16

Hensonville, NY Homes for Sale under $500,000

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  • /21

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    135 Route 40, Windham, NY 12496

    Whether you're searching for your first home, a weekend getaway, or a smart investment in the Catskills, this recently renovated ranch in Windham delivers exceptional value. Ideally located just minutes from both Windham Mountain Club and Hunter Mountain, as well as CD Lane Park, hiking, dining, and everything the area has to offer, this move-in-ready home puts four-season recreation right at

    Agent Photo

    Jason Dugo

    Dugo Realty

    135 Route 40, Windham, NY 12496
  • /50

    $375,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,648 Sq Ft

    7751 New York 23, Hensonville, NY 12439

    Perched high along scenic Route 23 with sweeping five-state views, the former Ulla Darní Blue Pearl Gallery offers a rare opportunity to reimagine an iconic Catskills property. Offering breathtaking five-state panoramic views that stretch across the surrounding mountain landscape, this distinctive mixed-use property provides exceptional flexibility, allowing for residential living, commercial

    Agent Photo

    Natasha Witka

    Century 21 New West

    7751 New York 23, Hensonville, NY 12439
  • /42

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,542 Sq Ft

    689 Old Rd, Hensonville, NY 12439

    Step into the charm of this 1930s 2-bedroom, 2-bath ranch, just minutes from the Village of Windham and Windham Mountain. Nestled on a full acre and bordered by 25.5 acres of protected NYC watershed land, the property offers rare privacy and a seamless connection to nature. Wake up to the gentle sounds of a seasonal creek and lush surrounding greenery, a true mountain escape.Outside, a

    Agent Photo

    Mark McAlpine

    Compass Greater New York, LLC

    689 Old Rd, Hensonville, NY 12439
  • /33

    $335,000

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    274 County Route 65 Unit 68, Windham, NY 12496

    Step into this LIGHT FILLED CORNER UNIT, well maintained, upgraded unit and fall in love. Beautiful light enters this End Unit. Sliding doors to a patio looking out onto nature. There is an outside ski storage closet. Enter into the welcoming mud room. There is a half bath/laundry room, a lovely galley kitchen with granite counters, propane cook stove a lovely large window, all appliances are

    Mary Donovan Gallagher & Company

    274 County Route 65 Unit 68, Windham, NY 12496
  • /33

    $407,000

    $23K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,058 Sq Ft

    274 N Brooksburg Rd Unit 35, Windham, NY 12496

    ** REDUCED!** Welcome to Crystal Pond at Windham! This wonderful townhome is perfect for that weekend getaway, Winter resort home, or year round living, and has great potential for a short term rental. It comes ''fully furnished'' and ready to use! Offering Three sprawling floors of living space, 4-5 bedrooms and 3 Full baths! This beautiful town home has a great working kitchen w/ granite

    Douglas Schenk RE/MAX Capital

    274 N Brooksburg Rd Unit 35, Windham, NY 12496
  • /48

    $349,000

    $91K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    110/2 Highridge Rd, Hensonville, NY 12439

    Charming 3-Bedroom Retreat in Serene Wooded Setting Nestled on a private road in a tranquil wooded haven, this newly renovated 3-bedroom, 2-bath retreat seamlessly blends modern comforts with cozy charm. Perfect as a primary residence, vacation home, or income-generating AirB&B, this property offers exceptional versatility and appeal. Key Features: Upper Level: Spacious bedroom, full bath, and an

    Fred Mazza Bunce Realty

    110/2 Highridge Rd, Hensonville, NY 12439
  • /60

    $399,000

    • 4 Beds
    • 3.5 Baths
    • 1,717 Sq Ft

    274 County Route 65 Unit 89, Windham, NY 12496

    Looking for a move-in ready vacation home away from the hustle and bustle of everyday life? Maybe you want a full-time home but appreciate the ease of a professionally managed community. Look no further than this terrific Crystal Pond Townhouse. Whether you want to spend your summer in the Catskills or enjoy winter in one of the region's premier ski destinations, this may be the opportunity you

