2,362

Highland, NY Homes

Section Image Section Image
  • /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.

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 681-6170

    0 Crawford Rd Unit KEY821449, Highland, NY 12528
  • /15

    $2,600 per month

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • House for Rent

    132 Proctor Rd, Eldred, NY 12732

    This charming three-bedroom, one-and-a-half-bath ranch offers comfortable living in a peaceful, private setting. Nestled on 1.97 scenic acres, the home provides the perfect balance of open space and everyday convenience.Inside, you’ll find a bright and inviting living room that flows seamlessly into a dedicated dining area—ideal for enjoying meals or entertaining guests. The kitchen offers

    Agent Photo

    Catherine Eichner

    Eichner Realty Group Inc.

    (845) 593-8882

    132 Proctor Rd, Eldred, NY 12732
  • 3385 New York 97, Barryville, NY 12719

    $625,000 Sold Feb 28, 2025

    3385 New York 97, Barryville, NY 12719

    • 2 Beds
    • 1.5 Baths
    • 4,400 Sq Ft
    • Built 1940

    Last Sold Summary

    • 26% Below List Price
    • $142/SF
    • 175 Days On Market

    Last Listing Agent Owen Boller Boller Properties

    3385 New York 97, Barryville, NY 12719
    • 169 Painted Horse Path, Barryville, NY 12719

      Est $697,255 Not Listed For Sale

      169 Painted Horse Path, Barryville, NY 12719

      • 3 Beds
      • 2.5 Baths
      • 2,022 Sq Ft
      • Built 2003
      169 Painted Horse Path, Barryville, NY 12719

      Last Sold Summary

      • 7% Above List Price
      • $321/SF
      • 108 Days On Market

      Last Sold Price $650,000

      Last Listing Agent Loretta Wolff NexLvl Real Estate Inc.

  • /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

    Agent Photo

    Edward Rabon

    Compass Greater NY, LLC

    (845) 448-8745

    Lot 1 Zane Grey Way, Highland, NY 12719
  • /23

    $2,650 per month

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft
    • House for Rent

    283 Lake View Dr, Highland Lake, NY 12743

    This exceptional property presents a unique opportunity for renters seeking a peaceful and scenic retreat. Featuring a primary home with 3 bedrooms, 2 bathrooms, hardwood floors, and a stunning stone fireplace, the interior exudes a cozy and welcoming atmosphere. The front porch offers breathtaking views of Highland Lake, providing an ideal spot to relax and soak in the tranquil surroundings.

    Marsha Place Keller Williams Hudson Valley

    283 Lake View Dr, Highland Lake, NY 12743
  • 229 Eldred Yulan Rd, Yulan, NY 12792

    $340,000 Sold Feb 10, 2026

    229 Eldred Yulan Rd, Yulan, NY 12792

    • 3 Beds
    • 2 Baths
    • 1,853 Sq Ft
    • Built 1957

    Last Sold Summary

    • 15% Below List Price
    • $183/SF
    • 193 Days On Market

    Current Estimated Value $347,209

    Last Listing Agent Donna Geba Century 21 Geba Realty

    229 Eldred Yulan Rd, Yulan, NY 12792
    • 292 Lakeview Drive Rd, Highland Lake, NY 12743

      Est $494,667 Not Listed For Sale

      292 Lakeview Drive Rd, Highland Lake, NY 12743

      292 Lakeview Drive Rd, Highland Lake, NY 12743

      Last Sold Summary

      • 10% Above List Price
      • 153 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Dawn Payne Payne Team LLC

  • /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,

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 254-0849

    125 Woods Rd, Barryville, NY 12719
  • 60 Park Road Extension, Yulan, NY 12792

    $487,500 Sold Aug 12, 2025

    60 Park Road Extension, Yulan, NY 12792

    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $311/SF
    • 38 Days On Market

    Current Estimated Value $504,594

    Last Listing Agent Donna Geba Century 21 Geba Realty

    60 Park Road Extension, Yulan, NY 12792
    • 31 Fairway Dr, Highland Lake, NY 12743

      Est $434,077 Not Listed For Sale

      31 Fairway Dr, Highland Lake, NY 12743

      • 3 Beds
      • 2 Baths
      • 1,122 Sq Ft
      • Built 1938
      31 Fairway Dr, Highland Lake, NY 12743

      Last Sold Summary

      • 17% Above List Price
      • $331/SF
      • 73 Days On Market

      Last Sold Price $371,500

      Last Listing Agent Dawn Payne Payne Team LLC

  • /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

    Agent Photo

    Donna Geba

    Century 21 Geba Realty

    (845) 273-3815

    Lot 11.1 State Route 55 and Mail Rd, Barryville, NY 12719
  • 609 State Route 55, Eldred, NY 12732

