Recently Sold Hillsdale, NY Homes

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  /3

  $25,000 Sold May 28, 2025

  0 Stonehill Dr, Hillsdale, NY 12529

  • Land
  • 41,817 Sq Ft
  • $26,042 per Acre

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent David Birch Barns & Farms Realty, LLC

  0 Stonehill Dr, Hillsdale, NY 12529
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  /30

  $650,000 Sold Dec 22, 2025

  63 Cherokee Dr, Hillsdale, NY 12529

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $288/SF
  • 33 Days On Market

  Current Estimated Value $644,337

  Last Listing Agent Blanche Mackey Copake Lake Realty Corp.

  63 Cherokee Dr, Hillsdale, NY 12529
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  /18

  $500,000 Sold Jan 23, 2026

  2253 County Route 21, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 1,493 Sq Ft
  • Built 2021

  Last Sold Summary

  • 7% Below List Price
  • $335/SF
  • 124 Days On Market

  Last Listing Agent Jeffries Blackerby Houlihan Lawrence Inc.

  2253 County Route 21, Hillsdale, NY 12529
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  /42

  $1,350,000 Sold Jun 27, 2025

  864 W End Rd, Hillsdale, NY 12529

  • 4 Beds
  • 3.5 Baths
  • 3,540 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Above List Price
  • $381/SF
  • 15 Days On Market

  Current Estimated Value $1,378,168

  Last Listing Agent John Barbato Compass, Hillsdale

  864 W End Rd, Hillsdale, NY 12529
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  /20

  $605,000 Sold Sep 17, 2025

  15 Roosevelt Dr, Hillsdale, NY 12529

  • 1,080 Sq Ft
  • Built 1958

  Last Sold Summary

  • 34% Below List Price
  • $560/SF
  • 742 Days On Market

  Current Estimated Value $569,441

  Last Listing Agent Donna Peck Past Member

  15 Roosevelt Dr, Hillsdale, NY 12529
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  /20

  $295,000 Sold Dec 30, 2025

  376 Approx Whippoorwill Rd, Hillsdale, NY 12529

  • Land
  • 12 Acres
  • $24,583 per Acre

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent John Avenia Columbia County RE Specialist

  376 Approx Whippoorwill Rd, Hillsdale, NY 12529
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  /44

  $725,000 Sold Dec 09, 2025

  15 Tory Hill Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,592 Sq Ft
  • Built 2007

  Last Sold Summary

  • $280/SF
  • 45 Days On Market

  Current Estimated Value $749,431

  Last Listing Agent John Avenia Columbia County RE Specialist

  15 Tory Hill Rd, Hillsdale, NY 12529
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  /57

  $1,168,500 Sold Jul 11, 2025

  523 Breezy Hill Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2.5 Baths
  • 1,931 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $605/SF
  • 44 Days On Market

  Current Estimated Value $1,187,592

  Last Listing Agent Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  523 Breezy Hill Rd, Hillsdale, NY 12529
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  /29

  $965,000 Sold Dec 22, 2025

  271 Texas Hill Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,279 Sq Ft
  • Built 1930

  Last Sold Summary

  • $423/SF
  • 21 Days On Market

  Current Estimated Value $1,011,081

  Last Listing Agent Kelcey Otten Compass Greater NY, LLC d/b/a

  271 Texas Hill Rd, Hillsdale, NY 12529
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  $850,000 Sold Feb 24, 2026

  9254 New York 22, Hillsdale, NY 12529

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Above List Price
  • $340/SF
  • 16 Days On Market

  Last Listing Agent David Birch Barns and Farms Realty LLC

  9254 New York 22, Hillsdale, NY 12529
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  /4

  $81,000 Sold Jan 27, 2026

  0 Rodman Rd, Hillsdale, NY 12529

  • Land
  • 4.4 Acres
  • $18,409 per Acre

  Last Sold Summary

  • 2% Above List Price
  • 14 Days On Market

  Last Listing Agent Theresa Westlake Copake Lake Realty Corp.

