Highland, NY Homes for Sale

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  /40

  $899,000

  • 5 Beds
  • 3 Baths
  • 3,900 Sq Ft

  9 Curtis Rd, Eldred, NY 12732

  Brookside, a sprawling, completely reimagined escape, offers a peaceful turnkey experience less than two hours from New York City. This ground-up re-envisioning features myriad amenities and thoughtful details in a classic Catskills setting. A soaring cathedral ceiling oversees the main living area, which flows seamlessly from wood stove-anchored lounge to sunny dining space to well-appointed

  Megan Kinealy Country House Realty, Inc.

  9 Curtis Rd, Eldred, NY 12732
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  /17

  $199,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  148 Lakeview Drive Rd, Highland Lake, NY 12743

  CHARMING RANCH IN HIGHLAND LAKE, NY - Welcome to this affordable two bedroom/1 bath home that is all you need for your weekend getaway in the Sullivan Catskills. This can also be the perfect full-time home that's easy to maintain while keeping costs down. Five minutes down the road is a grocery store, Eldred Central School and restaurants, making this location extremely convenient. Approximately

  Caroline Akt Caroline Akt Realty LLC

  148 Lakeview Drive Rd, Highland Lake, NY 12743
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  /14

  $299,700

  $19K PRICE DROP

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

  50 Park Rd, Yulan, NY 12792

  Discover the perfect blend of comfort, privacy, and natural beauty at 50 Park Road in Yulan. Set on just under an acre along the tranquil banks of Beaver Brook, this charming 3-bedroom, 2-bath home includes Lots 11, 12, and 13, offering a rare opportunity to own waterfront property with creek frontage—all outside the flood zone. Whether you're looking for a full-time residence, a weekend retreat,

  Nick Ralph Nestquest Direct LLC

  50 Park Rd, Yulan, NY 12792
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  /33

  $499,999

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  60 Highland Lake Rd, Eldred, NY 12732

  Beautiful property offering a wonderful opportunity for homeowners, investors, or those seeking a peaceful retreat. This home features a spacious layout with endless potential to customize and make it your own. Conveniently located near local amenities, outdoor recreation, and major roadways. Property is being sold as is. Buyer is responsible for verifying all information, including taxes,

  Ron Martinez Listing Pro Realty Services

  60 Highland Lake Rd, Eldred, NY 12732
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  /24

  $249,000

  • Land
  • 6.38 Acres
  • $39,028 per Acre

  0 Browning Blvd Unit KEY997085, Highland, NY 12719

  Escape to this beauty lakefront property sitting on 6.38 gorgeous acres 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.

  Dawn Payne Payne Team LLC

  0 Browning Blvd Unit KEY997085, Highland, NY 12719
• 

  

  /23

  $899,000

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  110 Eldred Yulan Rd, Eldred, NY 12732

  BEAUTIFUL HOME SET ON 11.5 ACRES IN ELDRED, NY THAT COMES WITH DEEDED LAKE RIGHTS TO THE PRIVATE MONTGOMERY LAKE AND A PARCEL ON BODINE LAKE - Welcome to this 4 bedroom 2 bath home that offers a cozy living room with a wood burning fireplace, a master bedroom/bath set privately on the main level and a charming kitchen/dining room with three large sliders overlooking this pretty property. Attached

  Caroline Akt Caroline Akt Realty LLC

  110 Eldred Yulan Rd, Eldred, NY 12732
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  /50

  $449,900

  $30K PRICE DROP

  • 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
• 

  

  /23

  $1,189,000

  • 11 Beds
  • 7 Baths
  • 4,762 Sq Ft

  238 Lakeview Drive Rd, Highland Lake, NY 12743

  Discover a rare, motorboat lakefront opportunity on 1.6 acres with over 175 feet of private shoreline, the perfect setting for a vacation retreat, or multi-home getaway. This unique property features three separate buildings offering a total of 8 self-contained living spaces, each with its own kitchen, making it ideal for guests, or multi-generational living. Previously enjoyed as a private

  Joseph LaBarbera KW Hudson Valley United

  238 Lakeview Drive Rd, Highland Lake, NY 12743
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  /25

  $180,000

  $39K PRICE DROP

  • 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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  /26

  $420,000

  • 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 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 enjoying

