Woodbourne, NY Houses for Sale

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  /35

  $499,900

  • 6 Beds
  • 4.5 Baths
  • 3,502 Sq Ft

  7 Redwood Ln, Swan Lake, NY 12783

  Imagine owning a lakeside sanctuary where cherished memories unfold with every sunrise. This six-bedroom, 4.5-bath retreat on the shores of Swan Lake is more than a home—it’s a canvas for the life you’ve always dreamed of.Picture summer afternoons spent kayaking across the tranquil waters, children’s laughter echoing as they swim and play, and evenings where everyone gathers around the fire pit,

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 447-0762

  7 Redwood Ln, Swan Lake, NY 12783
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  /35

  $399,000

  • 3 Beds
  • 2 Baths
  • 2,352 Sq Ft

  110 Plank Rd, Bethel, NY 12720

  This 3-bedroom, 2-bath home offers deeded rights to the Tannery Woods lakefront beach on Swinging Bridge Reservoir, providing you with exclusive access to this 9 mile motorized lake. Nestled on 5.6 acres of park-like land, the property boasts a long driveway that ensures privacy. The home spans 2,352 square feet and features a master bedroom, spacious rooms throughout, and both front and back

  

  Joy Romano

  Joy Romano Realty

  (845) 379-3722

  110 Plank Rd, Bethel, NY 12720
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  /32

  $145,000

  • 2 Beds
  • 1 Bath
  • 708 Sq Ft

  58 Woodland Way, Bethel, NY 12720

  Charming 2 bedroom (plus additional sleeping porch) in Catskill Lake Community. This seasonal home feature's Two cozy bedrooms, one of which features a private entry door and a fireplace, providing added convenience and privacy. There is an additional sleeping porch, perfect for guests or a serene reading nook, this extra space ensures you have room for everyone. There is a quaint sitting area

  

  Joy Romano

  Joy Romano Realty

  (845) 593-8830

  58 Woodland Way, Bethel, NY 12720
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  /15

  $950,000

  • 2,400 Sq Ft

  401 Harris Rd, Monticello, NY 12701

  Imagine owning 63 acres of pristine land, complete with a serene pond, framed-out home, with well and septic system. Once used for tree farming, this expansive property is perfect for your agricultural dreams or a secluded, low-density housing project. Endless possibilities await whether you envision a thriving farm, a private hunting and fishing retreat, or a peaceful sanctuary to call home.

  

  Elizabeth Bernitt

  Century 21 Geba Realty

  (845) 807-6947

  401 Harris Rd, Monticello, NY 12701
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  /38

  $799,000

  • 3 Beds
  • 3 Baths
  • 1,870 Sq Ft

  9 Cedar Ln, Swan Lake, NY 12783

  Amazing Lakefront retreat is located on pristine Swan Lake in Sullivan County NY and is now available. This spectacular contemporary home boats expansive lakefront views with luxury amenities throughout. From the gorgeous vistas through the large windows to the custom kitchen with upscale Stainless steel appliances and granite countertops this home has it all! Featuring wood floors with radiant

  

  Donna Geba

  Century 21 Geba Realty

  (845) 273-3830

  9 Cedar Ln, Swan Lake, NY 12783
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  /20

  $179,900

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  23 Little Pond Rd, Hurleyville, NY 12747

  Need to Escape the hustle & bustle of NYC? Hurleyville NY is a charming Catskill Mountain town in renaissance w/ conveniences, arts center & much more! In the heart of Sullivan County yet only 2 hours NYC this is a place you can call home to settle down & relax. Spacious Mid Century ranch, with a bit of your special touches & some TLC, can be your perfect place! Enter into a natural pine

  

