5-Bedroom Homes for Sale in Sullivan County NY

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  /50

  $1,650,000

  • 5 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  836 Starlight Rd, Monticello, NY 12701

  This stunning estate is perfect for those seeking a luxurious retreat, year-round residence on spanning 70 acres in one of Sullivan County’s most desirable locations across from the Swinging Bridge Lake, the longest motorboat lake in Sullivan County. Whether you’re envisioning a rural retreat, a development project, or a multi-use investment, this property offers endless possibilities.

  

  Alla Sienitsky

  Resort Realty

  (845) 595-4301

  836 Starlight Rd, Monticello, NY 12701
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  /27

  $419,000

  • 5 Beds
  • 2 Baths
  • 2,352 Sq Ft

  97 Rauch Rd, Lake Huntington, NY 12752

  Country Duplex! This 2 story brick home features a main level apartment that has recently been renovated and features a sunny living room, a dining area and open kitchen with granite counters, a breakfast bar, and lovely cabinetry, two bedrooms, a full bath and rear door leading to the back yard. The second floor apartment is currently rented and features a kitchen, open living/dining space, 3

  

  Dawn Curreri

  Eagle Valley Realty

  (845) 498-0418

  97 Rauch Rd, Lake Huntington, NY 12752
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  /40

  $350,000

  • 5 Beds
  • 4 Baths
  • 3,464 Sq Ft

  544 Wurtsboro Mountain Rd, Wurtsboro, NY 12790

  What an opportunity to own your own business! You can live and work in this fabulous property! The Sullivan House was a successful bar and grill offering local craft beers, specialty cocktails and delicious burgers and wings! This property has a long history as the old Froggy's Hunting Lodge Bar & Grill which was open for 42 years! Sitting right off exit 112 in Wurtsboro, there is easy access to

  

  John Olivero

  KELLER WILLIAMS REALTY

  (845) 478-8388

  544 Wurtsboro Mountain Rd, Wurtsboro, NY 12790
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  /35

  $649,000

  • 5 Beds
  • 1 Bath
  • 1,472 Sq Ft

  169 Mitchell Pond Rd E, Cochecton, NY 12726

  Charming 5-Bedroom Farmhouse on 77.58 Acres with Additional Lakefront Parcel & Development PotentialWelcome to your own private retreat in the heart of the agricultural district — a well-maintained 5-bedroom farmhouse featuring 1 bathroom (with an additional bathroom) and an eat-in kitchen, situated on 77.58 acres of scenic, wildlife-rich land. The home includes a covered porch, a deck with a

  

  Joy Romano

  Joy Romano Realty

  (845) 299-8403

  169 Mitchell Pond Rd E, Cochecton, NY 12726
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  /41

  $1,799,000 New Construction

  • 6 Beds
  • 4 Baths
  • 3,596 Sq Ft

  Tbd Aden Hill Rd, Neversink, NY 12765

  The Outdoors, near the top of Aden Hill Mountain at nearly 2,200 feet elevation, is what your well appointed luxury Western style Lodge is all about. Make this dramatic Home your own comfortable get-away with its high efficiency ''Energy Star Rating'' structure, HVAC, and appliances. The Lodge is faced with Tennessee Cedar log-style siding and has a log perimeter railing to wrap-around

  

  Sherret Chase

  Four Seasons Sotheby's Int'l R

  (845) 377-4365

  Tbd Aden Hill Rd, Neversink, NY 12765
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  /38

  $2,250,000 New Construction

  • 6 Beds
  • 4 Baths
  • 4,015 Sq Ft

  56 Winkelstern Ln, Callicoon, NY 12723

  Nestled on 145 acres of unspoiled natural beauty, this extraordinary estate offers a rare blend of privacy, adventure, and modern comfort. With three other surrounding parcels thoughtfully acquired to preserve peace and prevent future development, this is more than a home, it's a destination designed for those who value space, serenity, and an elevated lifestyle.Whether you're looking for

  