  Myra Rappoport Payne Team LLC

  30 Woods Rd, Yulan, NY 12792
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  /13

  $585,000

  • 4 Beds
  • 1.5 Baths
  • 2,068 Sq Ft

  48 River Rd, Barryville, NY 12719

  Rare Offering: first time on the market in 40 years. Welcome to 48 River Road, a Delaware River-fronting historic home nestled along a charming and quiet road in Barryville, NY with a deeded riverfront beach. This beautifully maintained property offers a unique opportunity to connect with nature, featuring private access to the river, optimal for water activities or simply enjoying the serene

  Jeff Gardner Corcoran MH, LLC

  48 River Rd, Barryville, NY 12719
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  /33

  $119,000

  • 3 Beds
  • 1 Bath
  • 720 Sq Ft

  39 Hartung Rd, Highland Lake, NY 12743

  Nice mobile home on 1.6 country acres. Quiet area on nice town maintained road. Newer Septic, drilled well, furnace and decks, approx 7 years old. Short distance to Shopping, Schools, Delaware River and area Lakes. Affordable living ! Own your own home, instead of renting !

  Lorraine Smith Century 21 Geba Realty

  39 Hartung Rd, Highland Lake, NY 12743
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  /18

  $449,000

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  36 Highland Lake Rd, Eldred, NY 12732

  2 Houses for the price of one! Recently renovated, these homes are perfect for living in one and renting out the other or use as a guest house when you have friends and family visit. Both have 2 bedrooms, 1 full bath, kitchen, dining room and living room. Plenty of natural lights. Walk up attic with lots of storage space. Circular driveway makes for easy parking and the 2 car garage is handy for

  Gibson Mc Kean Gibson E McKean Inc

  36 Highland Lake Rd, Eldred, NY 12732
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  /10

  $39,000

  • Land
  • 1.72 Acres
  • $22,674 per Acre

  0 Airport Rd Unit KEY998226, Eldred, NY 12734

  Amazing and beautiful 1.72 acre lot in a quiet residential area. Mostly wooded and level. Driveway cut in, and Culvert in place. Lot is rectangular with approx 200' of Road Frontage and 380' deep. Come build your dream home on this lovely private yet not secluded property. Added bonus is Deeded Lake Access just up the road to Washington Lake ! This is a Motorboat lake where you can spend many

  Lorraine Smith Century 21 Geba Realty

  0 Airport Rd Unit KEY998226, Eldred, NY 12734
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  /38

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  114 Proctor Rd, Eldred, NY 12732

  Welcome to this lovingly cared for 1920s farmhouse a place where memories have been made for generations and where timeless country charm welcomes you from the moment you arrive. Set on 2.20 picturesque acres in the heart of the Catskills, this immaculate home offers over 1,600 square feet of warm, inviting living space designed for comfort, connection, and relaxation.Inside, you’ll find 3

  Dawn Payne Payne Team LLC

  114 Proctor Rd, Eldred, NY 12732
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  /5

  $25,000

  • Land
  • 1.03 Acres
  • $24,272 per Acre

  0 Park Ln Unit KEY984771, Highland, NY 12792

  BUILDING LOT IN YULAN, NY - This is a cleared one acre parcel with the driveway and parking area installed. Electric is at the road and can easily be brought into the site. This little neighborhood is tucked away in the country with a ball field just down the road, makes this a special location for a new home. Approximately 2.5 hrs from NYC, makes this special property a very easy commute. Close

  Caroline Akt Caroline Akt Realty LLC

  0 Park Ln Unit KEY984771, Highland, NY 12792
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  /36

  $529,000

  $61K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,354 Sq Ft

  11 Fairway Dr, Highland Lake, NY 12743

  Welcome to Lake DeVenoge, a peaceful lake community tucked into the Town of Highland, where natural beauty, year-round comfort, and everyday convenience come together. Set on two mostly level, grassy acres, this inviting one-level home offers an easy indoor-outdoor lifestyle just moments from a well-maintained sandy beach with chairs, picnic tables, and umbrellas for relaxed summer days on the

  Myra Rappoport Payne Team LLC

  11 Fairway Dr, Highland Lake, NY 12743
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  /39

  $515,000

  $35K PRICE DROP

  • 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

  New Construction

  • 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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  /41

  $2,700,000

  • 16 Beds
  • 10.5 Baths
  • 11,160 Sq Ft

  35 Washington Lake Rd, Eldred, NY 12732

  Rare lakefront compound on 6.07 private acres along Washington Lake offering an extraordinary combination of residential grandeur, income-generating infrastructure, and Catskills natural beauty — all within 90 minutes of the George Washington Bridge. This 16-room estate spans the main residence and a fully independent one-bedroom, one-bathroom guest cottage with its own kitchen, delivering

  Loretta Wolff NexLvl Real Estate Inc.

