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$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
$290,000
2 Beds ⋅ 2 Baths ⋅ 1001072 MLS
Huge price reduction!! If you were looking for an upstate, chalet style getaway home, then look no further! An amazing view awaits you in this out of the way gem in the quiet setting of Bloomingburgh. A perfect spot for a starter home or a rural downsizing, featuring a cozy kitchen and a workshop with seperate entrance. Home is in the Pine Bush school district and close to commuter highways. Bring your imagination and come make an offer before this one gets away!!

65 Old Turnpike Road, Bloomingburg
$725,000
4 Beds ⋅ 3 Baths ⋅ 1011492 MLS
Welcome to White Pine Estates. A Brand New Luxury Community in the Pine Bush School District. Minutes to State Rt 17. One Hour and 10 min from NYC. **** Stunning Colonial Home that Features 4 Bedroom 3 Bathroom Offering an Open Floor Plan Huge Rooms. Fireplace 2650Sq Ft. $ 675000 This Home has a lot of builders upgrades. Perfectly Situated on a Gorgeous Premium 2 + Acre Lot Plenty of Privacy. Must see. Additional Information: ParkingFeatures:2 Car Attached,

263 Burlingham Road, Bloomingburg
$375,000
3 Beds ⋅ 2 Baths ⋅ 1002072 MLS
Charming and meticulously cared for, this inviting home is nestled in a quiet, established neighborhood and offers the perfect blend of comfort and practicality. Featuring three bedrooms and two full bathrooms, the home provides a functional layout with plenty of space for everyday living. A warm and welcoming atmosphere that reflects pride of ownership throughout. Step outside to enjoy a private backyard, ideal for relaxing, entertaining, or soaking in the sunset. From the front porch you'll overlook beautifully mature flower gardens and wildlife. If you're looking for a peaceful place to call home, this property is a wonderful opportunity. Whole house Generac generator, new porch roof June 2026.

18 Sunset Trail, 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
$569,000
4 Beds ⋅ 3 Baths ⋅ 1007418 MLS
Centrally located within approximately 20 minutes of Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, Minnewaska State Park, LEGOLAND New York, New Paltz, local wineries, shopping, MTA train access, Angry Orchard, and several sought-after Hudson Valley/Catskills golf destinations, this property offers the perfect blend of convenience, recreation, and lifestyle. Golf enthusiasts will appreciate being within reach of popular courses such as The Monster Golf Club at Resorts World Catskills, a well-known championship-style course, along with Winding Hills Golf Club in Montgomery, New Paltz Golf Course, Mohonk Golf Course, and other scenic Hudson Valley/Catskills courses that draw players to the area. This spacious home features 4 bedrooms, 3 bathrooms, plus a den/office offering flexible space that could possibly be used as a 5th bedroom, guest area, or home office. If you love to entertain, this home has plenty to offer. There is ample parking with a paved driveway, along with a large outdoor patio perfect for gatherings. Relax by the fireplace while cooking on the Santa Maria grill, or enjoy homemade pizza from the impressive brick pizza oven. When the weather gets cooler, continue enjoying the heated pool well into the season. The fenced-in yard also provides plenty of room for pets, play, entertaining, and outdoor enjoyment.

20 County Highway 17, Thompson Ridge
$549,900
4 Beds ⋅ 3 Baths ⋅ 1009434 MLS
Welcome to this stunning contemporary ranch home offering the perfect blend of modern elegance, comfort, and nature. Featuring 4 spacious bedrooms and 3 beautifully designed bathrooms, this home showcases a very high vaulted ceiling that creates an open and airy atmosphere throughout. There is also great potential to add a loft for a fourth bedroom, home office, or recreational space. The heart of the home is the gorgeous modern kitchen featuring black stainless steel appliances, quartz countertops, and beautiful hardwood floors that flow seamlessly throughout the main living areas. The open-concept layout is perfect for entertaining or simply enjoying everyday living. A massive walk-out basement provides endless possibilities for additional living space, a gym, family room, or guest quarters. Step outside to your private fenced-in backyard where you can relax, entertain, or enjoy your very own river — perfect for swimming or peaceful waterfront living. Conveniently located just minutes from major highways and NYC transportation, this incredible property is ideal as a primary residence, weekend getaway, or vacation home. Experience modern living surrounded by nature in this one-of-a-kind contemporary retreat!

