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Highland, NY Homes for Sale with Acreage

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  • /37

    $495,000

    • 5 Beds
    • 4 Baths
    • 2,366 Sq Ft

    258 Martin Ave, Highland, NY 12528

    Major space meets major opportunity: This versatile 2-family home nestled on 2 sunny acres offers privacy plus big potential for comfortable living and extra income. Perfectly adaptable, you can rent both units, live in one while renting the other, or knock down a wall to create a spacious single-family residence. The first unit is an extra roomy, one-level home featuring three bedrooms and two

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    Hayes Clement

    Compass Greater New York, LLC

    (845) 377-4797

    258 Martin Ave, Highland, NY 12528
  • /41

    $850,000

    • 5 Beds
    • 4 Baths
    • 3,230 Sq Ft

    7 Elliotts Ln, Highland, NY 12528

    Welcome to 7 Elliotts Ln, where space, comfort, and flexibility all come together—right in the heart of New Paltz. Set on a full acre, this 5-bedroom, 4-bath home offers over 3,200 square feet of living space, including a legal accessory apartment that's ideal for guests, extended living, or additional rental income.Step inside and you'll find gleaming new hardwood floors that run throughout

    Agent Photo

    Donna Brooks

    Compass Greater New York, LLC

    (845) 250-6194

    7 Elliotts Ln, Highland, NY 12528
  • /16

    $179,000

    • Land
    • 5 Acres
    • $35,446 per Acre

    Lot 1 Zane Grey Way, Highland, NY 12719

    Fantastic opportunity to own a prime, buildable lake access property in Sullivan County’s beautiful York Lake in the exclusive, private community of York Lake Shores. York Lake is a 103-acre pristine, natural, non-motor boat, spring-fed lake that is only accessible to residents within the two communities that surround it. While not lakefront, this 5.05 acre lot is the closest one can be

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    Edward Rabon

    Century 21 Geba Realty

    (845) 622-8776

    Lot 1 Zane Grey Way, Highland, NY 12719
  • /7

    $195,000

    • Land
    • 22 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.

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    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 671-5361

    0 Crawford Rd Unit KEY821449, 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!

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    Dawn Curreri

    EAGLE VALLEY REALTY

    (845) 524-9107

    Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791
  • /48

    $549,900

    • 3 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

    Patricia Lucey Picture It Sold, LLC

    62 Clearwater Rd, Highland, NY 12528
  • /55

    $750,000

    • 3 Beds
    • 3 Baths
    • 2,596 Sq Ft

    1 Jonathan Ct, Highland, NY 12528

    Charming Colonial on 1.39 Acres with Resort-Style AmenitiesWelcome to this beautifully maintained Colonial nestled on 1.39 acres of mature, professionally landscaped grounds. This inviting 3-bedroom, 3 full-bath home offers the perfect blend of timeless charm and modern amenities in a sought-after location near the Mid-Hudson Bridge.Step inside to find a spacious layout featuring

    Danielle Carlson-murphy Start Home Smart, Inc.

    1 Jonathan Ct, Highland, NY 12528
  • /36

    $769,000

    • 4 Beds
    • 2.5 Baths
    • 3,253 Sq Ft

    2 Fieldstone Ct, Highland, NY 12528

    Stunning colonial with contemporary flair gem boasts 4 large spacious bedrooms and 2.5 luxurious bathrooms, providing ample space for comfortable living. Step inside to discover a beautifully updated interior with modern finishes throughout. The 2-story living room creates an inviting space for gatherings, while the chef's kitchen features a sleek open layout, ideal for entertaining guests. Have

    Joseph Brown RE/MAX Real Property Group

    2 Fieldstone Ct, Highland, NY 12528
  • /13

    $180,000

    • Land
    • 16 Acres
    • $10,942 per Acre

    0 Zane Grey Way Unit KEY906582, Highland, NY 12719

    Suspended in the clouds, a thousand feet above the Delaware River, this serene 16-acre legacy homesite cradles sweeping river views winding through the protected Pennsylvania State Game Lands beyond. Colossal stone formations sculpt the bluff, from which ancient pines ascend skyward, their roots woven into stone as if carved by time itself. Balancing raw natural grandeur with the privilege of

    Owen Boller Boller Properties

    0 Zane Grey Way Unit KEY906582, Highland, NY 12719
  • /49

    $419,000

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft

    307 Vineyard Ave, Highland, NY 12528

    Classic 1900 Farmhouse with Timeless Charm - 4 Beds, 2 Baths on One AcreNestled on residential-level farmland, you step into the charm of yesteryear with this sunlit 1900 farmhouse. Enjoy rich woodwork, a welcoming layout, hardwood floors just waiting to be refinished. Four floors offer 4 bedrooms, 2 full baths, 2 additional rooms on the second floor offer incredible expansion

