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$599,999

Located in Orange County, Town of Crawford, just 10 minutes to Middletown and Pine Bush, this exceptional space is filled with natural light from large windows and offers endless possibilities, with the 3rd space functioning as a home office, media room, playroom, fitness studio, or guest retreat. This impressive 2,600+ square-foot colonial situated on a beautifully maintained 0.82-acre corner lot on a quiet cul-de-sac within the Pine Bush School District. From the moment you arrive, you'll appreciate the home's striking curb appeal, featuring high-quality stucco construction, a stamped concrete walkway and patio, with meticulous landscaping. Freshly painted inside and out, this residence is truly move-in ready and maintained in immaculate condition. Step inside to discover soaring 9-foot ceilings, recessed lighting throughout, a lovely balcony, stunning 5-inch white oak flooring, and a breathtaking two-story foyer illuminated by an imported grand crystal chandelier. The formal living room provides an elegant space for entertaining and everyday living. The heart of the home is a spectacular chef's kitchen featuring premium Cafe appliances, an oversized 7-foot, 7-inch center island, granite countertops, abundant cabinetry, under-cabinet uplighting, and luxurious Cerrara marble finishes that extend throughout the kitchen and bathrooms. Upstairs, you'll find an exceptionally spacious second-floor layout highlighted by hallways measuring over 7 feet wide throughout, creating an open and airy feel rarely found in today's homes. A private balcony accented by elegant granite columns can be accessed directly from both the primary suite and the main hallway, offering a unique architectural feature and an inviting outdoor space to enjoy. Retreat to the spacious primary suite, featuring a generous 14' x 20' bedroom, an enormous walk-in closet, and a spa-inspired bath complete with imported ceramic tile and an oversized rainfall shower designed for ultimate relaxation. Additional highlights include Anderson windows, Anderson sliding glass door, custom levolor blinds, imported ceramic tile, recessed lighting throughout the entire home, and exceptional craftsmanship. Every detail has been thoughtfully designed and impeccably maintained. Conveniently located in the town of Crawford, just minutes to Middletown, Pine Bush, Circleville, Montgomery, and Route 17. You'll enjoy easy access to shopping, restaurants, parks, schools, entertainment, and all the incredible amenities the Hudson Valley has to offer. A rare combination of luxury, functionality, and location. This stunning home is truly a must-see.

3 Beds ⋅ 3 Baths ⋅ 1030667 MLS

Located in Orange County, Town of Crawford, just 10 minutes to Middletown and Pine Bush, this exceptional space is filled with natural light from large windows and offers endless possibilities, with the 3rd space functioning as a home office, media room, playroom, fitness studio, or guest retreat. This impressive 2,600+ square-foot colonial situated on a beautifully maintained 0.82-acre corner lot on a quiet cul-de-sac within the Pine Bush School District. From the moment you arrive, you'll appreciate the home's striking curb appeal, featuring high-quality stucco construction, a stamped concrete walkway and patio, with meticulous landscaping. Freshly painted inside and out, this residence is truly move-in ready and maintained in immaculate condition. Step inside to discover soaring 9-foot ceilings, recessed lighting throughout, a lovely balcony, stunning 5-inch white oak flooring, and a breathtaking two-story foyer illuminated by an imported grand crystal chandelier. The formal living room provides an elegant space for entertaining and everyday living. The heart of the home is a spectacular chef's kitchen featuring premium Cafe appliances, an oversized 7-foot, 7-inch center island, granite countertops, abundant cabinetry, under-cabinet uplighting, and luxurious Cerrara marble finishes that extend throughout the kitchen and bathrooms. Upstairs, you'll find an exceptionally spacious second-floor layout highlighted by hallways measuring over 7 feet wide throughout, creating an open and airy feel rarely found in today's homes. A private balcony accented by elegant granite columns can be accessed directly from both the primary suite and the main hallway, offering a unique architectural feature and an inviting outdoor space to enjoy. Retreat to the spacious primary suite, featuring a generous 14' x 20' bedroom, an enormous walk-in closet, and a spa-inspired bath complete with imported ceramic tile and an oversized rainfall shower designed for ultimate relaxation. Additional highlights include Anderson windows, Anderson sliding glass door, custom levolor blinds, imported ceramic tile, recessed lighting throughout the entire home, and exceptional craftsmanship. Every detail has been thoughtfully designed and impeccably maintained. Conveniently located in the town of Crawford, just minutes to Middletown, Pine Bush, Circleville, Montgomery, and Route 17. You'll enjoy easy access to shopping, restaurants, parks, schools, entertainment, and all the incredible amenities the Hudson Valley has to offer. A rare combination of luxury, functionality, and location. This stunning home is truly a must-see.

