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Highland, NY Houses for Sale

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  • /20

    $649,999

    • 4 Beds
    • 3 Baths
    • 2,241 Sq Ft

    217 Tuckers Corners Rd, Highland, NY 12528

    NEW CONSTRUCTION!!! Estimated to be completed by beginning of August. This stunning new construction ranch-style home offers 2,241 square feet of refined, single-level living space featuring four spacious bedrooms, three full bathrooms, and an attached two-car garage, all set on a sprawling and private 8.90-acre estate within the Marlboro School District. While the foundation for luxury is set,

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 769-8510

    217 Tuckers Corners Rd, Highland, NY 12528
  • /33

    $649,000

    $50K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,588 Sq Ft

    227 Lily Lake Rd, Highland, NY 12528

    Escape to the Hudson Valley in this private wooded retreat just minutes from New Paltz, where vaulted living spaces, peaceful surroundings, and dedicated work-from-home space create the ideal full-time residence or weekend escape. Perched high on a mountainside in Highland, New York, this exceptional estate offers unparalleled peace, picturesque vistas, and wooded privacy across four expansive

    Agent Photo

    Michael J. Carr

    eXp Realty

    (845) 436-3954

    227 Lily Lake Rd, Highland, NY 12528
  • /27

    $850,000

    Open Sun 1PM - 3PM Coming Soon
    • 6 Beds
    • 3.5 Baths
    • 2,824 Sq Ft

    142 Hawleys Corners Rd, Highland, NY 12528

    Contemporary Colonial with Legal Accessory Apartment, Owned Solar & Private Country Setting. Country living at its finest! Welcome home to this beautifully maintained 6-bedroom, 3.5-bath Contemporary Colonial featuring owned solar panels, individual mini-split systems in every bedroom for personalized comfort, and a legal 1-bedroom accessory apartment renovated in 2024.The main home offers a

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    Karen Briscoe-Reed

    KW MidHudson

    (845) 681-6072

    142 Hawleys Corners Rd, Highland, NY 12528
  • /19

    $649,999

    • 4 Beds
    • 3 Baths
    • 2,241 Sq Ft

    213 Tuckers Corners Rd, Highland, NY 12528

    NEW CONSTRUCTION!!! Estimated to be completed the beginning of August - This stunning new construction ranch-style home offers 2,241 square feet of refined, single-level living space featuring four spacious bedrooms, three full bathrooms, and an attached two-car garage, all set on a sprawling and private 10.20 -acre estate within the Marlboro School District. While the foundation for luxury is

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 209-2518

    213 Tuckers Corners Rd, Highland, NY 12528
  • /48

    $1,225,000

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,919 Sq Ft

    15 Oakes Rd, Highland, NY 12528

    Welcome to The Riverhouse, an extraordinary custom Lindal Cedar home offering front-row living on the Hudson River. A wall of glass and voluminous ceilings frame breathtaking, ever-changing water views, filling the dramatic great room and its striking fireplace with a light-filled, airy atmosphere. The stylish chef's kitchen is both sleek and functional, featuring high-end cabinetry, granite

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    Mark McAlpine

    Compass Greater New York, LLC

    (845) 769-0760

    15 Oakes Rd, 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.

    (845) 581-7956

    224 Vineyard Ave, Highland, NY 12528
  • /65

    $1,200,000

    $300K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 4,572 Sq Ft

    74 Bellevue Rd, Highland, NY 12528

    Hudson River Views! This inviting home combines comfort, character, and convenience with a dramatic two-story foyer and open floor plan. Enjoy a cozy living room with a gas fireplace, formal dining area overlooking the river, and a kitchen with custom cherry cabinets, granite counters, and Jenn Air cooktop. A flexible room with French doors makes a great office or fourth bedroom. Bathroom and

    Hollis Dukler Coldwell Banker Village GreenN

    74 Bellevue Rd, Highland, NY 12528
  • /31

    $2,190,000

    • 3 Beds
    • 3 Baths
    • 3,511 Sq Ft

    400 N Elting Corners Rd, Highland, NY 12528

    Perched at the end of a long winding driveway and surrounded by 24 acres of private woods, this extraordinary steel-built contemporary home offers architectural sophistication tucked quietly into the landscape of Highland, NY. Designed as both a statement in modern design and a deeply immersive retreat, the home balances bold structural elements with warmth, texture, and a constant connection to

    Richard Vizzini Corcoran Country Living

    400 N Elting Corners Rd, Highland, NY 12528
  • /19

    $138,500

    $20K PRICE DROP
    • 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
  • /37

    $539,900

    $60K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,329 Sq Ft

    194 Vineyard Ave, Highland, NY 12528

    FULLY AVAILABLE! Custom built by the original owner. Featuring a bright and functional layout, the home is filled with abundant natural light and gleaming hardwood floors. Radiant heat throughout. The eat-in kitchen boasts warm cherry wood cabinets and granite countertops. The primary bedroom features cathedral ceilings, adding an airy and spacious feel. The attached oversized garage also

