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Woodbourne, 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
  • /23

    $369,900

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft

    6 Racine Ct, Monticello, NY 12701

    Welcome to this charming 2-bedroom, 2-bath ranch offering comfortable one-level living in a desirable gated community. This inviting home features a spacious living room, formal dining room, and a bright kitchen with a stunning cathedral ceiling that creates an open, airy feel.Step outside to the screened-in porch, the perfect place to relax and enjoy beautiful summer evenings while taking in

    Agent Photo

    Catherine Eichner

    Eichner Realty Group Inc.

    6 Racine Ct, Monticello, NY 12701
  • /13

    $235,000

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    1048 Old Liberty Rd, Monticello, NY 12701

    Starter house alert!!!!!! 3 bedrooms 1 full bathrooms featuring hardwood flooring in living room and all bedrooms, new forced air heating system, all on just over 1 acre of cleared and level land all for under $250,000. Ranch style home located on old Monticello road just a short drive to the town of Hurleyville which offers walking trails, sports courts, restaurants, shops and more. Sliding

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    Jason Grossman

    KW Hudson Valley United

    1048 Old Liberty Rd, Monticello, NY 12701
  • /21

    $435,000

    $54K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    13 Redwood Ln, Swan Lake, NY 12783

    This is the lakefront cottage you’ve been holding out for. Tucked along a quiet stretch of coveted Swan Lake, this true waterfront escape sits less than 20 feet from the water’s edge. Set on 332 acres, Swan Lake is a pristine, motorboat-friendly mountain lake just 90 miles from Midtown Manhattan, it’s expansive yet peaceful, and still one of Sullivan County’s best-kept secrets. The cottage itself

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    13 Redwood Ln, Swan Lake, NY 12783
  • /6

    $389,000

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

    2 Sylvia Ln, Monticello, NY 12701

    Welcome to 2 Sylvia Lane, a spacious 3-bedroom, 3-bathroom duplex home located in the desirable Greentree Community of Monticello. This well-maintained property offers comfort, convenience, and low-maintenance living. Enjoy parking right in front of the home, a short walk to the community clubhouse, and easy access to Resorts World Casino, Kartrite Waterpark, and local shopping. The HOA takes

    Agent Photo

    Jack Yao

    Realmart Realty LLC

    2 Sylvia Ln, Monticello, NY 12701
  • /37

    $449,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,184 Sq Ft

    1037 Lake Shore Dr, White Lake, NY 12786

    Welcome to 1037 Lakeshore Drive where lake mornings linger a little longer and every season has its own kind of magic. Just steps from the shoreline of White Lake, this thoughtfully renovated four-bedroom, two-bath bungalow offers a refined take on classic upstate lake life. Light pours into the open-concept living and dining space, creating an easy flow for gathering - whether it’s summer

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    1037 Lake Shore Dr, White Lake, NY 12786
  • /15

    $299,000

    • 4 Beds
    • 2 Baths
    • 2,052 Sq Ft

    3 Cooper Dr, Kauneonga Lake, NY 12749

    Lakeside Living Awaits — Bring Your Vision!Welcome to 3 Cooper Drive, nestled in the heart of the charming Kauneonga Lake community! This spacious 2,052 sq ft contemporary ranch-style home sits on a beautifully positioned .27-acre lot directly across the street from the lake — offering stunning lake views right from the comfort of your own home.With tremendous potential and priced to

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    Dominique Jenkins

    KW Hudson Valley United

    3 Cooper Dr, Kauneonga Lake, NY 12749
  • /45

    $250,000

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,178 Sq Ft

    371 Kelly Bridge Rd Unit 373, Swan Lake, NY 12783

    Swan Lake Chalet with Deeded Lake Access, Workshop & Farm PotentialDiscover a rare blend of lakeside tranquility and hands-on functionality in this spacious 2-bedroom, walk in closet chalet, small kitchen, leading to the generous utility room with a washer and dryer, unique wood furnace, that heat the whole house with the additional electric heat, generous mudroom provides ample space to hand

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    Alla Sienitsky

    Resort Realty

    371 Kelly Bridge Rd Unit 373, Swan Lake, NY 12783
  • /13

    $299,000

    • Land
    • 50 Acres
    • $5,980 per Acre

    0 Town Park Rd, Monticello, NY 12701

    Discover 50 acres of raw land with unlimited possibilities in the heart of Sullivan County. This expansive property features the East Mongaup River running through its northwesterly section, offering serene natural beauty and a rare water feature. The land directly abuts the East Mongaup River Park, owned by the Town of Thompson, creating a private yet connected setting. Perfectly situated for