8 Darmstadter Road, Bloomingburg

$2,499,900

Welcome to one of the Hudson Valley's most iconic private estates; an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, abundant space for custom vehicle enthusiasts and unmatched entertaining spaces. Known locally as the famed "Orange County Choppers House," this remarkable property blends rustic elegance with modern comfort in a setting designed for those who appreciate both refined living and outdoor adventure. Beyond the gated entrance, a winding driveway passes fenced paddocks, open meadows, a pond, farm animal run-in sheds and a row barn, before arriving at the impressive log home, complete with a wraparound covered porch, metal roof, and expansive courtyard driveway with ample space for oversized vehicles and equipment. Inside, the home showcases rich wood craftsmanship, soaring ceilings, and breathtaking views of the surrounding mountains, koi ponds, and manicured gardens. The chef's kitchen features custom wood cabinetry, granite countertops, a center island, and spacious dining area, while a practical mudroom includes a convenient dog washing station. The dramatic great room serves as the heart of the home with floor-to-ceiling windows and a striking stone fireplace. The main level offers a private office, full bathroom, and a luxurious primary suite complete with a walk-in closet and spa-inspired ensuite featuring a floating jetted soaking tub, oversized tiled shower, and double vanity. Nearly every room opens directly to inviting outdoor living spaces that seamlessly connect the home to its natural surroundings. Upstairs, two generously sized bedrooms share a full bath, while a peaceful loft-style sitting area overlooks both the great room below and the picturesque grounds beyond. The partially finished lower level provides endless potential with a full bathroom and bar area already in place, awaiting your personal finishing touches. Step outside and discover a true resort-style oasis. The spectacular multi-level heated pool features a slide, wading area, and extensive lounging spaces. The pool house includes a tiki bar, full bathroom, and outdoor shower, while dual Thor grills, granite serving stations, and a shaded pergola create the ultimate setting for unforgettable gatherings. The estate continues to impress with a heated two-story showroom garage offering over 7,000 square feet of commercial grade space. The upper level includes two guest apartments, each with kitchenettes, bedrooms, and bathrooms, creating exceptional opportunities for extended family, guests, or staff accommodations. Equestrian enthusiasts will appreciate the classic red two-story barn currently configured for five horses with room for expansion, along with a massive hay loft, multiple fenced paddocks, and supporting run-ins. An impressive 6000 sq ft commercial grade mechanic's garage and workshop sits farther down the drive, providing privacy and flexibility for hobbyists, collectors, or business pursuits. Completing this extraordinary offering is a stunning 1+ acre pond featuring docks, a waterfall, and waterside grilling patio—an idyllic backdrop for fishing, entertaining, or simply enjoying the peace and beauty of the Hudson Valley countryside. Rarely does a property offer this level of privacy, recreation, functionality, and luxury. Whether envisioned as a compound, equestrian estate, entertainer's paradise, or Hudson Valley retreat, this iconic property delivers a lifestyle unlike any other.

