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$454,500
4 Beds 2 Baths 1035923 MLS
Set on 1.3 acres in the Town of Crawford, this spacious of flexible living space, including a legal accessory apartment ideal for multi-generational living, extended guests, or supplemental income. With two kitchens, multiple living areas, and a full basement, the layout provides exceptional versatility for a wide range of needs. The property features a peaceful, level lot perfect for outdoor enjoyment, gardening, or future expansion. Inside, you’ll find generous room sizes, a den/library, and practical features such as oil heat, multiple heating zones, and cable/electric connectivity. The home’s rural setting offers privacy while still being close to local amenities, parks, and commuter routes.Located in the Pine Bush School District, this home presents a rare opportunity to own a property with built-in flexibility in a desirable Hudson Valley community.

740 Wallkill Avenue, Pine Bush

$399,000
3 Beds 1 Baths 1034782 MLS
Blending modern design with warm, inviting character, this exceptional home has been thoughtfully updated throughout and is ready for its next owner to add their personal finishing touches and make it their own. Nestled on 2 private, level acres, this beautifully updated home features an open-concept layout with soaring vaulted ceilings, luxury vinyl plank flooring, recessed lighting, custom wood accents, and a stunning floor-to-ceiling stone fireplace. The updated kitchen is ready for your personal finishing touches, offering the perfect opportunity to complete the space exactly the way you envision it. The beautifully renovated bathroom showcases a sleek tiled walk-in shower and contemporary finishes, while large windows and sliding glass doors flood the home with natural light and create a seamless connection to the outdoor living space. Step outside to enjoy the beautifully landscaped fire pit, expansive level yard, mature trees, oversized detached garage, circular driveway, and endless space to entertain, unwind, or simply enjoy the peaceful surroundings.

290 Route 17K, Bloomingburg

$450,000
4 Beds 3 Baths 1029410 MLS
Experience the perfect blend of modern updates and timeless charm at 24 Farmingdale Lane in Bloomingburg. Thoughtfully renovated from top to bottom, this move-in-ready home delivers the look and feel of new construction while offering exceptional value. ~Nestled in a peaceful, nature-filled setting within the Pine Bush Central School District, this approximately 1,900-square-foot home features 4 bedrooms and 3 full bathrooms with a versatile layout designed to fit today's lifestyle. The main level offers two bedrooms, including a spacious primary suite complete with a private bath and generous walk-in closet, plus an additional full bathroom and convenient first-floor laundry hookup. Upstairs, you'll find two more bedrooms and another full bath, providing the ideal setup for guests, extended family, or a home office. ~At the center of the home is a beautifully redesigned kitchen featuring stylish cabinetry, quartz countertops, and a large center island that opens seamlessly to the living space, perfect for everyday living. ~Beyond the beautiful finishes, the home's extensive upgrades provide lasting value and peace of mind. Major improvements include a brand-new septic system, new drilled well, updated plumbing and electrical systems, and energy-efficient spray foam insulation, allowing YOU to simply unpack and enjoy. ~Conveniently located just minutes from Route 17 (I-86), this property offers easy access to shopping, dining, and commuter routes while maintaining the privacy and tranquility of its scenic surroundings. Enjoy nearby local favorites like The Roost and explore the natural beauty of the Basha Kill Wildlife Management Area, both just a short drive away. ~Offering modern finishes, quality craftsmanship, and significant infrastructure upgrades, 24 Farmingdale Lane is a rare opportunity to own a truly turnkey home in the heart of the Hudson Valley.

