Modern & Contemporary Homes for Sale in Sullivan County NY

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  /32

  $460,000

  • 5 Beds
  • 4 Baths
  • 3,032 Sq Ft

  587 Dutch Hill Rd, Roscoe, NY 12776

  Escape to the Catskills and enjoy country living just minutes from the heart of Roscoe! This spacious 5-bedroom, 4-bath home offers approximately 3,000 sq. ft., guest quarters with a second kitchen, and aflexible layout with many possibilities. Set on 6.25 acres and being sold together with the adjoining 5-acre parcel for approximately 11.25 acres total, there is plenty of room to

  Sharon D'Orazio Keller Williams Realty

  587 Dutch Hill Rd, Roscoe, NY 12776
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  /29

  $330,000

  $19K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,566 Sq Ft

  2 Deerfield Ct, Rock Hill, NY 12775

  Welcome to your Catskills retreat in the highly sought-after Emerald Green community!Perfectly situated on a quiet cul-de-sac just steps from beautiful Lake Louise Marie, this well-maintained 3-bedroom, 2.5-bath townhouse offers the ideal combination of comfort, convenience, and year-round recreation.From the moment you enter, you'll appreciate the bright, inviting living space

  Pamela Henning KW Hudson Valley United

  2 Deerfield Ct, Rock Hill, NY 12775
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  /18

  $299,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  256 Main St, Livingston Manor, NY 12758

  Be the first to own this never occupied BRAND NEW 2025 contemporary ranch, offering almost 1,300 sq ft of modern, single level living in the Hamlet of Livingston Manor, Catskill Mountains NY. Close walking distance to Upward Brewery and the rest of Main St. Whether you're looking for a full-time residence or a weekend getaway, this move-in ready home combines comfort, convenience, and easy access

  Peter Feinberg KW Hudson Valley United

  256 Main St, Livingston Manor, NY 12758
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  /39

  $1,395,000

  $500K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,483 Sq Ft

  35 Serenity Ln, Monticello, NY 12701

  35 Serenity Lane, Monticello, NY | The Ultimate Automotive Enthusiast’s RetreatExperience the perfect fusion of secluded luxury and high-octane convenience at 35 Serenity Lane. This 2,483-square-foot contemporary masterpiece, built in 2014, sits on 2.06 private, wooded acres, offering a serene sanctuary designed for those who live life in the fast lane.A Collector’s Dream GarageThe

  Robbie Glessman Douglas Elliman Real Estate

  35 Serenity Ln, Monticello, NY 12701
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  /29

  $685,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,050 Sq Ft

  38 E Glen Wild Rd, Glen Wild, NY 12738

  One-of-a-Kind Contemporary Split-Level Home – Rock Hill, NY Nestled on a quiet back road in the bedroom community of Rock Hill, NY, just an hour and a half from NYC, this stunning three-bedroom, four-bathroom home offers modern comfort and style. Completely renovated in recent years, the home features a finished basement with potential for a fourth bedroom. The chef’s kitchen, designed with

  Harold Reynolds R J Katz Realty

  38 E Glen Wild Rd, Glen Wild, NY 12738
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  /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
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  /4

  $949,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  39 Woodstone Trail, Mongaup Valley, NY 12762

  *New Construction Let us bring your vision to life—your home, your way.Nestled within the prestigious Swinging Bridge section of Chapin Estates, this exceptional property offers a rare blend of rustic elegance and refined luxury. Located just two hours from New York City and minutes from Bethel Woods Center for the Arts, Resorts World Catskills, the Kartrite Indoor Waterpark and Award-winning

  Jennifer Dunn Keller Williams Realty

  39 Woodstone Trail, Mongaup Valley, NY 12762
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  /32

  $279,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,718 Sq Ft

  5 Kaempfer Ln, Liberty, NY 12754

  Welcome to this distinctive 3-bedroom, 1 full and 1 half bath home offering 1,715 square feet of comfortable living space in the Village of Liberty. Built in 1975, this well-maintained home is full of character and unique architectural details.A welcoming wraparound covered porch sets the tone as you enter the home. Inside, the spacious living room features exposed wood beams, warm wood

  Eduardo Casado Keller Williams Realty

  5 Kaempfer Ln, Liberty, NY 12754
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  /49

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft

  142 N Emerald Dr, Rock Hill, NY 12775

  Three bedrooms two Baths with one having stall shower and washer/ dryer. White oak floors refinished. All windows replaced and have been tinted allowing you to see out and nobody see in. All new shades most are remote. Front door has three panel each is motorized. Custom crown moldings in living and dining area. Two driveways with lots of room for cars. All appliances are included. Kitchen

