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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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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0 Bellevue Road Highland NY 12528

Highland, NY0 Bellevue Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 20210008

  • Residential Single Family
  • Lfd Style CONTEMPO
  • MlsStatus ACTIVE
  • Property Style Contempo
  • Square Feet 3,788

NEW CONSTRUCTION masterpiece, high above the banks of the Hudson River with stunning panoramic views. This opportunity does not come by often! Quality build 3,788 sq/ft home featuring 5 bedrooms and 2.5 bathrooms. Throughout the house, you will find hardwood floors, large oversized windows and sliders, 10ft and 9ft ceilings with crown moldings. The main living area has an open concept with gas fireplace that is conducive to indoor-outdoor living and opens onto a large deck overlooking the river. The kitchen also has amazing views with custom cabinets, granite counters, stainless appliances and a large island to seat four. The second floor features an oversized master bedroom with a private deck, large master bathroom with walk-in shower and soaking tub which overlooks the breathtaking views; three additional bedrooms, a hall bathroom and separate laundry room. The ground floor features a walkout basement, large finished family room that opens up to a patio with the same amazing views, an additional bedroom, utility room and full 9' ceilings. With all of the views this house has to offer you can still enjoy a level landscaped yard and close proximity to the Poughkeepsie Metro North Train station, NYS Thruway and Route 84. This is an opportunity to customize a brand new river front house and make it your own!

Listed by Alfred Varrone, Upstate Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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$1,695,000

Est. Mortgage: $/month

MLS Number 20211247

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

Grow your passion on a Hudson Valley Farm This picture-perfect farm set in New York's Hudson River Valley is an easy commute to the city for work; and less than 2 miles to the vibrant village of New Paltz. For 400 years and according to historians, this farmstead has been serving the local community with artisanal crops, food, and agro-tourism, such as a vibrant rodeo. For the last 12 years; the property-in agriculture exemption has hosted an apothecary shop, hosted numerous fundraising barn concerts, a boutique wedding venue, provided horse boarding, offered a farm to table dining, a health, wellness and nutritional cooking school and, is home to an Agro-Ecology center dedicated to sustainable agriculture, young-adult farmer training, and related service for sustainable living. Now is the time to add your vision to the history of this incredibly special place. 14.60 idyllic acres are complete with spring -Fed streams, pond, riding paddocks, pastures, magnificent 18th-century Dutch barn, carriage house, stone smokehouse, ice cellar, tree house, chicken coop, run-in shed, and stone well house, and a 4,800 square foot contemporary home. Being in the country doesn't need to mean a traditional farmhouse! The main house aesthetic is “a loft in the country,” and that artistic vibe follows throughout the home. The East-Facing main door entrance and primary bedroom welcome the sunrise for those honoring Feng Shui, Buddhism, or Vastu Shastra- all with sweeping views of 18th Century Barn, horse paddocks, and open fields. And the great room is great indeed! A majestic stone fireplace, walls of glass, open kitchen, and 24-foot ceiling allow plenty of room for entertaining. The completely updated state of the art gourmet kitchen includes Kraft-Maid kitchen cabinets with Caesar Stone countertops, a gigantic island, two Franke sinks, a 36-inch cook-top, under counter microwave drawer, double wall ovens, a dishwasher, and a massive fridge and freezer. A large space off the great room could be used as a dining room (as it is now) or configured as a den, home office or family room. There is a mezzanine space over the great room, which is accessed by a regular stair or a very loft-chic spiral. The second floor has a primary bedroom with a VERY spacious ensuite with a decadent jetted tub and 3 more large, bright bedrooms, walk-in closets, all sharing a spacious hall bath. In addition to these bedrooms, there is a 1-bedroom apartment in west wing with separate private entrance, and two skylights, a kitchenette and bath. Perfect for a nanny, a family member or additional income. The fully restored out-buildings offer numerous options. The 3-level 7,800 square foot 18th-century Dutch barn with a 30-foot-high ceiling is magnificent! It has its own electricity, artesian well, telephone lines, hot & cold water. The barn has served as a (quite profitable) wedding venue - mowed fields can accommodate over 100 automobiles and this parking area has its own driveway. The barn (and all the property) would also be perfect for photo and videographer shoots and “on location” shoots. Of course, the working barn and fertile fields are also perfect for more agricultural purposes! It already has a chicken coop, run-in shed, tack room and 14 Horse Stalls ready to go. The Fully Restored 1,300 square foot bridled barn has been turned into a shop (Licensee under NYS Agriculture and Markets) with an office space on the second floor. The antique hand-hewn timber has been preserved, but high-speed Internet, heat and air-conditioning has been added. A perfect space for retail, home office or studio space. So many possibilities here! This property can be self-sustainable but would also make a wonderful family home or weekend getaway. Discover the ultimate property in work life balance, with dreams of country life come true.

