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.

 

672 Plutarch Road Highland NY 12528

Highland, NY672 Plutarch Road

Price$3,850,000

Est. Mortgage: $/month

Active With Contract

MLS Number 20244228

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 8,750
  • Acreage 41.6

With over 41 acres of sweeping views and forest, winding stone walls, and streams that flow into an expansive pond, the Plutarch Lodge is an outdoor enthusiast's dream. This gated compound includes a main lodge, guest house, detached two car garage, and an amazing sunset vista—all in an extraordinary private setting under 20 minutes to the many amenities in Kingston, New Paltz, and High Falls. As you pull into the gated drive flanked by mature evergreens, you begin your journey into this exclusive experience. This artisan-crafted, one-of-a-kind property is perfectly set in a natural forest of sanctuary and offers a distinct sense of privacy and comfort. Stone, wood, and light flow throughout the grounds and invite you into a truly luxurious yet rustic experience. Upon entering the main house you are greeted by gorgeous heart pine hardwood floors that carry throughout the 7,272 sq ft home. The great room boasts a bluestone topped wet bar, 20-foot vaulted ceilings, a stylish half bath, and a wall of windows designed to take in the magnificent views and picturesque sunsets. Through the French doors onto the wraparound Ipe wood deck, you will find breathtaking panoramic views of nature that are perfect for unwinding and have been carefully positioned to catch golden hour light across the large pond and hills beyond. The massive bluestone fireplace is the other standout focal point of the room, a welcoming invitation to lounge and gather around. The kitchen and dining area perched just off the great room are a perfect place for get togethers and holiday meals. The large chef's kitchen features Wolf and Sub-Zero appliances, a large kitchen island, and a breakfast bar. The first floor primary bedroom—with a walk-in closet and its own deck access—also features a beautiful en suite bathroom with a large soaking tub, double vanity, and stand alone shower. A full laundry room rounds out the first floor of this spectacular home. The upper level has a spacious lofted living area that lends itself to morning yoga or reading your favorite novel. An en suite junior primary bedroom, 2 additional bedrooms, and a full bath completes the upper level, providing plenty of room to spread out. After a long day of enjoying this natural paradise, you can retire to the lower level of home where relaxation and entertaining is the focus. There are dedicated spaces to play billiards on the custom-built pool table, catch the game on TV, or gather in the theater room to screen a film. Marantz Audio surround sound and a full bathroom round out the space. The guest house designed by renowned local architect Kurt Sutherland is a beautiful blend of natural stone and wood. Echoing the main house with its vaulted ceilings, beautiful hardwood floors, and rustic elegance, this 2-bedroom 2-bathroom gem is a perfect guesthouse offering both privacy and comfort. Located in a quiet, private setting in Highland, NY this luxury compound is the perfect blend of seclusion and comfort. Just 90 minutes from the George Washington Bridge experience the vibrant communities of Rosendale, Kingston, and New Paltz, with their charming shops, great restaurants, and nearby abundant outdoor activities. Explore the scenic Shawangunk Mountains, Hudson River, or nearby rail trails and preserves and all the Hudson Valley has to offer.

Listed by Jason Nadeau and Catherine Quintard, Compass Greater NY,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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

243 Vineyard Avenue Highland NY 12528

Highland, NY243 Vineyard Avenue

Price$2,100,000

Est. Mortgage: $/month

MLS Number 20220492

  • Land
  • Acreage 70.5

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: 6.79% last updated on Nov 7, 2024
* 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 Route 9w Highway Highland NY 12528

Highland, NY3475 Route 9w Highway

Price$1,650,000

Est. Mortgage: $/month

MLS Number 20233426

  • Land
  • Acreage 9.8

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: 6.79% last updated on Nov 7, 2024
* 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

Tbd Route 9w Highland NY 12528

Highland, NYTbd Route 9w

Price$695,000

Est. Mortgage: $/month

MLS Number 20240213

  • Land
  • Acreage 11.5

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 constructed homes and 100,000 sq. ft. of commercial space. Take advantage of this limited opportunity to develop in rapidly growing Highland.

Listed by John Quinn, Quinn Realty Group Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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 Palazzo Lane Highland NY 12528