  0 Rodman Rd, Hillsdale, NY 12529
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  /4

  $199,999 Sold Dec 31, 2025

  2605 New York 23, Hillsdale, NY 12529

  • 5 Beds
  • 3 Baths
  • 2,578 Sq Ft
  • Built 1890

  Last Sold Summary

  • $78/SF
  • 40 Days On Market

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.

  2605 New York 23, Hillsdale, NY 12529
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  $795,000 Sold Jun 25, 2025

  50 Lockwood Rd, Craryville, NY 12521

  • 4 Beds
  • 2 Baths
  • 1,657 Sq Ft
  • Built 1850

  Last Sold Summary

  • $480/SF
  • 22 Days On Market

  Current Estimated Value $834,870

  Last Listing Agent Annabel Taylor Four Seasons Sothebys Intl

  50 Lockwood Rd, Craryville, NY 12521
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  /18

  $335,000 Sold Jul 24, 2025

  118 Yonderview Rd, Hillsdale, NY 12529

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Below List Price
  • $218/SF
  • 58 Days On Market

  Current Estimated Value $349,546

  Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.

  118 Yonderview Rd, Hillsdale, NY 12529
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  /26

  $510,000 Sold Dec 15, 2025

  25 Catamount Rd, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 820 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Below List Price
  • $622/SF
  • 33 Days On Market

  Last Listing Agent Paige Backhaus William Raveis Real Estate

  25 Catamount Rd, Hillsdale, NY 12529
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  /14

  $255,000 Sold Feb 13, 2026

  49 Stonehill Dr, Hillsdale, NY 12529

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft
  • Built 1963

  Last Sold Summary

  • 9% Above List Price
  • $486/SF
  • 78 Days On Market

  Current Estimated Value $249,087

  Last Listing Agent Sarah Lipsky William Pitt Sothebys Intn'l

  49 Stonehill Dr, Hillsdale, NY 12529
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  /26

  $1,037,500 Sold Apr 28, 2026

  9715 New York 22, Hillsdale, NY 12529

  • 5 Beds
  • 2.5 Baths
  • 3,350 Sq Ft
  • Built 1788

  Last Sold Summary

  • 6% Below List Price
  • $310/SF
  • 160 Days On Market

  Last Listing Agent Annabel Taylor Four Seasons Sotheby's Int.

  9715 New York 22, Hillsdale, NY 12529
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  /68

  $3,700,000 Sold Aug 18, 2025

  149 Tory Hill Farm Rd, Hillsdale, NY 12529

  • 4 Beds
  • 2.5 Baths
  • 3,604 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Above List Price
  • $1,027/SF
  • 39 Days On Market

  Current Estimated Value $3,356,646

  Last Listing Agent John Barbato Compass, Hillsdale

  149 Tory Hill Farm Rd, Hillsdale, NY 12529
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  /4

  $150,000 Sold Jan 29, 2026

  0 Knapp Hollow Ln, Hillsdale, NY 12529

  • Land
  • 6.25 Acres
  • $24,000 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 39 Days On Market

  Last Listing Agent marylou Kersten Copake Lake Realty Corp.

  0 Knapp Hollow Ln, Hillsdale, NY 12529
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  /39

  $912,500 Sold Nov 07, 2025

  11 Cold Water St, Hillsdale, NY 12529

  • 5 Beds
  • 3.5 Baths
  • 2,834 Sq Ft
  • Built 1848

  Last Sold Summary

  • 2% Above List Price
  • $322/SF
  • 29 Days On Market

  Last Listing Agent MATTHEW CAREY Rouse + Co Real Estate

  11 Cold Water St, Hillsdale, NY 12529
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  $1,100,000 Sold Aug 18, 2025

