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$499,000
936961 MLS
Amazing property! Includes 4 lots totaling nearly 4 acres with gorgeous Delaware River Frontage located in the heart of Barryville NY. The original Old homes and garage were in disrepair and removed from the property other than one building leaving beautiful cleared land with well and septic's ready for your imagination and design of your own complex in Sullivan County NY! Close to Port Jervis commuter trains , Barryville Farmers Market, hiking trails, Delaware River fishing, kayaking and canoeing. Minutes from Conveniences, school and library. About 30 minutes to Bethel woods for music venues, Resorts World Catskills and Big Bear Ski Resort! Only 90 Minutes GWB/NYC. Let your imagination soar with this stunning riverfront property! Perfect for so many uses including investment, multiple dwellings, commercial business opportunities or you own private residential estate complex.

12 River Road, Barryville

$268,999
4 Beds 3 Baths 937542 MLS
Welcome to 11625 State Route 97 in Long Eddy...where space, character, and scenery come together in one exceptional property. This unique single-level, 3400 sq ft home offers 4 bedrooms, 1 full bath, and 2 half baths, all thoughtfully arranged in an open, flowing floorplan that makes everyday living—and entertaining—a pleasure. Step inside and you’re greeted by a spacious great room featuring an efficient wood stove, handcrafted bar, and beautiful built-in bookcases that add warmth and charm. The updated kitchen blends modern convenience with the home’s inviting rustic style, giving you plenty of room to cook, gather, and create. All four bedrooms are generously sized, and the single-level layout allows for effortless access and comfort throughout the entire home. Outside, the setting is hard to beat. Enjoy mountain views on two sides, plenty of natural light, and the peaceful feel that makes this location so special. You’re also just a short distance from a Delaware River boat launch, perfect for fishing, kayaking, floating, and exploring the best of the Catskills. With its rare amount of living space all on one level, unique custom touches, and unbeatable access to outdoor recreation, this Long Eddy property is a standout opportunity—whether you’re looking for a year-round home, weekend retreat, or an investment with character.

11625 State Route 97, Long Eddy

$759,000
3 Beds 2 Baths 925634 MLS
Perched above the heart of Callicoon, this 1908 landmark stands as one of Sullivan County’s most captivating historic structures—a former schoolhouse whose legacy spans education, craftsmanship, and art. Over the decades, its grand proportions have sheltered classrooms, a dress factory, and a piano workshop—each chapter leaving its mark in the woodwork, wainscoting, and soaring ceilings that remain today. Now reimagined by artists, the building bridges eras with a rare blend of authenticity and modern livability. A bright three-bedroom, two-bath residence offers comfort and warmth with custom cabinetry, solid wood floors, and rich natural light. Beyond, the structure unfolds into vast and inspiring spaces: a 60-by-34-foot gymnasium with a 20-foot ceiling and stage; a luminous upper-floor dance studio spanning nearly sixty feet; art studios inspired by gigantic windows bringing in nature and sunlight, open workrooms, and a full stacked stone-foundation basement with walk-in access. At roughly 13,000 square feet on over an acre, the property invites both vision and versatility. Zoned for mixed use, it can evolve into a gallery and performance venue, a live-work compound, a wellness retreat, or a community hub. Every beam and window suggests possibility—every echo in the old gym reminds you that this building was made for voices, for movement, for gathering. Surrounded by ornamental trees and perennial gardens, and just a short stroll from Callicoon’s beloved cafes, the farmers’ market, and the Delaware River, 48 Upper Main offers both privacy and presence. It is that rare piece of architecture that feels both anchored in history and untethered in potential. Updated infrastructure includes a new metal roof and a new boiler (with a copper manifold that will inspire envy). A place where authenticity reigns, light abounds, and inspiration seems to gather naturally within the walls. 48 Upper Main Street isn’t just a building—it’s a living story waiting for its next author. Offering includes two tax parcels .89 acres and .25

