Highland, NY Homes for Sale

• 

  

  

  /30

  $435,000

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,322 Sq Ft

  236 Lakeview Drive Rd, Highland Lake, NY 12743

  Escape to your own artistic sanctuary on the shores of Highland Lake. This 2 or 3 bedroom gem in Sullivan County perfectly blends rustic charm with ultimate water-front living. Featuring beautiful wood-beamed ceilings, custom carvings, built in cabinetry and a cozy fireplace. Large open living space with wood floors leads to sliding doors and lake views. Designed for relaxation and entertainment

  

  Donna Geba

  Century 21 Geba Realty

  236 Lakeview Drive Rd, Highland Lake, NY 12743
• 

  

  

  /18

  $199,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft

  94 Airport Rd, Eldred, NY 12732

  This quintessential Catskills cottage welcomes you home with a warm embrace and exudes relaxation, peace and quiet. Simply the epitome of a sweetness, refreshing your soul and recharging your energy. The kind of place where you sleep all night without a worry in the world and you wake up to sunshine and birds singing their song. There are an abundance of windows throughout the home letting in the

  

  Donna Geba

  Century 21 Geba Realty

  94 Airport Rd, Eldred, NY 12732
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  /37

  $485,000

  • 1.5 Baths
  • 5,600 Sq Ft

  17 Collins Rd, Eldred, NY 12732

  Opportunities do Exist!! Bring your vision to life with this amazing 5,600 square foot building on nearly 3 acres of beautiful land. Formally the American Legion Hall, this versatile property sits on a quiet country road and is packed with potential for residential, special use, or home business conversion. The Flexible Interior features 2 individual offices (easily convertible to bedrooms), 2

  

  Donna Geba

  Century 21 Geba Realty

  17 Collins Rd, Eldred, NY 12732
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  /31

  $350,000

  $49K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  87 Airport Rd, Eldred, NY 12732

  Stop the search! This 2,000 sq ft home offers the perfect blend of comfort and country living. Features include a large living room with hardwood floors and a cozy stone fireplace, a custom chef's kitchen to prepare your perfect meals and a dining area that opens to a screened-in porch for dining al fresco. Enjoy the convenience of 3 bedrooms and 2 baths on the main level. Need more space? The

  

  Donna Geba

  Century 21 Geba Realty

  87 Airport Rd, Eldred, NY 12732
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  /30

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  80 Beaver Brook Rd, Yulan, NY 12792

  Welcome to this classic 1950's Ranch set on 4.7 picturesque acres with frontage on Toasperns Pond, a spring-fed fishing lake. This home offers approximately 1,300 square feet, features a spacious living room, an eat-in kitchen, office, 2 bedrooms, and a full bath. A walk-up attic leads to two unfinished rooms, providing excellent potential for additional living space, while the full walk-out

  

  Dawn Curreri

  Eagle Valley Realty

  80 Beaver Brook Rd, Yulan, NY 12792
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  /50

  $682,000

  • 4 Beds
  • 5 Baths
  • 3,940 Sq Ft

  86 Beaver Brook Rd, Narrowsburg, NY 12764

  LAKEFRONT CONTEMPORARY RETREAT! Launch your kayaks from your own private sandy beach on 2.95 acres of stunning lakefront property. This one-of-a-kind offering presents the perfect blend of family living and business potential!Boasting 4 bedrooms and 5 baths, this remarkable home features a spacious living room with breathtaking lake views, two kitchens, a recreation room with bar and full

  

  Barry Becker

  KW Hudson Valley United

  86 Beaver Brook Rd, Narrowsburg, NY 12764
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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

  0 Crawford Rd Unit KEY821449, Highland, NY 12528
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  /7

  $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

  Lot 11.1 State Route 55 and Mail Rd, Barryville, NY 12719
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  /7

  $98,000

  • Land
  • 1.98 Acres
  • $49,495 per Acre

  Lot 20.8 Airport Rd, Eldred, NY 12732

  2 beautiful acres with Lake rights to Washington Lake Now available. Just imagine building your dream home and enjoying Washington Lake, a natural 100 acre motor boat lake for fishing swimming and soaking up the sun. Looking for a home? Next door, 87 Airport Road is on the market. Purchase both the land, the house and have an additional building lot for extra space or for one of your significant

  

  Donna Geba

  Century 21 Geba Realty

  Lot 20.8 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
• 

  

  /18

  $129,900

  $29K PRICE DROP

  • 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

  250 County Road 21, Barryville, NY 12719
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  /4

  $69,000

  • Land
  • 5.22 Acres
  • $13,218 per Acre

  55 State St, Liberty, NY 12754

  5.22 acre building lot in Liberty school district off of route 55 and muhlig road. Lot is level at consists of light woods. Seller is cutting in driveway along with opening up spot for a home site. Short drive to town for shopping or head down 55 toward the neversink for fishing along with other activities down 55 in the state park area. Hiking, fishing, parks and more.