    Travis O'Dell Land & Water Realty

    0 Town Park Rd, Monticello, NY 12701
  • /44

    $259,000

    • Land
    • 44.65 Acres
    • $5,801 per Acre

    3913 State Route 55, Swan Lake, NY 12783

    Conveniently located on State Route 55 between White Lake and Swan Lake in the Town of Bethel, this parcel offers approximately 465 feet of road frontage, a roughed-in driveway, and electricity at the road. The existing entrance leads to a partially cleared area that contains a concrete pad and a drilled well. There are two utility poles installed that provided power to this area in the past,

    Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    3913 State Route 55, Swan Lake, NY 12783
  • /50

    $435,000

    $65K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,248 Sq Ft

    3624 State Route 55, Bethel, NY 12720

    Attractive single family home with two bedrooms and one full bath on ground level. 2nd full bath in partial finished basement with laundry room and walk-in entrance. Large living room with wood-burning fireplace. beautiful Knotty pine wood throughout ground floor rooms. Formal dining area with mirror-covered wall. Very large, wood-covered sunroom with many windows and sliding glass door leading

    John Maniec Malek Properties

    3624 State Route 55, Bethel, NY 12720
  • /25

    $349,900

    $50K PRICE DROP
    • Land
    • 30.9 Acres
    • $11,324 per Acre

    1195 Co Road 117, Mongaup Valley, NY 12762

    Beautiful 30+ acres of vacant land in the desirable town of Bethel is strategically positioned on the gateway corridor between Monticello and White Lake near area lakes and Bethel Woods Center for the Arts. Tremendous amount of exposure makes this a perfect choice for commercial use with large frontage of over 800 feet on New York State Route 17B. This parcel is fairly level throughout with

    Carol Malek Malek Properties

    1195 Co Road 117, Mongaup Valley, NY 12762
  • /18

    $369,000

    $30K PRICE DROP

    40 Barton Rd, Liberty, NY 12754

    A rare opportunity to own four separate lots totaling 5.78 acres—perfect for investment, expansion, or creating your own private compound. One parcel features a year-round 2-bedroom home with updated electric and septic, offering immediate comfort and usability. Two additional lots each include a bungalow structure ready for a full rehab, presenting excellent potential for added rental income or

    Ellie Hyde Century 21 Country Realty

    40 Barton Rd, Liberty, NY 12754
  • /19

    $280,000

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    7 Elizabeth Way, Kiamesha Lake, NY 12751

    Step into this beautifully designed, sun-drenched townhouse featuring 3 bedrooms, 2 bathrooms, and an exceptional layout built for modern living. Highlighting the main living area is an eat-in kitchen that flows seamlessly into a large formal dining room, which effortlessly transitions into an expansive, light-filled living room bathed in natural daylight. Sunlight is a defining feature here,

    Goranka Petrova-Rogg Malek Properties

    7 Elizabeth Way, Kiamesha Lake, NY 12751
  • /31

    $450,000

    $450K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    9 Brophy Rd, Hurleyville, NY 12747

    Exquisite 3-Bedroom Home with Private Spa Dome Discover the perfect fusion of modern comfort and natural serenity in this stunning 3-bedroom residence. Designed as a sanctuary for relaxation and high-end living, this property offers a unique lifestyle opportunity nestled near premier scenic hiking trails and lush landscapes. The interior of the home radiates warmth and sophistication, featuring:

    Joel Rosenberg Salz Realty Group

    9 Brophy Rd, Hurleyville, NY 12747
  • /21

    $275,000

    • 3 Beds
    • 3 Baths
    • 1,407 Sq Ft

    8 Peter Way, Kiamesha Lake, NY 12751

    Welcome to your dream home! This exceptionally spacious 3-bedroom, 3-bathroom townhouse perfectly blends modern upgrades with cozy, classic charm. Designed with both effortless entertaining and comfortable family living in mind, this turnkey property is ready for you to move right in. Step inside to an expansive main level featuring a seamless flow between the large living room, dedicated dining

    Goranka Petrova-Rogg Malek Properties

    8 Peter Way, Kiamesha Lake, NY 12751
  • /21

    $325,000

    • 4 Beds
    • 1 Bath
    • 2,376 Sq Ft

    13 Moss Ln, Monticello, NY 12701

    Welcome to 13 Moss Lane, a renovated legal 4-bedroom split-level home currently featuring 3 finished bedrooms and thoughtfully redesigned with today’s buyer in mind. Modern finishes, an open-concept layout, and quality craftsmanship create a move-in-ready living space. Step inside to a bright, open-concept layout featuring luxury vinyl plank flooring, recessed lighting, and abundant natural

    Elena Vazquez Catskills Home Services

    13 Moss Ln, Monticello, NY 12701
  • /13

    $279,900

    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft

    86 Plank Rd, Mongaup Valley, NY 12762

    Come and see this opportunity in Mongaup Valley, NY with both river frontage and access. Set in a quiet setting, the residence includes 2 bedrooms and 2 bathrooms with a functional layout and ample natural light, along with water views from multiple vantage points. A detached two-car garage and additional structures provide extra space and utility. The home is being offered in its current

    Desiree Beecham River Realty Services, Inc.

