Sullivan County NY Homes for Sale with Pool

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  /37

  $475,000

  • 4 Beds
  • 2 Baths
  • 1,378 Sq Ft

  196 Gabriel Rd, Cochecton, NY 12726

  14 Beautiful Acres on Quiet Country Road – Ideal for Horses, Farming, or Your Private Retreat. Opportunity knocks in the heart of Sullivan County’s scenic countryside! Set on 14 level and open acres dotted with mature trees along a quiet country road, this property is a rare find—prime for equestrian use, organic farming, or building your dream rural getaway. Whether you’re looking for a peaceful

  Barry Becker Keller Williams Hudson Valley

  196 Gabriel Rd, Cochecton, NY 12726
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  /19

  $375,000

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

  2 Sylvia Ln, Monticello, NY 12701

  Welcome to 2 Sylvia Lane, a spacious 2-bedroom plus loft, 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

  Qizhan Yao Realmart Realty LLC

  2 Sylvia Ln, Monticello, NY 12701
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  /50

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 3,264 Sq Ft

  111 Jim Stephenson Rd, Swan Lake, NY 12783

  It’s tempting to lead with the long list of amenities—heated pool, tennis court, wine cellar, guest house—but the true appeal of the Stephenson House lies in the grounded, gracious lifestyle it fosters. Set on 20 scenic Catskills acres, this 1890s yellow Victorian blends heritage charm and modern ease, from its romantic turret and wraparound porch to stone walls and sunlit meadows. The main house

  Jennifer Grimes Country House Realty Inc

  111 Jim Stephenson Rd, Swan Lake, NY 12783
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  /45

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,393 Sq Ft

  83 Tennanah Lake Rd, Roscoe, NY 12776

  What a charmer! Circa 1900 2-story with original details and thoughtful additions is waiting for you. The wide wrap-around porch invites you to sit and spend a moment. Stepping through the original front door you'll notice many details that have been preserved such as the hardwood floors, built in cabinets, gingerbread trim (inside and out!), tall windows, and more. The heart of the home, the

  Michelle Genatempo Howard Hanna Rand Realty

  83 Tennanah Lake Rd, Roscoe, NY 12776
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  /26

  $1,499,000

  • 7 Beds
  • 3.5 Baths
  • 4,074 Sq Ft

  210 Grey Rd, South Fallsburg, NY 12779

  210 Grey Rd is a trophy property for sale in the Catskills, South Fallsburg countryside. This home has hardwood flooring, two very spacious bedrooms on the main level with private full bathrooms, a kitchen with Viking stainless steel appliances, a large island, an eat-in kitchen area, and many rooms with a built-in coffered ceiling design. The top level boasts another six bedrooms with a walk-up

  Nicholas Cuomo Keller Williams Realty

  210 Grey Rd, South Fallsburg, NY 12779
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  /40

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  558 White Roe Lake Rd, Livingston Manor, NY 12758

  Tucked away on a quiet road and embraced by dense forest, this enchanting 5+ acre property offers the ultimate in privacy. The grounds are truly magical, boasting lush landscaping, extensive decking leading to a picturesque pond, and a secluded in-ground swimming pool. Meandering grassy paths wind through the acreage, revealing tranquil spots perfect for quiet relaxation and enjoying the peaceful

  Heather Quaintance Country House Realty Inc

  558 White Roe Lake Rd, Livingston Manor, NY 12758
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  /50

  $1,550,000

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  382 Benton Hollow Rd, Woodbourne, NY 12788

  The Blue Stone Colonial: is a stoic masterpiece rising high in the Catskill Mountains with style and grace of a centuries old estate that is masterfully blended with the amenities and luxury necessary of today's modern life. The full approach ascending the blacktop driveway divides two masonry pillars as the sky opens to the 3 car garage attached to the 3900 sqft bluestone house. On the left is a

  Travis O'Dell Land and Water Realty LLC

  382 Benton Hollow Rd, Woodbourne, NY 12788
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  /39

  $499,000

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

  63 Pebble Path, Rock Hill, NY 12775

  This home offers four bedrooms & two full bathrooms, with an open-concept living and dining area highlighted by vaulted ceilings. The kitchen features stainless steel appliances and hardwood floors throughout the home, creating a clean and modern feel. A cozy fireplace enhances the living space, perfect for relaxing evenings. You’ll love the screened-in porch, a great spot to enjoy summer

