Highland, NY Homes

• 

  Est $449,106 Not Listed For Sale

  12 Van Wagner Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1985

  12 Van Wagner Rd, Highland, NY 12528

  Last Sold Summary

  • 6% Above List Price
  • $269/SF
  • 44 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Danielle Siltz RE/MAX Prime Properties
• 

  

  

  /42

  $413,000 Sold Apr 02, 2025

  50 Phillips Ave, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,352 Sq Ft
  • Built 1965

  Last Sold Summary

  • 10% Above List Price
  • $305/SF
  • 31 Days On Market

  Current Estimated Value $428,221

  Last Listing Agent Barbara Carter Century 21 Alliance-NP

  50 Phillips Ave, Highland, NY 12528
• 

  

  

  /27

  Est $379,526 Not Listed For Sale

  4 Van Wagner Rd, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 1,812 Sq Ft
  • Built 1946

  4 Van Wagner Rd, Highland, NY 12528

  Last Sold Summary

  • 1% Above List Price
  • $207/SF
  • 32 Days On Market

  Last Sold Price $375,000

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

  $420,000 Sold Mar 12, 2025

  27 Vineyard Ave, Highland, NY 12528

  • 6 Beds
  • 4 Baths
  • 2,916 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $144/SF
  • 50 Days On Market

  Last Listing Agent Hamar Clarke Clarke Realty & Associates LLC

  27 Vineyard Ave, Highland, NY 12528
• 

  Est $344,734 Not Listed For Sale

  21 Maple Ave, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,477 Sq Ft
  • Built 1943

  21 Maple Ave, Highland, NY 12528

  Last Sold Summary

  • 9% Above List Price
  • $213/SF
  • 41 Days On Market

  Last Sold Price $315,000

  Last Listing Agent Margaret Thorne KW MidHudson
• 

  $349,999 Sold May 30, 2025

  20 Woodside Place, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1953

  Last Sold Summary

  • 7% Below List Price
  • $219/SF
  • 195 Days On Market

  Current Estimated Value $358,839

  Last Listing Agent Richard Baxter Keller Williams Realty

  20 Woodside Place, Highland, NY 12528
• 

  

  /32

  Est $376,539 Not Listed For Sale

  25 Washington Ave, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,442 Sq Ft
  • Built 1870

  25 Washington Ave, Highland, NY 12528

  Last Sold Summary

  • 12% Above List Price
  • $232/SF
  • 3 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Judy Lancia Houlihan Lawrence - EF
• 

  

  /28

  $385,000 Sold Sep 05, 2025

  21 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
  • 33 Days On Market

  Current Estimated Value $404,132

  Last Listing Agent Dustin Leibowitz eXp Realty, LLC

  21 Clearwater Rd, Highland, NY 12528
• 

  

  /13

  Est $426,127 Not Listed For Sale

  20 Washington Ave, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft
  • Built 1840

  20 Washington Ave, Highland, NY 12528

  Last Sold Summary

  • 20% Above List Price
  • $211/SF
  • 8 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Elizabeth Decker Hudson Dwellings Realty
• 

  

  /30

  $366,000 Sold Feb 12, 2026

  222 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Above List Price
  • $193/SF
  • 36 Days On Market

  Current Estimated Value $360,432

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  222 Sterling Place, Highland, NY 12528
• 

  

  /22

  Est $368,002 Not Listed For Sale

  33 Grand St, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Built 1865

  33 Grand St, Highland, NY 12528

  Last Sold Summary

  • 11% Above List Price
  • $248/SF
  • 19 Days On Market

  Last Sold Price $332,000

  Last Listing Agent Gabrielle Edwards Past Member
• 

  $605,000 Sold Dec 12, 2025

  30 Mayer Dr, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 2,480 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Above List Price
  • $244/SF
  • 26 Days On Market

  Current Estimated Value $599,181

  Last Listing Agent Margaret Thorne KW MidHudson

  30 Mayer Dr, Highland, NY 12528
• 

  Not Listed For Sale

  18 Woodside Place, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,312 Sq Ft
  • Built 1957

  18 Woodside Place, Highland, NY 12528

  Last Sold Summary

  • $267/SF
  • 22 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Alejandra Fermin Empire Fine Homes
• 

  $257,000 Sold Dec 10, 2025

  53 Sunny Brook Cir, Highland, NY 12528

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

  Last Sold Summary

  • 7% Below List Price
  • $243/SF
  • 83 Days On Market

  Current Estimated Value $254,808

  Last Listing Agent Danielle Bartula Howard Hanna Rand Realty

  53 Sunny Brook Cir, Highland, NY 12528
• 

  

