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

Tip: Register to save your favorites and get updates when similar listings hit the market.

Contact Colucci Shand Realty to schedule a visit or get more info.

 

243 Vineyard Avenue Highland NY 12528

Highland, NY243 Vineyard Avenue

Price$2,100,000

Est. Mortgage: $/month

MLS Number 20220492

  • Land Residential
  • MlsStatus ACTIVE
  • Address 243 Vineyard Avenue

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. Endless opportunities await you!

Listed by John Quinn, Quinn Realty Group Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

3475 9w Highway Highland NY 12528

Highland, NY3475 9w Highway

Price$1,650,000

Est. Mortgage: $/month

MLS Number 20233426

  • Land Commercial
  • MlsStatus ACTIVE
  • Address 3475 9w Highway

Opportunity awaits at this 9.8 acre lot with access to US Highway 9W and Grand Street!! This property is uniquely zoned with R 1/2 zoning coupled with commercial overlay zoning. Maximum visibility from 1,125 feet of road frontage on Rt. 9W, 26,808 avg. annual daily traffic count, as well as Grand Street access ideally found at an existing traffic light. This level lot is ready to handle your vision.

Listed by John Quinn, Quinn Realty Group Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

Bellevue Road Highland NY 12528

Highland, NYBellevue Road

Price$1,349,000

Est. Mortgage: $/month

MLS Number 20232873

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

Completed New Construction! Price Adjusted $149K to help offset the current rates! This is nearly an impossible view to find! High above the banks of the Hudson River with stunning panoramic views. This opportunity does not come by often for a new construction custom house! Views from almost every room! Quality built Energy Star / HERS Rated 3,788 sq/ft home featuring 5 bedrooms and 2.5 bathrooms. Throughout the house, you will find hardwood floors, large oversized windows, LED recessed lighting, custom moldings and sliders throughout, 10ft ceilings and 9ft basement ceilings. The main living area has an open concept with gas fireplace that is conducive to indoor-outdoor living with a wall of retractable glass that 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 high ceiling 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 lower level features a walkout basement, large finished family room that opens up to a patio with the same amazing views and an additional bedroom. Outside you will find Hardi Plank siding, blue stone front sidewalk, Trex decking with cable railings on all three levels, plantings, sod grass and a freshly paved drive. There is even space for a pool. 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. Dont let this opportunity pass you buy!

Listed by Alfred Varrone, Upstate Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

5 2 Bellevue Road Highland NY 12528

Highland, NY5 2 Bellevue Road

Price$1,349,000

Est. Mortgage: $/month

MLS Number 20232640

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

Completed New Construction! Price Adjusted $149K to help offset the current rates! This is nearly an impossible view to find! High above the banks of the Hudson River with stunning panoramic views. This opportunity does not come by often for a new construction custom house! Views from almost every room! Quality built Energy Star / HERS Rated 3,788 sq/ft home featuring 5 bedrooms and 2.5 bathrooms. Throughout the house, you will find hardwood floors, large oversized windows, LED recessed lighting, custom moldings and sliders throughout, 10ft ceilings and 9ft basement ceilings. The main living area has an open concept with gas fireplace that is conducive to indoor-outdoor living with a wall of retractable glass that 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 high ceiling 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 lower level features a walkout basement, large finished family room that opens up to a patio with the same amazing views and an additional bedroom. Outside you will find Hardi Plank siding, blue stone front sidewalk, Trex decking with cable railings on all three levels, plantings, sod grass and a freshly paved drive. There is even space for a pool. 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. Dont let this opportunity pass you buy!

Listed by Alfred Varrone, Upstate Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

28-30 Tillson Avenue Highland NY 12528

Highland, NY28-30 Tillson Avenue

Price$1,195,000

Est. Mortgage: $/month

MLS Number 20231578

  • Residential 1Family+Access Apt
  • Lfd Style COLONIAL, FARM HOUSE
  • MlsStatus ACTIVE
  • Property Style Colonial
  • Square Feet 3,960