  Sherret Chase

  Four Seasons Sotheby's Int'l R

  (845) 630-1626

  56 Winkelstern Ln, Callicoon, NY 12723
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  /48

  $1,750,000

  • 7 Beds
  • 4 Baths
  • 2,988 Sq Ft

  282 W Shore Rd, Swan Lake, NY 12783

  A unique and magnificent opportunity is now available for its next chapter. This 19+ acre property is perfectly positioned for many ventures on a rural corner in the heart of Bethel, NY. The desirable location is agriculturally zoned and was formerly a state-of the art equestrian facility, allowing endless possibilities with numerous outbuildings, pastures and infrastructure. Main house is a

  Carol Malek Malek Properties

  282 W Shore Rd, Swan Lake, NY 12783
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  /33

  $875,000

  • 5 Beds
  • 3 Baths
  • 3,368 Sq Ft

  114 Lake Shore Dr S, Rock Hill, NY 12775

  Lakefront Ranch in Emerald Green original owners never on the market before. One of the best views of the lake. This has 5 bedrooms . Set back from road for privacy. Central air, electric heat full finished basement and walkout to the lake. Open view to the lake from kitchen with newer appliances, dining room, living room and master bedroom with new Walkin shower. This home comes fully furnished

  Fern Faber Myrna Ginsberg

  114 Lake Shore Dr S, Rock Hill, NY 12775
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  /42

  $649,000

  • 5 Beds
  • 3 Baths
  • 2,612 Sq Ft

  12 Highview Ave, Callicoon, NY 12723

  Located at the end of a quiet cul-de-sac, this stately Victorian home boasts old-world charm and overlooks the sweet river town of Callicoon. Step inside and discover a treasure trove of delightful details: charming nooks and crannies, a sunny pantry, a built-in bar, and inviting window seats. The current owners have tastefully enhanced the home with numerous improvements, including newly painted

  Heather Quaintance Country House Realty Inc

  12 Highview Ave, Callicoon, NY 12723
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  /22

  $949,000

  • 5 Beds
  • 2 Baths
  • 2,800 Sq Ft

  797 County Route 164, Callicoon, NY 12723

  Historic Charm Meets Modern Comfort in the Heart of the CatskillsBlending timeless farmhouse character with contemporary design, this stunning home has been gut renovated with impeccable taste and top-of-the-line upgrades. It’s truly turn-key—just bring your toothbrush and step into your Catskills dreamscape.Set on 3 peaceful, landscaped acres in a parklike setting, the property

  Irene Nickolai Irene Nickolai

  797 County Route 164, Callicoon, NY 12723
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  /15

  $750,000

  • 5 Beds
  • 4.5 Baths
  • 2,500 Sq Ft

  77 Krum Rd, Hurleyville, NY 12747

  When you step on grounds the property has a resort feel. Mountain and pond views, along with in ground pool, 2300 sqft barn with electric and water, once used for horses to roam the 20 acres , currently used for storage with a full walk up second level. Property consists of both sides of krum road with the Main house sitting across the road with a gated entrance for privacy. House features 5

  Jason Grossman Keller Williams Hudson Valley

  77 Krum Rd, Hurleyville, NY 12747
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  /46

  $1,400,000

  • 11 Beds
  • 13.5 Baths
  • 6,600 Sq Ft

  517 Sackett Lake Rd, Monticello, NY 12701

  Sackett Lake Gem!Welcome to 517 Sackett Lake Road, a custom-built house on 2.17 acres with access to a private sandy beach on sparkling Sackett Lake. Highlights:- 11 spacious bedrooms- 13.5 bathrooms- 2.17 acres- Over 6,600sf- Central Heat & Air- Full, finished basement with a movie theater and game room- Large garage can fit two vehicles plus boats and lake toys- Large front and back deck with a

  Alan Wieder Catskills Home Services

  517 Sackett Lake Rd, Monticello, NY 12701
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  /36

  $799,000

  • 5 Beds
  • 3 Baths
  • 2 Sq Ft

  22 Torah Cir, Fallsburg, NY 12733

  Brand new! Ready to move in! Discover the perfect blend of luxury and serenity in this beautifully home, Nestled in a private location within an exclusive bungalow colony, this spacious home offers the ideal getaway for those seeking comfort, style, and community.Beautifully designed 5-bedroom, 3-bath loft-style home in the famous 52/42 Luxury Villas, spread over three floors

  Rivky Klagsbrun Master Realty Group Inc.

