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Highland, NY Homes for Sale with Acreage

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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

    Agent Photo

    Theresa Powers

    Keller Williams Realty

    (845) 218-7673

    0 Highland Lake Rd Unit KEY868497, Highland, NY 12732
  • /11

    $649,999

    • 4 Beds
    • 3 Baths
    • 2,241 Sq Ft

    213 Tuckers Corners Rd, Highland, NY 12528

    NEW CONSTRUCTION TO BE BUILT - This stunning new construction ranch-style home offers 2,241 square feet of refined, single-level living space featuring four spacious bedrooms, three full bathrooms, and an attached two-car garage, all set on a sprawling and private 10.20 -acre estate within the Marlboro School District. While the foundation for luxury is set, this property presents a unique

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 209-2518

    213 Tuckers Corners Rd, Highland, NY 12528
  • /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!

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 593-8478

    Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791
  • /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
  • /2

    $200,000

    • Land
    • 6.2 Acres
    • $32,258 per Acre

    0 Vineyard Ave Unit 20256184, Highland, NY 12528

    Rare find. 6.2 acres with town water, sewer and gas. 1/2 zoning can have single family, multi family and multiple units.

    Agent Photo

    Danielle Carlson-murphy

    Start Home Smart, Inc.

    (845) 584-7833

    0 Vineyard Ave Unit 20256184, Highland, NY 12528
  • /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
  • /11

    $649,999

    • 4 Beds
    • 3 Baths
    • 2,241 Sq Ft

    217 Tuckers Corners Rd, Highland, NY 12528

    NEW CONSTRUCTION TO BE BUILT!!! This stunning new construction ranch-style home offers 2,241 square feet of refined, single-level living space featuring four spacious bedrooms, three full bathrooms, and an attached two-car garage, all set on a sprawling and private 8.90-acre estate within the Marlboro School District. While the foundation for luxury is set, this property presents a unique

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 769-8510

    217 Tuckers Corners Rd, Highland, NY 12528
  • /31

    $599,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,588 Sq Ft

    227 Lily Lake Rd, Highland, NY 12528

    Beautiful home set high on the mountainside in Highland, New York, offering a peaceful, picturesque setting with wooded privacy across four acres. A long private driveway leads to this impressive residence, built in 2005. The 2,600-square-foot home welcomes you with a grand entryway featuring vaulted ceilings and a chandelier. The main level includes a spacious office and a formal dining room.

    Agent Photo

    Michael Carr

    eXp Realty

    (845) 436-3954

    227 Lily Lake Rd, Highland, NY 12528
  • /65

    $1,250,000

    • 3 Beds
    • 3.5 Baths
    • 4,572 Sq Ft

    74 Bellevue Rd, Highland, NY 12528

    Hudson River Views! This inviting home combines comfort, character, and convenience with a dramatic two-story foyer and open floor plan. Enjoy a cozy living room with a gas fireplace, formal dining area overlooking the river, and a kitchen with custom cherry cabinets, granite counters, and Jenn Air cooktop. A flexible room with French doors makes a great office or fourth bedroom. Bathroom and

    Hollis Dukler Coldwell Banker Village GreenN

    74 Bellevue Rd, Highland, NY 12528
  • /23

    $340,000

    • 2 Beds
    • 1 Bath
    • 1,117 Sq Ft

    128 Vineyard Ave Unit 202, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,117-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

    Andrea Babcock Onyx Property Management LLC

    128 Vineyard Ave Unit 202, Highland, NY 12528
  • /6

    $227,000

    • Land
    • 3.9 Acres
    • $58,205 per Acre

    5 Elbow Ln, Highland, NY 12528

    Seasonal Hudson River Views. This lot was approved for an in ground septic system and engineered for a 4 bedroom home in 2011. Will need to be updated. Virgin land! Beautiful building lot in fairly new subdivision with underground electric service. Only minutes to the Mid Hudson Bridge, The Walkway Over the Hudson and many other attractions. Easy access to train and plane. Current new homes in

    Elizabeth Decker Hudson Dwellings Realty

    5 Elbow Ln, Highland, NY 12528
  • /23

    $355,000

    • 2 Beds
    • 1 Bath
    • 1,230 Sq Ft

    128 Vineyard Ave Unit 102, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,230-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

    Andrea Babcock Onyx Property Management LLC

    128 Vineyard Ave Unit 102, Highland, NY 12528
  • /17

    $34,900

    • Land
    • 1.09 Acres
    • $32,018 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
  • /14