  /35

  Est $348,143 Not Listed For Sale

  6 Meadow St, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • Built 1920

  6 Meadow St, Highland, NY 12528

  Last Sold Summary

  • 9% Above List Price
  • $204/SF
  • 67 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Angela Paul Past Member
• 

  $296,500 Sold Nov 24, 2025

  22 Woodside Place, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 1,336 Sq Ft
  • Built 1947

  Last Sold Summary

  • 1% Below List Price
  • $222/SF
  • 28 Days On Market

  Current Estimated Value $300,342

  Last Listing Agent MARIA FUERTES Redfin Real Estate

  22 Woodside Place, Highland, NY 12528
• 

  

  /27

  Est $169,862 Not Listed For Sale

  25 Phillips Ave, Highland, NY 12528

  • 4 Beds
  • 3 Baths
  • 2,962 Sq Ft
  • Built 1940

  25 Phillips Ave, Highland, NY 12528

  Last Sold Summary

  • 15% Below List Price
  • $68/SF
  • 72 Days On Market

  Last Sold Price $200,000

  Last Listing Agent Heather Hughes Hudson Dwellings Realty
• 

  $422,300 Sold Dec 30, 2025

  6 Smith Terrace, Highland, NY 12528

  • 4 Beds
  • 3 Baths
  • 1,728 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Below List Price
  • $244/SF
  • 57 Days On Market

  Current Estimated Value $401,743

  Last Listing Agent Virginia Corbett eXp Realty

  6 Smith Terrace, Highland, NY 12528
• 

  

  /22

  Est $277,941 Not Listed For Sale

  23 Grove St, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 772 Sq Ft
  • Built 1942

  23 Grove St, Highland, NY 12528

  Last Sold Summary

  • 1% Below List Price
  • $363/SF
  • 36 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Laurel Sweeney Berkshire Hathaway Homeservice
• 

  

  /43

  $240,000 Sold Oct 27, 2025

  312 Crescent Ave, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 2,314 Sq Ft
  • Built 1896

  Last Sold Summary

  • 37% Below List Price
  • $104/SF
  • 109 Days On Market

  Current Estimated Value $392,498

  Last Listing Agent Machree Quaker The Machree Group, LLC

  312 Crescent Ave, Highland, NY 12528
• 

  

  /34

  Est $649,607 Not Listed For Sale

  121 Vineyard Ave, Highland, NY 12528

  • 3 Beds
  • 3.5 Baths
  • 3,394 Sq Ft
  • Built 1846

  121 Vineyard Ave, Highland, NY 12528

  Last Sold Summary

  • 3% Above List Price
  • $185/SF
  • 7 Days On Market

  Last Sold Price $628,888

  Last Listing Agent Diana Polack Compass Greater NY, LLC
• 

  

  /42

  $470,000 Sold Oct 09, 2025

  20 Lauretta Dr, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 2,248 Sq Ft
  • Built 1963

  Last Sold Summary

  • 12% Above List Price
  • $209/SF
  • 27 Days On Market

  Current Estimated Value $454,783

  Last Listing Agent Peter Ilani BHHS HUDSON VALLEY PROP-R

  20 Lauretta Dr, Highland, NY 12528
• 

  

  /29

  Est $390,424 Not Listed For Sale

  2 Highland Ave, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,106 Sq Ft
  • Built 1958

  2 Highland Ave, Highland, NY 12528

  Last Sold Summary

  • 1% Below List Price
  • $358/SF
  • 17 Days On Market

  Last Sold Price $395,900

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN
• 

  $35,000 Sold Dec 11, 2025

  0 Split Rock Dr Unit ONEH6305826, Highland, NY 12719

  • Land
  • 6.06 Acres
  • $5,776 per Acre

  Last Sold Summary

  • 27% Below List Price
  • 547 Days On Market

  Last Listing Agent Gibson McKean Payne Team LLC

  0 Split Rock Dr Unit ONEH6305826, Highland, NY 12719
• 

  Est $347,083 Not Listed For Sale

  15 Van Wagner Rd, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1948

  15 Van Wagner Rd, Highland, NY 12528

  Last Sold Summary

  • 7% Above List Price
  • $246/SF
  • 29 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Annette Exposito eXp Realty
• 

  

  /23

  $678,734 Sold Jun 27, 2025

  368 Plutarch Rd, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 1,754 Sq Ft
  • Built 1998

  Last Sold Summary

  • 13% Above List Price
  • $387/SF
  • 25 Days On Market

  Current Estimated Value $686,286

  Last Listing Agent Helen Coyle Bergstein Past Member

  368 Plutarch Rd, Highland, NY 12528
• 

  Est $415,631 Not Listed For Sale

  23 Tillson Ave, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,883 Sq Ft
  • Built 1926

  23 Tillson Ave, Highland, NY 12528

  Last Sold Summary

  • 9% Above List Price
  • $202/SF
  • 63 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Jorge Lugo Real Broker NY LLC
• 