  Donna Geba

  Century 21 Geba Realty

  (845) 622-6292

  23 Little Pond Rd, Hurleyville, NY 12747
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  /34

  $439,000

  • 3 Beds
  • 3 Baths
  • 1,517 Sq Ft

  11 W Mongaup Trail, Smallwood, NY 12778

  Welcome to Shangri-La, a peaceful 3-bedroom, 3-bath retreat tucked away on a quiet cul-de-sac in the heart of Smallwood—an enchanting Catskills community known for its natural beauty and nostalgic charm.Inside, you’ll find a cozy living room with a classic wood-burning fireplace, warm wood accents, and a bright sun room perfect for year-round relaxation. The kitchen retains its original appeal

  Randi Moody Malek Properties

  11 W Mongaup Trail, Smallwood, NY 12778
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  /41

  $385,000

  • 5 Beds
  • 2 Baths
  • 2,756 Sq Ft

  1143 New York 17b, Mongaup Valley, NY 12762

  Charming Home in Monghaup Valley, Upstate NYDiscover your dream retreat in the picturesque Monghaup Valley! This spacious 5-bedroom, 2-bath home is perfect for families and entertaining. Enjoy the convenience of a secondary kitchen on the second floor, ideal for guests or family gatherings. Step outside to a stunning new deck that overlooks approximately an acre of serene land, perfect for

  Samuel Kohn eRealty Advisors, Inc

  1143 New York 17b, Mongaup Valley, NY 12762
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  /21

  $469,000

  • 4 Beds
  • 2 Baths
  • 1,184 Sq Ft

  1037 Lake Shore Dr, White Lake, NY 12786

  Welcome to 1037 Lakeshore Drive — a beautifully renovated 4-bedroom, 2-bathroom lakeside home just steps from sparkling White Lake with Deeded Lake Rights!"This turnkey property offers:• 4 bedrooms, ideal for family, guests, or a home office• 2 modern, fully updated bathrooms• Bright, open-concept living and dining areas designed for entertaining• A cozy screened-in porch — perfect for morning

  Barry Schwartz Town & Country Preferred Prop

  1037 Lake Shore Dr, White Lake, NY 12786
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  /17

  $585,000

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft

  67 W Shore Rd, White Lake, NY 12786

  Discover the ultimate lakeside retreat in the heart of White Lake — a beautifully renovated, turnkey home that offers the perfect balance of relaxation, recreation, and timeless charm.This spacious property comfortably sleeps 8+ with:• 2 bedrooms and 1 full bath on the main level• 2+ bedrooms, 1 full bath, and wet bar/coffee bar on the lower level• 2 generous living spacesStep outside onto

  Barry Schwartz Town & Country Preferred Prop

  67 W Shore Rd, White Lake, NY 12786
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  /43

  $650,000

  • 5 Beds
  • 4 Baths
  • 3,090 Sq Ft

  51 Strong Rd, Ferndale, NY 12734

  Discover this exceptional property located in the scenic Swan Lake area of upstate New York, set on over an acre of beautiful land.This property features a mint-condition home along with a detached garage and cottage that includes a loft with additional living space, making it a perfect blend of comfort and functionality.The main house offers 2,700 sq ft of well-appointed living space. Upon

  Joel Rottenstein Keller Williams Valley Realty

  51 Strong Rd, Ferndale, NY 12734
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  /35

  $459,999

  • 4 Beds
  • 3 Baths
  • 2,168 Sq Ft

  91 Meyerhoff Rd, Hurleyville, NY 12747

  Welcome to your dream retreat! This four-bedroom, three-full-bath ranch home is nestled on 2 separate sprawling lots that combined are just over 2-acres,offering the perfect blend of comfort and tranquility. When you step inside you will notice the home has hardwood flooring throughout. The kitchen featuring stainless steel appliances, ample cabinetry, and a generous space perfect for

  MacGregor Gerhold Curasi Realty, Inc.

