Highland Homes for Sale

Q: What are the best public schools in Highland?

The best public schools that serve Highland are:Highland Elementary School has a B Niche grade and a student teacher ratio of 12:1.Highland Middle School has a B Niche grade and a student teacher ratio of 9:1.Highland High School has a B- Niche grade, a student teacher ratio of 15:1 and an average review score of 3.6.

Q: What are the best private schools in Highland?

The best private schools that serve Highland are:Faith Christian Academy has an A- Niche grade, a student teacher ratio of 11:1 and an average review score of 3.7.Tabernacle Christian Academy has a student teacher ratio of 8:1 and an average review score of 4.3.

/48
$1,200,000

$95K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,919 Sq Ft
15 Oakes Rd, Highland, NY 12528

Welcome to The Riverhouse, an extraordinary custom Lindal Cedar home offering front-row living on the Hudson River.A wall of glass and voluminous ceilings frame breathtaking, ever-changing water views, filling the dramatic great room and its striking fireplace with a light-filled, airy atmosphere. The stylish chef's kitchen is both sleek and functional, featuring high-end cabinetry,

Mark McAlpine

Compass Greater New York, LLC

15 Oakes Rd, Highland, NY 12528
Explore Highland
/2
$185,000
- Land
- 10,454 Sq Ft
- $770,833 per Acre
224 Vineyard Ave, Highland, NY 12528

Recent home demolished and removed. .24 acre lot with town water and sewer (Natural gas on the street but not to the lot). 1.5 miles to the Hamlet of Highland. Ask us about our custom home affordability program.

Danielle Carlson-Murphy

Start Home Smart, Inc.

224 Vineyard Ave, Highland, NY 12528
/2
$200,000
- Land
- 6.2 Acres
- $32,258 per Acre
0 Vineyard Ave Unit 20256184, Highland, NY 12528

Rare find. 6.2 acres with town water, sewer and gas. 1/2 zoning can have single family, multi family and multiple units.

Danielle Carlson-Murphy

Start Home Smart, Inc.

0 Vineyard Ave Unit 20256184, Highland, NY 12528
/3
$469,000

New Construction
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
224 Vineyard Ave, Highland, NY 12528

Ready-To-Build 3-Bedroom Home with Mountain Views - Prime Location Near Town This won't last long ready to-built. Still time to customize the floor plan, pick colors, countertops and more. 3-bedroom, 2-bathroom home on a scenic .24-acre lot with stunning Illinois Mountain views. Perfectly situated just minutes from town, you'll enjoy close proximity to restaurants, the train station, wineries,

Danielle Carlson-Murphy

Start Home Smart, Inc.

224 Vineyard Ave, Highland, NY 12528
/23
$338,999

$1K PRICE DROP
- 2 Beds
- 1 Bath
- 1,117 Sq Ft
128 Vineyard Ave Unit 202, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,117-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 202, Highland, NY 12528
/28
$449,900

Open Sun 1PM - 3PM
- 3 Beds
- 3 Baths
- 1,664 Sq Ft
3 Lauretta Dr, Highland, NY 12528

Completely renovated and move-in ready, this stylish raised ranch offers three bedrooms, a finished lower level, and a spacious backyard designed for entertaining. The main level features hardwood flooring throughout, a vaulted living room with a decorative fireplace, an updated kitchen with brand-new cabinetry, countertops, and stainless steel appliances, and fully renovated bathrooms. The

Patrycja Warda Corcoran Country Living

3 Lauretta Dr, Highland, NY 12528
/19
$138,500

$20K PRICE DROP
- 2 Beds
- 1 Bath
- 1,096 Sq Ft
18 Hillside Place, Highland, NY 12528

Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our bpo/tax describe the property as a SFR (ranch) built in 1950. It has a GLA of approx. 1096 and has 2 bedrooms and 1bath,

Christopher Rose Listing by REALHome Services & Solutions

18 Hillside Place, Highland, NY 12528
/65
$998,500

$102K PRICE DROP
- 3 Beds
- 3.5 Baths
- 4,572 Sq Ft
74 Bellevue Rd, Highland, NY 12528

Hudson River Views! This inviting home combines comfort, character, and convenience with a dramatic two-story foyer and open floor plan. Enjoy a cozy living room with a gas fireplace, formal dining area overlooking the river, and a kitchen with custom cherry cabinets, granite counters, and Jenn Air cooktop. A flexible room with French doors makes a great office or fourth bedroom. Bathroom and

Hollis Dukler Coldwell Banker Village GreenN

74 Bellevue Rd, Highland, NY 12528
/10
$300,000
- 4 Beds
- 2 Baths
- 1,450 Sq Ft
87 Vineyard Ave, Highland, NY 12528

Village of Highland two family w/two bedroom units. Hardwood floors throughout. Separate utilities with natural gas for heat & hot water. Centrally located with easy access to village amenities, commuter routes & Mid-Hudson Bridge. Attractively low taxes. Ideal for investor or owner occupant.

