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Smallwood, NY Homes for Sale under $300,000

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  • /4

    $49,999

    • Land
    • 26,240 Sq Ft
    • $83,000 per Acre

    0 Highview Dr Unit KEY957110, Bethel, NY 12720

    Build Your Dream Home in Bethel! This .60-acre lot is tucked into an established residential neighborhood with a Bethel address, offering a great opportunity to bring your home plans to life. Located just minutes from Mountain Lake, you’ll enjoy easy access to swimming, boating, fishing, and year-round outdoor activities. A perfect spot for those looking for a peaceful setting while still being

    Agent Photo

    Karen Briscoe-Reed

    KW MidHudson

    0 Highview Dr Unit KEY957110, Bethel, NY 12720
  • /30

    $219,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    63 E Kenoza Place, Smallwood, NY 12778

    Welcome to the Smallwood Lavender Cabin! Escape to the woods without sacrificing a single modern comfort. Tucked away in a beautiful, quiet, and safe neighborhood, this 2-bedroom, 1-bathroom modern-yet-cozy cabin is the ultimate turnkey retreat. Whether you are looking for a lucrative Airbnb investment, a peaceful vacation getaway, or a permanent year-round residence, this property checks every

    Agent Photo

    David Luczyski

    Resort Realty

    63 E Kenoza Place, Smallwood, NY 12778
  • /16

    $59,000

    $16K PRICE DROP
    • Land
    • 2.47 Acres
    • $23,887 per Acre

    0 Glenwild Dr Unit 21959712, Bethel, NY 12778

    Rare opportunity to own approximately 2.47+/- acres in desirable Smallwood to build your dream home. Ideally located just a short walk to Mountain Lake. Engineered for a single family home. Enjoy the privacy and tranquility of nature while being moments away from all that Smallwood has to offer. Two additional lots included in the sale. Lot 44.-15-4 is approximately 1.72+/- acres. Lot 44.-15-3 is

    Carol Malek Malek Properties

    0 Glenwild Dr Unit 21959712, Bethel, NY 12778
  • /26

    $139,000

    $11K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 911 Sq Ft

    13 Eldridge St N, Monticello, NY 12701

    Great opportunity, walk distance from the lake, just gorgeous must come and see it!!!!

    Sandra Ozoria Cruz Network The Bronx Realty

    13 Eldridge St N, Monticello, NY 12701
  • /24

    $248,500

    • 2 Beds
    • 1 Bath
    • 721 Sq Ft

    24 Eldridge St S, Smallwood, NY 12778

    Smallwood Summer Sale! Location, Location! Year-round 2 bedroom, 1 bath cottage is 2 blocks from Mountain Lake and Smallwood's Civic Park. Gorgeous Smallwood stone fireplace with glass doors, hardwood floors, knotty pine ceilings, skylights, ceiling fan, large eat-in-kitchen with propane stove, electric heat, huge enclosed porch with added dining/lounging space. Many possibilities that check a

    Kerry Bigness Malek Properties

    24 Eldridge St S, Smallwood, NY 12778
  • /12

    $60,000

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    43 Hemlock Ave, Smallwood, NY 12778

    Located in the serene lakeside community of Smallwood, this charming 2-bedroom bungalow offers a unique opportunity for those with a vision. Escape to tranquility in this idyllic retreat, perfectly positioned to embrace the beauty and serenity of lake living. This three-season gem awaits your loving touch, presenting endless possibilities for customization and enhancement. The basement is

    Andrea Rose KW Hudson Valley United

    43 Hemlock Ave, Smallwood, NY 12778
  • /2

    $299,900

    $50K PRICE DROP
    • Land
    • 19.22 Acres
    • $15,604 per Acre

    0 Starlight Rd Unit KEY949098, Thompson, NY 12701

    Beautiful 19.22 Acres Approved Building Lot across from Swinging Bridge Lake and walking distance to Starlight Marina. Less than 2 Hours to NYC. Minutes to Bethel Woods, Resort World Casino, Kartrite Water Park, and Lakes. This is gorgeous Building Lot with views. The propertyis level in the middle to construct your dream home with views. Great for a home overlooking the Lake and walking

    John Biasi Howard Hanna Rand Realty

    0 Starlight Rd Unit KEY949098, Thompson, NY 12701
  • /27

    $125,000

    • 2 Beds
    • 1 Bath
    • 462 Sq Ft

    55 Reindeer Trail, Smallwood, NY 12778

    Tucked away on a picturesque, tree-lined block in the heart of Smallwood, this seasonal cabin proves that design and cozy charm can live hand in hand. Perfect for spring-through-autumn escapes, this property delivers a spacious feel that defies its footprint. The interior features a thoughtfully arranged layout that includes two comfortable bedrooms and a full bath. The 112-square-foot

    Randi Moody Malek Properties, Inc.