Highland, NY11 Palazzo Lane

Price$695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 20244309

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,880
  • Acreage 1.5

Welcome to your dream retreat, where luxury meets tranquility. Nestled on a sweeping 1.5-acre lot in an exclusive neighborhood, this extraordinary property boasts breathtaking panoramic views of the Gunks and offers the ultimate upstate living experience. From the moment you arrive, you'll be captivated by the meticulous attention to detail and sophisticated style that defines this home. Step onto the expansive deck and immerse yourself in the beauty of nature, perfect for morning coffee or evening cocktails. The charming covered front porch invites you to unwind and take in the peaceful surroundings, while the landscaped grounds enhance the estate-like feel of the property. The main residence spans 2,200 sq. ft., featuring 5 generously-sized bedrooms and beautifully updated living spaces that exude both comfort and elegance. With gleaming new flooring upstairs, spacious bathrooms, and a seamless flow throughout, every corner of this home has been curated for modern luxury. But the allure doesn't stop there—this property includes a fully legal 1,100 sq. ft. accessory apartment with a private entrance, perfect for multi-generational living, hosting long-term guests, or generating income as a high-end rental. Currently vacant, this apartment is a turnkey opportunity for those seeking additional revenue or the flexibility to create a luxurious guest suite. The possibilities for this home extend beyond its current design. The walkout basement offers an additional 1,100 sq. ft. of customizable space—ideal for a private gym, home theater, or extended entertainment area. Adjacent to an organic farm & close proximity to one of the finest agritourism destinations in the Hudson Valley, the property also holds incredible potential as a top-tier Airbnb, offering guests an unparalleled escape.

Listed by Jason Schobert, eXp Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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 Bellevue Road Highland NY 12528

Highland, NY11 Bellevue Road

Price$599,000

Est. Mortgage: $/month

MLS Number 20244162

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,660
  • Acreage 1.5

Custom built mid-century oversized split style home located on the lovely Bellevue Road. Enjoy nature and privacy from all sides of your home with beautiful wood decking for entertaining or relaxing. This home has many unique features including a large living room with sliding doors, and a double-sided wood-burning fireplace for cozy nights or warm dinners in your full dining room. An additional great room has vaulted beamed ceilings with skylights. The kitchen is complete with new granite counter tops, a breakfast nook for relaxed dining, stainless steel appliances, and a full pantry. You will love the large primary bedroom with its walk-in closet, full bath, plus sliders leading to its own private deck. There is also a finished suite over the garage to use as a guest suite or additional living space. This suite also has a large walk-in closet, full bath, plus its own deck with sliding glass doors. The lowest level is large and unfinished with a door leading to the yard, this space could be finished for added living space. The plumbing has been recently upgraded in 2023. Every room has its own thermostat for energy efficiency. Nicely located near the hamlet of Highland with shopping, art gallery, pizza parlors, public library, restaurants, hospitals, & colleges. Close to Walkway Over the Hudson, the famous Shawangunk Mountains, & many other public attractions: NYS Thruway, buses, & trains. Only a 5-minute ride to Metro North. Just up the road from the Hudson River, and 10 minute ride to New Paltz.

Listed by Dawn Passante, Coldwell Banker Village GreenN

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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

31 Tillson Avenue Highland NY 12528

Highland, NY31 Tillson Avenue

Price$575,000

Est. Mortgage: $/month

Active With Contract

MLS Number 20244298

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,884
  • Acreage 0.91

This stylish renovated mid-century ranch sits high on a hill overlooking the valley. Sun pours through oversized picture windows in every room. This thorough renovation features new windows, roof, appliances, smart home heating & cooling and all major systems including plumbing, electrical, and central air conditioning. The spacious layout is defined by the generous living, kitchen, and dining rooms with stunning hardwood floors throughout. The beautifully designed kitchen features large format backsplash tile, open shelving, quartz counter tops, and floor-to-ceiling pantry-style cabinets. The island is ideal for entertaining, and flows seamlessly into the sleek yet warm dining room. Through an arched doorway, the bright and impressive living room, greets you with a reimagined wood burning fireplace. Down the hall are three bedrooms and a spa-style bath with a walk-in shower and soaking tub. A private home office with a boldly finished half bathroom, leads out to the picturesque back yard. Off the kitchen is a laundry room with a separate entrance. A full basement, partially above grade, with roughed-in bathroom plumbing, has potential for expanding the living space. Outside, a breezeway connects the home to a two car garage and a huge back patio that steps down to a hillside lawn surrounded by towering evergreen trees. The sun drenched front porch welcomes the sunrise over the river valley. Located just a 5 min walk (on sidewalk) to the Hudson Valley Rail Trail and the Walkway over the Hudson, a few steps further to get to the neighborhood coffee shop, local restaurants, art gallery and notable craft brewery. By car, you are 4 mins to Berean Park for swimming, fishing, tennis, pickleball, and basketball courts; 7 mins to the Poughkeepsie Train Station; under 15 to New Paltz and 90 mins to the GWB.