    $399,000

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

    0 York Lake Estates Rd Unit KEY987214, 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 KEY987214, Highland, NY 12719
  • /21

    $355,000

    • 2 Beds
    • 1 Bath
    • 1,234 Sq Ft

    128 Vineyard Ave Unit 110, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,234-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

    Andrea Babcock Onyx Property Management LLC

    128 Vineyard Ave Unit 110, Highland, NY 12528
  • /3

    $4,400,000

    • Land
    • 73.7 Acres
    • $59,701 per Acre

    00 Vineyard Ave, Highland, NY 12528

    Multi family property consisting of R-1/4, R-1/2 and R-1 zoning. Totaling 73 plus acres with two access points along Rte 44, Vineyard Avenue, in the Town of Lloyd, Ulster County, NY. One on the South end of the property with 150 feet of frontage along Vineyard Avenue and one on the North end of the property with 50 feet of frontage along Vineyard Avenue. Property slopes gently upward from road

    Robert Vitanza Rand Commercial

    00 Vineyard Ave, Highland, NY 12528
  • /13

    $500,000

    • Land
    • 11.5 Acres
    • $43,478 per Acre

    TBD Rt 9w, Highland, NY 12528

    Attention Investors! 11.5 acres located just minutes from the Mid-Hudson Bridge in desirable Highland, NY ready for developing. Ideally located on a high traffic state highway with over 1,000 feet of road frontage and tons of visibility. This lot sits directly across the highway from the future river front development named 'The Hudson Valley Wine Village' which is proposed to have 800 new

    John Quinn Quinn Realty Group Inc.

    TBD Rt 9w, Highland, NY 12528
  • /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
  • /31

    $500,000

    • Land
    • 97.1 Acres
    • $5,149 per Acre

    TBD Lily Lake Rd, Highland, NY 12528

    A rare opportunity to own a breathtaking 97-acre property featuring the very lake that gives Lily Lake Road its name. Tucked away in the beautiful countryside of Highland, New York, this one-of-a-kind parcel offers unmatched privacy, natural beauty, and endless potential for your dream retreat or legacy estate.At the heart of the property lies Lily Lake — a serene, private body of water

    John Quinn Quinn Realty Group Inc.

    TBD Lily Lake Rd, Highland, NY 12528
  • /25

    $397,000

    • 3 Beds
    • 3 Baths
    • 1,661 Sq Ft

    7 River Rd, Highland, NY 12528

    UNIQUE FLOOR PLAN in this updated eyebrow colonial creates an ideal setup for a bed-and-breakfast use of this property. Each bedroom features it's own full bath, offering comfort and privacy for all. The spacious living area includes a formal dining room and updated kitchen. A first- floor bedroom and convenient laundry add to the home's flexibility. Enjoy a short walk to the Hamlet of Highland

    Elizabeth Decker Hudson Dwellings Realty

    7 River Rd, Highland, NY 12528
  • /30

    $179,000

    • Land
    • 3.02 Acres
    • $59,272 per Acre

    44 Vineyard Ave, Highland, NY 12528

    Gorgeous wooded 3 acre flag lot with view potential to the east and south. Great commuter location minutes from the NYC trains and the NYS Thruway. Driveway has been roughed in for you and the septic approval will need to be redone. Power and cable will be brought in around 350' by the seller. Excellent location for a full time or weekend home. Old stone walls line the southern and western edges.

    Bruce Stalnaker Coldwell Banker Village GreenN

    44 Vineyard Ave, Highland, NY 12528
  • /22

    $2,100,000

    • Land
    • 70.5 Acres
    • $29,787 per Acre

    243 Vineyard Ave Unit 251, Highland, NY 12528

    Spectacular 70 acre parcel located right outside the village of Highland. May be used as a farm or subdivided. Parcel has 3 rentals located on it in addition to 1 vacant house. Also on this property is a very large steel building with high ceilings and oversized garage doors as well as a barn! Close commuter location - Metro North, NYS Thruway, Mohonk Mountains and Hudson Valley Rail Trail.