  91 Meyerhoff Rd, Hurleyville, NY 12747
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  /24

  $489,000

  • 4 Beds
  • 2.5 Baths
  • 1,876 Sq Ft

  44 Lester Ln, Bethel, NY 12720

  Welcome to this stunning contemporary home located in the heart of the Catskills, just minutes from the Bethel Woods Center for the Arts and only two hours from NYC. It’s also conveniently close to World Resorts Casino, Monster Golf Course, Kartrite Resort & Indoor Waterpark, Legoland, Woodbury Common Outlets, and much more.This 1,876-square-foot single-family home boasts four spacious bedrooms

  Rafael Maldonado Voro LLC

  44 Lester Ln, Bethel, NY 12720
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  /47

  $874,900

  • 5 Beds
  • 2 Baths
  • 2,904 Sq Ft

  1095 State Route 17b, Bethel, NY 12762

  This a Golden opportunity in a prime and sought-after location with two homes on 26+ acres in the heart of the Sullivan County Catskills. Location and land are perfect for a family compound, hobby farm, agri-business, artist/ yoga studio, live/ work situation, Airbnb/ rental income, and more. Main home is as charming as you can get with warm woodwork, elegant touches, and a fully functional

  Carol Malek Malek Properties

  1095 State Route 17b, Bethel, NY 12762
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  /37

  $369,500

  • 4 Beds
  • 3 Baths
  • 1,560 Sq Ft

  22 Ballard St, Smallwood, NY 12778

  Rustic and spacious log-sided home, perfect for all seasons, located in the desirable Bethel area within the charming hamlet of Smallwood. This property offers access to Mountain Lake, including a beach area and options for boating, kayaking, fishing, and hiking in the local park. Enjoy community amenities such as tennis courts, a pool, and a clubhouse which is not not mandatory to join.This rare

  Alla Sienitsky Resort Realty

  22 Ballard St, Smallwood, NY 12778
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  /22

  $424,500

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  45 W Adirondack Trail, Smallwood, NY 12778

  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

  Jose Nunez Malek Properties

  45 W Adirondack Trail, Smallwood, NY 12778
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  /32

  $674,900

  • 5 Beds
  • 2 Baths
  • 750 Sq Ft

  275 State Route 17b, Monticello, NY 12701

  Super commercial location with close proximity to Route 17 exit ramps, shopping, service stations, and more. High visibility only a quarter mile from the Racetrack NYS Route 17/ Interstate-86 and on Gateway NYS Route 17B corridor. Two lots, close to 5 acres, with two homes. Houses both need updates and repairs and have been rented for years. One has four bedrooms and one has one+ bedroom on

  Carol Malek Malek Properties, Inc.

  275 State Route 17b, Monticello, NY 12701
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  /50

  $450,000

  • 10 Beds
  • 4 Baths
  • 4,286 Sq Ft

  5 Plank Rd, Mongaup Valley, NY 12762

  Investment Opportunity. This property has two homes, a two-family home and a single-family home. The home also has a two-car garage. This property has so many great features such as its location on the Mongaup river near where it becomes the Swinging Bridge reservoir the largest motorboat lake in Sullivan County. There is a public boat launch and recreation area right up the street. This home

  Erik Rhulen Rhulen Realty Group LLC

  5 Plank Rd, Mongaup Valley, NY 12762
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  /21

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  109 Krystyna Rd, White Lake, NY 12786

  Welcome to 109 Krystyna Lane in Tallwood Estates! This charming craftsman-style ranch is ideal for first-time buyers, those seeking a peaceful retreat, or anyone looking to downsize. Situated in the heart of the Catskills, just minutes from Bethel Woods Center for the Arts, this 2,100 sqft home boasts an open floor plan, 9ft ceilings, and stunning views. The home features 3 spacious bedrooms, 2

