6,768

Highland, NY Homes

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  • /32

    $499,000

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft

    491 Floyd Ackert Rd, Highland, NY 12528

    Beautifully remodeled raised ranch set on 4.7 picturesque acres in a prime Hudson Valley location! This move-in-ready home features brand-new subfloors and stunning solid hardwood flooring throughout, offering both quality craftsmanship and timeless appeal. Freshly painted from top to bottom, the interior feels bright, clean, and inviting.The main level offers comfortable living with an

    Dawn Passante Coldwell Banker Village GreenN

    491 Floyd Ackert Rd, Highland, NY 12528
  • 422 Gregory Ct Unit 307, Highland, NY 12528

    $325,000 Sold Oct 30, 2025

    422 Gregory Ct Unit 307, Highland, NY 12528

    • 2 Beds
    • 2 Baths
    • 1,027 Sq Ft
    • Built 1991

    Last Sold Summary

    • 3% Above List Price
    • $316/SF
    • 21 Days On Market

    Current Estimated Value $322,069

    Last Listing Agent Nancy Diehl Rita Levine Real Estate

    422 Gregory Ct Unit 307, Highland, NY 12528
    • 25 Lauretta Dr, Highland, NY 12528

      Est $605,738 Not Listed For Sale

      25 Lauretta Dr, Highland, NY 12528

      • 4 Beds
      • 2.5 Baths
      • 2,470 Sq Ft
      • Built 1968
      25 Lauretta Dr, Highland, NY 12528

      Last Sold Summary

      • 8% Above List Price
      • $227/SF
      • 33 Days On Market

      Last Sold Price $560,188

      Last Listing Agent Leigh Wagner-Quintana Keller Williams Hudson Valley

  • /21

    $499,000

    • 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
  • /23

    $70,000 Sold Sep 09, 2025

    536 N Riverside Rd, Highland, NY 12528

    • 3 Beds
    • 1 Bath
    • 1,320 Sq Ft
    • Built 1900

    Last Sold Summary

    • 17% Above List Price
    • $53/SF
    • 7 Days On Market

    Current Estimated Value $174,000

    Last Listing Agent Kristi Mordica Welch Realty Inc.

    536 N Riverside Rd, Highland, NY 12528
    • /26

      Est $629,709 Not Listed For Sale

      21 Spring Meadow Ct, Highland, NY 12528

      • 4 Beds
      • 2.5 Baths
      • 2,400 Sq Ft
      • Built 2007
      21 Spring Meadow Ct, Highland, NY 12528

      Last Sold Summary

      • 8% Above List Price
      • $244/SF
      • 30 Days On Market

      Last Sold Price $585,000

      Last Listing Agent Jason Nadeau Compass Greater NY, LLC

  • /33

    $450,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,715 Sq Ft

    334 Pancake Hollow Rd, Highland, NY 12528

    With 3 bedrooms, 2 full bathrooms, and 2,715 square feet of flexible living space, this turnkey home is ready for you to move right in and make it your own. At the heart of the home is a spacious open-concept kitchen and living room — perfect for everyday living and effortless entertaining. The generously sized primary suite offers both privacy and potential, with space to add an additional

    Leigh Wagner-Quintana Keller Williams Realty HV Nort

    334 Pancake Hollow Rd, Highland, NY 12528
  • 5 Willow Dock Rd, Highland, NY 12528

    $580,000 Sold Jan 15, 2026

    5 Willow Dock Rd, Highland, NY 12528

    • 2 Beds
    • 2.5 Baths
    • 1,364 Sq Ft
    • Built 1860

    Last Sold Summary

    • 3% Below List Price
    • $425/SF
    • 28 Days On Market

    Current Estimated Value $554,787

    Last Listing Agent Lindsay Rothman Compass Greater NY LLC

    5 Willow Dock Rd, Highland, NY 12528
    • 799 State Route 44 55, Highland, NY 12528

      Est $497,432 Not Listed For Sale

      799 State Route 44 55, Highland, NY 12528

      • 4 Beds
      • 3 Baths
      • 1,750 Sq Ft
      • Built 1949
      799 State Route 44 55, Highland, NY 12528

