Highland, NY Homes for Sale

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  /12

  $94,900

  • Land
  • 7.68 Acres
  • $12,357 per Acre

  Lot 20.22 Woods Rd, Barryville, NY 12719

  Don't miss out on this beautiful, mostly level property that is lightly wooded. This property is part of York Lake Estates and has water rights to York Lake with a nice beach and also a nice lot to access the Delaware River that is just a short drive. A great place to build your dream home. Set on a quiet paved country road. Call today for your private tour.

  

  Dawn Curreri

  EAGLE VALLEY REALTY

  (845) 506-1376

  Lot 20.22 Woods Rd, Barryville, NY 12719
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  /32

  $429,900

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

  2 Bodine Lake Rd, Yulan, NY 12792

  Lakefront Retreat in Yulan, NY This isn’t just a home on the water — it’s a home designed to live in harmony with the lake itself. From the moment you arrive, you feel it: the quiet rhythm of the water, the way light reflects through the trees, and how every detail of the home is positioned to capture and celebrate those views. Step inside and the story unfolds. The living room, anchored by a

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 250-5767

  2 Bodine Lake Rd, Yulan, NY 12792
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  /2

  $92,000

  • Land
  • 11.13 Acres
  • $8,266 per Acre

  0 Eldred-Yulan Rd Unit KEY821502, Eldred, NY 12732

  Nicely wooded parcel just outside of the charming hamlet of Eldred with easy access to the Delaware River, Barryville and Narrowsburg. Included is deeded access to Bodine Lake just down the road. Great location between Eldred and Yulan.

  

  Rosemarie DeCristofaro

  Callicoon Real Estate LLC

  (845) 581-7597

  0 Eldred-Yulan Rd Unit KEY821502, Eldred, NY 12732
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  /11

  $59,900

  • Land
  • 6.09 Acres
  • $9,836 per Acre

  Lot 28 Summit Dr, Eldred, NY 12732

  This peaceful property is a nice corner parcel with a lot of road frontage that is mostly level and wooded. This is a great place to build your dream home with lake rights to Timber Lake Estates. Close to Eldred, Barryville and the Delaware River. Come take a look at this property before it's gone!

  

  Dawn Curreri

  EAGLE VALLEY REALTY

  (845) 409-0762

  Lot 28 Summit Dr, Eldred, NY 12732
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  /8

  $195,000

  • Land
  • 22.3 Acres
  • $8,744 per Acre

  0 Crawford Rd Unit KEY821449, Highland, NY 12528

  Beautiful wooded 22.3 acre parcel along quaint Crawford Road just outside of the charming Delaware river hamlet of Barryville. Close to Eldred, Yulan, Barryville, Narrowsburg and the Delaware River.

  

  Rosemarie DeCristofaro

  Callicoon Real Estate LLC

  (845) 681-6170

  0 Crawford Rd Unit KEY821449, Highland, NY 12528
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  /16

  $159,000

  • Land
  • 5.05 Acres
  • $31,485 per Acre

  Lot 1 Zane Grey Way, Highland, NY 12719

  Fantastic opportunity to own a prime, buildable property with access to beautiful York Lake. Located in the exclusive private community of York Lake Shores, York Lake is a pristine 103-acre, natural, non-motor boat, spring-fed lake that is only accessible to residents within the two communities that surround it. This lovely 5.05 acre lot is as close as one can be to the community’s lake access

  

  Edward Rabon

  Compass Greater NY, LLC

  (845) 448-8745

  Lot 1 Zane Grey Way, Highland, NY 12719
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  /28

  $1,149,900

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  125 Woods Rd, Barryville, NY 12719

  This Charming Chalet-Style Home On 152 Acres Offers Space And Tranquility. Inside, A Spacious Great Room With Soaring Ceilings, Many Windows, And Skylights Floods The Space With Natural Light. Features Include A Wood-Burning Fireplace, Dining Area, And Well-Equipped Kitchen. The Home Has 3 Bedrooms, A Loft, 2 Bathrooms, And A Finished Walk-Out Basement With A Family Room, Small Kitchen, Storage,

