Highland Lake, NY Homes for Sale

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  /18

  $850,000

  • 2 Beds
  • 1 Bath
  • 2,948 Sq Ft

  4 Tow Path Rd, Barryville, NY 12719

  RIVERFRONT HOME AND A SEPARATE BUILDING PARCEL IN BARRYVILLE NY - A UNIQUE OPPORTUNITY TO OWN TWO PROPERTIES IN A RESIDENTIAL/COMMERCIAL ZONE NESTLED ON THE SPECTACULAR DELAWARE RIVER - Located in a vibrant hamlet on State Route 97, a stunning scenic by-way that many drive year round for it’s exceptional natural beauty, eagle watching, incredible fishing, rafting and swimming. The home has a

  Caroline Akt Caroline Akt Realty LLC

  4 Tow Path Rd, Barryville, NY 12719
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  /48

  $699,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft

  21 Crawford Rd, Eldred, NY 12732

  Builder Is Ready to Make a Deal... Let’s Talk! Escape the city and discover a refined take on country living with this brand new 3-bedroom, 2-bath brook front retreat, privately set among winding woodland and natural beauty. Built by a highly respected local craftsman known for exceptional quality, timeless design, and meticulous attention to detail, this home offers a seamless blend of modern

  Dawn Payne Payne Team LLC

  21 Crawford Rd, Eldred, NY 12732
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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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  /2

  $399,000

  • Land
  • 3.9 Acres
  • $102,308 per Acre

  0 Hartung Rd, Eldred, NY 12743

  Your lakefront escape awaits! Nestled on 3.90 acres along a beautiful motorboat lake, this property offers the perfect blend of tranquility, recreation, and convenience. Spend your days boating, fishing, swimming, or jet skiing right from your own waterfront retreat, all while being just two hours from New York City and only 20 minutes to Metro-North train service for an easy getaway or commute.

  Dawn Payne Payne Team LLC

  0 Hartung Rd, Eldred, NY 12743
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  /20

  $340,000

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

  328 Lakeview Drive Rd, Highland Lake, NY 12743

  Welcome to Dogwood Lake House, a charming 20th-century Colonial Revival with deeded lake access on Highland Lake. Tucked under a canopy of ornamental dogwoods and hydrangeas, this cozy four bedroom home overlooks Highland Lake, and features lake views from almost every window. At the heart of the home, a striking wood-burning fireplace anchors the living room, surrounded by wood paneling,

  Owen Boller Boller Properties

  328 Lakeview Drive Rd, Highland Lake, NY 12743
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  /27

  $399,000

  $26K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft

  488 Black Forest Rd, Glen Spey, NY 12737

  This charming European-style chalet comes with an impressive backyard. The Black Forest Club is a private community ideal for the outdoor enthusiast, offering 1100 acres of private hiking trails, stunning waterfalls, hidden swimming holes, abundant fishing and waterfront access to the Delaware River. Sitting pretty on a hillside, the home overlooks the Mill Brook and surrounding forest. The main

  Megan Kinealy Country House Realty Inc

  488 Black Forest Rd, Glen Spey, NY 12737
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  /47

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  89 Beaver Brook Rd, Narrowsburg, NY 12764

  Unique opportunity to own a live/work property on two separate lots totaling nearly 2 acres, offered together. A-frame (swiss chalet) contemporary home features vaulted ceilings, fire place, wood burning stove, 3 bedrooms, 2.5 baths, 2,088 square feet living space.The adjoining commercial lot includes a two-bay garage with lifts, and radiant heat run by water baseboards via home heating oil.

