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$149,900
3 Beds ⋅ 2 Baths ⋅ 1032195 MLS
Welcome to this beautifully maintained ranch-style home in the desirable Whispering Pines Community in Bloomingburg. This home offers the comfort, layout, and feel buyers expect from a traditional home. From the spacious room sizes and abundant natural light to the thoughtfully designed floor plan and beautifully maintained condition, this home is sure to exceed expectations. The inviting living room is centered around a cozy propane fireplace, creating the perfect place to relax, while the spacious eat-in kitchen flows seamlessly into a bright bonus room with skylights and sliding glass doors leading to an expansive covered deck, ideal for entertaining or enjoying peaceful mornings and afternoons outdoors. The home offers three generously sized bedrooms and two full bathrooms, including a private primary suite complete with a double vanity, soaking tub, and separate shower. Additional highlights include a dedicated laundry room, central air conditioning, a storage shed, and beautifully maintained grounds, all located within the sought-after Pine Bush School District. If you've been searching for affordable, single level living without sacrificing space or comfort, this is a home you won't want to miss.

83 Pine Drive, Bloomingburg
$475,000
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
$389,000
2 Beds ⋅ 2 Baths ⋅ 1030262 MLS
Cozy up with NATURE with a SPECTACULAR VIEW OF THE BASHA KILL WILDLIFE REFUGE. It's like living on TOP OF THE WORLD. ENJOY. PEACE & SERENITY. This is a DELIGHTFUL RETREAT. ONLY 1 HOUR. from the Tappan Zee Bridge. It will TAKE YOUR BREATH AWAY. Walk in to an OPEN Living~Dining ~ Kitchen. Updated 2 years ago with Door to a Spacious 16' X 16' DECK .. Total PRIVACY. overlooking VIEWS , Fabulous SUNSETS and daily visits from a beautiful Doe. The 2nd Level has 2 Bedrooms, a sitting area, 1/2 Bath. Walk out to a 10 X 20 Deck with the BEST VIEW of Basha Kill info. online. SHED 12X20' ~5 years old. Off Mountain Road, Close to the Famous Eagles Catering.

96 Treetops Trail, Bloomingburg
$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
$459,000
3 Beds ⋅ 2 Baths ⋅ 1030484 MLS
Welcome to this inviting home tucked away on a peaceful private road. This property offers the perfect blend of privacy and comfort, featuring a metal roof, wood siding, and multiple outdoor spaces to enjoy nature. Step inside to a warm and welcoming interior with vaulted ceilings, a cozy wood fireplace, and abundant natural light. The spacious living room flows seamlessly into the kitchen and dining area, ideal for gatherings and everyday living. Enjoy morning coffee or evening relaxation on the deck overlooking the trees, or unwind by the fenced pool area on sunny days. The home includes three bedrooms, two full baths, and a lower level offering flexible space for recreation, hobbies, or storage. A two-car garage provides convenience and functionality. This serene property is perfect for those seeking a quiet lifestyle close to nature. Note: Located on a private road with no maintenance agreement. -

28 Sunrise Terrace, Bloomingburg
$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
$65,000
1026765 MLS
Build your dream home on this level and mostly cleared 0.80-acre residential lot in the Town of Mamakating. Offering an excellent building site with minimal site preparation required, this property is ready for your vision. A mobile home previously occupied the lot; however, the seller makes no representations regarding the existence or condition of a well or septic system, and buyers should perform their own due diligence. Conveniently located just minutes from Route 17/I-86, the property provides an easy commute and quick access to shopping, dining, schools, and everyday conveniences. Enjoy being within easy driving distance of many of the area's top attractions, including Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, Bethel Woods Center for the Arts, Legoland New York, hiking trails, golf courses, wineries, and the many outdoor recreation opportunities found throughout Sullivan and Orange Counties. Whether you're looking to build your forever home or a weekend getaway, this is a fantastic opportunity in a convenient Hudson Valley location.