  Matthew Gibbs Keller Williams Hudson Valley

  63 Pebble Path, Rock Hill, NY 12775
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  /50

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 1,492 Sq Ft

  641 Debruce Rd, Livingston Manor, NY 12758

  Discover this cozy three-bedroom, one-and-a-half-bath home where lasting memories are made. Enjoy breathtaking views of the tranquil Willowemoc River from your front porch, the perfect spot for morning coffee or evening relaxation. Nestled in the serene backyard is a charming additional cabin-ideal for a recreation room, studio, or guest retreat-offering endless possibilities.Nature

  Elizabeth Zambuto Stepping Stone Realty

  641 Debruce Rd, Livingston Manor, NY 12758
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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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  /45

  $515,000

  • 4 Beds
  • 3.5 Baths
  • 1,597 Sq Ft

  7 Lake St, Monticello, NY 12701

  Welcome to this stunning multi-level home offering the perfect blend of modern updates, functional living space, and resort-style outdoor amenities. This beautifully updated property features 4+ bedrooms and 4 full baths, ideal for multigenerational living or flexible work-from-home options. Enjoy a sun-filled open floor plan with spacious living and dining rooms highlighted by hardwood flooring,

  Yisroel Weiss Team W Realty LLC

  7 Lake St, Monticello, NY 12701
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  /50

  $4,325,000

  • 7 Beds
  • 3 Baths
  • 3,005 Sq Ft

  49 Crumley van Vactor Rd, Ferndale, NY 12734

  Fraser Settlement Legacy Estate - 417 Pristine Acres in the peaceful town of Bethel, NYA once-in-a-lifetime opportunity to own a piece of Catskills history: this extraordinary 417-acre estate, preserved through generations since 1808, represents one of the last great pristine tracts in the region. Nestled along a quiet winding road just 90 minutes from Manhattan, the property's crown

  Christine Vande Vrede Chapin Sotheby's Intl Rlty

  49 Crumley van Vactor Rd, Ferndale, NY 12734
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  /50

  $1,680,000

  • 4 Beds
  • 4 Baths
  • 4,664 Sq Ft

  1775 Plank Rd, Forestburgh, NY 12777

  Lakefront Oasis, fully furnished, boat included and completely turnkey! 2 hours from NYC, over 5 acres nestled on the serene shores of Swinging Bridge Reservoir, Sullivan County’s largest motorboat lake, this stunning, custom built contemporary style home offers unparalleled luxury and tranquility. With breathtaking lake views from every room, this 4-bedroom, 4-bathroom masterpiece is a haven

  Vincent Nastro Howard Hanna Rand Realty

  1775 Plank Rd, Forestburgh, NY 12777
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  /47

  $425,000

  • 7 Beds
  • 2.5 Baths
  • 2,880 Sq Ft

  17 Harvard Square, Woodridge, NY 12789

  Bold living. Unmatched lifestyle. This 7-bedroom, 2.5-bath showstopper on a full acre in a quiet cul-de-sac is your ultimate staycation retreat—with 2,880 sq. ft. of fully remodeled living space and every amenity built to impress. From the sparkling inground pool to the hot tub, sauna, firepit patio, and massive game room, this property delivers nonstop excitement and comfort.Host

  Leon Klein Keller Williams Hudson Valley

  17 Harvard Square, Woodridge, NY 12789
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  /41

  $189,500

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  104 Maple, Kauneonga Lake, NY 12720

  All the best of the Catskill lifestyle in this well cared for Smallwood home! With a fenced in yard and patio this charming home has an eat in kitchen, living room with sliding door to the yard, fireplace, and two bedrooms plus a den. A full bath with tub/shower combo and new vanity round out the inside amenities. The full basement has the mechanicals, washer and dryer, and dry storage. The home

  Mary Hovanec ELLIOTT AND POMEROY INC

  104 Maple, Kauneonga Lake, NY 12720
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  /28

  $420,000

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft

  105 Sackett Lake Rd, Monticello, NY 12701

  Discover the perfect blend of comfort and style in this beautifully updated ranch home set on a spacious 1- acre lot. Featuring two generously sized bedrooms and 2 full bathrooms, this home offers modern living in a peaceful, open setting. The updated interior includes a bright, open concept living area, a contemporary kitchen with stainless steel appliances, and a stylish finish throughout.