48 Upper Main Street, Callicoon

$875,000
3 Beds 2 Baths 907400 MLS
Price reduction10/30/2025..Great location!! a short ride to trendy Livingston Manor and State Parks and Hiking Trails...House features 3 bedrooms and 2 full bathrooms with one bedroom downstairs with its own full bathroom..and a very efficient pellet stove.. 2 parcels one is 9.2 acres and the other parcel is 8.5 acres on almost 18 acres that borders the Willowemoc Wild Forest with almost 15,000 acres of State Land. .Hunting..X-C Skiing. .Hiking. .snowshoeing.. Snowmobile Riding. property has numerous sheds and a heated with electric 12x40 workshop. .2 spring fed ponds approx 8'-9' deep and can be made into one large pond...2 car garage. there area also are 2 rented trailers both with tenants (yearly rent $14,400)..the house and both trailers each have their own standby generator. .the main house has an above ground heated pool and a multi tier wood deck for entertaining and relaxing.. .both trailers have a covered deck and their own driveway and shed...this is a lot of property and 3 structures all in good condition...there are metal storage containers that will be removed before closing

226 Goff Road Unit #24, Livingston Manor

$649,000
895947 MLS
Commercial building approximately 6,896 Sq.Ft with large, level, and paved loading access to State Highway Route 52. Located in Jeffersonville, NY, building offers 3 commercial units plus 1 residential apartment. Unit 1 is currently used as an auto body repair/painting shop. Unit 2 is an insurance office. Unit 3 is a vacant store front. Unit 4 is the second floor residential 3 bedroom 1 bath apartment. Apartment has a nice sunporch to enjoy outdoor entertainment. Building has been nicely updated with newer roof, exterior painting and heating units. High visibility here, as NY State Route 52 is the access and the Village of Jeffersonville is one quarter mile away. This is a real estate only offering, but the auto body repair shop has been in this location for decades and is available for an additional sale. Set in the heart of the Western Sullivan Catskills, 2 hours from New York City, level paved access for unloading large trucks, lots of parking-the commercial potential is endless!

5013 State Route 52, Jeffersonville

$3,250,000
7 Beds 3 Baths 874421 MLS
Fraser Settlement Legacy Estate - 417 Pristine Acres in the peaceful town of Bethel, NY A once-in-a-lifetime opportunity to own a piece of Catskills history: this extraordinary 417-acre estate, preserved through generations since 1808, represents one of the last great pristine tracts in the region. Nestled along a quiet winding road just 90 minutes from Manhattan, the property's crown jewel is an elegantly preserved 1870 Victorian farmhouse with manicured lawns and gardens, and spectacular views across its private brook-fed, three-acre pond and rolling countryside. The 3,005-square-foot main residence and garage suite offers seven bedrooms and three baths, masterfully balancing historic charm with modern comfort. Period features include a welcoming front porch, relaxing screened porch and flagstone patio overlooking a gunite pool and lawns, perfect for entertaining and taking in the tranquil views and stunning sunsets. The estate is complemented by a charming 1942 guest cottage, originally a Grainery, providing an additional 510 square feet of living space. It features a covered porch overlooking its private pond with architectural dam and waterfall. Historic outbuildings, including a classic 1909 post-and-beam barn with two lofts, cow stable and three horse stalls, and a 1920s detached garage, originally an icehouse, testify to the property's rich agricultural heritage. Added in 2004, a 1056 square foot guest home offers flexible accommodation for staff or extended family. What truly sets this property apart are its extraordinary natural resources. Currently enrolled in both agricultural and forestry programs, the estate boasts valuable timber rights, natural streams, and established trails throughout. A unique feature is its secluded location ensuring perpetual peace and privacy. The land, divided into seven distinct parcels, offers unlimited potential for private recreation, from hunting, fishing and hiking to ATVing, horseback riding, cross-country skiing and more. The location provides the perfect balance of seclusion and accessibility. Just ten minutes from the renowned Bethel Woods Performing Arts Center and minutes from upscale destinations including Seminary Hill, Callicoon Western, Kenoza Hall, The Chatwal Lodge, and The DeBruce Inn. The area boasts world-class amenities including Resorts World Casino, Kartrite Water Park, and the Monticello Motor Club, alongside acclaimed restaurants, craft breweries, and boutique shopping in charming towns like Livingston Manor, Callicoon, Roscoe, Eldred, and Narrowsburg. Sullivan County International Airport is also conveniently located just a 10-minute drive from the farm, offering easy access for private and small aircraft travel. This legacy property presents an unprecedented opportunity for various visions - whether as a private estate, conservation retreat, luxury residential compound, or development project. Current agricultural and forestry programs are transferable. This property has been successfully run as an AirBnB location for several years. Seven separate parcels with individual SBL numbers and detailed maps available upon request. This unique holding represents an extraordinary investment in one of the Northeast's most sought-after regions. Invest in farmland, your family and/or your future with this legacy property.

