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Recently Sold Homes in 12529

Section Image
  • /14

    $104,000

    Sold May 27, 2026

    10021 New York 22, Hillsdale, NY 12529

    • 4 Beds
    • 1 Bath
    • 2,116 Sq Ft
    • Built 1856

    Last Sold Summary

    • 31% Below List Price
    • $49/SF
    • 91 Days On Market

    Last Listing Agent Paul Crayton Coldwell Banker Advisor Realty

    10021 New York 22, Hillsdale, NY 12529
  • /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 $693,032

    Last Listing Agent Blanche Mackey Copake Lake Realty Corp.

    63 Cherokee Dr, Hillsdale, NY 12529
  • /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
  • /9

    $675,000

    Sold Jun 09, 2026

    3244 Cr 7, Hillsdale, NY 12529

    • Land
    • 56.9 Acres
    • $11,863 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 809 Days On Market

    Last Listing Agent Theresa Westlake Copake Lake Realty Corp.

    3244 Cr 7, Hillsdale, NY 12529
  • /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 $669,282

    Last Listing Agent Donna Peck Past Member

    15 Roosevelt Dr, Hillsdale, NY 12529
  • /77

    $1,625,000

    Sold May 18, 2026

    46 Collins St, Hillsdale, NY 12529

    • 4 Beds
    • 3 Baths
    • 2,608 Sq Ft
    • Built 1850

    Last Sold Summary

    • 4% Below List Price
    • $623/SF
    • 62 Days On Market

    Current Estimated Value $1,643,975

    Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

    46 Collins St, Hillsdale, NY 12529
  • /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
  • /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 $810,882

    Last Listing Agent John Avenia Columbia County RE Specialist

    15 Tory Hill Rd, Hillsdale, NY 12529
  • /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 $1,196,469

    Last Listing Agent Claudia Crane COMPASS MASSACHUSETTS , LLC GB

    523 Breezy Hill Rd, Hillsdale, NY 12529
  • /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 $1,024,882

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

    271 Texas Hill Rd, Hillsdale, NY 12529
  • 9254 New York 22, Hillsdale, NY 12529

    $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
  • /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
  • /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
  • /46

    $3,245,000

    Sold Jun 08, 2026

    411 Texas Hill Rd, Hillsdale, NY 12529

    • 4 Beds
    • 4 Baths
    • 4,000 Sq Ft
    • Built 1967

    Last Sold Summary

    • 3% Below List Price
    • $811/SF
    • 32 Days On Market

    Current Estimated Value $3,361,976

    Last Listing Agent Marina Tatistcheff Compass Greater NY LLC

    411 Texas Hill Rd, Hillsdale, NY 12529
  • 180 Collins St, Hillsdale, NY 12529

    $515,000

    Sold Jun 16, 2026

    180 Collins St, Hillsdale, NY 12529

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 1906

    Last Sold Summary

    • 14% Above List Price
    • $418/SF
    • 9 Days On Market

    Current Estimated Value $465,474

    Last Listing Agent Joseph Shirk The Kinderhook Group, Inc.

    180 Collins St, Hillsdale, NY 12529
  • /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 $374,102

    Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.

    118 Yonderview Rd, Hillsdale, NY 12529
  • /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
  • /28

    $450,000

    Sold Jun 18, 2026

    364 Yonderview Rd, Hillsdale, NY 12529

    • 4 Beds
    • 5 Baths
    • 3,425 Sq Ft
    • Built 1850

    Last Sold Summary

    • 16% Below List Price
    • $131/SF
    • 7 Days On Market

    Current Estimated Value $660,996

    Last Listing Agent Lindsay Lebrecht Copake Lake Realty Corp.

