32

Highland, NY Homes for Sale under $400,000

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  • /2

    $185,000

    • Land
    • 10,454 Sq Ft
    • $770,833 per Acre

    224 Vineyard Ave, Highland, NY 12528

    Recent home demolished and removed. .24 acre lot with town water and sewer (Natural gas on the street but not to the lot). 1.5 miles to the Hamlet of Highland. Ask us about our custom home affordability program.

    Agent Photo

    Danielle Carlson-Murphy

    Start Home Smart, Inc.

    224 Vineyard Ave, Highland, NY 12528
  • /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.

    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

    0 Crawford Rd Unit KEY821449, Highland, NY 12528
  • /2

    $325,000

    • Land
    • 9.7 Acres
    • $33,505 per Acre

    (Lot 1) 111 South St, Highland, NY 12528

    Build your custom dream home on this shovel-ready 9,7-acre homesite in a newly approved and recorded 4-lot subdivision totaling nearly 49 acres. All the hard work is done: perc test completed, well & septic approved by the Ulster County Board of Health, and electric & fiber already run to the shared driveway. Accessed via a common driveway, the lot offers privacy and a natural Hudson Valley

    Agent Photo

    Mark Friedman

    McGrath Realty Inc

    (Lot 1) 111 South St, 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
  • /2

    $375,000

    • Land
    • 12.97 Acres
    • $28,913 per Acre

    (Lot 4) 111 South St, Highland, NY 12528

    Build your custom dream home on this shovel-ready 13-acre homesite in a newly approved and recorded 4-lot subdivision totaling nearly 49 acres. All the hard work is done: perc test completed, well & septic approved by the Ulster County Board of Health, and electric & fiber already run to the shared driveway. Accessed via a common driveway, the lot offers privacy and a natural Hudson Valley

    Agent Photo

    Mark Friedman

    McGrath Realty Inc

    (Lot 4) 111 South St, Highland, NY 12528
  • /2

    $300,000

    • Land
    • 11.57 Acres
    • $25,929 per Acre

    (Lot 2) 111 South St, Highland, NY 12528

    Build your custom dream home on this shovel-ready 11.57-acre homesite in a newly approved and recorded 4-lot subdivision totaling nearly 49 acres. All the hard work is done: perc test completed, well & septic approved by the Ulster County Board of Health, and electric & fiber already run to the shared driveway. Accessed via a common driveway, the lot offers privacy and a natural Hudson Valley

    Agent Photo

    Mark Friedman

    McGrath Realty Inc

    (Lot 2) 111 South St, Highland, NY 12528
  • /2

    $350,000

    • Land
    • 14.5 Acres
    • $24,138 per Acre

    (Lot 3) 111 South St, Highland, NY 12528

    Build your custom dream home on this shovel-ready 13-acre homesite in a newly approved and recorded 4-lot subdivision totaling nearly 49 acres. All the hard work is done: perc test completed, well & septic approved by the Ulster County Board of Health, and electric & fiber already run to the shared driveway. Accessed via a common driveway, the lot offers privacy and a natural Hudson Valley

    Agent Photo

    Mark Friedman

    McGrath Realty Inc

    (Lot 3) 111 South St, Highland, NY 12528
  • /20

    $199,000

    $50K PRICE DROP
    • Land
    • 6.38 Acres
    • $31,191 per Acre

    0 Browning Blvd Unit 27248900, Highland, NY 12719

    Escape to the beauty of lake living with this stunning 6.38-acre property 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.

    Cathy Nation Premier Land Hub

    0 Browning Blvd Unit 27248900, Highland, NY 12719
  • /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
  • /7

    $175,000

    • Land
    • 6.01 Acres
    • $29,118 per Acre

    0 Split Rock Dr Unit KEY921291, Highland, NY 12719

    Waterfront...NOT Kidding! Rare wooded waterfront parcel..privacy in nature with towering trees and tucked away within this secluded setting overlooking the water.. the perfect ingredients for your harmonious getaway upstate in the Catskills. Begin dreaming about your custom design home and everything you will be able to finally create. Minutes from Eldred, Barryville, the Delaware river and

    Debbie Jagel Cabins & Canoes Real Estate

    0 Split Rock Dr Unit KEY921291, Highland, NY 12719
  • /14

    $399,000

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

    0 York Lake Estates Rd Unit KEY987214, Highland, NY 12719

    Gorgeous lakefront property with possible owner financing! Build your dream waterfront retreat. 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 and 150’ frontage.along the shores of a pristine glacial lake, this secluded retreat is designed for those who value privacy,

