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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120 North Road Highland NY 12528

Highland, NY120 North Road

Price$2,900,000

Est. Mortgage: $/month

MLS Number 20193923

  • MultiFamily Multi-Unit
  • Style HIGH RISE
  • Year Built 1930
  • Address 120 North Road

SUPER VERSATILE INCOME $$$ PRODUCER!- Apartments - Restaurant - Catering facility in a private manicured hill top setting in the heart of the Mid-Hudson Valley minutes to the Mid-Hudson Bridge, NYS Thruway, Poughkeepsie & New Paltz. This twenty- four unit apartment complex consists of 8 two room studio apartments, 11 one bedroom apartments, 5 two bedroom apartments, a 4452 sq. ft restaurant w/ bar, an outdoor Pavilion and a covered patio for outside dining all of which are in two spectacular and historic brick buildings on 2.5 acres of well-tended landscaped property. All furniture, fixtures, equipment & supplies are included in the sale of the Restaurant. In addition, there is a picturesque 16x16 koi pond which adds to a distinct country ambiance for al fresco events. Additionally improvements include two 12x20 one car garage sheds, two 10x14 storage sheds, basketball court and a 40x80 patio area for catering events. This unique offering has been carefully maintained all apartments have been routinely updated providing an excellent rental history. Continue existing income producing use or expand on the good will and fine reputation of this well respected and well known location. Many and varied possibilities exist- corporate retreat, boutique hotel, special events destination, culinary tourism utilizing the bounty of many local farms and fine food purveyors. Additional information and details on request from qualified buyers. OPPORTUNITY ABOUNDS!

Listed by Debra Dooley, BHHS HUDSON VALLEY PROP-NP

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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20- + W Bordi Lane Avenue Highland NY 12528

Highland, NY20- + W Bordi Lane Avenue

Price$1,775,000

Est. Mortgage: $/month

MLS Number 20144457

  • MultiFamily Multi-Unit
  • Year Built 1940

The best of both world's / live rent free, // income producing / estate // 6 bed room home with 2 car garage / 3 family apt house ,/ 2 family- duplex / 5 family ,apt house / / 3 bed room ranc3h- with 2 car garage / 4 bed room cape- with 2 car garage / 1 mobil // 3 bed room victorian, with 3 car, detached garage // garages fully occupied / ///possible gentleman's [ organic ] farm / ///and development opportunity, for individual or developer / municipal water and sewer, and natural gas available //

Listed by John Bordi, Bordi Realty

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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
  • 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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$
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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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South Street Highland NY 12528

Highland, NYSouth Street

Price$895,000

Est. Mortgage: $/month

MLS Number 20193689

  • Land Agricultural
  • Address South Street

Incredible opportunity and possibilities with this land, architect involved with zero energy homes proposed and potential 10-13 lot subdivision. Preliminary approvals, Beautiful cleared and level property with mountain and golf course views. Bring your builders, Highland Schools. Great location with easy access to NYS Thruway, Mid Hudson Bridge, Walk Way Over The Hudson and Metro North Train. Close proximity to Kingston, Poughkeepsie and New Paltz.

Listed by Jeffrey Smith, Houlihan Lawrence - EF

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$
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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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346 Crescent Avenue Highland NY 12528

Highland, NY346 Crescent Avenue

Price$849,999

Est. Mortgage: $/month

MLS Number 20192458

  • Residential Single Family
  • Property Style Other
  • Square Feet 6,406
  • Year Built 1900
  • Address 346 Crescent Avenue

You will Love this Sprawling, Traditional Style Home from the 1900's, offering 6,400 Finished SF, 10 bed's and 11 bath's on 2.4 acres of tranquil land. Walk inside the Grand Foyer which has Cathedral Ceilings, Rustic Wood Beams and a Balcony Overlooking the first level of the home. Original Stone Walls, Wood Beams and Gleaming Wide Planked Hardwood Floors throughout. The Main level offers a Modern Gourmet Eat in Kitchen, with a Gas Cook Top Stove and Plenty of Natural Light, in addition to a Formal Dining Room, Living Room with a Cozy Fireplace, and a Fitness Studio with it's own Private Entrance, and Radiant Flooring. Spacious Elegance at it's finest, Offering Two other Levels, with Multiple Entrances, and several Sprawling Bedrooms and Bathrooms in addition to Several Living Rooms. Currently being used as a Bed & Breakfast and Airbnb, this Home could offer Many Different Uses! Ample Parking!! Centrally located next to New Paltz, NYS Thruway, and only 86 miles to NYC.

