Highland, NY Homes for Sale

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  /27

  $399,900

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

  546 South St, Highland, NY 12528

  **A/O 7/19** CONTRACTS OUT 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

  Lindsay Stevens eXp Realty

  546 South St, Highland, NY 12528
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  /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
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  /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
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  /6

  $232,000

  • Land
  • 3.90 Acres
  • $59,487 per Acre

  5 Elbow Ln, Highland, NY 12528

  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 this 9 lot sub division have been built with an eye on design and privacy.

  Elizabeth Decker Hello Dolly Real Estate

  5 Elbow Ln, Highland, NY 12528
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  /3

  $60,000

  • Land
  • 7 Acres
  • $8,186 per Acre

  0 Yulan-Barryville Rd Unit KEY857000, Highland, NY 12719

  Discover 7.33 acres of serene, wooded land in Barryville, NY—an ideal setting for outdoor lovers and nature seekers. This private lot offers endless possibilities, whether you're planning a weekend retreat, future cabin, or long-term investment. Surrounded by the natural beauty of the Catskills, you’ll enjoy peace, privacy, and abundant wildlife right from your own property. Located near state

  Kayce Drasher NexLvl Real Estate Inc.

  0 Yulan-Barryville Rd Unit KEY857000, Highland, NY 12719
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  /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
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  /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
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  /18

  $349,000

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  451 New Paltz Rd, Highland, NY 12528

  INVESTMENT PROPERTYThis 2 family property is conveniently located in Highland. Less than 10 minutes to the Village of New Paltz, and 15 minutes to the Mid-Hudson bridge.The location is just steps away from the Hudson Valley Rail Trail, which is a 7 mile paved trail from the Walkway over the Hudson to New Paltz.Each unit is a one bedroom one bath apartment. Private parking lot has ample space for

  Jaynie Aristeo Ridgeline Realty

  451 New Paltz Rd, Highland, NY 12528
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  /21

  $675,000

  • Land
  • 1.27 Acres
  • $531,496 per Acre

  0 Highland Lake Rd Unit KEY841969, Highland, NY 12732

  Prime Lakefront Lot with Luxury Amenities on 250-Acre Motorboat Lake This fully engineered, cleared lot on a pristine 250-acre motorboat lake offers the ultimate lakefront lifestyle. The expansive dock is perfect for all your water toys, from boats to jet skis. Entertain in style on the stunning deck with a bar and BBQ area, or enjoy games on the custom shuffleboard court and axe-throwing area.

  Dawn Payne Payne Team LLC

  0 Highland Lake Rd Unit KEY841969, Highland, NY 12732
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  /6

  $825,000

  • Land
  • 16 Acres
  • $50,000 per Acre

  tbd South St, Highland, NY 12528

  Prime property. This parcel is flat, mostly cleared, has a pond, sweeping views of the Shawangunk Mountains and borders the 27 hole Apple Greens Golf Course. 1,400 feet of the property adjoins the course. If golf is your game, it doesn't get any more convenient than this. Perfect for a community that grew up here, wants to stay here and are ready to downsize and become ''snow birds''. Here for

  Dennis Cooper Corcoran Country Living

  tbd South St, Highland, NY 12528
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  /14

  $60,000

  • Land
  • 1.36 Acres
  • $44,118 per Acre

  0 White St, Highland, NY 12528

  Looking for the perfect lot for your new home? This lovely 1.36-acre lightly 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 appealing elevated views, with convenient access to all amenities and the security of having neighbors nearby. Easy access to the Walkway Over the Hudson, Empire State

  Carolyn Michelle KW MidHudson

  0 White St, Highland, NY 12528
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  /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
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  /5

  $225,000

  • Land
  • 13 Acres
  • $17,033 per Acre

  0 State Route 55 Rd Unit KEY827660, Highland, NY 12732

  BEAUTIFUL, IMPROVED AND VERY PRIVATE/PEACEFUL 13+ ACRE BUILDING LOT IN ELDRED, NY - This is a find for those who are ready to build their dream home. Lot has been thoughtfully and meticulously cleared with a 700' driveway installed. The driveway goes far back onto the lot to optimize seclusion and gives many options to situate that new home on this picturesque parcel. Trees have been

  Caroline Akt Caroline Akt Realty LLC

  0 State Route 55 Rd Unit KEY827660, Highland, NY 12732
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  /15

  $399,000

  • Land
  • 9 Acres
  • $45,862 per Acre

  3748 Route 9w, Highland, NY 12528

  8.7 acres of untouched land just south of the Mid Hudson Bridge. Current plan was to build a church. Site plan and survey attached with the docs. Property is next to Walgreens and will allow many uses. Zoning Examples to be confirmed by buyer agent, Light Business Use, Convenience store, day care adult or child, funeral home, office, skating rink, bowling alley, Vet office, warehouse, park,

  Lindsay Stevens eXp Realty

  3748 Route 9w, Highland, NY 12528
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  /15

  $399,000

  • Land
  • 9 Acres
  • $45,862 per Acre

  3748 Us Highway 9w, Highland, NY 12528

  8.7 acres of untouched land just south of the Mid Hudson Bridge. Current plan was to build a church. Site plan and survey attached with the docs. Property is next to Walgreens and will allow many uses. Zoning Examples to be confirmed by buyer agent, Light Business Use, Convenience store, day care adult or child, funeral home, office, skating rink, bowling alley, Vet office, warehouse, park,

  Jason Madison eXp Realty

  3748 Us Highway 9w, Highland, NY 12528
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  /7

  $25,000

  • Land
  • 0.13 Acre
  • $192,308 per Acre

  0 New York 299, Highland, NY 12528

  Property located on 299 in the DB zone. Call Building Department is Highland to find out what type of usage is allowed.