24 Farmingdale Lane, Bloomingburg

$600,000
4 Beds 2 Baths 1029961 MLS
A rare offering where timeless charm, refined design, and the beauty of the Hudson Valley come together. Set on more than four picturesque acres in Pine Bush, this impeccably renovated 4-bedroom, 2-bath Cape offers an exceptional blend of elegance, privacy, and modern comfort. Thoughtfully reimagined with meticulous attention to detail, the home showcases a stunning quartz kitchen with new appliances, beautifully renovated bathrooms, rich architectural character, and a warm wood-burning fireplace that creates an inviting atmosphere throughout. Every finish has been carefully selected to deliver a sophisticated yet comfortable living experience, making this home truly move-in ready. Beyond the residence, the expansive grounds provide a private sanctuary surrounded by natural beauty. Whether hosting unforgettable gatherings, cultivating gardens, enjoying outdoor recreation, or simply embracing the tranquility of the landscape, the possibilities are endless across more than four acres of scenic countryside. Perfectly positioned in the heart of the Hudson Valley, the property offers convenient access to Pine Bush's charming boutiques, acclaimed restaurants, wineries, farmers markets, parks, scenic hiking trails, and major commuter routes, providing an effortless balance of peaceful country living and modern convenience. Properties of this caliber, offering exceptional renovations, expansive acreage, and a sought-after Hudson Valley setting, are a rare opportunity. Experience a home where thoughtful craftsmanship, timeless elegance, and natural beauty create an extraordinary place to call your own. Schedule your private showing today.

80 Burlingham Road, Pine Bush

$549,999
3 Beds 2 Baths 1030691 MLS
Enjoy the character of a classic farmhouse with the comfort, efficiency, and major improvements buyers often expect from new construction. This thoughtfully renovated 3-bedroom, 1.5-bath home is truly move-in ready, with a new roof, brand-new windows throughout, central heating and cooling, spray-foam insulation, and high-efficiency systems designed to improve year-round comfort and help manage utility usage. Inside, preserved hardwood floors, an original exposed-brick chimney, and carefully selected finishes maintain the home’s farmhouse charm while providing a fresh, updated interior. The spacious kitchen opens directly to an oversized rear deck, offering an easy flow for outdoor dining, entertaining, and relaxing. A classic covered front porch provides another welcoming place to enjoy the country setting. A major highlight is the detached two-car barn-style garage with a full loft. This exceptional bonus space provides substantial room for vehicles, recreational equipment, seasonal items, a workshop, collections, storage, or a variety of hobbies. With extensive renovations, energy-conscious improvements, approximately $6,000 in annual property taxes, and many of the benefits of new construction without sacrificing warmth and character, this home offers a distinctive combination of modern comfort, efficiency, useful bonus space, and timeless farmhouse appeal.

33 County Route 17, Thompson Ridge

$605,000
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

$714,000
4 Beds 3 Baths 1029697 MLS
Nestled on 2.5 peaceful acres, this colonial-style home has been lovingly cared for by the same owner since it was built in 2006. The dramatic cathedral ceiling foyer welcomes you with a sense of grandeur, opening to a spacious interior filled with natural light. Hardwood floors flow throughout, enhanced by a refreshed staircase with updated balusters and designer lighting. The custom kitchen is a standout, offering Carrera Gold Silestone countertops, Bosch appliances, custom cabinetry, and a farmhouse sink featuring a built in food disposal. The living room’s cozy setting with fireplace creates the perfect gathering space, and central air ensures comfort all year long. The primary suite is generously sized, featuring two built in closets and a custom walk in closet. A luxurious, spa-inspired primary bathroom featuring floor-to-ceiling marble tile, heated marble flooring and an oversized walk-in shower enclosed in frameless glass. The shower includes a rainfall showerhead, handheld sprayer, multiple body jets, a built-in bench and sleek black fixtures. A Fleurco Opus Collection freestanding soaking tub, premium Kohler bidet toilet, recessed lighting and a large window overlooking the greenery complete this elegant retreat. With new siding, new garage doors, and a new deck, the home blends thoughtful updates with long term care. A truly special property, ready to be treasured by its next owner.

