32

Highland, NY Houses for Sale

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  • /21

    $289,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    19 North Rd, Highland, NY 12528

    This completely renovated home is perfect! Starting with the front porch, where you can sit and relax, work, nap, chat, etc. and enjoy the peaceful surroundings. Enter the home on the ground floor. From the minute you walk in, you'll notice how light and bright things are. On this level the laundry room as well as a few additional finished spaces that can be used for a variety of purposes. On

    Agent Photo

    Nicole Gold

    RE/MAX Benchmark Realty Group

    (845) 683-5805

    19 North Rd, Highland, NY 12528
  • /15

    $225,000

    • 1 Bed
    • 1 Bath
    • 762 Sq Ft

    534 New Paltz Rd, Highland, NY 12528

    Move-in Ready Gem-Perfect for Easy Living in Highland, NYStep into this completely renovated 1-Bedroom, 1-Bath home designed for comfort and convenience. The entire house has been fully renovated featuring New Septic System, New Roof, New Electrical, New Plumbing, New Washer/Dryer hook up, New water heater, New Electrical panel 200 amp, New Sheetrock, New wall and ceiling insulation, New

    Sandra Rosario Hello Dolly Real Estate

    534 New Paltz Rd, Highland, NY 12528
  • /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

    Hayes Clement Compass Greater New York, LLC

    258 Martin Ave, Highland, NY 12528
  • /33

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,715 Sq Ft

    334 Pancake Hollow Rd, Highland, NY 12528

    With 3 bedrooms, 2 full bathrooms, and 2,715 square feet of flexible living space, this turnkey home is ready for you to move right in and make it your own.At the heart of the home is a spacious open-concept kitchen and living room — perfect for everyday living and effortless entertaining. The generously sized primary suite offers both privacy and potential, with space to add an

    Leigh Wagner-Quintana Keller Williams Realty HV Nort

    334 Pancake Hollow Rd, Highland, NY 12528
  • /19

    $469,000

    • 3 Beds
    • 3 Baths
    • 1,656 Sq Ft

    12 Summit Dr, Highland, NY 12792

    Escape to your own private sanctuary! This stunning retreat sits on 5.5 acres of pristine woodland within the exclusive gated community of Timber Lake Estates. Paved roads wind through the community, leading you around the sparkling centerpiece - Timber Lake itself.Four seasons of recreation await right outside your door. Summer brings endless lake adventures: fishing from the shore,

    Joann Alvis Coldwell Banker Village GreenN

    12 Summit Dr, Highland, NY 12792
  • /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
  • /36

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,242 Sq Ft

    17 Dogwood Knolls, Highland, NY 12528

    Incredible home with stunning renovations; this one of a kind raised ranch has over 2,200 sq.ft. featuring 3/4 bedrooms two and a half baths, PLUS bonus room and 2 car garage. Located in a peaceful setting of 3.3 private acres on the dead-end road; you get the "best of both worlds" a residential neighborhood that's also easily accessible to main roads, shopping and restaurants! This home has

    Gzim Hakanjin Coldwell Banker Realty

    17 Dogwood Knolls, Highland, NY 12528
  • /22

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,365 Sq Ft

    59 South St, Highland, NY 12528

    Charming 1900 Two-Story Farmhouse with Vintage Character... Step into timeless charm with this lovingly cared for two-story farmhouse, built circa 1900 and brimming with original character. Featuring authentic hardwood floors, this 2-bedroom home offers cozy living spaces, walk-in closets, and a woodstove perfect for those crisp Hudson Valley evenings. Enjoy peaceful mornings on the classic

    jeff farnell John J Lease REALTORS Inc

    59 South St, Highland, NY 12528
  • /49

    $509,000

    • 3 Beds
    • 1.5 Baths
    • 1,092 Sq Ft

    13 Sharon Dr, Highland, NY 12528

    Beautiful Ranch totally renovated ,new roof 2025 ,new siding 2025.Offer 3 bath and 1.5 Bath .Welcome to this charming ranch style home featuring 3 cozy bedrooms. As you step inside you will be greeted by beautiful commerce floors that flow seamlessly throughout the living spaces. The spacious kitchen boasts a charming breakfast area with sliders leading to the stone patio, making it the ideal