    86 Plank Rd, Mongaup Valley, NY 12762
  • /42

    $460,099

    230 Old Route 17, Monticello, NY 12701

    This is an online only auction ending June 17th at 1:01PM. Listing price reflects combined Full market value according to public records. No Minimum Starting Bid! Note, two properties are selling together as one. See full details at AARauctions. Income-Producing Residential & Commercial Investment Opportunity - 3.34± Acres Excellent investment opportunity featuring a residential home and

    Robert Mensler ABSOLUTE AUCTION AND REALTY INC

    230 Old Route 17, Monticello, NY 12701
  • /10

    $300,000

    $69K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,278 Sq Ft

    130 Bushville Swan Lake Rd, Ferndale, NY 12734

    Located at 130 Bushville Swan Lake Rd, this 3 bedroom, 1 bath ranch offers 1,278 sq ft of living space and sits on a beautiful 1.48 acre flat lot. The home features several mechanical updates, including a roof that is only 4 years old. With plenty of outdoor space and solid updates already in place, this property offers a great opportunity to make it your own! With nearly an acre and a half of

    Emelisa Mendoza RE/MAX Town & Country

    130 Bushville Swan Lake Rd, Ferndale, NY 12734
  • /27

    $249,900

    $49K PRICE DROP
    • Land
    • 13.36 Acres
    • $18,705 per Acre

    #TBD Co Road 117, Monticello, NY 12701

    Very desirable and fairly level land with high visibility on busy NYS Route 17B. Top notch location is less than a mile from NYS Rt. 17 (Interstate 86) and Monticello Village. With 350+ feet of road frontage, this property is well suited for development. Property is directly adjacent to a long time building supply store and warehouse, across from large farm supply store and auto repair center.

    Carol Malek Malek Properties

    #TBD Co Road 117, Monticello, NY 12701
  • /16

    $249,900

    $49K PRICE DROP
    • Land
    • 14.6 Acres
    • $17,116 per Acre

    Lot 3.1 Co Road 117, Monticello, NY 12701

    Very desirable and fairly level land with high visibility on busy NYS Route 17B. Top notch location is less than a mile from NYS Rt. 17 (Interstate 86) and Monticello Village. With 350+ feet of road frontage, this property is well suited for development. Property is directly adjacent to a long time building supply store and warehouse, across from large farm supply store and auto repair center.

    Carol Malek Malek Properties, Inc.

    Lot 3.1 Co Road 117, Monticello, NY 12701
  • /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
  • /27

    $439,000

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

    5 Lakeview Terrace, Monticello, NY 12701

    Move right into this beautifully updated 3-bedroom, 3-bath home in the desirable Greentree Village community. Extensively renovated in 2023, this home offers modern style, comfort, and exceptional indoor/outdoor living. The inviting front entry welcomes you with a covered porch, creating a warm first impression and a pleasant place to relax while enjoying the beautifully maintained surroundings.

    Judith Siegel Catskills Buyer Agency

    5 Lakeview Terrace, Monticello, NY 12701
  • /20

    $269,000

    • 4 Beds
    • 2 Baths
    • 1,248 Sq Ft

    168 Harris Rd, Harris, NY 12742

    Experience comfortable one-level living in this 4-bedroom, 2-bath manufactured home, situated on 1.62 acres. An addition provides a spacious 4th bedroom, perfect for accommodating guests, setting up a home office, or pursuing hobbies. Conveniently located near the highway, this property is ideal for both year-round living and weekend getaways. With ample outdoor space for relaxation and

    Ron Lindridge The Maxx Group LLC

    168 Harris Rd, Harris, NY 12742
  • /29

    $500,000

    $50K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,833 Sq Ft

    266 Lt Brender Hwy, Ferndale, NY 12734

    Don't miss this opportunity to own a spacious home in beautiful Sullivan County for $500,000! Welcome to 266 Lt Brender Hwy, Ferndale, NY 12734! This charming home sits on 1 acre and offers 5 bedrooms, 2 dens, and 3 full bathrooms, providing plenty of space for family, guests, a home office, or hobbies.The first floor features a kitchen, dining room, living room, full bathroom, and laundry