    Debra Dooley BHHS HUDSON VALLEY PROP-NP

    307 Vineyard Ave, Highland, NY 12528
  • /4

    $150,000

    • Land
    • 1.50 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
  • /17

    $349,000

    • 3 Beds
    • 1 Bath
    • 1,816 Sq Ft

    283 Hawleys Corners Rd, Highland, NY 12528

    Nestled on a quiet country road in Highland, this inviting old-style home offers peaceful living on a cleared, and leveled, one-acre lot. Surrounded by nature, the property blends timeless charm with essential exterior modern updates. Including durable new siding, a freshly built deck perfect for relaxing or entertaining, a new roof, and updated gutters—ensuring years of worry-free enjoyment.

    Dawn Passante Coldwell Banker Village GreenN

    283 Hawleys Corners Rd, Highland, NY 12528
  • /28

    $330,000

    • 2 Beds
    • 1 Bath
    • 1,723 Sq Ft

    578 South St, Highland, NY 12528

    Meticulously Updated Highland Home with Pool and Pond. This thoughtfully updated property at 578 South Street offers exceptional value with continuous improvements through today. Ideally located near the Shawangunk Mountains with hiking trails and outdoor recreation, close to the historic Mohonk Mountain House resort, yet convenient to Metro North Railroad and all amenities. The first floor

    Michele Marina Atlantica East Associates LLC

    578 South St, Highland, NY 12528
  • /16

    $799,000

    • 6 Beds
    • 6 Baths
    • 3,100 Sq Ft

    104 North Rd, Highland, NY 12528

    Come explore this once in a lifetime oppurtunity! New construction duplex/2 family home located right in Highland on North Road. Will be a great investment property, rent both sides or live in one and rent the other. Both units include 3 bedrooms, 2 1/2 baths, full unfinished basement and approximately 1550 sq. ft. This home features stone front with large windows, lots of natural light, upgraded

    Marisa Bellacicco Century 21 Alliance Rlty Group

    104 North Rd, 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
  • /6

    $275,000

    • Land
    • 6 Acres
    • $44,355 per Acre

    9 Lumen Ln, Highland, NY 12528

    Prime Development Opportunity. 6.2 acres of strategically located vacant land in Highland, NY. Zoned for General Business and packed with potential. This plot is situated just off highly traveled Route 9W. The parcel offers both visibility and accessibility, ideal for a wide range of commercial or mixed-use developments.This property has an array of permitted uses, including retail,

    Theodore Chazkel BHHS HUDSON VALLEY PROP-NP

    9 Lumen Ln, Highland, NY 12528
  • /2

    $150,000

    • Land
    • 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
  • /5

    $59,000

    • Land
    • 6 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
  • /46

    $545,000

    • 5 Beds
    • 3 Baths
    • 2,024 Sq Ft

    191 Bedell Ave, Highland, NY 12528

    Welcome to 191 Bedell Ave in Highland, a move-in ready gem blending classic charm with modern updates! This beautifully maintained home features cathedral ceilings, hardwood floors, abundant natural light, and spacious living areas perfect for relaxing or entertaining. This sprawling raised ranch includes 5 bedrooms, 3 baths, and tons of living space on 1.46 Acres! Sit back and relax in the fully

    Michael Cahill HomeSmart Homes & Estates

    191 Bedell Ave, 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
  • /6

    $232,000

    • Land
    • 3.90 Acres
    • $59,487 per Acre

    5 Elbow Ln, Highland, NY 12528

    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 this 9 lot sub division have been built with an eye on design and privacy.

    Elizabeth Decker Hudson Dwellings Realty

    5 Elbow Ln, Highland, NY 12528
  • /21

    $675,000

    • Land
    • 1.27 Acres
    • $531,496 per Acre

    0 Highland Lake Rd Unit KEY841969, Highland, NY 12732

    Prime Lakefront Lot with Luxury Amenities on 250-Acre Motorboat Lake This fully engineered, cleared lot on a pristine 250-acre motorboat lake offers the ultimate lakefront lifestyle. The expansive dock is perfect for all your water toys, from boats to jet skis. Entertain in style on the stunning deck with a bar and BBQ area, or enjoy games on the custom shuffleboard court and axe-throwing area.