14 Elm Street, Bloomingburg
$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
$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
$519,000
4 Beds ⋅ 3 Baths ⋅ 1007894 MLS
Priced to sell and fully available. Come see this beautiful, recently and tastefully refreshed 8 room, 4 bedroom, 2.5 bath, 1800 sq. ft. colonial, perched atop a lovely, private, 1.5 acre property, in an area of upscale homes and in the Pine Bush School District. It features an open floor plan on the first level with superb kitchen, 4 year old stainless steel appliances, granite countertops, with breakfast nook that opens to a large, gracious,gathering/entertainment room, formal dining room with hardwood floors & spacious living room. There is a primary bedroom on the second level with primary bath with shower, 3 other bedrooms & bath with tub. Recently painted, new roof in 2012, professionally landscaped in the front, paver patio in the back to barbeque or enjoy nature, and fenced back yard. Close to great Montgomery Village shopping, restaurants & shops, City Winery, Winding Hill Park & golf course & more. Also close to major malls, mediical facilities , hospital, supermarkets in Middletown. Why wait? Start enjoying life.

7 Judson Road, Montgomery
$500,000
4 Beds ⋅ 3 Baths ⋅ 1007640 MLS
Tucked into a private, wooded setting, this unique multi-structure property offers exceptional space, flexibility, and modern energy efficiency. Set on a generous lot backed by mature hardwoods, the property features two connected structures, a two-car attached garage, and a separate outbuilding — delivering versatile living arrangements for a variety of buyers. This home offers two stories: plenty of room to spread out! Solar panels on the roof, an attached two-car garage with automatic opener, and a second-floor primary bedroom suite featuring hardwood floors, dual ceiling fans, an elevated deck overlooking the wooded yard, and a ductless mini-split for year-round comfort. The detached outbuilding provides additional storage or hobby space. A large paved driveway turnaround accommodates multiple vehicles with ease. A stream runs through the property, adding to the natural character and tranquility of the setting. The property is set well back from the road, offering genuine privacy surrounded by Hudson Valley woodland. This is an as-is opportunity for buyers seeking a flexible footprint — whether for multi-generational living, a work-from-home compound, or a buyer ready to bring their vision to a property with outstanding bones and acreage. Buyer to verify all taxes, square footage, bedroom and bathroom count, and permitted uses with the municipality. Information deemed reliable but not guaranteed.

80 Jones Road, Pine Bush
$410,000
5 Beds ⋅ 2 Baths ⋅ 1003319 MLS
Timeless Hudson Valley Farmhouse with Space, Character & Endless Possibilities. Step back in time while enjoying the comfort and flexibility of modern living in this charming circa-1783 farmhouse, ideally situated on nearly half an acre in the heart of Pine Bush. Offering over 2,000 square feet of living space, this distinctive home features five spacious bedrooms, 1.5 baths, and a layout designed to accommodate today's lifestyle with room for everyone. From the moment you arrive, the inviting covered front porch sets the tone for the warmth and character found throughout. Inside, rich hardwood floors, generously sized rooms, and abundant natural light create a welcoming atmosphere that blends historic charm with everyday functionality. The main level offers convenient laundry, flexible living spaces, and room for home offices, guests, or multi-generational living. The primary bedroom features a walk-in closet, while the home's thoughtful floor plan provides comfort and versatility for a variety of needs. Outdoor living is equally appealing with a large covered rear patio overlooking the expansive backyard—perfect for entertaining, gardening, recreation, or simply enjoying the peaceful surroundings. A wide driveway provides ample parking, and the property offers plenty of space to make your own. Nestled in the scenic Hudson Valley, this home is ideally located near hiking trails, wineries, local farms, and the breathtaking Shawangunk Ridge, offering year-round opportunities for outdoor adventure and exploration. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, this rare farmhouse combines historic character, generous living space, and an exceptional location. **Don't miss the opportunity to own a piece of Hudson Valley history while creating your own future in this one-of-a-kind country home.**