210 Howells Turnpike, Middletown

$824,999
4 Beds 3 Baths 1028447 MLS
***NEW CONSTRUCTION IN PINE BUSH SCHOOLS!!! Welcome to this new construction home offering 4 bedrooms and 3 full bathrooms on a picturesque 5+ acre lot with serene views of Pakanasink Creek. Located in the Town of Crawford and within the Pine Bush School District, this home provides the perfect blend of tranquility and convenience. Enjoy easy access to local dining, shopping centers, and parks, including Winding Hills County Park, the Crawford Walking Trail, and Bullville Park. You'll also be near charming local farm and just minutes from major roadways, including Route 302, Route 17K, and Route 17/Interstate 86. The prime location is just the beginning! Step inside to discover a thoughtfully designed open floor plan featuring a spacious kitchen with abundant cabinetry, stainless steel appliances (builder allowances available), a center island, quartz countertops, and a convenient food pantry. The bright dinette area, enhanced by sliding glass doors, seamlessly connects to the inviting family room with a cozy gas fireplace and an elegant living room. The entry foyer leads to a formal dining room, while a private office and a full bathroom off the kitchen complete the first floor. The second floor boasts a luxurious owner’s suite with an oversized closet and an ensuite bathroom featuring a double vanity. Three additional spacious bedrooms with wall-to-wall carpeting provide comfort and style, along with a separate laundry room for added convenience. A generous 274-square-foot bonus room offers endless possibilities. Outside, enjoy a two-car attached garage and a rear deck overlooking the backyard, with scenic views of Pakanasink Creek in the distance and this property zoning allows for horses!!! With over 3,000 square feet of living space, this home is designed to impress! Upgrades are available!! Inquire today!!

59 Paddock Drive, Pine Bush

$599,900
3 Beds 2 Baths 1027850 MLS
STOP YOUR SEARCH! INCREDIBLE PROPERTY! NEWLY ADDED 1200 Sq Ft SHOP!! DREAM GROUNDS!! MUST SEE!!! Step into a timeless piece of Hudson Valley history at 210 Bible Camp Road, an extraordinary 1780s farmhouse where centuries old craftsmanship meets refined modern living. Perfectly positioned on a truly picturesque 2.3 acre parcel in the Town of Crawford within the highly regarded Pine Bush School District, this enchanting country estate has been thoughtfully restored to preserve its remarkable heritage while offering modern luxury. From the moment you arrive, the home's undeniable character captivates. Original wide-plank hardwood floors, hand hewn oak beams, and original wood burning fireplaces create an atmosphere rich in warmth and authenticity, while carefully curated updates allow this historic treasure to be enjoyed for generations to come. At the heart of the home, a spectacular floor-to-ceiling exposed stone fireplace anchors the living space, serving as a breathtaking reminder of the property's 18th century origins. The beautifully renovated kitchen blends old world charm with contemporary style, featuring stainless steel appliances, stunning countertops, exposed beam ceilings, and exceptional functionality for everyday living and entertaining. Just beyond, the spacious family room offers the perfect place to gather around the cozy wood burning stove insert during crisp Hudson Valley evenings. Upstairs, three generously sized bedrooms provide peaceful retreats, accompanied by a spacious full bathroom and the convenience of second floor laundry. A full basement offers abundant storage and houses the home's well maintained mechanical systems. Step outside and discover a property designed to embrace every season. A newly installed concrete patio is complemented by a striking timber frame pergola, covered porch, and hot tub hookup, creating an exceptional outdoor living space perfect for entertaining or simply relaxing while overlooking the tranquil countryside. The outbuildings elevate this property to an entirely different level. A charming two story horse barn with an attached chicken coop provides endless possibilities for hobby farming, equestrian pursuits, or additional storage, while a detached one car garage adds everyday convenience. For automotive enthusiasts, entrepreneurs, craftsmen, or collectors, the newly constructed 30' x 40' heated workshop is nothing short of extraordinary. Offering approximately 1,200 square feet of finished workspace, this dream building features 100-amp electrical service, a vehicle lift, is piped for an air compressor, oversized 14-foot ceilings, and abundant room for projects, equipment, storage, or recreational vehicles. Opportunities like this are exceptionally rare. Despite its peaceful country setting, the property is conveniently located just minutes from major highways, shopping, and commuter routes, offering an effortless connection to New York City while allowing you to embrace the relaxed pace of Hudson Valley living. Spend your weekends exploring renowned wineries, local farm markets, scenic hiking trails, breathtaking overlooks, charming villages, and countless outdoor adventures that have made this region one of New York's most sought-after destinations. Steeped in history yet meticulously updated for today's lifestyle, 210 Bible Camp Road is far more than a home. It is a rare opportunity to own an authentic piece of Hudson Valley history, where timeless beauty, modern comfort, and an extraordinary setting come together to create a truly magical place unlike anything else on the market.

