6,768

Highland, NY Homes

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  • 17 Dogwood Knolls, Highland, NY 12528

    $310,000 Sold Mar 17, 2025

    17 Dogwood Knolls, Highland, NY 12528

    • 3 Beds
    • 2 Baths
    • 2,284 Sq Ft
    • Built 1989

    Last Sold Summary

    • 9% Below List Price
    • $136/SF
    • 156 Days On Market

    Current Estimated Value $564,831

    Last Listing Agent Angela Kern BHHS Hudson Valley Properties

    17 Dogwood Knolls, Highland, NY 12528
    • 272 Fosler Rd, Highland, NY 12528

      Est $540,953 Not Listed For Sale

      272 Fosler Rd, Highland, NY 12528

      • 4 Beds
      • 3 Baths
      • 2,197 Sq Ft
      • Built 2023
      272 Fosler Rd, Highland, NY 12528

      Last Sold Summary

      • 3% Above List Price
      • $239/SF
      • 106 Days On Market

      Last Sold Price $524,999

      Last Listing Agent Richard Baxter Keller Williams Realty

  • /20

    $350,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,302 Sq Ft

    15 Troy Ln, Highland, NY 12528

    Beautiful Townhouse in a Prime Cul-de-Sac Location. Welcome to this charming and move-in ready home featuring recent upgrades throughout, including freshly painted interiors and brand-new flooring that blend modern style with everyday comfort. The thoughtfully designed layout offers an in-home washer and dryer for ultimate convenience and a spacious back patio, perfect for enjoying summer BBQs or

    Dawn Passante Coldwell Banker Village GreenN

    15 Troy Ln, Highland, NY 12528
  • 723 New Paltz Rd, Highland, NY 12528

    $460,000 Sold Sep 09, 2025

    723 New Paltz Rd, Highland, NY 12528

    • 4 Beds
    • 2 Baths
    • 2,121 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Above List Price
    • $217/SF
    • 31 Days On Market

    Current Estimated Value $464,005

    Last Listing Agent Christopher Baker River to Ridge Rlty Associates

    723 New Paltz Rd, Highland, NY 12528
    • /24

      Est $467,946 Not Listed For Sale

      647 South St, Highland, NY 12528

      • 3 Beds
      • 1.5 Baths
      • 1,648 Sq Ft
      • Built 1973
      647 South St, Highland, NY 12528

      Last Sold Summary

      • 10% Above List Price
      • $258/SF
      • 170 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Barbara Carter Century 21 Alliance-NP

  • /6

    $99,500 Pending

    • Land
    • 0.68 Acre
    • $146,324 per Acre

    Tbd Smith Terrace, Highland, NY 12528

    Imagine designing your ideal home on this peaceful .68-acre lot just off Smith Terrace in Highland, NY. Cleared and ready for construction, this property offers the ease of municipal water and sewer while providing a relaxed setting close to everything that makes the Mid-Hudson Valley so special. Spend your days strolling the Walkway Over the Hudson, dining at nearby local restaurants, or

    Dawn Passante Coldwell Banker Village GreenN

    Tbd Smith Terrace, Highland, NY 12528
  • /14

    $308,500 Sold Sep 30, 2025

    329 Gregory Ct Unit 509, Highland, NY 12528

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

    Last Sold Summary

    • $326/SF
    • 27 Days On Market

    Current Estimated Value $307,417

    Last Listing Agent Nancy Senescu Bella NS Properties LLC

    329 Gregory Ct Unit 509, Highland, NY 12528
    • 613 South St, Highland, NY 12528

      Est $468,304 Not Listed For Sale

      613 South St, Highland, NY 12528

      • 4 Beds
      • 2 Baths
      • 2,368 Sq Ft
      • Built 1968
      613 South St, Highland, NY 12528

      Last Sold Summary

      • 30% Above List Price
      • $152/SF
      • 84 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Tristen Sierra Coldwell Banker Realty

  • /19

    $299,000 Pending

    • 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
  • /22

    $565,000 Sold May 14, 2025

    473 N Riverside Rd, Highland, NY 12528

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft
    • Built 2002

    Last Sold Summary

    • 8% Above List Price
    • $280/SF
    • 20 Days On Market

    Current Estimated Value $581,746

    Last Listing Agent Heather Hughes Hudson Dwellings Realty

    473 N Riverside Rd, Highland, NY 12528
    • 596 Milton Turnpike, Highland, NY 12528

      Est $336,539 Not Listed For Sale

      596 Milton Turnpike, Highland, NY 12528

      • 4 Beds
      • 2 Baths
      • 1,944 Sq Ft
      • Built 1930
      596 Milton Turnpike, Highland, NY 12528