708 Burlingham Road, Pine Bush
$546,900
6 Beds ⋅ 4 Baths ⋅ 1006008 MLS
"We know this property is worth more, but we're letting the market decide! Welcome to 145 Youngblood Road, a rare opportunity where endless possibilities meet peaceful country living. This oversized ranch style home offers exceptional flexibility with a separate apartment above the garage, creating the perfect setup for multigenerational living, owner occupied investment opportunities, guest accommodations, or additional rental income. Nestled in a serene setting, this property is much more than a home. It is a true opportunity property. Previously operating as a highly successful Airbnb with SUPERHOST status, the home enjoyed strong occupancy and consistent demand throughout the year. Today, it remains an attractive option for long term or mid term rentals and has generated interest from companies seeking housing accommodations for employees and contractors. Adding to its appeal, the property is zoned Residential/Mixed Use Commercial, opening the door for a variety of potential uses. Whether you are looking to establish a home based business, create a multigenerational compound, generate rental income, or simply enjoy the abundance of living space, this property offers flexibility that is increasingly difficult to find. Inside, you will discover spacious rooms, multiple bathrooms, and a floor plan designed to accommodate a variety of lifestyles. Outside, enjoy the peace and privacy that make this property such a sought after destination. The sellers are motivated and ready to pass this unique opportunity on to the next owner. Whether you are an investor, entrepreneur, or homeowner seeking space and versatility, 145 Youngblood Road delivers the rare chance to own what feels like two homes in one. Bring your vision, bring your ideas, and unlock the tremendous potential this property has to offer.

145 Youngblood Road, Montgomery
$37,500
1006332 MLS
Tucked away on scenic Ski Run Road in the Town of Mamakating, this exceptional parcel offers a rare blend of natural beauty, privacy, and dramatic topography. Boasting expansive road frontage, the property provides excellent access and flexibility for future development. A picturesque stream winds through the lower portion of the land, creating a peaceful ravine setting that enhances the property’s serene and secluded feel. The landscape features a striking mix of mature hardwoods and evergreen trees, offering a rich, park-like environment with year-round visual appeal. The sloping terrain leads down to the tranquil stream below—perfect for nature lovers seeking a unique and inspiring setting. Located in Southern Sullivan county with Pine Bush school district with nearby towns like Bloomingburg, Wurtsboro and Burlingham hamlet, close proximity to Middletown and NYC

Wurtsboro
$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
$499,000
1006039 MLS
Discover your own 40-acre sanctuary in the Hudson Valley, a landscape of rolling meadows, a peaceful pond that set the stage for a truly picturesque retreat. Perfectly suited for equestrian pursuits, cattle, or recreational hunting.

700 Van Burenville Road, Middletown
$575,000
3 Beds ⋅ 3 Baths ⋅ 1003273 MLS
Welcome to your private Hudson Valley retreat nestled on nearly 2.5 picturesque acres in the heart of Shawangunk. Surrounded by natural beauty and located just minutes from the breathtaking Shawangunk Ridge, hiking trails, lakes, vineyards, and charming local destinations, this beautifully maintained raised ranch offers the perfect balance of peaceful country living and modern comfort. This spacious 3-bedroom, 2.5-bath home features over 2,200 square feet of versatile living space designed for both everyday living and entertaining. Step inside to discover gleaming hardwood floors, recessed lighting, and a bright open-concept layout filled with natural light. The inviting kitchen and dining area flow seamlessly to the outdoor deck, creating the ideal setting for morning coffee, outdoor dining, or taking in the serene surroundings. The primary suite offers a private escape complete with an en-suite bath and generous walk-in closet. A finished attic loft provides endless flexibility for a home office, guest space, studio, or playroom. The fully finished lower level includes an expansive bonus area with a half bath, walkout access to the backyard, and additional storage space—perfect for recreation, extended living, or entertaining. Outside, enjoy the privacy and tranquility of your sprawling property with mountain views and room to roam, garden, or simply relax. An attached two-car garage and oversized driveway provide convenience and functionality. Additionally, you have a large barn included within the property. Whether you’re seeking a full-time residence, weekend getaway, or Hudson Valley escape close to wineries, nature preserves, biking trails, and outdoor adventure, this exceptional property delivers lifestyle, space, and location all in one. Experience the beauty of the Hudson Valley—welcome home.