353 Winterton Road, Bloomingburg
$135,000
2 Beds ⋅ 2 Baths ⋅ 1024622 MLS
Welcome to this charming manufactured home offering the perfect blend of comfort and low-maintenance living in the desirable New Twin Lakes Village community. This home features a light-filled, open-concept layout designed for effortless daily living and entertaining. Enjoy the convenience of true single-level living with spacious rooms and a thoughtful floor plan. Nestled in a peaceful setting while remaining close to local amenities, this property is an exceptional opportunity for anyone seeking an affordable, easy-care lifestyle. FINANCING AVAILABLE! Community Amenities: Clubhouse, Clubhouse For Rent, Community Events, Covered Mailboxes, Fishing, Holiday Parties, Home Brokerage Services, Lighted Streets, Newsletter, Off-Street Parking, On-Site Maintenance, On-Site Management, On-Site Sales Office, Park-Like Setting, Pets Welcome, Picnic Area / Pavilion / Grill, Playground, RV Storage, Scenic Views, Shower Facilities, Swimming Pool, Water Feature. Schedule your tour today!

113 White Birch Trail, Bloomingburg
$44,900
1020872 MLS
Discover the beauty of Sullivan County with this scenic vacant parcel situated on a quiet, private road. Located in a Residential Agricultural zoning district, the property offers picturesque views of Orange County, a serene country atmosphere, and the convenience of being just a short drive from local shopping, dining, and everyday amenities.

Eagles Nest Road, Bloomingburg
$235,000
3 Beds ⋅ 2 Baths ⋅ 1023254 MLS
Calling all investors, flippers, and contractors! This is the opportunity you've been waiting for. Situated on a pristine, level 1-acre lot in the highly desirable Pine Bush School District, this 3-bedroom, 2-bath home ranch has hit the market. With the right vision and renovations, this property offers exceptional upside and the chance to create significant value. Whether you're looking for your next flip, a long-term investment, or a project with equity-building potential, this is one you won't want to miss.

328 Stone School House Road, Bloomingburg
$599,999
3 Beds ⋅ 1 Baths ⋅ 1021562 MLS
Welcome to 53 Main Street in Bloomingburg, a charming, well-maintained home offering comfortable one-level living with inviting indoor and outdoor spaces. The bright interior features an open, easy-flowing layout, attractive flooring and a spacious living room filled with natural light. The cheerful kitchen offers crisp white cabinetry, generous workspace and a warm, welcoming feel. Step outside to an expansive deck overlooking a beautifully maintained, fenced backyard—perfect for entertaining, relaxing or enjoying time around the firepit beneath the custom pergola. A detached outbuilding provides excellent space for storage, hobbies, gardening equipment or a workshop. Additional highlights include exterior access to the lower level and plenty of room to enjoy the property’s peaceful setting. Conveniently located near local shops, restaurants, schools and major roadways, this delightful Bloomingburg home combines small-town charm with everyday convenience.

53 Main Street, Bloomingburg
$699,900
1020842 MLS
109 Main St in Bloomingburg is a multi-unit income property positioned for stable cash flow, Prime village-center multifamily offering strong rental appeal and investment upside. Located on Main Street in the Village of Bloomingburg, this property features multiple income-producing units with walkable access to shops, dining, and local amenities. Easy commute via Route 17. Classic small-town architecture, off-street parking, and flexible layouts ideal for long-term tenants or value-add improvements. A solid opportunity for investors seeking stable cash flow in a growing Hudson Valley market.

109 Main Street, Bloomingburg
$599,000
4 Beds ⋅ 3 Baths ⋅ 1020717 MLS
Newly renovated 4 bedroom 2.5 bath home that is located in Bloomingburg close to highway and Pine Bush Schools. Spacious home with room for be family or room to grom your family. Sitting on 1.9 acres with room to expand or turn into your private oasis. Lovely home waiting to make it your own.

34 Fire Tower Road, Bloomingburg
$289,000
2 Beds ⋅ 1 Baths ⋅ 1019447 MLS
Charming Cape Cod situated on a private setting surrounded by mature trees and established landscaping. This 2-bedroom, 1-bath home offers a flexible layout with generously sized rooms, abundant natural light, and multiple living spaces to accommodate a variety of needs. The eat-in kitchen features ample cabinetry and workspace, while the additional interior spaces provide opportunities for a home office, hobby area, storage, or entertaining space. Original character and charm can be found throughout the home, offering the perfect opportunity to update and personalize to your style and preferences. Outside, enjoy mature flowering shrubs, stone accents, ample off-street parking, and additional exterior structures offering storage or workshop potential. Bring your vision and discover the possibilities this property has to offer.

