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Highland, NY Homes for Sale with Acreage

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  • /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
  • /18

    $425,000

    $24K PRICE DROP
    • 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
  • /38

    $319,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    114 Proctor Rd, Eldred, NY 12732

    FRESH NEW PRICE. YOUR OPPORTUNITY JUST GOT BETTER!! 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,

    Dawn Payne Payne Team LLC

    114 Proctor Rd, Eldred, NY 12732
  • /27

    $78,000

    • Land
    • 2.33 Acres
    • $33,476 per Acre

    Lot 34.25 Lakeview Drive Rd, Highland Lake, NY 12743

    Build your dream retreat with lake rights! Discover the perfect setting for your future home or weekend getaway on this beautiful 2.33+/- acre wooded lot. Tucked away in a peaceful setting, this property offers the best of both worlds-privacy surrounded by nature and deeded lake rights to two stunning lakes. Enjoy Highland Lake, where you can spend your days boating, fishing, and making memories

    Brankica Curreri Eagle Valley Realty

    Lot 34.25 Lakeview Drive Rd, Highland Lake, NY 12743
  • /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
  • /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
  • /48

    $699,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,605 Sq Ft

    21 Crawford Rd, Eldred, NY 12732

    Builder Is Ready to Make a Deal... Let’s Talk! 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

    Dawn Payne Payne Team LLC

    21 Crawford Rd, Eldred, NY 12732
  • /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
  • /2

    $399,000

    • Land
    • 3.9 Acres
    • $102,308 per Acre

    0 Hartung Rd, Eldred, NY 12743

    Your lakefront escape awaits! Nestled on 3.90 acres along a beautiful motorboat lake, this property offers the perfect blend of tranquility, recreation, and convenience. Spend your days boating, fishing, swimming, or jet skiing right from your own waterfront retreat, all while being just two hours from New York City and only 20 minutes to Metro-North train service for an easy getaway or commute.

    Dawn Payne Payne Team LLC

    0 Hartung Rd, Eldred, NY 12743
  • /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
  • /50

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    91 Airport Rd, Eldred, NY 12732

    Welcome to your own private Catskills retreat. Tucked away among towering trees and surrounded by nature, this beautiful log home offers the perfect blend of rustic charm, comfort, and privacy. Set on 4.71 acres with exclusive lake rights to Washington Lake, this is where peaceful mornings, star-filled nights, and unforgettable memories begin. Inside, you'll find 3 spacious bedrooms, 2 full

    Dawn Payne PAYNE TEAM LLC

    91 Airport Rd, Eldred, NY 12732
  • /28

    $399,000

    $30K PRICE DROP
    • 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
  • /46

    $1,775,000

    $325K 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
  • /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
  • /45

    $425,000

    $25K PRICE DROP
    • 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,

    Alan Wieder Catskills Home Services

    142 Split Rock Rd, Barryville, NY 12719
  • /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

    $169,900

    $5K PRICE DROP
    • Land
    • 5.84 Acres
    • $29,092 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
  • /40

    $849,000

    $50K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,900 Sq Ft

    9 Curtis Rd, Eldred, NY 12732

    Brookside, a sprawling, down to the studs renovation, offers a peaceful turnkey experience less than two hours from New York City. An indoor sauna, wood stove, hot tub, outdoor shower, soothing creek and quiet seclusion are just a few of the amenities Brookside has to offer. A soaring cathedral ceiling oversees the main living area, which flows seamlessly from wood stove-anchored lounge to sunny

    Megan Kinealy Country House Realty Inc

    9 Curtis Rd, Eldred, NY 12732
  • /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

Showing Results 41 - 59, Page 2 of 2

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