  JoAnn Ellis Summerset Realty

  0 New York 299, Highland, NY 12528
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  /7

  $25,000

  • Land
  • 0.13 Acre
  • $192,308 per Acre

  0 Route 299 New Paltz Unit KEY816284, Highland, NY 12528

  Property located on 299 by Kisor Road. Located in the DB district. Contact building department in town of Lloyd to verify use of property.

  JoAnn Ellis Summerset Realty

  0 Route 299 New Paltz Unit KEY816284, Highland, NY 12528
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  /7

  $25,000

  • Land
  • 0.13 Acre
  • $192,308 per Acre

  0 Route 299 New Paltz Unit 11413322, Highland, NY 12528

  Property located on 299 by Kisor Road. Located in the DB district. Contact building department in town of Lloyd to verify use of property.

  JoAnn Ellis SUMMERSET REALTY

  0 Route 299 New Paltz Unit 11413322, Highland, NY 12528
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  /16

  $35,000

  • Land
  • 1.09 Acres
  • $32,110 per Acre

  0 Eldred-Yulan Rd Unit KEYH6315244, 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 on file.

  Cara Rieber Rieber Realty Inc

  0 Eldred-Yulan Rd Unit KEYH6315244, Highland, NY 12792
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  /5

  $48,000

  • Land
  • 6 Acres
  • $7,921 per Acre

  0 Split Rock Dr Unit ONEH6305826, Highland, NY 12719

  This peaceful and serene 6+ acre lot in Pyne Ayre Subdivision in Barryville, NY offers seclusion and a quiet place to build your dream home. Just bring your house plans and imagine sitting on your deck, listening to mother nature. Driveway is already in place. Close to Delaware River access, rafting, fishing and hiking trails, restaurants and you can even catch a concert at the nearby Bethel

  Gibson McKean Payne Team LLC

  0 Split Rock Dr Unit ONEH6305826, Highland, NY 12719
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  /8

  $60,000

  • Land
  • 0.48 Acre
  • $125,000 per Acre

  TBD Rt 9w, Highland, NY 12528

  Centrally located .48 acre lot on Rt. 9W just outside the quaint village of Highland. Lot is zoned GB and is situated next to a local bank, major fast food establishments, gas stations and assorted businesses.

  John Quinn Quinn Realty Group Inc.

  TBD Rt 9w, Highland, NY 12528
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  /13

  $695,000

  • Land
  • 12 Acres
  • $60,435 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
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  /5

  $62,500

  • Land
  • 6 Acres
  • $11,364 per Acre

  TBD Route 9w, Highland, NY 12528

  Prime Location! Lot is located on Route 9W and ideally in a high traffic location with great visibility and lots of potential. Only minutes from the Mid-Hudson Bridge, Hamlet of Highland, NYS Thruway and Metro North Railroad. Billboard is not on this property is north of billboard.

  Deborah Laubach Hello Dolly Real Estate

  TBD Route 9w, Highland, NY 12528
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  /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
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  /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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  /22

  $2,100,000

  • Land
  • 70 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
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  /25

  $345,000

  • 3 Beds
  • 6 Baths
  • 2,444 Sq Ft

  785 South St, Highland, NY 12528

  This unique property is like no other. Once you enter you will be surprised at the space inside as well as the 13 acres outside. Great opportunity for you to own a one of a kind property that you can make it your own by adding some TLC and vision to make your own oasis. Come see this diamond in the rough that is close to major highways and shoppping area.

  Brenda Watington W Manor LLC

  785 South St, Highland, NY 12528
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  /19

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  30 Cotter Rd, Highland, NY 12528

  INVESTMENT OPPORTUNITY! Welcome to 30 Cotter Road — a unique opportunity to own a versatile two-family home set on a 1-acre lot in the heart of Ulster County. This 3-bedroom, 2-bathroom duplex offers over 1,000 square feet of comfortable living space, ideal for investors, multi-generational living, or an owner-occupant seeking rental income.Originally built in 1940, this home features rustic

  Glenn Ramcharitar Rita Levine Real Estate

  30 Cotter Rd, Highland, NY 12528
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  /17

  $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 lot is .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's ideal for outdoor enthusiasts. With a solid structure and a spacious layout, the home offers a cozy

  Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  159 Hawleys Corners Rd, Highland, NY 12528
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  /8

  $60,000

  • Land
  • 0.48 Acre
  • $125,000 per Acre

  0 Route 9w Unit KEYH6287477, Lloyd, NY 12528

  Centrally located .48 acre lot on Rt. 9W just outside the quaint village of Highland. Lot is zoned GB and is situated next to a local bank, major fast food establishments, gas stations and assorted businesses.

  John Quinn Quinn Realty Group Inc

  0 Route 9w Unit KEYH6287477, Lloyd, NY 12528

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