Highland Lake, NY Homes for Sale

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  /2

  $47,500

  • Land
  • 0.65 Acre
  • $73,077 per Acre

  32 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 cottage and an expansive plot of land, offering endless potential for development or renovation. The true

  Christina Narine Narine Realty Corporation

  32 Highland Lake Rd, Eldred, NY 12732
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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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  /39

  $515,000

  • 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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  /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. Fully insulated with R21

  Gabor Dezso Century 21 Geba Realty

  26 Summit Dr, Eldred, NY 12732
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  /19

  $99,000

  • 2 Beds
  • 1.5 Baths
  • 1,412 Sq Ft

  1131 County Route 31, Glen Spey, NY 12737

  CALLING ALL INVESTORS, HANDYMEN and First Time or Seasoned Homeowners!!! This is your Opportunity to be able to pick up a Fixer-Upper for a Great Price! The Owners have just installed a New Well Pump 5/25, new toilet, kitchen faucet and the Electric! This home is not move in ready yet and the is the main reason why the price is so low. To the trained eye and right investor, this project could

  Dennis Short Krumpfer Realty Group, LLC

  1131 County Route 31, Glen Spey, NY 12737
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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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  $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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  /37

  $549,000

  • 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

  $375,000

  • 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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  /37

  $399,900

  • 2 Beds
  • 1 Bath
  • 1,033 Sq Ft

  136 Yulan Barryville Rd, Barryville, NY 12719

  Welcome to 136 Yulan Barryville Road—a 10-acre sanctuary tucked in the scenic hamlet of Barryville, where natural beauty, small-town charm, and Catskill serenity meet. Whether you're looking for a peaceful primary residence, a weekend escape, or an income-generating short-term rental, this updated cabin checks every box.As you approach, a long private driveway leads you across a babbling

  Amanda Brehm Keller Williams Hudson Valley

  136 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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  /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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  /32

  $575,000

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  224 Upper Lumber Rd, Glen Spey, NY 12737

  A sleek, modern escape awaits in the beautiful sanctuary of the Black Forest community in Glen Spey, NY. Peacefully situated on a bluff above Mill Brook Creek, this recently-built-lightly-used homestead offers a turnkey retreat with room to grow. The striking black exterior houses a light and bright living space. Entering through the first floor foyer, you’ll find a guest bedroom and half bath

  Megan Kinealy Country House Realty Inc

  224 Upper Lumber Rd, Glen Spey, NY 12737
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  /9

  $79,000

  • Land
  • 5.1 Acres
  • $15,490 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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  /45

  $2,175,000

  • 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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