160 Pirog Road, Pine Bush
$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
$524,900
4 Beds ⋅ 3 Baths ⋅ 1004092 MLS
This custom-built home sits on over 3 beautiful, private acres, just needs some TLC to bring it back to its full glory. This is an outstanding project for an experienced contractor looking to maximize their return on a custom layout. Bring your vision and team to address the following required capital improvements and renovations: Structural Framing: Upper staircase framing updates required; support beams sit on the first-floor system with no continuous basement load-path transfer to the lower level. Foundation & Exterior Drainage: No gutters currently installed. The structure acts as a dam for hillside runoff, creating active cinderblock seepage and hydrostatic water rising through the concrete basement slab. Mechanicals & Roof: The home requires a total plumbing distribution and boiler replacement due to severe pipe bursts from the past winter freeze. The original roof is 30 years old and has active interior leaks. Clean Slate Lower Level: The walk-out basement has already been fully gutted down to the studs for you, saving you thousands in demolition costs! This offers a clean slate for required mold remediation and your own custom layout. Note: Property features an underground oil storage tank. The property is sold strictly AS-IS, cash or rehab loans only.

309 Winterton Road, Bloomingburg
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 985820 MLS
Presenting an unparalleled blank canvas for future development and lucrative investment possibilities, this historic 33+ acre estate is ideally situated in a prime location for a new subdivision, positioned within the highly regarded Pine Bush School District. Located just minutes from the Hamlet of Pine Bush, future residents will enjoy a charming small-town vibe with convenient access to a variety of small eateries, coffee shops, restaurants, banking locations, and postal services. The property is also perfectly set near local area farms, several area parks including the Pine Bush Town Park, and various beautiful State Parks. Offering prime topography, the expansive acreage is perfectly suited for a premium subdivision of single-family residences or a magnificent, highly private estate. Anchoring the property is a beautifully preserved 3-bedroom, 2-bathroom stone residence, estimated to be built in 1786 by Lieut. John L. Hardenbergh, which masterfully blends 18th-century charm with comfortable everyday living. Inside, the home features two versatile bonus rooms and showcases incredible historic craftsmanship with details like exposed hand-hewn ceiling beams, original stone accent walls, rich wood paneling, and wide-plank hardwood floors. The stunning formal dining room boasts an original irregular fieldstone floor and a cozy brick fireplace, flowing seamlessly into a bright eat-in kitchen detailed with warm oak cabinetry, a modern beverage center, and classic beadboard wainscoting. A spacious rear living room highlights vaulted ceilings and an exposed original exterior stone wall, with vibrant red French doors opening to the outdoors, while the lower level reveals a rustic wine cellar with extensive custom racking set against the home's stone foundation. The two full bathrooms offer practical, updated setups, including a main bath with a marble-topped white vanity and a secondary bath featuring a glass-enclosed shower and a dedicated dressing area. For secluded outdoor living, a white privacy fence encloses a backyard oasis complete with a multi-level composite deck, a stamped concrete patio, and a built-in stone fire pit offering serene views of the mature landscape. Steeped in history, the estate’s extensive building inventory provides massive square footage and includes the original 1786 barn complex and historic silo, an 1830 attached second barn, a long multi-bay equipment garage, and a striking stone-faced building operating as a rustic craft cocktail distillery. Additionally, the massive 1920s/30s rear barn currently houses a fully outfitted winery and tasting room. This incredible commercial-grade space features a welcoming retail area with wide-plank wood floors, an expansive main tasting room anchored by a long rustic wooden bar, heavy timber columns, an indoor event seating area illuminated by ambient string lighting draped across exposed ceiling joists, a commercial prep room with stainless steel sinks, and an impressive full production facility boasting vaulted ceilings, large sliding wooden barn doors, and ample room for large-scale fermentation tanks. With breathtaking vistas of rolling green pastures and an impressive 1,143 feet of pristine shoreline along the Shawangunkill River, developers can easily execute a high-end waterside community utilizing the expansive acreage. Alternatively, visionaries can capitalize on the existing turnkey infrastructure, fully fenced event lawns, multiple fire pits, and volleyball court to continue the established agri-tourism businesses, or create a secluded nature retreat with income-producing cabins and yurts right along the water's edge.

