Metro North Train Station and the Taconic State Parkway. Come take a look, your new home in the highly desirable Village of Millbrook is waiting for you!

7 Maple Avenue, Millbrook

$1,249,000

An elegant, large country home on almost 7 acres with a horse paddock and duck pond offers a blend of luxury and rustic charm. Discover your own private paradise with this extraordinary property, perfect sanctuary for those who value privacy, nature, and the farm lifestyle. A beautiful, spring-fed pond adds a touch of idyllic charm to the landscape and provides a peaceful escape for relaxation. The main residence is designed for comfortable country living, with a large, eat-in kitchen, a spacious living room, and a finished lower level ideal for separate living quarters that includes a self-contained layout with a private entrance. Agent owned.

4 Beds ⋅ 5 Baths ⋅ 1040496 MLS

An elegant, large country home on almost 7 acres with a horse paddock and duck pond offers a blend of luxury and rustic charm. Discover your own private paradise with this extraordinary property, perfect sanctuary for those who value privacy, nature, and the farm lifestyle. A beautiful, spring-fed pond adds a touch of idyllic charm to the landscape and provides a peaceful escape for relaxation. The main residence is designed for comfortable country living, with a large, eat-in kitchen, a spacious living room, and a finished lower level ideal for separate living quarters that includes a self-contained layout with a private entrance. Agent owned.

27 Verbank Club Road, Verbank

$650,000

Step back in time and bring your vision to this classic 1870s Colonial, featuring original details throughout, perfectly situated on a lovely one + acre lot on a quiet country road. Flanked by mature pines and Flowering Hibiscus. The property offers a serene setting while being conveniently located near the charming village of Millbrook, NY. A unique opportunity for those looking to restore a piece of history and create a dream home in an unbeatable location. The main residence features three bedrooms and 1.5 baths, providing a solid foundation for renovation and modernization. Whether you’re looking to preserve original character or modernize the layout, the bones of this home offer endless possibilities. In addition to the main residence, there is a guest house with two separate living areas and a garage/workshop space. Each living area has 2 bedrooms and a full bath. Perfect for extended family or a home office, this additional space adds significant value and flexibility. Set in a coveted location that combines privacy with accessibility, this property is ready for its next chapter. Bring your contractor and your creative ideas this house is just waiting to be restored to her formal glory! Close to multiple sporting clubs, like Orvis Sandanona, Mashomack Polo and Tamarack preserve. 90 Minutes to NYC. and 15 minutes to Wassaic train station.

3 Beds ⋅ 2 Baths ⋅ 1037284 MLS

Step back in time and bring your vision to this classic 1870s Colonial, featuring original details throughout, perfectly situated on a lovely one + acre lot on a quiet country road. Flanked by mature pines and Flowering Hibiscus. The property offers a serene setting while being conveniently located near the charming village of Millbrook, NY. A unique opportunity for those looking to restore a piece of history and create a dream home in an unbeatable location. The main residence features three bedrooms and 1.5 baths, providing a solid foundation for renovation and modernization. Whether you’re looking to preserve original character or modernize the layout, the bones of this home offer endless possibilities. In addition to the main residence, there is a guest house with two separate living areas and a garage/workshop space. Each living area has 2 bedrooms and a full bath. Perfect for extended family or a home office, this additional space adds significant value and flexibility. Set in a coveted location that combines privacy with accessibility, this property is ready for its next chapter. Bring your contractor and your creative ideas this house is just waiting to be restored to her formal glory! Close to multiple sporting clubs, like Orvis Sandanona, Mashomack Polo and Tamarack preserve. 90 Minutes to NYC. and 15 minutes to Wassaic train station.

59-61 Valley Farm Road, Millbrook

$665,000

Welcome to this charmer located right in the Village of Millbrook and set on one acre of beautifully landscaped land with magnificent specimen trees and a covered patio that invites one to cook, eat or just sit and admire the lush property. Abundant light streams through this cape style home which features a handsome eat-in kitchen with all modern appliances and gleaming granite counters, a spacious dining area and living room with a wood burning fireplace and a sunroom that can double as a greenhouse and laundry. The first floor also contains two bedrooms (or offices) and a full bath. The second floor features two more large sunny bedrooms and a full bath. Plenty of storage can be found in the partially finished basement and attached two car garage. A nice healthy stroll brings one to the village’s charming shops, restaurants, a fantastic library and a beautiful parks and playground.

4 Beds ⋅ 2 Baths ⋅ 1036190 MLS

Welcome to this charmer located right in the Village of Millbrook and set on one acre of beautifully landscaped land with magnificent specimen trees and a covered patio that invites one to cook, eat or just sit and admire the lush property. Abundant light streams through this cape style home which features a handsome eat-in kitchen with all modern appliances and gleaming granite counters, a spacious dining area and living room with a wood burning fireplace and a sunroom that can double as a greenhouse and laundry. The first floor also contains two bedrooms (or offices) and a full bath. The second floor features two more large sunny bedrooms and a full bath. Plenty of storage can be found in the partially finished basement and attached two car garage. A nice healthy stroll brings one to the village’s charming shops, restaurants, a fantastic library and a beautiful parks and playground.

12 Ciferri Drive, Millbrook

$1,500,000

Privately nestled along a picturesque country road, this exceptional country retreat is set on 8.8 acres of beautifully landscaped grounds, offering an extraordinary blend of privacy, comfort, and natural beauty. Surrounded by mature trees and peaceful scenery, the property provides a tranquil escape while remaining conveniently close to the region’s most sought-after destinations. Thoughtful updates and refined details enhance the home’s warmth and welcoming ambiance. The gourmet kitchen is a standout, featuring custom cabinetry, premium appliances, and craftsmanship that will delight any culinary enthusiast. Attractive wood floors flow throughout, while a spacious vaulted-ceiling bonus room offers endless possibilities as a home office, fitness room, or guestroom. A finished lower level provides additional living space with a welcoming den and custom bar, ideal for casual entertaining. Outdoors, a sparkling gunite pool and relaxing hot tub are complemented by a beautifully appointed fireplace and bar. The pool mechanicals have been updated with a new filter pump. An expansive stone patio, framed by lush landscaping and colorful gardens, offers multiple spaces to relax, dine, and enjoy the serene surroundings. A substantial pole barn/garage was updated with a spacious white box interior gallery and adds remarkable versatility. Newly installed heating and cooling make it perfectly suited for car collectors, hobbyists, artists, or creative pursuits. Additional updates to this property include a new solar array for energy efficiency, a new heat pump, and beautiful new wood flooring. Located a short drive from the Village of Millbrook, this property offers the opportunity to enjoy a peaceful country lifestyle with convenient access to fine dining, wineries, hiking trails, and all the Hudson Valley has to offer.