    Angela Briante Briante Realty Group, LLC

    194 Vineyard Ave, Highland, NY 12528
  • /24

    $179,000

    Pre-Foreclosure
    • 4 Beds
    • 1.5 Baths
    • 1,404 Sq Ft

    687 Whitley Ln, Highland, NY 12528

    Investor opportunity in the Town of Lloyd! Situated on 1.4 private acres, this 4-bedroom home offers tremendous potential for renovation, customization, or resale. The property is in need of significant rehabilitation and is ready for its next owner to bring it back to life. Features include a full basement, attached garage, and a desirable location just minutes from New Paltz, the Mid-Hudson

    Philip Szumlaski Keller Williams Realty

    687 Whitley Ln, Highland, NY 12528
  • /45

    $725,000

    • 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
  • /48

    $649,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    192 Vineyard Ave, Highland, NY 12528

    Welcome to this fully renovated 4-bedroom, 3-bathroom home offering modern comfort, high-end finishes, and a prime location. Designed with today's lifestyle in mind, this spacious property features multiple areas for entertainment and relaxation, making it perfect for both family living and hosting guests. Inside, you'll find a bright and airy layout with many windows that flood the home with

    Natalia Hernandez Lopez DirectKey Properties, LLC

    192 Vineyard Ave, Highland, NY 12528
  • /25

    $375,000

    $22K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,661 Sq Ft

    7 River Rd, Highland, NY 12528

    UNIQUE FLOOR PLAN in this updated eyebrow colonial creates an ideal setup for a bed-and-breakfast use of this property. Each bedroom features it's own full bath, offering comfort and privacy for all. The spacious living area includes a formal dining room and updated kitchen. A first- floor bedroom and convenient laundry add to the home's flexibility. Enjoy a short walk to the Hamlet of Highland

    Elizabeth Decker Hudson Dwellings Realty

    7 River Rd, Highland, NY 12528
  • /31

    $429,900

    $20K 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

    $425,000

    • 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
  • /42

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    85 Bellevue Rd, Highland, NY 12528

    Nestled on a quiet road in the heart of the Hudson Valley, this well maintained raised ranch at 85 Bellevue Road in Highland offers comfortable living with a spacious layout and peaceful surroundings. Built in 1987, the home features approximately 1,800+ square feet of living space with 3 bedrooms and 2 full bathrooms on over a half acre of property. The main level offers a bright and inviting

    Geraldine Gaudioso Century 21 Alliance Rlty Group

    85 Bellevue Rd, Highland, NY 12528
  • /33

    $485,000

    $65K PRICE DROP
    • 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
  • /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
  • /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
  • /40

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,260 Sq Ft

    573 Plutarch Rd, Highland, NY 12528

    *Multiple offers - highest and best by 6/3 at 5pm* A rare opportunity awaits at this striking contemporary estate, nestled on over 11 acres of absolute privacy within the highly desirable New Paltz School District. Situated on a quiet country road, this four-bedroom, two and a half bathroom home is a true diamond in the rough, offering the perfect canvas for a buyer with the vision and means to

    Kristen Zigouras eXp Realty

    573 Plutarch Rd, Highland, NY 12528
  • /32

    $674,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,144 Sq Ft

    10 Eisgruber Park Ln, Highland, NY 12528

    Privacy and seclusion await in this well maintained home. The gourmet eat-in kitchen features vaulted ceilings, granite island, wine bar, double ovens, stainless steel appliances, and abundant cabinetry, and sliding glass door leading to a deck. The open concept living flows into the formal dining room with a bay window and hardwood floors. Upstairs, the primary suite boasts vaulted ceilings, a

    Margaret Thorne KW MidHudson

    10 Eisgruber Park Ln, Highland, NY 12528
  • /40

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    104 New Paltz Rd, Highland, NY 12528

    Convenient oversized raised ranch with spacious rooms. The main floor features a full eat-in kitchen with beautiful retro appliances and a living room with a large bay window that allows plenty of light to flow inside. There’s a spacious dining room that’s perfect for entertaining and 3 bedrooms for all your needs. The primary bedroom has its own full bath. The lower level is inviting with a

    Dawn Passante Coldwell Banker Village Green

    104 New Paltz Rd, Highland, NY 12528
  • /29

    $450,000

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft

    12 Reservoir Rd, Highland, NY 12528

    Move right into this beautifully updated rambler ranch, perfectly situated in a well-established and sought-after Highland neighborhood. From the moment you arrive, you’ll feel the warmth and care that has gone into maintaining and thoughtfully improving this charming home over the years. The updated kitchen is truly the heart of the home, featuring abundant storage, smart functionality, quartz

    Leigh Wagner-Quintana Keller Williams Hudson Valley

    12 Reservoir Rd, Highland, NY 12528
  • /24

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    11 Cuomo Dr, Highland, NY 12528

    Timeless Charm: Authentic Log Ranch Home LivingEmbrace the perfect blend of rustic warmth and modern convenience in this captivating three-bedroom, two-full-bath log ranch home. Nestled on over an acre of beautifully manicured land, this property offers a peaceful retreat without sacrificing accessibility. The heart of the home features a spectacular double-faced stone fireplace, seamlessly

    JoAnn Ellis Summerset Realty

    11 Cuomo Dr, Highland, NY 12528
  • /55

    $1,500,000

    Open House 6/14
    • 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
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