3 Beds ⋅ 3 Baths ⋅ 1006189 MLS

Welcome to one of the Hudson Valley's most iconic private estates; an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, abundant space for custom vehicle enthusiasts and unmatched entertaining spaces. Known locally as the famed "Orange County Choppers House," this remarkable property blends rustic elegance with modern comfort in a setting designed for those who appreciate both refined living and outdoor adventure. Beyond the gated entrance, a winding driveway passes fenced paddocks, open meadows, a pond, farm animal run-in sheds and a row barn, before arriving at the impressive log home, complete with a wraparound covered porch, metal roof, and expansive courtyard driveway with ample space for oversized vehicles and equipment. Inside, the home showcases rich wood craftsmanship, soaring ceilings, and breathtaking views of the surrounding mountains, koi ponds, and manicured gardens. The chef's kitchen features custom wood cabinetry, granite countertops, a center island, and spacious dining area, while a practical mudroom includes a convenient dog washing station. The dramatic great room serves as the heart of the home with floor-to-ceiling windows and a striking stone fireplace. The main level offers a private office, full bathroom, and a luxurious primary suite complete with a walk-in closet and spa-inspired ensuite featuring a floating jetted soaking tub, oversized tiled shower, and double vanity. Nearly every room opens directly to inviting outdoor living spaces that seamlessly connect the home to its natural surroundings. Upstairs, two generously sized bedrooms share a full bath, while a peaceful loft-style sitting area overlooks both the great room below and the picturesque grounds beyond. The partially finished lower level provides endless potential with a full bathroom and bar area already in place, awaiting your personal finishing touches. Step outside and discover a true resort-style oasis. The spectacular multi-level heated pool features a slide, wading area, and extensive lounging spaces. The pool house includes a tiki bar, full bathroom, and outdoor shower, while dual Thor grills, granite serving stations, and a shaded pergola create the ultimate setting for unforgettable gatherings. The estate continues to impress with a heated two-story showroom garage offering over 7,000 square feet of commercial grade space. The upper level includes two guest apartments, each with kitchenettes, bedrooms, and bathrooms, creating exceptional opportunities for extended family, guests, or staff accommodations. Equestrian enthusiasts will appreciate the classic red two-story barn currently configured for five horses with room for expansion, along with a massive hay loft, multiple fenced paddocks, and supporting run-ins. An impressive 6000 sq ft commercial grade mechanic's garage and workshop sits farther down the drive, providing privacy and flexibility for hobbyists, collectors, or business pursuits. Completing this extraordinary offering is a stunning 1+ acre pond featuring docks, a waterfall, and waterside grilling patio—an idyllic backdrop for fishing, entertaining, or simply enjoying the peace and beauty of the Hudson Valley countryside. Rarely does a property offer this level of privacy, recreation, functionality, and luxury. Whether envisioned as a compound, equestrian estate, entertainer's paradise, or Hudson Valley retreat, this iconic property delivers a lifestyle unlike any other.

95 Judson Road, Montgomery

$550,000

STRATEGICALLY REPRICED FOR TODAY'S MARKET AND UNLIKE ANYTHING ELSE! Not just a home, a LIFESTYLE worth coming home to! OFFERING AN EVEN MORE EXCEPTIONAL VALUE WITH LOWER TAXES OF SHAWANGUNK - ULSTER COUNTY IN THE SOUGHT AFTER PINE BUSH SCHOOL DISTRICT AND IN TURN KEY CONDITION! Tucked back on nearly an acre and a half of private acreage, lies this beautifully updated farmhouse style colonial with stunning panoramic views, breathtaking sunsets to enjoy from its wraparound porch...and your neighbor? The quaint farm stand offering fresh produce and home made baked goods, just steps away! A backyard retreat complete with new hot tub/ A handcrafted bridge across the tranquil, bordering creek/ An over-sized two level detached building - more than just a "garage", featuring endless possibilities for a performance garage-dream workshop, home based businesses, hobby-creative studio, indoor recreation and an "extra perk" loft boasting a complete fitness area. Designed for living - Spacious gourmet kitchen showcasing a farmhouse sink, dual pantries and custom cabinetry and storage solutions/ Living room with woodburning fireplace/ Sun filled den surrounded by windows overlooking your backyard retreat / Hardwood floors and quality craftsmanship throughout/ Finished lower lever offering 700sf of additional living, recreation and storage space. Move in ready and thoughtfully appointed, this home offers comfort and peace of mind through a Generac Whole House Automatic Generator, an Ozone Pure Water System and the added value of reasonably lower Ulster County property taxes and Pine Bush School District. More than a home and because home should feel like your favorite place to be... THIS is where country charm meets inspired living! Schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ 1008113 MLS

