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Recently Sold Olive Homes

Section Image
  • /23

    $925,000

    Sold Dec 03, 2025

    52 Aster Rd, Olivebridge, NY 12461

    • 3 Beds
    • 2 Baths
    • 1,403 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Below List Price
    • $659/SF
    • 96 Days On Market

    Current Estimated Value $929,745

    Last Listing Agent Ashley Prather Corcoran Country Living

    52 Aster Rd, Olivebridge, NY 12461
  • /25

    $475,000

    Sold Dec 04, 2025

    27 Crosswell Manor Dr, Shokan, NY 12481

    • 3 Beds
    • 3 Baths
    • 2,900 Sq Ft
    • Built 1971

    Last Sold Summary

    • 18% Below List Price
    • $164/SF
    • 161 Days On Market

    Current Estimated Value $478,508

    Last Listing Agent Laura Prince Hudson Dwellings Realty

    27 Crosswell Manor Dr, Shokan, NY 12481
  • 199 Kelder Hwy, Olivebridge, NY 12461

    $760,000

    Sold Aug 18, 2025

    199 Kelder Hwy, Olivebridge, NY 12461

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft
    • Built 2019

    Last Sold Summary

    • 8% Below List Price
    • $445/SF
    • 32 Days On Market

    Current Estimated Value $774,889

    Last Listing Agent Lynelle Alessi KW Hudson Valley United

    199 Kelder Hwy, Olivebridge, NY 12461
  • /48

    $1,055,000

    Sold Nov 13, 2025

    4085 New York 28a, West Shokan, NY 12494

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1900

    Last Sold Summary

    • 10% Below List Price
    • $422/SF
    • 32 Days On Market

    Last Listing Agent Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    4085 New York 28a, West Shokan, NY 12494
  • /59

    $407,000

    Sold Dec 16, 2025

    20 Beechford Dr, Boiceville, NY 12412

    • 2 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $290/SF
    • 26 Days On Market

    Current Estimated Value $413,094

    Last Listing Agent Karen Gilbane Corcoran Country Living

    20 Beechford Dr, Boiceville, NY 12412
  • /37

    $860,000

    Sold May 06, 2026

    2246 County Road 3, Olivebridge, NY 12461

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • Built 2000

    Last Sold Summary

    • 3% Below List Price
    • $394/SF
    • 169 Days On Market

    Current Estimated Value $873,411

    Last Listing Agent Hayes Clement Compass Greater New York, LLC

    2246 County Road 3, Olivebridge, NY 12461
  • /34

    $840,000

    Sold Jul 08, 2025

    516 Watson Hollow Rd, West Shokan, NY 12494

    • 4 Beds
    • 2 Baths
    • 2,345 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Above List Price
    • $358/SF
    • 19 Days On Market

