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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330 Plutarch Road Highland NY 12528

Highland, NY330 Plutarch Road

Price$725,000

Est. Mortgage: $/month

MLS Number 20181549

  • 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 Railtrail.

Listed by Marilyn De Angelo, Win Morrison Realty

$
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$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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230-234 Vineyard Avenue Highland NY 12528

Highland, NY230-234 Vineyard Avenue

Price$720,000

Est. Mortgage: $/month

MLS Number 20205272

  • MultiFamily Multi-Unit
  • MlsStatus ACTIVE
  • Style DUPLEX
  • Year Built 1986

First time available in almost 30 years! These three duplexes, on three contiguous lots, are being sold as a package. The three lots currently generate over $60K in annual revenue combined. Each property contains a duplex with two 2-bed units. Instant cashflow or renovate for potential rent increases. Homes sold as-is. Additional revenue opportunity through coin operated laundry machines (not currently present). Seller financing can be negotiated. Just one mile to shops, restaurants and cafes along the main strip in Highland. Don't miss out on this opportunity!

Listed by Lindsay Stevens, eXp Realty, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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3 Windsor Hill Road Highland NY 12528

Highland, NY3 Windsor Hill Road

Price$649,900

Est. Mortgage: $/month

MLS Number 20203642

  • Residential Single Family
  • Lfd Style COLONIAL
  • MlsStatus ACTIVE
  • Property Style Colonial
  • Square Feet 2,632

3 Windsor Hill Road- This stately country colonial sits on 2.9 acres are the top of the hill. Enter foyer to this freshly painted home with a bright open floor plan. Notice the convenient home office, tucked quietly inside the foyer, it's perfect for those working from home. The great room is open from the charming family room with its inviting stone fireplace to the gourmet kitchen with stainless appliances, high end custom cabinetry, granite counters and large breakfast bar. The home features 9 foot ceilings, crown molding, wood floors, the list goes on and on. The formal dining room and powder room complete the first floor. Don't miss the second floor bonus room. This is the perfect game room, home theater, office, studio, you name it! There is a master suite with walk in closet and large spa-like en suite, two generous bedrooms, an additional full bath and the convenient laundry on the second floor. Enjoy your stay-cation, in the yard. The beautiful 2.9 acres is highlighted by the rocking chair front porch, while the backyard pool, pool house, patio, and pergola are perfect for entertaining. Need a break from the pool? Visit the walkout bar and lounge area in the basement. This home is a must see! Freshly painted, new A/C system, new pool liner and pump!

Listed by Barbara Carter, Century 21 Alliance-NP

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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2 Windsor Hill Road Highland NY 12528

Highland, NY2 Windsor Hill Road

Price$575,000

Est. Mortgage: $/month

MLS Number 20210254

  • Residential Single Family
  • Lfd Style COLONIAL
  • MlsStatus ACTIVE
  • Property Style Colonial
  • Square Feet 4,185

4185 square feet of space! Endless possibilities... Previously an active B&B a perfect multigenerational home. Imagine a room for everyone! 6 bedrooms, 3 offering fireplaces and jetted tubs! 4 Bedrooms with private baths. There is an office, a large game room with a woodstove, and a bar. The large kitchen opens to the dining room and living room all with loads of space. The 3.5 acres provide peaceful privacy!

Listed by Barbara Carter, Century 21 Alliance-NP

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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 Chapel Hill Road Highland NY 12528

Highland, NY135 Chapel Hill Road

Price$535,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 20210356

  • Residential Single Family
  • Lfd Style COLONIAL
  • Property Style Colonial
  • Square Feet 2,650
  • Year Built 2018

Absolutely breathtaking 3-bedroom, 2.5 bathroom, 2,650 sq ft Colonial sited on 1.70 meticulously maintained acres, surrounded by mature trees, custom fire pit, sprawling rear deck, rocking chair front porch, play areas and ziplines, and plenty of space for a garden. Just 90-miles from NYC, this upstate town is the ideal place for outdoor adventures, relaxation and entertaining. You will love everything about this energy efficient custom home from the gourment kitchens and baths, thoughtfully designed spaces, Anderson windows and doors, there is no stone left unturned here. The exterior features neutral and natural colors with partial stone siding, spacious front porch with natural wood ceiling, and prominent front door entrance with beautiful exterior lighting. The highly sought-after open floor plan has a sun-drenched living spaces and clean lines. The main living space compliments an open concept with hardwood floors throughout the living room, custom gourmet kitchen with granite countertops, exquisite slow-close cabinets, pendent lighting, custom backsplash, high-end stainless appliances and breakfast bar, accessible half bathroom with custom lighting and designer wallpaper, spacious dining area perfect for gathering, and a rear glass slider, which walks out to the oversized back deck for dining al fresco and entertaining. The second-floor features two generous bedrooms with a shared full bath, sprawling primary suite with soaring ceilings, walk-in closets, and a luxurious ensuite primary bathroom equipped with a double vanity, custom tile standing shower and designer glass door. The finished walkout basement features recessed lighting and carpet, ideal for a media room/playroom/den/office, garage can fit two cars tandem and utility room with high-efficiency propane-fired boiler and hot water heater, and laundry area. Absolutely nothing left to do here, but move in.