  Fern Faber Myrna Ginsberg

  142 N Emerald Dr, Rock Hill, NY 12775
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  /50

  $3,950,000

  • 4 Beds
  • 4 Baths
  • 3,172 Sq Ft

  118 Hilltop Rd, Monticello, NY 12701

  An exceptional opportunity in the heart of the Sullivan Catskills, just 90 miles from New York City. Surrounded by pristine lakes and reservoirs and minutes from renowned destinations including Resorts World Catskills, Bethel Woods Center for the Arts, the exclusive Monticello Motor Club, and a wealth of year-round recreation, this remarkable 413+ acre offering presents an extraordinary

  Carol Malek Malek Properties

  118 Hilltop Rd, Monticello, NY 12701
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  /31

  $1,495,000

  New Construction $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,783 Sq Ft

  15 Manor Falls Dr, Livingstn Mnr, NY 12758

  Built to rigorous Passive House standards, Red Hill is a newly constructed 1,738 sq ft, 3-bedroom, 2.5-bath home just minutes from Livingston Manor, nestled within The Catskill Project's 90-acre community. Enjoy the best of the Catskills lifestyle while benefiting from a home designed to support your health, comfort, and well-being for generations to come.Certified to meet both PHIUS

  Erik Freeland Country House Realty Inc

  15 Manor Falls Dr, Livingstn Mnr, NY 12758
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  /49

  $1,900,000

  • 6 Beds
  • 4 Baths
  • 3,426 Sq Ft

  56 Winkelstern Rd, Kenoza Lake, NY 12750

  Meadowbrook soars on so many levels, not least the stunning 85+ acres: rolling hills, clearings, water features, an orchard, and mature landscaping that elevate the everyday to something truly sublime, at this private Catskills estate. Pulling onto the property, the East Branch of Callicoon Creek is visible beyond a cleared bank with a line of Adirondack chairs. The paved drive passes old maples

  Jennifer Grimes Country House Realty Inc

  56 Winkelstern Rd, Kenoza Lake, NY 12750
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  /36

  $989,000

  $11K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,643 Sq Ft

  180 Yulan Barryville Rd, Barryville, NY 12719

  CONTEMPORARY HOME IN THE SOUGHT AFTER SULLIVAN CATSKILLS - Welcome to this unique property beautifully set on an open 4.6 acres. Home has been well loved, meticulously updated and maintained. Home is large yet warm and inviting with several spaces for family/friends to come and enjoy for a weekend, the holidays would be spectacular. Beautiful craftsmanship throughout, hardwood floors, large

  Caroline Akt Caroline Akt Realty LLC

  180 Yulan Barryville Rd, Barryville, NY 12719
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  /22

  $1,311,200

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  14 Red Rock Rd, Wawarsing, NY 12740

  Welcome to South Hill, a modern community with luxurious homes immersed in the Catskills. Located in Ulster County, South Hill is at the forefront of a new generation of Upstate homes. Designed by an award winning architect, each home is inspired by the dynamic landscape of South Hill and has been crafted with the utmost attention to detail while allowing you a high degree of control to make this

  Antonio Parrotta Coldwell Banker Village GreenN

  14 Red Rock Rd, Wawarsing, NY 12740
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  /49

  $775,000

  • 5 Beds
  • 3 Baths
  • 3,100 Sq Ft

  993 Hurd Rd, Swan Lake, NY 12783

  Multi level Contemporary Home featuring 5 Bedrooms - 3 full baths - Primary wing with primary suite and laundry room - walk in closet - Kitchen with stainlwss appliances - Living room with wood fireplace and dining room and 2 of the bedrooms on first level. Ideal home for large family. This home has multi level decking and a large screen house. Beautiful yard and views and niceley set off the

  Karen Rieber Sussman Rieber Realty Inc

  993 Hurd Rd, Swan Lake, NY 12783
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  /25

  $1,250,000

  $45K PRICE DROP

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

  51 Homestead Trail, Bethel, NY 12786

  PRICE DROP! A MAGNIFICENT LEGACY INVESTMENT, ON THE PENINSULA OF THE CHAPIN ESTATE.One of a kind, by its very nature. An incomparable trophy property in the Catskills’ most exclusive gated preserve.Discretely tucked beneath a canopy of mature oaks on five enchanting acres, Whispering Oak Landing is a custom-built, one owner retreat within The Chapin Estate - a prestigious