    Drita Shala Howard Hanna Rand Realty

    13 Sharon Dr, Highland, NY 12528
  • /24

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 2,342 Sq Ft

    27 Salk Dr, Highland, NY 12528

    Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial perfectly blending timeless charm with modern conveniences. Located in a great commuter location, just minutes from the Mid-Hudson Bridge and local shopping, this home offers space, comfort, and unbeatable accessibility.The inviting living room features a cozy fireplace, ideal for relaxing evenings, while the family room and

    Margaret Thorne Keller Williams Hudson Valley

    27 Salk Dr, 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
  • /24

    $515,000

    • 4 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    19 Oak Crest Dr, Highland, NY 12528

    Blending comfort and style, this thoughtfully refreshed home is ready to welcome you. Major upgrades bring peace of mind, including a 50-year architectural roof (installed 2023) brand new bathrooms and beautiful new flooring throughout, including warm red oak hardwood that elevates the interior. The upstairs features all new carpeting, two fully renovated bathrooms, walk in primary closet, new

    Sandi Park Coldwell Banker Realty

    19 Oak Crest Dr, Highland, NY 12528
  • /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
  • /19

    $530,000

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

    29 Oakes Rd, Highland, NY 12528

    An exceptional and rare opportunity to own a piece of the Hudson Riverfront between two of the region’s most iconic landmarks. the Mid-Hudson Bridge and the Walkway Over the Hudson. Located on the Highland side, this unique offering includes five individual parcels, presenting a blend of natural beauty, development potential, and historic charm. At the heart of the property is a c.1840s two

    Anthony DeGelormo Century 21 Alliance Rlty Group

    29 Oakes Rd, Highland, NY 12528
  • /7

    $358,000

    • 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

    $399,000

    • 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
  • /42

    $1,275,000

    • 3 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    110 Bellevue Rd, Highland, NY 12528

    Paradise retreat with breathtaking panoramic water views of the Hudson River from every room. This impeccably renovated home has spared no expense, featuring Caesarstone throughout its generous floor plan and top-of-the-line Sub-Zero, Wolf, and Viking appliances in a dream kitchen. The open layout is perfect for entertaining or simply enjoying the stunning views as ships pass by. An abundance of

    Nancy Senescu Bella NS Properties LLC

    110 Bellevue Rd, Highland, NY 12528
  • /9

    $129,000

    • 2 Beds
    • 1 Bath
    • 1,225 Sq Ft

    69 North Rd, Highland, NY 12528

    Yup! It's a bunch of work, but it'll be the cutest house around! This is located just outside of the charming, Historic Hamlet of Highland! Driveway & garage for off street parking. Close to the Mid Hudson Bridge, the Walkway over the Hudson, New Paltz, the Thruway/87, and so much more! Hike the "Gunks" and even the Catskills are so close! Love to eat out? There are sweet restaurants

    Kathy Dawson Howard Hanna Rand Realty

    69 North 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
  • /22

    $375,000

    • 2 Beds
    • 1 Bath
    • 1,090 Sq Ft

    16 Orchard Ln, Highland, NY 12528

    Welcome to your next home! This delightful 2-bedroom, 1-bath raised ranch is nestled in one of the area's most sought after neighborhoods, just minutes from local shops, restaurants, schools, and everything you need for convenient living.Step inside to find a bright and functional layout with plenty of natural light. The main level features two comfortable bedrooms and a cozy living

    Megan Krusen eXp Realty

    16 Orchard Ln, Highland, NY 12528
  • /40

    $359,900

    • 2 Beds
    • 2 Baths
    • 1,438 Sq Ft

    466 New Paltz Rd, Highland, NY 12528

    Charming Highland Retreat – Convenient, Comfortable, and Full of Character. Welcome to 466 New Paltz Road, a delightful property nestled in the heart of Highland, NY. This inviting home perfectly blends classic charm with modern updates, offering the ideal retreat for year-round living or a weekend getaway in the beautiful Hudson Valley. Step inside to find a bright and airy interior featuring 2

