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Price Reduced Homes for Sale in Highland, NY

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  • /46

    $549,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,340 Sq Ft

    105 S Chapel Hill Rd, Highland, NY 12528

    Welcome to this spacious and inviting ranch home in the heart of Highland, conveniently located near the iconic Mid-Hudson Bridge and just minutes from shopping, restaurants, commuter routes, and all that the Hudson Valley has to offer. The main level features three comfortable bedrooms and a bright, open layout designed for everyday living. The spacious kitchen offers abundant cabinet and

    Dawn Passante Coldwell Banker Village Green

    105 S Chapel Hill Rd, Highland, NY 12528
  • /45

    $695,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    14 Glen Rock Cir, Highland, NY 12528

    Elegant Contemporary Colonial tucked away on 5 beautifully landscaped private acres offers the perfect blend of comfort, space, and privacy. A dramatic two-story entry welcomes you into a thoughtfully designed home, perfect for both everyday living and entertaining. The formal dining room flows into a spacious kitchen featuring granite countertops, a center island, and an open layout to the

    Toni Petfield Century 21 Alliance Rlty Group

    14 Glen Rock Cir, Highland, NY 12528
  • /43

    $950,000

    $45K PRICE DROP Pre-Foreclosure
    • 2 Beds
    • 2 Baths
    • 1,575 Sq Ft

    83 Cotter Rd, Highland, NY 12528

    Tucked away at the end of a 1,700+ foot private driveway, this one-of-a-kind custom-built retreat offers the peace, privacy, and natural beauty you’ve been searching for. Situated on an incredible 63-acre parcel in the Town of Plattekill (Wallkill School District), this property is a rare opportunity for outdoor enthusiasts, hunters, weekend escape seekers, or anyone looking to enjoy a secluded

    Gary MacEntee Keller Williams Realty

    83 Cotter Rd, Highland, NY 12528
  • /35

    $649,500

    $31K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    555 Plutarch Rd, Highland, NY 12528

    Perfectly sited on a quiet walking road, this handsome Center-hall Colonial is now available for the first time in almost 2 decades. The nearly 7 acres offer an oasis around the residence with a stream that opens into the Swarte Kill (Black Creek) to kayak and experience wetland wildlife.Right from the full-length rocking chair porch, you feel so at home. This four-bedroom residence has a

    Eliane Abramoff Four Seasons Sothebys Intl

    555 Plutarch Rd, Highland, NY 12528
  • /20

    $599,999

    $29K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,236 Sq Ft

    120 Vineyard Ave, Highland, NY 12528

    Charming Two-Family Home in Highland, NYWelcome to this inviting two-family home in the Town of Lloyd, ideally located in the heart of the Hudson Valley and within walking distance to the Hamlet of Highland. Each floor offers 2 bedrooms and 1 full bath, making this property an excellent opportunity for an owner-occupant, multi-generational living, or investment.Recent improvements

    Angela Chenery Century 21 Alliance Rlty Group

    120 Vineyard Ave, Highland, NY 12528
  • /24

    $524,900

    $6K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,050 Sq Ft

    452 Vineyard Ave, Highland, NY 12528

    This home is completely remodeled. New roof, new siding new windows new Insulation all new electrical all new plumbing. All new flooring throughout the home. Brand new kitchen with quartz countertops, completely remodeled bathrooms. Brand new central air unit brand new furnace ,brand new hot water heater. This Home is just minutes away from the mid Hudson Bridge and the Minnewaska mountains.

    Derek Greene Greene Realty Group

    452 Vineyard Ave, Highland, NY 12528
  • /50

    $999,000

    $151K PRICE DROP
    • 9 Beds
    • 5 Baths

    52 John White Rd Unit 50, Highland, NY 12528

    Exceptional Hudson Valley Quadruplex Investment Opportunity on 16.4 Private AcresRarely does a property like this become available. Whether you're searching for a high-performing investment, a private compound, or an owner-occupied property with substantial rental income, this unique estate offers endless possibilities.Tucked away at the end of a quiet country road, the property features

    Jackie Siracuse Absolute Real Estate of NY Inc

    52 John White Rd Unit 50, Highland, NY 12528
  • /40

    $550,000

    Open House 10/10 $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,856 Sq Ft

    98 Black Creek Rd, Highland, NY 12528

    Welcome to **98 Black Creek Road**—a beautifully maintained split-level home offering the perfect blend of privacy, space, and convenience in the heart of Esopus.Nestled on approximately **2 acres** of peaceful, tree-lined property, this move-in ready residence features **3 spacious bedrooms, 2.5 bathrooms, and over 2,200 square feet** of comfortable living space. Sunlight fills the open

    Jorge Lugo Real Broker NY LLC

    98 Black Creek Rd, Highland, NY 12528
  • /30

    $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 ranch that has been lovingly cared for nearly 40 years. Tucked away on a quiet, private dead-end road named after the Beatles’ hit song, this 3-bedroom, 2.5-bath, 1,844 sq ft home sits on a picturesque 0.52-acre lot and offers easy, single-level living with a seamless connection to the outdoors.Walk inside to an open,

    Jacob Cohen eXp Realty

    41 Penny Ln, Highland, NY 12528
  • /55

    $1,425,000

    Open House 10/17 $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    60 Palazzo Ln, Highland, NY 12528

    This bold custom built home sits atop a hill like a postcard extolling the beauty of the Hudson Valley. Built to exacting specifications and with an understanding of how people live best by a master craftsman, this is a post and beam masterpiece in an inspiring setting. Uniquely, it offers all the bells and whistles you expect in a new luxury home while also feeling like an heirloom. Set on 4

    Dawn Passante Coldwell Banker Village GreenN

    60 Palazzo Ln, Highland, NY 12528
  • /28

    $535,000

    $23K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    7 Tina Dr, Highland, NY 12528

    Tucked along a quiet dead-end street in Highland, this inviting three-bedroom, two-bath home offers nearly 1,600 square feet of thoughtfully updated living space, along with the kind of backyard that makes summer feel like a vacation at home.The bright main level has an easy, comfortable flow, with hardwood floors, a spacious living room and a beautifully renovated kitchen featuring

    Donna Brooks Compass Greater New York, LLC

    7 Tina Dr, Highland, NY 12528
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