Listed by Zulma Valentin, All In One Realty LLC

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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$725,000

Est. Mortgage: $/month

MLS Number 20181549

  • Land Residential
  • 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 Railtrail.

Listed by Marilyn De Angelo, Win Morrison Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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572 Plutarch Road Highland NY 12528-0000

Highland, NY572 Plutarch Road

Price$665,500

Est. Mortgage: $/month

MLS Number 20193745

  • Residential Single Family
  • Lfd Style FARM HOUSE
  • Property Style Farm House
  • Square Feet 2,028
  • Year Built 1852

What happens when a Classic 18th Century Farmhouse meets a modern Architect designed addition, on an enchanted property… ? P U R E MAGIC! To add to the heart and soul of this special mini farm offering with two barns. These two lyrical Airbnb rentals: a charming rustic/cool barn and a Zen white art studio, are. Currently sporting a history of substantial income potential. This entire property has great feng shui and flow and is evocative of the classic rural life-style..yet minutes to civilization. 4.5 acres of magical property, but on a quiet rural road 5 minutes to the NY thruway/NPZ and 30 min to Poughkeepsie. Close to hikes and Minnewaska State Park. The house is completely decorated with artistic wall finishes and artisan colored plaster. NYC Architect David Ling designed the extension to include an inside/outside feel in the Great Room that looks west onto the woods and patio with an artfully crafted pond feature, patio, gazebo and out bldgs in the distance. Watch the birds and deer from the living room, or the master bedroom which has the same wall of glass and vaulted ceilings with beams. The Great Room has radiant floor heating in a tinted terrasso cement. The kitchen has country charm with antique hinges and handles yet is modernized w/ black granite countertops and stainless steel appliances. Five burner stove for or those who love to cook against a large eat-in counter that opens to the living room, to keep conversation flowing with your guests. 18 century style mudroom/pantry off the kitchen with loads of storage and a door to the BBQ patio and kitchen garden. Cozy den w/ a wood stove insert in the beautiful stone fireplace. Bonus room off den perfect for an office or guests. Freshly renovated downstairs ful bathroom has vintage sink and claw foot tub w/ antique brass fixtures. Upstairs full bathroom has new subway tile shower, new fixtures, and Italian sink. Upstairs are three bedrooms that radiate off a beautiful eggplant plaster vestibule…with the main bedroom having a spacious dressing room that flows into a staggeringly beautiful bedroom with beams, ceiling fan, and full glass wall of windows w/ a library corner. This is a profoundly peaceful property on a rural road, enclosed with wooded areas and wildlife, birds, peepers, and crickets filling the air with their music. Perfect property for small Retreats, Yoga, teacher trainings, sound events, artist studio, or guests! Or for a family, who wants great public and private school options, close to town, and easy commute to NYC. The Black Creek estuary is across the road with kayak put in nearby and the property borders a wet lands of sorts, filled with wildlife. This property is an hour and a half from NYC...5 minutes from the Exit 18 off the NY Thruway...New Paltz is a hop, skip and a jump w/trailway bus service. Amtrak train in Poughkeepsie is 15 minutes. The property is in the New Paltz School system, but the P.O. of Highland township of Lloyd. The rentals pay for the taxes and more! Don't miss this rare property and opportunity to live in the Hudson River Valley with all the options of interior and exterior beauty, age, and convenience.

