Highland Real Estate

Highland is a hamlet of Ulster County located along route 9W. Part of the town of Lloyd, Highland sits along the west bank of the Hudson River just across from Poughkeepsie and has about 5,600 residents. This bustling hamlet is largely residential with a tractor supply store, supermarket, restaurants, and its own middle and high schools. The Hudson Valley Rail Trail is a favorite among locals, its entrance right in the middle of Highland. Take the trail east and it turns into the Walkway over the Hudson River, where you get sweeping views of the river and farmland. Illinois Mountain Park and Franny Reese State Park both fall within Highland as well.

The property for sale in Highland ranges from pricey land plots to more affordable single family homes, plus many commercial opportunities. The homes range from renovated farmhouses to Colonials and usually have a good-sized yard to boot.

Below, browse all real estate available in Highland

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139 Crow Hill Road Highland NY 12528

Highland, NY139 Crow Hill Road

Price$2,499,000

Est. Mortgage: $/month

MLS Number 20203373

  • Land Agricultural
  • MlsStatus ACTIVE
  • Address 139 Crow Hill Road

Privacy, Privacy, Privacy! Create a family compound in an idyllic setting for your family for generations to come, surrounded by mountain vistas, ridgeline views, your own private lakes, and your personal apple orchard near upscale New Paltz, New York. This blissful executive property has numerous buildable spots, all with magnificent Hudson Valley views. Located just 90 minutes from New York City, this gorgeous spot is in its own world in the heart of Ulster County apple country. Enjoy the rural life yet not be far from shopping, great restaurants, bars, a college atmosphere (SUNY New Paltz), and just minutes off the New York Thruway, exit 18, New Paltz. At 140 acres, this exquisite property has approximately 7,000 existing mature apple trees and a classic red barn dating back to 1840. Nestled in a bowl shape on the other side of the ridge from Apple Greens Golf Course (holes 19-27), this property features two private, interconnected, spring-fed lakes: 5+ acres of deep lakes with good groundwater. Property has its own private gravel road, which was the public road through the area from colonial times to the 1950s. And the views… ridgeline, cliffs, Catskill mountain range, surrounded by thousands of trees, and a spectacular view of Mohonk Fire Tower. This area is heaven for climbers, golfers, skiers, lovers of nature, and anyone who wants to go at a slower pace. You'll build your evening around catching the sunset up here, all the while a short drive or train ride into the city. Buildable for multiple houses, the purchaser retains the option to continue as an operational farm. Existing worker housing can be used, improved, or removed at buyer's option. There's 70 acres of apples trees with approximately 100 trees per acre. The property is served by the local electric utility (Central Hudson), landline phone/DSL company (Verizon) , and high speed internet/cable company (Spectrum). Must be seen to be believed! This kind of property brings family together, where generations can stay in one place and not be on top of each other. It's all about family, beautiful land, and privacy. Tax records show 107 acres but the deed state there are 140 acres. Property also includes Tax ID 513200.087.003-0005-016/0000. Cost per acre is actually $17,850.00 per acre.

Listed by Frank Tangredi, Frank Tangredi Realty Company

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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690 New Paltz Road Highland NY 12528

Highland, NY690 New Paltz Road

Price$1,649,000

Est. Mortgage: $/month

MLS Number 20212504

  • Residential Single Family
  • Lfd Style FARM HOUSE
  • MlsStatus ACTIVE
  • Property Style Farm House
  • Square Feet 4,822

