Recently Sold Highland, NY Homes

• 

  $450,000 Sold Mar 23, 2026

  25 Mile Hill Rd, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • Built 1995

  Last Sold Summary

  • 6% Above List Price
  • $297/SF
  • 29 Days On Market

  Current Estimated Value $440,005

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  25 Mile Hill Rd, Highland, NY 12528
• 

  $210,000 Sold Mar 17, 2026

  18 Hillside Place, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft
  • Built 1950

  Last Sold Summary

  • 5% Below List Price
  • $192/SF
  • 130 Days On Market

  Current Estimated Value $224,035

  Last Listing Agent Brian Smith River Realty Services, Inc.

  18 Hillside Place, Highland, NY 12528
• 

  

  

  /29

  $344,900 Sold Jul 18, 2025

  124 Half Moon Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,681 Sq Ft
  • Built 1962

  Last Sold Summary

  • $205/SF
  • 56 Days On Market

  Current Estimated Value $376,517

  Last Listing Agent Paige McClintock Howard Hanna Rand Realty

  124 Half Moon Rd, Highland, NY 12528
• 

  

  

  /64

  $700,000 Sold Apr 03, 2026

  11 Tricia Blvd, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 3,526 Sq Ft
  • Built 1999

  Last Sold Summary

  • 103,604% Above List Price
  • $199/SF
  • 23 Days On Market

  Current Estimated Value $670,162

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  11 Tricia Blvd, Highland, NY 12528
• 

  

  

  /31

  $425,000 Sold Jul 08, 2025

  831 N Chodikee Lake Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 2,524 Sq Ft
  • Built 1994

  Last Sold Summary

  • $168/SF
  • 10 Days On Market

  Current Estimated Value $484,836

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  831 N Chodikee Lake Rd, Highland, NY 12528
• 

  $185,000 Sold Jan 21, 2026

  16 Trout Brook Ln, Highland, NY 12528

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2017

  Last Sold Summary

  • 24% Below List Price
  • $127/SF
  • 58 Days On Market

  Last Listing Agent Lisa Cozzolino Cronin & Company Real Estate

  16 Trout Brook Ln, Highland, NY 12528
• 

  $327,000 Sold Nov 20, 2025

  283 Hawleys Corners Rd, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,816 Sq Ft
  • Built 1900

  Last Sold Summary

  • 9% Below List Price
  • $180/SF
  • 74 Days On Market

  Current Estimated Value $348,939

  Last Listing Agent Dawn Passante Coldwell Banker Village Green

  283 Hawleys Corners Rd, Highland, NY 12528
• 

  $50,000 Sold Nov 17, 2025

  0 Yulan-Barryville Rd Unit KEY857000, Highland, NY 12719

  • Land
  • 7.33 Acres
  • $6,821 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 154 Days On Market

  Last Listing Agent Loretta Wolff NexLvl Real Estate Inc.

  0 Yulan-Barryville Rd Unit KEY857000, Highland, NY 12719
• 

  $559,000 Sold Dec 09, 2025

  19 Emerson Terrace, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 2,668 Sq Ft
  • Built 2021

  Last Sold Summary

  • $210/SF
  • 87 Days On Market

  Current Estimated Value $581,168

  Last Listing Agent Susan Todd BHHS Hudson Valley Properties

  19 Emerson Terrace, Highland, NY 12528
• 

  $620,000 Sold Jan 05, 2026

  93 Glen Rock Cir, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 2,270 Sq Ft
  • Built 2008

  Last Sold Summary

  • 9% Above List Price
  • $273/SF
  • 26 Days On Market

  Current Estimated Value $605,528

  Last Listing Agent Randy Spiesman Weichert REALTORS

  93 Glen Rock Cir, 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 $422,723

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  399 New Paltz Rd, 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 $310,844

  Last Listing Agent Daniel Amone BHHS Hudson Valley Properties

  7 Sunny Brook Cir, 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 $558,301

  Last Listing Agent Leigh Wagner-Quintana Past Member

  42 Bell Dr, 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 $291,854

  Last Listing Agent Eugene Valoy BHHS Hudson Valley Properties

  787 Gregory Ct, Highland, NY 12528
• 

  $435,000 Sold Jun 05, 2025

  7 Dirks Terrace, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $271/SF
  • 19 Days On Market

  Current Estimated Value $444,615

  Last Listing Agent Nancy Senescu Bella NS Properties LLC

  7 Dirks Terrace, 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 $277,549

  Last Listing Agent Leigh Wagner-Quintana Past Member

  48 Sunny Brook Cir, 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
• 

  