210 Bible Camp Road, Bloomingburg

$700,000
1024293 MLS
19.7 acres Vacant Land with Shawangunk Mountains View – Ready for Your Vision: A rare opportunity awaits with this scenic piece of land, once home to a charming residence and now cleared for your next chapter. Nestled in a peaceful setting with breathtaking mountain views, this property offers the perfect canvas for building your dream home, mini estate, or farm. With a previous home on site, electricity is already accessible—saving time and cost during development. Enjoy panoramic views of rolling peaks and seasonal foliage, with mature trees lining the perimeter for added privacy and serenity. The property extends all the way to Pakanasink Creek and includes two parcels totaling 19.70 acres. Located approximately 30 miles from beloved Minnewaska State Park, Mohonk Preserve, and Gardiner, this land offers easy access to outdoor recreation and cultural attractions. Whether you're envisioning your next architectural masterpiece or a homestead with creative live/workspace, this land presents flexibility and inspiration. This unique offering deserves your immediate attention—come see it for yourself. (Do not walk on the property without confirmed appointment).

728 State Route 302, Pine Bush

$724,000
4 Beds 3 Baths 1018110 MLS
Private 6.5-acre Victorian retreat with heated salt water pool! Tucked away on a quiet cul-de-sac, this impressive home features a dramatic two-story foyer, soaring ceilings, creates a grand first impression and leads to spacious living areas throughout the home and a flexible floor plan with exceptional potential on each floor including the walk out basement. Enjoy scenic views, generous indoor and outdoor living, and a prime location just minutes from shopping, dining, and Woodbury Common Premium Outlets. The main level features a generously sized formal dining room, ideal for entertaining, holiday gatherings, and everyday living. A private den or home office provides the perfect space for remote work, studying, or a quiet retreat. One of the home’s standout features is the expansive bonus room, larger than the primary suite and complete with its own private entrance. This versatile space offers endless possibilities, whether used for multigenerational living, guest accommodations, a second home office, a media or game room, fitness studio, or creative workspace. The spacious eat-in kitchen provides ample room for casual dining and opens directly to a deck overlooking the above ground pool and the breathtaking natural surroundings. Enjoy peaceful mornings, outdoor dining, and unforgettable sunsets while taking in the beauty and privacy of approximately 6.5 acres. The expansive property also offers room for future enhancements or expansion. A conveniently located first-floor laundry room with a utility sink adds everyday practicality and convenience. The spacious primary suite serves as a private retreat, showcasing a distinctive octagonal tray ceiling, an en-suite bathroom, and an oversized walk-in closet with abundant storage. The walk-out basement expands the home’s possibilities by providing direct access to the outdoor patio, creating a seamless connection between indoor and outdoor living while offering additional space for recreation, entertaining, or future finishing. The shed presents an exciting opportunity to create a charming pool cabana, hobby space or workshop. Additional highlights include above-ground oil heating and an attached two-car garage. Whether you’re searching for privacy, versatility, scenic surroundings, or room to grow, this exceptional Victorian estate offers a rare opportunity to create the lifestyle you’ve been dreaming of. Make an appointment for a private tour and experience this beauty for yourself!

27 Grosso Court, Montgomery

$175,000
1018238 MLS
Welcome to 385 Midland Lakes Road—an exceptional opportunity to bring your dream home to life. This beautiful 3-acre fully engineered parcel is ideally situated within the Pine Bush School District, offering the perfect balance of peaceful surroundings and everyday convenience. Commuters will appreciate the close proximity to I-84, I-86, and the ShortLine bus station, while the City of Middletown is just minutes away for shopping, dining, and local amenities. Enjoy easy access to popular destinations including Woodbury Common Premium Outlets and Resorts World Catskills. With its desirable location, generous acreage, and engineering already in place, this property is ready for your vision. Do not miss the chance to create the home you have always imagined.