4 Beds ⋅ 5 Baths ⋅ 1030960 MLS

Privately nestled along a picturesque country road, this exceptional country retreat is set on 8.8 acres of beautifully landscaped grounds, offering an extraordinary blend of privacy, comfort, and natural beauty. Surrounded by mature trees and peaceful scenery, the property provides a tranquil escape while remaining conveniently close to the region’s most sought-after destinations. Thoughtful updates and refined details enhance the home’s warmth and welcoming ambiance. The gourmet kitchen is a standout, featuring custom cabinetry, premium appliances, and craftsmanship that will delight any culinary enthusiast. Attractive wood floors flow throughout, while a spacious vaulted-ceiling bonus room offers endless possibilities as a home office, fitness room, or guestroom. A finished lower level provides additional living space with a welcoming den and custom bar, ideal for casual entertaining. Outdoors, a sparkling gunite pool and relaxing hot tub are complemented by a beautifully appointed fireplace and bar. The pool mechanicals have been updated with a new filter pump. An expansive stone patio, framed by lush landscaping and colorful gardens, offers multiple spaces to relax, dine, and enjoy the serene surroundings. A substantial pole barn/garage was updated with a spacious white box interior gallery and adds remarkable versatility. Newly installed heating and cooling make it perfectly suited for car collectors, hobbyists, artists, or creative pursuits. Additional updates to this property include a new solar array for energy efficiency, a new heat pump, and beautiful new wood flooring. Located a short drive from the Village of Millbrook, this property offers the opportunity to enjoy a peaceful country lifestyle with convenient access to fine dining, wineries, hiking trails, and all the Hudson Valley has to offer.

536 Camby Road, Verbank

$5,250,000

Spanning nearly just over 12 pristine acres, Bloomvale is a masterfully preserved waterfall estate. Situated along the rushing waters of the Wappinger Creek in the historic hamlet of Salt Point, NY, this legacy property sits just two hours north of Manhattan and minutes from the coveted communities of Millbrook and Rhinebeck. Dating back to the mid-1750s, this National Historic Register treasure is a one-of-a-kind old-world masterpiece. Initially a grist mill, later a cotton factory, and then reinvented and rebuilt as a cidery, the mill fostered the region’s early economic development. In the late 1960s, with incredible attention to detail, a visionary architect and interior designer duo transformed the stone mill into a residential estate. Over decades, its stewards strategically assembled four separate parcels to protect its privacy and integrity, creating a sanctuary of nature, history, and design. In an extraordinary and rare architectural feat, a natural, fast-moving stream and cascading waterfalls run directly alongside, and partially through, the lower footprint of the building. The gentle, ambient rush of water is heard from nearly every room. Fortress-like, hand-hewn stone walls provide an irreplaceable texture, warmth, and historic gravity that modern construction simply cannot replicate. The existing layout features 3 bedrooms and 2.5 baths anchored by a massive great room with soaring ceilings, a fireplace and a wood stove. Two additional wood stoves add to the ambiance. The grounds feature a walled courtyard, multi-tiered entertaining decks, a studio building, a caretaker’s cottage, and a crystalline waterfall swimming hole. For those with a discerning eye and deep understanding of design, Bloomvale is a high-yield, value-add opportunity. Primed for a bespoke reinterpretation, it’s an ideal candidate for a micro-hydroelectric power system, offering the potential for self-sustaining, eco-conscious luxury living.

5 Beds ⋅ 4 Baths ⋅ 1030151 MLS

Spanning nearly just over 12 pristine acres, Bloomvale is a masterfully preserved waterfall estate. Situated along the rushing waters of the Wappinger Creek in the historic hamlet of Salt Point, NY, this legacy property sits just two hours north of Manhattan and minutes from the coveted communities of Millbrook and Rhinebeck. Dating back to the mid-1750s, this National Historic Register treasure is a one-of-a-kind old-world masterpiece. Initially a grist mill, later a cotton factory, and then reinvented and rebuilt as a cidery, the mill fostered the region’s early economic development. In the late 1960s, with incredible attention to detail, a visionary architect and interior designer duo transformed the stone mill into a residential estate. Over decades, its stewards strategically assembled four separate parcels to protect its privacy and integrity, creating a sanctuary of nature, history, and design. In an extraordinary and rare architectural feat, a natural, fast-moving stream and cascading waterfalls run directly alongside, and partially through, the lower footprint of the building. The gentle, ambient rush of water is heard from nearly every room. Fortress-like, hand-hewn stone walls provide an irreplaceable texture, warmth, and historic gravity that modern construction simply cannot replicate. The existing layout features 3 bedrooms and 2.5 baths anchored by a massive great room with soaring ceilings, a fireplace and a wood stove. Two additional wood stoves add to the ambiance. The grounds feature a walled courtyard, multi-tiered entertaining decks, a studio building, a caretaker’s cottage, and a crystalline waterfall swimming hole. For those with a discerning eye and deep understanding of design, Bloomvale is a high-yield, value-add opportunity. Primed for a bespoke reinterpretation, it’s an ideal candidate for a micro-hydroelectric power system, offering the potential for self-sustaining, eco-conscious luxury living.

4918 Route 82, Salt Point

$3,500,000

Set on 5.85 private acres just under 90 minutes from Manhattan, Three Ponds Estate is a fully remodeled 4 bedroom, 3.5 bath residence designed by the owner and designer behind the award winning Millbrook Inn. That pedigree is felt the moment you arrive and carries through every room, from the bespoke finishes to the way the home is oriented to capture its extraordinary setting. Spanning 3,688 square feet, the home was reimagined from the ground up with an eye for craft that is increasingly rare. The layout centers on not one but two primary suites, each with its own walk in closet, offering a flexibility that suits multigenerational living, hosting weekend guests, or simply claiming a wing of your own. Sweeping views of the Catskills and the property's three tranquil ponds can be taken in all in one breath, a backdrop that shifts beautifully with the seasons. A fireplace anchors the main living space and gives the home its center of gravity through the cooler months. The flow throughout is built for both quiet mornings with coffee and full house entertaining, moving easily between the interior and the grounds beyond. The bathrooms are a design statement in themselves, finished in hand glazed terracotta that brings warmth, texture, and a sense of handmade craft to every corner. These are the details that separate a renovation from a true design vision, and they are present at every turn. The full finished walkout basement is a standout in its own right. A large open space, it holds a wine connoisseur's dream cellar and offers the ideal footprint for an in law suite, a media room, or a private retreat. Because it walks out directly to the grounds, it lives with the same light and connection to the outdoors as the rest of the home rather than feeling like a lower level. Outside, the estate truly comes alive. Unwind in the hot tub as the light fades over the ponds, wander the nearly six acres of open and private land, or simply take in the quiet that defines this corner of the Hudson Valley. A roundabout driveway provides a gracious arrival and leads to a detached two car garage, which together with the two car attached garage gives you four garage spaces in total, a genuine rarity at this level. Three Ponds Estate is a turnkey luxury property in one of the Hudson Valley's most coveted towns, combining the privacy of a country estate with an ease of access to the city that few can match. Beautifully finished, thoughtfully designed, and ready for its next chapter. Nothing to do but move in.