  $375,000 Sold Nov 18, 2025

  27 Amato Ln, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • Built 1930

  Last Sold Summary

  • $357/SF
  • 22 Days On Market

  Current Estimated Value $364,562

  Last Listing Agent Jacob Cohen eXp Realty

  27 Amato Ln, Highland, NY 12528
• 

  

  /19

  Est $381,100 Not Listed For Sale

  10 Smith Terrace, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,661 Sq Ft
  • Built 1954

  10 Smith Terrace, Highland, NY 12528

  Last Sold Summary

  • 15% Above List Price
  • $199/SF
  • 25 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Andrew Centrone Keller Williams Realty HV Nort
• 

  $500,000 Sold Sep 12, 2025

  290 Tuckers Corners Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $321/SF
  • 59 Days On Market

  Current Estimated Value $509,706

  Last Listing Agent Virginia Corbett eXp Realty

  290 Tuckers Corners Rd, Highland, NY 12528
• 

  

  /33

  Est $648,175 Not Listed For Sale

  31 Tillson Ave, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft
  • Built 1953

  31 Tillson Ave, Highland, NY 12528

  Last Sold Summary

  • 6% Above List Price
  • $324/SF
  • 21 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Craig Smith Compass Greater NY, LLC
• 

  $758,000 Sold Oct 17, 2025

  2 Fieldstone Ct, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 3,253 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $233/SF
  • 107 Days On Market

  Current Estimated Value $755,957

  Last Listing Agent Joseph Brown RE/MAX Real Property Group

  2 Fieldstone Ct, Highland, NY 12528
• 

  Est $381,538 Not Listed For Sale

  23 Mile Hill Rd, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,218 Sq Ft
  • Built 1820

  23 Mile Hill Rd, Highland, NY 12528

  Last Sold Summary

  • 12% Above List Price
  • $279/SF
  • 18 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Gary Warden eXp Realty
• 

  $335,000 Sold Nov 13, 2025

  87 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft
  • Built 1988

  Last Sold Summary

  • $240/SF
  • 90 Days On Market

  Current Estimated Value $335,633

  Last Listing Agent Mark Snyder eXp Realty

  87 Sterling Place, Highland, NY 12528
• 

  

  /15

  Est $856,002 Not Listed For Sale

  28 Maple Ave, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 3,200 Sq Ft
  • Built 1890

  28 Maple Ave, Highland, NY 12528

  Last Sold Summary

  • 13% Above List Price
  • $236/SF
  • 198 Days On Market

  Last Sold Price $755,000

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN
• 

  

  /40

  $359,900 Sold Dec 30, 2025

  466 New Paltz Rd, Highland, NY 12528

  • 2 Beds
  • 2 Baths
  • 1,438 Sq Ft
  • Built 1954

  Last Sold Summary

  • $250/SF
  • 35 Days On Market

  Current Estimated Value $358,153

  Last Listing Agent Justin Phillips United Real Estate HV Edge

  466 New Paltz Rd, Highland, NY 12528
• 

  

  /35

  Est $498,406 Not Listed For Sale

  37 Thorns Ln, Highland, NY 12528

  • 5 Beds
  • 2 Baths
  • 1,659 Sq Ft
  • Built 1974

  37 Thorns Ln, Highland, NY 12528

  Last Sold Summary

  • 7% Below List Price
  • $322/SF
  • 96 Days On Market

  Last Sold Price $535,000

  Last Listing Agent Debra Dooley Berkshire Hathaway Home Services
• 

  $205,000 Sold Sep 22, 2025

  614 Plutarch Rd, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,434 Sq Ft
  • Built 1870

  Last Sold Summary

  • 17% Above List Price
  • $143/SF
  • 18 Days On Market

  Current Estimated Value $274,585

  Last Listing Agent Bonnie Christman BHHS Hudson Valley Properties

  614 Plutarch Rd, Highland, NY 12528
• 

  Est $390,061 Not Listed For Sale

  11 Christopher Ave, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,492 Sq Ft
  • Built 1964

  11 Christopher Ave, Highland, NY 12528

  Last Sold Summary

  • 18% Above List Price
  • $221/SF
  • 48 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Megan Krusen eXp Realty
• 

  $465,000 Sold Sep 25, 2025

  155 Tuckers Corners Rd, Highland, NY 12528

  • 5 Beds
  • 4 Baths
  • 1,890 Sq Ft
  • Built 1928

  Last Sold Summary

  • 3% Above List Price
  • $246/SF
  • 36 Days On Market

  Last Listing Agent Anais O'Connor Compass Greater NY, LLC

  155 Tuckers Corners Rd, Highland, NY 12528

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