385 Midland Lake Road, Middletown

$289,999
3 Beds 2 Baths 1017919 MLS
Beautifully renovated townhouse offering easy, two-level living. This desirable middle-unit home features 3 bedrooms and 1 full bathroom and 1 half bathroom with a bright, open layout designed for comfort and convenience. The spacious living areas flow seamlessly together, highlighted by brand-new flooring, the updated kitchen was recently completed and includes new cabinetry and appliances. All three bedrooms are well-sized and recently updated with new flooring. The fully remodeled bathrooms showcase contemporary finishes, including a new vanity, toilet, and bathtub. Ideally located just minutes from Route 211 and I-84, this home offers excellent commuter access while being close to shopping, dining, and local amenities. Move-in ready, updated throughout, and located in a convenient community—this townhouse is ready to welcome its next owner.

722 Silver Lake Scotchtown Road, Middletown

$485,000
4 Beds 2 Baths 1015915 MLS
Welcome to 678 Prosperous Valley Road, a beautifully renovated Colonial nestled on 0.80 acres in the desirable Town of Middletown. Combining timeless character with modern upgrades, this move-in-ready home offers 4 spacious bedrooms, 2 full bathrooms, and approximately 1,861 square feet of thoughtfully updated living space. Recent improvements include a stunning remodeled kitchen, fully renovated bathrooms, new siding, updated flooring, rebuilt structural flooring supports, new decks, and numerous additional upgrades throughout. The home also features a cozy fireplace, full basement with ample storage potential, detached garage, and a private wooded backdrop that creates a peaceful retreat while remaining conveniently located near shopping, schools, restaurants, and major commuter routes. Enjoy the charm of country living with the confidence of extensive recent renovations already completed. Whether you're looking for a full-time residence, weekend retreat, or investment opportunity, this property offers exceptional value, privacy, and modern comfort.

678 Prosperous Valley Road, Middletown

$625,000
4 Beds 4 Baths 1013311 MLS
Set on 12 picturesque acres with sweeping pastoral views, this beautifully maintained 1840 farmhouse blends historic charm with the comforts of modern living. Offering 4 bedrooms and 3.5 baths, the home features original wood floors, generous living spaces, and a flexible floor plan suited for a variety of lifestyles. The main level includes a welcoming living room with a wood-burning fireplace, a spacious family room with a gas fireplace, an oversized dining room capable of hosting large gatherings, and a country kitchen with a breakfast area, a china cabinet, and plenty of storage. A mudroom with laundry adds convenience, while a separate wing featuring a bedroom, full bath, office, and loft provides ideal space for guests, extended family, or a home-based business. Upstairs, the primary suite offers a walk-in closet, en suite bath, and private deck overlooking the back patio, fields, and neighboring farmland. Two additional bedrooms and a full bath complete the second floor. Outside, enjoy the tranquility of rolling meadows, pastureland, and a riding ring. The backyard patio overlooks a peaceful koi pond, while the side yard is dotted with mature apple and pear trees. The property currently benefits from an agricultural exemption, which may be available to future owners who continue qualifying agricultural or equestrian uses. Additional features include central air, a Generac generator, a 200-foot well installed in 2007, a new well pump installed in 2026, termite warranty through 2027, rodent warranty through 2028, and an unfinished basement for storage. The property was recently subdivided from a larger 32.8-acre farmstead and currently shares a driveway, with ample space available for a separate drive if desired. A rare opportunity to own a piece of Hudson Valley history with room for horses, farming, recreation, or simply enjoying the beauty of the countryside. Taxes listed are pre-subdivision, when this house and land were part of a 32.827 acre multi-residence parcel.