  22 Torah Cir, Fallsburg, NY 12733
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  /32

  $799,000

  • 5 Beds
  • 3 Baths
  • 2,050 Sq Ft

  20 Torah Cir, Fallsburg, NY 12733

  Brand new! Ready to move in! Discover the perfect blend of luxury and serenity in this beautifully home, Nestled in a private location within an exclusive bungalow colony, this spacious home offers the ideal getaway for those seeking comfort, style, and community.Beautifully designed 5-bedroom, 3-bath loft-style home in the famous 52/42 Luxury Villas, spread over three floors

  Rivky Klagsbrun Master Realty Group Inc.

  20 Torah Cir, Fallsburg, NY 12733
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  /32

  $949,000

  • 5 Beds
  • 4 Baths
  • 3,200 Sq Ft

  285 Goff Rd, Livingston Manor, NY 12758

  Welcome to Manor House – A stately home nestled in Livingston Manor, NY.In the tradition of distinguished country estates, this masterfully reimagined Tudor-stylehome blends timeless elegance with refined modern living. Originally built in 1987, theresidence has recently undergone a comprehensive renovation that honors itsarchitectural heritage while elevating the home to today’s

  Mike Li LW 21 LLC

  285 Goff Rd, Livingston Manor, NY 12758
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  /39

  $697,000

  • 5 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  27 Nelshore Dr, Monticello, NY 12701

  GRAB THIS RARE OPPORTUNITY BEFORE IT'S GONE!Step into luxury with this exquisite home, featuring a brand new, snow-proof full Sukkah Awning and equipped with a leaf gutter filter that comes with a lifetime guarantee. The House comes with top mehuderdige Mezuzahs, window shades, and is secured by a full house camera system with a monitor for your peace of mind.The heart of the home is a

  Yosef Fisher MS Realty Group USA, Inc

  27 Nelshore Dr, Monticello, NY 12701
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  /33

  $695,000

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  5697 New York 52, Callicoon, NY 12723

  Welcome to Kenoza Blue, a turnkey home with classic lines, ample space, and 160 feet of lake frontage on one of Sullivan County’s finest private lakes. Gut renovated in 2023, this home is move-in ready day one, and with five bedrooms, it’s also ready for hosting the whole gang on day one too.Throughout the home, you’ll find charm and character and that starts on the outside with a rocking

  Jared Gluckstern Country House Realty Inc

  5697 New York 52, Callicoon, NY 12723
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  /35

  $650,000

  • 7 Beds
  • 3 Baths
  • 2,315 Sq Ft

  3 Coleman St, Woodridge, NY 12789

  Location, Location, Location! Tucked away on a peaceful, quiet street-yet just steps from all the conveniences of central Woodridge-this beautifully renovated home offers the best of both worlds. Completely updated just two years ago, the house is move-in ready and tastefully furnished throughout. Featuring 7 bedrooms and 3 full bathrooms, the home provides plenty of space for comfortable

  Chana Grossman KALMAN REAL ESTATE

  3 Coleman St, Woodridge, NY 12789
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  /13

  $895,000

  • 9 Beds
  • 6.5 Baths
  • 12,000 Sq Ft

  231 North Rd, Forestburgh, NY 12777

  Expansive Forestburgh Estate on 8 Acres with Pool House, Guest Wings & Recreational Amenities.Nestled behind stone walls with a gated entrance, this impressive Forestburgh estate spans 8 private acres and features multiple buildings designed for luxurious living and entertaining. The 6,000 sq ft main residence showcases refined architectural details, two stone fireplaces, a wood-burning

  Irene Nickolai Irene Nickolai

  231 North Rd, Forestburgh, NY 12777
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  /43

  $779,000

  • 5 Beds
  • 3.5 Baths
  • 2,408 Sq Ft

  12 Lew St, Woodridge, NY 12789

  YOUR CATSKILLS RETREAT IS HERE! FULLY FURNISHED AND MOVE-IN READY! This breathtakingly beautiful new construction offers tremendous opportunity as a vacation home or rental. The property also includes a semi-finished basement, framed for 4 additional bedrooms and 2 baths, with a private entrance, offering fantastic potential for more accommodations or future expansion. This 5 bedroom, 4 bath

