25

Highland, NY Houses for Sale

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  • /23

    $599,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft

    368 Plutarch Rd, Highland, NY 12528

    OPEN HOUSE - SATURDAY APRIL 26 11am-1pmPrivately sited among mature and flowering trees with plenty of open space to play is this well-maintained home located minutes to the vibrant towns of New Paltz and Highland. Upon entering you'll find gleaming oak floors, a light-filled open living room with wood-burning fireplace and dining area overlooking the back yard and large deck. The kitchen is

    Helen Coyle Bergstein Helen Coyle Bergstein

    368 Plutarch Rd, Highland, NY 12528
  • /33

    $499,000 Open Sat 1PM - 3PM

    • 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
  • /22

    $412,000

    • 3 Beds
    • 2.5 Baths
    • 1,608 Sq Ft

    7 Dirks Terrace, Highland, NY 12528

    Charming and recently renovated raised ranch in the Highland School District in the picturesque Hudson Valley. This comfortable home in a walkable neighborhood features numerous upgrades, including a remodeled open-concept kitchen with granite countertops (completed in 2017) and an asphalt shingle roof installed in 2021. The exquisitely engineered mahogany wood floors were added in 2020.

    Nancy Senescu Bella NS Properties LLC

    7 Dirks Terrace, Highland, NY 12528
  • /22

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    618 N Chodikee Lake Rd, Highland, NY 12528

    WOW! Stunning Renovation! This beautifully updated 3-bedroom 2 bath ranch, set on 1 acre on a country road, offers modern elegance throughout. The brand-new kitchen features quartz countertops, a marble backsplash, and new appliances. Gorgeous gleaming hardwood floors, updated lighting, and NEW bathrooms with the latest designer tiles. With NEW windows, vinyl siding, a full basement, and a

    Naomi Streicher Q Home Sales

    618 N Chodikee Lake Rd, Highland, NY 12528
  • /21

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,683 Sq Ft

    15 Toc Dr, Highland, NY 12528

    This charming raised ranch offers three spacious bedrooms, one and a half bathrooms, and approximately 1,683 square feet of living space on a generous 0.36-acre lot. Located in a desirable neighborhood, this home provides comfort, convenience, and a fantastic location near Highland’s best amenities.The main level features a bright and inviting living room that flows into the dining area

    John Quinn Quinn Realty Group Inc

    15 Toc Dr, Highland, NY 12528
  • /24

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,812 Sq Ft

    380 Pancake Hollow Rd, Highland, NY 12528

    Welcome to 380 Pancake Hollow Road, a picturesque Cape Cod home offering privacy, charm, and an unbeatable Hudson Valley lifestyle. Set on 5.6 peaceful acres, this 3-bedroom, 1-bath home (1,812 sq. ft.) is surrounded by nature, yet minutes from Highland, New Paltz, and top outdoor destinations.Inside, you’ll find arched doorways, a cozy fireplace, and a bright sunroom perfect for morning

    Leigh Wagner-Quintana Keller Williams Hudson Valley

    380 Pancake Hollow Rd, Highland, NY 12528
  • /27

    $445,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    132 Lily Lake Rd, Highland, NY 12528

    Welcome to this newly updated and remodeled sanctuary. This is the house that you have been waiting for. A lovely ranch offering 3 bedrooms, 2 full updated baths, and spacious screened in patio, located on a lightly traveled winding road surrounded by nature with a beautiful lake nearby. The kitchen has been completely remodeled including stainless steel appliances, quartz counter-tops, glass

    Helene Spear Keller Williams Realty

    132 Lily Lake Rd, Highland, NY 12528
  • /31

    $595,000

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    745 State Route 44 55, Highland, NY 12528

    Now Fully Available — Modern Farmhouse in Prime Highland LocationThis beautifully restored farmhouse perfectly balances historic charm with modern upgrades. Set on a scenic acre in the Highland School District, the home offers sun-filled interiors, soaring ceilings, and an open-concept layout designed for easy living.The first-floor primary suite adds comfort and convenience,

    Ashley Olson Minard eXp Realty

    745 State Route 44 55, Highland, NY 12528
  • /21

    $499,999

    • 4 Beds
    • 1.5 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

    Angela Chenery Century 21 Alliance Rlty Group

    12 Woodside Place, Highland, NY 12528
  • /43

    $379,000

    • 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 Open Tue 11AM - 1PM

    • 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
  • /37

    $729,000

    • 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
  • /22

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    460 Vineyard Ave, Highland, NY 12528

    This property in Highland is a charming two-story home that offers a blend of comfort and modern amenities. This spacious residence features a dedicated office space, perfect for remote work or study. The kitchen has been newly renovated, boasting beautiful granite countertops and elegant wood cabinetry, making it both functional and stylish. For those who appreciate organization, a large pantry