Picture-perfect farm - bring your imagination to this 14.5 acre property's endless possibilities! This secluded farmhouse faces Southeast and was given a contemporary addition expanding it to 4,822 square feet. The heart of the residence is a double height living room with magnificent stone fireplace. The great room is impressive with floor to ceiling windows looking toward the classic Dutch barn; a state of the art chef's kitchen including Kraft-Maid cabinets with CaesarStone countertops, cooking show-worthy island, two Franke sinks, 36-inch cook-top, double wall ovens, dishwasher, under counter microwave drawer and professional built-in refrigerator and freezer. There's also a wine fridge and abundant storage. Relax on the wrap-around deck or on the screened porch. In the airy dining room there's a second wine fridge and bar, as well as beamed ceilings and a sliding barn door. The first floor also has a foyer, half bath and cheerful windowed laundry room. Up the original farmhouse stairs are four bedrooms and a large hallway bath. The primary bedroom has a spacious en-suite bathroom with soaking tub and separate shower. There's a skylit one-bedroom access apartment with private entrance and plenty of closet space. This could also be used as an office suite. The acreage is complete with twin spring-fed streams, pond, riding paddocks, pastures, a splendid 18th-century Dutch barn, 14 stall stable, stone smokehouse, tree house, chicken coop, and stone well house. The smaller 1,300 square foot bridle barn is currently a shop, licensed under NYS agriculture and markets, with an office space on the second floor. The antique hand-hewn timber has been preserved, and high-speed Internet, heat and air-conditioning have been added. This charmer has an adjoining garden with raised beds and fruit trees. The property can be self-sustainable. It would also make a wonderful home or weekend getaway. Discover a winning combination of work/life balance, and make your dreams of country life come true.

Listed by Veronica Newton, Compass Greater New York, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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135 Perkinsville Road Highland NY 12528

Highland, NY135 Perkinsville Road

Price$1,199,000

Est. Mortgage: $/month

MLS Number 20211148

  • Residential Single Family
  • Lfd Style COLONIAL
  • MlsStatus ACTIVE
  • Property Style Colonial
  • Square Feet 4,427

Perfectly appointed on top of a hill sits this most exclusive estate! Situated on 8+ acres you'll find this glorious 4,000+ sqft brick colonial, surrounded by a 360 view of rolling hills and mountain landscapes. Enter from the front through double doors into a masterful foyer with curved staircase and grand chandelier. The entry is flanked by the drawing room and dining room, both gleaming with natural light and original parquet floors. Move to the back of this home to find the beautifully updated eat-in kitchen, and family room complete with wet bar, and double sided fire place. French doors lead you outside to a beautiful patio with sweeping views! Enjoy all the outdoors have to offer with an in-ground pool and tennis court, or a walk along the tree lined property. There is plenty of space for family and friends here, head up to the second floor to find four gracious bedrooms each with their own ensuite bathroom! Need more? Check out the fully finished basement which also offers brick wood burning fireplace, and full bathroom with sauna! This one of a kind property offers and old world feeling with all the modern amenities. Located within minutes of the town centers of Highland, New Paltz and Marlboro, you'll enjoy all that the Hudson Valley has to offer with quick access to farmers markets, the Walkway over the Hudson, the Rail Trail and an easy commute into NYC.

Listed by Leigh Quintana, Keller Williams Realty HV Nort

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Tbd Kisor Road Highland NY 12528

Highland, NYTbd Kisor Road

Price$975,000

Est. Mortgage: $/month

MLS Number 20194270

  • Land Residential
  • MlsStatus ACTIVE
  • Address Tbd Kisor Road

Rare,very private 100 plus acre parcel located midway between Highland and New Paltz. The property is heavily wooded and is hilly ,flat and undulating. This parcel offers 795 ft. of Road frontage on Kisor Road and is zoned for one acre housing. Very easy access to Poughkeepsie, the New York State Thruway , and all that our beautiful Hudson Valley has to offer. From Kisor Road it is a short walk to Hudson Valley Rail Trail.

Listed by Marilyn De Angelo, Win Morrison Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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140 North Road Highland NY 12528