  /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 $422,106

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

  266 Swartekill Rd, 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 $432,263

  Last Listing Agent Debra Dooley BHHS HUDSON VALLEY PROP-NP

  307 Vineyard Ave, Highland, NY 12528
• 

  

  /19

  $325,000 Sold Jul 22, 2025

  183 Pancake Hollow Rd, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $251/SF
  • 151 Days On Market

  Current Estimated Value $348,391

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  183 Pancake Hollow Rd, Highland, NY 12528
• 

  $499,000 Sold Feb 03, 2026

  123 Vineyard Ave, Highland, NY 12528

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 1900

  Last Sold Summary

  • 17% Below List Price
  • $208/SF
  • 68 Days On Market

  Current Estimated Value $494,112

  Last Listing Agent Dawn Passante Coldwell Banker Village Green

  123 Vineyard Ave, Highland, NY 12528
• 

  $51,000 Sold Oct 31, 2025

  0 Summit Dr Unit KEYH6318306, Highland, NY 12732

  • Land
  • 5.04 Acres
  • $10,119 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 361 Days On Market

  Last Listing Agent Dawn Payne Payne Team LLC

  0 Summit Dr Unit KEYH6318306, Highland, NY 12732
• 

  

  /20

  $350,000 Sold Apr 30, 2026

  15 Troy Ln, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,302 Sq Ft
  • Built 1997

  Last Sold Summary

  • $269/SF
  • 28 Days On Market

  Current Estimated Value $345,728

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  15 Troy Ln, Highland, NY 12528
• 

  

  /35

  $680,000 Sold Jun 27, 2025

  14 Tina Dr, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • Built 1974

  Last Sold Summary

  • 1% Above List Price
  • $411/SF
  • 20 Days On Market

  Current Estimated Value $683,381

  Last Listing Agent Monica Schwerberg Compass Greater NY, LLC

  14 Tina Dr, 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 $332,541

  Last Listing Agent Nancy Diehl Rita Levine Real Estate

  422 Gregory Ct Unit 307, 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 $187,667

  Last Listing Agent Kristi Mordica Welch Realty Inc.

  536 N Riverside 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 $576,318

  Last Listing Agent Lindsay Rothman Compass Greater NY LLC

  5 Willow Dock 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
• 

  $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 $459,704

  Last Listing Agent Dawn Passante Coldwell Banker Village Green

  224 Martin Ave, Highland, NY 12528
• 

  

  /6

  $105,000 Sold Mar 16, 2026

  Tbd Smith Terrace, Highland, NY 12528

  • Land
  • 29,620 Sq Ft
  • $154,412 per Acre

  Last Sold Summary

  • 6% Above List Price
  • 21 Days On Market

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  Tbd Smith Terrace, Highland, NY 12528
• 

  

  /32

  $450,000 Sold May 04, 2026

  668 U S 44, Highland, NY 12528

  • 4 Beds
  • 1.5 Baths
  • 3,140 Sq Ft
  • Built 1920

  Last Sold Summary

  • $143/SF
  • 67 Days On Market

  Last Listing Agent Heather Hughes Hudson Dwellings Realty

  668 U S 44, Highland, NY 12528
• 

  $299,000 Sold Mar 24, 2026

  8 Sunny Brook Cir, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1974

  Last Sold Summary

  • $267/SF
  • 128 Days On Market

  Current Estimated Value $293,807

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  8 Sunny Brook Cir, Highland, NY 12528
• 

  

  /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 $135,139

  Last Listing Agent Michelle England Howard Hanna Rand Realty

  251 Fosler Rd, 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 $384,493

  Last Listing Agent Ronnie Rebis Grist Mill Real Estate

  365 Crescent Ave Unit 367, Highland, NY 12528
• 

  $448,000 Sold Mar 19, 2026

  334 Pancake Hollow Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 2,715 Sq Ft
  • Built 1880

  Last Sold Summary

  • 6% Below List Price
  • $165/SF
  • 130 Days On Market

  Current Estimated Value $430,001

  Last Listing Agent Leigh Wagner-Quintana Keller Williams Hudson Valley

  334 Pancake Hollow Rd, 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 $562,745

  Last Listing Agent John Olivero Keller Williams Realty

  6 Emerson Terrace, Highland, NY 12528
• 

  

  /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 $453,217

  Last Listing Agent Leigh Wagner-Quintana Past Member

  41 New Paltz Rd, 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 $164,266

  Last Listing Agent Brian Cafferty Halter Associates Realty

  274 Swartekill Rd, 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 $364,224

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  26 Toc Dr, 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 $307,122

  Last Listing Agent John Durso Keller Williams Realty Partner

  660 Gregory Ct Unit 410, Highland, NY 12528

Showing Results 1 - 40, Page 1 of 4