    55 Reindeer Trail, Smallwood, NY 12778
  • /29

    $124,900

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    74 E Thompson Place, Monticello, NY 12701

    Motivated seller!! Sweet Smallwood 3 season cottage is now on the market. Considerable eat in kitchen has plenty of cabinets, gas stove and ample countertop space for large family meals. Plenty of social gathering space in the living room and a newly added spectacular family room perfect for movie nights with gorgeous, warming, propane fireplace. Step out onto wrap around deck for sunrise coffee

    Kerry Bigness Malek Properties

    74 E Thompson Place, Monticello, NY 12701
  • /36

    $194,500

    • 2 Beds
    • 2 Baths
    • 778 Sq Ft

    38 W Adirondack Trail, Smallwood, NY 12778

    Tucked away on a beautiful corner lot in the sought after Hamlet of Smallwood, this warm and inviting log sided 3 season (May-October) home is the perfect escape to the mountains. Just minutes from Minnie Falls and Mountain Lake, you'll enjoy the beauty of nature while relaxing in a home with rustic charm and thoughtful craftsmanship. Step inside this life size dollhouse with cathedral ceilings

    Tammy Ierardi Modern Solutions Realty, LLC

    38 W Adirondack Trail, Smallwood, NY 12778
  • /13

    $214,888

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 572 Sq Ft

    68 Huntington Ave, Bethel, NY 12720

    Tiny bungalow, giant personality. Tucked into the beloved hamlet of Smallwood in the Town of Bethel, this year-round Catskills cottage is the kind of place that feels like it has stories in the walls and coffee-on-the-porch energy built right in. Equal parts woodland retreat and creative hideaway, 68 Huntington Avenue offers warmth, character, and a refreshingly authentic vibe that’s getting

    Rebecca Hundley BHHS Gross & Jansen

    68 Huntington Ave, Bethel, NY 12720
  • /26

    $99,000

    $11K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    13 Pierce Ave, Smallwood, NY 12778

    Such a cute 3 season bungalow in the pastoral Smallwood lake community. Lot's of rustic charm in this house with exposed beams, solid wood vintage front door, open rafters, rich paneling, and a large 3 season porch to savor the quiet of the community. The living room has an extra space that could be used as an office or play area. Set on a pretty corner lot. There is no HOA. Enjoy the house alone

    Michelle Genatempo Howard Hanna Rand Realty

    13 Pierce Ave, Smallwood, NY 12778
  • /47

    $289,000

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft

    23 Woodland Way, Smallwood, NY 12778

    SMALLWOOD YEAR ROUND HOME SET ON A NICELY WOODED LOT WITH OPTIONAL LAKE PRIVILEGES - Home features an open floor plan with a first floor bedroom and full bath. Kitchen has granite countertops, stainless steel appliances with an island for seating. Living area has a wood stove for extra heat that will warm the entire house, main level has in-floor radiant heat. With three bedrooms and two full

    Caroline Akt Caroline Akt Realty LLC

    23 Woodland Way, Smallwood, NY 12778
  • /41

    $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
  • /18

    $259,900

    $5K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 810 Sq Ft

    71 Keller Ave, Monticello, NY 12701

    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 appeal. Enjoy the

    Goranka Petrova-Rogg Malek Properties

    71 Keller Ave, Monticello, NY 12701
  • /47

    $199,999

    • 2 Beds
    • 1 Bath
    • 494 Sq Ft

    118 E Thompson Place, Smallwood, NY 12778

    Charming Updated Seasonal Smallwood Cottage Near Bethel Woods – Rare Basement & Spacious Deck! Escape to the Catskills and enjoy the perfect blend of vintage charm and modern updates in this beautifully maintained seasonal cottage in the sought-after Smallwood community. Built in 1940, this 2-bedroom, 1-bath retreat offers approximately 988 square feet of space including a large basement—an

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    118 E Thompson Place, Smallwood, NY 12778
  • /37

    $295,000

    • 3 Beds
    • 1 Bath
    • 896 Sq Ft

    17 Highland Ave, Bethel, NY 12720

    17 Highland Ave in Smallwood, NY is a furnished 3-bedroom, 1-bath cottage set on a private 0.91-acre wooded lot in Sullivan County. This 946 sq ft, four-season home blends classic Catskills cabin charm with everyday comfort, featuring a wood-burning stove, log and frame construction, spacious deck and a fully fenced in backyard - perfect for pets. The property also includes driveway parking and

    Anne DiDomenico Keller Williams Hudson Valley

    17 Highland Ave, Bethel, NY 12720
  • /37

    $264,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    33 E Tusten Place, Smallwood, NY 12778