Highland, NY140 North Road

Price$975,000

Est. Mortgage: $/month

MLS Number 20211143

  • Land Commercial
  • MlsStatus ACTIVE
  • Address 140 North Road

Introducing a spectacular parcel of land in desirable Highland, NY - only a short distance from the Town of New Paltz. This property is close to the Mid-Hudson Bridge and within walking distance to the Village of Highland. This land, located at 140 North Rd in the Town of Lloyd, is a robust 15.2 acres. Nearly half of the parcel is zoned Commercial - General Business. The commercial portion borders US Rt 9W North with plenty of road frontage and high visibility. It is ideal for hospitality services (hotel/motel), convenience store, retail business and more. A zoning table with permitted uses is attached. The remaining half is zoned Residential R ½ which, with special use permit, allows for multi-family development, assisted living and/or senior housing and more (see table). This land, with available municipal services such as water, sewer and natural gas, is in close proximity to the US Post Office, Mike Arteaga's health & Fitness Center, The Hudson Valley Rail Trail, the Walkway over the Hudson, and features breathtaking mountain views. Agent discloses interest. Property Website: https://buildout.com/website/Mid-Hudson-Development-Site

Listed by Jay Feinberg, Keller Williams Hudson Valley

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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50 John White Road Highland NY 12528

Highland, NY50 John White Road

Price$952,500

Est. Mortgage: $/month

MLS Number 20211964

  • Residential Single Family
  • Lfd Style RANCH, TWO STORY
  • MlsStatus ACTIVE
  • Property Style Ranch
  • Square Feet 1,560

FABULOUS & UNIQUE INVESTMENT OPPORTUNITY!!! "Privacy" If you are looking for a beautiful, quiet secluded property this is a must see. Situated on 16.4 acres. This can be a NICE get away which includes income property nestled at the end of John White Rd. The main house has 3 bedrooms and 2 baths with hardwood floors throughout with all new appliances. The second home is a 3 FAMILY farm house built in 1873 that has been re-done over the years, All with with 2 bedrooms and 1 bath each. All 3 units are and have been successfully rented for many years. This Parcel also includes a VINTAGE BARN that does need some TLC but can totally be used for some farm animals, or anything that you would like. This property has endless possibilities and is also sub-dividable. There is a extra 2.9 acre parcel which is an adjacent lot that has rd frontage to Riverside Rd & John White Rd which can be made into an access rd. All of this is just minutes away from Mid Hudson Bridge, The Walkway over the Hudson and NYS Thruway. Don't miss out on this great property/retreat.

Listed by Angela Chenery, Keller Williams Realty HV Nort

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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50 John White Road Highland NY 12528

Highland, NY50 John White Road

Price$952,500

Est. Mortgage: $/month

MLS Number 20211965

  • MultiFamily 4 Family
  • MlsStatus ACTIVE
  • Address 50 John White Road
  • Year Built 1873

FABULOUS & UNIQUE INVESTMENT OPPORTUNITY!!! "Privacy" If you are looking for a beautiful, quiet secluded property this is a must see. Situated on 16.4 acres. This can be a NICE get away which includes income property nestled at the end of John White Rd. The main house has 3 bedrooms and 2 baths with hardwood floors throughout with all new appliances. The second home is a 3 FAMILY farm house built in 1873 that has been re-done over the years,All with with 2 bedrooms and 1 bath each. All 3 units are and have been successfully rented for many years. This Parcel also includes a VINTAGE BARN that does need some TLC but can totally be used for some farm animals, or anything that you would like. This property has endless possibilities and is also sub-dividable. There is a extra 2.9 acre parcel which is an adjacent lot that has rd frontage to Riverside Rd & John White Rd which can be made into an access rd. All of this is just minutes away from Mid Hudson Bridge, The Walkway over the Hudson and NYS Thruway. Don't miss out on this great property/retreat.

Listed by Angela Chenery, Keller Williams Realty HV Nort

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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346 Crescent Avenue Highland NY 12528

Highland, NY346 Crescent Avenue

Price$950,000

Est. Mortgage: $/month

MLS Number 20212587

  • Residential 1Family+Access Apt
  • Lfd Style FARM HOUSE
  • MlsStatus ACTIVE
  • Property Style Farm House
  • Square Feet 6,406

