6,800

Highland, NY Homes

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  • /17

    $649,999

    • 4 Beds
    • 3 Baths
    • 2,241 Sq Ft

    213 Tuckers Corners Rd, Highland, NY 12528

    NEW CONSTRUCTION!!! Estimated to be completed the beginning of August - This stunning new construction ranch-style home offers 2,241 square feet of refined, single-level living space featuring four spacious bedrooms, three full bathrooms, and an attached two-car garage, all set on a sprawling and private 10.20 -acre estate within the Marlboro School District. While the foundation for luxury is

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    213 Tuckers Corners Rd, Highland, NY 12528
  • /4

    $1,795

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    109 Grand St Unit Grand Street, Highland, NY 12528

    Two bedroom upstairs apartment. Unique layout with heat included.Private setting.

    109 Grand St Unit Grand Street, Highland, NY 12528
  • 44 Clearwater Rd, Highland, NY 12528

    $527,000

    Sold May 20, 2026

    44 Clearwater Rd, Highland, NY 12528

    • 4 Beds
    • 3 Baths
    • 2,850 Sq Ft
    • Built 1969

    Last Sold Summary

    • 2% Above List Price
    • $185/SF
    • 33 Days On Market

    Current Estimated Value $546,702

    Last Listing Agent Jacob Cohen eXp Realty

    44 Clearwater Rd, Highland, NY 12528
  • /18

    $165,000

    Pending
    • 3 Beds
    • 1 Bath
    • 928 Sq Ft

    41 Grand St, Highland, NY 12528

    Opportunity Knocks Bring Your Vision! This charming circa 1800 Cape style home (928 sq ft) is ready for its next chapter. Sitting on a level lot with mature trees and a classic covered front porch, this property offers solid bones and endless potential for the right buyer. Whether you're an investor looking for your next project, a first-time buyer ready to build equity, or a handy homeowner with

    Agent Photo

    Danielle Carlson-Murphy

    Start Home Smart, Inc.

    41 Grand St, Highland, NY 12528
  • /6

    $1,450 Per Month

    • 1 Bath
    • 450 Sq Ft
    • Apartment for Rent

    77 Mayer Dr, Highland, NY 12528

    Charming & Convenient Hudson Valley Studio ApartmentWelcome to your peaceful retreat in the heart of the Hudson Valley!Nestled within a quiet, well-maintained family home, this private studio apartment offers the ideal blend of comfort, privacy, and unbeatable location. Perfect for a commuter, remote professional, or weekend nature lover looking to experience the best of Ulster

    JoAnn Ellis Summerset Realty

    77 Mayer Dr, Highland, NY 12528
  • /38

    $380,000

    Sold Oct 03, 2025

    399 New Paltz Rd, Highland, NY 12528

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft
    • Built 1992

    Last Sold Summary

    • 9% Above List Price
    • $141/SF
    • 18 Days On Market

    Current Estimated Value $420,994

    Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

    399 New Paltz Rd, Highland, NY 12528
    • /23

      Not Listed For Sale

      4 Sunnybrook Cir, Highland, NY 12528

      • 3 Beds
      • 1.5 Baths
      • 1,220 Sq Ft
      • Built 1974
      4 Sunnybrook Cir, Highland, NY 12528

      Last Sold Summary

      • 110 Days On Market

  • /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,

    Agent Photo

    Danielle Carlson-Murphy

    Start Home Smart, Inc.

    224 Vineyard Ave, Highland, NY 12528
  • /28

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 2,802 Sq Ft
    • Apartment for Rent

    3 White St, Highland, NY 12528

    Welcome to 3 White Street in Highland, NY! This well-maintained 2-bedroom apartment offers comfortable living in a convenient location close to local shops, restaurants, and commuter routes. The apartment features a spacious layout with access to an on-site washer and dryer located in the basement for added convenience. Water and garbage removal are included in the monthly rent, helping to

    Genevieve Rolleri eXp Realty

    3 White St, Highland, NY 12528
  • 7 Sunny Brook Cir, Highland, NY 12528

    $315,000

    Sold Aug 04, 2025

    7 Sunny Brook Cir, Highland, NY 12528

    • 3 Beds
    • 1.5 Baths
    • 1,160 Sq Ft
    • Built 1974

    Last Sold Summary

    • 15% Above List Price
    • $272/SF
    • 14 Days On Market

    Current Estimated Value $320,399

    Last Listing Agent Daniel Amone BHHS Hudson Valley Properties

    7 Sunny Brook Cir, Highland, NY 12528
  • /45

    $550,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,224 Sq Ft

    9 Roxanne Blvd, Highland, NY 12528

    Welcome to this beautifully maintained split-level home, offering the perfect blend of comfort, functionality, and style. Featuring 4 spacious bedrooms and 3 full bathrooms, plus an additional flex room on the lower level that can serve as a 5th bedroom, home office, or recreation space, this home provides room for everyone.Freshly painted and situated on a quiet dead-end street in one of the

    Simone Edwards Edwards Properties

    9 Roxanne Blvd, Highland, NY 12528
  • /19

    $2,600 Per Month

    • 2 Beds
    • 1 Bath
    • 946 Sq Ft
    • Condo for Rent

    561 Gregory Ct, Highland, NY 12528

    Newly renovated 2 BR/ 1bath + den condominium ideally located minutes from the Mid-Hudson Bridge available for rent September 1, 2026. Minutes from major shopping and restaurants as well as the Walkway Over the Hudson State Park, major roadways and businesses in the Highland Central School District.