Listed by Heather Croner, Heather Croner Real Estate S

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%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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106 Bellevue Road Highland NY 12528-1106

Highland, NY106 Bellevue Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 20204027

  • Residential Single Family
  • Lfd Style CONTEMPO, TWO STORY
  • MlsStatus ACTIVE
  • Property Style Contempo
  • Square Feet 4,028

Amazing views over the Hudson! The Hudson River offers that backdrop of natural beauty from every room. This well maintained home is spotless and move in ready. The unique advantage of being able to have single level living with the master suite on the first floor and additional bedrooms, a den and bath on the second level. The large rooms have a perfect flow for family and friends. The eat in kitchen has a center island and door to walk out to the patio for BBQ fun. Formal dining will take place in the dining room to the right, step down to the huge living room where you will enjoy evenings by the fireplace, or watch as each day is different on the Hudson from that wall of windows over-looking the river. Additional first floor rooms include an office and a room currently used for mediation/yoga, here one can imagine a craft room, art studio or play area. The master suite is on the opposite end of the home offering a private retreat. The convenient mudroom entrance, contains the laundry area and a large pantry for easy storage for food after shopping. There is also access to the powder room. There is a full dry basement with high ceilings and three car garage with a unfinished room on the second floor giving unlimited potential. A perfect work from home, house this home has unlimited potential for spaces to make an ideal home for anyone.

Listed by Dominick Martorana, Century 21 Alliance-NP

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

Pending Continue to Show

MLS Number 20211148

  • Residential Single Family
  • Lfd Style COLONIAL
  • MlsStatus Accepted offer CTS
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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: 2.96% last updated on May 6, 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: 2.96% last updated on May 6, 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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: 2.96% last updated on May 6, 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: 2.96% last updated on May 6, 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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349 Swartekill Road Highland NY 12528

Highland, NY349 Swartekill Road

Price$849,000

Est. Mortgage: $/month

MLS Number 20211145

  • Residential Single Family
  • Lfd Style FARM HOUSE
  • MlsStatus ACTIVE
  • Property Style Farm House
  • Square Feet 2,462

Fall in love with the country! This 1890's Farmhouse situated on pristinely wooded, and private land, surrounded by natural rock outcropping, stone walls, and deep forest! Step inside to find an immaculately kept farm-house complete with space for all. The eat-in kitchen offers wood cabinetry and plenty of storage. The open concept dining/living rooms features a wood working stone fireplace and large windows letting in beautiful natural light. The first floor is completed by a full bathroom, private laundry room, and access to the huge lofted garage, perfect for storage, cars and a workshop! Head up to the second floor to find an oversized master bedroom, full bath, and large family room with vaulted ceilings, a lovely transitional space for all your needs. The third story is partially finished offering a great place for mediation, yoga or your Peloton! This unique home sits on 1 private acre with another 88 bucolic acres across the street. This amazing property is centrally located approximately 15 minutes to Kingston, New Paltz, and Highland an easy commute to any of your favorite towns! OPEN HOUSE SUNDAY 4/11/21 11:00-1:00PM

Listed by Leigh Quintana, Keller Williams Realty HV Nort

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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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240 Vineyard Avenue Highland NY 12528-2343

Highland, NY240 Vineyard Avenue

Price$749,000

Est. Mortgage: $/month

MLS Number 20204401

  • Residential Single Family
  • Lfd Style COLONIAL, TWO STORY
  • MlsStatus ACTIVE
  • Property Style Colonial
  • Square Feet 2,352

Step back in time in this beautiful 1920 colonial beauty. The home offers 2352 square feet with a grand floor plan. Entering the center hall guests will be greeted by the first of two staircases flanked by the formal dining room to the right and the formal living room to the left. The large living room features the beautiful fireplace and access to the large open porch. The ceiling fans create a constant breeze even on the hottest of days as the gardens provide a peaceful backdrop. The large eat in country kitchen features new custom handcrafted wood cabinets. Just off the kitchen is the mud room and the 2nd staircase to use for quick, midnight snacks.) The second floor features the 4 spacious bedrooms and walk up to the large attic waiting for the new owners to decide whether it will provide storage or even an office. Don't miss the garage and the heated space on its second floor. If endless possibilities are what you are looking for bring your imagination and come explore 240 Vineyard Ave. There is space to suit every need. You will be pleasantly surprised.

Listed by Dominick Martorana, Century 21 Alliance-NP

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details