  

  Jason Grossman

  KW Hudson Valley United

  55 State St, Liberty, NY 12754
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  /46

  $1,445,000

  $50K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,852 Sq Ft

  113 Airport Rd, Eldred, NY 12732

  Set behind a gated entrance on the shores of Washington Lake, this extraordinary waterfront estate feels like a private resort hidden in the woods. Thoughtfully designed for both grand entertaining and quiet weekends by the water, the property strikes a rare balance between impressive scale and welcoming comfort. A charming footbridge leads to the front entrance, where a dramatic foyer, sweeping

  

  Edward Rabon

  Compass Greater NY, LLC

  113 Airport Rd, Eldred, NY 12732
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  /24

  $499,000

  Open Sat 1PM - 3PM $126K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,195 Sq Ft

  21 Marko Dr, Eldred, NY 12732

  Escape to Modern Luxury in the CatskillsExperience ultimate privacy on nearly 3 acres with deeded rights to a 100-acre natural glacier lake. Just 2 hours from NYC, this stunning custom-built home blends superior craftsmanship with modern tech. The sun-drenched great room features skylights, a double stone fireplace, and French doors that open to an expansive entertaining deck. From the

  

  Donna Geba

  Century 21 Geba Realty

  21 Marko Dr, Eldred, NY 12732
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  /50

  $2,450,000

  • 4 Beds
  • 3 Baths
  • 2,965 Sq Ft

  55 Woods Rd, Barryville, NY 12719

  A Storied Woodland Compound Woven into the Landscape Hidden within a verdant stretch of forest and shaped by a deep reverence for nature, Beaver Brook is a singular Catskills retreat designed for gathering, restoration, and quiet adventure. The compound unfolds organically across more than 50 wooded acres, with a collection of thoughtfully designed structures and amenities, connected by winding

  

  Edward Rabon

  Compass Greater NY, LLC

  55 Woods Rd, Barryville, NY 12719
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  /37

  $195,000

  • 1 Bed
  • 1 Bath
  • 777 Sq Ft

  223 Yulan Barryville Rd, Barryville, NY 12719

  Charming Country Bungalow — Turnkey & Fully FurnishedTucked away in the scenic hamlet of Barryville, this delightful one-bedroom country bungalow is ready for you to simply unpack and unwind. Being sold fully furnished and equipped with all appliances — just showup, bring your suitcase and settle in.Inside, you'll find warm wood floors flowing throughout a thoughtfully arranged layout.

  

  Barry Becker

  KW Hudson Valley United

  223 Yulan Barryville Rd, Barryville, NY 12719
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  /13

  $499,000

  $76K PRICE DROP

  • 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

  8 River Rd, Barryville, NY 12719
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  /38

  $399,900

  $35K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  173 Yulan Barryville Rd, Barryville, NY 12719

  Located in the peaceful countryside of Yulan, this beautifully maintained ranch style home offers the perfect opportunity to enjoy year-round living or create your own weekend retreat in the heart of Sullivan County. Designed for effortless one-level living, this inviting home blends comfort, privacy, and modern convenience with the natural beauty of the Catskills.Step inside to discover a

  

  Kathy White

  Exit Realty Connections

  173 Yulan Barryville Rd, Barryville, NY 12719
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  /9

  $39,900

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

  Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791

  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!

  

  Dawn Curreri

  EAGLE VALLEY REALTY

  Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791
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  /29

  $519,000

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  4594 State Route 97, Narrowsburg, NY 12764

  Perched privately on a hillside above the Delaware River, this charming four-bedroom chalet pairs dramatic seasonal river views with the kind of wooded seclusion that defines the best of life along the Upper Delaware River. Natural bluestone outcroppings and the mature surrounding forest setting create a peaceful sense of serenity, while deeded river rights put kayaking, canoeing, fishing,

  

  Edward Rabon

  Compass Greater NY, LLC

  4594 State Route 97, Narrowsburg, NY 12764
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  /45

  $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. This

  Clint Carlson Whitetail Properties Real Estate

  000 Smith Hughes Rd, Narrowsburg, NY 12764
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  /63

  $8,500,000

  • 5 Beds
  • 6 Baths
  • 4,939 Sq Ft

  91 Crawford Rd, Barryville, NY 12719

  741 ACRE PRIVATE LAKE ESTATE AND SPORTING PRESERVE - A rare legacy property offering complete privacy, breathtaking natural scenery, and world-class hunting and fishing opportunities. At the heart of the property sits a magnificent stately log lodge, perfectly positioned on a dramatic point, overlooking its own private lake and surrounded by rolling forests, a tranquil pond, and a fishing creek.