    Dawn Payne Payne Team LLC

    0 York Lake Estates Rd Unit KEY987214, Highland, NY 12719
  • /35

    $375,000

    Open Sun 12PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,760 Sq Ft

    198 S Riverside Rd, Highland, NY 12528

    CASH ONLY! Brick Ranch! 1,760 sq. ft. 2 Bedroom, 2 Full Bath, Gleaming Hardwood Floors, Updated kitchen with Jenn Air Downdraft stove, European Cabinets, SS Appliances, Kitchen with Corian counter with stools & dinette eating area with ceramic tile floors and sliding door to 6 yr old huge cedar deck, large living room with hardwood floors & large Triple picture window. Full bath on 1st floor,

    Joanne Timperio RE/MAX Benchmark Realty Group

    198 S Riverside Rd, Highland, NY 12528
  • /10

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft

    87 Vineyard Ave, Highland, NY 12528

    Village of Highland two family w/two bedroom units. Hardwood floors throughout. Separate utilities with natural gas for heat & hot water. Centrally located with easy access to village amenities, commuter routes & Mid-Hudson Bridge. Attractively low taxes. Ideal for investor or owner occupant.

    Dan Axtmann BHHS Hudson Valley Properties

    87 Vineyard Ave, Highland, NY 12528
  • /14

    $399,000

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

    0 York Lake Estates Rd Unit 11927216, Highland, NY 12719

    Gorgeous lakefront property with possible owner financing! Build your dream waterfront retreat. 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

    Dawn Payne PAYNE TEAM LLC

    0 York Lake Estates Rd Unit 11927216, Highland, NY 12719
  • /12

    $279,000

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft

    76 Sunny Brook Cir, Highland, NY 12528

    ATTENTION INVESTORS, CONTRACTORS, OR SOMEONE LOOKING FOR A RENOVATION PROJECT!!! This townhouse is ready for renovations, being sold as a shell, Freshly painted, New windows, New siding, recessed lightening, New electric switches and outlets with USB plugs. This unit is a legal 2 bedroom, with potential for a 3rd bedroom, office or guest room. This unit needs flooring, kitchen and bathroom. This

    Nancy Young BHHS Hudson Valley Properties

    76 Sunny Brook Cir, Highland, NY 12528
  • /7

    $180,000

    • Land
    • 6.29 Acres
    • $28,617 per Acre

    0 Split Rock Dr Unit KEY921280, Highland, NY 12719

    WATERFRONT!!!! Yes it is...with the views and sounds of the water and most of all serenity....Wooded, peaceful and awaiting you!! lots with mossy ground, sculptural boulders, and gentle contours create a magical setting for your future home site. Your house can sit perfectly tucked among the trees, offering a natural sense of utmost privacy. The subtle land contours are well suited for a walkout

    Debbie Jagel Cabins & Canoes Real Estate

    0 Split Rock Dr Unit KEY921280, Highland, NY 12719
  • /15

    $329,999

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    107 Vista Dr, Highland, NY 12528

    Location, lifestyle, and effortless living come together in this beautifully reimagined, completely remodeled home. Ideally located just moments from the rail trail and within a short distance to town and its many amenities, this home offers the perfect blend of convenience and tranquility. Commuters will appreciate the easy access to Metro-North and New York City, while the quiet neighborhood

    Shelley Collins Hudson Dwellings Realty

    107 Vista Dr, Highland, NY 12528
  • /45

    $299,999

    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft

    71 North Rd, Highland, NY 12528

    Vintage Hudson Valley charm, original character, and plenty of potential come together at 71 North Road in Highland. This inviting 3-bedroom, 1-bath home is filled with the details that give an older home its warmth and personality—from beautiful original woodwork and trim to hardwood floors, classic French doors, and original wood siding.A sweet covered front porch welcomes you home and

    Hilary Ryan Goldman Howard Hanna Rand Realty

    71 North Rd, Highland, NY 12528
  • /22

    $199,000

    $50K PRICE DROP
    • Land
    • 6.38 Acres
    • $31,191 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
  • /6

    $179,000

    $20K PRICE DROP
    • Land
    • 11 Acres
    • $16,273 per Acre

    TBD Hawleys Corners Rd, Highland, NY 12528

    11 acres offering privacy and potential. The land is ideal for building a secluded estate or your own nature retreat. Located on a country road, yet close to Route 299 leading to the NYS Thruway. The Mid-Hudson Bridge is only 5 miles away. The parcels break down as follows: Parcel 1: 3.5 acres, Parcel 2: 4 acres, and Parcel 3: 3.7 acres. Key features include a peaceful rural setting with minimal

    Dawn Passante Coldwell Banker Village Green

    TBD Hawleys Corners Rd, Highland, NY 12528
  • /13

    $340,000

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

    128 Vineyard Ave Unit 202, Highland, NY 12528

    Welcome to Highbridge Crossing, a newly established 20-unit condominium community built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with contemporary finishes and ideally situated directly along the Hudson Valley Rail Trail, offering convenient access to the Walkway Over the Hudson—one of the region’s most

