Recently Sold Highland, NY Homes

/39
$415,000

Sold Jun 03, 2026

3 Commercial Ave, Highland, NY 12528
- 3 Beds
- 1.5 Baths
- 1,176 Sq Ft
- Built 1920
Last Sold Summary
- 4% Above List Price
- $353/SF
- 32 Days On Market
Current Estimated Value $400,911

Last Listing Agent Savannah Miceli Century 21 Alliance-NP

3 Commercial Ave, Highland, NY 12528
$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 $444,518

Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

25 Mile Hill Rd, Highland, NY 12528
$550,000

Sold May 19, 2026

56 Beaver Brook Rd, Highland, NY 12792
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1935
Last Sold Summary
- $573/SF
- 21 Days On Market
Current Estimated Value $538,157

Last Listing Agent Caroline Akt Caroline Akt Realty LLC

56 Beaver Brook Rd, Highland, NY 12792
$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 $216,908

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 $692,687

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 $470,180

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 $350,994

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
$420,000

Sold Jun 03, 2026

616 N Elting Corners Rd, Highland, NY 12528
- 3 Beds
- 1 Bath
- 1,556 Sq Ft
- Built 1996
Last Sold Summary
- 5% Above List Price
- $270/SF
- 13 Days On Market
Current Estimated Value $404,749

Last Listing Agent Carla DeMarsh DeMarsh Properties Inc.

616 N Elting Corners Rd, Highland, NY 12528
$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 $575,176

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 $610,665

Last Listing Agent Randy Spiesman Weichert REALTORS

93 Glen Rock Cir, 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 $543,139

Last Listing Agent Jacob Cohen eXp Realty

44 Clearwater Rd, 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 $422,916

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 $319,649

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 $554,811

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 $295,769

Last Listing Agent Eugene Valoy BHHS Hudson Valley Properties

787 Gregory Ct, 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 $585,904

Last Listing Agent Hayes Clement Compass Greater New York, LLC

660 N Chodikee Lake Rd, 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 $456,934

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 $275,956

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 $420,854

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 $428,944

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 $352,943

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 $492,872

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
$340,000

Sold May 28, 2026

396 Crescent Ave, Highland, NY 12528
- 2 Beds
- 1 Bath
- 1,073 Sq Ft
- Built 1962
Last Sold Summary
- 14% Above List Price
- $317/SF
- 47 Days On Market
Current Estimated Value $313,423

Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

396 Crescent Ave, Highland, NY 12528
/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 $348,340

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 $682,528

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 $330,061

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 $191,667

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 $568,834

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 $462,812

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 $296,736

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 $135,654

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 $402,842

Last Listing Agent Ronnie Rebis Grist Mill Real Estate

365 Crescent Ave Unit 367, Highland, NY 12528

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