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Highland, NY Homes for Sale

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  • /49

    $439,900 Open Sat 11AM - 1PM

    • 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

    Agent Photo

    Drita Shala

    Howard Hanna Rand Realty

    (845) 552-0012

    13 Sharon Dr, Highland, NY 12528
  • /2

    $200,000

    • Land
    • 6.2 Acres
    • $32,258 per Acre

    0 Vineyard Ave Unit 20256184, Highland, NY 12528

    Rare find. 6.2 acres with town water, sewer and gas. 1/2 zoning can have single family, multi family and multiple units.

    Agent Photo

    Danielle Carlson-murphy

    Start Home Smart, Inc.

    (845) 584-7833

    0 Vineyard Ave Unit 20256184, Highland, NY 12528
  • /8

    $195,000

    • Land
    • 22.3 Acres
    • $8,744 per Acre

    0 Crawford Rd Unit KEY821449, Highland, NY 12528

    Beautiful wooded 22.3 acre parcel along quaint Crawford Road just outside of the charming Delaware river hamlet of Barryville. Close to Eldred, Yulan, Barryville, Narrowsburg and the Delaware River.

    Agent Photo

    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    (845) 681-6170

    0 Crawford Rd Unit KEY821449, Highland, NY 12528
  • /18

    $59,900

    • Land
    • 6.09 Acres
    • $9,836 per Acre

    Lot 28 Summit Dr, Highland, NY 12792

    Beautiful 6+/- acres in gated community! This peaceful property is a nice corner parcel with a lot of road frontage that is mostly level and wooded. This is a great place to build your dream home with lake rights to Timber Lake Estates. Close to Eldred, Barryville and the Delaware River. Come take a look at this property before it's gone!

    Agent Photo

    Dawn Curreri

    Eagle Valley Realty

    (845) 412-9934

    Lot 28 Summit Dr, Highland, NY 12792
  • /2

    $185,000

    • Land
    • 0.24 Acre
    • $770,833 per Acre

    224 Vineyard Ave, Highland, NY 12528

    Recent home demolished and removed. .24 acre lot with town water and sewer (Natural gas on the street but not to the lot). 1.5 miles to the Hamlet of Highland. Ask us about our custom home affordability program.

    Agent Photo

    Danielle Carlson-murphy

    Start Home Smart, Inc.

    (845) 713-8132

    224 Vineyard Ave, 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 TownThis 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,

    Agent Photo

    Danielle Carlson-murphy

    Start Home Smart, Inc.

    (845) 581-7956

    224 Vineyard Ave, Highland, NY 12528
  • /65

    $1,250,000

    • 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
  • /48

    $515,000

    • 4 Beds
    • 3 Baths
    • 2,850 Sq Ft

    44 Clearwater Rd, Highland, NY 12528

    Welcome to 44 Clearwater Road, a beautifully maintained and thoughtfully updated home set on 2.8 serene acres in Highland, offering approximately 2,850 sq ft of versatile living space. The upper level features three spacious bedrooms, two full bathrooms, and a stunning, newly renovated kitchen (2023). Step into the light-filled living room with vaulted pine ceilings and a cozy fireplace, where

    Jacob Cohen eXp Realty

    44 Clearwater Rd, Highland, NY 12528
  • /11

    $649,999

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

    213 Tuckers Corners Rd, Highland, NY 12528

    NEW CONSTRUCTION TO BE BUILT - 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 set, this property presents a unique

    Richard Baxter Keller Williams Realty

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

    $639,000

    • 4 Beds
    • 1.5 Baths
    • 2,244 Sq Ft

    668 N Chodikee Lake Rd, Highland, NY 12528

    Welcome to Stonewall Farm, a rare 20-acre retreat featuring a charming 19th Century stone house and outbuilding 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 plus its signature foursquare stone farm house built

    Hayes Clement Compass Greater New York, LLC

    668 N Chodikee Lake Rd, Highland, NY 12528
  • /38

    $529,000

    • 4 Beds
    • 3 Baths
    • 2,040 Sq Ft

    4 Cusa Dr, Highland, NY 12528

    Welcome to this beautifully maintained Cape Cod located at 4 Cusa Drive in desirable Highland, offering exceptional curb appeal with an oversized driveway, elegant walkway, inviting entry, and charming covered front porch. Inside, you’ll find updated flooring throughout and a thoughtfully designed layout featuring a spacious living room and dining room with sliders that open to an expansive patio

