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Highland, NY Homes for Sale with Acreage

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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!

    Agent Photo

    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 524-9107

    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 and the Delaware River.

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 671-5361

    0 Crawford Rd Unit KEY821449, Highland, NY 12528
  • /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
  • /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
  • /35

    $4,600,000

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

    35 Washington Lake Rd, Highland, NY 12792

    Amazing One-of-a-kind Lakefront Home! This magnificent 11,000+ SF home features massive 2 story great room w/ stone fireplace, floating staircase & spiral staircase, commercial kitchen w/ walk in freezer & refrigerator, huge dining area/ game room/ wet bar. The home also offers 16 bedrooms, 10.5 baths, theater room, office, enclosed porch, huge patio featuring outdoor kitchen w/ wood fired pizza

    Jill Barnes Cabins & Canoes Real Estate

    35 Washington Lake Rd, Highland, NY 12792
  • /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
  • /11

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 207, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 207, Highland, NY 12528
  • /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
  • /8

    $148,000

    • Land
    • 5.56 Acres
    • $26,619 per Acre

    0 Black Bear Ct, Highland, NY 12719

    Yess! Your Dreams Have Been Answered...This Rare Lot..Privacy/5+ Acres/ 40' Pond/ Silence/ 7 Min To Barryville/ 10 Minutes To EldredReady For You.. To Build YOUR Future Retreat!! Yes, Moss Covered Rocks And A Gentle Slope Allowing For A Walk Out Lower Level. Gorgeous Trees Tuck You Into Your Private Serenity. It All Begins With Your Land and Then Your Dream Home Can Be Designed To Nestle

    Debbie Jagel Cabins & Canoes Real Estate

    0 Black Bear Ct, Highland, NY 12719
  • /25

    $397,000

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

    7 River Rd, Highland, NY 12528

    Charming 1830s Eyebrow Colonial. Spacious Living Area with formal Dining Room and updated Kitchen. Laundry and one bedroom on first floor. 3 bedrooms, 3 Bathrooms. Walk to the Hamlet of Highland and the Highland Landing Park on the mighty Hudson River. Many restaurants and shops nearby as well as the Hudson Vallely Rail Trail. Soothing sounds from babbling Twaalfskill stream across the street.

    Elizabeth Decker Hudson Dwellings Realty

    7 River Rd, 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
  • /11

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 206, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 206, Highland, NY 12528
  • /17

    $50,000

    • Land
    • 1.36 Acres
    • $36,765 per Acre

    0 White St, Highland, NY 12528

    Looking for the perfect lot for your new home? This lovely 1.36-acre wooded lot is situated on a gentle rise above an established community in historic Highland. It offers the best of both worlds; peace, privacy, and appealing elevated views, with convenient access to all amenities and the security of having neighbors nearby. Easy access to the Walkway Over the Hudson, Empire State Rail

    Carolyn Michelle KW MidHudson

    0 White St, Highland, NY 12528
  • /12

    $270,000

    • 1 Bed
    • 1 Bath
    • 803 Sq Ft

    128 Vineyard Ave Unit 104, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 104, Highland, NY 12528
  • /12

    $135,000

    • 2 Beds
    • 1 Bath
    • 552 Sq Ft

    407 Swartekill Rd, Highland, NY 12528

    Charming 2-Bedroom Mobile Home on 1.29 Acres in Swartekill Neighborhood Discover the potential of this cozy 2-bedroom, 1-bathroom mobile home nestled on a spacious 1.29-acre lot in the desirable Swartekill neighborhood, located in the Town of Esopus and within the sought-after New Paltz School District. This property offers a unique opportunity for those looking to invest, renovate, or create

    Kristen Zigouras eXp Realty

    407 Swartekill Rd, Highland, NY 12528
  • /26

    $549,000

    • 4 Beds
    • 2 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
  • /31

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,104 Sq Ft

    534 U S 44, Highland, NY 12528

    Set high on a hill with mountain views, this fully remodeled home is turn-key and ready to enjoy. The open floor plan connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The first floor also features a convenient half bath and laundry room, while upstairs offers three bedrooms and two baths, including a primary bedroom with ensuite. A full attic

    Sally Sprogis Four Seasons Sotheby's Int'l R

    534 U S 44, Highland, NY 12528
  • /31

    $450,000

    • 4 Beds
    • 2 Baths
    • 1,428 Sq Ft

    10 Carly Dr, Highland, NY 12528

    Discover the perfect blend of comfort, convenience, and lifestyle in this beautifully maintained 4-bedroom, 2-bathroom single-level home, tucked away in a peaceful cul-de-sac in sought-after Highland, NY. Sitting on a full acre, this property offers endless possibilities space to entertain, relax, and enjoy outdoor living. Cool off all summer long in the above-ground pool, or take in the privacy

    Megan Krusen eXp Realty

    10 Carly Dr, Highland, NY 12528
  • /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
  • /24

    $565,000

    • 3 Beds
    • 1 Bath
    • 2,086 Sq Ft

    269 Orchard Rd, Highland, NY 12528

    Nestled among scenic orchards is this beautiful, updated nineteenth century farm house situated on almost 20 acres of beautiful pasture land and woods. This charming 3 bedroom home has a lovely full bath and plenty of living space for both humans and horses alike. The current owner keeps her horses on the property which is equipped with 2 run-in sheds and 7 shed row stalls which all have power