3 Beds ⋅ 4 Baths ⋅ 1014296 MLS

Set on 5.85 private acres just under 90 minutes from Manhattan, Three Ponds Estate is a fully remodeled 4 bedroom, 3.5 bath residence designed by the owner and designer behind the award winning Millbrook Inn. That pedigree is felt the moment you arrive and carries through every room, from the bespoke finishes to the way the home is oriented to capture its extraordinary setting. Spanning 3,688 square feet, the home was reimagined from the ground up with an eye for craft that is increasingly rare. The layout centers on not one but two primary suites, each with its own walk in closet, offering a flexibility that suits multigenerational living, hosting weekend guests, or simply claiming a wing of your own. Sweeping views of the Catskills and the property's three tranquil ponds can be taken in all in one breath, a backdrop that shifts beautifully with the seasons. A fireplace anchors the main living space and gives the home its center of gravity through the cooler months. The flow throughout is built for both quiet mornings with coffee and full house entertaining, moving easily between the interior and the grounds beyond. The bathrooms are a design statement in themselves, finished in hand glazed terracotta that brings warmth, texture, and a sense of handmade craft to every corner. These are the details that separate a renovation from a true design vision, and they are present at every turn. The full finished walkout basement is a standout in its own right. A large open space, it holds a wine connoisseur's dream cellar and offers the ideal footprint for an in law suite, a media room, or a private retreat. Because it walks out directly to the grounds, it lives with the same light and connection to the outdoors as the rest of the home rather than feeling like a lower level. Outside, the estate truly comes alive. Unwind in the hot tub as the light fades over the ponds, wander the nearly six acres of open and private land, or simply take in the quiet that defines this corner of the Hudson Valley. A roundabout driveway provides a gracious arrival and leads to a detached two car garage, which together with the two car attached garage gives you four garage spaces in total, a genuine rarity at this level. Three Ponds Estate is a turnkey luxury property in one of the Hudson Valley's most coveted towns, combining the privacy of a country estate with an ease of access to the city that few can match. Beautifully finished, thoughtfully designed, and ready for its next chapter. Nothing to do but move in.

3531 Route 82, Millbrook

$745,000

Rich in history and character this 1820 farmhouse offers 5 bedrooms and three and a half baths a total of 4616 finished square feet in the main residence. Zoned as a legal 2 family home and the property is located in the 'H" Hamlet District of Clinton allowing for a variety of uses of the property. Gorgeous wide plank floors, many windows, 2 staircases, tucked away rooms add to the charm and coziness of this home. Throughout the house the historic details add to the welcoming feeling, however thoughtful renovations including all the bathrooms and the attentive and continual maintenance including the addition of insulation in the walk-up attic and the basement the 10,000-watt whole house generator create a sense of modern comfort. A private and versatile east wing can be closed off from the house creating an ideal guest suite complete with a living/family room, bedroom and full bath. This area has three skylights, a propane stove, private entrance and a door to the private deck and back yard. In addition to the main home the self-contained 2 bedroom, 1. 5 bath apartment, can be accessed through an enclosed hallway from the house and also through an independent door. Originally finished in 1994 this 1000 finished square feet apartment has been recently renovated with radiant heat, new boiler in 2024, a washer/ dryer and the metal roof was repainted in 2025. The countertops are new and tile was installed in the full bath. This is a great space for, extended family, guests, a nanny or as an income producing opportunity. Outside the impressive three bay barn is a destination in itself. Equipped with electricity, water and a second floor it offers endless possibilities for hobbyists, artists, or storage. As a delightful conversation piece, the barn’s striking oversized front windows was salvaged from the legendary James Cagney Stage Stop Restaurant, adding another unique chapter to this remarkable property’s story. The 1.11-acre property is a lovey combination of open, mostly level yard, trees and gardens enhanced by private decks to the back and side of the property. Surrounded by the beauty of the Hudson Valley and tucked just beyond farmland, it is conveniently located with easy access to the Taconic Parkway and effortless travel just a short distance from the regions many farm markets, wineries, cultural attractions and charming villages.

5 Beds ⋅ 4 Baths ⋅ 1025832 MLS

Rich in history and character this 1820 farmhouse offers 5 bedrooms and three and a half baths a total of 4616 finished square feet in the main residence. Zoned as a legal 2 family home and the property is located in the 'H" Hamlet District of Clinton allowing for a variety of uses of the property. Gorgeous wide plank floors, many windows, 2 staircases, tucked away rooms add to the charm and coziness of this home. Throughout the house the historic details add to the welcoming feeling, however thoughtful renovations including all the bathrooms and the attentive and continual maintenance including the addition of insulation in the walk-up attic and the basement the 10,000-watt whole house generator create a sense of modern comfort. A private and versatile east wing can be closed off from the house creating an ideal guest suite complete with a living/family room, bedroom and full bath. This area has three skylights, a propane stove, private entrance and a door to the private deck and back yard. In addition to the main home the self-contained 2 bedroom, 1. 5 bath apartment, can be accessed through an enclosed hallway from the house and also through an independent door. Originally finished in 1994 this 1000 finished square feet apartment has been recently renovated with radiant heat, new boiler in 2024, a washer/ dryer and the metal roof was repainted in 2025. The countertops are new and tile was installed in the full bath. This is a great space for, extended family, guests, a nanny or as an income producing opportunity. Outside the impressive three bay barn is a destination in itself. Equipped with electricity, water and a second floor it offers endless possibilities for hobbyists, artists, or storage. As a delightful conversation piece, the barn’s striking oversized front windows was salvaged from the legendary James Cagney Stage Stop Restaurant, adding another unique chapter to this remarkable property’s story. The 1.11-acre property is a lovey combination of open, mostly level yard, trees and gardens enhanced by private decks to the back and side of the property. Surrounded by the beauty of the Hudson Valley and tucked just beyond farmland, it is conveniently located with easy access to the Taconic Parkway and effortless travel just a short distance from the regions many farm markets, wineries, cultural attractions and charming villages.

2327 Salt Point Turnpike, Clinton Corners

$4,250,000

Completely reimagined and renovated in 2026, this exceptional Millbrook compound offers an extraordinary blend of timeless architecture, modern luxury, and refined craftsmanship. Set on 18.92 private acres, the property encompasses a beautifully updated four or five bedroom, three full and two half bath main residence and a separate two bedroom, two and a half bath guest house. A dramatic formal entry with a 19-foot vaulted ceiling creates a grand first impression. Walnut-stained wood floors run throughout much of the home, leading to beautifully designed living spaces designed for both elegant entertaining and everyday comfort. The spacious living room features a fireplace and four sets of French doors opening to the flagstone terrace, while the formal dining room, family room, and double parlor provide a variety of inviting gathering spaces. The chef's kitchen serves as the heart of the home, showcasing custom Plain & Fancy cabinetry, quartz countertops, a Viking six-burner range with grill, Liebherr refrigerator, Bosch dishwasher, and a brick fireplace. A large pantry and first-floor laundry room add convenience and functionality. Upstairs, the primary suite offers a luxurious retreat with a spa-like bath featuring an oversized shower, double vanities, water closet, and an impressive walk-in closet. Three additional bedrooms, a second-floor family room with fireplace, and a library with built-in shelving provide ample space. A third-floor bonus room offers flexibility for a studio, gym or playroom. The guest house is equally appealing, featuring a two-car garage below and a thoughtfully designed upper level with a great room, kitchen, two bedrooms, two baths, loft space, and private deck. Outdoor living is enhanced by a beautiful flagstone terrace that spans the entire length of the home and extensive new landscaping with approximately 300 salvia and 130 limelight hydrangeas. A 18' x 36' gunite pool is being constructed, adding to amenities. This turnkey Hudson Valley estate is located just minutes from the charming Village of Millbrook.

