Woodbourne, NY Homes for Sale under $300,000

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  $155,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  24 Mohican Trail, Smallwood, NY 12778

  Step back in time with this original 1945 Smallwood log cabin, lovingly kept by the same family for generations. This charming three-season retreat is like a storybook dollhouse, featuring authentic details such as the original front door, classic doorbell, and beautiful wood floors that carry the character of the past. Perfectly situated just a few houses from the Smallwood waterfalls and Forest

  Gabriella Beretta Malek Properties

  24 Mohican Trail, Smallwood, NY 12778
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  $35,000

  $35K PRICE DROP

  • Land
  • 27.5 Acres
  • $1,273 per Acre

  0 Cole St, Hurleyville, NY 12747

  Beautiful private lake located right off the main strip in Hurleyville NY. 27 acre lot. TAXID 32.-1-42.1 Municipality of Fallsburgh Zoning Code Hamlet Residential District.

  Vincent Nastro Howard Hanna Rand Realty

  0 Cole St, Hurleyville, NY 12747
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  /18

  $254,900

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 810 Sq Ft

  71 Keller Ave, Monticello, NY 12701

  Motivated seller! Welcome to this well-loved and beautifully maintained two-bedroom cabin that blends old-world charm with modern updates. Step into the inviting living room featuring classic exposed beamed vaulted ceiling and wood work, adding warmth and character to your everyday living space. The updated kitchen and bathrooms offer modern conveniences while preserving the home's timeless

  Goranka Petrova-Rogg Malek Properties

  71 Keller Ave, Monticello, NY 12701
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  $235,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  34 Elizabeth Way, Kiamesha Lake, NY 12751

  Welcome to this beautifully updated, turn-key townhouse located in the desirable Patio Homes community of Kiamesha Lake. Offering a spacious 3-bedroom, 2-full bathroom layout, this home features an open-concept kitchen, living, and dining area perfect for seamless day-to-day living. The modern kitchen shines with updated cabinetry, while freshly painted walls and fully updated bathrooms make this

  Leidy Placido Howard Hanna Rand Realty

  34 Elizabeth Way, Kiamesha Lake, NY 12751
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  $239,900

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  43 Elizabeth Way, Kiamesha Lake, NY 12751

  Welcome to Patio Homes, a townhouse located on Elizabeth Way. This end unit features three bedrooms and one full bathroom upstairs, along with a half bathroom on the main level. The open floor plan creates a spacious living environment, and for your convenience, a washer and dryer are located on the main level. The home boasts a newer roof, new carpet throughout, and fresh paint. Enjoy the

  Ron Lindridge The Maxx Group LLC

  43 Elizabeth Way, Kiamesha Lake, NY 12751
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  /33

  $175,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  00 Gold Dan Rd Unit c, Swan Lake, NY 12783

  Your dream country home is here. This duplex offers an abundance of space, natural light, and good for your soul water views, making it the perfect setting for both quiet relaxation and effortless entertaining. Designed with a blend of modern amenities and vintage charm, the home features beautiful hardwood floors alongside fully updated plumbing and electrical systems. Boasting three bedrooms

  Randi Moody Malek Properties

  00 Gold Dan Rd Unit c, Swan Lake, NY 12783
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  /22

  $279,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 868 Sq Ft

  26 Ballard St, Smallwood, NY 12778

  Charming Smallwood cabin offering lake rights and rare extra land—three additional lots included for a total of .85 acres. Tucked away on a quiet dead-end road, this semi private property blends original character with thoughtful updates and modern comfort. A privacy fence encloses the backyard, where a screened-in deck overlooks the peaceful, wooded setting—perfect for morning coffee,summer

  Ellie Hyde Century 21 Country Realty

  26 Ballard St, Smallwood, NY 12778
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  $149,900

  • Land
  • 20.47 Acres
  • $7,323 per Acre

  TBD Bobwhite Trail, Mongaup Valley, NY 12762

  A total of 42 lots make up this offering of 20+ acres in what is known as "The Birds" in the Town of Bethel. This is beautiful recreational land with abundant wildlife, big boulders and is wooded with deciduous and evergreen trees. The topography is level and mildly sloping, relatively easy to navigate. Situated near to everything yet it feels like worlds away when you drive through the dirt road

  Carol Malek Malek Properties

  TBD Bobwhite Trail, Mongaup Valley, NY 12762
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  $60,000

  • Land
  • 12,196 Sq Ft
  • $214,286 per Acre

  80 High St, Monticello, NY 12701

  Discover the potential of this 0.28-acre vacant parcel on High Street in the Village of Monticello. Measuring approximately 50 by 240 feet, the property is located in the R-M Multifamily District, where one-family and two-family dwellings are permitted and additional residential uses may be possible with required municipal approvals. Public water and sewer are reported to be available, adding to

  Jason Madison eXp Realty

  80 High St, Monticello, NY 12701
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  /22

  $250,000

  $49K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  263 Mongaup Rd, Hurleyville, NY 12747

  Welcome home to 263 Mongaup, an inviting 3-bed 2 bath home built in 2001 and perfectly set on a full acre lot of land. Step inside to a bright, open floor plan that flows effortlessly and centers around a cozy fireplace, ideal for relaxing evenings. The kitchen is both welcoming and functional, offering abundant counter space and a spacious island that makes cooking and entertaining a joy. The

  Emelisa Mendoza RE/MAX Town & Country

  263 Mongaup Rd, Hurleyville, NY 12747
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  /31

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,823 Sq Ft

  30 Crumley van Vactor Rd, Ferndale, NY 12734

  Welcome to 30 Crumley Van Vactor Road, Ferndale, NY 12734 a 3-bedroom, 2 bath ranch set on over 3 private acres in the heart of Bethel. This home offers incredible potential for the right buyer to make it their own. From the moment you arrive, you’ll notice the cedar shake siding complemented by real stone accents, giving the home a warm, rustic Catskills feel.Inside, the open-concept living

