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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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: 6.88% last updated on Apr 11, 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.

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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: 6.88% last updated on Apr 11, 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.

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104 Bellevue Road Highland NY 12528

Highland, NY104 Bellevue Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 20240677

  • Residential Single Family
  • Lfd Style RANCH
  • MlsStatus ACTIVE
  • Property Style Ranch
  • Square Feet 1,861

Immerse yourself in awe-inspiring panoramic views spanning the Hudson River, Poughkeepsie, the Walkway over the Hudson, and Fishkill Ridge & Mt. Beacon to the south. This captivating mid-century ranch seamlessly blends indoor comfort with outdoor splendor, offering Hudson River vistas from the living room, primary bedroom, bath, dining room, kitchen, and screened breezeway. Step into a dream kitchen with easy access to a deck, ideal for hosting BBQs and enjoying the fresh air. A screened breezeway ensures bug-free al fresco dining while soaking in the stunning scenery. The inviting living room features a charming stone fireplace and flows effortlessly into the dining area, perfect for entertaining guests. Retreat to the primary bedroom suite boasting two walk-in closets, a river-view soaking tub in the bathroom, and a deck with an outdoor shower. Relax on the bluestone patio beside a crackling fire, where you can gaze at the stars or the twinkling lights of Poughkeepsie across the river. Conveniently located near Highland's charming hamlet, this home offers easy access to restaurants, art galleries, and shops. Explore the Rail Trail leading to New Paltz and the Mohonk Preserve, as well as Gardiner and Rosendale. Additionally, the nearby Walkway over the Hudson provides a scenic route to Poughkeepsie, just minutes away from the Poughkeepsie Train Station, offering swift access to Amtrak and Metro-North services to New York City. Experience the epitome of serene riverfront living in this remarkable home.

Listed by Amy Dooley-Olender, Hello Dolly Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 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.

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28 Maple Avenue Highland NY 12528

Highland, NY28 Maple Avenue

Price$950,000

Est. Mortgage: $/month

MLS Number 20232952

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

Own a part of Highland history. An opportunity to own and renew a unique, historic home and landscape. Once part of the Ferris/Thompson family compound. It is part of a 3 home parcel of now independently owned and lovingly restored homes. The Thompson family built the library at Vassar College and many other philanthropic gifts. Proudly standing just up from The Majestic Hudson River this regal home is distinguished from similar vintage homes by its stunning landscape of 5 plus acres overlooking the twaffskill creek and The Hudson river. Perennial plantings abound. The original 'coach house' can be adapted to a modern workshop or studio. 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 library with built in custom wood cabinets, which could serve as a den, playroom, or office. The second floor has 4 bedrooms, full bath plus laundry room, and another spare room which could serve as a den 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. The prior owner Harry Stoneback (aka Stoney) lovingly lived in this home for over 40 years with his wife. He was a renowned Poet, author and scholar of international distinction. Once known as the Summer home, was also referenced as 'The anchorage'. The style of this house was referenced as Italianate Villa Style.

Listed by Dawn Passante, Coldwell Banker Village GreenN

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 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.

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40 Carly Drive Highland NY 12528

Highland, NY40 Carly Drive

Price$899,900

Est. Mortgage: $/month

MLS Number 20240772

  • Residential Single Family
  • Lfd Style LOG
  • MlsStatus ACTIVE
  • Property Style Log
  • Square Feet 2,300

Welcome to your country dream log home nestled on 2 private acres in Highland, NY! This enchanting property boasts a serene atmosphere, perfect for those seeking tranquility and luxury. As you approach, you'll notice the sense of privacy provided by the secluded surroundings. Inside the charm continues with 3 bedrooms, 2 primary suites offering comfort and relaxation with fireplace and glass door to the deck. The luxurious clawfoot soaker tub beckons for long indulgent baths. Entertaining is a delight in the spacious, modern kitchen complete with stainless steel appliances. Bask in the sun-filled bonus solarium with glass surroundings off the great room. The finished lower level provides additional space for leisure activities plus home office. Step outside to the fenced in area, perfect for letting pets out. Take a dip in the beautiful fenced in heated pool. Cambridge pavers surround the pool for added elegance. The property features two car garage also built with Lincoln logs. Custom-built by original one owner in 2005. This home exudes quality craftsmanship and attention to detail. Whether your seeking a private sanctuary or a space to entertain, this home truly has it all. Welcome to your Highland gem!

Listed by Dawn Passante, Coldwell Banker Village GreenN

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 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.

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330 Plutarch Road Highland NY 12528

Highland, NY330 Plutarch Road

Price$795,000

Est. Mortgage: $/month

MLS Number 20240797

  • Land Residential
  • MlsStatus ACTIVE
  • Address 330 Plutarch Road

Beautiful 78.7 acre parcel located on west side of Plutarch Road in Town of New Paltz. With over 1000 feet of Road frontage the property is well suited for development. Included in the sale is an adorable English style stone cottage , one bedroom and large loft area. Hardwood floors throughout. Gorgeous stone walls meander through the undulating terrain. This property is a must see- very unique and so well located. Minutes from New York State Thruway, Metro North, the Gunks and not to mention our beautiful Walkway and Rail Trail.

