Recently Sold Hillsdale, NY Homes

/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 $663,088

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 $642,748

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 $1,579,708

Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

46 Collins St, Hillsdale, NY 12529
$3,700,000

Sold Jul 17, 2026

54 Far View Ln, Hillsdale, NY 12529
- 4 Beds
- 3 Baths
- 3,666 Sq Ft
- Built 1971
Last Sold Summary
- 7% Below List Price
- $1,009/SF
- 20 Days On Market
Current Estimated Value $3,926,762

Last Listing Agent Anthony D'Argenzio Houlihan Lawrence, Inc

54 Far View Ln, 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 $766,107

Last Listing Agent John Avenia Columbia County RE Specialist

15 Tory Hill Rd, Hillsdale, NY 12529
/45
$1,150,000

Sold Jul 31, 2026

1 van Bueran Dr, Hillsdale, NY 12529
- 5 Beds
- 3 Baths
- 1,708 Sq Ft
- Built 1988
Last Sold Summary
- $673/SF
- 40 Days On Market
Current Estimated Value $1,126,613

Last Listing Agent Jessica Scott Compass Greater NY LLC

1 van Bueran Dr, 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 $966,958

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

271 Texas Hill Rd, Hillsdale, NY 12529
/58
$686,000

Sold Jul 30, 2026

534 Collins St, Hillsdale, NY 12529
- 2 Beds
- 2.5 Baths
- 2,060 Sq Ft
- Built 1975
Last Sold Summary
- 10% Above List Price
- $333/SF
- 17 Days On Market
Current Estimated Value $621,452

Last Listing Agent John Barbato Compass, Hillsdale

534 Collins St, 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 $3,307,101

Last Listing Agent Marina Tatistcheff Compass Greater NY LLC

411 Texas Hill Rd, 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 $498,006

Last Listing Agent Joseph Shirk The Kinderhook Group, Inc.

180 Collins St, 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 $557,163

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 $253,806

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
/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 $587,474

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
$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 $1,082,575

Last Listing Agent Nancy Felcetto Brown Harris Stevens HV LLC

306 County Route 21c, Ghent, NY 12075
/29
$450,000

Sold Jul 08, 2026

44 Collins St, Hillsdale, NY 12529
- 2 Beds
- 1.5 Baths
- 1,630 Sq Ft
- Built 1933
Last Sold Summary
- 6% Above List Price
- $276/SF
- 64 Days On Market
Current Estimated Value $431,843

Last Listing Agent Margaret Bower Avenia Columbia County RE Specialist

44 Collins St, 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
/23
$460,000

Sold Aug 13, 2026

217 Anthony St, Hillsdale, NY 12529
- 3 Beds
- 2 Baths
- 1,375 Sq Ft
- Built 2026
Last Sold Summary
- 7% Below List Price
- $335/SF
- 101 Days On Market
Last Listing Agent John Barbato Compass, Hillsdale

217 Anthony St, Hillsdale, NY 12529
$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 $803,906

Last Listing Agent Tom Lynch Compass Greater NY LLC

470 N Mountain Rd, Copake Falls, NY 12517
$1,183,000

Sold Aug 10, 2026

161 Stagecoach Rd, Hillsdale, NY 12529
- 3 Beds
- 2.5 Baths
- 2,200 Sq Ft
- Built 1968
Last Sold Summary
- 21% Below List Price
- $538/SF
- 338 Days On Market
Current Estimated Value $1,101,203

Last Listing Agent Owen Davidson Brown Harris Stevens HV LLC

161 Stagecoach Rd, 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 $508,871

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 $775,583

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
$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 $444,434

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 $1,882,841

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 $3,853,754

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 $1,262,189

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

120 Pumpkin Hollow Rd N, Hillsdale, NY 12529
/12
$85,000

Sold Aug 03, 2026

449 New York 71, Hillsdale, NY 12529
- Land
- 25,264 Sq Ft
- $146,552 per Acre
Last Sold Summary
- 13% Above List Price
- 26 Days On Market
Last Listing Agent Jessie Bennett William Pitt Sothebys Intn'l

449 New York 71, Hillsdale, NY 12529

Showing Results 1 - 40, Page 1 of 2

New York Columbia County

Frequently Asked Questions

What is the average home price in Hillsdale, NY?

Homes for sale in Hillsdale, NY have an average home price of $1,198,738.

What is the average time to sell a house in Hillsdale, NY?

The houses for sale in Hillsdale, NY spend an average of 102 days on the market.

What is the number of active homes for sale in Hillsdale, NY?

There are 30 active homes for sale in Hillsdale, NY.

How many homes have sold over the last 12 months in Hillsdale, NY?

52 homes have sold in Hillsdale, NY over the last 12 months.

Home Prices in Hillsdale, NY

The median home sale price in Hillsdale, NY is $725,000, down 12% year-over-year. Homes in Hillsdale sell in 102 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $725,000	Median Single Family Sale Price $890,000
Median Townhouse Sale Price $580,000	Median 2 Bedroom Sale Price $515,000
Median 1 Bedroom Sale Price $732,500	Average Price Per Sq Ft $485
Number of Homes for Sale 30	Last 12 months Home Sales 52
Months of Supply 6.90	Median List Price $895,000
Median Change From 1st List Price 3%	Median Home Sale Price YoY Change -12%

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