  Owen Boller Boller Properties

  51 Homestead Trail, Bethel, NY 12786
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  /29

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft

  3 Rennison Rd, Grahamsville, NY 12740

  Move-in ready and ideally located in Grahamsville, this welcoming three-bedroom, two-bath contemporary home offers 1,326 square feet of comfortable living space. The main level features the primary bedroom, while a distinctive spiral staircase leads upstairs to another bedroom, a full bathroom, and a versatile loft-style third bedroom. Relax by the fireplace on cozy Catskills nights. A full

  Daria Sienitsky Resort Realty

  3 Rennison Rd, Grahamsville, NY 12740
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  /41

  $749,000

  $76K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft

  110 Silver Birch Way, Bethel, NY 12720

  Ferns quivering in the summer breeze. An unreasonable number of birds trading song for birdseed at the feeders. As bargains go, it's a good one. Life at Silver Birch has the best of many worlds. The ticking of many boxes. First, the efficiency and functionality of a 2019 Catskill Farms 3 bedroom, 2 bathroom build. The location is set in the rolling pastoral hills of Bethel. Solar panels, owned

  Erik Freeland Country House Realty Inc

  110 Silver Birch Way, Bethel, NY 12720
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  /39

  $799,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  3 Brook Dr, Narrowsburg, NY 12764

  Surrounded by mature trees on a private five-acre lot, Brookwood House pairs the ease and comfort of new construction with the peace and quiet of an Upstate escape. This striking new home from Western Sullivan Properties is equally suited to year-round living or weekends in the country.At the end of a long gravel driveway, the home emerges into a sunny clearing surrounded by forest,

  William Baldwin Country House Realty Inc

  3 Brook Dr, Narrowsburg, NY 12764
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  /46

  $824,900

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,544 Sq Ft

  116 Lake Shore Dr W, Rock Hill, NY 12775

  Spectacular lakefront retreat offering breathtaking panoramic water views from nearly every room and 80 feet of private lake frontage. Designed to maximize the beauty of its surroundings, this stunning four-bedroom, three full-bath home is filled with natural light, expansive glass sliders, and seamless indoor-outdoor living. The main level features an open-concept layout with a spacious living

  Susan Giordano Hudson Premium Realty

  116 Lake Shore Dr W, Rock Hill, NY 12775
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  /50

  $749,000

  • 5 Beds
  • 3 Baths
  • 2,880 Sq Ft

  74 Lake Shore Dr S, Rock Hill, NY 12775

  LAKEFRONT LIVING AT IT'S BEST - Come home to exquisite lakefront living in this spacious contemporary retreat in the exclusive Emerald Green community. Designed to showcase its spectacular private lake views, this three-story, 5-bedroom, 3-full-bath home offers an inviting open-concept layout, soaring cathedral ceilings, multiple outdoor spaces, and a generous backyard leading directly to the

  Karen Rieber Sussman Rieber Realty Inc

  74 Lake Shore Dr S, Rock Hill, NY 12775
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  /47

  $775,000

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

  52 Crescent Cir, Rock Hill, NY 12775

  Lakefront Living at Its Finest on Lake Louise Marie!Wake up every morning to breathtaking panoramic views of Lake Louise Marie and its peaceful bays. This beautifully renovated lakefront home offers modern comfort and style, featuring an open-concept main floor with a spacious kitchen, dining area, and living room—all designed for seamless entertaining. The main-floor primary suite and full

  Lisa Cozzolino Cronin & Company Real Estate

  52 Crescent Cir, Rock Hill, NY 12775
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  /36

  $379,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  96 Treetops Trail, Bloomingburg, NY 12721

  TOP OF THE WORLD GET AWAY with AMAZING VIEWS of the BASHA KILL WILDLIFE REFUGE.You ll love the DECKS with 360 degree VIEWS. End of the Road for complete PRIVACY. Impeccably Kept inside and out. with Furniture included to just Relax & Enjoy. Kitchen updated 2 years ago with a door to the Spacious 16' by 16' Deck with VIEWS. Deck on the 2nd Level has a magnificent VIEW from the Bedroom level.