Listed by Winton Morrison, Win Morrison Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 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.

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591-593 Route 44 55 Highland NY 12528
Pending Continue to Show

MLS Number 20240532

  • Commercial Mixed Use
  • MlsStatus Accepted offer CTS
  • 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: 6.88% last updated on Apr 11, 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.

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437 New Paltz Road Highland NY

MLS Number 20240091

  • Commercial Mixed Use
  • MlsStatus ACTIVE
  • Square Feet 4,524
  • Year Built 2005
  • Address 437 New Paltz Road

Conveniently located commercial building actively bringing in income. The building is owned by local contractor/builder; the building is in good condition and well taken care of. The first floor is spacious, with high ceilings, big windows and perfectly setup for the current use, a reputable preschool. The first level also has a fenced in play yard. The 2nd level has a shared entrance as well as it's own private entry on the side of the building. Inside there is a common area, shared restroom, a smaller office/storage space and 4 additional spaces of varying sizes (2 currently rented). The largest of the 4 has a large, loft studio feel. Combined monthly income is $4300 with potential for more (2 vacant office/suites). Smaller suites/offices could easily be turned into a bigger rental space by combining areas. Parking for about 15 cars. Basement is perfect for storage.

Listed by Danielle Moore, Howard Hanna Rand Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 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.

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Tbd Route 9w Highland NY 12528

Highland, NYTbd Route 9w

Price$695,000

Est. Mortgage: $/month

MLS Number 20240213

  • Land Residential
  • MlsStatus ACTIVE
  • Address Tbd Route 9w

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: 6.88% last updated on Apr 11, 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.

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21 Spring Meadow Court Highland NY 12528

Highland, NY21 Spring Meadow Court

Price$585,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 20240673

  • Residential Single Family
  • Property Style Colonial
  • Square Feet 2,400
  • Year Built 2007
  • Bedrooms 4

Nestled amidst the picturesque landscape of Highland, NY (minutes from MetroNorth!), this charming 4-bedroom, 2.5-bath home is a sanctuary of comfort and tranquility. Set on an expansive 3.3-acre lot, this property offers the perfect blend of privacy, space, and natural beauty. As you enter the home you discover a warm and inviting interior, where every corner exudes a sense of welcome. The spacious layout features a seamless flow between living spaces, creating an ideal environment for both relaxation and entertaining. The heart of the home is the well-appointed kitchen, where culinary adventures await. Adjacent to the kitchen, the cozy family room invites you to gather around the fireplace and unwind after a long day. A formal dining room, additional family room, and a half bath round out the first floor of the home. Sliding glass doors take you out to a wonderfully landscaped patio area. Here you find beautiful natural stones that have been meticulously appointed from the property to make a one-of-a-kind perennial garden with an infinity waterfall. On the second floor, the tranquil primary bedroom awaits, complete with an en-suite full bathroom. Three additional bedrooms provide plenty of space for family and guests, each offering comfort and privacy. An additional full bathroom is on this floor. The spacious attached 2-car garage sits at the end of a picturesque tree-lined driveway. A partially finished basement that runs the entire footprint of the home offers an incredible amount of storage and room for more than one passion project. Outside, the expansive grounds offer endless opportunities for outdoor enjoyment. Whether you're hosting a summer barbecue on the spacious patio, enjoying the sprawling front yard and garden, or simply taking a leisurely stroll through the wooded acres, the possibilities are endless. Just minutes from 9W, MetroNorth, the Hudson Valley Rail Trail, Brooklyn Cider House, and the iconic Walkway Over the Hudson, this property seamlessly combines convenience with comfort. Commuting to the GWB takes only 90 minutes, while upstate favorites like New Paltz, Gardiner, Poughkeepsie, Kingston, and Newburgh are all within a 30-minute radius of the home.

Listed by Jason Nadeau, Compass Greater NY,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 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.

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98 North Road Highland NY 12529

Highland, NY98 North Road

Price$550,000

Est. Mortgage: $/month

MLS Number 20240773

  • Residential Single Family
  • Lfd Style FARM HOUSE
  • MlsStatus ACTIVE
  • Property Style Farm House
  • Square Feet 2,640

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: 6.88% last updated on Apr 11, 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

3748 Us Highway 9w Highway Highland NY

MLS Number 20233577

  • Land Commercial
  • MlsStatus ACTIVE

8.7 acres of untouched land just south of the Mid Hudson Bridge. Current plan was to build a church. Site plan and survey attached with the docs. Property is next to Walgreens and will allow many uses. Zoning Examples to be confirmed by buyer agent, Light Business Use, Convenience store, day care adult or child, funeral home, office, skating rink, bowling alley, Vet office, warehouse, park, playground or recreational facility, church youth center, essential services and other to be approved by Town of Lloyd. ****School tax is an estimate-Buyers Agent to verify***

Listed by Lindsay Stevens, eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.88% last updated on Apr 11, 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