Dan Axtmann BHHS Hudson Valley Properties

87 Vineyard Ave, Highland, NY 12528
/13
$254,999

$10K PRICE DROP
- 1 Bed
- 1 Bath
- 730 Sq Ft
128 Vineyard Ave Unit 207, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y.This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 207, Highland, NY 12528
/13
$254,999

$10K PRICE DROP
- 1 Bed
- 1 Bath
- 730 Sq Ft
128 Vineyard Ave Unit 208, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 208, Highland, NY 12528
/34
$419,900

$30K PRICE DROP
- 4 Beds
- 2 Baths
- 1,382 Sq Ft
52 Phillips Ave, Highland, NY 12528

This one checks all the boxes! Welcome to 52 Phillips Ave where you have the best a home can offer having been recently renovated, inside and out and with direct access to the Hudson Valley Rail Trial. It is close to downtown amenities and just two minutes to the Mid-Hudson Bridge. This home was lovingly renovated to include modern updates while maintaining charm throughout. The main level

Amy Hawks Berardi Realty

52 Phillips Ave, Highland, NY 12528
/10
$279,000
- 2 Beds
- 1 Bath
- 1,056 Sq Ft
76 Sunny Brook Cir, Highland, NY 12528

ATTENTION INVESTORS, CONTRACTORS, OR SOMEONE LOOKING FOR A RENOVATION PROJECT!!! This townhouse is ready for renovations, being sold as a shell, Freshly painted, New windows, New siding, recessed lightening, New electric switches and outlets with USB plugs. This unit is a legal 2 bedroom, with potential for a 3rd bedroom, office or guest room. This unit needs flooring, kitchen and bathroom. This

Nancy Young BHHS Hudson Valley Properties

76 Sunny Brook Cir, Highland, NY 12528
/23
$1,250,000
- Land
- 4.7 Acres
- $265,957 per Acre
134 Bellevue Rd, Highland, NY 12528

Spanning an expansive 4.7 acres, 134 Bellevue Road offers a rare opportunity to experience nature and simple indulgence high above the Hudson. This breathtaking, natural setting perfectly blends sweeping river vistas with immediate access to nearby rail lines and world-class outdoor adventure.Recently cleared to showcase its striking natural contours, the property offers a distinct "clean-site"

Dominick Martorana Century 21 Alliance Rlty Group

134 Bellevue Rd, Highland, NY 12528
/14
$254,999

$10K PRICE DROP
- 1 Bed
- 1 Bath
- 730 Sq Ft
128 Vineyard Ave Unit 201, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 201, Highland, NY 12528
/13
$254,999

$10K PRICE DROP
- 1 Bed
- 1 Bath
- 730 Sq Ft
128 Vineyard Ave Unit 206, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 206, Highland, NY 12528
/27
$480,000
- 4 Beds
- 2 Baths
- 2,640 Sq Ft
98 North Rd, Highland, NY 12528

This charming 1900 farmhouse in Highland 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. There's a large dining area for large gatherings or intimate dinners. The primary bedroom is on the first

Dawn Passante Coldwell Banker Village Green

98 North Rd, Highland, NY 12528
/22
$2,100,000
- Land
- 70.5 Acres
- $29,787 per Acre
243 Vineyard Ave Unit 251, Highland, NY 12528

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.