  515 Turnpike, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft
  • Built 1983

  Last Sold Summary

  • 8% Below List Price
  • $515/SF
  • 50 Days On Market

  Last Listing Agent Joseph Briggs William Pitt Sothebys Int Rlty

  515 Turnpike, Hillsdale, NY 12529
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  $1,150,000 Sold Nov 17, 2025

  306 County Route 21c, Ghent, NY 12075

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1890

  Last Sold Summary

  • 8% Below List Price
  • $460/SF
  • 48 Days On Market

  Current Estimated Value $1,182,142

  Last Listing Agent Nancy Felcetto Brown Harris Stevens HV LLC

  306 County Route 21c, Ghent, NY 12075
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  /18

  $586,000 Sold Jun 30, 2025

  676 County Route 21, Ghent, NY 12075

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $452/SF
  • 38 Days On Market

  Last Listing Agent Terry Cozzolino Cozzolino Real Estate Inc

  676 County Route 21, Ghent, NY 12075
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  /32

  $1,175,000 Sold Jul 03, 2025

  17 White Hill Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2.5 Baths
  • 2,194 Sq Ft
  • Built 1970

  Last Sold Summary

  • 9% Below List Price
  • $536/SF
  • 38 Days On Market

  Current Estimated Value $1,208,813

  Last Listing Agent PATRICIA HINKEIN Patricia A. Hinkein Realty

  17 White Hill Rd, Hillsdale, NY 12529
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  $805,000 Sold Nov 14, 2025

  470 N Mountain Rd, Copake Falls, NY 12517

  • 3 Beds
  • 3 Baths
  • 1,636 Sq Ft
  • Built 1840

  Last Sold Summary

  • 1% Above List Price
  • $492/SF
  • 8 Days On Market

  Current Estimated Value $776,103

  Last Listing Agent Tom Lynch Compass Greater NY LLC

  470 N Mountain Rd, Copake Falls, NY 12517
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  /42

  $1,500,000 Sold Aug 01, 2025

  57 Cold Water St, Hillsdale, NY 12529

  • 2 Beds
  • 3 Baths
  • 7,656 Sq Ft
  • Built 1928

  Last Sold Summary

  • 5% Below List Price
  • $196/SF
  • 59 Days On Market

  Current Estimated Value $1,491,830

  Last Listing Agent Annabel Taylor Four Seasons Sotheby's Int.

  57 Cold Water St, Hillsdale, NY 12529
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  $400,000 Sold Sep 02, 2025

  840 Pumpkin Hollow Rd S Unit 1, Hillsdale, NY 12529

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Above List Price
  • $231/SF
  • 27 Days On Market

  Current Estimated Value $427,050

  Last Listing Agent Theresa Westlake Copake Lake Realty Corp.

  840 Pumpkin Hollow Rd S Unit 1, Hillsdale, NY 12529
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  /41

  $786,000 Sold Nov 20, 2025

  441 Overlook Dr, Hillsdale, NY 12529

  • 3 Beds
  • 3 Baths
  • 1,875 Sq Ft
  • Built 1940

  Last Sold Summary

  • 1% Below List Price
  • $419/SF
  • 50 Days On Market

  Current Estimated Value $798,152

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC

  441 Overlook Dr, Hillsdale, NY 12529
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  /13

  $725,000 Sold Jan 20, 2026

  2318 County Road 11, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 1,569 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $462/SF
  • 24 Days On Market

  Last Listing Agent Emma French Gabel Real Estate

  2318 County Road 11, Hillsdale, NY 12529
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  $426,500 Sold Sep 11, 2025

  69 SW Colony Rd, Hillsdale, NY 12529

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $421/SF
  • 358 Days On Market