  Megan Brown William Raveis-New York, LLC

  105 Sackett Lake Rd, Monticello, NY 12701
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  /20

  $120,000

  • Land
  • 6 Acres
  • $20,443 per Acre

  Lot 1 Chapin Trail, Bethel, NY 12786

  This stunning stream-front lot is situated just inside the main gate of The Chapin Estate. It features 539 feet of frontage along Black Lake Creek, which flows into the expansive 850+/- acre Toronto Reservoir. The reservoir is perfect for fishing, kayaking, paddle boarding, water skiing, and swimming. Gasoline engines are allowed with a maximum vessel length of 20', and access is conveniently

  Christine Vande Vrede Chapin Sotheby's Intl Rlty

  Lot 1 Chapin Trail, Bethel, NY 12786
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  /50

  $979,000

  • 4 Beds
  • 2 Baths
  • 2,900 Sq Ft

  281 Hubert Rd, Jeffersonville, NY 12748

  This is the one you've been waiting for—a true private luxury retreat nestled on 6.89 acres of pristine, sweeping mountain-view land in the heart of the Catskills. Designed for both relaxation and grand entertaining, this stately 4-bedroom, 2-bathroom home spans 2,900 square feet of light-filled, open-concept living space.Step into the newly designed chef’s kitchen—an entertainer’s

  Dominique Jenkins Keller Williams Hudson Valley

  281 Hubert Rd, Jeffersonville, NY 12748
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  /31

  $1,350,000

  • 4 Beds
  • 3 Baths
  • 3,350 Sq Ft

  249 Chapin Trail, Bethel, NY 12720

  Elegant Adirondack-Style Home in Prestigious Chapin Estate – Private Forest Retreat with Lake Access Welcome to your turnkey luxury escape in the exclusive, gated community of Chapin Estate-just under 2 hours from NYC and minutes from Bethel Woods Center for the Arts. This custom-built Adirondack-style home offers the perfect blend of rustic elegance, modern comfort, and outdoor adventure. Set

  Gibson Mc Kean Gibson E McKean Inc

  249 Chapin Trail, Bethel, NY 12720
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  /48

  $1,250,000

  • 5 Beds
  • 5 Baths
  • 3,672 Sq Ft

  3365 State Route 209, Mamakating, NY 12790

  Welcome to Your Dream Home!Nestled on a sprawling **19.3 acres**, this property is surrounded by stunning landscaping and features a beautiful, inground pool, ensuring a luxurious lifestyle. Enjoy complete serenity and privacy while conveniently located just off Route 209, providing easy shopping, dining, and entertainment access.Property Highlights:A picturesque pond complete with a

  Yisroel Zahler MS Realty Group USA, Inc

  3365 State Route 209, Mamakating, NY 12790
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  /47

  $774,900

  • 4 Beds
  • 4 Baths
  • 4,536 Sq Ft

  16 Kukas Rd, Monticello, NY 12701

  Welcome to a home that takes “bougie” to the next level! This place is a showstopper in every sense, offering high-end style, thoughtful details, and a layout made for living, entertaining, and relaxing in comfort.This impeccably maintained gem boasts a true gourmet kitchen designed for serious cooks. It features all new appliances, including a Z-Line gas stove, pot filler, Z-Line

  Maxine Schulte The Maxx Group LLC

  16 Kukas Rd, Monticello, NY 12701
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  /35

  $394,900

  • 3 Beds
  • 3 Baths
  • 1,517 Sq Ft

  11 W Mongaup Trail, Smallwood, NY 12778

  Welcome to Shangri-La, a peaceful 3-bedroom, 3-bath retreat tucked away on a quiet cul-de-sac in the heart of Smallwood—an enchanting Catskills community known for its natural beauty and nostalgic charm.Inside, you’ll find a cozy living room with a classic wood-burning fireplace, warm wood accents, and a bright sun room perfect for year-round relaxation. The kitchen retains its original appeal