190 Dunthorne Drive, Bloomingburg

$415,000
4 Beds 3 Baths 1014332 MLS
Welcome home to this spacious 4-bedroom, 3 bath residence with finished lower level on a cul-de-sac including a full acre of land! Solidly maintained with newer roof and updated systems (h/w heater, furnace). Offering space, flexibility, and comfort both inside and out. The home features a top floor open-concept layout filled with natural light and an inviting eat-in kitchen, creating the perfect setting for everyday living and entertaining. The fully finished lower level expands the living space and offers incredible versatility, complete with an over sized family room, an additional bedroom, a kitchenette, a dedicated carpentry/workshop room, and a convenient laundry area. Whether you're looking for extra living quarters, a recreation space, or room for hobbies and projects, this lower level provides endless possibilities. Situated on a full acre of usable property, the outdoor space is ideal for gatherings, gardening, recreation, or simply enjoying the privacy and tranquility of your surroundings. An outdoor shed provides additional storage for tools, equipment, and seasonal items. This property offers the perfect combination of indoor living space and outdoor enjoyment, making it an exceptional place to call home. Schedule your private showing today!

11 Kevin Court, Montgomery

$2,499,900
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. A full house generator offers peace of mind all year long. 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

$569,000
4 Beds 3 Baths 1007418 MLS
Your Private Hudson Valley Escape with Heated Pool and Outdoor Entertaining Oasis -Welcome to your Hudson Valley retreat! Situated on nearly 2 private acres, this spacious 5-bedroom, 3-full-bath home offers the perfect combination of comfort, character, and outdoor living. With over 3,000 square feet of living space, there's plenty of room for family, guests, a home office, or multigenerational living. Designed for entertaining, the property features a heated pool, expansive patio, outdoor fireplace, authentic brick pizza oven, and Santa Maria grill, creating an incredible setting for gatherings year-round. The fenced yard offers plenty of space for pets, play, and outdoor enjoyment, while the large driveway provides ample parking for visitors. Conveniently located in the heart of the Hudson Valley, you'll enjoy easy access to local wineries, shopping, outdoor recreation, commuter routes, and some of the region's most popular destinations. Whether you're hosting unforgettable summer parties, relaxing poolside, or enjoying peaceful country evenings, this exceptional property delivers the lifestyle you've been searching for.

20 County Highway 17, Thompson Ridge

$515,000
3 Beds 3 Baths 1007034 MLS
Welcome to this maintained split-level home, set on a beautifully landscaped 1.1-acre corner lot in the Pine Bush School District. Offering 3 bedrooms, 3 full bathrooms, and a versatile multi-level floor plan, this home combines comfort, functionality, and pride of ownership throughout. The sun-filled main level features soaring cathedral ceilings, an open-concept kitchen and dining area, granite countertops, abundant cabinetry, a pantry, and seamless access to the rear deck, perfect for everyday living and entertaining. The spacious living room is highlighted by a beautiful bay window that fills the space with natural light. Upstairs, you'll find three generously sized bedrooms, including a primary suite with a private full bath. The finished lower level offers exceptional flexibility with a large family room, full bathroom, ample closet space, and direct access to the backyard, making it ideal for guests, recreation, a home office, or additional living space. Additional highlights include Anderson windows, central air conditioning, hardwood and ceramic tile flooring, central vacuum, a heated two-car garage, attic storage, whole-house generator, and a roof approximately five years old. Outside, enjoy the privacy of the partially fenced yard, mature landscaping, and expansive outdoor space perfect for relaxing, gardening, or entertaining. Conveniently located with easy access to major commuter routes while offering the peace and tranquility of country living.

163 Van Keuren Avenue, Pine Bush

$169,900
1005907 MLS
Tucked away with exceptional privacy, yet just minutes from everything you need — this lot places you within 15 minutes of Middletown's vibrant dining, grocery, and shopping destinations. The location is truly unmatched: Garnet Health Medical Center, Middletown Medical Center, and Orange County Community College are all within easy reach, making this an ideal home base for those who require both a peaceful sanctuary and a strategic location. The groundwork has already been done. This parcel was previously approved for a single-family residence, complete with building permits through the town and has been engineered for private well and septic systems — a meaningful head start on your path to building. Please note that prior approvals have since expired and will require updating.