  35 Washington Lake Rd, Eldred, NY 12732
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  /26

  $720,000

  Open Sun 1PM - 2PM $279K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,772 Sq Ft

  38 Devenoge Dr, Highland Lake, NY 12743

  Welcome to your dream lakefront retreat on the crystal-clear waters of Lake DeVenoge - one of Sullivan County's most coveted private lakes. This 4-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and year-round recreation, just under 2 hours from NYC. Step inside and you'll find a bright, open double-height living space with a wood burning fireplace designed to frame

  Anne-Laure Penvenne

  38 Devenoge Dr, Highland Lake, NY 12743
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  /18

  $850,000

  • 2 Beds
  • 1 Bath
  • 2,948 Sq Ft

  4 Tow Path Rd, Barryville, NY 12719

  RIVERFRONT HOME AND A SEPARATE BUILDING PARCEL IN BARRYVILLE NY - A UNIQUE OPPORTUNITY TO OWN TWO PROPERTIES IN A RESIDENTIAL/COMMERCIAL ZONE NESTLED ON THE SPECTACULAR DELAWARE RIVER - Located in a vibrant hamlet on State Route 97, a stunning scenic by-way that many drive year round for it’s exceptional natural beauty, eagle watching, incredible fishing, rafting and swimming. The home has a

  Caroline Akt Caroline Akt Realty LLC

  4 Tow Path Rd, Barryville, NY 12719
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  /48

  $729,000

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft

  21 Crawford Rd, Eldred, NY 12732

  Escape the city and discover a refined take on country living with this brand new 3-bedroom, 2-bath brook front retreat, privately set among winding woodland and natural beauty. Built by a highly respected local craftsman known for exceptional quality, timeless design, and meticulous attention to detail, this home offers a seamless blend of modern sophistication and serene surroundings. Inside,

  Dawn Payne Payne Team LLC

  21 Crawford Rd, Eldred, NY 12732
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  /36

  $989,000

  $11K PRICE DROP

  • 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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  /20

  $340,000

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

  328 Lakeview Drive Rd, Highland Lake, NY 12743

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

  Owen Boller Boller Properties

  328 Lakeview Drive Rd, Highland Lake, NY 12743
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  /20

  $409,000

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 828 Sq Ft

  3 Perry Rd, Barryville, NY 12719

  Looking for that "peaceful, easy feeling"? This charming cabin is the ultimate prescription for rest, relaxation, and outdoor adventure. Located in a beautiful, vibrant pocket of Sullivan County, you’ll be minutes from local breweries, antique hunting, and dining.Situated on a usable, naturally landscaped acre with mature trees, the property features a 2-bedroom, 1-bath layout that perfectly

  Jonathan Sunshine The Sunshine Group Real Estate

  3 Perry Rd, Barryville, NY 12719
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  /47

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  89 Beaver Brook Rd, Narrowsburg, NY 12764

  Unique opportunity to own a live/work property on two separate lots totaling nearly 2 acres, offered together. A-frame (swiss chalet) contemporary home features vaulted ceilings, fire place, wood burning stove, 3 bedrooms, 2.5 baths, 2,088 square feet living space.The adjoining commercial lot includes a two-bay garage with lifts, and radiant heat run by water baseboards via home heating oil.

  Jennifer Townsend Iron Valley RE Tri-State

  89 Beaver Brook Rd, Narrowsburg, NY 12764
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  /3

  $55,000

  • Land
  • 9,583 Sq Ft
  • $250,000 per Acre

  0 State Route 97 Unit KEY979499, Highland, NY 12719

  Prime commercial opportunity at one of the busiest intersections in the area! Situated on the corner of Routes 97 & 55, this highly visible .22-acre parcel features an existing billboard perfect for generating immediate income or maximizing advertising exposure. Included is an additional .74-acre parcel just a short distance away, offering expanded potential for development or business use.