    Current Estimated Value $862,706

    Last Listing Agent Diana Polack Compass Greater NY, LLC

    516 Watson Hollow Rd, West Shokan, NY 12494
  • /51

    $1,200,000

    Sold May 29, 2026

    483 Acorn Hill Rd, Olivebridge, NY 12461

    • 3 Beds
    • 2.5 Baths
    • 3,581 Sq Ft
    • Built 2022

    Last Sold Summary

    • 6% Below List Price
    • $335/SF
    • 43 Days On Market

    Current Estimated Value $1,226,914

    Last Listing Agent Emily Daniels BHHS Nutshell Realty

    483 Acorn Hill Rd, Olivebridge, NY 12461
  • /51

    $945,000

    Sold Sep 30, 2025

    11 Heyden Rd, Shokan, NY 12481

    • 3 Beds
    • 2 Baths
    • 1,794 Sq Ft
    • Built 1949

    Last Sold Summary

    • $527/SF
    • 71 Days On Market

    Last Listing Agent Darlene Griffin Halter Associates Realty

    11 Heyden Rd, Shokan, NY 12481
  • 483 Acorn Hill Rd, Olivebridge, NY 12461

    $1,200,000

    Sold May 29, 2026

    483 Acorn Hill Rd, Olivebridge, NY 12461

    • 3 Beds
    • 2.5 Baths
    • 2,181 Sq Ft
    • Built 2022

    Last Sold Summary

    • 9% Below List Price
    • $550/SF
    • 172 Days On Market

    Current Estimated Value $1,226,914

    Last Listing Agent Emily Daniels BHHS Nutshell Realty

    483 Acorn Hill Rd, Olivebridge, NY 12461
  • /47

    $976,000

    Sold Nov 10, 2025

    3 Hanna Ln, Olivebridge, NY 12461

    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft
    • Built 2020

    Last Sold Summary

    • 6% Above List Price
    • $491/SF
    • 21 Days On Market

    Current Estimated Value $973,984

    Last Listing Agent William Golan Compass Greater NY, LLC

    3 Hanna Ln, Olivebridge, NY 12461
  • /11

    $275,000

    Sold Sep 30, 2025

    1750 County Road 2, Olivebridge, NY 12461

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 2018

    Last Sold Summary

    • $204/SF
    • 26 Days On Market

    Current Estimated Value $352,852

    Last Listing Agent Ronnie Rebis Grist Mill Real Estate

    1750 County Road 2, Olivebridge, NY 12461
  • /61

    $750,000

    Sold Mar 02, 2026

    44 Turner Rd, West Shokan, NY 12494

    • 2 Beds
    • 2 Baths
    • 1,795 Sq Ft
    • Built 1973

    Last Sold Summary

    • $418/SF
    • 20 Days On Market

    Current Estimated Value $732,996

    Last Listing Agent Amy Lonas Coldwell Banker Village Green

    44 Turner Rd, West Shokan, NY 12494
  • /24

    $400,000

    Sold Mar 06, 2026

    44 Sheldon Hill Rd, Olivebridge, NY 12461

    • 2 Beds
    • 1 Bath
    • 1,388 Sq Ft
    • Built 1957

    Last Sold Summary

    • 19% Below List Price
    • $288/SF
    • 159 Days On Market

    Current Estimated Value $414,894

    Last Listing Agent Yvonne Wilder Four Seasons Sotheby's Int'l R

    44 Sheldon Hill Rd, Olivebridge, NY 12461
  • /24

    $315,000

    Sold Dec 19, 2025

    31 Lang Rd, West Shokan, NY 12494

    • 4 Beds
    • 2.5 Baths
    • 3,330 Sq Ft
    • Built 1961

    Last Sold Summary

    • 19% Below List Price
    • $95/SF
    • 182 Days On Market

    Current Estimated Value $578,837

    Last Listing Agent Richard Vizzini Corcoran Country Living

    31 Lang Rd, West Shokan, NY 12494
  • /23

    $415,000

    Sold Feb 10, 2026

    74 Upper Boiceville Rd, Boiceville, NY 12412

    • 3 Beds
    • 2 Baths
    • 1,625 Sq Ft
    • Built 1958

    Last Sold Summary

    • $255/SF
    • 33 Days On Market

    Current Estimated Value $411,779

    Last Listing Agent Dustin Leibowitz eXp Realty, LLC

    74 Upper Boiceville Rd, Boiceville, NY 12412
  • /32

    $575,000

    Sold Mar 19, 2026

    1626 County Road 2, Olivebridge, NY 12461

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1947

    Last Sold Summary

    • 11% Below List Price
    • $411/SF
    • 209 Days On Market

    Current Estimated Value $554,412

    Last Listing Agent Zachary Jarvis BHHS Nutshell Realty

    1626 County Road 2, Olivebridge, NY 12461
  • /61

    $665,000

    Sold Jun 04, 2026

    258 Watson Hollow Rd, West Shokan, NY 12494

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • Built 1960

    Last Sold Summary

    • 26% Below List Price
    • $417/SF
    • 329 Days On Market

    Current Estimated Value $685,991

    Last Listing Agent Siobhan Scanlan Win Morrison Realty-K

    258 Watson Hollow Rd, West Shokan, NY 12494
  • /41

    $1,195,000

    Sold Sep 29, 2025

    465 High Point Mountain Rd, West Shokan, NY 12494

