Highland, NY Homes for Sale

• 

  

  /2

  $185,000

  • Land
  • 10,454 Sq Ft
  • $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.

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  (845) 713-8132

  224 Vineyard Ave, 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.

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  (845) 584-7833

  0 Vineyard Ave Unit 20256184, Highland, NY 12528
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  /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.

  

  Rosemarie DeCristofaro

  Callicoon Real Estate LLC

  (845) 681-6170

  0 Crawford Rd Unit KEY821449, Highland, NY 12528
• 

  

  

  /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

  (845) 218-7673

  0 Highland Lake Rd Unit KEY868497, Highland, NY 12732
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  /9

  $39,900

  • Land
  • 2.82 Acres
  • $14,149 per Acre

  Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791

  Looking for a spot to build your dream home, look no further! This nice mostly level property is wooded with some open space. There is 288' of road frontage and the property is approximately 400' deep. Located close to the towns of Barryville and Yulan. Close to the Delaware River. Land is selling quickly, so schedule your appointment today!

  

  Dawn Curreri

  EAGLE VALLEY REALTY

  (845) 593-8478

  Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791
• 

  

  /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!

  

  Dawn Curreri

  Eagle Valley Realty

  (845) 412-9934

  Lot 28 Summit Dr, Highland, NY 12792
• 

  

  /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,

  

  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
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  /37

  $599,900

  • 3 Beds
  • 3 Baths
  • 2,329 Sq Ft

  194 Vineyard Ave, Highland, NY 12528

  Welcome to 194 Vineyard Avenue. This beautiful 3-bedroom, 3 Baths home offers the perfect blend of comfort, space, and natural beauty. 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

  Angela Briante Briante Realty Group, LLC

  194 Vineyard Ave, 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
• 

  

  /38

  $529,000

  • 3 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
• 

  

  /40

  $499,000 Open Sat 12PM - 2PM

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

  21 Jenkins Ln, Highland, NY 12528

  Set on a one acre lot in Ulster County within the Highland School District, this 4-bedroom, 2.5-bath raised ranch offers approximately 2,260 square feet of living space designed for buyers looking for open layout flow, flexible interior rooms, and usable outdoor space. Built in 2004, the home brings together vaulted ceilings, a fireplace-centered living area, and a connected main level where the

  Virginia Corbett eXp Realty

  21 Jenkins Ln, Highland, NY 12528
• 

  

  /41

  $599,000

  • 4 Beds
  • 1.5 Baths
  • 2,088 Sq Ft

  31 Hawleys Corners Rd, Highland, NY 12528

  Charming Colonial-style villa set on an expansive 4.6-acre property, offering exceptional privacy and a truly serene setting. The grounds feature a large fenced garden, an enclosed storage shed, a separate workshop/wood storage structure, and a well maintained in-ground pool. Classic stone walls are found throughout the property, while a peaceful creek runs through a wooded lot that separates the

  Jason Schobert eXp Realty

  31 Hawleys Corners Rd, Highland, NY 12528
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  /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
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  /26

  $524,000

  • 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
• 

  

  /11

  $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
• 

  

  /23

  $340,000

  • 2 Beds
  • 1 Bath
  • 1,117 Sq Ft

  128 Vineyard Ave Unit 202, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,117-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 202, Highland, NY 12528
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  /6

  $227,000

  • Land
  • 3.9 Acres
  • $58,205 per Acre

  5 Elbow Ln, Highland, NY 12528

  Seasonal Hudson River Views. This lot was approved for an in ground septic system and engineered for a 4 bedroom home in 2011. Will need to be updated. Virgin land! Beautiful building lot in fairly new subdivision with underground electric service. Only minutes to the Mid Hudson Bridge, The Walkway Over the Hudson and many other attractions. Easy access to train and plane. Current new homes in

  Elizabeth Decker Hudson Dwellings Realty

  5 Elbow Ln, Highland, NY 12528
• 

  

  /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
• 

  

  /23

  $355,000

  • 2 Beds
  • 1 Bath
  • 1,230 Sq Ft

  128 Vineyard Ave Unit 102, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,230-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 102, Highland, NY 12528
• 

  

  /17

  $34,900

  • Land
  • 1.09 Acres
  • $32,018 per Acre

  0 Eldred-Yulan Rd Unit KEY979887, Highland, NY 12792

  Cleared 1.09 acre building lot atop a hill with a view of Bodine Lake. Lot has been cleared for home site and has a drilled well in place. Septic plans and survey on file.

