Highland, NY Homes for Sale with Acreage

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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) 524-9107

  Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791
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  /16

  $179,000

  • Land
  • 5 Acres
  • $35,446 per Acre

  Lot 1 Zane Grey Way, Highland, NY 12719

  Fantastic opportunity to own a prime, buildable lake access property in Sullivan County’s beautiful York Lake in the exclusive, private community of York Lake Shores. York Lake is a 103-acre pristine, natural, non-motor boat, spring-fed lake that is only accessible to residents within the two communities that surround it. While not lakefront, this 5.05 acre lot is the closest one can be

  

  Edward Rabon

  Century 21 Geba Realty

  (845) 622-8776

  Lot 1 Zane Grey Way, Highland, NY 12719
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  /7

  $195,000

  • Land
  • 22 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 and the Delaware River.

  

  Rosemarie DeCristofaro

  Callicoon Real Estate LLC

  (845) 671-5361

  0 Crawford Rd Unit KEY821449, Highland, NY 12528
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  /42

  $1,275,000

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

  110 Bellevue Rd, Highland, NY 12528

  Paradise retreat with breathtaking panoramic water views of the Hudson River from every room. This impeccably renovated home has spared no expense, featuring Caesarstone throughout its generous floor plan and top-of-the-line Sub-Zero, Wolf, and Viking appliances in a dream kitchen. The open layout is perfect for entertaining or simply enjoying the stunning views as ships pass by. An abundance of

  Nancy Senescu Bella NS Properties LLC

  110 Bellevue Rd, Highland, NY 12528
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  /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
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  /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
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  /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

  Donna Brooks Compass Greater New York, LLC

  7 Elliotts Ln, Highland, NY 12528
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  /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
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  /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
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  /37

  $495,000

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft

  258 Martin Ave, Highland, NY 12528

  Major space meets major opportunity: This versatile 2-family home nestled on 2 sunny acres offers privacy plus big potential for comfortable living and extra income. Perfectly adaptable, you can rent both units, live in one while renting the other, or knock down a wall to create a spacious single-family residence. The first unit is an extra roomy, one-level home featuring three bedrooms and two

  Hayes Clement Compass Greater New York, LLC

  258 Martin Ave, Highland, NY 12528
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  /7

  $358,000

  • 3 Beds
  • 1 Bath
  • 1,816 Sq Ft

  283 Hawleys Corners Rd, Highland, NY 12528

  Nestled on a quiet country road in Highland, this inviting old-style home offers peaceful living on a cleared, and leveled, one-acre lot. Surrounded by nature, the property blends timeless charm with essential exterior modern updates. Including durable new siding, a freshly built deck perfect for relaxing or entertaining, a new roof, and updated gutters—ensuring years of worry-free enjoyment.

  Dawn Passante Coldwell Banker Village GreenN

  283 Hawleys Corners Rd, Highland, NY 12528
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  /14

  $310,000

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft

  329 Gregory Ct Unit 509, Highland, NY 12528

  Pictures have been virtually staged for inspiration.This fully renovated 2-bedroom condominium, which features a spacious home office, is both sophisticated and stylish. Located on the second floor, it includes a washer and dryer, as well as a terrace that overlooks lush wooded areas. The property boasts desirable amenities such as a pool, tennis courts, a clubhouse, a basketball court, a dog

  Nancy Senescu Bella NS Properties LLC

  329 Gregory Ct Unit 509, Highland, NY 12528
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  /28

  $330,000

  • 2 Beds
  • 1 Bath
  • 1,723 Sq Ft

  578 South St, Highland, NY 12528

  Meticulously Updated Highland Home with Pool and Pond. This thoughtfully updated property at 578 South Street offers exceptional value with continuous improvements through today. Ideally located near the Shawangunk Mountains with hiking trails and outdoor recreation, close to the historic Mohonk Mountain House resort, yet convenient to Metro North Railroad and all amenities. The first floor

  Michele Marina Atlantica East Associates LLC

  578 South St, Highland, NY 12528
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  /17

  $55,000

  • Land
  • 6 Acres
  • $9,769 per Acre

  Lot#26 Timber Lake Dr, Highland, NY 12792

  Build your dream home on Private 5 acre parcel with lake rights down the road in lovely gated community. Lake access, beach, boating, fishing within walking distance from the Lake.

  Jane Panico Realty Promotions Inc

  Lot#26 Timber Lake Dr, Highland, NY 12792
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  /16

  $799,000

  • 6 Beds
  • 6 Baths
  • 3,100 Sq Ft

  104 North Rd, Highland, NY 12528

  Come explore this once in a lifetime oppurtunity! New construction duplex/2 family home located right in Highland on North Road. Will be a great investment property, rent both sides or live in one and rent the other. Both units include 3 bedrooms, 2 1/2 baths, full unfinished basement and approximately 1550 sq. ft. This home features stone front with large windows, lots of natural light, upgraded

  Marisa Bellacicco Century 21 Alliance Rlty Group

  104 North Rd, Highland, NY 12528
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  /9

  $150,000

  • Land
  • 13 Acres
  • $11,628 per Acre

  251 Fosler Rd, Highland, NY 12528

  Ready to Go! 12.9 acres fully approved for a 4 bedroom home in the Wallkill School District. Zoned RR1.5 This level and wooded lot is engineered and recently approved with the town and DOH. Mature woodlands offer privacy and natural habitat, meandering rock walls throughout, some wetlands (see map). Very pretty lot! Close to all the area has to offer including shopping, schools, Main Street

  Michelle Genatempo Howard Hanna Rand Realty

  251 Fosler Rd, Highland, NY 12528
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  /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
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  /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
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  /6

  $300,000

  • Land
  • 6 Acres
  • $48,387 per Acre

  9 Lumen Ln, Highland, NY 12528

  Prime Development Opportunity. 6.2 acres of strategically located vacant land in Highland, NY. Zoned for General Business and packed with potential. This plot is situated just off highly traveled Route 9W. The parcel offers both visibility and accessibility, ideal for a wide range of commercial or mixed-use developments.This property has an array of permitted uses, including retail, office space,

  Theodore Chazkel BHHS HUDSON VALLEY PROP-NP

  9 Lumen Ln, Highland, NY 12528
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  /2

  $150,000

  • Land
  • 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
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  /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
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  /5

  $59,000

  • Land
  • 6 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
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  /46

  $545,000

  • 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
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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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  /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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  /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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  /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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  /13

  $695,000

  • Land
  • 12 Acres
  • $60,435 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
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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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  /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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