32 Tarbell Road, Bloomingburg
$999,995
4 Beds ⋅ 4 Baths ⋅ 1015464 MLS
Morning here begins with the Shawangunks. Pull back the curtains and the ridge is right there across the northern sky, that long pale line of cliff catching the first light while the rest of the valley is still waking up. The coffee goes cold because you keep looking. This is a home built to frame that view and then step out of its own way, with walls of glass and ceilings that climb two full stories so the light pours straight down into the rooms and the outside never quite leaves you. The road ends at your door. At the quiet end of a cul-de-sac, with open space buffering you on every side, you get the one thing that gets harder to find every year, which is the room to simply exhale. No one is looking in. The only traffic is the deer stepping out at the tree line at dusk and the slow change of the season moving across the ridge. You will catch yourself leaving the blinds open at night, just to keep it all in view. Inside, the scale is the whole point. Nearly 3,800 square feet open up around a two-story great room where the windows reach for the rafters and a balcony looks down from above. A custom-made dual-sided fireplace anchors the living spaces, creating warmth and connection while allowing the firelight to be enjoyed from multiple rooms at once. Pull a crowd around the kitchen island, or wander until the place feels like it stretches just for you. There is a separate living room for slow evenings, a dining space sized for the long dinners you have been meaning to host, and light that follows you from room to room as the day turns toward the ridge. When everything quiets down, the main-floor primary becomes its own retreat, with space to set a chair by the windows and watch the sky, two walk-in closets, and a spa-style bath where the soaking tub sits in the light. Radiant heat beneath the floors adds a touch of everyday luxury to the primary bath, turning cold mornings into something a little easier. Three more bedrooms give everyone a corner of their own, and with four full baths, no one is ever waiting a turn or sharing a sink. A bedroom and bath on the main level make hosting effortless, and upstairs a sitting room and a generous bonus space wait for whatever the next chapter asks of them, a studio, a gym, a quiet library, a place to work with that ridge framed in the window. You feel the difference between a house built to a budget and one built to last the moment you step inside. This one was done the honest way, with rich Brazilian cherry flooring flowing throughout the main level living spaces, custom maple cabinetry, and Andersen windows framing every view. The kitchen was designed for both beauty and comfort, with radiant heated floors that make winter mornings feel noticeably different. Behind the walls is the kind of construction that has become painfully expensive to reproduce, from the deep insulation and multi-zone hydronic heat paired with central air to the 200-amp service and the level of craftsmanship found throughout. To pour this much square footage and this caliber of materials from the ground up in today's market would be staggering. The craftsmanship and the cost are already behind you here, finished and standing, ready for you to simply move in. The life around it lives up to the house. You are minutes from the Bashakill, the largest freshwater wetland in this part of the state, where the kayak season runs long and more than 200 species of birds move through the water and the reeds. The Shawangunk Ridge Trail climbs into the hills from nearby Wurtsboro, where the Bashakill Bazaar and the old D&H Canal towpath are made for a slow Saturday. Pine Bush Central School District, the wine country to the north, and a quick run to I-84 keep you connected, with Manhattan about 75 miles south for the days the city calls you back. Stand at the glass once and watch the ridge go gold, and you will understand why the people who live here finally stopped looking.

5 Rachel Court, Bloomingburg
$89,000
964300 MLS
Build your dream home in the beautiful Hudson Valley/Catskills region! Located on desirable Shawanga Lodge Road in Bloomingburg, this property offers the perfect opportunity for a private retreat, full-time residence, or weekend getaway surrounded by nature and scenic beauty. Conveniently located approximately 80 miles from New York City and Madison Square Garden, this property provides the perfect balance of peaceful country living while remaining within reach of the city. Enjoy easy access to Route 17/I-86, making commuting and travel simple. The area is rich in local attractions, recreation, and history. Just minutes away from Resorts World Catskills Casino, Kartrite Indoor Waterpark, Bethel Woods Center for the Arts — the historic site of the original Woodstock Festival, as well as wineries, breweries, hiking trails, lakes, golf courses, and year-round outdoor activities. Nearby communities such as Pine Bush, Middletown, and Monticello offer shopping, dining, and entertainment while preserving the charm of the Hudson Valley countryside. A rare opportunity to own land in a growing area with strong investment potential, natural beauty, and endless possibilities PLUS an adjacent 2.9 acres is also available.