John Quinn Quinn Realty Group Inc

243 Vineyard Ave Unit 251, Highland, NY 12528
/22
$629,000
- 4 Beds
- 2 Baths
- 2,236 Sq Ft
120 Vineyard Ave, Highland, NY 12528

Charming Two-Family Home in Highland, NYWelcome to this inviting two-family home in the Town of Lloyd, ideally located in the heart of the Hudson Valley and within walking distance to the Hamlet of Highland. Each floor offers 2 bedrooms and 1 full bath, making this property an excellent opportunity for an owner-occupant, multi-generational living, or investment.The first floor

Angela Chenery Century 21 Alliance Rlty Group

120 Vineyard Ave, Highland, NY 12528
/35
$599,000
- 4 Beds
- 2.5 Baths
- 2,342 Sq Ft
6 Apple Ln, Highland, NY 12528

Welcome to this well-maintained home offering a thoughtful blend of comfort, style, and convenience. Enjoy breathtaking sunrise views from the backyard and beautiful sunsets from the front of the home. The backyard features a spacious deck, perfect for relaxing or entertaining, while professional landscaping enhances both the front and rear of the property. Recent updates include hardwood

Donna Gray Redfin Real Estate

6 Apple Ln, Highland, NY 12528
/13
$254,999

$10K PRICE DROP
- 1 Bed
- 1 Bath
- 730 Sq Ft
128 Vineyard Ave Unit 205, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 205, Highland, NY 12528
/32
$485,000

$114K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,510 Sq Ft
340 Vineyard Ave, Highland, NY 12528

Step back in time with this spacious Victorian home full of original charm and character. Nestled on 41.10 acres of scenic land with mountain views. This property features a detached barn, 2 car garage and a classic summer kitchen. This property offers endless potential for restoration or creative retreat spaces. Inside you will find hardwood floors, birch cabinets with amazing stainless retro

Ronnie Rebis Grist Mill Real Estate

340 Vineyard Ave, Highland, NY 12528
/12
$400,000
- 5 Beds
- 3 Baths
- 2,700 Sq Ft
19-21 Church St, Highland, NY 12528

Village of Highland three family comprised of (2) two bedroom units and (1) one bedroom unit. Spacious apartments with well proportioned rooms. Natural gas for heat & hot water. Separate utilities & off street parking. Centrally located with easy access to village amenities, Route 9W & Mid-Hudson Bridge.

Dan Axtmann BHHS Hudson Valley Properties

19-21 Church St, Highland, NY 12528
/14
$268,999

$1K PRICE DROP
- 1 Bed
- 1 Bath
- 803 Sq Ft
128 Vineyard Ave Unit 104, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 803-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The custom

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 104, Highland, NY 12528
/14
$254,999

$15K PRICE DROP
- 1 Bed
- 1 Bath
- 803 Sq Ft
128 Vineyard Ave Unit 108, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 803-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The custom

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 108, Highland, NY 12528
/14
$254,999

$15K PRICE DROP
- 1 Bed
- 1 Bath
- 803 Sq Ft
128 Vineyard Ave Unit 101, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 803-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The custom

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 101, Highland, NY 12528
/14
$254,999

$15K PRICE DROP
- 1 Bed
- 1 Bath
- 803 Sq Ft
128 Vineyard Ave Unit 103, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 803-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The custom

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 103, Highland, NY 12528
/14
$270,000
- 1 Bed
- 1 Bath
- 803 Sq Ft
128 Vineyard Ave Unit 107, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 803-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The custom

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 107, Highland, NY 12528
/13
$254,999

$10K PRICE DROP
- 1 Bed
- 1 Bath
- 730 Sq Ft
128 Vineyard Ave Unit 204, Highland, NY 12528

Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

Andrea Babcock Onyx Property Management LLC

128 Vineyard Ave Unit 204, Highland, NY 12528
/50
$529,000
- 7 Beds
- 4 Baths
53 Main St, Highland, NY 12528

Some properties ask you to be patient. This one puts money in your pocket from closing day.Fully occupied and cash flowing, this commercial-residential multi-family sits on Main Street in the heart of Highland, steps from the Walkway Over the Hudson, one of the most visited destinations in the entire Hudson Valley. Two tenanted units. Month-to-month leases. Current rents below market

Amy McArdle eXp Realty

53 Main St, Highland, NY 12528
/30
$545,000

Open Sun 12PM - 2PM
- 3 Beds
- 2.5 Baths
- 1,682 Sq Ft
9 Emerson Terrace, Lloyd, NY 12528

Welcome to Mountainside Woods, where luxury, comfort, and convenience come together.Why wait for new construction when you can move right into this stunning former model home in the highly sought-after Mountainside Woods community? Thoughtfully designed with both style and functionality in mind, this beautifully appointed home is loaded with premium upgrades.The gourmet kitchen serves as