    Dawn Payne Payne Team LLC

    0 Highland Lake Rd Unit KEY841969, Highland, NY 12732
  • /6

    $825,000

    • Land
    • 16 Acres
    • $50,000 per Acre

    tbd South St, Highland, NY 12528

    Prime property. This parcel is flat, mostly cleared, has a pond, sweeping views of the Shawangunk Mountains and borders the 27 hole Apple Greens Golf Course. 1,400 feet of the property adjoins the course. If golf is your game, it doesn't get any more convenient than this. Perfect for a community that grew up here, wants to stay here and are ready to downsize and become ''snow birds''. Here for

    Dennis Cooper Corcoran Country Living

    tbd South St, Highland, NY 12528
  • /14

    $60,000

    • Land
    • 1.36 Acres
    • $44,118 per Acre

    0 White St, Highland, NY 12528

    Looking for the perfect lot for your new home? This lovely 1.36-acre lightly 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

    Carolyn Michelle KW MidHudson

    0 White St, Highland, NY 12528
  • /5

    $250,000

    • Land
    • 11 Acres
    • $22,727 per Acre

    TBD Hawleys Corners Rd, Highland, NY 12528

    11 acres offering privacy and potential. The land is ideal for building a secluded estate, nature retreat located on a country road yet close to Route 299 leading to NYS Thruway. Mid Hudson Bridge 5 miles away. The parcels break down as follows:Parcel 1: 3.5 acresParcel 2: 4 acresParcel 3: 3.7 acresKey Features:Peaceful rural setting with minimal trafficSurrounded by woods

    Dawn Passante Coldwell Banker Village Green

    TBD Hawleys Corners Rd, Highland, NY 12528
  • /15

    $399,000

    • Land
    • 9 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
  • /15

    $399,000

    • Land
    • 9 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
  • /16

    $35,000

    • Land
    • 1.09 Acres
    • $32,110 per Acre

    0 Eldred-Yulan Rd Unit KEYH6315244, 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 on file.

    Cara Rieber Rieber Realty Inc

    0 Eldred-Yulan Rd Unit KEYH6315244, Highland, NY 12792
  • /5

    $35,000

    • Land
    • 6 Acres
    • $5,776 per Acre

    0 Split Rock Dr Unit ONEH6305826, Highland, NY 12719

    This peaceful and serene 6+ acre lot in Pyne Ayre Subdivision in Barryville, NY offers seclusion and a quiet place to build your dream home. Just bring your house plans and imagine sitting on your deck, listening to mother nature. Driveway is already in place. Close to Delaware River access, rafting, fishing and hiking trails, restaurants and you can even catch a concert at the nearby Bethel

    Gibson McKean Payne Team LLC

    0 Split Rock Dr Unit ONEH6305826, Highland, NY 12719
  • /13

    $695,000

    • Land
    • 12 Acres
    • $60,435 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
  • /13

    $695,000

    • Land
    • 12 Acres
    • $60,435 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
  • /5

    $62,500

    • Land
    • 6 Acres
    • $11,364 per Acre

    TBD Route 9w, Highland, NY 12528

    Prime Location! Lot is located on Route 9W and ideally in a high traffic location with great visibility and lots of potential. Only minutes from the Mid-Hudson Bridge, Hamlet of Highland, NYS Thruway and Metro North Railroad. Billboard is not on this property is north of billboard.

    Deborah Laubach Hello Dolly Real Estate

    TBD Route 9w, 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
  • /22

    $2,100,000

    • Land
    • 70 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
  • /25

    $345,000

    • 3 Beds
    • 6 Baths
    • 2,444 Sq Ft

    785 South St, Highland, NY 12528

    This unique property is like no other. Once you enter you will be surprised at the space inside as well as the 13 acres outside. Great opportunity for you to own a one of a kind property that you can make it your own by adding some TLC and vision to make your own oasis. Come see this diamond in the rough that is close to major highways and shoppping area.

    Brenda Watington W Manor LLC

    785 South St, Highland, NY 12528
  • /19

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    30 Cotter Rd, Highland, NY 12528

    INVESTMENT OPPORTUNITY! Welcome to 30 Cotter Road — a unique opportunity to own a versatile two-family home set on a 1-acre lot in the heart of Ulster County. This 3-bedroom, 2-bathroom duplex offers over 1,000 square feet of comfortable living space, ideal for investors, multi-generational living, or an owner-occupant seeking rental income.Originally built in 1940, this home features rustic

    Glenn Ramcharitar Rita Levine Real Estate

    30 Cotter Rd, Highland, NY 12528
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