      Last Sold Summary

      • 13% Below List Price
      • $200/SF
      • 41 Days On Market

      Last Sold Price $388,000

      Last Listing Agent Teri Biondo HV Premier Properties Realty

  • /2

    $44,900 Pending

    • Land
    • 5.7 Acres
    • $7,877 per Acre

    0 Split Rock Dr Unit PWBPW240517, Highland, NY 12719

    Escape to your own private oasis on 5+ acres of breathtaking woodland in the charming community of Barryville. This buildable lot presents the perfect opportunity to craft your dream home amidst a picturesque setting.This exceptional property is ideal for nature lovers, outdoor enthusiasts, and anyone seeking a peaceful escape from the ordinary. Start your next chapter surrounded by the majestic

    Diane Butler Diane C Butler Real Estate

    0 Split Rock Dr Unit PWBPW240517, Highland, NY 12719
  • /28

    $315,000 Sold Dec 01, 2025

    39 Sunnybrook Cir, Highland, NY 12528

    • 3 Beds
    • 1.5 Baths
    • 1,220 Sq Ft
    • Built 1976

    Last Sold Summary

    • $258/SF
    • 22 Days On Market

    Current Estimated Value $317,219

    Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

    39 Sunnybrook Cir, Highland, NY 12528
    • 721 Milton Turnpike, Highland, NY 12528

      Est $377,888 Not Listed For Sale

      721 Milton Turnpike, Highland, NY 12528

      • 4 Beds
      • 2 Baths
      • 2,535 Sq Ft
      • Built 1930
      721 Milton Turnpike, Highland, NY 12528

      Last Sold Summary

      • 5% Above List Price
      • $142/SF
      • 8 Days On Market

      Last Sold Price $359,900

      Last Listing Agent Megan Rios Berardi Realty

  • /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
  • 16 Orchard Ln, Highland, NY 12528

    $388,000 Sold Sep 19, 2025

    16 Orchard Ln, Highland, NY 12528

    • 2 Beds
    • 1 Bath
    • 1,090 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Above List Price
    • $356/SF
    • 42 Days On Market

    Current Estimated Value $383,780

    Last Listing Agent Megan Krusen eXp Realty

    16 Orchard Ln, Highland, NY 12528
    • 727 Milton Turnpike, Highland, NY 12528

      Not Listed For Sale

      727 Milton Turnpike, Highland, NY 12528

      • 2 Beds
      • 1 Bath
      • 880 Sq Ft
      • Built 1945
      727 Milton Turnpike, Highland, NY 12528

      Last Sold Summary

      • $341/SF
      • 22 Days On Market

      Last Sold Price $300,000

      Last Listing Agent IRENE MOODY BHHS Hudson Valley Properties

  • /31

    $500,000

    • Land
    • 97.1 Acres
    • $5,149 per Acre

    TBD Lily Lake Rd, Highland, NY 12528

    A rare opportunity to own a breathtaking 97-acre property featuring the very lake that gives Lily Lake Road its name. Tucked away in the beautiful countryside of Highland, New York, this one-of-a-kind parcel offers unmatched privacy, natural beauty, and endless potential for your dream retreat or legacy estate.At the heart of the property lies Lily Lake — a serene, private body of water

    John Quinn Quinn Realty Group Inc.

    TBD Lily Lake Rd, Highland, NY 12528
  • /31

    $466,000 Sold Mar 21, 2025

    41 Vista Dr, Highland, NY 12528

    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft
    • Built 2017

    Last Sold Summary

    • 1% Above List Price
    • $313/SF
    • 34 Days On Market

    Current Estimated Value $489,765

    Last Listing Agent Savannah Miceli Century 21 Alliance-NP

    41 Vista Dr, Highland, NY 12528
    • 120 Camp Sunset Rd, Highland, NY 12528

      Est $483,290 Not Listed For Sale

      120 Camp Sunset Rd, Highland, NY 12528

      • 3 Beds
      • 3 Baths
      • 1,960 Sq Ft
      • Built 2006
      120 Camp Sunset Rd, Highland, NY 12528