  Margaret Williams Century 21 E & M Williams Rlty

  96 Treetops Trail, Bloomingburg, NY 12721
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  /62

  $1,450,000

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  506 Beechwoods Rd, Callicoon, NY 12723

  Welcome to the Beechwoods, a disarmingly bucolic pocket of Sullivan County dotted with cattle lazing by a stream and sheep foraging across rolling hills. Here in the agrarian calm, high above Callicoon, sits the Beechwoods House, looking out across one of the western Catskills' most beautiful landscapes: undulating farmland, wooded hills and an extraordinary expanse of sky. Set within 7.85 acres

  Angelica VonDrak Houlihan Lawrence, Inc.

  506 Beechwoods Rd, Callicoon, NY 12723
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  /46

  $795,000

  New Construction $55K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,720 Sq Ft

  1227 Gulf Rd, Callicoon Center, NY 12724

  Welcome to Stonegate House. Set back from the road at the end of a strikingly gated driveway, this delightful home is perched on a knoll overlooking its own private pond. The spacious interior offers that sought-after chalet vibe with a modern flair. Open and airy, with expansive windows that showcase the surrounding scenery, this property certainly checks all the boxes for the discerning buyer.

  Carol Malek Malek Properties

  1227 Gulf Rd, Callicoon Center, NY 12724
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  /22

  $358,900

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  6201 State Route 42, Woodbourne, NY 12788

  Unique riverfront property located directly on the Neversink River in the Catskills, offering a rare combination of rental income, river access, flexible living arrangements, and small-town Catskills charm.The property currently generates rental income and includes multiple apartments suitable for owner occupancy, investment, multi-generational living, or weekend use. Current rents have

  Pamela Henning KW Hudson Valley United

  6201 State Route 42, Woodbourne, NY 12788
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  /50

  $825,000

  • 3 Beds
  • 3 Baths
  • 2,765 Sq Ft

  111 Deer Meadow Rd, White Lake, NY 12786

  Verdant Forest Hideaway-Paradise awaits at 111 Deer Meadow Road; a private woodland retreat nestled within the prestigious gated community of Black Lake Estates. Tucked beneath a canopy of mature trees and surrounded by gently meandering streams, this exceptional contemporary home is perfectly positioned on 5.02 secluded acres, offering a rare combination of luxury, tranquility, and

  Alan Wieder Catskills Home Services

  111 Deer Meadow Rd, White Lake, NY 12786
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  /43

  $499,000

  $49K PRICE INCREASE

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  67 East Rd, Wurtsboro, NY 12790

  With approximately 150 feet of shoreline on scenic Division Pond and protected forever-wild views, this waterfront retreat offers a rare opportunity to own one of Wolf Lake Preserve's most picturesque properties.Nestled within the 1,900-acre Wolf Lake Preserve, this unique property combines the charm of a classic Catskills camp with the character of an Adirondack Great Camp-inspired retreat.

  Kathy Buchanan KW Hudson Valley United

  67 East Rd, Wurtsboro, NY 12790
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  /29

  $1,249,000

  • 17 Beds
  • 6 Baths
  • 10,926 Sq Ft

  2182 Old Route 17, Roscoe, NY 12776

  75 WOODED ACRES, TWO RESIDENCES & OVER 1,000 FEET ON THE BEAVER KILL.Introducing the River View Inn, an extraordinary 75-acre Catskills estate less than five minutes from the heart of Roscoe. Offering more than 1,000 feet of frontage along the legendary Beaverkill River, direct access to exceptional outdoor recreation, and two distinct residences, this remarkable property presents a rare

  Owen Boller Boller Properties

  2182 Old Route 17, Roscoe, NY 12776
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  /48

  $740,000

  $59K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 3,148 Sq Ft

  4 Rachel Ct, Bloomingburg, NY 12721

  Tucked away on a quiet cul-de-sac in the sought-after Winterton section of Bloomingburg, New York, 4 Rachel Court offers an exceptional blend of luxury, comfort, and convenience. This expansive 3,148 sq. ft. residence features 3 spacious bedrooms and 3 full baths, thoughtfully designed for both everyday living and upscale entertaining. At the heart of the home is a true chef’s kitchen, equipped

  June Cosgrove-Hays Howard Hanna Rand Realty

  4 Rachel Ct, Bloomingburg, NY 12721
• 

  

  /23

  $2,041,040

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  10 Red Rock Rd, Wawarsing, NY 12740

  Welcome to South Hill, a modern community with luxurious homes immersed in the Catskills. Located in Ulster County, South Hill is at the forefront of a new generation of Upstate homes. Designed by the award winning architects at Mapos, each home is inspired by the dynamic landscape of South Hill and has been crafted with the utmost attention to detail while allowing you a high degree of control