Welcome to 28-30 Tillson Ave. in Highland NY. This expansive property features two stunning houses nestled on 4.6 picturesque acres, perfect for families, investors, home business owners, or those seeking a retreat with office space. With a combined total of 7 bedrooms, 6 bathrooms, and ample parking for up to 10+ vehicles, this unique offering provides endless possibilities. The main house is a stately Federal colonial built in 1845, boasting 4000 sq. ft. of amazing living space, 4 spacious BRs, 2.5 baths, and exquisite original details. Highlights include white oak hardwood floors with grand ornate details, 3 fireplaces, cast iron radiators, and floor-to-ceiling windows. The renovated eat-in gourmet kitchen and baths provide modern amenities, while the outdoor oasis features a built-in grill on a large covered patio, a heated saline swimming pool and attached hot tub with spillway into the pool with a fully automated Pentair filtration system. Car enthusiasts will appreciate the 5-car garage, while the 24 x 40 metal barn offers room for a Class-A RV or a boat. The park like setting of this property is an arborist's dream, with magnificent magnolias, cherry trees, tri-color beech, and Japanese maples among the many varieties found here. The second house is a charming 2-story farmhouse-style home built in 1943 and was completely renovated in 2006. This home also has 4000 sq. ft. of living space, 3 BRs, 2.5 baths, and central air. The main floor MBR features a huge private full bath with walk in shower, while the living room has a brick fireplace and hardwood floors. Ceramic tile also flows throughout the home. Additional amenities include a large laundry room, private exercise room, and a family/media room on the lower level, as well as an attached 2 car garage. Enjoy the convenience of natural gas and town water and sewer. The property's prime location is a commuter's dream, close to Metro North Railroad and bordering the Hudson Valley Rail Trail leading to the Walkway Over The Hudson. Walk into the Hamlet of Highland with coffee shops, brewery, art galleries, and wonderful restaurants. Don't miss this rare opportunity to own a piece of Highland's finest real estate!

Listed by Heidi Maloney, Corcoran Country Living

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

28 Maple Avenue Highland NY 12528

Highland, NY28 Maple Avenue

Price$1,000,000

Est. Mortgage: $/month

MLS Number 20232952

  • Residential Single Family
  • Lfd Style MANSION, ESTATE
  • MlsStatus ACTIVE
  • Property Style Victorian
  • Square Feet 3,200

Proudly standing just up from The Majestic Hudson River stands this Gorgeous circa 1890's Grand Victorian Brick home. Set on 5 acres with parklike setting, you will be welcomed by perennial plantings, a large screened gazebo, and carriage house. The wrap around covered front porch has two grand entrances. The main first floor has a large formal living room with wood burning fireplace. large windows add natural light. Enjoy entertaining in the formal dining room with storage closet. For casual company, the kitchen is open and eat in, with wood cabinets, separate entrance and second staircase to second floor. Also on the first floor is an additional room with built in custom wood cabinets, which could serve as a den, playroom, or library. The second floor has 4 bedrooms, full bath plus laundry room, and another spare room which could serve as a office or nursery. The entire third floor is a huge 1100 square foot open finished space. The top floor features a custom wood finished room with panoramic windows. Throughout the home you will be delighted with the original woodwork, Tall Ceilings and period features dating back to the 1890's.

Listed by Dawn Passante, Coldwell Banker Village GreenN

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

11 Clearwater Road Highland NY 12528

Highland, NY11 Clearwater Road

Price$990,000

Est. Mortgage: $/month

MLS Number 20231904

  • Residential Single Family
  • Square Feet 4,560
  • MlsStatus ACTIVE
  • Property Style Contempo
  • Lfd Style CONTEMPO

Location, Location, Location- 10 Minutes to Metro North, 1 mile to HV Railtrail, 1 Mile to Hudson River Boat Launch, 10 Min to NYS Thruway, less than 2 mile to WalkWay over the Hudson , less than 15 Minutes to CIA, Marist, and New Paltz, Highland Central Schools. Designed to be a forever house, this house checks all of the boxes with over 4500 SQ Ft. , including lower level walk-out with doors to garage and fueng-shui back yard. Lets start at the heart of the home, amazing Chefs Kitchen with all the accoutrements you would espect, Granite Countertops, stunning glass Backsplash, Copper sink and Omega Cabinetry. (View photos) Such a welcoming home with common spaces the whole family will enjoy. Hardwood flooring throughout, windows galore, vaulted ceilings, beamed ceilings. Living room with wood burning fireplace, Family Room with gas fire place and Wet Bar, a wonderful house for entertaining! Main Floor has 2 unique bedrooms and full bath, Laundry room and Pantry. Primary suite uses the whole second level, the ultimate spa-like retreat. A closet you could only dream of, huge effervescent Tub to unwind from the stresses of the day. Lower level has been a popular Yoga studio for many years complete with half bath. Customize this space for your needs and wants! In home office, Play area, Art Studio. 4-car Garage Spaces with studio space above Separate 2-car Garage. Set on 1.34 Acres framed by Running Creek and Decking that will enchant all who enter! Please schedule your appointment today. Too many great things to mention, come see for yourself!

Listed by Mary Orapello, Howard Hanna Rand Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

134 Vineyard Avenue Highland NY 12528

MLS Number 20230311

  • Commercial Mixed Use
  • Square Feet 18,404
  • Year Built 1889
  • MlsStatus ACTIVE
  • Address 134 Vineyard Avenue

4 Multipurpose buildings for the price of one in a very strategic location. About 90 miles off Broadway, NYC. This property has frontage on the Huson Valley Rail Trail which leads to the Walkway Over the Hudson, a destination for thousands of visitors each year. It is now part of the Empire State Trail as well. It also has frontage on State Route 44/55 (Vineyard Ave) and a local town road, Linwood Avenue. Municiple services connected to the buildings. There is a new water line from the hydrant on Linwood and the main sewer line goes down the middle of the property. None of the buildings are encroaching on the Rail Trail. The main building has 4 loading docks and very high clear span ceilings.