    Tucked into one of the highest points in Smallwood, this original cabin is a rare find offering sweeping mountain views and exceptional privacy on nearly an acre. With three bedrooms and two full bathrooms, the home features an extra-large eat-in kitchen with mountain views, a spacious deck, and a garage, along with ample parking. Owned by the same family for over 40 years, the home features high

    Gabriella Beretta Malek Properties

    33 E Tusten Place, Smallwood, NY 12778
  • /3

    $149,000

    • Land
    • 1.44 Acres
    • $103,688 per Acre

    198 W Starlight Dr, Smallwood, NY 12778

    NEW: A rare opportunity to own land with lake front views.....Welcome to 198 Starlight Drive, a unique opportunity to own a piece of paradise in Smallwood, New York. This exceptional property spans 1.437 acres and offers breathtaking lakefront views, providing a serene backdrop for your dream home. Nestled off a quiet country road, this land ensures privacy and tranquility, with the added

    Jeff Gardner Corcoran MH, LLC

    198 W Starlight Dr, Smallwood, NY 12778
  • /5

    $24,500

    $6K PRICE DROP
    • Land
    • 15,002 Sq Ft
    • $71,138 per Acre

    0 Orange Ave, Smallwood, NY 12778

    Beautiful Wooded Residential Lot

    Daniel Sirianni Listing by Sirianni Realty LLC

    0 Orange Ave, Smallwood, NY 12778
  • /27

    $125,000

    • 2 Beds
    • 1 Bath
    • 462 Sq Ft

    55 E Reindeer Trail, Smallwood, NY 12720

    Tucked away on a picturesque, tree-lined block in the heart of Smallwood, this seasonal cabin proves that design and cozy charm can live hand in hand. Perfect for spring-through-autumn escapes, this property delivers a spacious feel that defies its footprint. The interior features a thoughtfully arranged layout that includes two comfortable bedrooms and a full bath. The 112-square-foot

    Randi Moody Malek Properties

    55 E Reindeer Trail, Smallwood, NY 12720
  • /34

    $265,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 708 Sq Ft

    23 Seminole Trail, Smallwood, NY 12778

    Well maintained move in ready original cabin in the desirable Hamlet of Smallwood in Bethel, NY. This gem of a cabin with its original stone fireplace has been used by its present owners as a 3-season mountain get away and as a successful Airbnb.With its own drilled well and septic system it could easily be converted into a year around home. The cabin offers 2 bedrooms one full bathroom open

    Jose Nunez Malek Properties

    23 Seminole Trail, Smallwood, NY 12778
  • /13

    $214,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 572 Sq Ft

    10 Bethel Place, Monticello, NY 12701

    This cozy 2 bedroom seasonal cottage offers a perfect getaway from the everyday. Enjoy your morning coffee on the screened back porch while listening to the creek flow. Inside the cottage features a rustic yet comfortable interior with a wood stove, an open concept living area, and plenty of natural light. Outside, you have a small lily pond, swing and a place for a fire pit. Whether you're

    Katherine Gordon YOUR AMERICAN DREAM HOME REALTY

    10 Bethel Place, Monticello, NY 12701
  • /27

    $54,000

    • Land
    • 2.47 Acres
    • $21,862 per Acre

    0 Glenwild Dr, Smallwood, NY 12786

    Exceptional opportunity to own 2.47 +/- acres comprised of 3 private lots. Ideally located a short distance from Mountain Lake in sought after Smallwood. This engineered property offers a rare blend of privacy and natural beauty creating the perfect setting to build your dream home. Surrounded by peaceful scenery while remaining close to recreation and all that Smallwood has to offer. Two

    Tammy Ierardi Modern Solutions Realty, LLC

    0 Glenwild Dr, Smallwood, NY 12786
  • /2

    $20,000

    • Land
    • 15,298 Sq Ft
    • $56,948 per Acre

    0 Mohican Trail, Bethel, NY 12720

    Discover the perfect canvas for your vision—an exceptional piece of land poised to unlock its full potential. Whether you’re envisioning a dream home or a tranquil retreat, this unique opportunity invites you to bring your plans to life in collaboration with your engineering team. Embrace the possibilities and create your ideal sanctuary on this remarkable property.

    Addriene McCord Keller Williams Realty

    0 Mohican Trail, Bethel, NY 12720
  • /11

    $56,000

    • Land
    • 3.3 Acres
    • $16,970 per Acre

    0 Ballard Rd Unit KEY1015783, Bethel, NY 12762

    This beautiful parcel, partially sloping, comes with a survey and a fully engineered plan already in place, offering a streamlined start for a country home in the town of Bethel. By bypassing the initial engineering fees, site tests, and local delays that typically slow down raw land development, this property is ready for immediate planning and construction. It offers privacy and mature wooded

    Randi Moody Malek Properties

    0 Ballard Rd Unit KEY1015783, Bethel, NY 12762
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