  Travis Thompson Keller Williams Hudson Valley

  109 Krystyna Rd, White Lake, NY 12786
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  /38

  $649,000

  • 5 Beds
  • 4.5 Baths
  • 2,823 Sq Ft

  106 Pine Grove Road Tr 127, Bethel, NY 12720

  Builder's Home ! With LAKE Access -~ Very Large 5 Bedroom, 4.5 Bath Contemporary home with extra lot totaling over 2 acres privately set off the road. This unique home has many large windows, a first floor master bedroom with ensuite bath, and a sunken Library/Family Room with a wood-burning fireplace. There is a second master bedroom with ensuite bathroom that has a second fireplace. The

  Theresa Rokus Resort Realty

  106 Pine Grove Road Tr 127, Bethel, NY 12720
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  /28

  $389,000

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft

  65 Berkshire Trail, Monticello, NY 12701

  Discover your perfect retreat in this delightful raised ranch home featuring 4 bedrooms and 3 baths, nestled in the picturesque town of Bethel. Just 10 minutes from the renowned Bethel Woods Center for the Arts, this property offers a unique blend of serenity and cultural vibrancy, all while being under 2 hours from Midtown Manhattan. Step inside to find a spacious and inviting layout, bathed in

  Virginia Corbett eXp Realty

  65 Berkshire Trail, Monticello, NY 12701
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  /36

  $394,000

  • 3 Beds
  • 3 Baths
  • 2,074 Sq Ft

  36 Gina Ln, Monticello, NY 12701

  Reduced price! Motivated Seller! This fully furnished Smallwood beauty is now on the market! Nestled on a little over an acre of land, this 3 bedroom, 3 bathroom home will check many of your boxes. Open floor plan, hardwood floors, custom glass, woodburning fireplace, cathedral ceilings, plenty of closet and cabinet space, butcher block kitchen island, dishwasher, washer/dryer, screened in porch,

  Kerry Bigness Malek Properties

  36 Gina Ln, Monticello, NY 12701
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  /37

  $449,999 Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,472 Sq Ft

  323 Harris Rd, Monticello, NY 12701

  Coming Soon!

  Richard Baxter Keller Williams Realty

  323 Harris Rd, Monticello, NY 12701
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  /50

  $1,350,000

  • 5 Beds
  • 6 Baths
  • 6,426 Sq Ft

  935 Starlight Rd, Monticello, NY 12701

  Welcome to one of the best properties in Sullivan County. Lakefront mansion with 2 private ponds. The property is 5.25 acres on Swinging Bridge Reservoir. The house has two levels for a total of 6,426 SqFt. That does not include the Garage, storage or utility room. There is an outdoor pool and hot tub with a pool house. The property is amazing. When this house was built they used the finest of

  Erik Rhulen Rhulen Realty Group LLC

  935 Starlight Rd, Monticello, NY 12701
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  /29

  $329,000

  • 6 Beds
  • 2 Baths
  • 2,491 Sq Ft

  5404 State Route 55, Liberty, NY 12754

  Located in Liberty, New York, this spacious residence offers a fantastic opportunity! Boasting 5 bedrooms and 2 full bathrooms, this home is ready for its next chapter.If you're looking for a big house with lots of bedrooms, this is it! Imagine the possibilities with all this space. While this home awaits your personal touch and updates, its generous layout presents lots of potential to create

  Pamela Henning Keller Williams Hudson Valley

  5404 State Route 55, Liberty, NY 12754
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  /25

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,704 Sq Ft

  198 Dillon Rd, Monticello, NY 12701

  LOCATION - Easy on Easy off Route 17/I-86 - This single family Ranch home features 3 Bedroom - 1 1/2 bath - bright living room, formal dining room and a large eat in kitchen, a heated/air conditioned Sun room perfect for reading and relaxing. Basement features family room with fireplace with wood stove insert; gym, office and workshop, laundry. Situated on a corner lot with nice yard and trees.

