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Highland, NY Homes for Sale

Offers a real estate market that manages to balance some of the historic charm of rural Ulster.

Property Listings

For Sale
MLS® 944617
Courtesy of Rand Commercial

$4,400,000

00 Vineyard Avenue, Highland, NY 12528
For Sale
MLS® 20220492

$2,100,000

243 Vineyard Avenue, Highland, NY 12528
For Sale
MLS® 20262482

$1,995,000

400 N Elting Corners Road, Highland, NY 12528
3 Beds 3 Baths 3,511 Sq.Ft.
For Sale
MLS® 20261899

$1,500,000

60 Palazzo Lane, Highland, NY 12528
3 Beds 2.5 Baths 2,520 Sq.Ft.
For Sale
MLS® 990990
Courtesy of Houlihan Lawrence Inc.

$1,275,000

56-58 Vineyard Avenue, Highland, NY 12528
6,900 Sq.Ft.
For Sale
MLS® 969914
Courtesy of BHHS Hudson Valley Properties

$1,275,000

3715-3725 US Highway 9w Route, Highland, NY 12528
28,000 Sq.Ft.
For Sale
MLS® 880487
Courtesy of Century 21 Alliance Rlty Group

$1,250,000

346 Crescent Avenue, Highland, NY 12528
14 Beds 7.5 Baths 6,406 Sq.Ft.
For Sale
MLS® 20262786

$1,250,000

134 Bellevue Road, Highland, NY 12528
For Sale
MLS® 20262115

$1,200,000

15 Oakes Road, Highland, NY 12528
3 Beds 2.5 Baths 2,919 Sq.Ft.
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Welcome to Highland, NY

 
On the western banks of the Hudson River, at the far eastern edge of Ulster County, the small hamlet of Highland, New York (population of around 6,000 and area barely over 5 square miles) offers a real estate market that manages to balance some of the historic charm of rural Ulster with the commuting convenience of a bedroom community and the lure and lore of a classic old-time commercial river town.
 

More About Highland, NY Real Estate

Highland real estate is perched on the banks of the Hudson River and is as far east as you can go and without leaving Ulster County. Ulster’s neighboring counties are Green to the north, Delaware to the northwest, Sullivan to the west, and Orange to the south. Across the river to the east is Dutchess County, as well as the larger town of Poughkeepsie.
 
Highland is connected to Poughkeepsie via the Mid Hudson Bridge. At just over a half-mile in length (a bargain one dollar to cross – charged only in the eastbound direction!), it makes possible an easy, small-town life in Highland for commuters to Poughkeepsie who can be at their “big-city” desks before the morning coffee in their travel mugs from home gets cold. And back to their Highland home again at night before the evening news.
 
Other nearby towns, communities, and settlements are West Park, Lloyd, New Paltz, Clintondale, and Milton. Most of Highland falls along U.S. Route 9W (extending north to south) and U.S. Route 44 (extending east over the river).
 
This narrow residential corridor is sandwiched between two forested areas, one terminating at the Hudson River and the other rising westward up into the Illinois Mountain Park. 
 
For those willing to take a short drive to the west or south, the apple orchards, farm stands, and “country calm” of the rest of Ulster are not that far away. And for weekday commuters who relish their weekend “river watching,” this unassuming spot at the foot of the Mid-Hudson Bridge has it all.
 

Homes for Sale in Highland, NY

Real estate in Highland varies from entry-level to deluxe, and you'll see many townhomes and condos, along with pockets of charming farmhouses and Victorians. Taxes are average to high-average by Ulster standards.
 
Many of the homes in and around Highland NY are mid-sized single family homes displaying strong rural Victorian roots. These designs typically feature lap (since upgraded to vinyl) siding, large front porches (some wrap around), loft spaces and single-pane sash windows with exterior shutters. Browse real estate in Highlands, NY.
 
Other common home designs in Highland include mid-century suburban ranchers and split-levels, Georgian colonial, and Dutch farmhouse. Properties are also generously sized, often containing many mature trees, or backing onto scenic wooded areas.
 
Older homes tend to occupy the larger properties, many of which could function as hobby-farm acreages. There are also newer developments, like Highland Hills, with many large and beautiful homes arranged along smaller lots on winding streets. Another popular development is Tano Ridge in the central-west portion of Highland.
 
These developments, along with the many well-kept and long-standing homes, are a testament to the desirability of the Highland real estate market. 
 

Things to Do in Highland, NY

Highland in Ulster County, New York, is a community and area with a lot to offer both residents and visitors. For a start, the area features stunning scenery and natural spaces, like the Illinois Mountain Park, Bob Shepard Highland Landing Park, and Black Creek State Forest a short distance to the north. 
 