237 Shawanga Lodge Road, Bloomingburg
$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
$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
$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
$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
$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
$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
$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
$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
$377,900
2 Beds ⋅ 1 Baths ⋅ 997575 MLS
Step into this beautifully updated residence where modern design meets everyday comfort. The heart of the home is a stunning kitchen featuring rich navy cabinetry, sleek gold hardware, quartz countertops, and stainless-steel appliances — perfect for cooking and entertaining. The open layout flows effortlessly into a bright dining area accented by a stylish light fixture and sliding doors leading to the deck, ideal for indoor-outdoor living. Relax by the contemporary electric fireplace in the living area, or retreat to one of the inviting bedrooms, each thoughtfully designed with soothing color palettes, ceiling fans, and ample natural light. The bathroom impresses with its elegant tile flooring, bold purple accents, and modern fixtures, creating a spa-like feel. Additional highlights include updated flooring throughout, recessed lighting, and a clean, cohesive aesthetic that blends warmth with sophistication. Conveniently located near local amenities, this home offers both charm and functionality — ready for you to move right in and start making memories.

33 Horton Road Ext Extension, Bloomingburg
$599,499
4 Beds ⋅ 3 Baths ⋅ 990631 MLS
PINE BUSH SCHOOLS – 2022 Modern Chalet Just Minutes from Orange County. Skip the 12-month wait and tens of thousands in post-closing upgrades. This 2022-built chalet already includes a heated pool, stamped concrete entertainment area, privacy fencing, and premium appliances. Perfectly positioned against the scenic Wurtsboro Ridge State Forest with direct access to the renowned Long Path Trail, this home is a true haven for outdoor enthusiasts—blending nature, luxury, and modern design. Just 75 minutes to the GWB, and just 15 minutes to Middletown NY where access to NYC (via the Metro North as well as Greyhound/Trailways) along with an abundance variety of shopping, dining, and everyday amenities awaits. Explore the charm of historic Wurtsboro and Bashakill Wildlife Management Area right down the road, filled with locally owned shops, restaurants, and Bashakill Winery. For more adventure, you're just a short drive to Bethel Woods Center for the Arts, Resorts World Casino, Kartrite Indoor Waterpark, and Legoland. Step inside to soaring cathedral ceilings and a dramatic two-story fireplace that anchors the open-concept living space. Rich hardwood floors flow throughout, leading into a beautifully designed kitchen featuring granite countertops, tiled backsplash, high-end Samsung refrigerator and a sleek oven with range hood—perfect for entertaining or everyday living. The first-floor primary suite offers a private retreat with tray ceilings, spacious walk-in closets, and a spa-like ensuite bath complete with double vanity, custom tiled shower, and frameless glass doors. Upstairs, you’ll find a versatile loft space, an additional full bath, and a fourth bedroom—ideal for guests, a home office, or flex space. Outdoor living shines with a deck, oversized stamped concrete patio, and a fully fenced backyard with convenient access points on both sides. Enjoy summer days in your heated above-ground pool, all set against a peaceful natural backdrop. A two-car garage and central A/C complete the package.

164 Shawanga Lodge Road, Bloomingburg
$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
$579,000
4 Beds ⋅ 2 Baths ⋅ 983246 MLS
Duplex 2 units Multi Family Home Pine Bush Schools Private Multi-Family Retreat on 7+ Acres multi-family farmhouse nestled on over 7 serene acres in Bloomingburg. This property features two spacious units, needs work, a spring-fed pond, and expansive grounds offering privacy, natural beauty, and endless potential. Located in the Pine Bush School District, it's ideal for extended family living, rental income, or a peaceful country escape. This home is sold as is.

118 Old Roosa Gap Road, Bloomingburg
$549,900
982183 MLS
50.7 +/- Acres with approximately 1,700-foot road frontage!! in Pine Bush School District!! Perfectly positioned for your next subdivision project-this property offers an excellent opportunity for developers!! This is a 2-acre zoning in "Burlingham Residential"...This is your chance to own 50 acres of breath-taking scenic views of the Hudson Valley!!! This property is partly wooded, rolling/level with approximately 1,700 road frontage!! Minutes from Basha kill state lands, Mamakating park, D&H canal, Wurtsboro airport, Route 17k, I86 and yet 15-minute commute from Middletown. Ideal for a single-family home subdivision, this land offers endless possibilities. Bring your builder and seize the chance to develop!!!

Horton Road, Bloomingburg
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