49 Crumley Van Vactor Road, Ferndale

$424,500
3 Beds 2 Baths 841154 MLS
This charming move in ready well-maintained year around 3 BR 2 full bath home is on one of the quietest streets in the desirable Hamlet of Smallwood in Bethel NY. With a large screened in porch and built-in vented barbecue grill facing a private wooded backyard, this is the ideal home for entertaining friends and family. The main floor consists of a large living/dining room combination, a modern kitchen area finished with beautiful tongue and groove cathedral ceiling and a beautiful wood burning stone fireplace. Two bedrooms and a full bath complete the main floor. On the second floor, you will find the main bedroom/bathroom suite. The home sits on a large private 225 x 100 parcel. Sale consists of two lots totaling .51+- of an acre. Amenities: The community offers access to a non-motorboat lake for swimming, fishing, kayaking also access to a heated swimming pool with optional memberships to the Smallwood Civic Association and/or the Club at Smallwood. Smallwood NY is within a short drive to Bethel Woods Center for the Arts, Resorts World Catskills Casino as well as other outdoor activities.

45 W Adirondack Trail, Smallwood

$1,499,000
5 Beds 4 Baths 824432 MLS
The Outdoors, near the top of Aden Hill Mountain at nearly 2,200 feet elevation, is what your well appointed luxury Western style Lodge is all about. Make this dramatic Home your own comfortable get-away with its high efficiency ''Energy Star Rating'' structure, HVAC, and appliances. The Lodge is faced with Tennessee Cedar log-style siding and has a log perimeter railing to wrap-around the Deck. This outdoor area is spacious enough for family gatherings and large group BBQ's looking out over the dramatic panorama across the Neversink Valley to the Neversink Reservoir and towards Thunder Hill and the Shawangunks. Be sure to open the links for the 360deg walkthru tour and the aerial video. Enter your Home to be greated by a massive Fieldstone Fireplace and Cathedral Ceiling in the Great Room on the Main Floor. There are Knotty Pine ceilings and walls throughout most of this five-bedroom Hacienda Style home, accompanied by traditional Rustic Ranch Timber details. The open space Gourmet Kitchen, with Granite counters, custom Hickory cabinets and Stainless-Steel Whirlpool appliances, welcomes all of the Chefs in your family. The Main Floor has the Family Room with an exit to the yard, large wrap around vista windows, a comfortable wood stove, and service bar. The Master Bedroom Suite with a private two-room full Bathroom, and two Guest Bedrooms sharing a full Bathroom. Upstairs is the quiet Library with a Juliette Balcony behind a Rustic Log railing overlooking the majestic open Great Room. Two Bedrooms with views of the Valley share a full Bathroom. The Lower Floor of your Home has the Entertainment Room, Game Room with Knotty Pine features, and Dry Bar with a full Bathroom, along with a two car garage with powered door and an exit to the yard. There are two large Closets for all of your Outdoor Gear. Near your Home is another four-car detached Garage/Workshop with ceilings tall enough to service construction equipment. Upstairs in this 50'x35’ building is an open dormitory finished with Knotty Pine Tongue&Groove paneling and warm carpeted floor. There is also an additional above ground poured concrete barn foundation 65'x24' near the bottom of the driveway ready to build on. There are many activities available within the nearly one hundred acres of your Private Estate including hunting, fishing, hiking, ATV and snowmobiling for all enthusiasts. Enjoy this rural Region less than two hours from New York City, via Palisades Pkwy to Rt 6 to Rt 17 to Exit 100A (Liberty) for Rt 55 northeast towards the Neversink Reservoir. Nearby is the large Neversink Reservoir which offers boating and fishing, with several State Parks in the area. There is entertainment, cultural, and culinary opportunities in nearby LIberty, LIvingston Manor, Roscoe, and Monticello. The extensive inventory of furniture, furnishings, recreation vehicles, construction machinery, etc. is available by separate negotiation, subsequent to the house terms. Walkthru Tour: https://my.matterport.com/show/?m=bZpVcQqE6ii&brand=0 Video Tour: https://vimeo.com/1056174927?share=copy Floor Plans: https://drive.google.com/drive/folders/1bx9zUTq9RfaXZxcnIJPKwSTKSWnygrxo