    Sandra Spector Howard Hanna Rand Realty

    4 Cusa Dr, Highland, NY 12528
  • /28

    $619,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,268 Sq Ft

    410 Vineyard Ave, Highland, NY 12528

    Meticulously Updated Raised Ranch on 1 Acre 2,326 Sq Ft Welcome to this beautifully maintained raised ranch that blends comfort, style, and functionality. Offering 2,326 square feet of living space, this home showcases meticulous care and pride of ownership throughout. Gleaming hardwood floors flow through the main level, complemented by an updated kitchen featuring granite countertops and

    Kassia Connors eXp Realty

    410 Vineyard Ave, Highland, NY 12528
  • /26

    $549,000

    • 4 Beds
    • 2 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
  • /24

    $565,000

    • 3 Beds
    • 2 Baths
    • 2,086 Sq Ft

    269 Orchard Rd, Highland, NY 12528

    Nestled among scenic orchards is this beautiful, updated nineteenth century farm house situated on almost 20 acres of beautiful pasture land and woods. This charming 3 bedroom home has a lovely full bath and plenty of living space for both humans and horses alike. The current owner keeps her horses on the property which is equipped with 2 run-in sheds and 7 shed row stalls which all have power

    Daniel Balassone VYLLA Home

    269 Orchard Rd, Highland, NY 12528
  • /10

    $649,999

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

    217 Tuckers Corners Rd, Highland, NY 12528

    NEW CONSTRUCTION TO BE BUILT!!! 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, this property presents a unique

    Richard Baxter Keller Williams Realty

    217 Tuckers Corners Rd, 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
  • /3

    $4,400,000

    • Land
    • 73.7 Acres
    • $59,701 per Acre

    00 Vineyard Ave, Highland, NY 12528

    Multi family property consisting of R-1/4, R-1/2 and R-1 zoning. Totaling 73 plus acres with two access points along Rte 44, Vineyard Avenue, in the Town of Lloyd, Ulster County, NY. One on the South end of the property with 150 feet of frontage along Vineyard Avenue and one on the North end of the property with 50 feet of frontage along Vineyard Avenue. Property slopes gently upward from road

    Robert Vitanza Rand Commercial

    00 Vineyard Ave, Highland, NY 12528
  • /13

    $500,000

    • Land
    • 11.5 Acres
    • $43,478 per Acre

    TBD Rt 9w, Highland, NY 12528

    Attention Investors! 11.5 acres located just minutes from the Mid-Hudson Bridge in desirable Highland, NY ready for developing. Ideally located on a high traffic state highway with over 1,000 feet of road frontage and tons of visibility. This lot sits directly across the highway from the future river front development named 'The Hudson Valley Wine Village' which is proposed to have 800 new

    John Quinn Quinn Realty Group Inc.

    TBD Rt 9w, Highland, NY 12528
  • /2

    $29,000

    • Land
    • 0.79 Acre
    • $36,709 per Acre

    0 Hartung Rd Unit H6242040, Highland, NY 12732

    Fantastic level lot. Minutes walk to Sand Beach. Close to lots of great local restaurants, Bethel Woods performing arts center and the Delaware river.

    Dawn Payne Payne Team LLC

    0 Hartung Rd Unit H6242040, Highland, NY 12732
  • /5

    $59,000

    • Land
    • 6.06 Acres
    • $9,736 per Acre

    Lot 45 Split Rock Dr, Highland, NY 12719

    Escape to total privacy on this peaceful 6.06-acre parcel in a desirable private community. Surrounded by nature, with pond views, this secluded lot offers the perfect setting for your dream getaway or year-round retreat. Tucked away in the heart of the Catskills, you’ll enjoy unmatched tranquility with easy access to local hiking, lakes, and charming towns. Build your vision where serenity meets

    Dawn Payne Payne Team LLC

    Lot 45 Split Rock Dr, Highland, NY 12719
  • /31

    $500,000

    • Land
    • 97.1 Acres
    • $5,149 per Acre

    TBD Lily Lake Rd, Highland, NY 12528

    A rare opportunity to own a breathtaking 97-acre property featuring the very lake that gives Lily Lake Road its name. Tucked away in the beautiful countryside of Highland, New York, this one-of-a-kind parcel offers unmatched privacy, natural beauty, and endless potential for your dream retreat or legacy estate.At the heart of the property lies Lily Lake — a serene, private body of water

    John Quinn Quinn Realty Group Inc.