Megan Krusen eXp Realty

9 Emerson Terrace, Lloyd, NY 12528
/13
$500,000

$195K PRICE DROP
- Land
- 11.5 Acres
- $43,478 per Acre
TBD Route 9w, Highland, NY 12528

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

John Quinn Quinn Realty Group Inc

TBD Route 9w, Highland, NY 12528

New York Ulster County Highland

Why Live in Highland

Highland, a hamlet in Ulster County, is nestled between the Shawangunk Mountains and the Hudson River, offering a blend of rural and suburban living. Founded in 1754, it features the world’s longest pedestrian bridge, The Walkway Over the Hudson, providing stunning river views and hosting events like summer music series and the Hudson Valley Marathon. The area is known for its vibrant community, with a bustling main street along Vineyard Avenue, and is a popular spot for those seeking a small-town lifestyle with easy access to New York City via a 2.5-hour train ride from Poughkeepsie. Highland offers numerous things to do, including exploring the Hudson Valley Rail Trail, visiting the Caboose Gallery, and enjoying riverside parks like Highland Landing and Berean Park, which offers swimming, a playground, and sports courts. The hamlet is surrounded by farmland and mountains, providing seasonal activities such as apple picking at Dubois Farms and wine tastings at local vineyards. The Highland Central School District serves the community, with Highland Primary School and Highland High School both receiving high ratings. Housing options range from condos and townhouses to historic Victorians and modern custom-built homes, with some properties prone to flooding near Twaalfskill Creek. Local amenities include mom-and-pop shops, cafes like Underground Coffee & Ales, and the Knaus Gallery & Wine Bar. For larger shopping needs, residents can visit Bridgeview Plaza or the Poughkeepsie Galleria. Highland is safer than the national average, and while many residents rely on personal vehicles, the area is bike-friendly with access to public transit.

Learn more about living in Highland

Highland Home Prices vs. Nearby NY, NY Neighborhoods

	Highland	Lloyd	Fairview	Clintondale
Median Home Price	$385,000	$495,000	$362,500	$450,000
Median Sale Price	$402,500 +12% YoY	$449,000 +12% YoY	$355,000 +4% YoY	$422,500 -26% YoY
Median Single Family Price	$469,000	$460,000	$375,000	$465,000
Median Townhouse Price	$327,000	$599,000	$260,000	--
Total Active Listings	23 listings	11 listings	13 listings	11 listings
Market Conditions	4 Months of Supply Seller's Market	2 Months of Supply Seller's Market	3 Months of Supply Seller's Market	9 Months of Supply Buyer's Market

Frequently Asked Questions

Is Highland a good place to live?

Highland is a good place to live. Highland is considered car-dependent and somewhat bikeable with some transit options. Highland is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Highland has 8 parks for recreational activities. It has a median age of 44. The average household income is $111,758 which is above the national average. College graduates make up 45.4% of residents. A majority of residents in Highland are home owners, with 42% of residents renting and 58% of residents owning their home. A local real estate agent serving Highland can help you decide if this neighborhood is the right one for you. Learn more on our Highland neighborhood guide.

Is Highland, NY a safe neighborhood?

Highland, NY is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.

How much do you need to make to afford a house in Highland?

The median home price in Highland is $385,000. If you put a 20% down payment of $77,000 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $1,980 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $85K a year to afford the median home price in Highland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Highland is $112K.

What are the best public schools in Highland?

The best public schools that serve Highland are:

Highland Elementary School has a B Niche grade and a student teacher ratio of 12:1.
Highland Middle School has a B Niche grade and a student teacher ratio of 9:1.
Highland High School has a B- Niche grade, a student teacher ratio of 15:1 and an average review score of 3.6.

What are the best private schools in Highland?

The best private schools that serve Highland are:

Faith Christian Academy has an A- Niche grade, a student teacher ratio of 11:1 and an average review score of 3.7.
Tabernacle Christian Academy has a student teacher ratio of 8:1 and an average review score of 4.3.

What are the most popular zip codes in Highland, Highland, NY?

The most popular zip codes in Highland, Highland, NY include 12528, 12601, 12538, 12603 and 12547.

What are the most popular neighborhoods near Highland, Highland, NY?

The most popular neighborhoods near Highland, Highland, NY are Lloyd and Marlborough.

Are home prices dropping in Highland?

Yes, home prices in Highland are down 20% in the last 12 months.

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