      Last Sold Summary

      • 13% Above List Price
      • $251/SF
      • 23 Days On Market

      Last Sold Price $439,000

      Last Listing Agent Andre Aivazians HomeSmart Homes & Estates

  • /48

    $499,900 Pending

    • 4 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
  • /35

    $510,000 Sold Sep 16, 2025

    20-22 Milton Ave, Highland, NY 12528

    • 5 Beds
    • 5 Baths
    • 2,382 Sq Ft
    • Built 1890

    Last Sold Summary

    • 7% Below List Price
    • $214/SF
    • 69 Days On Market

    Last Listing Agent Hayes Clement Compass Greater New York, LLC

    20-22 Milton Ave, Highland, NY 12528
    • /11

      Est $442,570 Not Listed For Sale

      269 Tuckers Corners Rd, Highland, NY 12528

      • 3 Beds
      • 1 Bath
      • 1,420 Sq Ft
      • Built 1973
      269 Tuckers Corners Rd, Highland, NY 12528

      Last Sold Summary

      • 9% Above List Price
      • $286/SF
      • 12 Days On Market

      Last Sold Price $405,500

      Last Listing Agent Jason Schobert eXp Realty, LLC

  • /23

    $425,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,516 Sq Ft

    25 Mile Hill Rd, Highland, NY 12528

    Tastefully updated 4 bedroom, 2 bath raised ranch loaded with designer finishes. Spacious kitchen w/center island, quartz counters & stainless appliances flows seamlessly to living room, creating a perfect layout for entertaining. Three main level bedrooms and remodeled bathroom. Lower level includes fourth bedroom/family room, updated bathroom, laundry room, mudroom & large storage room.

    Dan Axtmann BHHS Hudson Valley Properties

    25 Mile Hill Rd, Highland, NY 12528
  • 224 Martin Ave, Highland, NY 12528

    $450,000 Sold Oct 16, 2025

    224 Martin Ave, Highland, NY 12528

    • 3 Beds
    • 1.5 Baths
    • 1,633 Sq Ft
    • Built 1940

    Last Sold Summary

    • 5% Below List Price
    • $276/SF
    • 87 Days On Market

    Current Estimated Value $444,809

    Last Listing Agent Dawn Passante Coldwell Banker Village Green

    224 Martin Ave, Highland, NY 12528
    • 41 Jenkins Ln, Highland, NY 12528

      Est $533,324 Not Listed For Sale

      41 Jenkins Ln, Highland, NY 12528

      • 3 Beds
      • 3 Baths
      • 1,928 Sq Ft
      • Built 2003
      41 Jenkins Ln, Highland, NY 12528

      Last Sold Summary

      • 16% Above List Price
      • $239/SF
      • 53 Days On Market

      Last Sold Price $460,000

      Last Listing Agent William Bergin RE/MAX Benchmark Realty Group

  • /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
  • /10

    $135,000 Sold Dec 09, 2025

    251 Fosler Rd, Highland, NY 12528

    • Land
    • 12.9 Acres
    • $10,465 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 24 Days On Market

    Current Estimated Value $135,482

    Last Listing Agent Michelle England Howard Hanna Rand Realty

    251 Fosler Rd, Highland, NY 12528
    • /28

      Est $276,001 Not Listed For Sale

      355 Crescent Ave, Highland, NY 12528

      • 2 Beds
      • 1 Bath
      • 895 Sq Ft
      • Built 1875
      355 Crescent Ave, Highland, NY 12528

      Last Sold Summary

      • 49% Above List Price
      • $207/SF
      • 7 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Dylan Taft Taft Street Realty, Inc.

