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Smallwood, NY Homes for Sale under $500,000

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  • /40

    $340,000

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

    22 Ballard St, Smallwood, NY 12778

    Escape to your perfect upstate retreat or income-producing getaway! This rustic, spacious log-sided home is ideally located in the sought-after Bethel area within the charming hamlet of Smallwood—an ideal destination for vacationers year-round. Enjoy exclusive access to Mountain Lake, complete with a beach, boating, kayaking, fishing, and scenic hiking trails—making this property a dream location

    Agent Photo

    Alla Sienitsky

    Resort Realty

    22 Ballard St, Smallwood, NY 12778
  • /32

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,745 Sq Ft

    157 Ballard Rd, Mongaup Valley, NY 12762

    Charming 3-Bedroom Raised Ranch Near Bethel WoodsNestled in the desirable Mongaup Valley area, this lovingly maintained 3-bedroom, 2-bath raised ranch is move-in ready and full of inviting features. Significant care and attention have gone into preparing this home for its next chapter, showcasing pride of ownership throughout.Built in the 1970s, the home offers low-maintenance vinyl

    Agent Photo

    Elizabeth Bernitt

    Century 21 Geba Realty

    157 Ballard Rd, Mongaup Valley, NY 12762
  • /43

    $424,900

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,234 Sq Ft

    628 Lakeshore Dr, Monticello, NY 12701

    Public Remarks Welcome to the quintessential lake house in the storybook community of Smallwood. This charming four-season home immediately captivates with its outdoor setting; relax on your private deck to enjoy beautiful views of Mountain Lake while listening to the soothing sounds of White Lake Creek close by. It is an idyllic backdrop for morning coffee or evening relaxation. Inside, this

    Randi Moody Malek Properties, Inc.

    628 Lakeshore Dr, 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
  • /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
  • /48

    $239,000

    • 2 Beds
    • 1.5 Baths
    • 676 Sq Ft

    5 Liberty Place N, Smallwood, NY 12778

    NEW LISTING IN SMALLWOOD NY SUNNY, BRIGHT AND METICULOUSLY MAINTAINED SEASONAL COTTAGE - Welcome to this beautiful updated home where the owners spared no expense making sure this home had everything they wanted in it over the years. Upgrades include a new roof/gutters, mini split, composite decking, new asphalt, carport, shed, new kitchen/bathrooms, appliances, flooring and a beautiful outdoor

    Caroline Akt Caroline Akt Realty LLC

    5 Liberty Place N, Smallwood, NY 12778
  • /25

    $329,000

    • 3 Beds
    • 1 Bath
    • 1,159 Sq Ft

    18 W Mitchell St, Smallwood, NY 12778

    Set on a fully fenced half-acre in the Mountain Lake community, this thoughtfully renovated 1935 cottage pairs classic cabin character with bright, comfortable interiors and a series of recent updates. Mature trees and established landscaping create a sense of privacy while remaining just moments from Mountain Lake, local dining, and the area's many recreational attractions.The traditional

    Jessica Scott Compass Greater NY, LLC

    18 W Mitchell St, 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
  • /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
  • /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
  • /10

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft

    41 W Delaware Extension, Smallwood, NY 12786

    Nestled in the charming hamlet of Smallwood, New York, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort, character, and relaxed lake community living. Set in a peaceful wooded setting, the home features a spacious living room highlighted by a cozy fireplace and a pellet stove—ideal for gathering with friends during every season. The modern kitchen offers updated finishes

    Anthony Lubniewski KW Hudson Valley United

    41 W Delaware Extension, Smallwood, NY 12786
  • /37

    $325,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,517 Sq Ft

    11 W Mongaup Trail, Smallwood, NY 12778

    SMALLWOOD GEM TUCKED AWAY ON A BEAUTIFUL PRIVATE LOT WITH THE ORIGINAL CHARM OF A VINTAGE COUNTRY LODGE - Welcome to this unique home that’s quietly set as the last house on a dead-end road bordering woodlands. This home features cathedral ceilings in the main living area with beautiful wood detail and a stunning stone fireplace at the center for cozy evenings around the fire. The kitchen is

    Caroline Akt Caroline Akt Realty LLC

    11 W Mongaup Trail, Smallwood, NY 12778
  • /49

    $249,888

    $20K PRICE INCREASE
    • 6 Beds
    • 3 Baths
    • 3,066 Sq Ft

    85 Foster Rd, White Lake, NY 12786

    VACANT - LOCKBOX - EASY TO SHOW --- CASH ONLY - INVESTORS WELCOME --- 3,066 TOTAL SQ FT COLONIAL WITH 6 BEDROOMS -- 3 FULL BATHS -- WITH 2 BEDROOM COTTAGE THAT HAS A FULL BATH WITH EAT IN KITCHEN ON 2.2 ACRES ---HOME NEEDS ALL INTERIOR TO BE REDONE --- INCREDIBLE INVESTOR & HANDYMAN SPECIAL --- Spacious 2-story Colonial on over 2 acres with a separate income-producing cottage ------ Main House

    Joseph Lombardo LOMBARDO HOMES & ESTATES

    85 Foster Rd, White Lake, NY 12786
  • /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
  • /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
  • /29

    $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
  • /27

    $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
  • /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
  • /19

    $259,000

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    33 W Delaware Place, Bethel, NY 12720

    Bring your vision to this charming Catskills retreat! Nestled on a peaceful, (100' x 100') wooded lot in the desirable hamlet of Smallwood, this rustic cabin offers endless potential for those looking to create the perfect weekend getaway, vacation rental, or year-round residence. Featuring classic cabin character, a spacious yard, and a brand-new roof being installed on 8/4/26, this home

    Pamela Henning KW Hudson Valley United

    33 W Delaware Place, Bethel, NY 12720
  • /39

    $349,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,089 Sq Ft

    6 Berkshire Trail, Bethel, NY 12778

    Escape to the beauty of the Catskills at this Mountain Lake Ranch retreat and discover this updated 3-bedroom home nestled in the sought-after community of Smallwood on a triple lot. Thoughtfully improved with today's buyer in mind, this move-in-ready property offers the perfect blend of modern conveniences, peaceful surroundings, and year-round recreation. Inside, surprises you with an open

    Denise Clancy Curasi Realty, Inc.

    6 Berkshire Trail, Bethel, NY 12778
  • /28

    $448,000

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

    44 Lester Ln, Bethel, NY 12720

    Motivated Seller – Major Price Reduction!Take advantage of this fantastic opportunity! The seller has significantly reduced the price, making this home an outstanding value. Submit your offers today—this property is priced to sell and won’t last long on the market! ????Welcome to this stunning contemporary home located in the heart of the Catskills, just minutes from the Bethel Woods

    Rafael Maldonado Voro LLC

    44 Lester Ln, Bethel, NY 12720
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