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$599,999
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

$525,000
3 Beds 3 Baths 1022024 MLS
Welcome to 59 Gillespie Street in Pine Bush! This well-maintained bi-level home offers 3 bedrooms, 3 full bathrooms, and a versatile layout designed for comfortable everyday living. The main level features a bright living room, an inviting dining area, and a functional kitchen with ample cabinet and counter space. The primary bedroom includes an en-suite full bathroom, while two additional bedrooms and another full bath complete the main level. The lower level provides flexible living space that can be used as a recreation area, home office, fitness space, or guest area, along with a third full bathroom and laundry area. The layout offers a variety of options to suit your needs. Outside, enjoy a spacious yard with room for outdoor entertaining, gardening, or relaxing. Conveniently located near local shops, restaurants, parks, schools, and major commuter routes, this home offers easy access to everyday amenities while enjoying the charm of the Pine Bush community. Don't miss this opportunity to make 59 Gillespie Street your next home. Schedule your private showing today!

59 Gillespie Street, Pine Bush

$499,000
3 Beds 3 Baths 1023226 MLS
Come see all the great features this home has to offer. The main living area offers three bedrooms, two full baths, a spacious living room, and a large eat in kitchen which connects to a large deck. The lower level has multiple finished rooms that offer endless possibilities. There is storage space, a full bathroom, washer/dryer, and a connected garage all on the lower level. The lower level has a walk out onto a concrete patio that is covered by the large second store deck. These two outdoor spaces make this home feel even larger than it is and offer a great space for entertaining and outside leisure activities. A long garage with room for multiple vehicles, tankless water heater, water treatment system, pull down stairs to the attic, extensive cabinets, freshly painted deck, invisible dog fence, and wood burning stove are some of the many amazing features this home has to offer. Come book your showing today!

326 Bullville Road, Montgomery

$399,000
3 Beds 2 Baths 1012358 MLS
This spacious, well maintained brick ranch is set back from the road and down a long driveway, offering a great deal of privacy on close to 4 acres, for those who value space and peace. It's a quality build and the home is in move-in condition, with a roof less than 5 years ago, updated stainless appliances, fresh paint and hardwood floors. Pull up a chair on the front porch and watch the deer, turkey and fox frolic about. The seller has gone to great lengths to prepare for the sale of their home and you will be the beneficiary of those efforts. You'll love the ease of living on one level. Just pull your car right into the spacious two car garage and enter the home on the same level- no stairs to wrangle with here. A large kitchen allows for eating in and generous cabinet storage means you'll have room for all of your kitchen gadgets and holiday baking, while you enjoy a roaring fire. Central air keeps you cool all summer and the treed lot adds plentiful shade for added comfort. The rustic den offers a fabulous place to curl up with a book and enjoy a summer rain, a fall day and winter snow falling. You're going to love it here. Enjoy total privacy on a level, treed lot with open space, but hours of mowing grass is not required! Just minutes to Sam's Point nature preserve, hiking trails, the center of town and all neccessary conveniences, yet feels miles away.

182 Redder Road, Pine Bush

$525,000
3 Beds 3 Baths 1010277 MLS
Welcome to this beautifully maintained home nestled on approximately 3 private acres in the Pine Bush School District. Built in 1999, this spacious residence offers 3 bedrooms, 2.5 baths, and approximately 1,701 square feet of living space. The bright kitchen features a Corian counter center island, tile flooring, and ample cabinetry. Hardwood floors flow throughout much of the home, including the living room, dining room, family room, and bedrooms. The primary suite offers hardwood flooring and a private ensuite bath, while two additional bedrooms provide comfort and flexibility. Enjoy outdoor living on the Trex deck with manual awning overlooking the private property. Additional highlights include a 2-car garage, under-stair storage, oil heat with 3 zones, updated vanities, and 200-amp electric service. A wonderful combination of privacy, comfort, and convenience just minutes from Pine Bush amenities, shopping, dining, and commuter routes.

