27

Highland Homes for Sale

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  • /2

    $185,000

    • Land
    • 0.24 Acre
    • $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.

    Agent Photo

    Danielle Carlson-murphy

    Start Home Smart, Inc.

    (845) 713-8132

    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.

    Agent Photo

    Danielle Carlson-murphy

    Start Home Smart, Inc.

    (845) 584-7833

    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 TownThis 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,

    Agent Photo

    Danielle Carlson-murphy

    Start Home Smart, Inc.

    (845) 581-7956

    224 Vineyard Ave, Highland, NY 12528
  • /65

    $1,500,000

    • 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
  • /35

    $4,600,000

    • 16 Beds
    • 10.5 Baths
    • 11,160 Sq Ft

    35 Washington Lake Rd, Highland, NY 12792

    Amazing One-of-a-kind Lakefront Home! This magnificent 11,000+ SF home features massive 2 story great room w/ stone fireplace, floating staircase & spiral staircase, commercial kitchen w/ walk in freezer & refrigerator, huge dining area/ game room/ wet bar. The home also offers 16 bedrooms, 10.5 baths, theater room, office, enclosed porch, huge patio featuring outdoor kitchen w/ wood fired pizza

    Jill Barnes Cabins & Canoes Real Estate

    35 Washington Lake Rd, Highland, NY 12792
  • /19

    $138,500

    • 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
  • /7

    $219,900

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    18 Hillside Place, Highland, NY 12528

    Cozy two bedroom home within walking distance to the village shops and restaurants in Highland. Great location on a dead end street and great opportunity for the saavy buyer. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer

    Brian Smith River Realty Services, Inc.

    18 Hillside Place, Highland, NY 12528
  • /3

    $4,400,000

    • Land
    • 73.7 Acres
    • $59,701 per Acre

    00 Vineyard Ave, Highland, NY 12528

    Multi family property consisting of R-1/4, R-1/2 and R-1 zoning. Totaling 73 plus acres with two access points along Rte 44, Vineyard Avenue, in the Town of Lloyd, Ulster County, NY. One on the South end of the property with 150 feet of frontage along Vineyard Avenue and one on the North end of the property with 50 feet of frontage along Vineyard Avenue. Property slopes gently upward from road

    Robert Vitanza Rand Commercial

    00 Vineyard Ave, Highland, NY 12528
  • /19

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    8 Sunny Brook Cir, Highland, NY 12528

    Tastefully updated 2 bedroom, 1.5 bath townhouse features renovated kitchen w/modern styling includes stainless appliances, pantry & open shelving. Spacious living room leads upstairs to primary bedroom w/walk-in closet, well proportioned second bedroom and office alcove. Two renovated bathrooms, new flooring & new a/c compressor. Large fenced bluestone patio for outdoor living enjoyment. Complex

    Dan Axtmann BHHS Hudson Valley Properties

    8 Sunny Brook Cir, Highland, NY 12528
  • /11

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 207, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 207, Highland, NY 12528
  • /25

    $397,000

    • 3 Beds
    • 3 Baths
    • 1,661 Sq Ft

    7 River Rd, Highland, NY 12528

    Charming 1830s Eyebrow Colonial. Spacious Living Area with formal Dining Room and updated Kitchen. Laundry and one bedroom on first floor. 3 bedrooms, 3 Bathrooms. Walk to the Hamlet of Highland and the Highland Landing Park on the mighty Hudson River. Many restaurants and shops nearby as well as the Hudson Vallely Rail Trail. Soothing sounds from babbling Twaalfskill stream across the street.

    Elizabeth Decker Hudson Dwellings Realty

    7 River Rd, Highland, NY 12528
  • /7

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    29 Oakes Rd, Highland, NY 12528

    An exceptional and rare opportunity to own a piece of the Hudson Riverfront between two of the region’s most iconic landmarks, the Mid-Hudson Bridge and the Walkway Over the Hudson. Located on the Highland side, presenting a blend of natural beauty and historic charm. At the heart of the property is a c.1840s two bedroom, one bath home, offering timeless character and panoramic views of the

    Anthony DeGelormo Century 21 Alliance Rlty Group

    29 Oakes 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
  • /11

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 206, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 206, Highland, NY 12528
  • /47

    $389,000

    • 4 Beds
    • 1.5 Baths
    • 1,458 Sq Ft

    22 Washington Ave, Highland, NY 12528

    Lovely home within walking distance to center Village Highland & Walkway Over the Hudson Bridge. 3BR/1.5BA home located at the end of quiet Cul de Sac with private backyard. Beautiful front porch up front and a rustic 2 story barn over looking private backyard with stream and forest. Enjoy the coziness and charm of this lovingly cared for home built in 1840. Detached 2 car garage with small paved

    CAROL MC RITCHIE Thomas Zengen

    22 Washington Ave, Highland, NY 12528
  • /17

    $50,000

    • Land
    • 1.36 Acres
    • $36,765 per Acre

    0 White St, Highland, NY 12528

    Looking for the perfect lot for your new home? This lovely 1.36-acre wooded lot is situated on a gentle rise above an established community in historic Highland. It offers the best of both worlds; peace, privacy, and appealing elevated views, with convenient access to all amenities and the security of having neighbors nearby. Easy access to the Walkway Over the Hudson, Empire State Rail