    Justin Phillips United RE Hudson Valley Edge

    466 New Paltz Rd, Highland, NY 12528
  • /24

    $350,000

    • 4 Beds
    • 1.5 Baths
    • 1,524 Sq Ft

    153 Upper Grand St, Highland, NY 12528

    Charming Cape Cod home ideally located outside the downtown of Highland is waiting for it's new owners! This quaint home is centrally located minutes from both NYS Thruway as well as Metro-North Railways, making commuting to work a breeze and is conveniently situated near local shops, restaurants, breweries/wineries, the Walkway Over the Hudson, and all that the vibrant areas that the Hudson

    John Quinn Quinn Realty Group Inc

    153 Upper Grand St, Highland, NY 12528
  • /27

    $389,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft

    27 Amato Ln, Highland, NY 12528

    Tucked away on a peaceful dead-end road in Highland, this inviting 2-bedroom, 1-bath home offers the perfect blend of charm, updates, and convenience. Whether you're searching for a starter home or a weekend retreat, this property checks all the boxes. The main level welcomes you with an open layout, rustic exposed beams, and a stylishly renovated kitchen featuring sleek soapstone countertops.

    Jacob Cohen eXp Realty

    27 Amato Ln, 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
  • /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

    Donna Brooks Compass Greater New York, LLC

    7 Elliotts Ln, Highland, NY 12528
  • /43

    $995,000

    • 4 Beds
    • 2 Baths
    • 2,176 Sq Ft

    370 N Elting Corners Rd, Highland, NY 12528

    Tucked away on a peaceful hilltop just 7 minutes from the heart of New Paltz, this stunning 1930s Dutch Colonial has been completely reimagined—where old-world charm meets modern craftsmanship and curated design. Renovated from top to bottom by ANVO Construction with deep intentionality, this is more than a home—it's a legacy project. Set in Highland with New Paltz schools, it offers the best of

    Lindsay Stevens eXp Realty

    370 N Elting Corners Rd, Highland, NY 12528
  • /27

    $399,900

    • 5 Beds
    • 2 Baths
    • 2,500 Sq Ft

    546 South St, Highland, NY 12528

    **A/O 7/19** CONTRACTS OUT Located in the heart of the Hudson Valley, this spacious 2,500 sq ft home in Highland blends classic charm with modern upgrades—perfect for those who crave room to grow and a connection to the outdoors.The first floor features a warm and inviting living room, a large dining area ideal for gatherings, an efficient kitchen ready for your personal touch, a private

    Lindsay Stevens eXp Realty

    546 South St, Highland, NY 12528
  • /56

    $1,235,000

    • 7 Beds
    • 5 Baths
    • 4,630 Sq Ft

    660 N Chodikee Lake Rd, Highland, NY 12528

    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, with frontage on Chodikee Lake reached just across a

    Hayes Clement Compass Greater New York, LLC

    660 N Chodikee Lake Rd, Highland, NY 12528
  • /43

    $295,000

    • 3 Beds
    • 2 Baths
    • 2,314 Sq Ft

    312 Crescent Ave, Highland, NY 12528

    A Romantic Restoration Opportunity | New Paltz NY Area 3BD | 2BA | Victorian w/ Carriage House Located in the beautiful hamlet of Clintondale Tucked in the rolling farm country of the Hudson Valley, (lots of farms equals low taxes) just 90 minutes from NYC by car bus or train. Metro north and Amtrak 14 mins away this quintessential Victorian offers a rare opportunity to restore something truly

    Machree Quaker The Machree Group, LLC

    312 Crescent Ave, 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
  • /2

    $175,000

    • 3 Beds
    • 1 Bath
    • 1,434 Sq Ft

    614 Plutarch Rd, Highland, NY 12528

    A rare opportunity to remove the existing 1870 farmhouse and garage and build new or restore. Minutes from the bustling New Paltz Hub offering interesting shops, restaurants and cultural attractions. The property is over 5 beautiful acres with old growth trees. This is an Estate, and the Seller makes no representation as to the condition. There is no internal access prior to the closing. Only

    Bonnie Christman BHHS Hudson Valley Properties

    614 Plutarch Rd, 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
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