  John Schmitt Davis R. Chant - Honesdale

  91 Crawford Rd, Barryville, NY 12719
• 

  

  /20

  $199,000

  $50K PRICE DROP

  • Land
  • 6.38 Acres
  • $31,191 per Acre

  0 Browning Blvd Unit 27248900, Highland, NY 12719

  Escape to the beauty of lake living with this stunning 6.38-acre property in the private gated community of York Lake Shores. Enjoy boating, sailing, swimming, and fishing on the pristine lake while surrounded by peace and nature. Ideally located just two hours from New York City and under 20 minutes to the Metro-North train, this property offers the perfect balance of seclusion and convenience.

  Cathy Nation Premier Land Hub

  0 Browning Blvd Unit 27248900, Highland, NY 12719
• 

  

  /45

  $549,900

  • Land
  • 1.27 Acres
  • $432,992 per Acre

  131 Highland Lake Rd, Highland Lake, NY 12743

  It’s all about the lake! If you’ve been searching for the perfect waterfront homesite, this exceptional property on Highland Lake delivers it all. Ideally situated in one of the lake’s most desirable locations, the property offers sweeping, unobstructed views that change beautifully with every season in the Sullivan County Catskills. You will forever be delighted with shimmering blue summer

  Carol Malek Malek Properties

  131 Highland Lake Rd, Highland Lake, NY 12743
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  /44

  $549,900

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

  000 Smith-Hughes Rd, Barryville, NY 12719

  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, Barryville, NY 12719
• 

  

  /17

  $27,500

  $7K PRICE DROP

  • Land
  • 1.09 Acres
  • $25,229 per Acre

  0 Eldred-Yulan Rd Unit KEY979887, Highland, NY 12792

  Cleared 1.09 acre building lot atop a hill with a view of Bodine Lake. Lot has been cleared for home site and has a drilled well in place. Septic plans and survey on file.

  Cara Rieber Rieber Realty Inc

  0 Eldred-Yulan Rd Unit KEY979887, Highland, NY 12792
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  /7

  $175,000

  • Land
  • 6.01 Acres
  • $29,118 per Acre

  0 Split Rock Dr Unit KEY921291, Highland, NY 12719

  Waterfront...NOT Kidding! Rare wooded waterfront parcel..privacy in nature with towering trees and tucked away within this secluded setting overlooking the water.. the perfect ingredients for your harmonious getaway upstate in the Catskills. Begin dreaming about your custom design home and everything you will be able to finally create. Minutes from Eldred, Barryville, the Delaware river and

  Debbie Jagel Cabins & Canoes Real Estate

  0 Split Rock Dr Unit KEY921291, Highland, NY 12719
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  /14

  $399,000

  • Land
  • 7.47 Acres
  • $53,414 per Acre

  0 York Lake Estates Rd Unit KEY987214, Highland, NY 12719

  Gorgeous lakefront property with possible owner financing! Build your dream waterfront retreat. 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

  Dawn Payne Payne Team LLC

  0 York Lake Estates Rd Unit KEY987214, Highland, NY 12719
• 

  

  /42

  $1,500,000

  • 3 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  43 Goldring Dr, Highland Lake, NY 12743

  Luxury Lakefront Living Meets the Best of the CatskillsExperience the ultimate waterfront lifestyle in this exceptional lakefront log home, beautifully situated on a pristine private motorboat lake and sand beach where boating, jet skiing, sailing, fishing, swimming, kayaking, and endless summer days await. Offering 2,556 square feet of impeccably maintained living space, this stunning home

  Dawn Payne Payne Team LLC

  43 Goldring Dr, Highland Lake, NY 12743
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  /42

  $499,000

  • 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
• 

  

  /26

  $395,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  30 Woods Rd, Yulan, NY 12792