  

  Dawn Curreri

  EAGLE VALLEY REALTY

  (845) 254-0849

  125 Woods Rd, Barryville, NY 12719
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  /5

  $895,000

  • Land
  • 77.89 Acres
  • $11,491 per Acre

  Lot 11.1 State Route 55 and Mail Rd, Barryville, NY 12719

  Absolutely beautiful land, nearly 80 acres, in the heart of Barryville NY is now for Sale!!! Gorgeous property has frontage on 2 roads and is a nature enthusiasts paradise with hardwood and conifer trees with native shrubs and ferns. Use your imagination and create an amazing estate with mountain and Delaware River River Views or consider subdividing into multiple lots for a multi generational

  

  Donna Geba

  Century 21 Geba Realty

  (845) 273-3815

  Lot 11.1 State Route 55 and Mail Rd, Barryville, NY 12719
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  /18

  $149,000

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  250 County Road 21, Barryville, NY 12719

  Home Sweet Home can describe this comfortable manufactured home tucked away on 3/4 of an acre this home features a spacious living room, eat in kitchen with wood cabinets, laundry closet, 3 bedrooms and 2 bathrooms. A great location in between Yulan and Barryville NY close to area amenities including farmers markets, library, the Delaware river for recreation, grocery store, schools and so much

  

  Donna Geba

  Century 21 Geba Realty

  (845) 203-6740

  250 County Road 21, Barryville, NY 12719
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  /12

  $549,000

  • 1 Bed
  • 1,296 Sq Ft

  8 River Rd, Barryville, NY 12719

  Amazing property! Includes 4 lots totaling nearly 4 acres with gorgeous Delaware River Frontage located in the heart of Barryville NY. The original Old homes and garage were in disrepair and removed from the property leaving one building and beautiful cleared land with well and septic's ready for your imagination and design of your own complex in Sullivan County NY! Close to Port Jervis commuter

  

  Donna Geba

  Century 21 Geba Realty

  (845) 379-2857

  8 River Rd, Barryville, NY 12719
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  /18

  $59,900

  • Land
  • 6.09 Acres
  • $9,836 per Acre

  Lot 28 Summit Dr, Highland, NY 12792

  Beautiful 6+/- acres in gated community! This peaceful property is a nice corner parcel with a lot of road frontage that is mostly level and wooded. This is a great place to build your dream home with lake rights to Timber Lake Estates. Close to Eldred, Barryville and the Delaware River. Come take a look at this property before it's gone!

  

  Dawn Curreri

  Eagle Valley Realty

  (845) 412-9934

  Lot 28 Summit Dr, Highland, NY 12792
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  /47

  $549,900

  • Land
  • 86.81 Acres
  • $6,335 per Acre

  000 Smith Hughes Rd, Narrowsburg, NY 12764

  This rare opportunity awaits your vision. This +/-86.81-acre property has been a hunting and recreation paradise for the previous owner for years and is now being offered for sale for you to take it to the next level. Nestled in the heart of the Sullivan Catskills, this property is located on the border of the township of Highland, just minutes from Barryville, Eldred, and the Delaware River.

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  000 Smith Hughes Rd, Narrowsburg, NY 12764
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  /24

  $355,000

  • 4 Beds
  • 2.5 Baths
  • 2,736 Sq Ft

  107 Eldred Yulan Rd, Eldred, NY 12732

  Welcome to this spacious country home on 4 acres offering over 2700 square feet of living space, perfect for entertaining! This wonderful country home features LR w/ stone fireplace, Den w/ stone fireplace, spacious country kitchen w/ all stainless-steel appliances, large pantry & laundry closet, cozy DR, HUGE family room w/ woodstove & 1/2 bath on main level. Upstairs offers the primary bedroom

  Jill Barnes Cabins & Canoes Real Estate

  107 Eldred Yulan Rd, Eldred, NY 12732
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  /37

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  16 Fairway Dr, Highland Lake, NY 12743

