15

Highland Houses for Sale

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  • /47

    $559,000

    • 3 Beds
    • 3 Baths
    • 2,668 Sq Ft

    19 Emerson Terrace, Highland, NY 12528

    Welcome to this nearly new construction at Mountainside Woods, which the builder perfectly describes as "A New Old Fashioned Neighborhood." You will feel the sense of community as soon as you arrive, greeted by charming cul-de-sac streets laced with inviting front porches, quaint sidewalks & walking trails, and breathtaking mountain views. Owners sacrifice is one lucky buyers opportunity to

    Susan Todd BHHS Hudson Valley Properties

    19 Emerson Terrace, Highland, NY 12528
  • /44

    $599,000

    • 4 Beds
    • 2 Baths
    • 2,368 Sq Ft

    123 Vineyard Ave, Highland, NY 12528

    Charming 1900s Home with Character and Versatility! Step into timeless elegance with this beautifully preserved early 20th-century residence, ideally located just a few doors from the vibrant hamlet of Highland. Surrounded by quaint restaurants and shops, this home offers both historic charm and modern convenience. Exterior highlights include a wrap-around covered porch, a classic feature that's

    Dawn Passante Coldwell Banker Village GreenN

    123 Vineyard Ave, Highland, NY 12528
  • /33

    $550,000

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

    98 North Rd, Highland, NY 12528

    This charming 1900 farmhouse in Highland, New York, 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. Large dining area. The primary bedroom is on the first floor with windows facing three sides. enjoy

    Dawn Passante Coldwell Banker Village GreenN

    98 North Rd, Highland, NY 12528
  • /50

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,934 Sq Ft

    4 Salk Dr, Highland, NY 12528

    Welcome Home to Comfort, Style & Mountain Views This beautifully renovated split-level home is tucked away in a well-kept neighborhood, offering picturesque mountain views from the front elevation. With flexible living space, modern updates, and inviting outdoor areas, it's ready for you to move right in. Inside, you'll find 3 plus bedrooms (including a flexible bonus space) and two full baths.

    Barbara Korabel FOUR SEASONS REALTY GROUP

    4 Salk Dr, Highland, NY 12528
  • /48

    $539,900 Open Sun 11AM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,824 Sq Ft

    62 Clearwater Rd, Highland, NY 12528

    Discover unparalleled privacy in this beautifully maintained home, set on its own serene acreage. Step inside to find a warm and inviting interior featuring hardwood floors throughout the main living areas and plush carpet in the bedrooms for comfort. The living room is anchored by a gorgeous stone fireplace, creating the perfect gathering spot for cozy evenings or entertaining guests. The

    Patricia Lucey Picture It Sold, LLC

    62 Clearwater Rd, Highland, NY 12528
  • /43

    $419,000

    • 3 Beds
    • 2 Baths
    • 2,248 Sq Ft

    20 Lauretta Dr, Highland, NY 12528

    Tucked away on a quiet dead-end road, set high with scenic mountain views, this well-kept Raised Ranch is ready for your next chapter in the Hudson Valley. Freshly painted and move-in ready, the home offers 3 bedrooms, 2 bathrooms, a wood-burning fireplace, and a fenced-in backyard. The updated kitchen and spacious, finished lower level—with oversized windows framing the views—provide comfort and

    Peter Ilani BHHS Hudson Valley Properties

    20 Lauretta Dr, Highland, NY 12528
  • /7

    $399,900

    • 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, presenting a blend of natural beauty and historic charm. At the heart of the property is a c.1840s two bedroom, one bath home, offering timeless character and panoramic views of the

    Anthony DeGelormo Century 21 Alliance Rlty Group

    29 Oakes 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
  • /29

    $315,000

    • 3 Beds
    • 1.5 Baths
    • 1,220 Sq Ft

    39 Sunny Brook Cir, Highland, NY 12528

    Move right in to this bright and refreshing 3 bedroom townhouse with many new upgrades! Brand new flooring throughout, upgraded baths, freshly painted. The kitchen hosts new cabinets, appliances and washer and dryer. Newer oversized central air condenser. Park right outside your home. Beautiful fenced in deck area adds privacy while sitting outside. This Townhouse has everything you’re looking

    Dawn Passante Coldwell Banker Village Green

    39 Sunny Brook Cir, Highland, NY 12528
  • /12

    $265,000

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

    53 Sunny Brook Cir, Highland, NY 12528

    Welcome to this inviting 2-bedroom townhouse unit, perfectly situated in one of Highland’s most desirable and affordable communities. Offering both comfort and convenience, this home features a spacious layout, one-level living and a rare sense of privacy. Step outside to your own fenced-in patio, an ideal space for relaxing, gardening, or entertaining. Inside, you'll find two well-sized

    Danielle Bartula Howard Hanna Rand Realty

    53 Sunny Brook Cir, Highland, NY 12528
  • /8

    $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 nearby!

    Kathy Dawson Howard Hanna Rand Realty

    69 North 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
  • /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
  • /19

    $138,500

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    18 Hillside Place, Highland, NY 12528

    Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our bpo/tax describe the property as a SFR (ranch) built in 1950. It has a GLA of approx. 1096 and has 2 bedrooms and 1bath,

    Christopher Rose Listing by REALHome Services & Solutions

    18 Hillside Place, Highland, NY 12528

Why Live in Highland

Highland, a hamlet in Ulster County, is nestled between the Shawangunk Mountains and the Hudson River, offering a blend of rural and suburban living. Founded in 1754, it features the world’s longest pedestrian bridge, The Walkway Over the Hudson, providing stunning river views and hosting events like summer music series and the Hudson Valley Marathon. The area is known for its vibrant community, with a bustling main street along Vineyard Avenue, and is a popular spot for those seeking a small-town lifestyle with easy access to New York City via a 2.5-hour train ride from Poughkeepsie. Highland offers numerous things to do, including exploring the Hudson Valley Rail Trail, visiting the Caboose Gallery, and enjoying riverside parks like Highland Landing and Berean Park, which offers swimming, a playground, and sports courts. The hamlet is surrounded by farmland and mountains, providing seasonal activities such as apple picking at Dubois Farms and wine tastings at local vineyards. The Highland Central School District serves the community, with Highland Primary School and Highland High School both receiving high ratings. Housing options range from condos and townhouses to historic Victorians and modern custom-built homes, with some properties prone to flooding near Twaalfskill Creek. Local amenities include mom-and-pop shops, cafes like Underground Coffee & Ales, and the Knaus Gallery & Wine Bar. For larger shopping needs, residents can visit Bridgeview Plaza or the Poughkeepsie Galleria. Highland is safer than the national average, and while many residents rely on personal vehicles, the area is bike-friendly with access to public transit.

Home Trends in Highland, NY

Housing Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$411,500
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$292,000
Average Price Per Sq Ft
$261
Number of Homes for Sale
18
Last 12 months Home Sales
62
Months of Supply
3.50
Median List Price
$399,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-3%
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