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Highland, NY Houses for Sale

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  • /15

    $239,900

    • 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
  • /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

    $475,000

    • 4 Beds
    • 2 Baths
    • 1 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
  • /40

    $475,000

    • 3 Beds
    • 1.5 Baths
    • 1,633 Sq Ft

    224 Martin Ave, Highland, NY 12528

    Welcome to this charming ranch style home featuring 3 cozy bedrooms. The primary bedroom has a large full bath, perfect for comfortable living. As you step inside you will be greeted by beautiful wood 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 spot for casual dining or

    Dawn Passante Coldwell Banker Village GreenN

    224 Martin Ave, Highland, NY 12528
  • /49

    $550,000

    • 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
  • /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

    $600,000

    • 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
  • /27

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    290 Tuckers Corners Rd, Highland, NY 12528

    Discover the perfect blend of comfort, convenience, and potential in this well-maintained ranch-style home, built just eight years ago and nestled on 15 subdividable, buildable acres in Highland, NY. Whether you’re a builder, investor, or simply seeking a peaceful retreat with room to expand, this property is an exceptional find. The move-in ready home features central air, a heat pump, and a

    Virginia Corbett eXp Realty

    290 Tuckers Corners Rd, Highland, NY 12528
  • /47

    $549,000

    • 3 Beds
    • 3 Baths
    • 2,102 Sq Ft

    42 Bell Dr, Highland, NY 12528

    Welcome to 42 Bell Drive, a beautifully sited, oversized Raised Ranch nestled in the magical hamlet of Highland. Perched atop a gentle hill and surrounded by mature trees, this 2,100+ square foot home offers a perfect blend of space, light, and serenity.The main level features vaulted ceilings, a fireplace, and a bright, open-concept living and dining area that flows effortlessly into a large,

    Leigh Wagner-Quintana Keller Williams Hudson Valley

    42 Bell Dr, Highland, NY 12528
  • /33

    $464,900

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    6 Smith Terrace, Highland, NY 12528

    Discover the perfect blend of modern style, flexible living, and serene surroundings in this beautifully updated ranch-style home, ideally located in the scenic town of Highland. Offering 1,728 sq ft of thoughtfully designed space, this 4-bedroom, 3-bathroom gem includes a fully legal 1-bedroom accessory apartment—making it as functional as it is stunning.From the moment you arrive, you’ll be

    Virginia Corbett eXp Realty

    6 Smith Terrace, Highland, NY 12528
  • /15

    $330,000

    • 3 Beds
    • 1 Bath
    • 1,732 Sq Ft

    8 Van Wagner Rd, Highland, NY 12528

    Incredible open newly renovated kitchen with stainless steel appliances. Beautiful floors, An updated tiled bath with new fixtures. Spacious huge family room. Dedicated laundry room, Huge deck and so much more. Walk to the hamlet of Highland with all it's interesting shops - art gallery, florist, hair salons, custom butcher shop, candy shop, music shop, kilt maker, churches, and restaurants

    Andre Green GREEN ROSE REAL ESTATE

    8 Van Wagner Rd, Highland, NY 12528
  • /27

    $399,999

    • 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
  • /36

    $425,000

    • 4 Beds
    • 1.5 Baths
    • 1,449 Sq Ft

    136 Chapel Hill Rd, Highland, NY 12528

    Beautifully blending timeless character with modern upgrades, this thoughtfully updated four-bedroom farmhouse offers the perfect balance of charm, comfort, and convenience. Original woodwork, wide-board flooring, and classic architectural details preserve the home's historic soul, while a series of recent renovations enhance everyday living. The fully updated kitchen and dining room are designed

    Sally Sprogis Four Seasons Sotheby's Int'l R

    136 Chapel Hill Rd, Highland, NY 12528
  • /50

    $1,250,000

    • 14 Beds
    • 10 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
  • /50

    $450,000

    • 5 Beds
    • 4 Baths
    • 1,890 Sq Ft

    155 Tuckers Corners Rd, Highland, NY 12528

    Welcome to 155 Tuckers Corners Rd – a charming 1928 Craftsman Bungalow nestled on 3.37 private acres in Highland. This spacious home offers 5 bedrooms and 1.5 bathrooms in the main residence, along with a walk-out basement featuring a full in-law suite complete with its own kitchen, living room, bedroom, and full bath. Please note: the square footage does not include the finished lower-level