  Antonio Parrotta Coldwell Banker Village GreenN

  10 Red Rock Rd, Wawarsing, NY 12740
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  /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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  /29

  $579,000

  $46K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 265,716 Sq Ft

  340 Upper Pine Kill Rd, New York, NJ 12790

  Beautifully reimagined private retreat on more than six secluded acres in the southern Catskills. This thoughtfully updated home features an open floor plan, wide-plank hardwood floors, soaring ceilings, designer lighting and a custom kitchen with Bertazzoni appliances, granite island and custom cabinetry. Flexible first-floor bedroom or office, spacious loft, tranquil primary suite with balcony

  James Bean COLDWELL BANKER REALTY

  

  340 Upper Pine Kill Rd, New York, NJ 12790
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  /49

  $1,750,000

  • 3 Beds
  • 3.5 Baths
  • 3,108 Sq Ft

  704 Mountain Rd, Middletown, NY 10940

  At 1,070 feet atop the Shawangunk Ridge, the view is the first thing that gets you. A sweeping panorama of valleys, ridgelines, and endless sky that shifts by the hour and somehow never stops feeling dramatic. It’s the kind of setting that instantly slows your pulse.The approach sets the tone: steep dark gables, a gated entry, and a herringbone brick courtyard leading to double doors tucked

  Monica Schwerberg Compass Greater NY, LLC

  704 Mountain Rd, Middletown, NY 10940
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  /44

  $825,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,652 Sq Ft

  184 Mahls Pond Rd, Narrowsburg, NY 12764

  Set back from the road, this newly built home opens into volume and light: a great room where the ceiling climbs to 24 feet and the morning sun pours in through east-facing glass.Just a few minutes' walk away, something exciting is unfolding: thousands of acres of former Boy Scout camp land are being transferred to New York State for protection as a forest preserve, opening up miles of

  Erik Freeland Country House Realty Inc

  184 Mahls Pond Rd, Narrowsburg, NY 12764
• 

  

  /50

  $929,000

  $321K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,110 Sq Ft

  84 Mongaup Rd, Hurleyville, NY 12747

  **Turnkey Catskills Retreat & Proven Income-Producing Investment** Resort-style Catskills Lodge with large wraparound deck, covered outdoor kitchen, full outdoor bathroom, wetbar area, and large commercial-grade playground for lifelong memories and lots of fun to be had. Welcome to an exceptional opportunity to own a fully furnished, income-generating modern-rustic retreat in the heart of the

  Maxine Schulte The Maxx Group LLC

  84 Mongaup Rd, Hurleyville, NY 12747
• 

  

  /50

  $369,900

  $28K PRICE DROP

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

  4 Scarborough Cir, Rock Hill, NY 12775

  Welcome to your private Catskills retreat in the highly sought-after Emerald Green community! This beautifully renovated 3-bedroom, 1.5-bath corner home is perfectly situated within one of Sullivan County’s premier 1,400-acre lake communities, offering an exceptional blend of comfort, style, privacy, and year-round recreation. From the moment you arrive, you’ll appreciate the home’s inviting curb

  Susan Giordano Hudson Premium Realty

  4 Scarborough Cir, Rock Hill, NY 12775
• 

  

  /41

  $849,000

  $50K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,900 Sq Ft

  9 Curtis Rd, Eldred, NY 12732

  Brookside, a sprawling, down to the studs renovation, offers a peaceful turnkey experience less than two hours from New York City. An indoor sauna, wood stove, hot tub, outdoor shower, soothing creek and quiet seclusion are just a few of the amenities Brookside has to offer.A soaring cathedral ceiling oversees the main living area, which flows seamlessly from wood stove-anchored lounge to

  Megan Kinealy Country House Realty Inc

  9 Curtis Rd, Eldred, NY 12732
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  /33

  $725,000

  • 4 Beds
  • 4.5 Baths
  • 5,400 Sq Ft

  969 Hurd Rd, Swan Lake, NY 12783

  Spectacular contemporary log home in excellent condition. Three level home. Enter first level and enjoy the family room with full bar & game area and a lavatory and laundry room. Second level has four steps to Primary suite and sitting area. Primary suite has full bath with with jacuzzi, shower, and a fireplace. Chef kitchen and dining area (open concept), great room with stone fireplace, one

  Karen Rieber Sussman Rieber Realty Inc

  969 Hurd Rd, Swan Lake, NY 12783

Showing Results 81 - 119, Page 3 of 3