12

Highland, NY 2-Story Homes for Sale

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  • /50

    $1,175,000

    • 7 Beds
    • 5 Baths
    • 5,730 Sq Ft

    660 N Chodikee Lake Rd, Highland, NY 12528

    ACCEPTED OFFERS ON BOTH HOUSES AS OF SEPT 3, 2025. Welcome to Stonewall Farm, a rare 40-acre retreat featuring not one but TWO architecturally distinctive houses less than two hours from Manhattan and minutes from the New Paltz village center. Privately set at the end of a long driveway flanked on each side by its namesake stacked-bluestone walls, the property features both meadows and woods. The

    Agent Photo

    Hayes Clement

    Compass Greater NY, LLC

    (845) 378-9916

    660 N Chodikee Lake Rd, Highland, NY 12528
  • /41

    $825,000 Open Sun 11AM - 2PM

    • 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
  • /34

    $495,000

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

    258 Martin Ave, Highland, NY 12528

    ACCEPTED OFFER AS OF SEPT 2, 2025. 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

    Agent Photo

    Hayes Clement

    Compass Greater NY, LLC

    (845) 377-4797

    258 Martin Ave, Highland, NY 12528
  • /44

    $899,999 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    1 Janine Place, Highland, NY 12528

    Just 90 minutes from New York City, this extraordinary turnkey farmhouse has been completely reimagined with meticulous attention to detail, blending timeless Hudson Valley charm with modern luxury living.Step inside to soaring ceilings, wide-plank wood floors, and sunlit spaces that flow effortlessly. At the heart of the home, the custom chef’s kitchen features a gas range, quartz

    Lindsay Stevens eXp Realty

    1 Janine Place, 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
  • /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
  • /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
  • /29

    $388,000

    • 3 Beds
    • 1.5 Baths
    • 1,670 Sq Ft

    46 Brescia Blvd, Highland, NY 12528

    Discover your upstate oasis at 46 Brescia Blvd — a beautifully renovated 3-bedroom, 1.5-bath home offering the perfect mix of comfort, style, and indoor-outdoor living in the heart of the Hudson Valley.Located just 90 minutes from NYC and minutes from the Hudson Valley Rail Trail, wineries, and local farm markets, this move-in-ready home features modern upgrades, smart home touches, and

    Heather Bragg ReAttached

    46 Brescia Blvd, Highland, NY 12528
  • /21

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,266 Sq Ft

    12 Woodside Place, Highland, NY 12528

    Come see this home that offers a perfect combination of charm, convenience, and community. This beautiful 4-bedroom, 2-bath home is full of character, featuring original hardwood floors and elegant French doors. The spacious living and dining areas are ideal for family gatherings, while the kitchen boasts stunning granite countertops, perfect for cooking and entertaining. Enjoy peaceful mornings

    Geraldine Gaudioso Century 21 Alliance-NP

    12 Woodside Place, 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
  • /25

    $950,000 Coming Soon

    • 10 Baths
    • 8,985 Sq Ft

    10-32 S Roberts Rd, Highland, NY 12528

    Tremendous 27k+ daily commercial & personal car traffic with great street frontage and sign visibility! Significant current net income producing five family home consisting of one bedroom and one full bathroom per unit with a total of around 3,510 sq ft and a two family home with two bedrooms and one full bathroom per unit for a total of around 1,125 sq ft. Both homes are fully occupied and built

    Mi Ryoung Chong HANMI REALTY

    10-32 S Roberts Rd, Highland, NY 12528
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