Listed by Anne Hilton Purvis, Coldwell Banker Village GreenN

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$
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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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34 North Road Highland NY 12528

Highland, NY34 North Road

Price$649,900

Est. Mortgage: $/month

MLS Number 20194436

  • Residential Single Family
  • Lfd Style VICTORIAN
  • Property Style Victorian
  • Square Feet 3,300
  • Year Built 1891

Enter the Stone Gated tree lined drive to this Charming 1890's Victorian ---an operating B&B known as Stonegate located in the hamlet of Highland. Period details abound in this vintage classic including original molding and trim, stained glass windows, pocket doors & a grand winding staircase with all original detailing. Four beautifully decorated bedrooms with private baths provide guests with wonderful accommodations. Extra details include high ceilings, vintage lighting, alcoves, 3 large common areas, a formal dining room & cozy rear sun room. An elevator runs from the basement stopping at all 3 floors! Features also include wood floors-many original to the home, 3 fireplaces, municipal water and sewer,natural gas & ductless mini splits for air conditioning. An open design kitchen with island & side butler's pantry is perfect space for the cook! The third floor provides space for the owners and includes a bedroom, living room ,office area, den and bath. The large 3 car garage offers easily accessed bonus space above for future expansion. All sited on just over an acre tucked in from the street on a beautiful lot with circular drive, lovely lawn, garden area, privacy fence & plenty of parking too. Current owners are retiring in December after 20 years in this thriving business. This is the perfect opportunity to own a well known and well reviewed B&B & make it your own! Otherwise just enjoy owning a wonderfully spacious and charming period Victorian---not many around!! Enjoy all the Hudson Valley has to offer from this centrally located site with close proximity to 4 colleges, historic sites in both Ulster and Dutchess Counties & quick access to the Walkway Over The Hudson & Metro North. Just 15 minutes to the world famous Culinary Institute and fine restaurants on both sides of the Hudson. Also located minutes to bustling Village of New Paltz, Shawangunk Ridge for hiking and climbing & NYS exit 18 thruway . This mint condition home is a Must See!

Listed by Cathy Pulichene, Coldwell Banker Village GreenN

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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3 Sherwood Lane Highland NY 12528

Highland, NY3 Sherwood Lane

Price$619,000

Est. Mortgage: $/month

MLS Number 20194302

  • Residential Single Family
  • Lfd Style OTHER
  • Property Style Farm House
  • Square Feet 5,200
  • Year Built 2006

This over-sized English Farm House is located on one of the most desirable cul-de-sac roads in Highland. This home boasts elegance, generous space and functionality. Step inside from the mahogany front porch into a spacious entryway. The main level opens up into a large formal dining room and functional eat-in kitchen equipped with high-end finishes,cabinets and appliances. To the right of the entry is an informal family room, media room or main floor entertainment space. Two large living spaces flank the kitchen. A generous pantry, half bath, and laundry room connect to the oversized 3-car garage. The large living room is drenched in sun-light complete with a fireplace for cozy winters. Upstairs are three over-sized bedrooms, a full bath plus a very special master bedroom suite for a total of four bedrooms! The “Kids” bedrooms come with a secret shareable play space accessed by crawling in from either bedroom. This unique feature is sure to thrill the children! Head into the master suite complete with his and hers closets, generous jacuzzi soaking tub and over-sized shower. Want more? You've got it! Accessed from the master bedroom suite is a spacious home office with its own bathroom and shower, with additional direct private access from the garage. This space is currently being used as a home office, however it could be a lovely media room, home gym, mediation room or storage space. The 4rd floor is full-height partially finished walk-up attic. The lower level is a complete legal one bedroom apartment with modern kitchen, beautiful bathroom and private access which is ground level handicap accessible. This custom home is a dream come true, fully equipped with Hydro-air heating/cooling, multi-zone system throughout and full-house water filtration system. Located on a quiet cul-de-sac, close to Fanny Reese State Park, Mid-Hudson Bridge, Poughkeepsie Train Station, Walkway-Over-The-Hudson and a multitude of shopping and dining sites! A on-site viewing will deepen your appreciation for all this property has to offer!

