Highland Lake, NY Homes for Sale

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  /43

  $550,000

  • 4 Beds
  • 3 Baths
  • 3,152 Sq Ft

  2 May Place, Glen Spey, NY 12737

  Lakefront Beautifully Maintained Brick Home with Pond! This charming brick home blends timeless character with modern comforts, set on a picturesque property with its own private pond. Inside, the main level features a spacious kitchen with granite countertops and stainless steel appliances, a living room, dining room, with wood stove, and four bedrooms with hardwood floors. Upstairs, a finished

  Dawn Payne Payne Team LLC

  2 May Place, Glen Spey, NY 12737
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  /28

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,676 Sq Ft

  27 Airport Rd, Eldred, NY 12732

  Welcome Home to this charming country Cape! This great home offers LR, sunny kitchen w/ appliances & large farm sink, DR, den, bedroom, full bath & a huge bonus room on the main level. Upstairs are 2 large bedrooms & a new/updated full bath. This home offers a brand-new septic tank installed in December 2025, full walkout basement with laundry hookups and storage space, covered front porch,

  Jill Barnes Cabins & Canoes Real Estate

  27 Airport Rd, Eldred, NY 12732
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  /39

  $530,000

  • 3 Beds
  • 1 Bath
  • 1,808 Sq Ft

  90 Hillside Rd, Barryville, NY 12719

  A storybook stream front retreat on nearly 17 acres of complete privacy, this enchanting three-bedroom, one-bath home offers a serene escape surrounded by nature. A long, winding driveway leads to a charming residence with a detached two-car garage and a swing set, tucked into lush woods with a gentle stream meandering through the property. This property has a picturesque, storybook backdrop,

  Kristen Payne Payne Team LLC

  90 Hillside Rd, Barryville, NY 12719
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  /2

  $47,500

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  34 Highland Lake Rd, Eldred, NY 12732

  Located in the highly sought-after town of Highland this property presents a rare and exciting investment opportunity. Situated in the heart of the Hudson Valley, the area is known for its scenic beauty, outdoor recreation, and proximity to New York City. The property features a worn-down mobile home and an expansive plot of land, offering endless potential for development or renovation. The true

  Christina Narine Narine Realty Corporation

  34 Highland Lake Rd, Eldred, NY 12732
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  /20

  $309,900

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  988 County Route 31, Glen Spey, NY 12737

  This lovely country home could be your escape from the city or a great starter home. Features include an open living/dining area, woodstove, large party deck, three bedrooms, hardwood floors, and two baths. Appliances are new. Full basement with one car garage and storage shed. Property is 1.33 acres of lawn and mature forest, with most of the lawn fenced for children or pets. Located close to

  Gibson Mc Kean Gibson E McKean Inc

  988 County Route 31, Glen Spey, NY 12737
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  /48

  $625,000

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

  26 Summit Dr, Eldred, NY 12732

  New Raised Ranch located in the beautiful Timber Lake Estates Community in Yulan, NY ! Offering Over 2000 Square Feet of livable space, a spacious living room with lots of light & sunshine! 3 bedrooms, 3 baths, dining room & gorgeous kitchen! Lower level has a heated garage with 2 zone radiant floor heating, and builders finished it for extra family room or bedroom. New build offers your own

  Gabor Dezso Century 21 Geba Realty

  26 Summit Dr, Eldred, NY 12732
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  /38

  $515,000

  • 3 Beds
  • 2.5 Baths
  • 1,616 Sq Ft

  5 Summit Dr, Yulan, NY 12792

  Nestled on a spacious 6+ acre wooded lot in one of Sullivan County's most beautiful private lake communities, this updated single-level home offers rare privacy and seclusion, with easy access to the Delaware River, Bethel Woods, hiking trails, Barryville Farmer's Market, and a growing roster of restaurants and galleries.The large, open living room features a wood-burning stove, beadboard

  Myra Rappoport Payne Team LLC

  5 Summit Dr, Yulan, NY 12792
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  /8

  $250,000

  • Land
  • 19.92 Acres
  • $12,550 per Acre

  0 Loch Ada Rd Unit KEY945905, Glen Spey, NY 12737

  Nestled in nature amidst bucolic country roads and fern-lined forests your retreat site awaits. An assemblage of 3 parcels totaling 19.92 acres there's endless opportunity to bring your vision to life. Whether full time or part time, the area offers solace from the city and celebrates outdoor activities like rafting down the nearby Delaware River, fly fishing and hiking the trails less traveled.

  Lisa Mulcahy Ellis Sotheby's Intl Realty

  0 Loch Ada Rd Unit KEY945905, Glen Spey, NY 12737
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  /36

  $989,000

  • 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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  /8

  $399,000

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft

  126 Barryville - Yulan Rd, Barryville, NY 12719

  A private log home escape! Handcrafted from the land itself. Set on 49.33 pristine acres in the Catskills, this unique cabin was built by the original owner using timber harvested directly from the property, creating a truly one-of-a-kind retreat rich in character and setting. Offering peace, privacy, and natural beauty, the home is ready for a full transformation and will require substantial