  Hillel Weinberger Nationwide Houses LLC

  12 Lew St, Woodridge, NY 12789
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  /47

  $699,900

  • 6 Beds
  • 3 Baths
  • 3,912 Sq Ft

  158 Wade Rd, Liberty, NY 12754

  Room to Live, Space to Grow — 158 Wade Rd, LibertyOver 4,000 square feet. More than 2 acres. Endless possibilities.Welcome to a home that offers more than just square footage—it offers flexibility, comfort, and room for everyone. Thoughtfully laid out for multi-generational living, this expansive ranch includes a fully finished walkout basement with its own entrance—perfect for

  Isaiah Lopez Keller Williams Hudson Valley

  158 Wade Rd, Liberty, NY 12754
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  /35

  $689,000

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Nestled in the Minisink School District | 6 bedrooms, |3 bathrooms| chef’s kitchen| perfect for those who love to cook and entertain. The double-sided fireplace*adds a cozy touch, while the inground pool makes it an ideal retreat.Set on 3.38 acres the home is surrounded by lush greenery, providing a peaceful and private atmosphere. The Colonial and Contemporary architectural style blends

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
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  /44

  $699,000

  • 9 Beds
  • 6.5 Baths
  • 4,368 Sq Ft

  93 Wood Ave, Monticello, NY 12701

  This expansive, newly constructed center hall colonial is nestled within one of Monticello's most sought-after neighborhoods. With over 4000 square feet of meticulously crafted living space, this home offers a unique design and layout unlike any other. Whether for year-round living or as a vacation retreat, this fully furnished space exudes modern elegance, with high ceilings, elegant flooring,

  Aron Rosenberg Catskills Home Services

  93 Wood Ave, Monticello, NY 12701
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  /39

  $750,000

  • 5 Beds
  • 2.5 Baths
  • 2,603 Sq Ft

  32 Countryside Way, Fallsburg, NY 12733

  Welcome to this beautifully maintained home on a quiet, tree-lined street. Inside, you’ll find a spacious eat-in kitchen with lots of cabinetry, a sun-filled formal dining room, and gleaming hardwood floors throughout. The main floor also features a nice size living room and a dedicated home office or study. A bonus second kitchen on the main level adds extra convenience. Upstairs features 5

  Shayndel Moore Keller Williams Hudson Valley

  32 Countryside Way, Fallsburg, NY 12733
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  /43

  $650,000

  • 5 Beds
  • 4 Baths
  • 3,090 Sq Ft

  51 Strong Rd, Ferndale, NY 12734

  Discover this exceptional property located in the scenic Swan Lake area of upstate New York, set on over an acre of beautiful land.This property features a mint-condition home along with a detached garage and cottage that includes a loft with additional living space, making it a perfect blend of comfort and functionality.The main house offers 2,700 sq ft of well-appointed living space. Upon

  Joel Rottenstein Keller Williams Valley Realty

  51 Strong Rd, Ferndale, NY 12734
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  /46

  $799,900

  • 7 Beds
  • 5 Baths
  • 3,226 Sq Ft

  108 Main St, Livingston Manor, NY 12758

  Located in one of Sullivan County Catskill's hottest downtowns in the heart of Livingston Manor, this incredible offering is a once in a lifetime opportunity. Two homes, on two lots offer great flexibility for multi-generational living, rental income, or creative restoration. One home was originally a multi-family which can be converted back (kitchens are still intact) and the other is

  Carol Malek Malek Properties, Inc.