      Last Sold Summary

      • 11% Above List Price
      • $222/SF
      • 54 Days On Market

      Last Sold Price $436,000

      Last Listing Agent Naomi Streicher Q Home Sales

  • /26

    $325,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,723 Sq Ft

    578 South St, Highland, NY 12528

    Meticulously Updated Highland Home with Pool and Pond. This thoughtfully updated property at 578 South Street offers exceptional value with continuous improvements through today. Ideally located near the Shawangunk Mountains with hiking trails and outdoor recreation, close to the historic Mohonk Mountain House resort, yet convenient to Metro North Railroad and all amenities. The first floor

    Michele Marina Atlantica East Associates LLC

    578 South St, Highland, NY 12528
  • 45 Cotter Rd, Highland, NY 12528

    $370,000 Sold Jul 02, 2025

    45 Cotter Rd, Highland, NY 12528

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $189/SF
    • 108 Days On Market

    Current Estimated Value $402,286

    Last Listing Agent Virginia Corbett eXp Realty

    45 Cotter Rd, Highland, NY 12528
    • 30 Cotter Rd, Highland, NY 12528

      Est $238,037 Not Listed For Sale

      30 Cotter Rd, Highland, NY 12528

      • 3 Beds
      • 2 Baths
      • 1,080 Sq Ft
      • Built 1940
      30 Cotter Rd, Highland, NY 12528

      Last Sold Summary

      • 25% Above List Price
      • $176/SF
      • 223 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Desiree Beecham River Realty Services, Inc.

  • /8

    $148,000

    • Land
    • 5.56 Acres
    • $26,619 per Acre

    0 Black Bear Ct, Highland, NY 12719

    Yess! Your Dreams Have Been Answered...This Rare Lot..Privacy/5+ Acres/ 40' Pond/ Silence/ 7 Min To Barryville/ 10 Minutes To EldredReady For You.. To Build YOUR Future Retreat!! Yes, Moss Covered Rocks And A Gentle Slope Allowing For A Walk Out Lower Level. Gorgeous Trees Tuck You Into Your Private Serenity. It All Begins With Your Land and Then Your Dream Home Can Be Designed To Nestle

    Debbie Jagel Cabins & Canoes Real Estate

    0 Black Bear Ct, Highland, NY 12719
  • /19

    $285,000 Sold Jul 23, 2025

    460 Vineyard Ave, Highland, NY 12528

    • 2 Beds
    • 1.5 Baths
    • 1,470 Sq Ft
    • Built 1950

    Last Sold Summary

    • 12% Below List Price
    • $194/SF
    • 52 Days On Market

    Current Estimated Value $292,416

    Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

    460 Vineyard Ave, Highland, NY 12528
    • 206 Plutarch Rd, Highland, NY 12528

      Est $531,593 Not Listed For Sale

      206 Plutarch Rd, Highland, NY 12528

      • 3 Beds
      • 3 Baths
      • 1,946 Sq Ft
      • Built 2006
      206 Plutarch Rd, Highland, NY 12528

      Last Sold Summary

      • 3% Above List Price
      • $265/SF
      • 18 Days On Market

      Last Sold Price $515,000

      Last Listing Agent Angela Chenery Century 21 Alliance Rlty Group

  • /44

    $1,299,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,068 Sq Ft

    243 Hawleys Corners Rd, Highland, NY 12528

    Discover the perfect blend of craftsmanship, comfort and opportunity in this stunning custom-built Craftsman home, offering over 3,000 square feet of living space on 20 picturesque acres. Previously subdivided with six additional parcels, this property offers exceptional potential for expansion, development or a private gathering retreat. Inside, you will find cathedral ceilings, custom woodwork,

    Melissa Pettinella Century 21 Alliance Realty Grp

    243 Hawleys Corners Rd, Highland, NY 12528
  • 854 New Paltz Rd, Highland, NY 12528

    $156,750 Sold Aug 29, 2025

    854 New Paltz Rd, Highland, NY 12528

    • 1 Bed
    • 1 Bath
    • 1,596 Sq Ft
    • Built 1900

    Last Sold Summary

    • 32% Below List Price
    • $98/SF
    • 167 Days On Market

    Current Estimated Value $288,638

    Last Listing Agent Brian Smith River Realty Services, Inc.