174 Hardenburgh Road, Pine Bush
$699,000
4 Beds ⋅ 3 Baths ⋅ 1001821 MLS
Welcome to 439 Roosa Gap Rd in Bloomingburg, NY—a beautifully updated log home set in a peaceful, private setting that blends rustic character with thoughtful modern upgrades. From the moment you arrive, the home’s recently stained authentic log siding makes a striking impression, enhancing its natural charm while offering a refreshed, well-maintained exterior that fits perfectly into the surrounding landscape. Tucked away in a quiet, scenic setting, the property offers a true sense of retreat while still remaining conveniently close to major commuter routes and Hudson Valley attractions. Inside, cathedral ceilings create an immediate sense of openness and warmth, centered around a stunning floor-to-ceiling fieldstone fireplace that anchors the main living space with timeless character. The open, airy layout enhances natural light and emphasizes the home’s rustic elegance while maintaining a comfortable, inviting flow. Comfort and efficiency have been thoughtfully upgraded throughout the home, including the recent installation of five ductless split units, providing highly efficient zoned heating and cooling for year-round comfort. The house is equipped with an on-demand, tankless hot water system as well. The lower level has also been recently and completely reimagined, featuring a renovated basement that now includes a spacious bedroom, a versatile recreation room, and a full bathroom—ideal for guests, extended living, or additional entertainment space. Outside, the property offers a serene backdrop of nature, perfect for relaxing, entertaining, or simply enjoying the quiet beauty of the Hudson Valley on the front porch or back deck. Conveniently located, the home provides easy access to nearby amenities, outdoor recreation, and popular destinations throughout the region, including Minnewaska State Park Preserve, Bashakill Wildlife Management Area, and the charming villages and wineries of the Hudson Valley. Major commuter routes are also within reach, making this an ideal balance of seclusion and accessibility. This is a rare opportunity to own a thoughtfully upgraded log home that combines rustic craftsmanship, modern efficiency, and an unbeatable peaceful setting.

439 Roosa Gap Road, Bloomingburg
$49,999
3 Beds ⋅ 2 Baths ⋅ 1002166 MLS
Located in the highly desirable Pine Bush Central School District, this spacious 3-bedroom, 2-full-bath mobile home offers comfortable living with convenient access to major commuter routes and New York City. The home features a large master bedroom with its own private full bathroom, an eat-in kitchen perfect for everyday dining, and a welcoming living room complete with a pellet stove that helps keep the home warm and cozy during the winter months. Enjoy outdoor living with a spacious porch and a small deck, ideal for relaxing or entertaining. The property also includes a driveway with parking for up to 4 vehicles. Conveniently located approximately 70 miles from New York City and close to Interstate 84, New York State Route 17, and the Metro-North Port Jervis Line at Middletown Station, this home offers both comfort and accessibility for commuters.

60 Riveredge Park Trail, Burlingham
$299,900
2 Beds ⋅ 1 Baths ⋅ 1000286 MLS
A wonderful opportunity awaits in the charming community of Highview. Arriving at your new home you will notice the welcoming drive, lovely yard space, large detached garage as well as a shed providing storage and workspace options, ample outdoor entertainment opportunities and the peacefulness of the tranquil surroundings. Step inside and you will notice the seamless flow of the layout beginning with a large living room, eat-in kitchen with generous prep and storage space as well as an additional living room towards the rear of the home, perfect for gatherings and entertaining. Two nice size bedrooms and full bath complete the main level of the home. You will enjoy the conveniences of an open deck, ductless AC units, whole home generator, Pine Bush schools and the close proximity to hiking, shops, restaurants and so much more. This home is a great option for a starter home or as an investment opportunity.