Listed by Lindsay Stevens, eXp Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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71-79 Vineyard Avenue Highland NY 12528

MLS Number 20200574

  • Commercial Mixed Use
  • MlsStatus ACTIVE
  • Square Feet 8,665
  • Year Built 1900
  • Sales Include BLDG, FIXTURE, LAND

Awesome vintage bank building with many original fixtures plus working vault. Comes with 2nd building currently rented to a reliable tenant for over 3 years. Also includes a pretty fenced court yard with frontage on Main Street. Area over top of school currently being used for storage. In many years gone by it was two residential apartments. Situated in the lively village of Highland among a good selection of ethnic restaurants and eclectic shops. Only minutes to the Hudson Valley Rail Trail soon to be part of the Empire State Trail System. Easy access to the train station and air port. This solid building would be an ideal antique center, recording studio or theater. Bring your dreams and imagination.

Listed by Elizabeth Decker, Hello Dolly Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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North Road Lot #1 Highland NY 12528

Highland, NYNorth Road Lot #1

Price$515,000

Est. Mortgage: $/month

MLS Number 20203356

  • Residential Single Family
  • Lfd Style CONTEMPO, FARM HOUSE
  • MlsStatus ACTIVE
  • Property Style Farm House
  • Square Feet 2,258

Design your dream contemporary farmhouse with this construction team! Attention to detail and quality construction shines at this brand new 3 bedroom, 2.5 bathroom, 2,258 SF contemporary farmhousel sited on 1.035 acres with views of Dutchess County. You will love everything about this energy efficient custom home, from windows to doors, kitchens to baths, there is no stone left unturned with these builders. The exterior features a charming and inviting front entrance with neutral and natural colors.The highly sought after open floor plan has sun drenched living spaces and clean lines. The main living space compliments an open concept with hardwood floors throughout the sprawling great room, custom gourmet kitchen with granite countertops, exquisite slow-close cabinets, pendent lighting and breakfast bar, accessible half bathroom, dining area is open to kitchen for easy entertaining and also to the rear glass slider, which walks out to the rear covered porch surrounded by mature trees. Second floor features two bedrooms with a shared full bath, second floor laundry room and sprawling master suite with soaring ceilings, walk-in closets, and ensuite master bathroom equipped with a double vanity and standing shower. This is a quality home at an unbeatable price.

Listed by Robert Stevens, Stevens Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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29 Glen Rock Circle Highland NY 12528

Highland, NY29 Glen Rock Circle

Price$499,900

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 20210661

  • Residential Single Family
  • Lfd Style COLONIAL
  • MlsStatus Accepted offer CTS
  • Property Style Colonial
  • Square Feet 2,385

Gorgeous 4 bedroom Colonial in the Wallkill School District on almost 4 acres. The main floor offers a beautiful kitchen with Granite countertops & Stainless Steel appliances, granite island seating & eat in area, large living room with cathedral ceilings & gas FirePlace, spacious formal dining room, big family room, office/den, laundry room, gleaming hardwood floors, and 1/2 bath. The second floor has a lovely master suite with master bath(has large tub & shower), 3 other good size bedrooms, and another full bath with tub. This home also offers a long blacktop driveway, a 2 car garage, a huge walk out- unfinished basement, and sits on 3.9 acres. Great commuter location- close to 84,87, the Train & Bus to NYC, and Stewart INTL Airport.

Listed by Dave Nicoli, Rita Levine Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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1 Ransom Rd. Highland NY 12528

Highland, NY1 Ransom Rd.

Price$499,000

Est. Mortgage: $/month

MLS Number 20210851

  • Residential Single Family
  • MlsStatus ACTIVE
  • Property Style Ranch
  • Square Feet 6,152
  • Year Built 1950

A rare gem located within Highland, with views of the Hudson River across to the City of Poughkeepsie. This property is ready to be your riverfront dream home with some TLC. Good Bones and a nice ranch floor plan. Year round river views from the main floor and seasonal views from the lower level which has its own access for a possible in-law suite.