4 Beds ⋅ 5 Baths ⋅ 1012988 MLS

Completely reimagined and renovated in 2026, this exceptional Millbrook compound offers an extraordinary blend of timeless architecture, modern luxury, and refined craftsmanship. Set on 18.92 private acres, the property encompasses a beautifully updated four or five bedroom, three full and two half bath main residence and a separate two bedroom, two and a half bath guest house. A dramatic formal entry with a 19-foot vaulted ceiling creates a grand first impression. Walnut-stained wood floors run throughout much of the home, leading to beautifully designed living spaces designed for both elegant entertaining and everyday comfort. The spacious living room features a fireplace and four sets of French doors opening to the flagstone terrace, while the formal dining room, family room, and double parlor provide a variety of inviting gathering spaces. The chef's kitchen serves as the heart of the home, showcasing custom Plain & Fancy cabinetry, quartz countertops, a Viking six-burner range with grill, Liebherr refrigerator, Bosch dishwasher, and a brick fireplace. A large pantry and first-floor laundry room add convenience and functionality. Upstairs, the primary suite offers a luxurious retreat with a spa-like bath featuring an oversized shower, double vanities, water closet, and an impressive walk-in closet. Three additional bedrooms, a second-floor family room with fireplace, and a library with built-in shelving provide ample space. A third-floor bonus room offers flexibility for a studio, gym or playroom. The guest house is equally appealing, featuring a two-car garage below and a thoughtfully designed upper level with a great room, kitchen, two bedrooms, two baths, loft space, and private deck. Outdoor living is enhanced by a beautiful flagstone terrace that spans the entire length of the home and extensive new landscaping with approximately 300 salvia and 130 limelight hydrangeas. A 18' x 36' gunite pool is being constructed, adding to amenities. This turnkey Hudson Valley estate is located just minutes from the charming Village of Millbrook.

296-302 Stanford Road, Millbrook

$950,000

Welcome to The Flint Road Retreat!! Beautifully maintained one-owner ranch situated on 3.53 private acres along a quiet country road, this property offers a peaceful and serene setting with plenty of room to enjoy the surrounding natural beauty, while remaining just minutes from local shops, restaurants and area amenities. The home features stunning hardwood floors, custom cherry cabinetry, granite tile accents, and elegant granite countertops throughout. The spacious kitchen is equipped with a commercial- grade gas stove, perfect for cooking enthusiasts. Enjoy peace of mind with a fully waterproofed basement. Step outside to a spacious covered patio overlooking the beautifully backyard, creating the perfect setting for outdoor dining, relaxation and entertaining while enjoying the peaceful surroundings. Furniture available to purchase!

4 Beds ⋅ 2 Baths ⋅ 1010687 MLS

Welcome to The Flint Road Retreat!! Beautifully maintained one-owner ranch situated on 3.53 private acres along a quiet country road, this property offers a peaceful and serene setting with plenty of room to enjoy the surrounding natural beauty, while remaining just minutes from local shops, restaurants and area amenities. The home features stunning hardwood floors, custom cherry cabinetry, granite tile accents, and elegant granite countertops throughout. The spacious kitchen is equipped with a commercial- grade gas stove, perfect for cooking enthusiasts. Enjoy peace of mind with a fully waterproofed basement. Step outside to a spacious covered patio overlooking the beautifully backyard, creating the perfect setting for outdoor dining, relaxation and entertaining while enjoying the peaceful surroundings. Furniture available to purchase!

41 Flint Road, Millbrook

$1,495,000

Calling all dreamers, this unique, architect-designed contemporary residence is set on 25 private, wooded acres in Millbrook, New York. Located on a pastoral country road, and neighboring one of Millbrook's grand estate properties, this offering combines exceptional architectural integrity, quality construction, and future development potential. The light-filled home is defined by soaring 30-foot ceilings and a dramatic sense of volume with Greek revival motifs throughout. The grand entry to the main level flows into an open kitchen area leading to the great room, with a stunning granite fireplace and adjacent open dining area and a generous greenhouse/sunroom which extends the living space. A balcony off the dining-room anchors both sides of the house and offers a sheltered outdoor respite for coffee or cocktails overlooking the peaceful wooded landscape. The other side leads into the guest bedroom and bath, as well as the primary bedroom suite, featuring a dressing area and walk in closet. Separate loft spaces in each bedroom can be enjoyed as open galleries, sleeping areas or reimagined as another floor to expand the interior square footage. Constructed with quarried bluestone and granite, I-beams, a seamless steel roof, custom millwork, and French limestone and oak floors, the house reflects a focus on longevity and craftsmanship. Below, a large cellar is well-suited for a workshop or studio and includes multiple storage rooms including one for wine. This level also offers flexibility for conversion into additional living space. An approximately 1,000-square-foot, four-bay garage provides substantial parking and storage. Additional on-site materials, including granite pavers, brick pavers, a granite bench, and a granite lamp post base, are included in the sale and offer opportunities for future landscape or hardscape projects. The grounds are anchored by a private garden with a granite pathway encircling a grand Robinson iron fountain featuring cranes. A spring-fed brook runs along the southern border of the property, enhancing the natural setting. Approximately 20 acres on the eastern side of the property offer development potential and the possibility of creating additional vantage points. Less than 2 hours from New York City, this Millbrook estate property combines solid architectural pedigree, superior construction and significant landholding in a much sought-after Hudson Valley location, with convenient access to the amenities of Millbrook Village, Dutchess Day School, and the wider Hudson Valley region. *Some photos virtually staged.

3 Beds ⋅ 2 Baths ⋅ 1011800 MLS

Calling all dreamers, this unique, architect-designed contemporary residence is set on 25 private, wooded acres in Millbrook, New York. Located on a pastoral country road, and neighboring one of Millbrook's grand estate properties, this offering combines exceptional architectural integrity, quality construction, and future development potential. The light-filled home is defined by soaring 30-foot ceilings and a dramatic sense of volume with Greek revival motifs throughout. The grand entry to the main level flows into an open kitchen area leading to the great room, with a stunning granite fireplace and adjacent open dining area and a generous greenhouse/sunroom which extends the living space. A balcony off the dining-room anchors both sides of the house and offers a sheltered outdoor respite for coffee or cocktails overlooking the peaceful wooded landscape. The other side leads into the guest bedroom and bath, as well as the primary bedroom suite, featuring a dressing area and walk in closet. Separate loft spaces in each bedroom can be enjoyed as open galleries, sleeping areas or reimagined as another floor to expand the interior square footage. Constructed with quarried bluestone and granite, I-beams, a seamless steel roof, custom millwork, and French limestone and oak floors, the house reflects a focus on longevity and craftsmanship. Below, a large cellar is well-suited for a workshop or studio and includes multiple storage rooms including one for wine. This level also offers flexibility for conversion into additional living space. An approximately 1,000-square-foot, four-bay garage provides substantial parking and storage. Additional on-site materials, including granite pavers, brick pavers, a granite bench, and a granite lamp post base, are included in the sale and offer opportunities for future landscape or hardscape projects. The grounds are anchored by a private garden with a granite pathway encircling a grand Robinson iron fountain featuring cranes. A spring-fed brook runs along the southern border of the property, enhancing the natural setting. Approximately 20 acres on the eastern side of the property offer development potential and the possibility of creating additional vantage points. Less than 2 hours from New York City, this Millbrook estate property combines solid architectural pedigree, superior construction and significant landholding in a much sought-after Hudson Valley location, with convenient access to the amenities of Millbrook Village, Dutchess Day School, and the wider Hudson Valley region. *Some photos virtually staged.

