35

Highland, NY Homes for Sale under $500,000

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  • /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
  • /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
  • /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

    $469,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    224 Vineyard Ave, Highland, NY 12528

    Ready-To-Build 3-Bedroom Home with Mountain Views - Prime Location Near Town This won't last long ready to-built. Still time to customize the floor plan, pick colors, countertops and more. 3-bedroom, 2-bathroom home on a scenic .24-acre lot with stunning Illinois Mountain views. Perfectly situated just minutes from town, you'll enjoy close proximity to restaurants, the train station, wineries,

    Agent Photo

    Danielle Carlson-Murphy

    Start Home Smart, Inc.

    224 Vineyard Ave, 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
  • /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
  • /13

    $500,000

    $195K PRICE DROP
    • 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
  • /31

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    517 Crescent Ave, Highland, NY 12528

    Welcome to easy, one-level living in this beautifully maintained ranch home, built in 2020 and set on 1.2 peaceful acres. Offering 2 bedrooms, 2 full bathrooms, and a dedicated home office, this property combines modern comfort with the tranquility of country living. Start your mornings on the inviting front porch, the perfect spot to enjoy a cup of coffee while taking in the serene surroundings.

    Anthony DeGelormo Century 21 Alliance Rlty Group

    517 Crescent Ave, Highland, NY 12528
  • /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
  • /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
  • /27

    $480,000

    • 4 Beds
    • 2 Baths
    • 2,640 Sq Ft

    98 North Rd, Highland, NY 12528

    This charming 1900 farmhouse in Highland offers a comfortable and spacious living space with original wide custom moldings and beautiful oak hardwood flooring. Enjoy the beautiful sunlight in the fully finished sunroom. The kitchen is open with plenty of counter space and new appliances. There's a large dining area for large gatherings or intimate dinners. The primary bedroom is on the first

    Dawn Passante Coldwell Banker Village Green

    98 North 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
  • /32

    $485,000

    $114K PRICE DROP
    • 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 mountainviews. This property features a detached barn, 2 car garage and a classic summer kitchen. This property offers endless potential for restorationor creative retreat spaces. Inside you will find hardwood floors, birch cabinets with amazing stainless

    Ronnie Rebis Grist Mill Real Estate

    340 Vineyard Ave, 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
  • /47

    $474,000

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    4 Alex Ct, Highland, NY 12528

    Delightful Ranch in welcoming Mountainside Woods features an inviting rocking-chair front porch overlooking neighbor-friendly streets with sidewalks. Mountainside offers the perfect blend of community and location, nestled in nature at the foot of beautiful Illinios Mtn with easy access to numerous walking and hiking trails, parks, farmers markets, and area attractions. This popular Taconic model

    Susan Todd BHHS Hudson Valley Properties

    4 Alex Ct, 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
  • /40

    $440,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    371 Crescent Ave, Highland, NY 12528

    Welcome to 371 Crescent Ave, a gorgeously maintained and lovingly updated Hudson Valley home offering 3 bedrooms, 2 full baths, and just over 1,300 square feet of warm, thoughtfully designed living space set on 1.4 picturesque acres. From the moment you pull up, you'll feel it: this one feels like home. Start your mornings on the cozy covered front porch with a cup of coffee, and end your

    Stephanie Way eXp Realty

    371 Crescent Ave, 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
  • /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

    $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
  • /31

    $479,000

    $21K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft

    41 Penny Ln, Highland, NY 12528

    Welcome to 41 Penny Lane, a beautifully maintained, move-in ready 3-bedroom, 2.5-bath ranch that has been lovingly cared for nearly 40 years. Tucked away on a quiet, private, dead-end road and set on a picturesque 0.52-acre lot, this 1,844-square-foot home offers easy, single-level living with a wonderful connection to the outdoors. Walk in and you're greeted by an open, light-filled living

    Jacob Cohen eXp Realty

    41 Penny Ln, Highland, NY 12528
  • /19

    $429,000

    • 4 Beds
    • 2 Baths
    • 1,443 Sq Ft

    1 Jackman St, Highland, NY 12528

    Discover the charm of this quaint four-bedroom craftsman style home, nestled on a quiet private road in the Village of Highland. Filled with character, the home features beautiful original woodwork and hardwood floors that showcase its timeless appeal. Outside, the inviting yard provides a peaceful setting to relax, entertain, or simply enjoy the tranquility of home.What truly makes this

    Dawn Passante Coldwell Banker Village Green

    1 Jackman St, Highland, NY 12528
  • /13

    $500,000

    $195K PRICE DROP
    • 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
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