  Randi Moody Malek Properties

  11 W Mongaup Trail, Smallwood, NY 12778
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  /17

  $135,000

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

  12 Gardenia Dr, Monticello, NY 12701

  Relax in Style! 2011 Champion Mobile HomeNestled in Monticello's Kinnebrook CommunityYour Dream Home Awaits:3 spacious bedrooms, 2 bathrooms (large ensuite a must-see!)Enjoy the outdoors on your large front and side deckAmple storage in the shedModern appliances for a comfortable livingCommunity Perks:Dive into fun at the in-ground poolNo

  Liza McCarthy Keller Williams Hudson Valley

  12 Gardenia Dr, Monticello, NY 12701
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  /49

  $5,000,000

  • 14 Beds
  • 17 Baths
  • 17,570 Sq Ft

  399 Gregory Rd, Monticello, NY 12701

  Discover unparalleled luxury in this meticulously renovated almost 18,000 square foot mansion nestled on 20 acres of mostly flat land in rapidly developing Monticello, just moments from the thriving recently approved Satmar year-round community. This extraordinary RR2-zoned property offers tremendous versatility, comfortably accommodating large amount of people and perfectly suited for a yeshiva,

  Rivky Klagsbrun Master Realty Group Inc.

  399 Gregory Rd, Monticello, NY 12701
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  /44

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,616 Sq Ft

  582 N Branch Hortonville Rd, Hortonville, NY 12745

  Charming Farmhouse on Callicoon Creek – 582 N Branch Hortonville Rd, Hortonville, NYWelcome to this enchanting turn-of-the-century farmhouse, circa 1900, set on a picturesque parcel that stretches to the serene banks of Callicoon Creek. Located just four miles from the vibrant village of Callicoon and steps from the North Branch Inn, this 4-bedroom, 2-bath home offers a blend of historic

  Barry Becker Keller Williams Hudson Valley

  582 N Branch Hortonville Rd, Hortonville, NY 12745
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  /25

  $140,000

  • 3 Beds
  • 2 Baths
  • 720 Sq Ft

  4772 New York 42 Unit 25 and 26, South Fallsburg, NY 12779

  Price Reduced!Welcome to Kiamesha Lake Estates, the perfect seasonal community in a prime Catskills location. Open annually from around May 1st to October 31st, this laid-back community offers easy summer living with an in-ground pool. The low annual maintenance covers the community’s private roads, trash pickup, mowing, water, sewer, and access to the pool. 4772 Route 42 Units

  Alan Wieder Catskills Home Services

  4772 New York 42 Unit 25 and 26, South Fallsburg, NY 12779
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  /33

  $470,000

  • 5 Beds
  • 3 Baths
  • 1,600 Sq Ft

  93 Lake View Dr, Swan Lake, NY 12783

  Welcome to Presidential Estates !Presidential Estates an HOA that provides many amenities to paying homeowners.Amenities include Gym, Pool, Hot tub, private lake access and MORE!93 Lake View Drive offers a comfortable layout with practical features throughout. The home includes private parking for two vehicles & a mud room entry for added convenience. Inside, the main living area

  Adir Kahn eRealty Advisors, Inc

  93 Lake View Dr, Swan Lake, NY 12783
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  /15

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  9 Cardiff Ln, Rock Hill, NY 12775

  Privately set Ranch home on a dead end lane. Ideal starter home or Your Weekend getaway. This Mid Century modern home is surrounded by woods which allows for quiet seclusion yet convenient to restaurants, shopping, pharmacy and a beautiful Town park. The home features 2 bedrooms and 1 bath, hardwood floors with an open dining/kitchen and living room with fireplace overlooking a wrap around

  Karen Rieber Sussman Rieber Realty Inc

  9 Cardiff Ln, Rock Hill, NY 12775
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  /23

  $119,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  30 Soho Cir, Loch Sheldrake, NY 12759

  Discover a beautifully renovated home in a peaceful mobile home community in Loch Sheldrake near the Delaware River offshoot. This spacious, double-wide mobile home offers modern updates, and versatile living spaces.The interior features modern upgrades, including a brand-new kitchen with sleek appliances and updated flooring throughout the home. The master suite provides a private retreat with