  Jennifer Townsend Iron Valley RE Tri-State

  89 Beaver Brook Rd, Narrowsburg, NY 12764
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  /50

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  91 Airport Rd, Eldred, NY 12732

  Welcome to your own private Catskills retreat. Tucked away among towering trees and surrounded by nature, this beautiful log home offers the perfect blend of rustic charm, comfort, and privacy. Set on 4.71 acres with exclusive lake rights to Washington Lake, this is where peaceful mornings, star-filled nights, and unforgettable memories begin. Inside, you'll find 3 spacious bedrooms, 2 full

  Dawn Payne PAYNE TEAM LLC

  91 Airport Rd, Eldred, NY 12732
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  /28

  $399,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  943 State Route 55, Eldred, NY 12732

  3 Acres * Stunning Newly Renovated homeCompletely, totally, and newly renovated (2025) home featuring a spacious open-concept floor plan, the home boasts 4 generous bedrooms and 2 beautifully updated full bathrooms. Offering updated interior throughout, including new appliances, beautiful floors, and new windows with Minisplits.Conveniently located on Route 55 in Eldred, close to Bethel

  Pamela Henning KW Hudson Valley United

  943 State Route 55, Eldred, NY 12732
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  /9

  $70,000

  $9K PRICE DROP

  • Land
  • 5.1 Acres
  • $13,725 per Acre

  0 Upper Lumber Rd Unit KEY977700, Lumberland, NY 12737

  IMPROVED FIVE ACRE BUILDING LOT LOCATED IN A 2000 ACRE PRIVATE CLUB IN GLEN SPEY, NY - Welcome to The Black Forest Colony, a unique gated community that is a hidden gem just a short drive from NYC. Once a private preserve that was owned by the CEO of Singer Sewing Machine & Co, where just outside they had their grand summer mansions. While not your typical HOA that's amenity driven and busy,

  Caroline Akt Caroline Akt Realty LLC

  0 Upper Lumber Rd Unit KEY977700, Lumberland, NY 12737
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  /43

  $1,775,000

  $325K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 5,140 Sq Ft

  286 Lakeview Drive Rd, Highland Lake, NY 12743

  5,140 sqft (plus 2000 sqft walk-out) | 7 Bedrooms | 4.5 Bathrooms | Built in 2021 | 3.27 Acres Welcome to your dream home on Highland Lake,less than 2 hours to NYC, located 5.7 miles from the acclaimed Eldred Preserve Restaurant and Resort, 16 miles to the Bethel Woods Center for the Arts, 21 miles to Catskills Resorts Casino and Hotel, three miles to Barryville Farmers Market, River adventures,

  John Dunn Christine Dunn

  286 Lakeview Drive Rd, Highland Lake, NY 12743
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  /37

  $599,000

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  1431 Forestburgh Rd, Glen Spey, NY 12737

  Welcome to your private Hudson Valley retreat! Backyard BBQs, Pool Days & Endless Summer Memories! Nestled on 3.63 picturesque acres, this beautifully maintained 4-bedroom, 2.5-bath home offers approximately 2,240 square feet of thoughtfully designed living space, combining timeless country charm with modern comforts.A stunning open foyer welcomes you into this inviting home, featuring

  Dawn Payne Payne Team LLC

  1431 Forestburgh Rd, Glen Spey, NY 12737
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  /36

  $699,000

  New Construction $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  41 Upper Lumber Rd, Glen Spey, NY 12737

  BRAND NEW LOG HOME SET ON A FIVE ACRE LOT IN A 2000 ACRE PRIVATE/GATED CLUB IN GLEN SPEY, NY - Welcome to this beautifully done log home where the owner spared no expense. The entry features stately stone piers with lighting, an ornate electric gate operated by a remote and a newly blacktopped driveway. Once at the top you'll find large parking areas that have been lined with pavers that flow

  Caroline Akt Caroline Akt Realty LLC

  41 Upper Lumber Rd, Glen Spey, NY 12737
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  /18

  $895,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  129 Hallock Rd, Barryville, NY 12719

  A one-of-a-kind hand-built home has come to market in charming Barryville NY with spectacular views of the Delaware River and the Poconos from its perch high in the Catskills. Affectionately known as "The Hippie House", 129 Hallock Road in Barryville NY is a boho chic chalet-style house with detached workshop/artist's studio surrounded by 13 acres of wooded land, blue sky, south-facing endless

  Jeff Gardner Corcoran MH, LLC

  129 Hallock Rd, Barryville, NY 12719
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  /8

  $450,000

  • Land
  • 2.04 Acres
  • $220,588 per Acre

  0 Lake View Dr Unit KEY857198, Highland, NY 12743

  Discover your dream retreat on this stunning lakefront vacant land located on Highland Lake, one of Sullivan County's premier motorboat lakes. With an established driveway and dock already in place, this property offers easy access to endless recreational opportunities, from fishing to boating to everything in between. Imagine building your perfect getaway, surrounded by breathtaking views and