The Historic 'Clintondale Elixir Spring House' is a rare offering to the market. Built in 1790 and with 6,400+ sq ft of living space, whether this becomes your forever home or an amazing money maker for the savvy investor, there is so much to love and discover about this residence. Enter the main farm house from the charming rocking chair front porch into a grand foyer with a cathedral ceiling, where a cherry wood staircase with a balcony connects two levels of living. For intimate affairs, there is a formal dining room and a formal living room with exposed bluestone walls, wide-plank floors and dramatic beamed ceilings. The original cooking fireplace, set behind a brick wall, is waiting for you to return it to its original splendor, well worth the effort to be restored. Also on the main level the gourmet eat-in kitchen features gas cooking and lots of natural light. Upstairs, four bedrooms await, including three with their own full bath. A walk-up attic exudes architectural character with a high ceiling and a full floor, ready to be converted into anything you need whether that's extra storage space or a living area. In the Addition you will find a fitness/yoga studio with it's private entrance to ensure added flexibility. On the first and second floor are two 1-bedroom apartments, each with a private entrance and the potential to be used as accommodation. Further located on the third floor there are eight additional bedrooms, some connected and with their own in-room sink, all with access to one of the two full baths and two half baths. Start your day with a coffee in hand as you enjoy the manicured lawns and gorgeous trees as well as an antique four-stall outhouse, that creates a sense of a bygone era, from the comfort of the rear patio. This former boarding house, with ample parking, is currently being used as a B&B, AirBnB, in addition to being regularly booked as a popular accommodation choice for those enjoying a wedding at the neighboring venue. The spacious addition has unlimited potential for a buyer to bring in great cash flow year round, a wonderful opportunity to live and work at home. This incredible opportunity offers the perfect blend of business and pleasure take advantage of the year-round tourism in the Hudson Valley. Centrally located near New Paltz, NYS Thruway, and only 86 miles from NYC, this quiet country setting is conveniently located close to Mohonk Mountain, Lake Minnewaska, Dia Beacon, Storm King, Walkway Over The Hudson, Buttermilk Falls or the mansions that line the Hudson. Fine dining and shopping are all within easy reach. This is a rare find! There is nothing like this on the market right now. The possibilities are endless!

Listed by Mario Geissler, Halter Associates Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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346 Crescent Avenue Highland NY 12528

Highland, NY346 Crescent Avenue

Price$950,000

Est. Mortgage: $/month

MLS Number 20212618

  • Residential Single Family
  • Lfd Style FARM HOUSE
  • MlsStatus ACTIVE
  • Property Style Farm House
  • Square Feet 6,406

The Historic 'Clintondale Elixir Spring House' is a rare offering to the market. Built in 1790 and with 6,400+ sq ft of living space, whether this becomes your forever home or an amazing money maker for the savvy investor, there is so much to love and discover about this residence. Enter the main farm house from the charming rocking chair front porch into a grand foyer with a cathedral ceiling, where a cherry wood staircase with a balcony connects two levels of living. For intimate affairs, there is a formal dining room and a formal living room with exposed bluestone walls, wide-plank floors and dramatic beamed ceilings. The original cooking fireplace, set behind a brick wall, is waiting for you to return it to its original splendor, well worth the effort to be restored. Also on the main level the gourmet eat-in kitchen features gas cooking and lots of natural light. Upstairs, four bedrooms await, including three with their own full bath. A walk-up attic exudes architectural character with a high ceiling and a full floor, ready to be converted into anything you need whether that's extra storage space or a living area. In the Addition you will find a fitness/yoga studio with it's private entrance to ensure added flexibility. On the first and second floor are two 1-bedroom apartments, each with a private entrance and the potential to be used as accommodation. Further located on the third floor there are eight additional bedrooms, some connected and with their own in-room sink, all with access to one of the two full baths and two half baths. Start your day with a coffee in hand as you enjoy the manicured lawns and gorgeous trees as well as an antique four-stall outhouse, that creates a sense of a bygone era, from the comfort of the rear patio. This former boarding house, with ample parking, is currently being used as a B&B, AirBnB, in addition to being regularly booked as a popular accommodation choice for those enjoying a wedding at the neighboring venue. The spacious addition has unlimited potential for a buyer to bring in great cash flow year round, a wonderful opportunity to live and work at home. This incredible opportunity offers the perfect blend of business and pleasure take advantage of the year-round tourism in the Hudson Valley. Centrally located near New Paltz, NYS Thruway, and only 86 miles from NYC, this quiet country setting is conveniently located close to Mohonk Mountain, Lake Minnewaska, Dia Beacon, Storm King, Walkway Over The Hudson, Buttermilk Falls or the mansions that line the Hudson. Fine dining and shopping are all within easy reach. This is a rare find! There is nothing like this on the market right now. The possibilities are endless!