  Current Estimated Value $436,772

  Last Listing Agent Michelle Ayala BHHS Hudson Valley Properties

  69 SW Colony Rd, Hillsdale, NY 12529
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  $2,180,000 Sold Mar 02, 2026

  35 Harlemville Rd, Hillsdale, NY 12529

  • 5 Beds
  • 5.5 Baths
  • 7,200 Sq Ft
  • Built 1980

  Last Sold Summary

  • 34% Below List Price
  • $303/SF
  • 441 Days On Market

  Current Estimated Value $1,989,454

  Last Listing Agent Non MLS HVCR MLS HV Catskill Region MLS

  35 Harlemville Rd, Hillsdale, NY 12529
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  /9

  $215,000 Sold Nov 13, 2025

  10011 New York 22, Hillsdale, NY 12529

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1975

  Last Sold Summary

  • 17% Below List Price
  • $207/SF

  Last Listing Agent Theresa Westlake Copake Lake Realty Corp.

  10011 New York 22, Hillsdale, NY 12529
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  $3,000,000 Sold Jun 10, 2025

  184A Cambridge Rd, Hillsdale, NY 12529

  • 5 Beds
  • 4.5 Baths
  • 4,130 Sq Ft
  • Built 2021

  Last Sold Summary

  • 12% Below List Price
  • $726/SF
  • 35 Days On Market

  Current Estimated Value $2,538,886

  Last Listing Agent Annabel Taylor Four Seasons Sotheby's International Realty

  184A Cambridge Rd, Hillsdale, NY 12529
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  /29

  $1,220,000 Sold Jun 24, 2025

  90 Overlook Dr, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $581/SF
  • 10 Days On Market

  Current Estimated Value $1,247,741

  Last Listing Agent Jennifer Harvey Compass Greater NY LLC

  90 Overlook Dr, Hillsdale, NY 12529
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  $3,850,000 Sold Dec 05, 2025

  350 Tory Hill Farm Rd, Hillsdale, NY 12529

  • 4 Beds
  • 5 Baths
  • 5,998 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Below List Price
  • $642/SF
  • 142 Days On Market

  Current Estimated Value $3,841,804

  Last Listing Agent John Barbato Compass, Hillsdale

  350 Tory Hill Farm Rd, Hillsdale, NY 12529
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  /26

  $715,000 Sold May 12, 2025

  35 Stagecoach Rd, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • Built 1973

  Last Sold Summary

  • 23% Above List Price
  • $440/SF
  • 33 Days On Market

  Current Estimated Value $657,343

  Last Listing Agent Maggie Merelle William Pitt Sothebys Intn'l

  35 Stagecoach Rd, Hillsdale, NY 12529
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  /27

  $1,290,000 Sold Nov 03, 2025

  120 Pumpkin Hollow Rd N, Hillsdale, NY 12529

  • 3 Beds
  • 3 Baths
  • 1,474 Sq Ft
  • Built 2025

  Last Sold Summary

  • $875/SF
  • 27 Days On Market

  Current Estimated Value $1,267,205

  Last Listing Agent Steven Gray Compass Greater NY, LLC d/b/a

  120 Pumpkin Hollow Rd N, Hillsdale, NY 12529
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  /41

  $534,000 Sold Oct 29, 2025

  58 Deer Track Ln, Hillsdale, NY 12529

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $315/SF
  • 177 Days On Market

  Current Estimated Value $536,876

  Last Listing Agent Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  58 Deer Track Ln, Hillsdale, NY 12529
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  /22

  $820,000 Sold Jan 30, 2026

  75 Upper Hollow Rd, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft
  • Built 1988

  Last Sold Summary

  • 25% Below List Price
  • $578/SF
  • 161 Days On Market

  Current Estimated Value $1,161,728

  Last Listing Agent Janet Kain The Kinderhook Group, Inc.

  75 Upper Hollow Rd, Hillsdale, NY 12529
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  $640,000 Sold Oct 15, 2025

  7 Memory Ln, Hillsdale, NY 12529

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $634/SF
  • 27 Days On Market

  Current Estimated Value $656,480

  Last Listing Agent John Barbato Compass, Hillsdale

  7 Memory Ln, Hillsdale, NY 12529

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