    854 New Paltz Rd, Highland, NY 12528
    • /28

      Est $407,052 Not Listed For Sale

      210 Plutarch Rd, Highland, NY 12528

      • 2 Beds
      • 1 Bath
      • 777 Sq Ft
      • Built 1940
      210 Plutarch Rd, Highland, NY 12528

      Last Sold Summary

      • 19% Below List Price
      • $644/SF
      • 6 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Meryl Fradin-Kalus Berkshire Hathaway Home Services

  • /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
  • 534 U S 44, Highland, NY 12528

    $70,000 Sold Mar 09, 2025

    534 U S 44, Highland, NY 12528

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1920

    Last Sold Summary

    • 22% Below List Price
    • $63/SF
    • 46 Days On Market

    Current Estimated Value $377,511

    Last Listing Agent Genevieve Rolleri eXp Realty

    534 U S 44, Highland, NY 12528
    • 24 Amato Ln, Highland, NY 12528

      Est $405,329 Not Listed For Sale

      24 Amato Ln, Highland, NY 12528

      • 3 Beds
      • 3 Baths
      • 1,537 Sq Ft
      • Built 1942
      24 Amato Ln, Highland, NY 12528

      Last Sold Summary

      • 47% Above List Price
      • $179/SF
      • 140 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Maria Murphy Keller Williams Realty

  • /41

    $425,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,892 Sq Ft

    18 Grove St, Highland, NY 12528

    Welcome to a truly turn-key home where thoughtful renovation meets everyday comfort. Completely transformed in 2017, this residence offers a bright, modern feel while delivering flexibility rarely found at this price point. The main living spaces flow beautifully, anchored by a stylish, fully updated kitchen featuring granite countertops, stainless steel appliances, and crisp cabinetry—perfect

    John Durso Keller Williams Realty Partner

    18 Grove St, Highland, NY 12528
  • 411 Vineyard Ave, Highland, NY 12528

    $260,000 Sold Jun 24, 2025

    411 Vineyard Ave, Highland, NY 12528

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1963

    Last Sold Summary

    • 21% Below List Price
    • $250/SF
    • 141 Days On Market

    Current Estimated Value $272,666

    Last Listing Agent Brian Smith River Realty Services, Inc.

    411 Vineyard Ave, Highland, NY 12528
    • 228 Plutarch Rd, Highland, NY 12528

      Est $497,251 Not Listed For Sale

      228 Plutarch Rd, Highland, NY 12528

      • 3 Beds
      • 2 Baths
      • 1,753 Sq Ft
      • Built 1946
      228 Plutarch Rd, Highland, NY 12528

      Last Sold Summary

      • 24% Above List Price
      • $228/SF
      • 88 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Dawn Passante Coldwell Banker Village Green

  • /7

    $399,900 Pending

    • 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
  • /33

    $560,000 Sold Feb 24, 2026

    38 Mayer Dr, Highland, NY 12528

    • 3 Beds
    • 3 Baths
    • 1,918 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $292/SF
    • 24 Days On Market

    Current Estimated Value $591,266

    Last Listing Agent Kristabelle McDermott The Machree Group, LLC

    38 Mayer Dr, Highland, NY 12528
    • 353 Plutarch Rd, Highland, NY 12528

      Est $696,716 Not Listed For Sale

      353 Plutarch Rd, Highland, NY 12528

      • 3 Beds
      • 2.5 Baths
      • 2,277 Sq Ft
      • Built 1996
      353 Plutarch Rd, Highland, NY 12528

      Last Sold Summary

      • 16% Above List Price
      • $263/SF
      • 26 Days On Market

      Last Sold Price $599,700

      Last Listing Agent EILEEN FESKO BHHS Hudson Valley Properties

  • /34

    $305,000

    • 2 Beds
    • 1 Bath
    • 946 Sq Ft

    791 Gregory Ct Unit 706, Highland, NY 12528

    Immaculate first-floor two bedroom end-unit condominium in Highland, NY. located in the sought-after Woods at Bridgeview Community. Enjoy the French-door study and covered patio off the living room with wooded views into Franny Reese Park. A quick three minute car ride brings you to the Hudson Valley Rail Trail, that connects to the Walkway of the Hudson. Highlights of this well-maintained home

    Barbara Carter Century 21 Alliance Rlty Group

    791 Gregory Ct Unit 706, Highland, NY 12528
  • /31

    $369,000 Sold Jul 07, 2025

    10 Perkinsville Rd, Highland, NY 12528

    • 3 Beds
    • 2 Baths
    • 1,311 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $281/SF
    • 29 Days On Market

    Current Estimated Value $395,541

    Last Listing Agent Ewa Kusmierek eXp Realty, LLC

    10 Perkinsville Rd, Highland, NY 12528

Showing Results 121 - 160, Page 4 of 18

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