    John Quinn Quinn Realty Group Inc.

    561 Gregory Ct, Highland, NY 12528
  • /47

    $540,000

    Sold Aug 27, 2025

    42 Bell Dr, Highland, NY 12528

    • 3 Beds
    • 3 Baths
    • 2,102 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $257/SF
    • 59 Days On Market

    Current Estimated Value $558,908

    Last Listing Agent Leigh Wagner-Quintana Past Member

    42 Bell Dr, Highland, NY 12528
  • /31

    $1,995,000

    $195K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,511 Sq Ft

    400 N Elting Corners Rd, Highland, NY 12528

    Perched at the end of a long winding driveway and surrounded by 24 acres of private woods, this extraordinary steel-built contemporary home offers architectural sophistication tucked quietly into the landscape of Highland, NY. Designed as both a statement in modern design and a deeply immersive retreat, the home balances bold structural elements with warmth, texture, and a constant connection to

    Richard Vizzini Corcoran Country Living

    400 N Elting Corners Rd, Highland, NY 12528
  • /8

    $2,100 Per Month

    • 1 Bed
    • 1 Bath
    • 920 Sq Ft
    • Apartment for Rent

    28 Toc Dr Unit 1, Highland, NY 12528

    Fully renovated 1-bedroom apartment available in Highland, NY! This bright and welcoming unit features updated flooring, refreshed lighting, and a clean, stylish feel throughout. The bedroom offers great natural light and ample closet space. Conveniently located near local shops, restaurants, and public transportation, this apartment offers both comfort and convenience in the heart of Highland.

    Yesenia Pagan Keller Williams Realty Partner

    28 Toc Dr Unit 1, Highland, NY 12528
  • 787 Gregory Ct, Highland, NY 12528

    $300,000

    Sold Apr 15, 2026

    787 Gregory Ct, Highland, NY 12528

    • 2 Beds
    • 1 Bath
    • 946 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Above List Price
    • $317/SF
    • 18 Days On Market

    Current Estimated Value $298,445

    Last Listing Agent Eugene Valoy BHHS Hudson Valley Properties

    787 Gregory Ct, Highland, NY 12528
    • /34

      Not Listed For Sale

      73 New Paltz Rd, Highland, NY 12528

      • 2 Beds
      • 1 Bath
      • 740 Sq Ft
      • Built 1970
      73 New Paltz Rd, Highland, NY 12528

      Last Sold Summary

      • 3 Days On Market

  • /40

    $249,000

    • Land
    • 6.38 Acres
    • $39,028 per Acre

    0 Browning Blvd Unit 27248900, Highland, NY 12719

    Escape to the beauty of lake living with this stunning 6.38-acre property in the private gated community of York Lake Shores. Enjoy boating, sailing, swimming, and fishing on the pristine lake while surrounded by peace and nature. Ideally located just two hours from New York City and under 20 minutes to the Metro-North train, this property offers the perfect balance of seclusion and convenience.

    Cathy Nation Premier Land Hub

    0 Browning Blvd Unit 27248900, Highland, NY 12719
  • /49

    $8,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,531 Sq Ft
    • House for Rent

    475 N Riverside Rd, Highland, NY 12528

    Nestled on a picturesque 5.7-acre setting and set well back from the road, this stunning and prestigious A-Frame home offers privacy, beauty, and exceptional living space. A long, scenic driveway welcomes you to this one-of-a-kind property, where natural surroundings and timeless architecture create a true Hudson Valley retreat. The main level features 3 bedrooms and 3.5 bathrooms, including a

    Anne Marie O'Brien Curasi Realty, Inc.

    475 N Riverside Rd, Highland, NY 12528
  • /27

    $625,000

    Sold Jun 01, 2026

    660 N Chodikee Lake Rd, Highland, NY 12528

    • 3 Beds
    • 2 Baths
    • 3,486 Sq Ft
    • Built 1974

    Last Sold Summary

    • 7% Above List Price
    • $179/SF
    • 35 Days On Market

    Current Estimated Value $588,857

    Last Listing Agent Hayes Clement Compass Greater New York, LLC

    660 N Chodikee Lake Rd, Highland, NY 12528
    • /9

      Not Listed For Sale

      53 Grand St, Highland, NY 12528

      • 2 Beds
      • 1 Bath
      • 728 Sq Ft
      • Built 1992
      53 Grand St, Highland, NY 12528