    Sharri Cunningham Bunce Realty

    274 County Route 65 Unit 89, Windham, NY 12496
  • /25

    $325,000

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft

    901 State Route 296, Jewett, NY 12444

    Defining the word POTENTIAL, this mid-century ranch home is situated on 2.8 beautiful acres less than 10 minutes from both Windham and Hunter mountain ski resorts. A great floor plan makes effective use of every square foot for a comfortable living space, including a separate dining area, large living room and two comfortably sized bedrooms. Details like hardwood parquet floors, plaster crown

    Jessica Surbeck WINDSTAR REALTY GROUP LLC

    901 State Route 296, Jewett, NY 12444
  • /25

    $325,000

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft

    901 New York 296, Jewett, NY 12444

    Defining the word POTENTIAL, this mid-century ranch home is situated on 2.8 beautiful acres less than 10 minutes from both Windham and Hunter mountain ski resorts. A great floor plan makes effective use of every square foot for a comfortable living space, including a separate dining area, large living room and two comfortably sized bedrooms. Details like hardwood parquet floors, plaster crown

    Jessica Surbeck Windstar Realty Group, LLC

    901 New York 296, Jewett, NY 12444
  • /37

    $285,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    71 County Road 65 Unit 6, Hensonville, NY 12439

    Built in 2020 and maintained in like-new condition, this end-unit townhome offers contemporary design, lasting quality, and proven versatility. Whether you're looking for a strong short-term rental investment or your own Catskills escape/ski home, this property checks every box. The bright, open-concept living and dining area flows easily to a private deck, ideal for outdoor meals or quiet

    Susanna Scott-Mitchell Compass Greater NY, LLC

    71 County Road 65 Unit 6, Hensonville, NY 12439
  • /33

    $439,000

    $10K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft

    274 County Route 65 Unit 29, Windham, NY 12496

    A proven rental property with exceptional 5-star Airbnb reviews and guaranteed rental income well into 2027, this fully furnished and completely turnkey Catskills retreat offers a rare opportunity to own a luxury mountain getaway with immediate revenue potential. Perched on a desirable corner location at one of the highest points within the community, this exceptional 2-bedroom, 2-bath

    Derek Henriksen Dugo Realty

    274 County Route 65 Unit 29, Windham, NY 12496
  • /30

    $489,000

    • 4 Beds
    • 3.5 Baths
    • 2,058 Sq Ft

    274 Brooksburgh Rd Unit 48, Windham, NY 12496

    Ine of just a few larger units in Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized bedrooms,

    Mary Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 48, Windham, NY 12496
  • /36

    $399,000

    $60K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,717 Sq Ft

    274 Brooksburgh Rd Unit 67, Windham, NY 12496

    This 4 bedroom, 3.5 bath unit is ''Like New''. Half bath/laundry. Kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stools, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third

    Mary Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 67, Windham, NY 12496
  • /32

    $325,000

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    274 County Route 65 Unit 55, Windham, NY 12496

    Step into this immaculate, well furnished home! Unit being sold ''as is'', fully furnished. This Is a well maintained unit, move right in and be comfortable. There is an outside storage closet, Mud room, half bath and laundry on first level along with a lovely kitchen, granite counters, SS appliances. Lovely living room with propane fireplace, sliding doors to a patio and a bay window, Plenty of

    Mary Donovan Gallagher & Company

    274 County Route 65 Unit 55, Windham, NY 12496
  • /22

    $279,990

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

    107 Route 40 Rd, Windham, NY 12496

    Charming 2 bed home near Windham Mountain. Close to 3 additional ski hills within 35 min. Endless outdoor adverntures await.Welcome to this beautiful 2 bd 1 ba home tucked away in the small hamlet of Hensonville NY. Located minutes from local restaurants and activities. This inviting property offers the ideal blend of comfort and location. Wheather you are looking for a full time residence,

    Brian Cohen RHR Realty Group

    107 Route 40 Rd, Windham, NY 12496
  • /23

    $297,000

    $13K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,890 Sq Ft

    504 County Route 40, Maplecrest, NY 12454

    Totally renovated 2-bedroom, 2-full bath ranch-style home featuring an open floor plan and a full finished walk-out basement that offers versatile living space with the potential for additional bedrooms. The interior showcases a new kitchen with quartz countertops, an undermount sink, a tiled backsplash, maple cabinetry, and high-quality appliances. Additional updates include ceramic tiled

    Douglas Schenk RE/MAX Capital

    504 County Route 40, Maplecrest, NY 12454
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