Bloomingburg Homes with Off Street Parking features

Welcome to Bloomingburg, New York – a hidden gem nestled in the heart of Orange County! This charming village offers a delightful blend of small-town charm and modern conveniences, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle. With a population of just over 1,100 residents, Bloomingburg exudes a warm, tight-knit community atmosphere that welcomes newcomers with open arms.

Bloomingburg is surrounded by the stunning natural beauty of the Hudson Valley, providing ample opportunities for outdoor enthusiasts to explore hiking trails, parks, and scenic vistas. The village is conveniently located near major highways, allowing for easy access to nearby towns and cities, including Middletown and Monticello. Residents can enjoy local shops, restaurants, and community events that celebrate the rich history and culture of this quaint village.

One of the standout features of homes in Bloomingburg is the availability of off-street parking. This desirable amenity not only enhances convenience but also adds to the overall appeal of the properties in the area. Imagine coming home after a long day to find a dedicated space for your vehicle, free from the hassle of street parking. Whether you have a growing family or simply enjoy the luxury of extra space, homes with off-street parking in Bloomingburg cater to your lifestyle needs.

If you're looking for a place that combines tranquility with accessibility, Bloomingburg is the perfect choice. Explore the beautiful homes available in this charming village, and discover a community where you can truly feel at home.

Newest Bloomingburg Homes with Off Street Parking features

$325,000

2 Beds ⋅ 2 Baths ⋅ 1038612 MLS

Welcome to 20 Sunset Circle, a lovingly maintained home offering a truly special setting on 1.31 acres with Shawangunk Kill river frontage in the Pine Bush School District. Offered for sale for the first time in decades, this 2-bedroom, 2-bath home combines vintage character, beautiful grounds, and an impressive collection of amenities, all tucked away along a private loop road. The home features a spacious, single-level layout with ductless heating and air conditioning, a Harmon pellet stove insert, whole-house Generac generator, and several recent appliance updates, including a stunning Cafe range with air-fry and convection capabilities, and new refrigerator. The generously sized primary bath features a double vanity, and its own walk-in closet. Outside is where this property truly shines. Mature landscaping and established gardens create a peaceful, park-like atmosphere, with multiple stone patios and a detached raised deck providing plenty of places to relax, entertain, and enjoy the natural surroundings. The property extends through the tree line to the Shawangunk Kill, offering direct river frontage and a beautiful natural backdrop. For anyone needing extra space for hobbies, projects, storage, or entertaining, the property delivers. A detached 20' x 20' heated garage with electric is complemented by two additional outbuildings, including a unique outdoor pantry equipped with cabinetry, a plumbed sink, and refrigerator. Full of character and lovingly maintained for generations, 20 Sunset Circle offers a unique combination of waterfront acreage, beautiful outdoor spaces, and exceptional versatility, all in a peaceful, private setting.

20 Sunset Circle, Bloomingburg

$945,000

3 Beds ⋅ 4 Baths ⋅ 1045248 MLS

Welcome to Roosa Ridge House, a modern woodland retreat set high on 10 acres in Bloomingburg, Sullivan County. Offering 2,160 square feet of light-filled living, the 3-bedroom, 3.5-bath home features oversized windows, soaring cathedral ceilings, and sweeping wooded views. Possible subdivision potential adds another dimension to the property. Just 90 minutes from NYC and close to Minnewaska, it offers a sense of escape while remaining within easy reach of the Hudson Valley’s restaurants, hiking, and small towns. Inside, white oak floors run throughout the main level, and a gas fireplace warms the open living and dining spaces. Sliders open onto a generous 360-square-foot deck, with an additional patio and porch extending the home into the surrounding landscape. The kitchen is both sculptural and highly functional, centered around a custom fluted island with quartz and slate countertops and a tiled backsplash. The primary suite includes a beautifully appointed ensuite bath with handmade tile, a custom concrete vanity and sinks, and radiant heat. Upstairs, two additional bedrooms share a full bath and are connected by a relaxed landing loft. A finished lower level adds approximately 500 square feet of flexible living space with a full bath, ideal for guests, work, or retreat. Outside, ten wooded acres unfold beyond the deck, with hammocks, a sauna, a hot tub, a fire pit area, and a seasonal stream winding through the sloping grounds. There is space here to spend an entire afternoon doing very little, soaking, reading, listening to the water, or simply disappearing into the trees. Modern infrastructure keeps everything effortless, including radiant heat, ductless split systems, Nest thermostats, a security system, an EV charger, and a garage. A rooftop solar array, underground electric service, 400-amp service, and whole-house generator hookup add efficiency and resilience. Recent updates include fresh exterior paint and new outdoor lighting. Exceptional privacy and strong short-term rental potential add to the appeal, with some of the region’s best hiking and natural beauty nearby, including Sam’s Point, Cragsmoor, the Gunks, and Bear Hill Nature Preserve.

