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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

    $1,250,000

    • 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
  • /26

    $549,000

    • 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
  • /21

    $459,000

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    130 Grand St, Highland, NY 12528

    Wonderful Bi-level ranch home located in Highland! Amenities include; Updated dine-in kitchen, large living spaces, formal dining room, formal living room, oversize family room located on the lower level, two beautiful masonry fireplaces, hardwood floors under carpet in LR, DR, and bedrooms on first level, ceramic tile bathrooms, large garden shed. The lower level of the home could be used as an

    Diane Crittenden Diane E. Crittenden

    130 Grand St, Highland, NY 12528
  • /33

    $485,000

    • 3 Beds
    • 3 Baths
    • 2,463 Sq Ft

    11 Grove St, Highland, NY 12528

    Come and enjoy the spaciousness and serenity of this beautiful home! The super large kitchen will make the chef very happy, especially with the family sized island and beautiful granite counters! The kitchen offers "eat in" space, or use the formal dining room just off the kitchen. It has a sliding glass door to the rear patio & yard. The sunny living room and a Full bath complete the 1st floor.

    Kathy Dawson Howard Hanna Rand Realty

    11 Grove St, 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
  • /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
  • /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
  • /29

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,582 Sq Ft

    3 Wilcox Ave, Highland, NY 12528

    Welcome to 3 Wilcox Avenue in the heart of Highland — where small-town charm meets modern comfort. This beautifully updated 3-bedroom, 2-bath home borders a peaceful babbling brook, creating a serene backyard setting you can enjoy year-round. The inviting outdoor space features a brand-new deck and stamped concrete patio, offering the perfect place for entertaining, relaxing evenings, or morning

    Christopher Baker River to Ridge Rlty Associates

    3 Wilcox Ave, Highland, NY 12528
  • /18

    $100,000

    • Land
    • 0.37 Acre
    • $270,270 per Acre

    3550 Route 9w, Highland, NY 12528

    Prime development opportunity in the heart of Highland! This property is ideally located on Route 9W with excellent visibility and accessibility, featuring Town water and sewer—a rare and valuable combination for future development. Zoned GB (General Business), offering a wide range of permitted uses including retail, office, service businesses, and mixed-use potential (buyer to verify).

    Liudmila Lobeeva eXp Realty

    3550 Route 9w, Highland, NY 12528
  • /25

    $397,000

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

    7 River Rd, Highland, NY 12528

    UNIQUE FLOOR PLAN in this updated eyebrow colonial creates an ideal setup for a bed-and-breakfast use of this property. Each bedroom features it's own full bath, offering comfort and privacy for all. The spacious living area includes a formal dining room and updated kitchen. A first- floor bedroom and convenient laundry add to the home's flexibility. Enjoy a short walk to the Hamlet of Highland

    Elizabeth Decker Hudson Dwellings Realty

    7 River Rd, 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 gorgeous elevated views, with convenient access to all amenities and the security of having neighbors around if needed. Easy access to the Walkway Over the Hudson, Empire State Rail

    Carolyn Michelle KW Mid-Hudson

    0 White St, 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
  • /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
  • /40

    $385,000

    • 2 Beds
    • 2.5 Baths
    • 1,396 Sq Ft

    255 Sterling Place, Highland, NY 12528

    Perfectly positioned on a desirable corner lot, 255 Sterling Place is one of the most sought-after homes in Bridgeview. Unlike many others in the community, this special property offers both a generous side yard and a true backyard retreat, complete with a spacious deck and a handcrafted stone patio, perfect for morning coffee, summer evenings, or entertaining under the stars. Step inside this

    Leigh Wagner-Quintana Keller Williams Hudson Valley

    255 Sterling Place, 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 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 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 $397,000. If you put a 20% down payment of $79,400 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $2,000 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $86K 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, 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 24% in the last 12 months.

Home Trends in Highland, NY

Housing Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$450,000
Median Townhouse Sale Price
$317,000
Median 2 Bedroom Sale Price
$308,500
Average Price Per Sq Ft
$252
Number of Homes for Sale
10
Last 12 months Home Sales
70
Months of Supply
1.70
Median List Price
$397,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-10%
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