    Carolyn Michelle KW MidHudson

    0 White St, Highland, NY 12528
  • /12

    $270,000

    • 1 Bed
    • 1 Bath
    • 803 Sq Ft

    128 Vineyard Ave Unit 104, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 104, Highland, NY 12528
  • /33

    $499,900

    • 4 Beds
    • 2 Baths
    • 2,640 Sq Ft

    98 North Rd, Highland, NY 12528

    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

    Dawn Passante Coldwell Banker Village GreenN

    98 North Rd, Highland, NY 12528
  • /26

    $574,000

    • 4 Beds
    • 2 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
  • /4

    $150,000

    • Land
    • 1.5 Acres
    • $100,000 per Acre

    0 Haviland Rd Unit KEY899872, Highland, NY 12528

    Discover the potential of this rare 1.5 acre non-conforming lot with breathtaking views of the Hudson River. This vacant parcel offers the perfect canvas for your dream build. Whether you envision a serene weekend retreat or a year round residence immersed in natures beauty. This property provides a gloriuos vantage point for sunrise coffee, sunset gatherings and endless water views. While the

    Anthony DeGelormo Century 21 Alliance Rlty Group

    0 Haviland Rd Unit KEY899872, Highland, NY 12528
  • /6

    $275,000

    • Land
    • 6.2 Acres
    • $44,355 per Acre

    9 Lumen Ln, Highland, NY 12528

    Prime Development Opportunity. 6.2 acres of strategically located vacant land in Highland, NY. Zoned for General Business and packed with potential. This plot is situated just off highly traveled Route 9W. The parcel offers both visibility and accessibility, ideal for a wide range of commercial or mixed-use developments.This property has an array of permitted uses, including retail,

    Theodore Chazkel Four Seasons Sotheby's Int'l R

    9 Lumen Ln, Highland, NY 12528
  • /11

    $340,000

    • 2 Beds
    • 1 Bath
    • 1,122 Sq Ft

    128 Vineyard Ave Unit 210, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 210, Highland, NY 12528
  • /48

    $519,000

    • 3 Beds
    • 3 Baths
    • 2,294 Sq Ft

    17 Carmella Rd, Highland, NY 12528

    Welcome to 17 Carmella Road, a bright and spacious 3 bedroom 3 bathroom home set in the heart of Highland New York, offering an open and airy layout with abundant natural light throughout; the main living area features vaulted ceilings, gleaming hardwood floors, and a cozy gas fireplace with a wood mantel, flowing seamlessly into the dining area with chandelier and access to the rear deck,

    Hamar Clarke Clarke Realty & Associates LLC

    17 Carmella Rd, Highland, NY 12528
  • /11

    $265,000

    • 1 Bed
    • 1 Bath
    • 730 Sq Ft

    128 Vineyard Ave Unit 205, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 205, Highland, NY 12528
  • /11

    $270,000

    • 1 Bed
    • 1 Bath
    • 803 Sq Ft

    128 Vineyard Ave Unit 106, Highland, NY 12528

    Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

    Vitaly Isaacs Magic Of Great Neck Realty Inc

    128 Vineyard Ave Unit 106, Highland, NY 12528
  • /48

    $509,900

    • 3 Beds
    • 3 Baths
    • 1,824 Sq Ft

    62 Clearwater Rd, Highland, NY 12528

    Discover unparalleled privacy in this beautifully maintained home, set on its own serene acreage. Step inside to find a warm and inviting interior featuring hardwood floors throughout the main living areas and plush carpet in the bedrooms for comfort. The living room is anchored by a gorgeous stone fireplace, creating the perfect gathering spot for cozy evenings or entertaining guests. The

    Patricia Lucey Picture It Sold, LLC

    62 Clearwater Rd, Highland, NY 12528
  • /13

    $500,000

    • 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

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.

Frequently Asked Questions

Is Highland a good place to live?
Highland is a good place to live. Highland is considered somewhat walkable and bikeable. 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 41.9% of residents renting and 58.1% 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 $374,999. If you put a 20% down payment of $75,000 and had a 30-year fixed mortgage with an interest rate of 6.18%, your estimated principal and interest payment would be $1,830 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $78K 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:
What are the best private schools in Highland?
The best private schools that serve Highland are:
What are the most popular zip codes in Highland, Highland, NY?
The most popular zip codes in Highland, Highland, NY include 12528, 12601, 12603, 12538 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 23% in the last 12 months.

Home Trends in Highland, NY

Housing Trends

Median Sale Price
$350,000
Median Single Family Sale Price
$442,500
Median Townhouse Sale Price
$317,000
Median 2 Bedroom Sale Price
$308,500
Median 1 Bedroom Sale Price
$265,000
Average Price Per Sq Ft
$259
Number of Homes for Sale
18
Last 12 months Home Sales
65
Months of Supply
3.30
Median List Price
$374,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
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