  108 Main St, Livingston Manor, NY 12758
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  /40

  $697,000

  • 6 Beds
  • 3 Baths
  • 2,788 Sq Ft

  306 Cutler Rd, Swan Lake, NY 12783

  Step back in time and embrace the charm of a magnificent turn of the century colonial brimming with character and elegance. Spanning nearly 3,000 square feet, this historic estate offers abundant space. It features 6 bedrooms and 3 full baths and it blends classic architecture with modern convenience.Nestled on a very large 52-acre lot, the property is a nature lover’s dream. The serene

  John Ducey Keller Williams Hudson Valley

  306 Cutler Rd, Swan Lake, NY 12783
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  /24

  $799,000

  • 6 Beds
  • 5 Baths
  • 3,971 Sq Ft

  380 Fraser Rd, Kiamesha Lake, NY 12751

  Located on Fraser Road in the heart of Kiamesha Lake, this single-family home features 6 bedrooms and 8 bathrooms, offering ample space and comfort. Additionally, the property is zoned for a 6-unit development, making it a prime opportunity for future expansion or investment. Situated on a flat, easily accessible lot, it is just a short drive to Monticello, South Fallsburg, and major shopping

  Jacob Fried Keller Williams Realty

  380 Fraser Rd, Kiamesha Lake, NY 12751
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  /32

  $674,900

  • 5 Beds
  • 2 Baths
  • 750 Sq Ft

  275 State Route 17b, Monticello, NY 12701

  Super commercial location with close proximity to Route 17 exit ramps, shopping, service stations, and more. High visibility only a quarter mile from the Racetrack NYS Route 17/ Interstate-86 and on Gateway NYS Route 17B corridor. Two lots, close to 5 acres, with two homes. Houses both need updates and repairs and have been rented for years. One has four bedrooms and one has one+ bedroom on

  Carol Malek Malek Properties, Inc.

  275 State Route 17b, Monticello, NY 12701
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  /31

  $755,000

  • 5 Beds
  • 4 Baths
  • 4,238 Sq Ft

  61 Surrey St, Rock Hill, NY 12775

  Lakefront Luxury with Private Pool, Music Studio, Fully finished basement, & Year-Round Adventure Welcome to your dream lake house! This fully renovated (2021) 5-bedrooms (3 additional rooms without closets in basement), 4-bathroom retreat offers breathtaking lake views, direct lake access, and high-end amenities designed for relaxation, recreation, and entertainment. Nestled on 120 feet

  Shana Cooper-Silas HomeSmart Homes & Estates

  61 Surrey St, Rock Hill, NY 12775
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  /31

  $775,000

  • 5 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  52 Crescent Cir, Rock Hill, NY 12775

  Lake front property on Lake Louise Marie with a beautiful expansive view of the lake and bays. House is beautifully renovated throughout, with open floorplan on main floor, including kitchen, living room, dining room, and primary main bedroom and full bath, all with modern amenities and appliances. State of the art heating and cooling systems as well. Just minutes away from Resorts World Casino

  Lisa Cozzolino Cronin & Company Real Estate

  52 Crescent Cir, Rock Hill, NY 12775
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  /49

  $699,000

  • 5 Beds
  • 3.5 Baths
  • 2,780 Sq Ft

  16 Buena Vista Point, Glen Spey, NY 12737

  This expansive 4,390 sq. ft. brick home, just two hours from NYC, is a true entertainer's dream! Offering 5 bedrooms, 3.5 baths & endless space to spread out, the main level features a massive gourmet kitchen with oak cabinetry, a large island & stainless steel appliances. A grand living/dining area boasts a masonry stone fireplace and lots of windows that is perfect for sipping coffee by the

  Dominick Tufano RE/MAX Benchmark Realty Group

  16 Buena Vista Point, Glen Spey, NY 12737
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  /34

  $415,000

  • 5 Beds
  • 2 Baths
  • 1,404 Sq Ft

  363 Burlingham Rd, Bloomingburg, NY 12721

  Welcome to 363 Burlingham Rd!! Come see this Stunning Cape Cod Home. Enter into an inviting Open Sun-drenched Living and Dining rm that featuresCrown and Picture Frame Moldings, Hardwood Floors, and Lots of Windows. Updated Kitchen with beautiful cabinetry, Stainless Steel Appliances, custom backsplash, and recessed lighting. Newer Full Bathroom that features a new vanity, and gorgeous Subway