  Dawn Payne Payne Team LLC

  0 State Route 97 Unit KEY979499, Highland, NY 12719
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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 KW Hudson Valley United

  943 State Route 55, Eldred, NY 12732
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  /31

  $1,595,000

  $55K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 6,142 Sq Ft

  4223 New York 97, Barryville, NY 12719

  NEW: a rare opportunity to purchase a residential/commercial property has come to market in the beautiful Catskill mountains, with direct Delaware River frontage. 4423 State Route 97 in Barryville New York is the only property of its size and type on the market in the Upper Delaware Valley and it is a wise investment/end-use property for the savvy buyer looking to get a toehold in a booming area,

  Jeff Gardner Corcoran MH, LLC

  4223 New York 97, Barryville, NY 12719
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  /43

  $1,875,000

  $225K PRICE DROP

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

  286 Lakeview Drive Rd, Highland Lake, NY 12743

  5,140 sqft (plus 2000 sqft walk-out) | 7 Bedrooms | 4.5 Bathrooms | Built in 2021 | 3.27 Acres Welcome to your dream home on Highland Lake,less than 2 hours to NYC, 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, River adventures,

  John Dunn Christine Dunn

  286 Lakeview Drive Rd, Highland Lake, NY 12743
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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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  /43

  $775,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  76 Timber Lake Dr, Eldred, NY 12732

  Another Catskill Farms beauty. In addition to a private lot and a gorgeous house, this parcel has rights to Timberlake, a spring-fed fresh water lake. Set within the tranquility of Timber Lake Estates, this barn-style home with vaulted ceilings and lots of big windows promises a rare opportunity to own new construction in a highly desirable setting. Sited on five plus private wooded acres with

  Chuck Petersheim Lazy Meadows Realty

  76 Timber Lake Dr, Eldred, NY 12732
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  /45

  $450,000

  Open Sun 1PM - 2:30PM

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  142 Split Rock Rd, Barryville, NY 12719

  Move right into this beautifully renovated colonial tucked away at the end of the road, offering privacy, peace, and a setting that feels a world away. Set on a serene 5.65-acre lot, 142 Split Rock Drive is a spacious 2006-built home with 2,240 square feet, featuring four bedrooms and two and a half bathrooms. Thoughtful recent updates include new flooring throughout, a renovated bathroom, and a

  Alan Wieder Catskills Home Services

  142 Split Rock Rd, Barryville, NY 12719
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  /16

  $1,900,000

  $600K PRICE INCREASE

  • Land
  • 162.75 Acres
  • $11,674 per Acre

  0 State Route 55, Barryville, NY 12719

  # 1 LOCATIOM LOCATION DELAWARE RIVER ON YOUR WAY UP TO THE PROPERTY VOTED ONE OF THE MOST SCENIC RIVERS IN THE UNITED STATES.# 2 ACRES 162.75 there are not many large parcels this size left.CONTRACTORS TAKE A LOOK. # 3 Barryville is right on the Delaware River. # 4 hundreds of rafters float the river each week in the Sommer and fall. many camp sites and restaurants dot the travel route 97 along

  John Melchior Howard Hanna Rand Realty

  0 State Route 55, Barryville, NY 12719
• 

  

  /15

  $175,000

  • Land
  • 5.84 Acres
  • $29,966 per Acre

  0 Crawford Rd Unit KEY983986, Highland, NY 12528

  Escape to the peace and beauty of the Sullivan County Catskills with this lovely 5.8-acre parcel on Crawford Rd in the Town of Highland. Partially cleared and very private, this property offers the perfect setting to build your dream home in the country. Imagine relaxing on your future front porch or back deck while watching eagles soar overhead, enjoying star-filled skies, and taking in the

  Dominick Tufano RE/MAX Benchmark Realty Group

  0 Crawford Rd Unit KEY983986, Highland, NY 12528
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  /37

  $749,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,665 Sq Ft

  105 Rocky Rift Farm Rd, Lackawaxen, PA 18435

  Experience the perfect blend of modern design and natural beauty in this stunning new construction home featuring 3 bedrooms, 2.5 baths, and 2.22+/- private acres. The dramatic great room is the heart of the home, showcasing a soaring wall of windows that fills the space with natural light and offers breathtaking views of the Delaware River. A beautiful wood-burning fireplace creates the perfect

  Brankica Curreri Eagle Valley Realty

  105 Rocky Rift Farm Rd, Lackawaxen, PA 18435
• 

  

  /50

  $274,900

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,241 Sq Ft

  111 Delaware Dr, Lackawaxen, PA 18435

  Delaware Riverview Farmhouse Cottage!!Own the last house on a dead end street in the quaint, historic River town of Lackawaxen, PA. This privately set, move in condition home is full of character & charm! Apply for a short term rental permit and gain income when you are not there relaxing yourself. Welcoming covered front porch w/ original custom wood work and cabinetry inside, hardwood flooring,

  Shaun Burger, Assoc Broker Keller Williams RE Milford

  111 Delaware Dr, Lackawaxen, PA 18435

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