    TBD Lily Lake Rd, Highland, NY 12528
  • /8

    $148,000

    • Land
    • 5.56 Acres
    • $26,619 per Acre

    0 Black Bear Ct, Highland, NY 12719

    Yess! Your Dreams Have Been Answered...This Rare Lot..Privacy/5+ Acres/ 40' Pond/ Silence/ 7 Min To Barryville/ 10 Minutes To EldredReady For You.. To Build YOUR Future Retreat!! Yes, Moss Covered Rocks And A Gentle Slope Allowing For A Walk Out Lower Level. Gorgeous Trees Tuck You Into Your Private Serenity. It All Begins With Your Land and Then Your Dream Home Can Be Designed To Nestle

    Debbie Jagel Cabins & Canoes Real Estate

    0 Black Bear Ct, Highland, NY 12719
  • /25

    $397,000

    • 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
  • /17

    $50,000

    • Land
    • 1.36 Acres
    • $36,765 per Acre

    0 White St, Highland, NY 12528

    Looking for the perfect lot for your new home? This lovely 1.36-acre wooded lot is situated on a gentle rise above an established community in historic Highland. It offers the best of both worlds; peace, privacy, and gorgeous elevated views, with convenient access to all amenities and the security of having neighbors around if needed. Easy access to the Walkway Over the Hudson, Empire State

    Carolyn Michelle KW Mid-Hudson

    0 White St, Highland, NY 12528
  • /22

    $2,100,000

    • Land
    • 70.5 Acres
    • $29,787 per Acre

    243 Vineyard Ave Unit 251, Highland, NY 12528

    Spectacular 70 acre parcel located right outside the village of Highland. May be used as a farm or subdivided. Parcel has 3 rentals located on it in addition to 1 vacant house. Also on this property is a very large steel building with high ceilings and oversized garage doors as well as a barn! Close commuter location - Metro North, NYS Thruway, Mohonk Mountains and Hudson Valley Rail Trail.

    John Quinn Quinn Realty Group Inc

    243 Vineyard Ave Unit 251, Highland, NY 12528
  • /12

    $135,000

    • 2 Beds
    • 1 Bath
    • 552 Sq Ft

    407 Swartekill Rd, Highland, NY 12528

    Charming 2-Bedroom Mobile Home on 1.29 Acres in Swartekill Neighborhood Discover the potential of this cozy 2-bedroom, 1-bathroom mobile home nestled on a spacious 1.29-acre lot in the desirable Swartekill neighborhood, located in the Town of Esopus and within the sought-after New Paltz School District. This property offers a unique opportunity for those looking to invest, renovate, or create

    Kristen Zigouras eXp Realty

    407 Swartekill Rd, Highland, NY 12528
  • /33

    $485,000

    • 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

    $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
  • /34

    $365,000 Pre-Foreclosure

    • 3 Beds
    • 1 Bath
    • 1,448 Sq Ft

    609 New Paltz Rd, Highland, NY 12528

    Welcome to 609 New Paltz Road in Highland a solid and spacious 3-bedroom, 1-bath ranch set on .61 of an acre in a highly convenient location. This well-built home offers a functional layout featuring a sun-filled living room with a cozy fireplace, a formal dining room perfect for gatherings, and a generously sized eat-in kitchen with ample space for everyday living. A separate laundry area adds

    Kyla Thomas Howard Hanna Rand Realty

    609 New Paltz Rd, Highland, NY 12528
  • /46

    $469,900

    • 3 Beds
    • 2.5 Baths
    • 1,707 Sq Ft

    38 Roxanne Blvd, Highland, NY 12528

    Set at the end of a quiet cul-de-sac on a full acre, this three-bedroom, two-bath split ranch offers space, privacy, and a flexible layout in a convenient New Paltz location. The home is surrounded by mature trees and features a large, level yard with a rear deck—ideal for outdoor enjoyment and entertaining. The main level offers hardwood floors throughout, a bright living area, an eat-in

    Amy Hawks Berardi Realty

    38 Roxanne Blvd, Highland, NY 12528
  • /32

    $489,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft

    491 Floyd Ackert Rd, Highland, NY 12528

    Beautifully remodeled raised ranch set on 4.7 picturesque acres in a prime Hudson Valley location! This move-in-ready home features brand-new subfloors and stunning solid hardwood flooring throughout, offering both quality craftsmanship and timeless appeal. Freshly painted from top to bottom, the interior feels bright, clean, and inviting.The main level offers comfortable living with an

    Dawn Passante Coldwell Banker Village GreenN

    491 Floyd Ackert Rd, Highland, NY 12528
  • /21

    $459,000

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    130 Grand St, Highland, NY 12528

    Wonderful Bi-level ranch home located in Highland! Amenities include; Updated dine-in kitchen, large living spaces, formal dining room, formal living room, oversize family room located on the lower level, two beautiful masonry fireplaces, hardwood floors under carpet in LR, DR, and bedrooms on first level, ceramic tile bathrooms, large garden shed. The lower level of the home could be used as an

    Diane Crittenden Diane E. Crittenden

    130 Grand St, Highland, NY 12528
  • /2

    $15,000

    • Land
    • 0.5 Acre
    • $30,000 per Acre

    Lot 20 Park Ln, Highland, NY 12792

    Quiet/wooded lot .5 acre parcel offers a peaceful setting surrounded by nature on a quiet road. Located minutes from the Delaware River. If you've been thinking of investing in land in the Catskills, this is a great opportunity!