    364 Yonderview Rd, Hillsdale, NY 12529
  • /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 $259,286

    Last Listing Agent Sarah Lipsky William Pitt Sothebys Intn'l

    49 Stonehill Dr, Hillsdale, NY 12529
  • /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
  • /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 $3,261,137

    Last Listing Agent John Barbato Compass, Hillsdale

    149 Tory Hill Farm Rd, Hillsdale, NY 12529
  • /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
  • /36

    $580,000

    Sold Jun 12, 2026

    2657 State Route 23, Hillsdale, NY 12529

    • 3 Beds
    • 2 Baths
    • 2,057 Sq Ft
    • Built 1780

    Last Sold Summary

    • 11% Below List Price
    • $282/SF
    • 244 Days On Market

    Current Estimated Value $573,817

    Last Listing Agent John Barbato Compass, Hillsdale

    2657 State Route 23, Hillsdale, NY 12529
  • /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
  • 515 Turnpike, Hillsdale, NY 12529

    $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
  • /34

    $580,000

    Sold Jun 05, 2026

    66 Anthony St, Hillsdale, NY 12529

    • 3 Beds
    • 2 Baths
    • 2,300 Sq Ft
    • Built 1971

    Last Sold Summary

    • 2% Below List Price
    • $252/SF
    • 112 Days On Market

    Last Listing Agent Susan Calkins STONE HOUSE PROPERTIES, LLC

    66 Anthony St, Hillsdale, NY 12529
  • 470 N Mountain Rd, Copake Falls, NY 12517

    $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 $840,937

    Last Listing Agent Tom Lynch Compass Greater NY LLC

    470 N Mountain Rd, Copake Falls, NY 12517
  • /64

    $4,450,000

    Sold Dec 17, 2025

    27 Lake Ridge Ln, Copake Lake, NY 12521

    • 4 Beds
    • 4.5 Baths
    • 6,400 Sq Ft
    • Built 2025

    Last Sold Summary

    • $695/SF
    • 27 Days On Market

    Last Listing Agent John Barbato Compass, Hillsdale

    27 Lake Ridge Ln, Copake Lake, NY 12521
  • /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 $1,479,372

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

    57 Cold Water St, Hillsdale, NY 12529
  • /28

    $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 $431,087

    Last Listing Agent Theresa Westlake Copake Lake Realty Corp.

    840 Pumpkin Hollow Rd S Unit 1, Hillsdale, NY 12529
  • /43

    $675,000

    Sold Mar 23, 2026

    7 Birch Hill Rd, Craryville, NY 12521

    • 3 Beds
    • 2.5 Baths
    • 2,296 Sq Ft
    • Built 2003

    Last Sold Summary

    • 8% Below List Price
    • $294/SF
    • 136 Days On Market

    Current Estimated Value $673,739

    Last Listing Agent Michael Castellano Gilcrest Properties

    7 Birch Hill Rd, Craryville, NY 12521
  • /19

    $190,000

    Sold Jun 05, 2026

    2227 County Route 21, Hillsdale, NY 12529

    • 2 Beds
    • 2 Baths
    • 794 Sq Ft
    • Built 1950

    Last Sold Summary

    • 37% Below List Price
    • $239/SF
    • 362 Days On Market

    Last Listing Agent Michael Castellano Gilcrest Properties

    2227 County Route 21, Hillsdale, NY 12529
  • /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 $811,738

    Last Listing Agent Jennifer Harvey Compass Greater NY LLC

    441 Overlook Dr, Hillsdale, NY 12529
  • /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
  • 69 SW Colony Rd, Hillsdale, NY 12529

    $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 $468,760

    Last Listing Agent Michelle Ayala BHHS Hudson Valley Properties

    69 SW Colony Rd, Hillsdale, NY 12529
  • /40

    $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 $1,714,384

    Last Listing Agent Non MLS HVCR MLS HV Catskill Region MLS

    35 Harlemville Rd, Hillsdale, NY 12529
  • /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
  • /85

    $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 $4,122,325

    Last Listing Agent John Barbato Compass, Hillsdale

    350 Tory Hill Farm Rd, Hillsdale, NY 12529
  • /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 $1,391,541

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

    120 Pumpkin Hollow Rd N, Hillsdale, NY 12529
  • /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 $575,181

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

    58 Deer Track Ln, Hillsdale, NY 12529

Showing Results 1 - 40, Page 1 of 2

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