  Dawn Payne Payne Team LLC

  0 Lake View Dr Unit KEY857198, Highland, NY 12743
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  /43

  $775,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  76 Timber Lake Dr, Eldred, NY 12732

  Another Catskill Farms beauty. In addition to a private lot and a gorgeous house, this parcel has rights to Timberlake, a spring-fed fresh water lake. Set within the tranquility of Timber Lake Estates, this barn-style home with vaulted ceilings and lots of big windows promises a rare opportunity to own new construction in a highly desirable setting. Sited on five plus private wooded acres with

  Chuck Petersheim Lazy Meadows Realty

  76 Timber Lake Dr, Eldred, NY 12732
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  /45

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  142 Split Rock Rd, Barryville, NY 12719

  Move right into this beautifully renovated colonial tucked away at the end of the road, offering privacy, peace, and a setting that feels a world away. Set on a serene 5.65-acre lot, 142 Split Rock Drive is a spacious 2006-built home with 2,240 square feet, featuring four bedrooms and two and a half bathrooms. Thoughtful recent updates include new flooring throughout, a renovated bathroom, and a

  Alan Wieder Catskills Home Services

  142 Split Rock Rd, Barryville, NY 12719
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  /22

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  35 Oneida Trail, Glen Spey, NY 12737

  Rustic Charm with Lake Access & Convenience!Welcome to this warm and inviting 3 bedroom, 2 bath home showcasing rich woodwork, hardwood floors, and plenty of windows that bring the outdoors in. The kitchen is a true centerpiece, featuring custom countertops, a double copper sink, stainless steel appliances, a gas/propane stove for cooking, and vaulted ceilings. Relax in the living room by the

  Dawn Payne Payne Team LLC

  35 Oneida Trail, Glen Spey, NY 12737
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  /31

  $359,000

  $40K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,636 Sq Ft

  568 High Rd, Glen Spey, NY 12737

  This beautiful country home invites you to slow down, breathe deeply, and reconnect with the quiet magic of nature. Modern upgrades, major vibes, and endless charm await in the serene and storied hamlet of Glen Spey, NY. This beautifully maintained 2,600 sq ft home offers the perfect blend of rustic warmth and modern comfort. Set on a peaceful 2-acre parcel backed by solid bluestone bedrock, this

  Dawn Payne Payne Team LLC

  568 High Rd, Glen Spey, NY 12737
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  /16

  $1,900,000

  $600K PRICE INCREASE

  • Land
  • 162.75 Acres
  • $11,674 per Acre

  0 State Route 55, Barryville, NY 12719

  # 1 LOCATIOM LOCATION DELAWARE RIVER ON YOUR WAY UP TO THE PROPERTY VOTED ONE OF THE MOST SCENIC RIVERS IN THE UNITED STATES.# 2 ACRES 162.75 there are not many large parcels this size left.CONTRACTORS TAKE A LOOK. # 3 Barryville is right on the Delaware River. # 4 hundreds of rafters float the river each week in the Sommer and fall. many camp sites and restaurants dot the travel route 97 along

  John Melchior Howard Hanna Rand Realty

  0 State Route 55, Barryville, NY 12719
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  /15

  $175,000

  • Land
  • 5.84 Acres
  • $29,966 per Acre

  0 Crawford Rd Unit KEY983986, Highland, NY 12528

  Escape to the peace and beauty of the Sullivan County Catskills with this lovely 5.8-acre parcel on Crawford Rd in the Town of Highland. Partially cleared and very private, this property offers the perfect setting to build your dream home in the country. Imagine relaxing on your future front porch or back deck while watching eagles soar overhead, enjoying star-filled skies, and taking in the

  Dominick Tufano RE/MAX Benchmark Realty Group

  0 Crawford Rd Unit KEY983986, Highland, NY 12528
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  /40

  $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 sunny

  Megan Kinealy Country House Realty Inc

  9 Curtis Rd, Eldred, NY 12732

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