  Retro Lakefront Charm with Stunning Views – A Hidden Gem Just Two Hours from NYC. Step back into the classic charm of the 1960s with this inviting 3-bedroom, 2-bath lakefront home nestled in a beloved community where generations of families have made lasting memories. Located on a pristine glacier lake, this home offers year-round beauty and recreation—from kayaking and sailing to fishing and

  Dawn Payne Payne Team LLC

  16 Fairway Dr, Highland Lake, NY 12743
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  /50

  $449,900

  • 4 Beds
  • 3 Baths
  • 3,194 Sq Ft

  66 Highland Lake Rd, Eldred, NY 12732

  Stunning Colonial 4 Bedroom Farmhouse Retreat in the Heart of the Catskills ,on over 1 acre of private landscape, this house offers a serene escape for seeking comfort and lifestyle. Key Features: Open floor plan with vaulted ceilings, with two fireplaces (gas and wood), skylights in the living and kitchen area. 3 full bathrooms, jacuzzi tub, cathedral master ceiling, spacious dining area

  Michael Friedmann eRealty Advisors, Inc

  66 Highland Lake 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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  /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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  /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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  /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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  /22

  $249,000

  • 3 Beds
  • 1.5 Baths
  • 1,689 Sq Ft

  65 Eldred Yulan Rd, Eldred, NY 12732

  A Little Work, A Lot of Wonder!! Cape Cod Retreat with a Pond!Your Peaceful Catskills Getaway Awaits.Just two hours from New York City and 15 minutes to the Metro-North train, this charming Cape Cod offers the perfect blend of country tranquility and small town charm. Set on 2.17 picturesque acres, this property invites you to slow down, breathe deep, and truly enjoy life in the

  Gibson McKean Payne Team LLC

  65 Eldred Yulan Rd, Eldred, NY 12732
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  /4

  $249,900

  • 1,312 Sq Ft

  143 State Route 55, Barryville, NY 12719

  Located in the Town of Highland, this approximately 3-acre property offers a unique opportunity for redevelopment or investment. The site includes two bungalow-style homes in need of remediation and carries a multi-family 280 State Use within the R-1 zoning district (buyer to verify all permitted uses). Conveniently situated near public access to the Delaware River, as well as local shopping,

  Mary Jones Rural Connection Inc.

  143 State Route 55, Barryville, NY 12719
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  /26

  $325,000

  • 3 Beds
  • 2 Baths
  • 2,162 Sq Ft

  112 Eldred Yulan Rd, Eldred, NY 12732

  BEAUTIFUL COLONIAL IN ELDRED NY - Welcome to this lovely home awaiting the next owner to make it their own. The large main living area offers many options with its open floor plan, beautiful hardwood flooring, and a fireplace for cozy evenings around the fire. The home is set on a beautiful quiet lot bordered with mature trees and perennials. The garage has a brand new roof and can also be used

  Caroline Akt Caroline Akt Realty LLC

  112 Eldred Yulan Rd, Eldred, NY 12732
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  /2

  $29,000

  • Land
  • 0.79 Acre
  • $36,709 per Acre

  0 Hartung Rd Unit H6242040, Highland, NY 12732

  Fantastic level lot. Minutes walk to Sand Beach. Close to lots of great local restaurants, Bethel Woods performing arts center and the Delaware river.