46 Hoxie Road, Millbrook

$729,000

Charming country Cape Cod style home located minutes from the Village of Millbrook. This home offers an open floor plan with wood flooring, custom built kitchen cabinets, granite countertops, and stainless steel appliances. Dining room has slider to deck. Primary bedroom on first floor with full bath, including washer & dryer. Two large bedrooms are located on the second floor with a second full bath. The basement is finished into a family/game room with walk out slider to yard. The back yard features an in-ground, heated swimming pool and wrap around patio. Whether you are seeking a weekend retreat or a full-time residence, this property offers the perfect blend of easy living and rural charm!

3 Beds ⋅ 2 Baths ⋅ 1007796 MLS

Charming country Cape Cod style home located minutes from the Village of Millbrook. This home offers an open floor plan with wood flooring, custom built kitchen cabinets, granite countertops, and stainless steel appliances. Dining room has slider to deck. Primary bedroom on first floor with full bath, including washer & dryer. Two large bedrooms are located on the second floor with a second full bath. The basement is finished into a family/game room with walk out slider to yard. The back yard features an in-ground, heated swimming pool and wrap around patio. Whether you are seeking a weekend retreat or a full-time residence, this property offers the perfect blend of easy living and rural charm!

580 Oak Summit Road, Millbrook

$729,000

Some homes are simply meant to be found — and this is one of them. Set on 2.83 park like acres in the heart of Dutchess County, this stately c. 1800 Colonial has been lovingly cared for by the same family for years, and the moment you step inside, you’ll understand why. The property’s acreage, layout, and open, usable land also make it eligible for keeping a horse, offering a rare opportunity for those seeking a small, manageable equestrian setting without sacrificing convenience. The home is set back from the road with a dense border of pines, while a wide-open back yard delivers a peaceful sense of rural seclusion. With approximately 2,500 square feet of living space across two gracious floors, the home strikes that rare balance between historic character and modern comfort. Wide board hardwood floors, three fireplaces, and a classic foyer set a warm, welcoming tone, while thoughtful updates — including central air conditioning, a whole house automatic generator, an electric range, and double wall ovens — ensure you never have to choose between charm and convenience. The eat in kitchen flows into a formal dining room perfect for entertaining, while the living room, den, and first floor bath and laundry add everyday functionality. Upstairs, a bedroom is tucked away with its own private staircase — a nod to the home’s Federal era roots — joined by the primary and an additional bedroom, plus a full bath. A full walk up attic offers exceptional storage or potential for future expansion. Outside, the fenced rear yard provides privacy and room to roam, while the detached two car garage with automatic opener and walk up second level storage, professional landscaping, and exterior lighting complete the picture. The full unfinished basement offers additional storage or workshop space. Recent upgrades deliver total peace of mind in 2025, including a new furnace, new whole home generator, new washer and dryer, new garage, and new siding. All of this — just seconds from the Taconic State Parkway and within the sought after Millbrook Central School District — and with the added benefit of horse eligibility, making the property even more versatile and desirable.

4 Beds ⋅ 2 Baths ⋅ 1006444 MLS

Some homes are simply meant to be found — and this is one of them. Set on 2.83 park like acres in the heart of Dutchess County, this stately c. 1800 Colonial has been lovingly cared for by the same family for years, and the moment you step inside, you’ll understand why. The property’s acreage, layout, and open, usable land also make it eligible for keeping a horse, offering a rare opportunity for those seeking a small, manageable equestrian setting without sacrificing convenience. The home is set back from the road with a dense border of pines, while a wide-open back yard delivers a peaceful sense of rural seclusion. With approximately 2,500 square feet of living space across two gracious floors, the home strikes that rare balance between historic character and modern comfort. Wide board hardwood floors, three fireplaces, and a classic foyer set a warm, welcoming tone, while thoughtful updates — including central air conditioning, a whole house automatic generator, an electric range, and double wall ovens — ensure you never have to choose between charm and convenience. The eat in kitchen flows into a formal dining room perfect for entertaining, while the living room, den, and first floor bath and laundry add everyday functionality. Upstairs, a bedroom is tucked away with its own private staircase — a nod to the home’s Federal era roots — joined by the primary and an additional bedroom, plus a full bath. A full walk up attic offers exceptional storage or potential for future expansion. Outside, the fenced rear yard provides privacy and room to roam, while the detached two car garage with automatic opener and walk up second level storage, professional landscaping, and exterior lighting complete the picture. The full unfinished basement offers additional storage or workshop space. Recent upgrades deliver total peace of mind in 2025, including a new furnace, new whole home generator, new washer and dryer, new garage, and new siding. All of this — just seconds from the Taconic State Parkway and within the sought after Millbrook Central School District — and with the added benefit of horse eligibility, making the property even more versatile and desirable.

2303 Salt Point Turnpike, Clinton Corners

$11,500,000

Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance the pastoral beauty while providing a measure of sustainability. The architect Pietro Cicognani designed a home that harmoniously balances details of comfort, beauty, modernity, and history. West Meadow feels as if it’s been in place for centuries. The spacious great room boasts two 18th century stone fireplaces and floors of limestone tile imported from France. Fresh air and light pour in through six custom French doors facing both east and west. The library opens to a long covered porch and one of many stunning views. A central gathering place for friends and loved ones, the kitchen is warmed by a fireplace with pizza oven. In the summer, a wall of floor-to-ceiling windows and doors opens to fragrant gardens, thyme- and lavender-laced stone terraces, the uninterrupted panorama, and matchless sunsets. Upstairs, the primary suite features vaulted ceiling, large windows, and spacious accommodations for luxurious comfort and self-care, including steam shower and a soaking tub that has its very own view. On the bottom floor, a remarkable two thousand bottle wine cellar and tasting room offers something special for oenophiles and casual wine enthusiasts alike. Also on that level is built-in cedar storage, a full laundry, and a staff bedroom. A long, private drive leads through the natural habitat to every outdoor spot on the estate that has been designed for restful ease, comfort, and beauty. Discreetly set apart from the residence, outbuildings include a caretaker’s home, a two-bedroom guest suite, heated greenhouse, four-stall equipment garage, full shop, office, chicken house, and run-in shed. There is ample room on the property for livestock or a stick and ball polo field. Surrounding the house, the columned porch allows for seating in sun or shade, and panoramic views for watching a storm approach, an eagle cavort, or the sun lower in the painted sky.