    Daniel Balassone VYLLA Home

    269 Orchard Rd, Highland, NY 12528
  • /15

    $399,000

    • Land
    • 8.7 Acres
    • $45,862 per Acre

    3748 Us Highway 9w, Highland, NY 12528

    8.7 acres of untouched land just south of the Mid Hudson Bridge. Current plan was to build a church. Site plan and survey attached with the docs. Property is next to Walgreens and will allow many uses. Zoning Examples to be confirmed by buyer agent, Light Business Use, Convenience store, day care adult or child, funeral home, office, skating rink, bowling alley, Vet office, warehouse, park,

    Jason Madison eXp Realty

    3748 Us Highway 9w, Highland, NY 12528
  • /4

    $150,000

    • Land
    • 1.5 Acres
    • $100,000 per Acre

    0 Haviland Rd Unit KEY899872, Highland, NY 12528

    Discover the potential of this rare 1.5 acre non-conforming lot with breathtaking views of the Hudson River. This vacant parcel offers the perfect canvas for your dream build. Whether you envision a serene weekend retreat or a year round residence immersed in natures beauty. This property provides a gloriuos vantage point for sunrise coffee, sunset gatherings and endless water views. While the

    Anthony DeGelormo Century 21 Alliance Rlty Group

    0 Haviland Rd Unit KEY899872, Highland, NY 12528
  • /11

    $340,000

    • 2 Beds
    • 1 Bath
    • 1,122 Sq Ft

    128 Vineyard Ave Unit 210, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 210, Highland, NY 12528
  • /42

    $499,900

    • 4 Beds
    • 3 Baths
    • 1,824 Sq Ft

    62 Clearwater Rd, Highland, NY 12528

    Discover unparalleled privacy in this beautifully maintained home, set on its own serene acreage. Step inside to find a warm and inviting interior featuring hardwood floors throughout the main living areas and plush carpet in the bedrooms for comfort. The living room is anchored by a gorgeous stone fireplace, creating the perfect gathering spot for cozy evenings or entertaining guests. The

    Angela Danosky Picture it Sold, LLC

    62 Clearwater Rd, Highland, NY 12528
  • /21

    $285,000

    • 4 Beds
    • 2.5 Baths
    • 2,408 Sq Ft

    447 N Elting Corners Rd, Highland, NY 12528

    Bring your hammer and tool-belt, this 4 bed 2 bath home will sparkle with some TLC. This colonial situated in the Town of Highland, but closer to the Village of New Paltz on a level lot over 1 acre will situate you amongst one of the most vibrant areas of Ulster County NY. Shops and restaurants abound with even more a short drive over the bridge in the City of Poughkeepsie. This is a Fannie Mae

    Jeffery Dolfinger Century 21 Hudson Valley Rlty.

    447 N Elting Corners Rd, Highland, NY 12528
  • /11

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 205, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 205, Highland, NY 12528
  • /11

    $270,000

    • 1 Bed
    • 1 Bath
    • 803 Sq Ft

    128 Vineyard Ave Unit 106, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 106, Highland, NY 12528
  • /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
  • /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
  • /11

    $110,000

    • Land
    • 2.1 Acres
    • $52,381 per Acre

    748 State Route 44 55, Highland, NY 12528

    Discover the perfect canvas for your vision on this expansive 2.1-acre parcel—fully surveyed and complete with a percolation test–approved septic system, giving you confidence and clarity as you plan your future home or weekend escape. Nestled along a quiet, picturesque country road, this property offers an ideal blend of privacy, natural beauty, and convenience.Its prime location puts you

    Ashley Olson Minard eXp Realty

    748 State Route 44 55, Highland, NY 12528
  • /14

    $450,000

    • Land
    • 7.47 Acres
    • $60,241 per Acre

    0 York Lake Estates Rd Unit KEY949942, 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 KEY949942, Highland, NY 12719
  • /15

    $399,000

    • Land
    • 8.7 Acres
    • $45,862 per Acre

    3748 Route 9w, Highland, NY 12528

    8.7 acres of untouched land just south of the Mid Hudson Bridge. Current plan was to build a church. Site plan and survey attached with the docs. Property is next to Walgreens and will allow many uses. Zoning Examples to be confirmed by buyer agent, Light Business Use, Convenience store, day care adult or child, funeral home, office, skating rink, bowling alley, Vet office, warehouse, park,

    Lindsay Stevens eXp Realty

    3748 Route 9w, 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
  • /13

    $34,900

    • Land
    • 2.25 Acres
    • $15,511 per Acre

    0 Purple Sage Dr Unit KEY952592, Highland, NY 12719

    Beautiful level lot in York Lake Shores, a premier gated lake community anchored by the pristine, well-maintained Glacier Lake. Known for its exceptional care and private beach access, the community offers boating, swimming, fishing, and tranquil lakeside living. Two hours from NYC, 20 minutes to Metro-North, and minutes to the Delaware River, with dining, antiques, and farmers markets nearby.

    Gibson McKean Payne Team LLC

    0 Purple Sage Dr Unit KEY952592, Highland, NY 12719
  • /32

    $450,000

    • 4 Beds
    • 1.5 Baths
    • 3,140 Sq Ft

    668 State Route 44 55, Highland, NY 12528

    With its over 100-year-old history, this home has only changed hands once before, a testament to its enduring appeal and the kind of place that's been lovingly maintained for generations.Set on 1.2 scenic acres, this charming three-story, 4-bedroom, 1.5-bath Colonial offers classic style and beautiful surroundings. A wraparound paved driveway with river stone posts leads to a two-car garage,

    Heather Hughes

    668 State Route 44 55, Highland, NY 12528
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