  Agnieszka Vasquez HV Premier Properties Realty

  30 Soho Cir, Loch Sheldrake, NY 12759
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  /17

  $85,000

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  11 Cambridge Cir, Loch Sheldrake, NY 12759

  Very Unique Opportunity to finish to a partially built/total remodel of a house in a community. This includes having all approved plans and permits and even a lot of material to finish construction! Permits cover finishing the construction for one 1,800 Sq. ft. dwelling. It could be 4 bedrooms, 3 baths, kitchen, living room and 540 Sq ft.. covered porch. The current construction completed is

  Dorian Jennings Elliott & Pomeroy Inc

  11 Cambridge Cir, Loch Sheldrake, NY 12759
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  /32

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  9 Smith St, Monticello, NY 12701

  Owner is motivated to make a deal!! A beautiful and well-maintained home that's in tip-top shape is available now. The home consists of 3 bedrooms and 2 bathrooms, a fireplace, 2 decks (one off of the upstairs bedroom), a pool with a deck, and more. Call now!!

  Michael Banks EREALTY ADVISORS INC

  9 Smith St, Monticello, NY 12701
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  /10

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  84 Upper Vacation Blvd, Loch Sheldrake, NY 12759

  Escape to your perfect getaway with this charming winterized vacation home at Vacation Village, offering three cozy bedrooms and year-round comfort! Whether you're looking for a serene weekend retreat or a peaceful full-time residence, this inviting property has it all—warm interiors, a functional layout, and a relaxing atmosphere ideal for every season. Tucked away in a scenic setting with easy

  Moshe Hopstein Landslide Realty Corp

  84 Upper Vacation Blvd, Loch Sheldrake, NY 12759
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  /36

  $439,999

  • 4 Beds
  • 3 Baths
  • 2,168 Sq Ft

  91 Meyerhoff Rd, Hurleyville, NY 12747

  Welcome to your dream retreat! This four-bedroom, three-full-bath ranch home is nestled on 2 separate sprawling lots that combined are just over 2-acres,offering the perfect blend of comfort and tranquility. When you step inside you will notice the home has hardwood flooring throughout. The kitchen featuring stainless steel appliances, ample cabinetry, and a generous space perfect for

  MacGregor Gerhold Curasi Realty, Inc.

  91 Meyerhoff Rd, Hurleyville, NY 12747
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  /14

  $130,000

  • Land
  • 6 Acres
  • $22,530 per Acre

  2 Chapin Trail, White Lake, NY 12786

  This gorgeous stream-front lot is located just inside the main gate of The Chapin Estate. The lot borders 448 feet of Black Lake Creek which feeds into the 900+/- acre Toronto Reservoir. The Toronto Reservoir is known for its fishing, kayaking, paddle boarding, water skiing and swimming. Gasoline engines are permitted with a 20' maximum vessel length, and you have access nearby on Moscoe Road.

  Eileen Jasper Chapin Sotheby's Intl Rlty

  2 Chapin Trail, White Lake, NY 12786
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  /22

  $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
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  /4

  $8,300

  • Land
  • 0.37 Acre
  • $22,610 per Acre

  0 Eton Ln, Rock Hill, NY 12775

  Escape to the tranquility of the desirable Emerald Green Community with this rare lot. The lot is situated off an unfinished section of the community, off of Old Sacket Road. Lot is a currently a paper lot. This parcel is located in a lovely high end community where homes are $500k plus. The community offers a lake, pool, bbq area, tennis, basketball courts & security patrol. Just minutes to 17

  Sandra Spector Howard Hanna Rand Realty

  0 Eton Ln, Rock Hill, NY 12775
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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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  /42

  $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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  /27

  $120,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  2 Forsythia Dr, Monticello, NY 12701

  Welcome to this charming 2018 Champion mobile home nestled in the desirable Kinne brook Community. With 1,568 sq ft of living space, this 3 bed,2 bath retreat offers a unique country feel that's perfect for those seeking peaceful lifestyle. Step inside to discover a spacious kitchen featuring a convenient island and stylish apron sink. The separate pantry provides ample storage and includes an

  Liza McCarthy Keller Williams Hudson Valley

  2 Forsythia Dr, Monticello, NY 12701

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