Listed by E.Jeffrey Dolfinger, Century 21 Hudson Valley Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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North Road Lot #2 Highland NY 12528

Highland, NYNorth Road Lot #2

Price$475,000

Est. Mortgage: $/month

MLS Number 20203355

  • Residential Single Family
  • Lfd Style COLONIAL
  • MlsStatus ACTIVE
  • Property Style Colonial
  • Square Feet 2,150

Attention to detail and quality construction shines at this brand new 3 bedroom, 2.5 bathroom, 2,150 sq ft Cottage Colonial sited on 1.03 acres with views of Dutchess County. You will love everything about this energy efficient custom home, from windows to doors, kitchens to baths, there is no stone left unturned with these builders. The exterior features a charming and inviting front entrance with neutral and natural colors.The highly sought after open floor plan has sun drenched living spaces and clean lines. The main living space compliments an open concept with hardwood floors throughout the sprawling great room, custom gourmet kitchen with granite countertops, exquisite slow-close cabinets, pendent lighting and breakfast bar, accessible half bathroom, dining area is open to kitchen for easy entertaining and also to the rear glass slider, which walks out to the rear covered porch surrounded by mature trees. Second floor features two bedrooms with a shared full bath, second floor laundry room and sprawling master suite with soaring ceilings, walk-in closets, and ensuite master bathroom equipped with a double vanity and standing shower. Basement features utility room with high-efficiency natural gas-fired boiler and hot water heater, one-car garage. Municipal water and sewer. Anderson windows, quality doors, floors, lighting, vinyl exterior porch and deck posts and spindles, floors, carpets, and all materials. This is a quality home at an unbeatable price.

Listed by Robert Stevens, Stevens Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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65 Carly Drive Highland NY 12528

Highland, NY65 Carly Drive

Price$475,000

Est. Mortgage: $/month

MLS Number 20204954

  • Residential Single Family
  • Lfd Style COLONIAL
  • MlsStatus ACTIVE
  • Property Style Colonial
  • Square Feet 2,760

Private and spacious- This beautiful 2730 sq foot colonial offers a convenient location between Highland and New Paltz with easy access to the NYS Thruway and the Mid Hudson Bridge. This beautiful country home is located on over 1 acre on a cul de sac, with loads of space inside and out. The first floor offers a formal dining room, living room and family room in an open concept. The first laundry room is conveniently located between the garage and kitchen making a great mudroom area. The large kitchen has a breakfast area with glass sliders that lead to the deck where the yard will be enjoyed all 4 seasons. Swim in summer, sled in winter! The second floor bedroom area offers large bedrooms, a peaceful master suite and loft area that makes working from home a delight. The full walkout basement offers plenty of storage and a finished area for the owners imagination. There is a second laundry area in the basement.

Listed by Barbara Carter, Century 21 Alliance-NP

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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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613 N Elting Corners Road Highland NY 12528
Pending Continue to Show

MLS Number 20210017

  • Residential Single Family
  • Lfd Style RAISED RANCH
  • MlsStatus Accepted offer CTS
  • Property Style Raised Ranch
  • Square Feet 1,381

This comfortable and inviting home is set back from the road surrounded by beautiful mature trees with a sprawling rear yard that has so much to offer. The main living level offers a spacious eat in kitchen with sliding glass doors leading to lovely enclosed porch that is perfect for entertaining or just relaxing and enjoying a quiet evening. The semi-open floor plan from kitchen to living space is designed to offer some privacy with a desirable open concept flow. The main living level also features three bedrooms and a shared full hall bathroom with a tub/shower combination. The fully finished lower level is the perfect retreat after a long day. It offers a generous primary bedroom with a full ensuite bathroom. The lower level also features a laundry area and a two-car garage. The outdoors of this property is like no other. A sprawling deck off the kitchen is a fabulous space for outdoor dining/entertaining with its private views of the back yard it truly is amazing. There is an additional insulated 1100 square foot building that has so many possibilities. It is currently used as a garage/workspace. There is an enclosed garden with framed planting beds that are just waiting for Spring. If you dreamed of having your own vegetable or flower garden, then this is it. Fruit trees you wish for? This property has fruit bearing pear, apple and peach trees along with delicious grape vines. There is also an enclosed area with a shed that is currently a home to two very friendly goats that will say “hello” to you. Located in the heart of the Hudson Valley this home is conveniently close to Mid-Hudson Bridge, Metro North, NYS Thruway making it easy access to main traveling roads. Local amenities include Walkway over the Hudson, Mohonk Preserve, Rail Trail, Hiking, local farms and wineries, amazing restaurants and boutique style shopping and so much more. Look no further, you found your new home!

Listed by Henrieta Bajkai, Liberty Realty Services

$
$
%
$/month over payments
Federal 30-year interest rate: 3.04% last updated on Apr 15, 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