    Anais O'Connor Compass Greater NY, LLC

    155 Tuckers Corners Rd, 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
  • /28

    $370,000

    • 3 Beds
    • 1.5 Baths
    • 1,196 Sq Ft

    21 Clearwater Rd, Highland, NY 12528

    21 Clearwater Rd, Lloyd, NY 12528 - Updated Listing DescriptionWelcome to 21 Clearwater Rd, Lloyd, NY 12528! This beautifully maintained property offers the perfect blend of comfort and outdoor charm in the heart of the Hudson Valley. Step inside to discover hardwood floors throughout, providing a warm and inviting atmosphere. Enjoy year-round comfort with the new mini-split air conditioning

    Dustin Leibowitz eXp Realty, LLC

    21 Clearwater Rd, Highland, NY 12528
  • /19

    $304,900

    • 4 Beds
    • 1 Bath
    • 1,574 Sq Ft

    159 Hawleys Corners Rd, Highland, NY 12528

    This charming 3-bedroom, 1-bath home on a double lot in Highland, NY, is full of potential and just waiting for the right touches to shine. One lotis .25 and the other .38 acres in size is nestled within a few miles of the scenic Hudson Valley Rail Trail and the tranquil Hudson River parks, it'sideal for outdoor enthusiasts. With a solid structure and a spacious layout, the home offers a cozy

    Jeffery Dolfinger Century21 Hudson Valley Realty

    159 Hawleys Corners Rd, Highland, NY 12528
  • /42

    $1,695,000

    • 3 Beds
    • 3.5 Baths
    • 3,491 Sq Ft

    330 Station Rd, Highland, NY 12528

    Welcome to Ridgeview Orchard Estate. Experience refined living in this exquisite new construction home, where sophisticated design meets the rugged beauty of the Shawangunk Mountain Ridge. Crafted with insulated concrete form (ICF) walls for superior energy efficiency and year-round comfort, this home is a true sanctuary of elegance and warmth. From the moment you step inside, you're welcomed by

    Danielle Bartula Howard Hanna Rand Realty

    330 Station Rd, 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 most

    Donna Brooks Compass Greater New York, LLC

    7 Elliotts Ln, 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
  • /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
  • /21

    $289,000

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

    19 North Rd, Highland, NY 12528

    A/O show for backup. 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

    Nicole Gold RE/MAX Benchmark Realty Group

    19 North Rd, Highland, NY 12528
  • /27

    $399,900

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

    546 South St, Highland, NY 12528

    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 laundry room, and a convenient

    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
  • /19

    $550,000

    • 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
  • /25

    $420,000

    • 3 Beds
    • 1.5 Baths
    • 1,562 Sq Ft

    8 Perkinsville Rd, Highland, NY 12528

    Discover your perfect Hudson Valley escape with this beautifully maintained raised ranch located in the heart of Highland, NY. Nestled on a quiet street and just minutes from the Mid-Hudson Bridge and NYS Thruway, this home offers both convenience and tranquility. This well-maintained 3-bedroom, 1.5-bath raised ranch combines classic charm with standout features—most notably, a sun-drenched

    Kelly Martin Michael A. Martin

    8 Perkinsville 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
  • /17

    $329,000

    • 3 Beds
    • 2.5 Baths
    • 1,121 Sq Ft

    37 Maple Ave, Highland, NY 12528

    Freshly redone, Colonial style house 1,000 feet to the Hudson & Highland Landing Park. The open floor plan downstairs gives that airy fresh touch. Beautiful all new kitchen and appliances. Lots of windows. Upstairs, 3 spacious bedrooms and 2 full bathrooms. Make this opportunity your home and enjoy the beauties of the Hudson and this sweet contemporary home.

    Meyer Stoessel Keller Williams Hudson Valley

    37 Maple Ave, Highland, NY 12528
  • /21

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,408 Sq Ft

    16 Fair St, Highland, NY 12528

    Pack your bags, you've found the one! With a little TLC this could be your "home sweet home". This 4-bedroom, 2 full bath home has room for all. Rocking chair front porch and level yard at the end of a cul-de-sac location add to the appeal of this property. Centrally located, just over the west end of the Mid-Hudson Bridge. Close to parks, schools, shopping, public transportation, medical

    Lynne Riccoboni BHHS Hudson Valley Properties

    16 Fair St, Highland, NY 12528
  • /21

    $344,500

    • 2 Beds
    • 1 Bath
    • 1,723 Sq Ft

    578 South St, Highland, NY 12528

    This well-maintained 2BR with LOFT offers both comfort and practicality. The 1st floor features an expansive open living and dining area, providing a perfect flow for entertaining or everyday living. The kitchen is equipped with a new stackable washer/dryer for added convenience. A fully renovated full bath boasts updated sheetrock, tub, toilet, vanity, lighting, and exhaust fan. The primary

    Michele Marina Atlantica East Associates LLC

    578 South 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
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