Listed by Samuel Slotnick, Century 21 Alliance-NP

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$
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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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121 Vineyard Avenue Highland NY 12528

Highland, NY121 Vineyard Avenue

Price$599,999

Est. Mortgage: $/month

MLS Number 20193212

  • Residential Single Family
  • Lfd Style STONE
  • Property Style Stone
  • Square Feet 3,394
  • Year Built 1846

Stunning in every way, this 3 bedroom, 3.5 bathroom, 3,394 sq ft stone federal style home was built by Colonel Jacob Hasbrouck in 1846. Set back on a hill this Ulster County Historic Landmark is absolutely exquisite. Old world charm mixed with modern updates, the owners have restored this home while retaining the true beauty throughout. The attention to detail here is unmatched from the wide-plank wood floors, to embellished ceilings, chandeliers, built-in bookcases, ornate molding/trim, dutch-style and solid wood doors, cherry banisters and open balcony with front pillars. Enter the home through the vestibule into the custom kitchen with solid wood cabinets and eat-in area, which flows impeccably into the gorgeous formal dining room with soaring ceilings. The living room has a gorgeous stone fireplace as the centerpiece to the room, breathtaking chandelier with oversized doors leading into the study with built-in cases for books. The hallway is open and bright with the solid wood center staircase leading to the second floor living space. Off of the main level is also the balcony overlooking the lush front yard. The second floor features two spacious bedroom, one with the original tin ceiling, a full bathroom and a oversized master suite with solar-powered skylights and ensuite master bath with double vanity and standing showing. The basement is finished and retains the original tin ceilings, a game room, second living room with stone fireplace surround, full bathroom and utility room. The lower level walks out via the amazing split-door into the perennial gardens and front walkways. Mature trees and gorgeous flowers surround this home. The backyard is private and features a sprawling detached barn/garage and a second detached one-car garage and room for plenty of parking. Perfect for a primary residence, B&B, inlaw suite and so much more. The property abots the Hudson Valley rail trail, a few short steps to the beautiful Hamlet of Highland, restaurants, shops, Walkway over the Hudson, and minutes to the MH Bridge. This historic home is everything and more!

Listed by Lindsay Stevens, Stevens Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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765 Route 44/55 Highland NY 12528

Highland, NY765 Route 44/55

Price$575,000

Est. Mortgage: $/month

MLS Number 20193102

  • Land Other
  • Address 765 Route 44/55

MANUFACTURED HOUSING PARK - 51 ACRES - 400+ Feet of Road Frontage on State Route 44/55 - Take Advantage of the Opportunity to Capitalize on the Housing Demand in a Growing Area of Ulster County - Explore the Options to Expand this Income Producing property and generate a substantial Cash Flow or Subdivide and Develop the land into separate Building Lots - Centrally Located, near New Paltz, Poughkeepsie, Newburgh, and Kingston - Highland Central School District - Convenient Commuter Location in close proximity to Rt 9W, NYS Thruway and the Mid-Hudson Bridge - Topography Map & Survey available

Listed by Matthew DeClair, REALTY EXECUTIVES WILLIAMS - SYKES REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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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765 Route 44/55 Highland NY 12528

MLS Number 20193104

  • Commercial Other
  • Year Built 1982
  • Address 765 Route 44/55

MANUFACTURED HOUSING PARK - 51 ACRES - 400+ Feet of Road Frontage on State Route 44/55 - Take Advantage of the Opportunity to Capitalize on the Housing Demand in a Growing Area of Ulster County - Explore the Options to Expand this Income Producing property and generate a substantial Cash Flow or Subdivide and Develop the land into separate Building Lots - Centrally Located, near New Paltz, Poughkeepsie, Newburgh, and Kingston - Highland Central School District - Convenient Commuter Location in close proximity to Rt 9W, NYS Thruway and the Mid-Hudson Bridge - Topography Map & Survey available

Listed by Matthew DeClair, REALTY EXECUTIVES WILLIAMS - SYKES REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Nov 7, 2019
* 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 A VisitAsk A QuestionMore Details