51

Recently Sold Hillsdale, NY Homes

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
  • 306 County Route 21c, Ghent, NY 12075

    $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 $1,092,578

    Last Listing Agent Nancy Felcetto Brown Harris Stevens HV LLC

    306 County Route 21c, Ghent, NY 12075
  • /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
  • /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
  • /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 $1,382,937

    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
  • /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 $1,016,412

    Last Listing Agent Janet Kain The Kinderhook Group, Inc.

    75 Upper Hollow Rd, Hillsdale, NY 12529

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average home price in Hillsdale, NY?
Homes for sale in Hillsdale, NY have an average home price of $1,182,315.
What is the average time to sell a house in Hillsdale, NY?
The houses for sale in Hillsdale, NY spend an average of 100 days on the market.
What is the number of active homes for sale in Hillsdale, NY?
There are 35 active homes for sale in Hillsdale, NY.
How many homes have sold over the last 12 months in Hillsdale, NY?
53 homes have sold in Hillsdale, NY over the last 12 months.

Home Price Trends

Median Sale Price
$786,000
Median Single Family Sale Price
$965,000
Median Townhouse Sale Price
$580,000
Median 2 Bedroom Sale Price
$619,000
Median 1 Bedroom Sale Price
$757,500
Average Price Per Sq Ft
$491
Number of Homes for Sale
35
Last 12 months Home Sales
53
Months of Supply
7.90
Median List Price
$965,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-9%
How to Buy a Home How to Finance a Home How to Sell a Home