5 Beds ⋅ 7 Baths ⋅ 1007235 MLS

Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance the pastoral beauty while providing a measure of sustainability. The architect Pietro Cicognani designed a home that harmoniously balances details of comfort, beauty, modernity, and history. West Meadow feels as if it’s been in place for centuries. The spacious great room boasts two 18th century stone fireplaces and floors of limestone tile imported from France. Fresh air and light pour in through six custom French doors facing both east and west. The library opens to a long covered porch and one of many stunning views. A central gathering place for friends and loved ones, the kitchen is warmed by a fireplace with pizza oven. In the summer, a wall of floor-to-ceiling windows and doors opens to fragrant gardens, thyme- and lavender-laced stone terraces, the uninterrupted panorama, and matchless sunsets. Upstairs, the primary suite features vaulted ceiling, large windows, and spacious accommodations for luxurious comfort and self-care, including steam shower and a soaking tub that has its very own view. On the bottom floor, a remarkable two thousand bottle wine cellar and tasting room offers something special for oenophiles and casual wine enthusiasts alike. Also on that level is built-in cedar storage, a full laundry, and a staff bedroom. A long, private drive leads through the natural habitat to every outdoor spot on the estate that has been designed for restful ease, comfort, and beauty. Discreetly set apart from the residence, outbuildings include a caretaker’s home, a two-bedroom guest suite, heated greenhouse, four-stall equipment garage, full shop, office, chicken house, and run-in shed. There is ample room on the property for livestock or a stick and ball polo field. Surrounding the house, the columned porch allows for seating in sun or shade, and panoramic views for watching a storm approach, an eagle cavort, or the sun lower in the painted sky.

129 W Meadow Lane, Millbrook

$449,000

Nestled in the heart of the Hudson Valley, this charming 3-bedroom, 2-bath home in Clinton Corners blends timeless country character with modern comfort. Set on a peaceful property surrounded by rolling landscapes and mature trees, the home features sun-filled living spaces, hardwood floors, and an inviting layout perfect for both everyday living and weekend entertaining. The spacious kitchen flows seamlessly into the dining and living areas. Enjoy quiet mornings on the patio, evenings by the fireplace, and easy access to the village’s boutique shops, restaurants, wineries, and equestrian lifestyle. Are you craving a weekend escape from the hustle and bustle of city life? Or maybe you're an avid angler in search of the perfect fishing spot? Look no further! Deeded Lake rights to Upton Lake and its surrounding area offer an abundance of options to suit your needs. Just minutes from the Taconic Parkway, this property offers the perfect balance of privacy, charm, and convenience in one of Dutchess County’s most sought-after

3 Beds ⋅ 2 Baths ⋅ 1005969 MLS

Nestled in the heart of the Hudson Valley, this charming 3-bedroom, 2-bath home in Clinton Corners blends timeless country character with modern comfort. Set on a peaceful property surrounded by rolling landscapes and mature trees, the home features sun-filled living spaces, hardwood floors, and an inviting layout perfect for both everyday living and weekend entertaining. The spacious kitchen flows seamlessly into the dining and living areas. Enjoy quiet mornings on the patio, evenings by the fireplace, and easy access to the village’s boutique shops, restaurants, wineries, and equestrian lifestyle. Are you craving a weekend escape from the hustle and bustle of city life? Or maybe you're an avid angler in search of the perfect fishing spot? Look no further! Deeded Lake rights to Upton Lake and its surrounding area offer an abundance of options to suit your needs. Just minutes from the Taconic Parkway, this property offers the perfect balance of privacy, charm, and convenience in one of Dutchess County’s most sought-after

4-6 Anderson Road, Clinton Corners

$695,000

Nestled behind stately entrance pillars and approached by a sweeping circular driveway, this beautiful Colonial home offers a private and picturesque setting centered around a lovely pond and peaceful countryside views — all just minutes from the heart of Millbrook Village. Built in 2004, the home combines timeless architectural style with expansive living spaces thoughtfully designed for both everyday comfort and entertaining. Inside, the home welcomes you with a gracious foyer and an exceptional layout featuring generously sized rooms throughout, including a formal living room, family room, dining room, and spacious eat-in kitchen. Multiple gathering spaces, abundant natural light, and scenic views from nearly every room create an inviting and elegant atmosphere. Step outside onto the covered balcony or expansive decking to enjoy the tranquil setting overlooking the pond and surrounding landscape. Mini-split systems provide added comfort and efficient cooling throughout the home. Upstairs, the luxurious primary suite offers a private retreat complete with a spacious bathroom and walk-in closets, while three additional bedrooms provide ample room for guests. The full finished walkout basement offers outstanding flexibility, featuring spacious living areas with French sliding doors leading directly to the bluestone patio — perfect for extended family living, guest quarters, a home office, recreation space, or potential Airbnb opportunity. Adding to the home’s appeal, the owned solar panels provide energy efficiency and long-term savings, while the full-house generator offers peace of mind year-round. Near the charming small barn, you’ll discover the property’s lovely pond — an idyllic setting to relax and spend quiet afternoons enjoying the beauty and serenity of the Hudson Valley countryside. Perfectly positioned less than 2 hours from Manhattan, this exceptional Verbank property offers the ideal balance of privacy, space, modern conveniences, and refined country living.

4 Beds ⋅ 3 Baths ⋅ 997457 MLS

Nestled behind stately entrance pillars and approached by a sweeping circular driveway, this beautiful Colonial home offers a private and picturesque setting centered around a lovely pond and peaceful countryside views — all just minutes from the heart of Millbrook Village. Built in 2004, the home combines timeless architectural style with expansive living spaces thoughtfully designed for both everyday comfort and entertaining. Inside, the home welcomes you with a gracious foyer and an exceptional layout featuring generously sized rooms throughout, including a formal living room, family room, dining room, and spacious eat-in kitchen. Multiple gathering spaces, abundant natural light, and scenic views from nearly every room create an inviting and elegant atmosphere. Step outside onto the covered balcony or expansive decking to enjoy the tranquil setting overlooking the pond and surrounding landscape. Mini-split systems provide added comfort and efficient cooling throughout the home. Upstairs, the luxurious primary suite offers a private retreat complete with a spacious bathroom and walk-in closets, while three additional bedrooms provide ample room for guests. The full finished walkout basement offers outstanding flexibility, featuring spacious living areas with French sliding doors leading directly to the bluestone patio — perfect for extended family living, guest quarters, a home office, recreation space, or potential Airbnb opportunity. Adding to the home’s appeal, the owned solar panels provide energy efficiency and long-term savings, while the full-house generator offers peace of mind year-round. Near the charming small barn, you’ll discover the property’s lovely pond — an idyllic setting to relax and spend quiet afternoons enjoying the beauty and serenity of the Hudson Valley countryside. Perfectly positioned less than 2 hours from Manhattan, this exceptional Verbank property offers the ideal balance of privacy, space, modern conveniences, and refined country living.