  Joseph Rubeo KW Hudson Valley United

  30 Crumley van Vactor Rd, Ferndale, NY 12734
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  $299,000

  $36K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  64 Cumberland Trail, Smallwood, NY 12778

  Beautifully preserved and thoughtfully updated, this original 1930 Smallwood cabin offers the perfect balance of rustic charm and modern comfort. Immaculately maintained, the home features restored original wood floors, a bright and airy interior, and an inviting layout designed to bring the outdoors in. The sun-filled living space is complemented by a stone fireplace with insert, providing both

  Gabriella Beretta Malek Properties

  64 Cumberland Trail, Smallwood, NY 12778
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  $245,000

  • 3 Beds
  • 1.5 Baths
  • 1,149 Sq Ft

  51 Peter Way, Kiamesha Lake, NY 12751

  Welcome to 51 Peter Way in Kiamesha Lake, a beautifully maintained end unit townhouse offering comfort, privacy, and low maintenance living. This desirable end unit shares only one wall with a neighboring unit and features a private back deck perfect for relaxing or entertaining. Inside, you will find warm wood cabinetry, hardwood floors throughout, and recently sanded upstairs hardwood flooring

  Jason Madison eXp Realty

  51 Peter Way, Kiamesha Lake, NY 12751
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  $159,000

  $10K PRICE INCREASE

  • Land
  • 8.56 Acres
  • $18,575 per Acre

  0 Kelly Bridge Rd Unit ONEH6335463, Liberty, NY 12754

  Buy Dirt!!! Bring your plans, vision & dreams to this 8.56 acre lot. Country living where privacy abounds. The sky will be the limit on the size, type and style of home you wish to have built. seller can close quickly! Serious buyers only.

  Elsie Nunez Keller Williams Realty

  0 Kelly Bridge Rd Unit ONEH6335463, Liberty, NY 12754
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  /2

  $165,000

  • 3 Beds
  • 1.5 Baths
  • 1,464 Sq Ft

  64 Moon Manor Rd Unit 3, Monticello, NY 12701

  Come take a look at this newly renvated townhouse in Woodland Apartments. Renovations were completed 2/2025. New Floors, Paint, Kitchen along with a beautiful fireplace. The Central Location of this unit to all services and recreation in the Sullivan County Area is unmatched. There is easy access to all the great restaurants and cafe's along Monticello's Broadway. As well as the Sullivan County

  Roman Davydov Exit Realty First Choice

  64 Moon Manor Rd Unit 3, Monticello, NY 12701
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  /2

  $145,000

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  73 Harmony Ln Unit 85, Cochecton, NY 12726

  Calling all investors! Here we have a 3 Bed 1.5 Bath townhouse with a full unfinished basement end unit in the Village of Monticello, NY. Only a 90 min drive from NYC! 10 min drive to Resorts World Casino Catskills, KartRite indoor waterpark, Holiday Mountain and much more! Close to schools, restaurants, shops, and public transportation.

  Roman Davydov Exit Realty First Choice

  73 Harmony Ln Unit 85, Cochecton, NY 12726
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  $89,000

  • Land
  • 1.64 Acres
  • $54,268 per Acre

  0 State Route 55, Kauneonga Lake, NY 12720

  Prime 1.64 +/- Acre Lot Residential or Commercial Use. A rare opportunity to own 1.6 acres of level land on highly visible Route 55 in the heart of Bethel, just steps from scenic White Lake. This exceptional parcel is ideally situated near the vibrant restaurant row, where you can enjoy lakefront dining, charming shops, and one of the most desirable spots in the area. Perfectly located for either

  Gabriella Beretta Malek Properties

  0 State Route 55, Kauneonga Lake, NY 12720
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  $298,500

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  253 Harris Bushville Rd, Monticello, NY 12701

  Back on market! Buyer couldn't secure financing! Turn-Key on 1.7 Private Acres! Welcome home to this stunning, completely renovated 3-bedroom, 2-full-bathroom ranch that perfectly blends modern luxury with serene country living. Nestled on an expansive and private 1.7-acre lot, this property offers the ultimate retreat while remaining close to all local amenities. Pass through the threshold to

  Pedro Garcia Curasi Realty, Inc.

  253 Harris Bushville Rd, Monticello, NY 12701
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  /7

  $30,000

  • Land
  • 2 Acres
  • $15,000 per Acre

  L16 Old Liberty Rd, Monticello, NY 12701

  This 2 acre lot is located in Thompson NY, Sullivan County, just outside the quiet town of Hurleyville. The land is level and wooded making this the perfect building lot, with the proper permitting. Give new life to the natural spring & old artesian well.

  Danielle Hoeverman LandQuest, Inc.

  L16 Old Liberty Rd, Monticello, NY 12701
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  $65,000

  • Land
  • 3.36 Acres
  • $19,345 per Acre

  0 Friedman Rd Unit KEY990850, Thompson, NY 12742

  Build Your Dream Home in the Heart of Sullivan County! Don’t miss this opportunity to own a beautiful piece of raw land ready for your vision. Located just minutes from the shops and restaurants of Monticello and convenient to New York State Route 17, this property offers both privacy and accessibility. Important groundwork has already been completed to help jump-start your building plans. A perc

  Nicole Renda IBNA Real Estate Group

  0 Friedman Rd Unit KEY990850, Thompson, NY 12742

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