Recently Sold Highland, NY Homes

$347,000 Sold Apr 11, 2025

122 Vineyard Ave, Highland, NY 12528
- 4 Beds
- 2 Baths
- 2,110 Sq Ft
- Built 1900
Last Sold Summary
- 4% Above List Price
- $164/SF
- 28 Days On Market
Current Estimated Value $357,903

Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp

122 Vineyard Ave, 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 $360,160

Last Listing Agent Paige McClintock Howard Hanna Rand Realty

124 Half Moon Rd, 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 $486,511

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
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
Last Listing Agent Susan Todd BHHS Hudson Valley Properties

19 Emerson Terrace, Highland, NY 12528
$365,000 Sold Mar 03, 2025

325 Perkinsville Rd, Highland, NY 12528
- 3 Beds
- 2 Baths
- 1,458 Sq Ft
- Built 1996
Last Sold Summary
- 19% Below List Price
- $250/SF
- 88 Days On Market
Current Estimated Value $388,460

Last Listing Agent Geraldine Gaudioso Century 21 Alliance Rlty Group

325 Perkinsville Rd, 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
Last Listing Agent Randy Spiesman Weichert REALTORS

93 Glen Rock Cir, Highland, NY 12528
$359,900 Sold Feb 21, 2025

721 Milton Turnpike, Highland, NY 12528
- 4 Beds
- 2 Baths
- 2,535 Sq Ft
- Built 1930
Last Sold Summary
- $142/SF
- 8 Days On Market
Current Estimated Value $377,013

Last Listing Agent Megan Rios Berardi Realty

721 Milton Turnpike, 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 $366,564

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 $313,982

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 $539,725

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

42 Bell Dr, 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 $429,574

Last Listing Agent Nancy Senescu Bella NS Properties LLC

7 Dirks Terrace, Highland, NY 12528
/25
$680,000 Sold Feb 24, 2025

11 Palazzo Ln, Highland, NY 12528
- 5 Beds
- 3.5 Baths
- 2,880 Sq Ft
- Built 1991
Last Sold Summary
- 2% Below List Price
- $236/SF
- 11 Days On Market
Last Listing Agent Jason Schobert eXp Realty, LLC

11 Palazzo Ln, 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
Last Listing Agent Leigh Wagner-Quintana Keller Williams Realty HV Nort

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
$317,500 Sold Mar 31, 2025

465 Plutarch Rd, Highland, NY 12528
- 4 Beds
- 2 Baths
- 1,588 Sq Ft
- Built 1950
Last Sold Summary
- 9% Below List Price
- $200/SF
- 16 Days On Market
Current Estimated Value $360,797

Last Listing Agent Rebecca Kaufman Q Home Sales

465 Plutarch 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 $407,466

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

266 Swartekill Rd, Highland, NY 12528
$589,000 Sold Mar 14, 2025

11 Bellevue Rd, Highland, NY 12528
- 3 Beds
- 3.5 Baths
- 2,660 Sq Ft
- Built 1978
Last Sold Summary
- 2% Below List Price
- $221/SF
- 102 Days On Market
Current Estimated Value $604,643

Last Listing Agent Dawn Passante Coldwell Banker Village Green

11 Bellevue 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
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 $339,908

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
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
/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 $667,728

Last Listing Agent Monica Schwerberg Compass Greater NY, LLC

14 Tina Dr, Highland, NY 12528
$349,900 Sold Mar 05, 2025

114 Half Moon Rd, Highland, NY 12528
- 3 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1900
Last Sold Summary
- $296/SF
- 35 Days On Market
Current Estimated Value $359,241

Last Listing Agent Anne Marie O'Brien Curasi Realty, Inc.

114 Half Moon Rd, 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
/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 $195,667

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
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 $441,672

Last Listing Agent Dawn Passante Coldwell Banker Village Green

224 Martin Ave, 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
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 $382,954

Last Listing Agent Ronnie Rebis Grist Mill Real Estate

365 Crescent Ave Unit 367, 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 $538,688

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

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 $164,918

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 $352,603

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 $294,620

Last Listing Agent John Durso Keller Williams Realty Partner

660 Gregory Ct Unit 410, 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 $561,765

Last Listing Agent Angela Kern BHHS Hudson Valley Properties

17 Dogwood Knolls, 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 $458,209

Last Listing Agent Christopher Baker River to Ridge Rlty Associates

723 New Paltz Rd, Highland, NY 12528

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