  Cara Rieber Rieber Realty Inc

  0 Eldred-Yulan Rd Unit KEY979887, Highland, NY 12792
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  /14

  $399,000

  • Land
  • 7.47 Acres
  • $53,414 per Acre

  0 York Lake Estates Rd Unit KEY987214, 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 KEY987214, Highland, NY 12719
• 

  

  /21

  $355,000

  • 2 Beds
  • 1 Bath
  • 1,234 Sq Ft

  128 Vineyard Ave Unit 110, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,234-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 110, Highland, NY 12528
• 

  

  /10

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,450 Sq Ft

  87 Vineyard Ave, Highland, NY 12528

  Village of Highland two family w/two bedroom units. Hardwood floors throughout. Separate utilities with natural gas for heat & hot water. Centrally located with easy access to village amenities, commuter routes & Mid-Hudson Bridge. Attractively low taxes. Ideal for investor or owner occupant.

  Dan Axtmann BHHS Hudson Valley Properties

  87 Vineyard Ave, Highland, NY 12528
• 

  

  /13

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 207, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 207, 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
• 

  /2

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 208, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 208, 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
  • 34,412 Sq Ft
  • $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
• 

  

  /50

  $680,000

  • 5 Beds
  • 4 Baths
  • 3,522 Sq Ft

  196 Vineyard Ave, Highland, NY 12528

  Spacious side-by-side DUPLEX at 196 Vineyard Avenue in Highland, NY, offering a rare combination of comfort, versatility, and a truly picturesque setting. One Unit is THREE bedrooms with 2 Baths and the other Unit is TWO bedrooms and 2 Baths. Huge Primary Bedroom in Unit A with a wall of closets! Each unit has a GARAGE, and a walkout basement, providing ample living space and flexibility for both

  Angela Briante Briante Realty Group, LLC

  196 Vineyard Ave, Highland, NY 12528
• 

  

  /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
• 

  

  /14

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 201, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 201, Highland, NY 12528
• 

  

  /23

  $449,000

  • 4 Beds
  • 2.5 Baths
  • 2,191 Sq Ft

  26 Lauretta Dr, Highland, NY 12528

  Tucked away on a quiet dead-end road and set high with scenic mountain views, this well-maintained split ranch is ready for its next chapter in the Hudson Valley. Freshly painted and move-in ready, the home features 4 bedrooms and 2.5 bathrooms, along with a wood-burning fireplace and newly finished wood floors that add warmth and character throughout. A beautiful sunroom with three walls of

  Syndi Acampora eXp Realty

  26 Lauretta Dr, Highland, NY 12528
• 

  

  /18

  $100,000

  • Land
  • 16,117 Sq Ft
  • $270,270 per Acre

  3550 Route 9w, Highland, NY 12528

  Prime development opportunity in the heart of Highland! This property is ideally located on Route 9W with excellent visibility and accessibility, featuring Town water and sewer—a rare and valuable combination for future development. Zoned GB (General Business), offering a wide range of permitted uses including retail, office, service businesses, and mixed-use potential (buyer to verify).

  Liudmila Lobeeva eXp Realty

  3550 Route 9w, Highland, NY 12528
• 

  

  /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
• 

  

  /13

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 206, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 206, Highland, NY 12528
• 

  

  /30

  $179,000

  • Land
  • 3.02 Acres
  • $59,272 per Acre

  44 Vineyard Ave, Highland, NY 12528

  Gorgeous wooded 3 acre flag lot with view potential to the east and south. Great commuter location minutes from the NYC trains and the NYS Thruway. Driveway has been roughed in for you and the septic approval will need to be redone. Power and cable will be brought in around 350' by the seller. Excellent location for a full time or weekend home. Old stone walls line the southern and western edges.

  Bruce Stalnaker Coldwell Banker Village GreenN

  44 Vineyard Ave, 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 Rail

  Carolyn Michelle KW Mid-Hudson

  0 White St, Highland, NY 12528
• 

  

  /14

  $270,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 106, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 803-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The custom

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 106, Highland, NY 12528

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