376 Aden Hill Road, Neversink

$899,000
810848 MLS
Callicoon, New York - 5 acre commercial property with 1400 feet of stream front on the Callicoon Creek. Located on NYS RT 17B and next to NYS Rt 97, this is a high traffic/highly visible location. The access for trucks and vehicular traffic is level and provides easy access for loading, unloading and doing business. Currently used as an automotive repair facility, it consists of 4 buildings, large parking area. Main building is 20,000+/- SF consisting of 3 furnaces, 3 phase electric, 5 lifts. 16' high ceilings-many large overhead doors, 2 large garage service areas, body shop with spray booth, lobby entrance, plus many office rooms on 1st & 2nd floor. Building 2 is the tire storage shed (108x45), Building 3 is the vehicle storage garage (45x102), Building 4 is 24x45 and is used for storage. Great level location, 1400 ft on NYS Route 17B and at the intersection of NYS Route 97 - a high traffic location. Let your imagination be your guide, from automotive and industrial to retail sales. This is the gateway to Pennsylvania and the bustling Hamlet of Callicoon on the Delaware River.

4587 State Route 17b, Callicoon

$475,000
8 Beds 4 Baths H6286653 MLS
All things are possible with this one! Live in one & rent the other 3 units out or bring your extended family/guests and host all the holiday gatherings. Whether you're seeking a multi-generational living arrangement or an investment opportunity this property offers excellent possibilities. The main house is a 2-family. One unit with 3-4 bedrooms, 1-2 baths, (a new 408 Sqft addition that’s partially finished which is a bedroom and bath). 2nd unit has 2 bedrooms, 2 baths. Also, two charming cottages: The first cottage offers 2 bedrooms & 1 bath. The 2nd cottage offers 1 bedroom 1 bath. The roof on all were done within the last 5 years. As well as appliance, updated kitchen, flooring, and electrical upgrades in some of the units. There is also a 2-car detached garage w/ loft area & an additional 1.25-acre BUILDABLE lot on its own section block and lot (Town verbally approved this lot for another 2-family home) also bringing it to a little over 5 acres. A wonderful opportunity for all! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

33 Eden Road Unit #41, Cuddebackville

$550,000
H6333995 MLS
PRIME INVESTMENT OPPORTUNITY ON NORTH MAIN STREET in LIBERTY! This impressive 3-story, 6,916 sq. ft. mixed-use building is a standout investment opportunity. It features five residential rental units and a commercial storefront, currently leased as a bar-restaurant. The property has undergone extensive renovations, including brand-new heat pump mini-split systems for each unit. Tenants are responsible for cable and electricity, while the landlord covers water and sewer. Each unit is individually metered, with only one residential vacancy, making this a nearly fully occupied, income-generating asset. An additional lot (.21 acres) with ample parking space and a barn currently used for storage is available for purchase separately. Located in the heart of Liberty on North Main Street, this property is next to stores, schools, public transportation, parks, and more. Don’t miss this excellent opportunity for investors seeking a turnkey property with substantial rental income.

64 N Main Street, Liberty

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