1019 Benjamin Vankeuren Drive, Pine Bush

$549,900
3 Beds 3 Baths 1010199 MLS
Lovingly Maintained 3 Bedroom, 2.5 Bath Cape Cod in the Town of Crawford offers 2,368 Sq. Ft. A Full 8 foot rear dormer creates and incredibly spacious, light filled layout. Pristine living space offers a 4 year young Kitchen featuring premium Quartz Counters, Stainless Appliances, a pantry, a breakfast bar, white cabinets and a dinette area with a sliding door leading to a 12 x 21 Timberline deck. Enjoy a Formal Dining Room with gleaming hardwood floors for those special dinners, Cozy family room with efficient New Pellet stove 6/2026 and gleaming hardwood floors , Spacious living room has hardwood floors, plenty of light and includes a 1/2 bath on 1st floor. Continue to 2nd floor with hardwood floors, massive 12 X 17 Primary Suite & private bath and a walk in closet. Upstairs also features 2 additional good sized bedrooms and a full bath. Recent upgrades include 4 yr. old partial baths, 3 year old Central Air , Roof 4 yrs young with 50 year shingles. 2 Car Garage built in 2017 with finished spacious storage loft, Septic pumped 6/2026, Sealed Blacktop Driveway 2026, come sit on the welcoming spacious Front Porch, Furnace serviced & meticulously maintained annually. Full unfinished basement with laundry area and tons of storage. Plenty of Windows throughout the home for a bright sunny atmosphere. The exterior is an outdoor wonderland of lush, landscaped perennial gardens, a premium paver patio and a 4 year young hot tub for total relaxation in this true nature haven filled with hummingbirds and a large variety of birds. Car enthusiasts and hobbyists will love the dual 2 car garages with 10 foot ceilings and steel eyebeams for convenient working area. Garage comes with automatic garage door openers and a Rear Door garage access. Garage also features a 2nd level large open finished storage loft space. External Generator hookup. Located in the Pine Bush School District, Built in 1999. Highspeed internet available. Beautiful well kept home with 2.3 manicured acres. Don't miss out, you will love this home! Turnkey Perfection! Paved driveway has ample parking space.

124 Long Lane, Pine Bush

$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. 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
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

$489,999
3 Beds 3 Baths 1008649 MLS
METICULOUSLY MAINTAINED RAISED RANCH HOME WITH SOLAR PANELS!!! Situated on over an acre in the Town of Mamakating within the Pine Bush School District, this meticulously updated Raised Ranch. Conveniently positioned for ease of travel, this property is a short drive to major highways, including Route 86 (Route 17), and is located within 10 to 20 minutes of both Bloomingburg and the Hamlet of Pine Bush, providing easy access to local dining, shopping centers, essential banking and postal services, a public library, area parks, and hiking trails. This home offers over 2,220 sqft of living space - The open-concept main level features continuous hardwood flooring and vaulted ceilings. The kitchen features stainless steel appliances, gas stove, ceramic tiled flooring, a skylight, recessed lighting fixtures and a corner peninsula bar open to the dining and living space. The dining space is detailed with a custom tray ceiling and flows seamlessly into the bright naturally sun lit living room all the, while Extending the main living area through the dedicated four-season sunroom, which includes a secondary heating stove, walls of natural light, and direct access to an expansive rear deck equipped with an accessibility ramp. The primary suite is distinguished by a geometric tray ceiling and an en-suite bathroom featuring a double vanity. Two additional well-proportioned bedrooms complete the upper level. The fully finished, walk-out lower level significantly expands the home's functional footprint, offering a spacious family room anchored by a stone-backed stove, a dedicated home office, a laundry room, and fully modernized bathrooms. Sliding doors open from the lower level to a private, covered concrete patio complete with a hot tub. Energy efficiency is heavily prioritized through an extensive, roof-mounted solar panel system. The exterior grounds balance a cleared, park-like lawn with a perimeter of mature shade trees, complemented by a sweeping paved driveway, an attached one-car garage, and an auxiliary storage shed.

20 Patrick Drive, Bloomingburg

$3,500,000
8 Beds 4 Baths 996913 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. At the heart of the property is an impressive 15,000-square-foot commercial building 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 1500 square feet, offering spacious open-concept layouts, full baths, laundry, and turnkey living accommodations ideal for guests, rental income, staff housing, or multigenerational use. Both units provide a bright and spacious open floor plan, quartz counters, private deck, garage each with their own apartment entrance. 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