Listed by Craig Smith, Compass Greater NY,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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

6 Smith Terrace Highland NY 12528

Highland, NY6 Smith Terrace

Price$550,000

Est. Mortgage: $/month

MLS Number 20243301

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,120
  • Acreage 0.35

This stunning ranch home has been updated with a beautiful accessory apartment addition, perfect for guests or additional income. The renovated kitchen is a chefs dream, with new appliances and plenty of counter space. The exterior has been given a fresh new look with new siding and a spacious deck, perfect for entertaining or relaxing outdoors. Located near the charming hamlet of Highland, you'll have easy access to local amenities. Plus, the nearby Metro North station making for commuting to NYC a breeze. Amazing opportunity to own a beautifully enhanced home in a convenient location

Listed by Dawn Passante, Coldwell Banker Village GreenN

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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

12 Woodside Place Highland NY 12528

Highland, NY12 Woodside Place

Price$525,000

Est. Mortgage: $/month

MLS Number 20243981

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1
  • Acreage 0.18

Come see this home that offers a perfect combination of charm, convenience, and community. This beautiful 4-bedroom, 2-bath home is full of character, featuring original hardwood floors and elegant French doors. The spacious living and dining areas are ideal for family gatherings, while the kitchen boasts stunning granite countertops, perfect for cooking and entertaining. Enjoy peaceful mornings or relaxing evenings on the screened-in back porch. Conveniently located, this home is just 5 minutes from shopping, the Mid-Hudson Bridge, and the Poughkeepsie Train Station, making commuting a breeze. Plus, it's within walking distance to the scenic Walkway Over the Hudson and the charming local town with restaurants, an art gallery, and more. This home offers the perfect blend of charm, convenience, and proximity to everything the Hudson Valley has to offer!

Listed by Geraldine Gaudioso, Century 21 Alliance-NP

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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

98 North Road Highland NY 12529

Highland, NY98 North Road

Price$499,000

Est. Mortgage: $/month

MLS Number 20240773

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,640
  • Acreage 0.69

This charming 1900 farmhouse in Highland, New York, offers a comfortable and spacious living space with original wide custom moldings and beautiful oak hardwood flooring. Enjoy the beautiful sunlight in the fully finished sunroom. The kitchen is open with plenty of counter space and new appliances. Large dining area. The primary bedroom is on the first floor with windows facing three sides. enjoy quiet evenings in the cozy living room complete with fireplace. Two private bedrooms on the second floor. The front porch is covered with beautiful mountain views. Separate 2 car garage is currently set up for one car and workspace. This home is beautifully set on almost an acre with the upstate country feel you are looking for. You will be pleasantly surprised all spring and summer by beautiful perennials. All this plus close to Metro North or the NYS Thruway for easy commuting. Area attractions are all within a few miles.

Listed by Dawn Passante, Coldwell Banker Village GreenN

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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

40 Cummings Lane Highland NY 12528

Highland, NY40 Cummings Lane

Price$475,000

Est. Mortgage: $/month

MLS Number 20243902

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,761
  • Acreage 0.67

Large 2-story Farmhouse built in 1925 but updated to today's modern living. Come see the spacious kitchen with granite countertops and stainless-steel appliances. The main level boasts a primary bedroom and bathroom. Four generously sized bedrooms on the 2nd floor. Both baths have been updated. Cozy up next to the stone fireplace in the ample sized living room. The large room off the kitchen could be set up as a large dining room or as a second family room-whatever suits your needs! Refreshed hardwood floors throughout. Scads of windows bring in natural lighting and breezes. Sunroom is ideal for plants. Enjoy the huge back yard from a large deck with a pergola top. Located 8.2 miles from New Paltz, minutes from Poughkeepsie via the Mid-Hudson Bridge, NYS Thruway (Hwy. 87) and only 90 minutes to NYC. Offers easy access to SUNY New Paltz, Vassar & Marist Colleges; Nuvance Medical Center; shopping centers; and many restaurants. So many destinations for outdoor activities, such as the Walkway Over The Hudson, and rock climbing the amazing Shawangunk Mountains!

Listed by Jeanine D. Stoddard, Coldwell Banker Village GreenN

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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

204 Plutarch Road Highland NY 12528

MLS Number 20244294

  • CommercialSale
  • Property SubType Office
  • Square Feet 3,324
  • Acreage 1

Opportunity to purchase an attractive commercial building in the Town of New Paltz! Formerly the home of Compassion Veterinary Center, the property could continue to be used as an animal care facility. A zoning variance was recently granted by the Town of New Paltz, allowing professional office use as well. Other allowable uses include a single-family home, a nursery/day care center, nursing home, cultural institution, or a place of worship. The first floor measures 1,662 square feet, and includes a sun-filled reception area with high ceilings. Most interior walls are not load bearing, so reconfiguration of the space is a straightforward process. The full basement also measures 1,662 square feet and includes an office, a storage area, washer/dryer, and a 1-bedroom apartment with two means of egress. The large 1-acre lot is serene and peaceful, with ample parking, mature trees, and a large open lawn to the rear. The property's location one block north of Main Street mid-way between New Paltz and Highland is very convenient, with easy access to 1-87. This offering is ideally suited to a small business seeking to own their own facility, rather than rent.

Listed by Matthew Eyler, New Paltz Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Nov 7, 2024
* 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