STRATEGICALLY REPRICED FOR TODAY'S MARKET AND UNLIKE ANYTHING ELSE! Not just a home, a LIFESTYLE worth coming home to! OFFERING AN EVEN MORE EXCEPTIONAL VALUE WITH LOWER TAXES OF SHAWANGUNK - ULSTER COUNTY IN THE SOUGHT AFTER PINE BUSH SCHOOL DISTRICT AND IN TURN KEY CONDITION! Tucked back on nearly an acre and a half of private acreage, lies this beautifully updated farmhouse style colonial with stunning panoramic views, breathtaking sunsets to enjoy from its wraparound porch...and your neighbor? The quaint farm stand offering fresh produce and home made baked goods, just steps away! A backyard retreat complete with new hot tub/ A handcrafted bridge across the tranquil, bordering creek/ An over-sized two level detached building - more than just a "garage", featuring endless possibilities for a performance garage-dream workshop, home based businesses, hobby-creative studio, indoor recreation and an "extra perk" loft boasting a complete fitness area. Designed for living - Spacious gourmet kitchen showcasing a farmhouse sink, dual pantries and custom cabinetry and storage solutions/ Living room with woodburning fireplace/ Sun filled den surrounded by windows overlooking your backyard retreat / Hardwood floors and quality craftsmanship throughout/ Finished lower lever offering 700sf of additional living, recreation and storage space. Move in ready and thoughtfully appointed, this home offers comfort and peace of mind through a Generac Whole House Automatic Generator, an Ozone Pure Water System and the added value of reasonably lower Ulster County property taxes and Pine Bush School District. More than a home and because home should feel like your favorite place to be... THIS is where country charm meets inspired living! Schedule your private showing today!

94 Jansen Road, Pine Bush

$3,500,000

Set across an extraordinary expanse of pristine Hudson Valley landscape, this one-of-a-kind legacy property presents a rare convergence of luxury living, commercial versatility, and future development potential. Offering both agricultural and residential zoning, the estate is uniquely positioned for a private compound, luxury retreat, equestrian lifestyle, hospitality venture, or long-term investment opportunity all sitting at the base of the Shawangunk Mountains. At the heart of the property is an impressive 15,000-square-foot commercial building with separate custom workshop. both accompanied by a spectacular 4,500+ square-foot barn reimagined into an elevated clubhouse and guest residence. Designed for both entertaining and extended stays, the space features a full chef’s kitchen outfitted with premium ZLINE appliances, three bedrooms, a full bath, movie theatre, home gym, and expansive gathering areas that blend rustic character with modern luxury. Above the commercial building are two beautifully updated two-bedroom apartments, each offering spacious open-concept layouts, full baths, laundry, and turnkey living accommodations ideal for guests, rental income, staff housing, or multigenerational use. Beyond the existing structures lies an incredible canvas of untouched acreage waiting to be explored, enjoyed, or further developed. Rolling pastures, ponds, wooded trails, and sweeping mountain views create an atmosphere of complete privacy and serenity. A cleared build site positioned to overlook the ponds and surrounding landscape offers the perfect setting for an additional luxury residence or future expansion. Whether envisioned as an exclusive family estate, income-producing compound, boutique destination, or visionary development opportunity, this remarkable property delivers unmatched scale, flexibility, and possibility in the heart of the Hudson Valley. A truly exceptional offering where luxury, land, and limitless potential meet. All located just minutes from Minnewaska State Park, Shawangunk Mountains & Trail, Mohonk and so much more!

996873 MLS

Set across an extraordinary expanse of pristine Hudson Valley landscape, this one-of-a-kind legacy property presents a rare convergence of luxury living, commercial versatility, and future development potential. Offering both agricultural and residential zoning, the estate is uniquely positioned for a private compound, luxury retreat, equestrian lifestyle, hospitality venture, or long-term investment opportunity all sitting at the base of the Shawangunk Mountains. At the heart of the property is an impressive 15,000-square-foot commercial building with separate custom workshop. both accompanied by a spectacular 4,500+ square-foot barn reimagined into an elevated clubhouse and guest residence. Designed for both entertaining and extended stays, the space features a full chef’s kitchen outfitted with premium ZLINE appliances, three bedrooms, a full bath, movie theatre, home gym, and expansive gathering areas that blend rustic character with modern luxury. Above the commercial building are two beautifully updated two-bedroom apartments, each offering spacious open-concept layouts, full baths, laundry, and turnkey living accommodations ideal for guests, rental income, staff housing, or multigenerational use. Beyond the existing structures lies an incredible canvas of untouched acreage waiting to be explored, enjoyed, or further developed. Rolling pastures, ponds, wooded trails, and sweeping mountain views create an atmosphere of complete privacy and serenity. A cleared build site positioned to overlook the ponds and surrounding landscape offers the perfect setting for an additional luxury residence or future expansion. Whether envisioned as an exclusive family estate, income-producing compound, boutique destination, or visionary development opportunity, this remarkable property delivers unmatched scale, flexibility, and possibility in the heart of the Hudson Valley. A truly exceptional offering where luxury, land, and limitless potential meet. All located just minutes from Minnewaska State Park, Shawangunk Mountains & Trail, Mohonk and so much more!