  Dawn Payne Payne Team LLC

  0 Hartung Rd Unit H6242040, Highland, NY 12732
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  /5

  $59,000

  • Land
  • 6.06 Acres
  • $9,736 per Acre

  Lot 45 Split Rock Dr, Highland, NY 12719

  Escape to total privacy on this peaceful 6.06-acre parcel in a desirable private community. Surrounded by nature, with pond views, this secluded lot offers the perfect setting for your dream getaway or year-round retreat. Tucked away in the heart of the Catskills, you’ll enjoy unmatched tranquility with easy access to local hiking, lakes, and charming towns. Build your vision where serenity meets

  Dawn Payne Payne Team LLC

  Lot 45 Split Rock Dr, Highland, NY 12719
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  /10

  $39,900

  • Land
  • 2.82 Acres
  • $14,149 per Acre

  Lot 57.1 Barryville - Yulan Rd, Barryville, NY 12719

  Looking for a spot to build your dream home, look no further! This nice mostly level property is wooded with some open space. There is 288' of road frontage and the property is approximately 400' deep. Located close to the towns of Barryville and Yulan. Close to the Delaware River. Land is selling quickly, so schedule your appointment today! Additional Information: SoilType:Unknown,

  Brankica Curreri Eagle Valley Realty

  Lot 57.1 Barryville - Yulan Rd, Barryville, NY 12719
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  /34

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  140 Highland Lake Rd, Highland Lake, NY 12743

  Lake Rights to Highland Lake ! Extra lot included in sale. Cute home with two Bedrooms and two Full baths, nice sized living room, dining area, kitchen, good sized landing upstairs that could be used for office area, enclosed sun room, black topped driveway on a nice sized lot. ( home sits on 3/4 acre and extra lot on left of home is 1/3 acre, for a Total of 1.10 acres.) Quiet area. Lake access

  Lorraine Smith Century 21 Geba Realty

  140 Highland Lake Rd, Highland Lake, NY 12743
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  /14

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,164 Sq Ft

  50 Park Rd, Yulan, NY 12792

  Creekside Comfort in Yulan, NY. Welcome to 50 Park Road, a warm and inviting 3-bedroom, 2-bath home set along the peaceful banks of Beaver Brook Creek in the heart of Yulan. This property blends everyday comfort with a tranquil, nature-forward setting—perfect as a full-time residence, weekend escape, or investment retreat. This sale includes lots 11. 12 and 13 for a total of just under 1 acre

  Nick Ralph Nestquest Direct LLC

  50 Park Rd, Yulan, NY 12792
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  /8

  $148,000

  • Land
  • 5.56 Acres
  • $26,619 per Acre

  0 Black Bear Ct, Highland, NY 12719

  Yess! Your Dreams Have Been Answered...This Rare Lot..Privacy/5+ Acres/ 40' Pond/ Silence/ 7 Min To Barryville/ 10 Minutes To EldredReady For You.. To Build YOUR Future Retreat!! Yes, Moss Covered Rocks And A Gentle Slope Allowing For A Walk Out Lower Level. Gorgeous Trees Tuck You Into Your Private Serenity. It All Begins With Your Land and Then Your Dream Home Can Be Designed To Nestle

  Debbie Jagel Cabins & Canoes Real Estate

  0 Black Bear Ct, Highland, NY 12719
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  /26

  $225,000

  • 2 Beds
  • 1 Bath
  • 804 Sq Ft

  220 County Road 21, Barryville, NY 12719

  Wow—this is a find!Move right into this beautiful 2-bedroom ranch set on a .86-acre property. Featuring a new kitchen with quartz counters and new stainless appliances, gleaming hardwood floors, and a newly tiled bathroom, this home also offers a semi-finished basement with laminate flooring. The layout feels spacious and open, making it perfect for entertaining both indoors and out.

  Naomi Streicher Q Home Sales

  220 County Road 21, Barryville, NY 12719
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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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  /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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  /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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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /14

  $450,000

  • Land
  • 7.47 Acres
  • $60,241 per Acre

  0 York Lake Estates Rd Unit KEY949942, Highland, NY 12719

  This rare, southern-exposure lakefront property offers the ultimate canvas for your dream home, tucked within a private gated community. Spanning over 7.47 extraordinary acres along the shores of a pristine glacial lake, this secluded retreat is designed for those who value privacy, nature, and understated luxury. Mornings begin with mist rising off the water, eagles circling overhead, and a

  Dawn Payne Payne Team LLC

  0 York Lake Estates Rd Unit KEY949942, Highland, NY 12719

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