    $200,000 Sold Nov 26, 2025

    609 State Route 55, Eldred, NY 12732

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1935

    Last Sold Summary

    • 2% Below List Price
    • $222/SF
    • 45 Days On Market

    Current Estimated Value $203,198

    Last Listing Agent Jill Barnes Cabins & Canoes Real Estate

    609 State Route 55, Eldred, NY 12732
    • 213 Airport Rd, Yulan, NY 12792

      Est $327,908 Not Listed For Sale

      213 Airport Rd, Yulan, NY 12792

      • 3 Beds
      • 1 Bath
      • 1,692 Sq Ft
      • Built 1938
      213 Airport Rd, Yulan, NY 12792

      Last Sold Summary

      • 1% Above List Price
      • $192/SF
      • 28 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Erik Freeland Country House Realty Inc

  • /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

    Agent Photo

    Donna Geba

    Century 21 Geba Realty

    (845) 203-6740

    250 County Road 21, Barryville, NY 12719
  • 29 Summit Dr, Eldred, NY 12732

    $340,000 Sold May 23, 2025

    29 Summit Dr, Eldred, NY 12732

    • 1 Bed
    • 1.5 Baths
    • 970 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Above List Price
    • $351/SF
    • 66 Days On Market

    Current Estimated Value $498,000

    Last Listing Agent Dawn Payne Payne Team LLC

    29 Summit Dr, Eldred, NY 12732
  • /34

    $284,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,490 Sq Ft

    191 Eldred Yulan Rd, Eldred, NY 12732

    Charming Cape! Don't miss out on this well maintained home that boasts all wood floors, a living room with a fireplace, eat-in kitchen with plenty of cabinets, a bonus is a large sunroom with high ceilings, a den (4th bedroom), bedroom and a full bath with a shower on the main level. On the 2nd level there are 2 more bedrooms and another full bath with a tub. The basement is nice for storage and

    Agent Photo

    Dawn Curreri

    Eagle Valley Realty

    (845) 409-0064

    191 Eldred Yulan Rd, Eldred, NY 12732
  • /26

    $284,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,490 Sq Ft

    191 Eldred-Yulan Rd, Eldred, NY 12732

    Don't miss out on this well maintained home that boasts all wood floors, a living room with a fireplace, eat-in kitchen with plenty of cabinets, a bonus is a large sunroom with high ceilings, a den (4th bedroom), bedroom and a full bath with a shower on the main level. On the 2nd level there are 2 more bedrooms and another full bath with a tub. The basement is nice for storage and washer/dryer. 1

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 470-3447

    191 Eldred-Yulan Rd, Eldred, NY 12732
  • 3 Corkscrew Rd, Barryville, NY 12719

    $490,000 Sold Feb 13, 2026

    3 Corkscrew Rd, Barryville, NY 12719

    • 2 Beds
    • 2.5 Baths
    • 2,478 Sq Ft
    • Built 1935

    Last Sold Summary

    • 1% Above List Price
    • $198/SF
    • 33 Days On Market

    Current Estimated Value $484,648

    Last Listing Agent Edward Rabon Compass Greater NY, LLC

    3 Corkscrew Rd, Barryville, NY 12719
    • 237 County Road 21, Barryville, NY 12719

      Not Listed For Sale

      237 County Road 21, Barryville, NY 12719

      • 3 Beds
      • 1 Bath
      • 2,158 Sq Ft
      • Built 1945
      237 County Road 21, Barryville, NY 12719