    Alayza Rivera RE/MAX Town & Country

    266 Lt Brender Hwy, Ferndale, NY 12734
  • /21

    $459,000

    • 3 Beds
    • 2.5 Baths
    • 1,424 Sq Ft

    412 Old Monticello Rd, Liberty, NY 12754

    Welcome to 412 Old Monticello Road, a spacious and versatile home situated on a picturesque 2.02-acre lot just minutes from the conveniences of Liberty. Offering three bedrooms plus two additional bonus rooms, this well-designed house provides flexible living space ideal for accommodating large groups or guests. Currently leased until April 2027, the property presents an excellent opportunity for

    Alan Wieder Catskills Home Services

    412 Old Monticello Rd, Liberty, NY 12754
  • /39

    $299,000

    $14K PRICE INCREASE
    • Land
    • 6 Acres
    • $49,833 per Acre

    140 Plank Rd, Mongaup Valley, NY 12762

    Largest motorboat lake in Sullivan County Swinging Bridge Reservoir. Nine miles long Lake. Six acre building lot. This property comes with deeded lake rights.and lake view, and 465 feet road frontage.Property owners lake access ramp to put your boat in and take out. Private quiet home site. or rent a boat now and then from the Swinging Bridge Marina.when guests come to visit. Enjoy great food and

    John Melchior Howard Hanna Rand Realty

    140 Plank Rd, Mongaup Valley, NY 12762
  • /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
  • /45

    $325,000

    $64K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft

    5408 State Route 55, Liberty, NY 12754

    Turn-key, fully renovated 4-bedroom, 2-bathroom home offering approximately 1,800 sq ft of living space on a level 0.77-acre lot with low annual taxes of just $4,100. This move-in-ready property has been extensively updated throughout with no expense spared and has been meticulously maintained. The first floor features a beautifully renovated kitchen with granite counters and stainless steel

    Susan Giordano Hudson Premium Realty

    5408 State Route 55, Liberty, NY 12754
  • /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
  • /23

    $349,999

    • 3 Beds
    • 1.5 Baths
    • 1,341 Sq Ft

    372 Lt Brender Hwy, Ferndale, NY 12734

    Welcome this charming single-family home set on nearly 9 acres of beautiful, open land. Offering 1,341 square feet of living space, this well-kept home features 3 spacious bedrooms and 1-1/2 bathrooms, blending comfort with the tranquility of country living. Whether you're looking for a full-time residence, a weekend getaway, or a property with room to expand, this home delivers space, privacy,

    Eidel Moses Rodeo Realty Inc

    372 Lt Brender Hwy, Ferndale, NY 12734
  • /26

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    23 Lee Cole Rd, Bethel, NY 12783

    Welcome to your Catskills retreat and proven investment opportunity! Nestled on 1.5 private acres in Ferndale, this charming log cabin is being offered fully furnished and turnkey, making it ready to enjoy or continue operating as a highly rated, successful short-term rental from day one. Inside, you'll find warm all-wood interiors that capture the timeless character of a classic log home. The

    Carla DeMarsh DeMarsh Properties, Inc.

    23 Lee Cole Rd, Bethel, NY 12783
  • /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
  • /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
  • /28

    $318,000

    • 3 Beds
    • 1.5 Baths
    • 1,838 Sq Ft

    84 Railroad Ave, Hurleyville, NY 12747

    Nestled among mature trees on a beautifully landscaped lot, this charming cedar shake split-level home offers the perfect blend of privacy, comfort, and natural beauty. Set back from the road, the property welcomes you with a spacious lawn, peaceful wooded surroundings, and timeless curb appeal. The classic split-level design features a warm rustic exterior, a large picture window that fills the

    Pamela Henning KW Hudson Valley United

    84 Railroad Ave, Hurleyville, NY 12747
  • /26

    $475,000

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

    42 Lakeview Terrace, Monticello, NY 12701

    Nestled within the sought-after Greentree community, this beautifully renovated three-bedroom, three-bath residence offers an exceptional blend of timeless design, quality craftsmanship, and low-maintenance living. Thoughtfully renovated throughout, the home showcases a custom KraftMaid kitchen with abundant cabinetry, quality finishes, and an open layout that flows effortlessly into the spacious

    Herbert Parets Coldwell Banker Village Green

    42 Lakeview Terrace, Monticello, NY 12701
  • /28

    $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
  • /26

    $449,700

    $165K PRICE DROP
    • Land
    • 21.5 Acres
    • $20,916 per Acre

    ***Tbd New York 17, Harris, NY 12742

    Terrific location for many ventures, this 21.5+/- commercially zoned acres (HC-2) fronts both NYS Highway Rt 17 (I-86) as well as Old Rt 17 and the exit ramp that accesses the hospital. Across from the Garnet Health Medical Center (AKA Harris Hospital, formerly Catskill Regional Medical Center) this location is perfect for a medical facility, doctors' offices, rehab facility, as well as

    Carol Malek Malek Properties, Inc.

    ***Tbd New York 17, Harris, NY 12742

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