  • /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
  • /23

    $337,000 Sold Nov 04, 2025

    365 Crescent Ave Unit 367, Highland, NY 12528

    • 3 Beds
    • 1 Bath
    • 1,372 Sq Ft
    • Built 1940

    Last Sold Summary

    • 2% Above List Price
    • $246/SF
    • 52 Days On Market

    Current Estimated Value $382,954

    Last Listing Agent Ronnie Rebis Grist Mill Real Estate

    365 Crescent Ave Unit 367, Highland, NY 12528
    • /25

      Not Listed For Sale

      11 Palazzo Ln, Highland, NY 12528

      • 5 Beds
      • 3.5 Baths
      • 2,880 Sq Ft
      • Built 1991
      11 Palazzo Ln, Highland, NY 12528

      Last Sold Summary

      • $236/SF
      • 11 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Jason Schobert eXp Realty, LLC

  • /7

    $219,900 Pending

    • 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
  • 6 Emerson Terrace, Highland, NY 12528

    $526,000 Sold Jul 24, 2025

    6 Emerson Terrace, Highland, NY 12528

    • 3 Beds
    • 4 Baths
    • 2,186 Sq Ft
    • Built 2017

    Last Sold Summary

    • 1% Above List Price
    • $241/SF
    • 19 Days On Market

    Current Estimated Value $545,686

    Last Listing Agent John Olivero Keller Williams Realty

    6 Emerson Terrace, Highland, NY 12528
    • /16

      Est $493,691 Not Listed For Sale

      397 Crescent Ave, Highland, NY 12528

      • 3 Beds
      • 2 Baths
      • 1,810 Sq Ft
      • Built 1998
      397 Crescent Ave, Highland, NY 12528

      Last Sold Summary

      • 20% Above List Price
      • $228/SF
      • 6 Days On Market

      Last Sold Price $412,000

      Last Listing Agent Kathleen Mackey Summerset Realty

  • /13

    $49,999 Pending

    • Land
    • 5 Acres
    • $10,000 per Acre

    0 Summit Dr Unit KEY842137, Highland, NY 12732

    Located in the exclusive gated community of Timber Lake Estates, this stunning 5-acre corner lot offers the perfect blend of privacy and natural beauty. Well-wooded and serene, the property boasts frontage on both Summit Drive and a quiet cul-de-sac on Deer Brook Drive, providing multiple access points and endless possibilities for a dream home or weekend retreat. Residents enjoy private access

    Kevin Fortuna K. Fortuna Realty, Inc.

    0 Summit Dr Unit KEY842137, Highland, NY 12732
  • /42

    $451,000 Sold Dec 30, 2025

    41 New Paltz Rd, Highland, NY 12528

    • 3 Beds
    • 2 Baths
    • 1,547 Sq Ft
    • Built 1949

    Last Sold Summary

    • 9% Above List Price
    • $292/SF
    • 26 Days On Market

    Current Estimated Value $411,958

    Last Listing Agent Leigh Wagner-Quintana Keller Williams Realty HV Nort

    41 New Paltz Rd, Highland, NY 12528
    • 683 State Route 44 55, Highland, NY 12528

      Est $389,779 Not Listed For Sale

      683 State Route 44 55, Highland, NY 12528

      • 3 Beds
      • 2 Baths
      • 1,982 Sq Ft
      • Built 1966
      683 State Route 44 55, Highland, NY 12528

      Last Sold Summary

      • 26% Above List Price
      • $156/SF
      • 73 Days On Market

      Last Sold Price $308,500

      Last Listing Agent Darlene Provino Century 21 E & M Williams Rlty

  • /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
  • /18

    $165,000 Sold Jun 25, 2025

    274 Swartekill Rd, Highland, NY 12528

    • Land
    • 12.81 Acres
    • $12,881 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 98 Days On Market

    Current Estimated Value $164,673

    Last Listing Agent Brian Cafferty Halter Associates Realty

    274 Swartekill Rd, Highland, NY 12528
    • /49

      Est $524,993 Not Listed For Sale

      23 Blossom Grove Ct, Highland, NY 12528

      • 4 Beds
      • 2.5 Baths
      • 1,872 Sq Ft
      • Built 2001
      23 Blossom Grove Ct, Highland, NY 12528

      Last Sold Summary

      • 11% Above List Price
      • $254/SF
      • 81 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Barbara Korabel Four Seasons Realty Group

  • /29

    $1,050,000

    • 8 Beds
    • 8 Baths
    • 7,200 Sq Ft

    223 Vineyard Ave, Highland, NY 12528

    Presenting an exceptional opportunity to acquire a well maintained and strong cash flowing Fourplex rental property. Welcome to 223 Vineyard Ave, Highland NY! This property is a Fourplex apartment building that was built in 1991. Each apartment unit has three large sized floors. On the first floor of each unit, you have a large kitchen, dining room, half bath, and living room. On the second