    Alejandra Filiciotto Corcoran Country Living

    128 Vineyard Ave Unit 202, Highland, NY 12528
  • /13

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 201, Highland, NY 12528

    Welcome to Highbridge Crossing, a newly established 20-unit condominium community built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with contemporary finishes and ideally situated directly along the Hudson Valley Rail Trail, offering convenient access to the Walkway Over the Hudson—one of the region’s most

    Alejandra Filiciotto Corcoran Country Living

    128 Vineyard Ave Unit 201, Highland, NY 12528
  • /13

    $270,000

    • 1 Bed
    • 1 Bath
    • 803 Sq Ft

    128 Vineyard Ave Unit 108, Highland, NY 12528

    Welcome to Highbridge Crossing, a newly established condominium community, built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with authentic materials and contemporary finishes, this 20-unit condominium community is ideally situated directly along the Hudson Valley Rail Trail and just a short drive from the

    Alejandra Filiciotto Corcoran Country Living

    128 Vineyard Ave Unit 108, Highland, NY 12528
  • /13

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 208, Highland, NY 12528

    Welcome to Highbridge Crossing, a newly established 20-unit condominium community built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with contemporary finishes and ideally situated directly along the Hudson Valley Rail Trail, offering convenient access to the Walkway Over the Hudson—one of the region’s most

    Alejandra Filiciotto Corcoran Country Living

    128 Vineyard Ave Unit 208, Highland, NY 12528
  • /6

    $110,000

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

    748 State Route 44 55, Highland, NY 12528

    BOHA 2.1-acre parcel ready to build and approved for a 4-bedroom home in beautiful Ulster County. Ideally located just 1 mile from Rocking Horse Ranch Resort, with convenient access to the Mid-Hudson Bridge and NY State Thruway. This exceptional property offers the perfect blend of seclusion and accessibility. The approved homesite is nestled well back from the road, creating a peaceful, secluded

    Darci Russo KW MidHudson

    748 State Route 44 55, Highland, NY 12528
  • /12

    $400,000

    • 5 Beds
    • 3 Baths
    • 2,700 Sq Ft

    19-21 Church St, Highland, NY 12528

    Village of Highland three family comprised of (2) two bedroom units and (1) one bedroom unit. Spacious apartments with well proportioned rooms. Natural gas for heat & hot water. Separate utilities & off street parking. Centrally located with easy access to village amenities, Route 9W & Mid-Hudson Bridge.

    Dan Axtmann BHHS Hudson Valley Properties

    19-21 Church St, Highland, NY 12528
  • /19

    $225,000

    • Land
    • 2.69 Acres
    • $83,643 per Acre

    19 Spruce Ln, Highland, NY 12528

    Tucked along a quiet country lane just minutes from both Highland and the vibrant Village of New Paltz, this beautiful parcel offers the opportunity to create a home that feels connected to the landscape around it. Whether you envision a peaceful weekend retreat or the place you'll call home for years to come, this setting invites you to slow down and settle into the rhythm of the Hudson Valley.

    Christina Ahouse Four Seasons Sotheby's Int'l-K

    19 Spruce Ln, Highland, NY 12528
  • /13

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 204, Highland, NY 12528

    Welcome to Highbridge Crossing, a newly established 20-unit condominium community built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with contemporary finishes and ideally situated directly along the Hudson Valley Rail Trail, offering convenient access to the Walkway Over the Hudson—one of the region’s most

    Alejandra Filiciotto Corcoran Country Living

    128 Vineyard Ave Unit 204, Highland, NY 12528
  • /10

    $329,900

    $15K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,040 Sq Ft

    136 Camp Sunset Rd, Highland, NY 12528

    Four bedroom, 1.5 bathroom Colonial in Town of Plattekill on 2.1 acres in Marlboro Schools! Rocking chair porch overlooking your side yard. Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan financing must be accompanied by pre-qual letter; cash offers with proof of funds. Please see agent remarks for access, showing

    Brian Smith River Realty Services, Inc.

    136 Camp Sunset Rd, Highland, NY 12528
  • /6

    $299,000

    Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft

    933 South St, Highland, NY 12528

    Opportunity awaits on this private 4.52-acre property in the Town of Plattekill. Nestled among mature trees, this property features a 3-bedroom, 2-bath Cape Cod home with approximately 1,425 square feet of living space, a detached garage, and additional outbuildings. The home is being sold strictly as-is and presents an excellent opportunity for investors, contractors, or buyers looking to

    Zak Abdullah Weichert New Homes Co

    933 South St, Highland, NY 12528
  • /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
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