Within Highland there are many charming stores and cafes, especially around the old town center at Main Street and Route 44. This area has a number of historic buildings and is a beautiful place to spend an afternoon, either enjoying the town’s ambience or visiting for important services, like banking or shopping for necessities.
 
The town also boasts some excellent community parks, many of which have high-quality sporting facilities, like the Rosemary Nardone Soccer Complex or the Highland Babe Ruth Park.
 

A Brief History of Highland, NY

Highland has a rich history as a hub of commerce, dating back to the early 1700s. By then it had already grown central enough to the area's economy that a ferry across the river from Highland to Poughkeepsie had to be started, and quickly had plenty of business.
 
Historically, homes in Highland were a part of New Paltz to the west, until it became so prosperous and impressed with its own booming riverfront commerce that it split off in 1845. But there are still more similarities than differences between the hamlet of Highland and the Village of New Paltz.
 
The Town of Highland was officially established in 1853. The later development of the Erie Railroad helped to establish Highland as something of a vacation town, within both a beautiful and serene area, and within a convenient distance of bigger urban centers.
 
Highland has two sites on the National Register of Historic Places: The Brown–Ellis House and Anthony Yelverton House

Overview for Highland, NY Homes for Sale, NY

13,818 people live in Highland, NY Homes for Sale, where the median age is 42.9 and the average individual income is $52,365. Data provided by the U.S. Census Bureau.

13,818

Total Population

42.9 years

Median Age

Low

Population Density Population Density This is the number of people per square mile in a neighborhood.

$52,365

Average individual Income

Around Highland, NY Homes for Sale, NY

There's plenty to do around Highland, NY Homes for Sale, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.

3
Car-Dependent
Walking Score
1
Somewhat Bikeable
Bike Score

Points of Interest

Explore popular things to do in the area, including Casa Milanese, Hudson Valley Farms, and Laughing Fork Farm.

Name Category Distance Reviews
Ratings by Yelp
Dining 1.68 miles 2 reviews 4.5/5 stars
Hudson Valley Farms Logo
Dining 1.86 miles 2 reviews 1/5 stars
Laughing Fork Farm Logo
Dining 1.98 miles 0 reviews 0/5 stars
S P NY Enterprises Logo
Dining 2.05 miles 0 reviews 0/5 stars
Dining 2.06 miles 3 reviews 3/5 stars
Double A grocires Logo
Dining 2.08 miles 4 reviews 4.3/5 stars

Demographics and Employment Data for Highland, NY Homes for Sale, NY

Population Households Employment

Highland, NY Homes for Sale has 5,771 households, with an average household size of 2.31. Data provided by the U.S. Census Bureau. Here’s what the people living in Highland, NY Homes for Sale do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 13,818 people call Highland, NY Homes for Sale home. The population density is 308 and the largest age group is Data provided by the U.S. Census Bureau.

13,818

Total Population

Low

Population Density Population Density This is the number of people per square mile in a neighborhood.

42.9 years

Median Age

49 / 51%

Men vs Women

Population by Age Group

0-9:

0-9 Years

10-17:

10-17 Years

18-24:

18-24 Years

25-64:

25-64 Years

65-74:

65-74 Years

75+:

75+ Years

Education Level

  • Less Than 9th Grade
  • High School Degree
  • Associate Degree
  • Bachelor Degree
  • Graduate Degree
5,771

Total Households

2.31

Average Household Size

$52,365

Average individual Income

Households with Children

With Children:

Without Children:

Marital Status

Married
Single
Divorced
Separated

Blue vs White Collar Workers

Blue Collar:

White Collar:

Commute Time

0 to 14 Minutes
15 to 29 Minutes
30 to 59 Minutes
60+ Minutes

Schools in Highland, NY Homes for Sale, NY

All ()
Primary Schools ()
Middle Schools ()
High Schools ()
Mixed Schools ()
The following schools are within or nearby Highland, NY Homes for Sale. The rating and statistics can serve as a starting point to make baseline comparisons on the right schools for your family. Data provided by the U.S. Census Bureau.
Type
Name
Category
Grades
School rating
Highland, NY Homes for Sale

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Blending modern technology with trusted local expertise, Taft Street Realty delivers a personalized real estate experience built around today’s market-savvy clients throughout Ulster County and the Hudson Valley.
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Contact Details

Taft Street Realty

Phone

(845) 380-3394

Email

[email protected]

Address

231 Main St New Paltz, NY 12561

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