  Dawn Payne Payne Team LLC

  126 Barryville - Yulan Rd, Barryville, NY 12719
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  /37

  $589,000

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

  608 High Rd, Glen Spey, NY 12737

  OWNER FINANCING TO WELL QUALIFIED BUYERS - Step into history with this truly distinctive property—"The Bel Air Lodge." Originally constructed in 1898, this remarkable home served as the Gatehouse/Lodge to the grand Bel Air Mansion in the heart of Glen Spey, NY. Thought to be designed by world-renowned architect Henry Janeway Hardenbergh—famed for iconic NYC landmarks such as The Dakota, The

  Caroline Akt Caroline Akt Realty LLC

  608 High Rd, Glen Spey, NY 12737
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  /38

  $380,000

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

  160 Yulan Barryville Rd, Barryville, NY 12719

  AN OASIS AMONG THE PINES will be yours with this lovely contemporary home snuggled between the northern reaches of the Poconos and the southern Catskills. The property is well-kept, and provides plenty of privacy for those who seek it. With a warm, log exterior, the home features a spacious floor plan with the primary bedroom, a primary bathroom (w/ Jacuzzi tub) and a large bonus room (which can

  Todd Jennings Keller Williams Realty

  160 Yulan Barryville Rd, Barryville, NY 12719
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  /2

  $15,000

  • Land
  • 0.5 Acre
  • $30,000 per Acre

  Lot 20 Park Ln, Highland, NY 12792

  Quiet/wooded lot .5 acre parcel offers a peaceful setting surrounded by nature on a quiet road. Located minutes from the Delaware River. If you've been thinking of investing in land in the Catskills, this is a great opportunity!

  Kristen Payne Payne Team LLC

  Lot 20 Park Ln, Highland, NY 12792
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  /14

  $295,000

  • 4 Beds
  • 1.5 Baths
  • 1,458 Sq Ft

  7 Highland Lake Rd, Eldred, NY 12732

  2 Story Brook front Home. Home features kitchen with build-ins, living room with wood wall feature and bay windows original staircase, dining room with bay window, sunroom with French doors, 4 bedrooms, and 1 full bath. Original hardwood floors and plenty of nature light. Outside you have the blabbling brook with nature swimming hole to enjoy and you can plant your favorite flowers in your many

  Gibson Mc Kean Gibson E McKean Inc

  7 Highland Lake Rd, Eldred, NY 12732
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  /33

  $429,000

  • 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 Keller Williams Hudson Valley

  943 State Route 55, Eldred, NY 12732
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  /45

  $2,300,000

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

  286 Lakeview Drive Rd, Highland Lake, NY 12743

  5,140 sqft (not including 2,000 sqft walk-out) | 7 Bedrooms | 4.5 Bathrooms | Built in 2021 | 3.27 Acres Welcome to your dream home on Highland Lake, 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, 19 miles to Woodloch Spa, 2 miles

  John Dunn Christine Dunn

  286 Lakeview Drive Rd, Highland Lake, NY 12743
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  /24

  $125,000

  • 1 Bath
  • 324 Sq Ft

  20 Airport Rd, Eldred, NY 12732

  Charming 1940s Catskills Cottage - Your Perfect EscapeEver dreamed of owning a tiny home or studio retreat in the Catskills? This charming 1940s cottage is exactly what you've been searching for. Nestled on a beautiful .69-acre wooded stream-front property, this cozy bungalow offers simple living at its finest. NEW ROOF as of 07/03/25. Inside to be cleaned and painted.The Property:*

  Steven Beeson Diane C. Butler

  20 Airport Rd, Eldred, NY 12732
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  /3

  $150,000

  • Land
  • 6.7 Acres
  • $22,388 per Acre

  0 Highland Lake Rd Unit KEY868497, Highland, NY 12732

  Located just outside of the charming hamlet of Eldred, this wooded parcel provides access to the spectacular Halfway Brook with rushing waters and waterfall along the rear property line. This area of the Hudson Valley provides easy access to the Delaware River for fishing, rafting & canoeing. It also provides plenty of opportunities for outdoor recreation, camping and hunting. It's a hop, skip

  Theresa Powers Keller Williams Realty

  0 Highland Lake Rd Unit KEY868497, Highland, NY 12732
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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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  /34

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft

  111 Mail Rd, Barryville, NY 12719

  SOLID BRICK RANCH SET ON 62+ PRIVATE AND TRANQUIL ACRES IN BARRYVILLE, NY - Welcome to this well loved home and property that has served the owners well for decades. When homesteading was a necessity, this property was set up to be maximized for this use and farming was a way of life. The fields up until recently, have been used for hay, growing produce in this sunny and vibrant location. The

  Caroline Akt Caroline Akt Realty LLC

  111 Mail Rd, Barryville, NY 12719
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  /19

  $340,000

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

  328 Lake View Dr, Highland Lake, NY 12743

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

  Owen Boller Boller Properties

  328 Lake View Dr, Highland Lake, NY 12743
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  /27

  $189,900

  • 2 Beds
  • 1 Bath
  • 1,149 Sq Ft

  76 Park Ln, Yulan, NY 12792

  Set back off the road on a lovely 1.7+/- acres, this terrific remodeling opportunity is priced to sell! Tucked in a wooded setting allows for coveted privacy all year long, and the pretty backyard makes it worth the investment. Ranch home offers 2 bedrooms and a large, heated sunroom which is perfect for extended living space. Open plan kitchen/ living room offers enormous potential for easy

  Carol Malek Malek Properties

  76 Park Ln, Yulan, NY 12792

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