31 Highview Terrace, Bloomingburg
$319,999
2 Beds ⋅ 1 Baths ⋅ 1000724 MLS
If you want to get a piece of peaceful country living this is a great little home; everything has been recently updated and renovated, granite countertops and Central Air Conditioning and has a blacktop driveway. Walk out to a big back deck which leads down to your private fenced in backyard with a 8x12' shed. To add to the charm you have your own little brook that runs thru the property

3710 Rte 52, Pine Bush
$799,000
3 Beds ⋅ 4 Baths ⋅ 999407 MLS
Tucked away on a quiet cul-de-sac in the sought-after Winterton section of Bloomingburg, New York, 4 Rachel Court offers an exceptional blend of luxury, comfort, and convenience. This expansive 3,148 sq. ft. residence features 3 spacious bedrooms and 3 full baths, thoughtfully designed for both everyday living and upscale entertaining. At the heart of the home is a true chef’s kitchen, equipped to inspire culinary creativity, while the open layout flows seamlessly into inviting living spaces framed by breathtaking, billion-dollar views of the surrounding Hudson Valley landscape. The primary suite is a private retreat, complete with a spa-like master bath featuring a jetted tub and steam shower—perfect for unwinding at the end of the day. The lower level provides a fully finished basement with a second kitchen provides incredible flexibility for extended living, guest accommodations, or entertaining. Additional highlights include a heated 2.5-car garage, central vacuum system, and a whole-house propane generator for peace of mind year-round. Beyond the home, enjoy the charm and convenience of the local area. You’re just minutes from outdoor destinations like Wurtsboro Ridge State Forest and Basha Kill Wildlife Management Area, perfect for hiking, birdwatching, and nature escapes, Mamakating Town Park, Neversink River, and the Wallkill Golf Club. Nearby Wurtsboro, New York offers quaint shops, dining, and small-town charm, while larger shopping, dining, and entertainment options are easily accessible in Middletown, New York. Commuters will appreciate the easy access to bus and train options to NYC, making this an ideal balance of serene suburban living and city connectivity. Experience elevated living at 4 Rachel Court—where luxury meets lifestyle in the heart of the Hudson Valley.

4 Rachel Court, Bloomingburg
$108,000
3 Beds ⋅ 2 Baths ⋅ 000066 MLS
Home is located in upstate NY approx. 70 miles North of NYC. Beautiful brand new home featuring 3 nice size bedrooms and 2 full bathrooms. Spacious open floor plan that flows well through the kitchen, dining nook and living room giving you an open and airy feel. Primary bedroom has a full attached bathroom. The additional two bedrooms and full guest bathroom are on the other side of the home offering privacy. (note floor plan is provided in the photos). Includes appliances, fridge, stove, dishwasher and microwave. Less than 70 miles to NYC, 4 miles to Bloomingburg and 12 miles to Middletown. Close to 84, 17 & trains and buses to NYC. This one will not last at this price.

29 SHORE Lane, Burlingham
$529,000
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
$449,900
4 Beds ⋅ 3 Baths ⋅ 998701 MLS
What a great buy! Hurry, don't wait. Enjoy the ease of one level living. Come see this beautifully remodeled, 1710 sf, 4 bedroom, 2.5 bath brick ranch with contemporary style & flair, on .97 lovely country acre in the Pine Bush School District. It features a superb new kitchen with stainless steel range, refrigerator, stove & microwave with stunning white marble look, ceramic tile floors and backsplash with dining nook. There is a huge open dining room/living room with brick fireplace. The wood floors have been refinished. The primary bedroom has an impressive primary bath with shower & superb tile. There is a new main bath with tub & tile. The house has been painted, wood floors all refreshed, new electric, new propane furnace & much more. Downstairs is an enormous, partially finished basement with fireplace. It is close to Pine Bush village shopping & parks. Come see for yourself. Priced to sell.

70 County Route 17, Pine Bush
$399,900
3 Beds ⋅ 2 Baths ⋅ 997368 MLS
Conveniently located in Pine Bush schools and close to ammenities is the 3 bedroom two bath split level on a cul-de-sac

12 Todd Drive, Middletown
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