60 Eddy Road, Verbank

$849,995

Nestled in the heart of the storied hamlet of Verbank within the coveted Millbrook countryside, 129 Mallory Road is a rare luxury retreat where rustic elegance and timeless Hudson Valley beauty converge. Set upon 8.84 private acres surrounded by scenic woodland trails and breathtaking natural serenity, this extraordinary log cabin estate offers the ultimate escape into one of the region’s most affluent and picturesque enclaves — often referred to as the “Rural Hamptons” for its refined country lifestyle, equestrian culture, and understated sophistication. Thoughtfully designed with warmth, grandeur, and comfort in mind, this stunning residence features three bedrooms and three baths while living expansively like a six- to seven-bedroom retreat, offering exceptional versatility for entertaining, hosting, or multigenerational living. Rich wood interiors, soaring spaces, and inviting craftsmanship create an atmosphere that is both luxurious and deeply tranquil. Beyond the home itself, the grounds are a private sanctuary. Enjoy peaceful mornings along wooded walking trails, afternoons beside the sparkling salt water pool, and evenings unwinding in the hot tub beneath the stars. A sprawling patio invites seamless indoor-outdoor living, surrounded by the quiet beauty of nature and complete privacy. Located just 90 miles north of New York City, Millbrook is beloved for its rolling countryside, celebrated equestrian estates, orchards, vineyards, and charming village atmosphere. From acclaimed farm-to-table dining and boutique shopping to antique treasures, local farmers markets, and beloved destinations such as Trevor Zoo, Millbrook Vineyards & Winery and beautiful golf courses like The Links at Unionvale & Millbrook Golf & Tennis Club, the area embodies the very best of elegant Hudson Valley living. 129 Mallory Road is more than a home — it is a turn-key secluded luxury lifestyle immersed in nature, refinement, and timeless country charm.

3 Beds ⋅ 3 Baths ⋅ 1001662 MLS

Nestled in the heart of the storied hamlet of Verbank within the coveted Millbrook countryside, 129 Mallory Road is a rare luxury retreat where rustic elegance and timeless Hudson Valley beauty converge. Set upon 8.84 private acres surrounded by scenic woodland trails and breathtaking natural serenity, this extraordinary log cabin estate offers the ultimate escape into one of the region’s most affluent and picturesque enclaves — often referred to as the “Rural Hamptons” for its refined country lifestyle, equestrian culture, and understated sophistication. Thoughtfully designed with warmth, grandeur, and comfort in mind, this stunning residence features three bedrooms and three baths while living expansively like a six- to seven-bedroom retreat, offering exceptional versatility for entertaining, hosting, or multigenerational living. Rich wood interiors, soaring spaces, and inviting craftsmanship create an atmosphere that is both luxurious and deeply tranquil. Beyond the home itself, the grounds are a private sanctuary. Enjoy peaceful mornings along wooded walking trails, afternoons beside the sparkling salt water pool, and evenings unwinding in the hot tub beneath the stars. A sprawling patio invites seamless indoor-outdoor living, surrounded by the quiet beauty of nature and complete privacy. Located just 90 miles north of New York City, Millbrook is beloved for its rolling countryside, celebrated equestrian estates, orchards, vineyards, and charming village atmosphere. From acclaimed farm-to-table dining and boutique shopping to antique treasures, local farmers markets, and beloved destinations such as Trevor Zoo, Millbrook Vineyards & Winery and beautiful golf courses like The Links at Unionvale & Millbrook Golf & Tennis Club, the area embodies the very best of elegant Hudson Valley living. 129 Mallory Road is more than a home — it is a turn-key secluded luxury lifestyle immersed in nature, refinement, and timeless country charm.

129 Mallory Road, Verbank

$495,000

Welcome to this warm and inviting 3-bedroom, 1.5-bath home nestled in the heart of Dutchess County, just minutes from the Village of Millbrook and the Taconic State Parkway. From the moment you step into the entry foyer, you'll feel the character and comfort this home has to offer. The sun-filled living room impresses with a beamed ceiling and wood-burning fireplace — the perfect gathering spot on cool Hudson Valley evenings. The farm-style kitchen flows seamlessly into a charming dining area and sunroom, creating a bright, open space ideal for everyday living and entertaining. A first-floor bedroom and full bathroom offer flexibility for guests, a home office, or single-level living. The expansive bonus room with vaulted ceiling adds generous space for relaxing, with a possible den/office/mother/daughter area, half bath, and laundry area complete the main level. Upstairs, two additional bedrooms provide comfortable private retreats. Step outside to your own backyard oasis — a stunning bluestone patio with fireplace sets the stage for al fresco entertaining, while the privacy-fenced heated saltwater pool with deck, patio, and pool house makes every summer day feel like a vacation. A detached 1-car garage and large driveway round out this exceptional property. All of this in a coveted Millbrook location, close to top equestrian facilities, fine dining, wineries, and everything the Hudson Valley has to offer.

3 Beds ⋅ 2 Baths ⋅ 968366 MLS

Welcome to this warm and inviting 3-bedroom, 1.5-bath home nestled in the heart of Dutchess County, just minutes from the Village of Millbrook and the Taconic State Parkway. From the moment you step into the entry foyer, you'll feel the character and comfort this home has to offer. The sun-filled living room impresses with a beamed ceiling and wood-burning fireplace — the perfect gathering spot on cool Hudson Valley evenings. The farm-style kitchen flows seamlessly into a charming dining area and sunroom, creating a bright, open space ideal for everyday living and entertaining. A first-floor bedroom and full bathroom offer flexibility for guests, a home office, or single-level living. The expansive bonus room with vaulted ceiling adds generous space for relaxing, with a possible den/office/mother/daughter area, half bath, and laundry area complete the main level. Upstairs, two additional bedrooms provide comfortable private retreats. Step outside to your own backyard oasis — a stunning bluestone patio with fireplace sets the stage for al fresco entertaining, while the privacy-fenced heated saltwater pool with deck, patio, and pool house makes every summer day feel like a vacation. A detached 1-car garage and large driveway round out this exceptional property. All of this in a coveted Millbrook location, close to top equestrian facilities, fine dining, wineries, and everything the Hudson Valley has to offer.

6 Route 343, Millbrook

$599,408

Sophisticated country living in the desirable Millbrook area within the highly regarded Millbrook Central School District. Ideally located close to the charming village, local amenities, and the Wassaic Station for convenient Metro-North access to New York City. Privately set on 2.06 picturesque acres, this light-filled 4-bedroom, 2-bath Cape offers the perfect blend of comfort, versatility, and lifestyle. Designed to accommodate a variety of needs, the exceptional heated three-bay garage with soaring ceilings and expansive upper level creates endless possibilities for car enthusiasts, artists, writers, entrepreneurs, fitness enthusiasts, or those seeking a spacious home office or creative studio. The inviting interior features wood floors and tile throughout the main level, with an effortless open-concept layout ideal for both everyday living and entertaining. The vaulted-ceiling family room is filled with natural light and showcases tile flooring, a custom built-in entertainment cabinet, and a chimney ready for a pellet or wood stove. The adjoining kitchen flows seamlessly into the living and dining spaces, creating a warm and welcoming atmosphere. A formal dining room and spacious living room continue the home’s airy, connected design, while a first-floor bedroom and full bath with laundry closet provide flexibility for guests or one-level living. Upstairs, the primary suite offers vaulted ceilings and a private ensuite bath, accompanied by two additional bedrooms. Step outside to the rear deck overlooking the peaceful grounds—perfect for outdoor dining, entertaining, or simply enjoying the tranquil setting. A storage shed adds additional convenience to this thoughtfully designed property. A rare offering combining refined country style, functional workspace, and an ideal location in the heart of the Hudson Valley.