      Last Sold Summary

      • $46/SF
      • 10 Days On Market

      Last Sold Price $99,900

      Last Listing Agent Frank Muccari Cronin & Company Real Estate

  • /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

    Agent Photo

    Donna Geba

    Century 21 Geba Realty

    (845) 379-2857

    8 River Rd, Barryville, NY 12719
  • 3409 State Route 97, Barryville, NY 12719

    $225,000 Sold Dec 15, 2025

    3409 State Route 97, Barryville, NY 12719

    • 3 Beds
    • 1.5 Baths
    • 1,562 Sq Ft
    • Built 1910

    Last Sold Summary

    • 17% Below List Price
    • $144/SF
    • 207 Days On Market

    Current Estimated Value $268,160

    Last Listing Agent Donna Geba Century 21 Geba Realty

    3409 State Route 97, Barryville, NY 12719
  • /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!

    Agent Photo

    Dawn Curreri

    Eagle Valley Realty

    (845) 412-9934

    Lot 28 Summit Dr, Highland, NY 12792
  • 30 Park Road Extension, Yulan, NY 12792

    $450,000 Sold Dec 19, 2025

    30 Park Road Extension, Yulan, NY 12792

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1978

    Last Sold Summary

    • 10% Below List Price
    • $426/SF
    • 101 Days On Market

    Current Estimated Value $483,482

    Last Listing Agent Dawn Payne Payne Team LLC

    30 Park Road Extension, Yulan, NY 12792
    • washington lake Road, Yulan, NY 12792

      Not Listed For Sale

      washington lake Road, Yulan, NY 12792

      washington lake Road, Yulan, NY 12792

      Last Sold Summary

      • 97 Days On Market

      Last Sold Price $100,000

      Last Listing Agent John Melchior Howard Hanna Rand Realty

  • /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.

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 506-1376

    Lot 20.22 Woods Rd, Barryville, NY 12719
  • 76 Highland Lake Rd, Eldred, NY 12732

    $235,000 Sold May 29, 2025

    76 Highland Lake Rd, Eldred, NY 12732

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1977

    Last Sold Summary

    • 7% Above List Price
    • $204/SF
    • 28 Days On Market

    Current Estimated Value $248,471

    Last Listing Agent Mark Karten Karten Real Estate Svcs LLC

    76 Highland Lake Rd, Eldred, NY 12732
    • 283 Lakeview Drive Rd, Highland Lake, NY 12743

      Not Listed For Sale

      283 Lakeview Drive Rd, Highland Lake, NY 12743

      • 7 Beds
      • 5 Baths
      • 3,870 Sq Ft
      • Built 1949
      283 Lakeview Drive Rd, Highland Lake, NY 12743

      Last Sold Summary

      • $102/SF
      • 49 Days On Market

      Last Sold Price $395,000

      Last Listing Agent Jason Bailey Century 21 Geba Realty

  • /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

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 250-5767

    2 Bodine Lake Rd, Yulan, NY 12792
  • 23 Kern Rd, Barryville, NY 12719

    $77,000 Sold Oct 02, 2025

    23 Kern Rd, Barryville, NY 12719

    • 2 Beds
    • 1 Bath
    • 824 Sq Ft
    • Built 1965

    Last Sold Summary

    • 3% Below List Price
    • $93/SF
    • 19 Days On Market

    Last Listing Agent Lorraine Smith Century 21 Geba Realty

    23 Kern Rd, Barryville, NY 12719
    • 14 Devlin Rd, Highland Lake, NY 12743

      Est $448,765 Not Listed For Sale

      14 Devlin Rd, Highland Lake, NY 12743

      • 4 Beds
      • 2.5 Baths
      • 2,288 Sq Ft
      • Built 2009
      14 Devlin Rd, Highland Lake, NY 12743

      Last Sold Summary

      • 4% Above List Price
      • $189/SF
      • 128 Days On Market

      Last Sold Price $432,000

      Last Listing Agent Dawn Payne Payne Team LLC

  • /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.

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 581-7597

    0 Eldred-Yulan Rd Unit KEY821502, Eldred, NY 12732
  • 347 Lakeview Drive Rd, Highland Lake, NY 12743

    $289,000 Sold Oct 14, 2025

    347 Lakeview Drive Rd, Highland Lake, NY 12743

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1992

    Last Sold Summary

    • 3% Below List Price
    • $301/SF
    • 11 Days On Market

    Current Estimated Value $306,884

    Last Listing Agent Dawn Payne Payne Team LLC

    347 Lakeview Drive Rd, Highland Lake, NY 12743
    • 697 State Route 55, Eldred, NY 12732

      Est $321,370 Not Listed For Sale

      697 State Route 55, Eldred, NY 12732

      • 2 Beds
      • 1 Bath
      • 1,425 Sq Ft
      • Built 2006
      697 State Route 55, Eldred, NY 12732

      Last Sold Summary

      • 19% Above List Price
      • $189/SF
      • 22 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Caroline Akt Caroline Akt Realty LLC

  • /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!

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 409-0762

    Lot 28 Summit Dr, Eldred, NY 12732
  • 0 Summit Dr Unit KEYH6318306, Highland, NY 12732

    $51,000 Sold Oct 31, 2025

    0 Summit Dr Unit KEYH6318306, Highland, NY 12732

    • Land
    • 5.04 Acres
    • $10,119 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 361 Days On Market

    Last Listing Agent Dawn Payne Payne Team LLC

    0 Summit Dr Unit KEYH6318306, Highland, NY 12732

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home