$3,500,000
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

$765,000
7 Beds 7 Baths 986819 MLS
Live Luxury for Less: 5 BR Colonial with 2 bedroom Rental Unit on 10 Acres! 7 Total bedrooms. Offset your mortgage without sacrificing an ounce of luxury. This stunning, fully renovated (2019) legal 2-family Colonial sits on 10 acres of pristine land, offering the ultimate setup for multi-generational living or savvy house-hacking. The main home boasts a grand vaulted entryway, a gourmet granite kitchen, and an incredible 5-bedroom layout featuring two primary suites and private baths for almost every room. Sip morning coffee on your paver deck overlooking panoramic mountain views and enjoy ultra-low utility bills thanks to 62 solar panels, spray foam insulation. The fully separate 2-bedroom apartment is a proven income-generator, commanding an estimated $2,400/month. It comes complete with its own kitchen, fireplace, and laundry hookups. Commuter's dream location: Under 10 minutes to the Metro-North train, highway, and local shopping. Opportunities like this don't last—invest in your future today!

107 Dunthorne Drive, Bloomingburg

$1,250,000
8 Beds 6 Baths 973568 MLS
A rare opportunity in the highly desirable Bloomingburg neighborhood! This beautiful home rests on a private two-acre property with incredible landscaping, with beautiful scenic views of the nearby mountaintops on the Walnut Ridge cul-de-sac. Enjoy unmatched privacy and luxury in one of the area’s most sought-after locations. This home offers 8 bedrooms and 6 bathrooms, with over 4,000 square feet of interior space. This home captures breathtaking views that flow throughout the main living spaces and bedrooms, creating an atmosphere of calm, light, and openness from the moment you walk in. The main level features an elegant open layout with an expansive living area, dining area, a walk-out deck, and a beautiful kitchen with stainless steel appliances and premium cabinetry. Price includes all appliances, furniture, blinds, etc., move-in ready. Use this house as a primary residence or a summer/ weekend home to get the kids and grandchildren together.

31 Walnut Ridge Lane, Bloomingburg

$900,000
4 Beds 3 Baths 959143 MLS
Welcome to 4 Lewis Lane, a striking contemporary residence that blends modern elegance with refined comfort. Offering four bedrooms, two and a half baths, and approximately 2,495 square feet of beautifully designed living space, this exceptional home is set on more than nine private acres within the Pine Bush School District, providing both serenity and convenience. From the moment you arrive, you are welcomed by an impressive oversized European front door that sets the tone for the sophisticated interior beyond. Inside, the home opens to a stunning open-concept layout enhanced by soaring vaulted ceilings and an abundance of natural light. The spacious living area features a sleek electric fireplace that creates a warm and inviting atmosphere throughout the cooler months, making it an ideal space for relaxing or entertaining. The kitchen is thoughtfully designed to serve as the heart of the home, showcasing an oversized island with extended quartz countertops that comfortably seat six. Custom cabinetry with tempered glass accents and interior LED lighting adds both style and functionality, while generous storage ensures effortless organization. A well-appointed laundry room with a sink and additional cabinetry provides everyday convenience just off the main living areas. The first-floor primary suite offers a luxurious private retreat, complete with vaulted ceilings and expansive European-style windows that flood the space with natural light. The en-suite bathroom is equally impressive, featuring dual vanities, a large tiled shower with glass doors, and a waterfall shower fixture for a spa-like experience. A spacious walk-in closet provides ample storage and completes the suite. The main level also includes a stylish half bath for guests. Upstairs, the open view overlooking the main living space enhances the home’s airy design. A second laundry area adds practical convenience, while three generously sized bedrooms provide comfortable accommodations, each with ample closet space and individual climate control through ductless mini-split systems. The second level also features a full bathroom with dual sinks and a beautifully tiled glass-enclosed shower. The lower level presents approximately 1,600 square feet of unfinished basement space, already equipped with ductless heating and cooling, offering endless possibilities for future customization. The garage is equally impressive with 15-foot ceilings, heated floors, and a Bluetooth-enabled garage door system. Built with spray foam insulation throughout, the home is designed for superior energy efficiency and year-round comfort. Step outside to enjoy the covered rear patio, complete with stamped concrete flooring and an oversized outdoor fan, creating an ideal setting for outdoor gatherings or quiet relaxation. Conveniently located near major highways including I-86 and I-84, this property offers easy commuting access while remaining close to popular destinations such as Resorts World Casino, The Kartrite Indoor Waterpark, Monster Golf Course, LEGOLAND, and Woodbury Common Premium Outlets. 4 Lewis Lane presents a rare opportunity to experience modern luxury living in a peaceful, expansive setting with exceptional amenities and convenient access to everything the region has to offer.

4 Lewis Lane, Bloomingburg

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