4 Beds ⋅ 2 Baths ⋅ 996401 MLS

Sophisticated country living in the desirable Millbrook area within the highly regarded Millbrook Central School District. Ideally located close to the charming village, local amenities, and the Wassaic Station for convenient Metro-North access to New York City. Privately set on 2.06 picturesque acres, this light-filled 4-bedroom, 2-bath Cape offers the perfect blend of comfort, versatility, and lifestyle. Designed to accommodate a variety of needs, the exceptional heated three-bay garage with soaring ceilings and expansive upper level creates endless possibilities for car enthusiasts, artists, writers, entrepreneurs, fitness enthusiasts, or those seeking a spacious home office or creative studio. The inviting interior features wood floors and tile throughout the main level, with an effortless open-concept layout ideal for both everyday living and entertaining. The vaulted-ceiling family room is filled with natural light and showcases tile flooring, a custom built-in entertainment cabinet, and a chimney ready for a pellet or wood stove. The adjoining kitchen flows seamlessly into the living and dining spaces, creating a warm and welcoming atmosphere. A formal dining room and spacious living room continue the home’s airy, connected design, while a first-floor bedroom and full bath with laundry closet provide flexibility for guests or one-level living. Upstairs, the primary suite offers vaulted ceilings and a private ensuite bath, accompanied by two additional bedrooms. Step outside to the rear deck overlooking the peaceful grounds—perfect for outdoor dining, entertaining, or simply enjoying the tranquil setting. A storage shed adds additional convenience to this thoughtfully designed property. A rare offering combining refined country style, functional workspace, and an ideal location in the heart of the Hudson Valley.

810 ROUTE 343, Dover Plains

$1,400,000

This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring ceilings, and striking architectural details that create a unique backdrop for a wide range of uses—whether hospitality, creative ventures, or professional space. Complementing the generous interior, outdoor gardens and landscaped grounds provide space for events or a serene setting for relaxation. Above the main level, a private three-bedroom apartment offers comfortable living with a deck overlooking the surrounding countryside. This rare combination of historic charm, substantial square footage, and adaptable layout makes the property ideal for a live/work arrangement, an investment opportunity, or a visionary redevelopment. With its rich character and flexible design, it presents a truly exceptional opportunity in one of the Hudson Valley’s most desirable locations.

3 Beds ⋅ 8 Baths ⋅ 996782 MLS

This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring ceilings, and striking architectural details that create a unique backdrop for a wide range of uses—whether hospitality, creative ventures, or professional space. Complementing the generous interior, outdoor gardens and landscaped grounds provide space for events or a serene setting for relaxation. Above the main level, a private three-bedroom apartment offers comfortable living with a deck overlooking the surrounding countryside. This rare combination of historic charm, substantial square footage, and adaptable layout makes the property ideal for a live/work arrangement, an investment opportunity, or a visionary redevelopment. With its rich character and flexible design, it presents a truly exceptional opportunity in one of the Hudson Valley’s most desirable locations.

4258 Route 44, Millbrook

$1,495,000

Set along a country road just beyond the Village of Millbrook, this cedar-sided traditional overlooks a serene, spring-fed pond and unfolds across 23 acres of rolling fields, mature trees, and thoughtfully kept grounds. The setting feels both expansive and private, with long views and a true sense of escape. The 3,200+ square foot home offers a spacious and flexible layout, with four bedrooms, three full baths, central air, and a gas fireplace. The main level is centered around an open living and dining area that flows seamlessly to a large deck, perfect for entertaining or simply taking in the landscape. The kitchen is well positioned for everyday ease, while two guest bedrooms share a full bath. The primary suite is tucked away for privacy and opens into a sun-filled sitting room overlooking the pond, a peaceful space for morning coffee or quiet afternoons. The finished lower level expands the living space with a generous family room, a screened porch, and direct access to the attached two-car garage. Outdoors, the property invites exploration, with private walking trails winding through the land and a tucked-away tea house offering a quiet place for reflection. The pond, open fields, and wooded areas create a dynamic and ever-changing backdrop throughout the seasons. Located on a town-maintained gravel road along a historic scenic route, the property offers a rare balance of seclusion and accessibility, minutes to Millbrook’s shops, dining, and amenities, and approximately two hours from NYC by car or train. Additional adjacent acreage may be available for those seeking to expand their footprint.

4 Beds ⋅ 3 Baths ⋅ 994161 MLS

Set along a country road just beyond the Village of Millbrook, this cedar-sided traditional overlooks a serene, spring-fed pond and unfolds across 23 acres of rolling fields, mature trees, and thoughtfully kept grounds. The setting feels both expansive and private, with long views and a true sense of escape. The 3,200+ square foot home offers a spacious and flexible layout, with four bedrooms, three full baths, central air, and a gas fireplace. The main level is centered around an open living and dining area that flows seamlessly to a large deck, perfect for entertaining or simply taking in the landscape. The kitchen is well positioned for everyday ease, while two guest bedrooms share a full bath. The primary suite is tucked away for privacy and opens into a sun-filled sitting room overlooking the pond, a peaceful space for morning coffee or quiet afternoons. The finished lower level expands the living space with a generous family room, a screened porch, and direct access to the attached two-car garage. Outdoors, the property invites exploration, with private walking trails winding through the land and a tucked-away tea house offering a quiet place for reflection. The pond, open fields, and wooded areas create a dynamic and ever-changing backdrop throughout the seasons. Located on a town-maintained gravel road along a historic scenic route, the property offers a rare balance of seclusion and accessibility, minutes to Millbrook’s shops, dining, and amenities, and approximately two hours from NYC by car or train. Additional adjacent acreage may be available for those seeking to expand their footprint.

508 Woodstock Road, Millbrook

$589,000

Exceptionally well maintained home with many upgrades including new siding, newer roof, new hard-wired generator, new windows, new flooring on first level, newly paved driveway. Private first level includes bedroom, full eat in kitchen, living room, full bath, laundry room and separate entrance. It's the perfect for extended family living. Upstairs includes full, eat in kitchen, dining room, access to deck, living room, three bedrooms and full bath.

4 Beds ⋅ 2 Baths ⋅ 983261 MLS

Exceptionally well maintained home with many upgrades including new siding, newer roof, new hard-wired generator, new windows, new flooring on first level, newly paved driveway. Private first level includes bedroom, full eat in kitchen, living room, full bath, laundry room and separate entrance. It's the perfect for extended family living. Upstairs includes full, eat in kitchen, dining room, access to deck, living room, three bedrooms and full bath.

3875 Route 82, Millbrook