  John Biasi Howard Hanna Rand Realty

  363 Burlingham Rd, Bloomingburg, NY 12721
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  /7

  $559,000

  • 6 Beds
  • 2.5 Baths
  • 2,745 Sq Ft

  37 Starr Ave, Monticello, NY 12701

  This spacious 6-bedroom, 3-bathroom home in Monticello offers an expansive 2,475 square feet of living space, perfect for those needing extra room.The property features notable recent updates, creating a fresh and inviting atmosphere for its next owner. With six versatile bedrooms, there is abundant flexibility to accommodate a large family, host guests, or create dedicated spaces for a

  Jacob Lefkowitz Keller Williams Valley Realty

  37 Starr Ave, Monticello, NY 12701
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  /46

  $944,500

  • 6 Beds
  • 2.5 Baths
  • 2,813 Sq Ft

  28 Martin Ln, Bethel, NY 12762

  Set back privately on a dead-end road this multi-use property offers endless possibilities. With 35.86 acres of open and wooded land complete with pond and stream, and additional land available, there is so much potential for almost anything your heart desires. Multiple outbuildings and two residences enhance this great set-up for agri-business, farm, various home occupations or a laid-back

  Carol Malek Malek Properties, Inc.

  28 Martin Ln, Bethel, NY 12762
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  /44

  $490,000

  • 5 Beds
  • 2 Baths
  • 2,538 Sq Ft

  135 Lake Shore Dr E, Rock Hill, NY 12775

  Nestled on a desirable corner lot in Emerald Green, Sullivan County’s premier private lake community, this beautifully maintained 5-bedroom, 2-bathroom home offers comfort, style, and convenience just a short walk from all the neighborhood’s top-tier amenities. The upgraded kitchen features granite countertops, stainless steel appliances, and soft-close cabinetry, flowing into a bright living

  Juan Bautista Keller Williams Realty

  135 Lake Shore Dr E, Rock Hill, NY 12775
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  /50

  $224,900

  • 6 Beds
  • 2 Baths
  • 1,868 Sq Ft

  214 Chestnut St, Liberty, NY 12754

  Move-In Ready. 6 Bedrooms. Under $225K!Yes, you read that right—6 bedrooms, 2 full baths, and 1,800 square feet of move-in ready space for less than $225,000! Whether you’re a growing household, multi-generational family, or investor looking for strong rental potential, this home checks all the boxes.Located in the Liberty School District, this spacious home offers versatility,

  Isaiah Lopez Keller Williams Hudson Valley

  214 Chestnut St, Liberty, NY 12754
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  /35

  $299,000

  • 5 Beds
  • 3 Baths
  • 1,530 Sq Ft

  1139 New York 17b, Mongaup Valley, NY 12762

  Spacious 5-bedroom home located in beautiful Sullivan County, NY. This inviting property features hardwood floors throughout, a large kitchen with sliding glass doors that open to the back deck, and a cozy breakfast nook perfect for your morning gatherings. With 3 full bathrooms, there’s room for everyone to live comfortably. Enjoy your coffee on the private deck off the Primary bedroom

  Donna Reese Keller Williams Hudson Valley

  1139 New York 17b, Mongaup Valley, NY 12762
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  /36

  $99,000

  • 6 Beds
  • 3 Baths
  • 3,546 Sq Ft

  11620 New York 97, Long Eddy, NY 12760

  3-unit handman apartment building in Sullivan County, New York. Three - 2 BR apartments all have their own oil furnace, hot water and electric meter. The full walk-in basement serves as a 2 car garage plus storage. This property is part of an estate; the entire property needs extensive work and renovations. Located in Long Eddy, NY and just a short distance to the Delaware River. This is

  Susan Busing Matthew J Freda Real Estate

  11620 New York 97, Long Eddy, NY 12760
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  /42

  $475,000

  • 5 Beds
  • 4 Baths
  • 2,246 Sq Ft

  162 Park Ave, Monticello, NY 12701

  Fantastic opportunity in the Village of Monticello—perfect for both end users and savvy investors! This legal 2-family home is ideally located in the center of town, just minutes from shopping, restaurants, popular stores, public transportation, and all local conveniences. Whether you choose to live in one unit and rent out the other or use both as income-producing units, this property offers

  Jacob Fried Keller Williams Realty

  162 Park Ave, Monticello, NY 12701

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