  Tucked into 6.3 private wooded acres along a quiet country road, this thoughtfully updated two-bedroom one-bathroom turnkey home offers the privacy, tranquility, and natural beauty that define life in the Upper Delaware River Valley. Surrounded by mature pines, hardwoods, and native ferns, the property feels secluded from the world while remaining just minutes from Barryville and Eldred. Whether

  Dawn Payne PAYNE TEAM LLC

  30 Woods Rd, Yulan, NY 12792
• 

  

  /14

  $399,000

  • Land
  • 7.47 Acres
  • $53,414 per Acre

  0 York Lake Estates Rd Unit 11927216, Highland, NY 12719

  Gorgeous lakefront property with possible owner financing! Build your dream waterfront retreat. 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

  Dawn Payne PAYNE TEAM LLC

  0 York Lake Estates Rd Unit 11927216, Highland, NY 12719
• 

  /2

  $29,000

  $4K PRICE DROP

  • Land
  • 34,412 Sq Ft
  • $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
• 

  

  /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
• 

  

  /5

  $53,500

  $2K PRICE DROP

  • Land
  • 5.13 Acres
  • $10,429 per Acre

  00 Summit Dr, Yulan, NY 12792

  Love lakes and a lake community? Dreaming of building your own one of a kind home? Crave privacy on your terms? Beautiful level wooded 5 acre building lot in the gated community of Timber Lake Estates in Yulan, NY. Timber Lake Estates is a quiet community with access to a pristine non motor boat lake. Enjoy sunny days at the member beach which has: space for your kayak, an outdoor fire pit,

  Penni-Jo Buchal Callicoon Real Estate LLC

  00 Summit Dr, Yulan, NY 12792
• 

  

  /37

  $499,000

  $26K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,134 Sq Ft

  46 Rowley Rd, Eldred, NY 12732

  Driving down a long, curved driveway and tucked among the trees, this Catskill Farms home from 2010 is a house built for quiet enjoyment, with outdoor spaces added to bring that point home. There is a through line of approach here, natural elements brought into the home to tighten its connection to its surroundings. The materials do a lot of the talking. Bluestone floors transition to wide-plank

  Erik Freeland Country House Realty Inc

  46 Rowley Rd, Eldred, NY 12732
• 

  

  /22

  $4,290,000

  • Land
  • 820 Acres
  • $5,232 per Acre

  Unlisted Address

  800+ ACRES | 60-ACRE PRIVATE LAKE | 90 MILES TO NYC Strategic Development Opportunity: 12-Parcel Assemblage in Eldred, NY for Investment groups and commercial developers. Rarely does an opportunity of this magnitude present itself within two hours of Manhattan. Spanning over 800 pristine acres in the Town of Eldred, this extraordinary 12-parcel assemblage offers a canvas of unparalleled scale and

  Dali Levy KW Hudson Valley United

  Unlisted Address
• 

  

  /7

  $180,000

  • Land
  • 6.29 Acres
  • $28,617 per Acre

  0 Split Rock Dr Unit KEY921280, Highland, NY 12719

  WATERFRONT!!!! Yes it is...with the views and sounds of the water and most of all serenity....Wooded, peaceful and awaiting you!! lots with mossy ground, sculptural boulders, and gentle contours create a magical setting for your future home site. Your house can sit perfectly tucked among the trees, offering a natural sense of utmost privacy. The subtle land contours are well suited for a walkout

  Debbie Jagel Cabins & Canoes Real Estate

  0 Split Rock Dr Unit KEY921280, Highland, NY 12719
• 

  

  /23

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,384 Sq Ft

  171 Yulan Barryville Rd, Barryville, NY 12719

  Upstate dreams do exist. Imagine opening your patio doors and realizing your favorite room Is actually outside. You will fall in love every day with your woodsy backyard! The Silence! This contemporary chic ranch blends simplicity in the finishes and the added bonus of exciting indoor-outdoor living. The light filled interior features a skim-coated fireplace, a redesigned kitchen with a cozy

  Chris Somerville Cabins & Canoes Real Estate

  171 Yulan Barryville Rd, Barryville, NY 12719
• 

  

  /19

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  5 Steges Rd, Eldred, NY 12732

  Cozy ranch home in Eldred, NY. Eldred is part of the Town of Highland and is situated near the Delaware River in the scenic Catskill Mountains region. This ranch offers the perfect canvas for your personal updates and creative vision. This home and serene setting with 3 bedrooms, a country eat in kitchen, living area and a full bath on one level for easy living. The property sits in a desirable,

  Dali Levy KW Hudson Valley United

  5 Steges Rd, Eldred, NY 12732

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