    Kristen Payne Payne Team LLC

    Lot 20 Park Ln, Highland, NY 12792
  • /3

    $150,000

    • Land
    • 6.7 Acres
    • $22,388 per Acre

    0 Highland Lake Rd Unit KEY868497, Highland, NY 12732

    Located just outside of the charming hamlet of Eldred, this wooded parcel provides access to the spectacular Halfway Brook with rushing waters and waterfall along the rear property line. This area of the Hudson Valley provides easy access to the Delaware River for fishing, rafting & canoeing. It also provides plenty of opportunities for outdoor recreation, camping and hunting. It's a hop, skip

    Theresa Powers Keller Williams Realty

    0 Highland Lake Rd Unit KEY868497, Highland, NY 12732
  • /8

    $450,000

    • Land
    • 2.04 Acres
    • $220,588 per Acre

    0 Lake View Dr Unit KEY857198, Highland, NY 12743

    Discover your dream retreat on this stunning lakefront vacant land located on Highland Lake, one of Sullivan County's premier motorboat lakes. With an established driveway and dock already in place, this property offers easy access to endless recreational opportunities, from fishing to boating to everything in between. Imagine building your perfect getaway, surrounded by breathtaking views and

    Dawn Payne Payne Team LLC

    0 Lake View Dr Unit KEY857198, Highland, NY 12743
  • /11

    $110,000

    • Land
    • 2.1 Acres
    • $52,381 per Acre

    748 State Route 44 55, Highland, NY 12528

    Discover the perfect canvas for your vision on this expansive 2.1-acre parcel—fully surveyed and complete with a percolation test–approved septic system, giving you confidence and clarity as you plan your future home or weekend escape. Nestled along a quiet, picturesque country road, this property offers an ideal blend of privacy, natural beauty, and convenience.Its prime location puts you

    Ashley Olson Minard eXp Realty

    748 State Route 44 55, Highland, NY 12528
  • /14

    $450,000

    • Land
    • 7.47 Acres
    • $60,241 per Acre

    0 York Lake Estates Rd Unit KEY949942, Highland, NY 12719

    This rare, southern-exposure lakefront property offers the ultimate canvas for your dream home, tucked within a private gated community. Spanning over 7.47 extraordinary acres along the shores of a pristine glacial lake, this secluded retreat is designed for those who value privacy, nature, and understated luxury. Mornings begin with mist rising off the water, eagles circling overhead, and a

    Dawn Payne Payne Team LLC

    0 York Lake Estates Rd Unit KEY949942, Highland, NY 12719
  • /40

    $385,000

    • 2 Beds
    • 2.5 Baths
    • 1,396 Sq Ft

    255 Sterling Place, Highland, NY 12528

    Perfectly positioned on a desirable corner lot, 255 Sterling Place is one of the most sought-after homes in Bridgeview. Unlike many others in the community, this special property offers both a generous side yard and a true backyard retreat, complete with a spacious deck and a handcrafted stone patio, perfect for morning coffee, summer evenings, or entertaining under the stars. Step inside this

    Leigh Wagner-Quintana Keller Williams Hudson Valley

    255 Sterling Place, Highland, NY 12528
  • /13

    $500,000

    • Land
    • 11.5 Acres
    • $43,478 per Acre

    TBD Route 9w, Highland, NY 12528

    Attention Investors! 11.5 acres located just minutes from the Mid-Hudson Bridge in desirable Highland, NY ready for developing. Ideally located on a high traffic state highway with over 1,000 feet of road frontage and tons of visibility. This lot sits directly across the highway from the future river front development named "The Hudson Valley Wine Village" which is proposed to have 800 new

    John Quinn Quinn Realty Group Inc

    TBD Route 9w, Highland, NY 12528

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

Is Highland, NY a safe city?
In general, the safest neighborhoods in Highland, NY with lower crime scores are Lloyd and Highland.
What are the most popular zip codes in Highland, NY?
The most popular zip codes in Highland, NY include 12528, 12601, 12538, 12603 and 12547.
What are the most popular neighborhoods near Highland, NY?
The most popular neighborhoods near Highland, NY are Lloyd and Marlborough.
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