21

Highland, NY Homes for Sale under $500,000

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  • /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
  • /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
  • /20

    $249,000

    • Land
    • 6.38 Acres
    • $39,028 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
  • /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 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 KEY987214, Highland, NY 12719
  • /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
  • /37

    $310,000

    $25K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,270 Sq Ft

    107 Sterling Place, Highland, NY 12528

    Investment Opportunity – Desirable Bridgeview Townhome Community Come join the wonderful Bridgeview community—Tucked away for privacy, yet conveniently located with a small shopping plaza out front and scenic wooded trails in the back, Bridgeview offers both comfort and convenience. This well-maintained home features recent updates, including brand-new flooring throughout, a 7 year roof, a new

    JULIA MULLEN K. Fortuna Realty, Inc.

    107 Sterling Place, Highland, NY 12528
  • /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
  • /16

    $200,000

    • Land
    • 3.13 Acres
    • $63,837 per Acre

    TBD Loughran Ln, Highland, NY 12528

    Build your dream home in one of the Hudson Valley's most peaceful and scenic settings. This 3-acre parcel is Board of Health for a 4-bedroom residence and offers a rare combination of privacy, natural beauty, and convenience. Surrounded by mature trees and rolling mountain views, the property features a gently cleared building area nestled within a picturesque woodland landscape. Located on a

    Siobhan Fahy eXp Realty

    TBD Loughran Ln, Highland, NY 12528
  • /31

    $475,000

    $24K PRICE DROP
    • 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
  • /24

    $249,000

    • Land
    • 6.38 Acres
    • $39,028 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
  • /31

    $419,900

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,382 Sq Ft

    52 Phillips Ave, Highland, NY 12528

    This one checks all the boxes! Welcome to 52 Phillips Ave where you have the best a home can offer having been recently renovated, inside and out and with direct access to the Hudson Valley Rail Trial. It is close to downtown amenities and just two minutes to the Mid-Hudson Bridge. This home was lovingly renovated to include modern updates while maintaining charm throughout. The main level

    Amy Hawks Berardi Realty

    52 Phillips Ave, Highland, NY 12528
  • /15

    $399,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    60 Mayer Dr, Highland, NY 12528

    Beautifully situated in a lovely Highland neighborhood, this raised ranch home offers warmth, space, and incredible potential in one of the Hudson Valley’s most desirable commuter locations. Featuring hardwood floors, an updated kitchen with stainless steel appliances and modern cabinetry, comfortable bedrooms, and bright living spaces filled with natural light, the home provides a flexible

    Nicholas Cuomo Keller Williams Realty

    60 Mayer Dr, Highland, NY 12528
  • /28

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,439 Sq Ft

    29 White St, Highland, NY 12528

    Charming Ranch in the Heart of Highland Welcome home to this delightful two-bedroom, one-bath ranch nestled on a quiet street in the heart of Highland. Offering comfortable one-level living, this inviting home is perfect for first-time buyers, downsizers, or anyone seeking to put some tlc into it. Water, sewer and natural gas is a home run. Front and rear 3 -season porches. Inside, you'll find a

    Anthony DeGelormo Century 21 Alliance Rlty Group

    29 White St, 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 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
  • /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
  • /28

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,635 Sq Ft

    284 Tuckers Corners Rd, Highland, NY 12528

    Welcome to comfortable country living in the heart of the Hudson Valley! Set on 3.6 picturesque acres in Highland, this inviting ranch-style home offers the perfect blend of space, comfort, and convenience.Inside, you'll find a spacious flex room that serves as the heart of the home, providing plenty of room for gatherings, relaxation, and everyday living. A beautiful fireplace creates a warm

    Dawn Passante Coldwell Banker Village Green

    284 Tuckers Corners 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
  • /24

    $225,000

    • 2 Beds
    • 1 Bath
    • 964 Sq Ft

    33 Mile Hill Rd, Highland, NY 12528

    Welcome to 33 Mile Hill Road in the Town of Lloyd! Conveniently located just minutes from the Hudson Valley Rail Trail, local parks, shopping, restaurants, and major commuter routes, this property offers an excellent opportunity to create the home you’ve always envisioned. Whether you’re a first-time homebuyer looking to build equity, an investor seeking your next project, or someone searching

    Martin Krakower eXp Realty

    33 Mile Hill Rd, Highland, NY 12528
  • /33

    $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 GreenN

    98 North Rd, 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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