    Jorge Lugo Real Broker NY LLC

    223 Vineyard Ave, Highland, NY 12528
  • /30

    $340,000 Sold Aug 06, 2025

    26 Toc Dr, Highland, NY 12528

    • 4 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • Built 1995

    Last Sold Summary

    • 23% Below List Price
    • $249/SF
    • 321 Days On Market

    Current Estimated Value $356,705

    Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

    26 Toc Dr, Highland, NY 12528
    • 11 Blossom Grove Ct, Highland, NY 12528

      Est $423,947 Not Listed For Sale

      11 Blossom Grove Ct, Highland, NY 12528

      • 2 Beds
      • 2 Baths
      • 1,092 Sq Ft
      • Built 1994
      11 Blossom Grove Ct, Highland, NY 12528

      Last Sold Summary

      • 15% Above List Price
      • $339/SF
      • 23 Days On Market

      Last Sold Price $370,000

      Last Listing Agent Gary MacEntee Keller Williams Realty

  • /13

    $500,000

    • Land
    • 11.5 Acres
    • $43,478 per Acre

    TBD Rt 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 Rt 9w, Highland, NY 12528
  • 660 Gregory Ct Unit 410, Highland, NY 12528

    $300,000 Sold Oct 21, 2025

    660 Gregory Ct Unit 410, Highland, NY 12528

    • 2 Beds
    • 1 Bath
    • 946 Sq Ft
    • Built 2003

    Last Sold Summary

    • 9% Above List Price
    • $317/SF
    • 62 Days On Market

    Current Estimated Value $301,550

    Last Listing Agent John Durso Keller Williams Realty Partner

    660 Gregory Ct Unit 410, Highland, NY 12528
    • 835 South St, Highland, NY 12528

      Est $323,125 Not Listed For Sale

      835 South St, Highland, NY 12528

      • 2 Beds
      • 1 Bath
      • 918 Sq Ft
      • Built 1880
      835 South St, Highland, NY 12528

      Last Sold Summary

      • 1% Above List Price
      • $349/SF
      • 100 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Alexandra Taylor Keller Williams Hudson Valley

  • /2

    $29,000

    • Land
    • 0.79 Acre
    • $36,709 per Acre

    0 Hartung Rd Unit H6242040, Highland, NY 12732

    Fantastic level lot. Minutes walk to Sand Beach. Close to lots of great local restaurants, Bethel Woods performing arts center and the Delaware river.

    Dawn Payne Payne Team LLC

    0 Hartung Rd Unit H6242040, Highland, NY 12732
  • /7

    $40,000 Sold Feb 27, 2026

    TBD Hawleys Corners Rd, Highland, NY 12528

    • Land
    • 2.9 Acres
    • $13,793 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 104 Days On Market

    Last Listing Agent Dominick Martorana Century 21 Alliance-NP

    TBD Hawleys Corners Rd, Highland, NY 12528
    • 29 Glen Rock Cir, Highland, NY 12528

      Est $570,377 Not Listed For Sale

      29 Glen Rock Cir, Highland, NY 12528

      • 4 Beds
      • 2.5 Baths
      • 2,385 Sq Ft
      • Built 2007
      29 Glen Rock Cir, Highland, NY 12528

      Last Sold Summary

      • 4% Above List Price
      • $231/SF
      • 16 Days On Market

      Last Sold Price $549,999

      Last Listing Agent JOHN SCARANO Keller Williams Realty

  • /5

    $59,000

    • Land
    • 6.06 Acres
    • $9,736 per Acre

    Lot 45 Split Rock Dr, Highland, NY 12719

    Escape to total privacy on this peaceful 6.06-acre parcel in a desirable private community. Surrounded by nature, with pond views, this secluded lot offers the perfect setting for your dream getaway or year-round retreat. Tucked away in the heart of the Catskills, you’ll enjoy unmatched tranquility with easy access to local hiking, lakes, and charming towns. Build your vision where serenity meets

    Dawn Payne Payne Team LLC

    Lot 45 Split Rock Dr, Highland, NY 12719

Showing Results 81 - 120, Page 3 of 18

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