  Karen Rieber Sussman Rieber Realty Inc

  198 Dillon Rd, Monticello, NY 12701
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  /25

  $225,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  8 Crumley van Vactor Rd, Ferndale, NY 12734

  This quaint, peaceful country ranch home is located on a corner lot with 1.32 acres of plush grass. Move in ready, well maintained two bedrooms and 1.5 baths, with and extra room that could be a small bedroom. A fairly large deck to sit and enjoy the county air. There is a detached garage for your car with extra room for storage. Priced to sell, a must come and see. Only two hours from NYC in the

  Harold Reynolds R J Katz Realty

  8 Crumley van Vactor Rd, Ferndale, NY 12734
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  /35

  $350,000

  • 3 Beds
  • 3 Baths
  • 1,112 Sq Ft

  20 Lakeview Terrace, Monticello, NY 12701

  This LAKEFRONT home in the sought-after Greentree Community comes fully furnished and is move-in ready. The 3-bedroom, 3-bathroom property has been recently refreshed with new paint, flooring, and updated light fixtures. The main level features 2 bedrooms and 2 bathrooms, while the upstairs offers an open loft-style bedroom with an additional bath. The spacious living area opens to a stunning

  Herbert Parets Coldwell Banker Village Green

  20 Lakeview Terrace, Monticello, NY 12701
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  /49

  $1,895,000

  • 5 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  836 Starlight Rd, Monticello, NY 12701

  This stunning estate is perfect for those seeking a luxurious retreat, year-round residence on spanning 70 acres in one of Sullivan County’s most desirable locations across from the Swinging Bridge Lake, the longest motorboat lake in Sullivan County. Whether you’re envisioning a rural retreat, a development project, or a multi-use investment, this property offers endless possibilities. Brand-New

  Alla Sienitsky Resort Realty

  836 Starlight Rd, Monticello, NY 12701
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  /24

  $175,000

  • 1 Bed
  • 1 Bath
  • 822 Sq Ft

  9 W Mitchell St, Bethel, NY 12720

  Escape to your cozy retreat at 9 W Mitchell, Bethel, NY! This charming cabin is the perfect getaway, offering 822 square feet of intimate living space. Enjoy the simplicity of 1 bedroom and 1 bathroom, making it ideal for those who crave a minimalist lifestyle. This house lives like a 2 bedroom home. Nestled on a spacious 7,500 square foot lot, there's plenty of room to soak up nature. Embrace

  Joseph Lukic Compass Greater NY, LLC

  9 W Mitchell St, Bethel, NY 12720
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  /33

  $255,000

  • 2 Beds
  • 1 Bath
  • 801 Sq Ft

  11 Birch Ln, Swan Lake, NY 12783

  Nestled just steps from the shimmering waters of Swan Lake, this fully remodeled ranch with deeded lake rights, offers the perfect blend of modern luxury and serene getaway vibes. Whether you’re looking for a low-maintenance primary residence or a dreamy weekend escape, this home checks every box.No detail was overlooked in this top-to-bottom renovation. The home sits under a brand-new pitched

  Jason Dillon eXp Realty

  11 Birch Ln, Swan Lake, NY 12783
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  /51

  $1,200,000

  • 8 Beds
  • 4 Baths
  • 2,731 Sq Ft

  3437 Nys Rte 55, White Lake, NY 12786

  It is all about the lake! This custom-built lake house offers plenty of room for all in an amazing location on White Lake, one of the most pristine, clean and popular motorboat lakes in the area. The expansive open plan takes full advantage of the lake views, glorious sunsets and the outdoor spaces. First floor contains the spacious main entrance, island kitchen with granite, combo dining/ living

  Carol Malek Malek Properties, Inc.