51 Redder Road, Pine Bush

$2,595,000

Welcome to the Daniel Bull House, a remarkable 1787 estate and one of the Hudson Valley’s finest examples of early American stone architecture. Originally built by one of Hudson Valley’s founding families, this historic stone residence has been masterfully restored, blending old world craftsmanship with modern luxury. Ideally located just minutes from town yet offering the serenity of a private retreat, Daniel Bull House stands as a testament to traditional American heritage, and the sophisticated vision of its current stewards. Sited on over 31 pastoral acres across two parcels, this three-story home offers four spacious bedrooms, three-and-a-half luxurious bathrooms, a screened-in porch, and a heated saltwater pool overlooking an idyllic landscape. Step inside to discover a warm and inviting library anchored by one of five grand fireplaces. Natural light floods the interior spaces throughout the day–a rare feature for a stone house of this era. Period details are present throughout—from wide-plank hardwood floors and handcrafted built-ins to original millwork and a hearth in the chef’s kitchen that evokes another era. While historic charm takes center stage, no expense was spared in updating the home’s infrastructure. Energy-efficient throughout, the home features fully upgraded mechanicals, a state-of-the-art Buderus heating system, radiant flooring, and an outdoor furnace that can heat both the house and pool for added comfort and peace of mind. Outside, the grounds showcase bluestone patios, mature gardens, stone terraces, complemented by striking outdoor sculptures. Multiple outbuildings enhance the estate’s charm, including a modern, 45’ x 75’ garage offering potential as a studio, workshop, or guest quarters. Just 90 minutes from Manhattan, Daniel Bull House offers private solace while being a short drive to local amenities and endless upstate outdoor adventures. This lovely country retreat presents a rare opportunity to own a significant piece of American history, thoughtfully preserved and enhanced for modern living.

4 Beds ⋅ 4 Baths ⋅ 868053 MLS

Welcome to the Daniel Bull House, a remarkable 1787 estate and one of the Hudson Valley’s finest examples of early American stone architecture. Originally built by one of Hudson Valley’s founding families, this historic stone residence has been masterfully restored, blending old world craftsmanship with modern luxury. Ideally located just minutes from town yet offering the serenity of a private retreat, Daniel Bull House stands as a testament to traditional American heritage, and the sophisticated vision of its current stewards. Sited on over 31 pastoral acres across two parcels, this three-story home offers four spacious bedrooms, three-and-a-half luxurious bathrooms, a screened-in porch, and a heated saltwater pool overlooking an idyllic landscape. Step inside to discover a warm and inviting library anchored by one of five grand fireplaces. Natural light floods the interior spaces throughout the day–a rare feature for a stone house of this era. Period details are present throughout—from wide-plank hardwood floors and handcrafted built-ins to original millwork and a hearth in the chef’s kitchen that evokes another era. While historic charm takes center stage, no expense was spared in updating the home’s infrastructure. Energy-efficient throughout, the home features fully upgraded mechanicals, a state-of-the-art Buderus heating system, radiant flooring, and an outdoor furnace that can heat both the house and pool for added comfort and peace of mind. Outside, the grounds showcase bluestone patios, mature gardens, stone terraces, complemented by striking outdoor sculptures. Multiple outbuildings enhance the estate’s charm, including a modern, 45’ x 75’ garage offering potential as a studio, workshop, or guest quarters. Just 90 minutes from Manhattan, Daniel Bull House offers private solace while being a short drive to local amenities and endless upstate outdoor adventures. This lovely country retreat presents a rare opportunity to own a significant piece of American history, thoughtfully preserved and enhanced for modern living.

26 Roberson Avenue, Pine Bush