858 Roosa Gap Road, Bloomingburg

$799,999

4 Beds ⋅ 3 Baths ⋅ 1038721 MLS

NEW HOME | 5 PRIVATE ACRES | PINE BUSH AREA Welcome to the Refuge II Modern Colonial, where Affordable Luxury meets privacy and space! Beautiful 5-acre private homesite in the Pine Bush area of Mamakating, this thoughtfully designed home offers approximately 2,800 sq. ft., 4 bedrooms and 2.5 baths. The floor plan features an impressive open Great Room, expanded Primary Suite, and a spacious chef-inspired kitchen with large seated island, walk-in pantry and coffee bar. Enjoy quality finishes throughout, generous living and entertaining spaces, and an attached 2-car garage. The private wooded setting offers the space and seclusion you've been looking for while remaining convenient to Pine Bush, Middletown, shopping, dining and major commuter routes. An exceptional opportunity to enjoy privacy, acreage and luxury living without sacrificing convenience. *Still time to choose your finishes and make this home truly yours.

Lot 1 Pantelop Road, Bloomingburg

$599,900

4 Beds ⋅ 3 Baths ⋅ 1033524 MLS

Looking for a home that actually works for extended family, guests, or live-in help — without anyone feeling like they're living on top of each other? This one was made for it. This spacious split-level sits on a beautifully wooded, private lot with a paved driveway, one-car garage, and mature trees that make the whole property feel like a retreat. Inside, you get a full upper level and a full lower level, each with its own kitchen — a rare "summer kitchen" setup with two separate utility meters, giving real flexibility for multigenerational living, an au pair or caregiver, or simply two households sharing one roof comfortably. Upper level features an updated kitchen with quartz counters and stainless appliances, an open dining and living area, a cozy family room with a wood-burning fireplace, and bright bedrooms with statement accent walls. Step outside to a large deck overlooking the private backyard — perfect for entertaining or just enjoying the quiet. Lower level is a complete second living space: a second kitchen, a spacious family room, a den/study, an additional living room, a full bathroom, and washer/dryer hookups. It's set up beautifully for extended family or live-in support — while it's not configured as a separate bedroom suite, it offers all the everyday living space needed for a second household under one roof. Outside, enjoy a full basketball hoop setup in the driveway, a storage shed, and a huge, flat, tree-lined backyard with room to roam. A finished lower-level media/theater room with a wet-bar-style setup rounds out the entertaining space. This is a home built for flexibility — whether that means aging parents, adult kids, guests, or generating rental/in-law income potential (buyer to verify with local zoning).

386 Nashopa Road, Bloomingburg

$605,000

3 Beds ⋅ 3 Baths ⋅ 1030667 MLS

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

8 Darmstadter Road, Bloomingburg

$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

$499,000

3 Beds ⋅ 3 Baths ⋅ 1006360 MLS

Spacious Colonial Home Ideally Sited on a 1.88 Acres in the Winterton Countryside. Large Eat-in-Kitchen W/Access to Private Rear Deck. Formal Dining Room, Large Living Room & Family Room Complete the 1st Floor. On the 2nd Level You'll Love the Large Master Suite W/Private Bath, 2 More Large Bedrooms, an Office/4th Bedroom, & Another Full Bath. The Lower Level offers a Laundry Area, Storage, & a 2-Car Garage. Just Several Minutes From all Your Shopping Needs & NYC Bus & Train. A Great Community Amenity is the Town of Mamakating Park W/Swimming Pool, Tennis Courts, Outdoor Pavilion & Club House Available for a Large Event.

633 Winterton Road, Bloomingburg

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