Listed by Elizabeth Decker, Hello Dolly Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

495 N Eltings Corners Highland NY 12528

Highland, NY495 N Eltings Corners

Price$729,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 20233234

  • Residential Single Family
  • Lfd Style FARM HOUSE
  • Property Style Farm House
  • Square Feet 1,992
  • Year Built 1875

Just minutes from the village of New Paltz , this beautiful and bright country farmhouse on 13+ acres is updated and expanded with style. The open plan downstairs invites gatherings and a creative lifestyle. The property includes a 3 bay garage with finished attached office/workshop space. Perennial gardens surround the sunroom and stone patio leading to small barn ( with water and electricity) and an outside shower. The living room opens to a three season space that brings the outside in. The landscaped grounds are lovely and set a mood for entertaining and enjoying nature in a convenient extension of the gracious indoors. beautiful wood floors and a whole new roof from 2018. Easy to show and a great place to live.

Listed by Laura Prince, Hello Dolly Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

591-593 Route 44 55 Highland NY 12528

MLS Number 20232249

  • Commercial Mixed Use
  • MlsStatus ACTIVE
  • Square Feet 6,014
  • Year Built 1975
  • Address 591-593 Route 44 55

Located in high traffic area for residents & tourists! Across from a top-rated family resort, approximately 3 miles from the quaint hamlet of Highland which offers shopping & access to the Walkway Over the Hudson and rail trail system, and approximately 7 miles from the eclectic Village of New Paltz which offers hiking, biking, rail trails, county fairgrounds, entertainment, shopping and the SUNY New Paltz college. Close proximity to Metro North and NYS Thruway. Commercial Building has many uses but is currently setup as a Restaurant with a large kitchen for main dining area & smaller kitchen for pizzeria or take out area. Included in deed is a 5 Family House & Garage. All residential units are currently rented. This is truly the perfect opportunity for an investor or business owner!

Listed by JoAnn Ellis, Summerset Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

99 Palazzo Lane Highland NY 12528

Highland, NY99 Palazzo Lane

Price$695,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 20232357

  • Land Agricultural
  • MlsStatus Accepted offer CTS
  • Address 99 Palazzo Lane

Magnificent views surround this amazing 27.7 acre parcel situated at the end of a cul-de-sac in a highly sought after sub-division in Highland. This property offers a peaceful and exclusive retreat while being conveniently close to amenities such as: shopping, fine dining, hiking trails, wineries and all many things that the Hudson Valley has to offer. Centrally located and close to NYS Thruway, Mid-Hudson Bridge, Metro North Railways, I84 to make your commute to work easy. There is an old existing house on the property could potentially be rehabbed as well as approximately 1,000 apple trees that are currently being maintained. Pictures truly do not do this property justice - this property must be seen to be appreciated.

Listed by John Quinn, Quinn Realty Group Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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

394 Red Top Road Highland NY 12528-2617

Highland, NY394 Red Top Road

Price$679,999

Est. Mortgage: $/month

MLS Number 20233249

  • Residential Single Family
  • Square Feet 2,676
  • MlsStatus ACTIVE
  • Property Style Contempo
  • Address 394 Red Top Road

Welcome to your own private oasis conveniently nestled in the heart of natural beauty! This stunning 2,676 square foot property, featuring 2 bedrooms and 1 full bathroom, is a hidden gem surrounded by 185 acres of protected land within the Scenic Hudson Land Trust. Modern updates have been thoughtfully added to this home, ensuring both style and functionality. The kitchen, bathroom, and first floor has all been redone. As you explore the property, you'll be pleasantly surprised at every turn. The private backyard is a peaceful sanctuary, perfect for enjoying the outdoors in total seclusion. Whether you're sipping your morning coffee on the full front deck or cozying up by the wood-burning fireplace inside, this property offers a perfect blend of indoor and outdoor living. Location is key, and this home has it all. Just a quick 5-minute drive will take you to the iconic Walkway Over the Hudson and the vibrant center of town, where you can indulge in shopping, dining, and entertainment. Plus, the convenience of being only 15 minutes from I-87 and 20 minutes from the charming town of New Paltz ensures that you're well-connected to all the attractions the Hudson Valley has to offer. Don't miss the opportunity to make this exceptional property your own. Experience the tranquility of nature and the convenience of modern living in this unique, one-of-a-kind home. Your private escape awaits - schedule a viewing today!

Listed by Savannah Miceli, Century 21 Alliance-NP

$
$
%
$/month over payments
Federal 30-year interest rate: 7.22% last updated on Nov 30, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details