Dosen Road, Middletown

$625,000
5 Beds 2 Baths 1004676 MLS
Exceptional income-producing potential awaits at this one-of-a-kind country property, where great space meets endless opportunity. Set against a backdrop of bucolic vistas of the Shawangunk mountains, in an area dotted with beautiful horse farms and wineries, this remarkable property invites you to relax and unwind from the comfort of the classic rocking-chair front porch while taking in the serenity of the surrounding countryside. The centerpiece of the property is a roomy 5-bedroom, 2-bath Colonial home, complemented by two additional top-floor rooms offering flexible space for offices, studios, guest quarters, or future expansion. Whether you envision a peaceful country retreat, an active equestrian operation, or a thriving agricultural business, this property offers the infrastructure to bring your vision to life. Equestrian enthusiasts and entrepreneurs alike will appreciate the impressive facilities, including 21 total horse stalls, multiple tack rooms, extensive hay and equipment storage, kennel facilities, and a spacious 3-car garage. The possibilities are truly extraordinary — create your own hobby farm, professional boarding stable, training facility, rescue operation, or multi-use agricultural enterprise. Three substantial cinderblock barns provide unmatched versatility and functionality: • A massive 4,000-square-foot barn featuring soaring door openings and expansive open space, ideal for use as a covered riding arena, indoor training space, equipment storage, workshop, or event venue. • A nearly 2,300-square-foot heated barn with 5 stalls, offering exceptional flexibility and exciting potential for conversion into a 2-bedroom accessory apartment, caretaker’s quarters, office space, or income-producing rental. • A sprawling 3,504-square-foot barn with 16 stalls across two levels, designed to accommodate larger equestrian operations while also benefiting from leased solar panels that help offset operating costs. From horse boarding and training to farming, workshops, storage, rental income, or other entrepreneurial ventures, this truly unique property is loaded with opportunity and ready for its next chapter. Rarely does a property combine such scale, versatility, and pastoral beauty in one offering. Bring your imagination, your business plans, and your dreams, and make this property your own.

345 Drexel Drive, Pine Bush

$499,000
3 Beds 3 Baths 991427 MLS
Beautiful 3 bedroom, 2.5 bath ranch-style home set on 3.3 private, park-like acres in the Pine Bush School District. This well-maintained property offers peaceful country living with equestrian potential, featuring fenced pasture areas, barn/run-in shed, multiple outbuildings, and expansive usable grounds surrounded by mature trees for exceptional privacy. Inside, the home features a large country kitchen, spacious living room with fireplace, hardwood floors, full unfinished basement, and oversized 2-car garage. The property is set well back from the road with a long private driveway and offers plenty of space for horses, hobby farming, recreation, gardening, or outdoor entertaining. Enjoy the tranquil setting complete with a scenic koi pond, open lawn areas, and picturesque surroundings. A rare opportunity to own a versatile country property combining comfort, privacy, and functionality.

2191 State Route 52, Pine Bush

$535,000
4 Beds 3 Baths 992729 MLS
Set on 3.4 acres in Montgomery within a highly sought after neighborhood! This spacious rambler offers comfort, versatility, and room to grow. A welcoming covered front porch and expansive rear porch create ideal spaces for relaxing or entertaining. Inside, the generously sized kitchen features abundant cabinetry and a central island, perfect for gathering and everyday living. All bedrooms are conveniently located on the main level, providing easy and accessible living. Two basement spaces offer exceptional flexibility for storage, recreation, or perhaps future finished space. Please note that the laundry area is located downstairs in the basement. The property extends beyond the backyard treeline, forming a large rectangular lot with plenty of open space to enjoy. Solar panels are not yet owned and monthly payment is $215.73 monthly, the contract is eligible to be transferred to the next owners. Don’t miss the opportunity to experience this unique property—schedule your private tour today.

65 Judson Road, Montgomery

$450,000
3 Beds 2 Baths 988088 MLS
Imagine finding your ideal suburban haven! This stunning property boasts vinyl siding, a spacious new patio perfect for outdoor entertaining, and a bright, airy kitchen with a center island that seamlessly blends modern style with contemporary flair. Brand new stove with built-in air fryer, new microwave and new dryer !! all add to this steal of a deal. Many high ceilings, skylights, and beautifully appointed rooms await, including a serene master suite with a spacious walk-in closet and full bathroom on its own level Garage although 1 car, is the size of a 2 car plus storage! With its prime location near the elementary school and town, this meticulously renovated home shines, completely gutted with new insulation, bamboo hardwood, laminate, and ceramic flooring and a roof merely four years young!