    Dawn Passante Coldwell Banker Village Green

    460 Vineyard Ave, Highland, NY 12528
  • /31

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    9 White Pine Ln, Highland, NY 12719

    A refined oasis awaits you at White Pines, just two hours from NYC in serene Barryville, NY. Tucked away on the banks of Beaver Brook, this newly constructed three bedroom, two bathroom modern cabin is the private, light-drenched retreat you’ve been looking for. An open concept living space features soaring ceilings and an abundance of oversized windows, making the most of the surrounding

    Megan Kinealy-Hill Country House Realty Inc

    9 White Pine Ln, Highland, NY 12719
  • /29

    $344,900

    • 3 Beds
    • 2 Baths
    • 1,681 Sq Ft

    124 Half Moon Rd, Highland, NY 12528

    Discover the potential of this charming brick ranch nestled on a serene 8 acre property offering seasonal mountain views. Conveniently located, this property presents a unique opportunity for those seeking a tranquil retreat with ample room for expansion and renovation.Inside, envision creating your dream home with a thoughtful remodel. The spacious layout includes an oversized laundry

    Paige McClintock Howard Hanna Rand Realty

    124 Half Moon Rd, Highland, NY 12528
  • /18

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    25 Deller Rd, Highland, NY 12528

    Comfortable single level ranch home with 3 bedrooms and two full bathrooms. The one car garage has been converted into a beautiful light-filled family room for additional living space. Enjoy the large eat-in kitchen, just off the dining room. Sliders lead out to back deck with its private yard that's perfect for entertaining and summer barbecues. There's even a full unfinished basement for extra

    Dawn Passante Coldwell Banker Village GreenN

    25 Deller Rd, Highland, NY 12528
  • /15

    $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
  • /55

    $1,550,000

    • 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 BHHS HUDSON VALLEY PROP-KING

    660 N Chodikee Lake Rd, Highland, NY 12528
  • /22

    $369,900

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft

    45 Cotter Rd, Highland, NY 12528

    Nestled on a picturesque 5.2-acre lot in Highland, NY, this charming 3-bedroom, 2.5-bathroom home offers a perfect blend of comfort and natural beauty. Spanning 1,956 sq ft, this inviting residence provides plenty of space for families or anyone looking for a serene retreat. The lush, expansive grounds feature open areas perfect for outdoor activities, gardening, or simply enjoying the tranquil

    Virginia Corbett eXp Realty

    45 Cotter Rd, Highland, NY 12528
  • /14

    $239,900

    • 1 Bed
    • 1 Bath
    • 762 Sq Ft

    534 New Paltz Rd, Highland, NY 12528

    Step into this completely renovated 1-bedroom, 1-bath home designed for comfort and convenience. The entire house has been fully renovated featuring new countertops and cabinets in the kitchen, new stainless steel appliances, and stylish laminated wood floors, together with the roof and septic system.The 762 sq. ft. layout is versatile and functional, making it ideal for any stage of life.

    Stefan Bolz Hello Dolly Real Estate

    534 New Paltz Rd, 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
  • /28

    $340,000

    • 4 Beds
    • 2 Baths
    • 1,368 Sq Ft

    26 Toc Dr, Highland, NY 12528

    This comfortable 4-bedroom cape is situated in a desirable location near the hamlet of Highland. Enjoy the popular Berean Park, offering swimming, tennis courts, pickle ball courts, playground and picnic areas. Just a few blocks to the Hamlet of Highland with small shops, a yoga studio, pizzerias, delis, and restaurants. Just across the Mid-Hudson Bridge is Metro North for easy city commuting

    Dawn Passante Coldwell Banker Village Green

    26 Toc Dr, 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
  • /12

    $165,750

    • 1 Bed
    • 1 Bath
    • 1,596 Sq Ft

    854 New Paltz Rd, Highland, NY 12528

    **Multiple offer situation. Seller requesting highest, best and final offers 8am, 4/10/2025.** Seclusion awaits you in this bird watcher's paradise. Feel like you're miles away from everything but only a short trip to the town center. Great weekend getaway! Cottage with balcony overlooking huge living room. Several outbuildings, barns, garages, etc. Over 10 acres of privacy! SUV is recommended

    Lee Raphael RIVER REALTY SERVICES INC.

    854 New Paltz Rd, Highland, NY 12528
  • /12

    $280,500

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    411 Vineyard Ave, Highland, NY 12528

    **Multiple offer situation. Seller requesting highest, best and final offers 8am, 4/25/2025.** Three bedroom, one bathroom ranch with easy access to the Village of Highland! Cute brick home with covered front porch great for a hammock or rocking chair. Hardwood floors on the main level. Updated mechanicals. Basement area has additional rooms not included in finished square footage. Close

    Brian Smith River Realty Services, Inc.

    411 Vineyard Ave, Highland, NY 12528
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