    John Quinn Quinn Realty Group Inc

    243 Vineyard Ave Unit 251, Highland, NY 12528
  • /40

    $499,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,260 Sq Ft

    21 Jenkins Ln, Highland, NY 12528

    Set on a one acre lot in Ulster County within the Highland School District, this 4-bedroom, 2.5-bath raised ranch offers approximately 2,260 square feet of living space designed for buyers looking for open layout flow, flexible interior rooms, and usable outdoor space. Built in 2004, the home brings together vaulted ceilings, a fireplace-centered living area, and a connected main level where the

    Virginia Corbett eXp Realty

    21 Jenkins Ln, Highland, NY 12528
  • /32

    $524,000

    • 4 Beds
    • 2.5 Baths
    • 2,510 Sq Ft

    340 Vineyard Ave, Highland, NY 12528

    Step back in time with this spacious Victorian home full of original charm and character. Nestled on 41.10 acres of scenic land with mountain views. This property features a detached barn, 2 car garage and a classic summer kitchen. This property offers endless potential for restoration or creative retreat spaces. Inside you will find hardwood floors, birch cabinets with amazing stainless retro

    Ronnie Rebis Grist Mill Real Estate

    340 Vineyard Ave, Highland, NY 12528
  • /23

    $340,000

    • 2 Beds
    • 1 Bath
    • 1,116 Sq Ft

    128 Vineyard Ave Unit 209, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1116-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

    Andrea Babcock Onyx Property Management LLC

    128 Vineyard Ave Unit 209, Highland, NY 12528
  • /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
  • /50

    $1,250,000

    • 14 Beds
    • 9 Baths
    • 6,406 Sq Ft

    346 Crescent Ave, Highland, NY 12528

    The Historic “Clintondale Elixir Spring House”A timeless treasure, the historic Clintondale Elixir Spring House—originally built in 1790—is a rare and remarkable offering to the market. Encompassing over 6,400 square feet of living space, this distinguished residence invites you to create your forever home amid rich character and architectural beauty.Step through the welcoming

    Artur Galustyan Century 21 Alliance Rlty Group

    346 Crescent Ave, Highland, NY 12528
  • /28

    $395,000

    • 4 Beds
    • 2 Baths
    • 1,494 Sq Ft

    131 Station Rd, Highland, NY 12528

    2-Family Country Farmhouse on 6.63 Acres – Circa 1900Modest 2-family country farmhouse set on 6.63 acres, offering space, light, and plenty of potential. This home features lots of windows throughout, bringing in natural light, along with original moldings and doors that add character. The upstairs unit is a cozy, renovated 2-bedroom with a newer kitchen, vinyl plank flooring, and a tiled

    Toni Petfield Century 21 Alliance Rlty Group

    131 Station Rd, Highland, NY 12528
  • /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
  • /49

    $469,000

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft

    491 Floyd Ackert Rd, Highland, NY 12528

    Beautifully remodeled raised ranch set on 4.7 picturesque acres in a prime Hudson Valley location! This move-in-ready home features brand-new subfloors and stunning solid hardwood flooring throughout, offering both quality craftsmanship and timeless appeal. Freshly painted from top to bottom, the interior feels bright, clean, and inviting.The main level offers comfortable living with an

    Dawn Passante Coldwell Banker Village Green

    491 Floyd Ackert Rd, Highland, NY 12528
  • /55

    $1,500,000

    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    60 Palazzo Ln, Highland, NY 12528

    This bold red barn-style home sits atop a hill like a postcard extolling the beauty of the Hudson Valley. Built to exacting specifications and with an understanding of how people live best by a master craftsman, this is a post and beam masterpiece in an inspiring setting. Uniquely, it offers all the bells and whistles you expect in a new luxury home while also feeling like an heirloom. Set on 4

    Dawn Passante Coldwell Banker Village GreenN

    60 Palazzo Ln, Highland, NY 12528
  • /13

    $500,000

    • Land
    • 11.5 Acres
    • $43,478 per Acre

    TBD Route 9w, Highland, NY 12528

    Attention Investors! 11.5 acres located just minutes from the Mid-Hudson Bridge in desirable Highland, NY ready for developing. Ideally located on a high traffic state highway with over 1,000 feet of road frontage and tons of visibility. This lot sits directly across the highway from the future river front development named "The Hudson Valley Wine Village" which is proposed to have 800 new

    John Quinn Quinn Realty Group Inc

    TBD Route 9w, Highland, NY 12528
  • /9

    $315,000

    • Land
    • 22.6 Acres
    • $13,938 per Acre

    0 State Route 55 Rd Unit KEY992866, Highland, NY 12732

    Set along the scenic stretch of Route 55 (Vineyard Avenue) in the Town of Lloyd, this exceptional 22.6-acre parcel offers a rare blend of natural beauty, privacy, and development potential. Featuring gently rolling terrain and overlooking a picturesque flowing creek, the property provides a serene and private setting ideal for a compound, a private single-family estate, or the development of

    Angela Briante Briante Realty Group, LLC

    0 State Route 55 Rd Unit KEY992866, Highland, NY 12732
  • /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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