  3437 Nys Rte 55, White Lake, NY 12786
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  /47

  $3,500,000

  • 16 Beds
  • 30 Baths
  • 10,500 Sq Ft

  50 Kelly Bridge Rd, Swan Lake, NY 12783

  Stunning Luxury Mansion in Swan Lake, NY – A Perfect Investment or Dream HomeNestled in the serene and picturesque setting of Swan Lake, NY, this magnificent estate offers unparalleled luxury, privacy, and tranquility. Set on a vast, beautifully landscaped lot, this home is an extraordinary retreat that seamlessly combines opulence and comfort.Inside, the expansive floor plan boasts an abundance

  Chaim Reich eRealty Advisors, Inc

  50 Kelly Bridge Rd, Swan Lake, NY 12783
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  /6

  $123,000

  • 3 Beds
  • 1 Bath
  • 858 Sq Ft

  39 Mitteer Rd, Hurleyville, NY 12747

  Insulation has just been added. This property is on corner where entrance is to center for discovery. Excellent location. Short ride to downtown Hurleyville. Various types of work on residence have been done recently. Access from both roads.

  Elliott Schneider Pursuit of Happiness Realty

  39 Mitteer Rd, Hurleyville, NY 12747
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  /23

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  36 Read Ave, Monticello, NY 12701

  This charming cabin-style ranch home is move-in ready and waiting for its next owner! ALL CONTENTS and HOME FURNISHINGS INCLUDED—making it an effortless transition whether you're looking to start a short term rental business immediately--or for you to settle in and enjoy.Key features include a skylight, a cozy wood-burning stove, a spacious master bedroom, a full bath with a tub, and a versatile

  John Ducey Keller Williams Hudson Valley

  36 Read Ave, Monticello, NY 12701
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  /50

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  19 W Mitchell St, Bethel, NY 12778

  Welcome to Smallwood. This is just about the most centrally located neighborhood in the county. Most of the homes in Smallwood are seasonal bungalows but this is an exceptionally well-made stick-built house for year-round use. This home has a well and septic tank as opposed to the seasonal homes that are on the Smallwood water and sewer system which get's tuned off from the fall until the spring.

  Erik Rhulen Rhulen Realty Group LLC

  19 W Mitchell St, Bethel, NY 12778
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  /15

  $69,995

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft

  90 Big Woods Rd, Harris, NY 12742

  cash welcome. seller financing available. fixer upper needs tlc handyman special, text the listing broker. owner financing available. easement driveway.

  Adis Kole Kole Group LLC

  90 Big Woods Rd, Harris, NY 12742
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  /4

  $204,000

  • 3 Beds
  • 2 Baths
  • 2,500 Sq Ft

  1094 Old Route 17, Harris, NY 12742

  Commercial Opportunity. Once a thriving Cottage Colony, this 5.8 acre commercial property in Harris/Thompson, NY, in the Heart of Sullivan County is truly a unique business opportunity. The parcel comes with three (3) rundown cottages complete with well, septic and wired for electric. These cottages will require a total rehab or knockdown & rebuild and would make an excellent compound. This

  Elliott Schneider Pursuit of Happiness Realty

  1094 Old Route 17, Harris, NY 12742
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  /30

  $365,000

  • 4 Beds
  • 2.5 Baths
  • 2,496 Sq Ft

  398 Main St, Hurleyville, NY 12747

  Charming Mid-Century Cape on a Meandering StreamNestled on over 5 acres of beautiful open and wooded land, this spacious mid-century Cape is just outside the iconic small town of Hurleyville, known for its big ideas. This property features municipal water and sewer services and offers a serene environment with a stream running through.The expansive home boasts 4 to 5 bedrooms and 2 full baths,

  Alla Sienitsky Resort Realty

  398 Main St, Hurleyville, NY 12747
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  /43

  $293,000

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  23 Woodland Way, Smallwood, NY 12778

  Step into TRANQUILITY at This Charming RETREAT Near Bethel Woods & Outdoor Adventures!Escape to the SERENETY of nature with this SPACIOUS and beautifully 3-bedroom, 2-bath home, located just minutes from the iconic Woodstock Festival site. Whether you're seeking peace or play, this inviting retreat is perfectly positioned close to:Bethel Woods Performing Arts Center, Lakes with Beaches,

  Paula Esteves Century 21 Full Service Realty

  23 Woodland Way, Smallwood, NY 12778

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