      Last Sold Summary

      • 29 Days On Market

  • /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
  • /10

    $1,550 Per Month

    • 2 Beds
    • 1 Bath
    • 856 Sq Ft
    • Apartment for Rent

    115 Vineyard Ave Unit B, Highland, NY 12528

    Available in Highland, this second-floor 2-bedroom apartment offers a bright and comfortable layout with hardwood floors throughout the living room and hallway, large windows for great natural light, and carpeted bedrooms for a cozy feel. The unit is conveniently located near local shops, dining, major roadways, 9W, the Mid-Hudson Bridge, the Walkway Over the Hudson, Rail Trail, and Hudson River

    Yesenia Pagan Keller Williams Realty Partner

    115 Vineyard Ave Unit B, Highland, NY 12528
  • /23

    $278,000

    Sold Jan 28, 2026

    48 Sunny Brook Cir, Highland, NY 12528

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • $263/SF
    • 32 Days On Market

    Current Estimated Value $284,724

    Last Listing Agent Leigh Wagner-Quintana Past Member

    48 Sunny Brook Cir, Highland, NY 12528
    • 876 South St, Highland, NY 12528

      Est $500,790

      Not Listed For Sale

      876 South St, Highland, NY 12528

      • 3 Beds
      • 1.5 Baths
      • 1,923 Sq Ft
      • Built 1780
      876 South St, Highland, NY 12528

      Last Sold Summary

      • 76 Days On Market

  • /6

    $227,000

    • Land
    • 3.9 Acres
    • $58,205 per Acre

    5 Elbow Ln, Highland, NY 12528

    Seasonal Hudson River Views. This lot was approved for an in ground septic system and engineered for a 4 bedroom home in 2011. Will need to be updated. Virgin land! Beautiful building lot in fairly new subdivision with underground electric service. Only minutes to the Mid Hudson Bridge, The Walkway Over the Hudson and many other attractions. Easy access to train and plane. Current new homes in

    Elizabeth Decker Hudson Dwellings Realty

    5 Elbow Ln, Highland, NY 12528
  • /9

    $2,000 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    111 Vineyard Ave Unit 111 B, Highland, NY 12528

    ALL UTILITIES INCLUDED IN THE charming two- bedroom apartment located in the quaint village of Highland, New York along the beautiful Hudson River. This freshly updated home features a beautifully detailed architectural interior full of character and charm. The spacious primary bedroom includes a decorative fireplace surround adding timeless appeal to the space. Recently refreshed with fresh

    Pamela Di Martino Curasi Realty, Inc.

    111 Vineyard Ave Unit 111 B, Highland, NY 12528
  • 21 Triangle of Clearwater Rd, Highland, NY 12528

    $385,000

    Sold Sep 05, 2025

    21 Triangle of Clearwater Rd, Highland, NY 12528

    • 3 Beds
    • 1.5 Baths
    • 1,196 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Above List Price
    • $322/SF
    • 10 Days On Market

    Last Listing Agent Dustin Leibowitz eXp Realty

    21 Triangle of Clearwater Rd, 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
  • /7

    $1,950 Per Month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    70 New Paltz Rd Unit 2D, Highland, NY 12528

    2 Bedroom beautifully styled 2nd floor apartment on a country road in Highland. Close to Poughkeepsie and Metro North as well as New Paltz and Highland with amenities galore. I87 is only 4 miles away. Apartment is equipped with beautiful sleek stainless appliances and stylish cabinetry. The large windows allow for beautiful natural light. Access to a large back yard for cook outs and recreation.

    Pamela Di Martino Curasi Realty, Inc.

    70 New Paltz Rd Unit 2D, Highland, NY 12528
  • /35

    $410,000

    Sold Aug 08, 2025

    266 Swartekill Rd, Highland, NY 12528

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Above List Price
    • $333/SF
    • 32 Days On Market

    Current Estimated Value $419,665

    Last Listing Agent Danielle Carlson-Murphy Start Home Smart, Inc.

    266 Swartekill Rd, Highland, NY 12528
  • /23

    $355,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,230 Sq Ft

    128 Vineyard Ave Unit 102, 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 1,230-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

    Andrea Babcock Onyx Property Management LLC

    128 Vineyard Ave Unit 102, Highland, NY 12528
  • /7

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    70 New Paltz Rd Unit 1 A, Highland, NY 12528

    Welcome home to your 2-bedroom 1 bath 1st floor spacious apartment. Open floor plan with sleek appliances, hardwood floors and beautiful cabinetry. Located on a country road but only 4 miles to Metro North Train Station, New Paltz and just outside the village of Highland allowing for countless amenities and all the activities the Hudson Valley has to offer. There is a huge porch with an access

    Pamela Di Martino Curasi Realty, Inc.

    70 New Paltz Rd Unit 1 A, Highland, NY 12528
  • /49

    $417,865

    Sold Jan 14, 2026

    307 Vineyard Ave, Highland, NY 12528

    • 4 Beds
    • 2 Baths
    • 2,128 Sq Ft
    • Built 1900

    Last Sold Summary

    • $196/SF
    • 71 Days On Market

    Current Estimated Value $447,629

    Last Listing Agent Debra Dooley BHHS HUDSON VALLEY PROP-NP

    307 Vineyard Ave, Highland, NY 12528

Showing Results 41 - 80, Page 2 of 18

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