Listed by Mario Geissler, Halter Associates Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10-32 S ROBERTS Road Highland NY 12528

MLS Number 20203607

  • Commercial Mixed Use
  • MlsStatus ACTIVE
  • Square Feet 7,859
  • Address 10-32 S ROBERTS Road
  • Year Built 1940

Commercial complex with a 5-family house and a 2-family house, which are fully rented. Also a 4300 SF commercial building with 2 units. One unit is vacant Adjoins Bridgeview Plaza. Excellent location and investment property.

Listed by JoAnn Ellis, Summerset Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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430 N Riverside Highland NY 12528

Highland, NY430 N Riverside

Price$890,000

Est. Mortgage: $/month

MLS Number 20210474

  • Residential Single Family
  • Lfd Style CONTEMPO
  • MlsStatus ACTIVE
  • Property Style Contempo
  • Square Feet 4,500

Hudson Valley living at its finest! Magnificent custom-built property privately situated down a long drive on 7.4 acres just minutes to the charming villages of Highland and New Paltz, miles of hiking, biking and cross-country skiing trails in the Shawangunk mountains or to the stunning views of the Walkway Over the Hudson or drop a kayak into Black Creek literally just across the way. This is just to name a few among so many of our local treasures easily accessible to this location. Currently operating as a successful Bed and Breakfast, you can live, work, and play in this premiere Hudson Valley location. The layout of this home offers complete privacy for the owners and their guests with multiple entrances. The great room features a magnificent fireplace and a wall of windows awash in natural light with pond views. All 5 luxuriously appointed guest rooms have their own private bath. Master bedroom suite with oversized spa like bathroom, private seating area, balcony and fireplace. Lower level features a 6 person hot tub and one of 3 of the homes fireplaces. There is room for expansion on lower level, currently used for storage. The pond is home to blue heron and ducks in warmer weather. And there are hiking trails on this beautifully wooded piece of land with rock outcroppings and a rock cave of archaeological significance worth exploring! Now a turnkey business, offered complete with contents, website, social media, guest list and advanced reservations. Owners have successfully met all Covid related CDC guidelines and have been operating safely and with quite a high demand, with people's increased need to escape tight urban quarters and step outside, even in this brisk winter, to snow shoe and ski. Spring, Summer and Fall months they enjoy the many surrounding open air restaurants, farm markets, wineries and breweries. Just 5 minutes to Exit 18 off NYS Thruway and 10 minutes to Metro-North station in Poughkeepsie, it really is the perfect location! This home was originally a single-family residence. Buyer would need to do nothing more than redecorate to make this once again a grand single-family home with room for everyone! The energy effeciency of this home has been expanded upon with the addition of geothermal heating and cooling as well individual mini-split units. Not pictured are an additional bedroom, living room and bath used by the owners. Available to view at showing. Please check out their website for more pictures and details. https://www.blackcreekbedandbreakfast.com/en/1429954/gallery

Listed by Victoria Beach, eXp Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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tbd South Street Highland NY 12528

Highland, NYtbd South Street

Price$850,000

Est. Mortgage: $/month

MLS Number 20204655

  • Land Agricultural
  • MlsStatus ACTIVE
  • Address tbd South Street

Approvals are nearing completion for 9 lot subdivision. Cluster development. Perfect for upscale homes. Developer, Builder, or Architect, ATTENTION! This acreage is waiting for your dream house or dream development of homes with GOLF COURSE next door and panoramic views of mountains and valley. Picture your home owners riding to the course on a golf cart! Mountain Views. Country living.

Listed by Andre Venables, Century 21 Alliance-NP

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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