50 Holland Avenue, Pine Bush

$874,999
3 Beds 2 Baths 982897 MLS
TOWN OF CRAWFORD LOG HOME SITUATED ON 25+ ACRES OF SERENE WOODED LAND. This charming 3-bedroom, 2-bathroom log home is situated in the Town of Crawford, within the Pine Bush School District. Conveniently located just 10-15 minutes from local restaurants, shopping centers, and essential services such as banking and postal facilities, this home offers both comfort and accessibility. Surrounded by nature, it is near several parks, including the Crawford Walking Trail and Winding Hills County Park. Major highways, including Route 17K, Route 302, and Interstate 84, provide easy access to Orange County Airport and Stewart International Airport, making travel and commuting effortless. The location is just the start check out the amenities this home has to offer starting with the kitchen combining classic craftsmanship with contemporary convenience. Deep green cabinetry with black iron hardware is complemented by butcher block style countertops, offering both style and function. A farmhouse sink sits beneath a row of large windows, allowing natural light to fill the space while providing a view of the surrounding trees. Exposed log beams and wood-paneled ceilings add to the warm, rustic aesthetic, while stainless steel appliances integrate modern practicality. The open-concept living and dining areas highlight the home’s impressive architecture. Vaulted ceilings with exposed log rafters create an airy, spacious feel, while large windows frame the natural scenery. The dining space sits beneath a classic chandelier, while the adjacent living area is anchored by a floor-to-ceiling stone fireplace, complete with a wood-burning stove. The natural wood flooring enhances the seamless flow between spaces, emphasizing the home’s log cabin character. The main level bathroom features a modern-rustic blend of design elements, including a sleek vanity with matte black fixtures, a bold patterned tile floor, and a tiled shower with classic subway tile detailing. Upstairs, the lofted ceilings continue into the bedrooms, where exposed log beams create a distinctive, cozy atmosphere. Large windows allow for ample natural light, while the combination of wood and neutral-toned walls maintains a balanced aesthetic. Plush carpeting provides warmth underfoot, and built-in storage adds functionality to the space. The second bathroom reflects a refined yet rustic style, featuring a modern black vanity, a crisp white sink, and a walk-in shower with elegant marble-patterned tile. The contrast between the wood ceiling and the contemporary finishes gives the space a refined yet cohesive look. The property extends to an expansive backyard, bordered by mature trees for privacy and natural beauty. A secondary outbuilding offers additional storage, workspace options or an additional two car garage. The peaceful setting, combined with the home’s well-crafted details and thoughtful updates, makes this property a timeless retreat. This will not last long on the market, don't delay, call now for your showing!!!

294 Comfort Trail, Montgomery

$669,900
4 Beds 3 Baths 978610 MLS
NEW CONSTRUCTION at a Great Value for 3000 sq ft right outside of Pine Bush - Experience modern design and high quality craftsmanship in this stunning home offering approximately 3,000 sq ft, 4 bedrooms, and 3 full baths. The MAIN LEVEL features an open concept layout with soaring 16’ ceilings, spacious bedrooms, and a private primary suite with vaulted ceiling, walk-in closet, and a beautifully tiled luxury bath with soaking tub. Enjoy hardwood floors throughout, a bright living and dining area with vaulted ceilings, and a modern kitchen with quartz countertops, seated island, soft-close plywood cabinetry, tiled backsplash. The LOWER LEVEL offers 9’ ceilings, a fourth bedroom, full bath, laundry, and a large family room filled with natural light.. perfect for an in-law suite, home office, or recreation area. Additional features include a large two-car garage with plenty of storage and a peaceful 1-acre setting near local wineries, hiking, and entertainment. **Not your typical builder-grade home. This is affordable LUXURY built with quality, thoughtful design, and comfort in mind. *Still Time To Pick Your Finishes

78 Crawford Street, Pine Bush

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