    • 4 Beds
    • 4 Baths
    • 3,941 Sq Ft
    • Built 1970

    Last Sold Summary

    • 13% Below List Price
    • $303/SF
    • 90 Days On Market

    Last Listing Agent Hayes Clement Compass Greater New York, LLC

    465 High Point Mountain Rd, West Shokan, NY 12494
  • /31

    $499,000

    Sold Jul 29, 2025

    15 Desilva Rd, Boiceville, NY 12412

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • Built 1976

    Last Sold Summary

    • $269/SF
    • 35 Days On Market

    Current Estimated Value $489,500

    Last Listing Agent Kristabelle McDermott The Machree Group, LLC

    15 Desilva Rd, Boiceville, NY 12412
  • 142 Chris Ln, Olivebridge, NY 12461

    $395,000

    Sold Aug 01, 2025

    142 Chris Ln, Olivebridge, NY 12461

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1972

    Last Sold Summary

    • 23% Below List Price
    • $158/SF
    • 247 Days On Market

    Current Estimated Value $428,393

    Last Listing Agent Juliet Lopez Keller Williams Rlty Integrity

    142 Chris Ln, Olivebridge, NY 12461
  • /54

    $415,000

    Sold Oct 03, 2025

    77 Upper Boiceville Rd, Boiceville, NY 12412

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 1968

    Last Sold Summary

    • 5% Above List Price
    • $249/SF
    • 16 Days On Market

    Current Estimated Value $429,518

    Last Listing Agent Francesca Ortolano Past Member

    77 Upper Boiceville Rd, Boiceville, NY 12412
  • /29

    $915,000

    Sold Mar 09, 2026

    48 Hillside Dr, West Shokan, NY 12494

    • 3 Beds
    • 2.5 Baths
    • 3,033 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $302/SF
    • 71 Days On Market

    Current Estimated Value $916,135

    Last Listing Agent Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    48 Hillside Dr, West Shokan, NY 12494
  • /13

    $88,000

    Sold May 14, 2026

    6 Birch Knoll Ln, Olivebridge, NY 12461

    • Land
    • 3 Acres
    • $29,333 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 61 Days On Market

    Current Estimated Value $115,900

    Last Listing Agent Patty Matus eXp Realty, LLC

    6 Birch Knoll Ln, Olivebridge, NY 12461
  • /41

    $600,000

    Sold Aug 14, 2025

    441 Upper Sahler Mill Rd, Olivebridge, NY 12461

    • 3 Beds
    • 2 Baths
    • 1,918 Sq Ft
    • Built 1900

    Last Sold Summary

    • 14% Below List Price
    • $313/SF
    • 293 Days On Market

    Last Listing Agent David Todd eXp Realty, LLC

    441 Upper Sahler Mill Rd, Olivebridge, NY 12461
  • 451 Acorn Hill Rd, Olivebridge, NY 12461

    $405,000

    Sold Jul 18, 2025

    451 Acorn Hill Rd, Olivebridge, NY 12461

    • 3 Beds
    • 2 Baths
    • 1,908 Sq Ft
    • Built 1880

    Last Sold Summary

    • 30% Below List Price
    • $212/SF
    • 355 Days On Market

    Current Estimated Value $423,577

    Last Listing Agent Heather Martin United RE Hudson Valley Edge

    451 Acorn Hill Rd, Olivebridge, NY 12461
  • /27

    $248,000

    Sold Jun 24, 2025

    1206 County Road 2, Olivebridge, NY 12461

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1995

    Last Sold Summary

    • 11% Below List Price
    • $191/SF
    • 105 Days On Market

    Current Estimated Value $272,897

    Last Listing Agent Sandy Potter Win Morrison Realty

    1206 County Road 2, Olivebridge, NY 12461
  • /57

    $500,000

    Sold Apr 03, 2026

    88 Burgher Rd, West Shokan, NY 12494

    • 2 Beds
    • 2 Baths
    • 1,526 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $328/SF
    • 69 Days On Market

    Current Estimated Value $508,190

    Last Listing Agent Edwin Maldonado Howard Hanna Rand Realty

    88 Burgher Rd, West Shokan, NY 12494
  • /20

    $350,000

    Sold Jun 27, 2025

    62 Grassy Ridge Rd, Olivebridge, NY 12461

    • 2 Beds
    • 1 Bath
    • 1,244 Sq Ft
    • Built 1954

    Last Sold Summary

    • $281/SF
    • 28 Days On Market

    Current Estimated Value $362,975

    Last Listing Agent Sean Nutley Hudson Modern

    62 Grassy Ridge Rd, Olivebridge, NY 12461
  • /55

    $920,000

    Sold May 11, 2026

    198 Kelder Hwy, Olivebridge, NY 12461

    • 3 Beds
    • 3 Baths
    • 2,196 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Above List Price
    • $419/SF
    • 14 Days On Market

    Current Estimated Value $902,487

    Last Listing Agent Arlena Armstrong Anatole House LLC

    198 Kelder Hwy, Olivebridge, NY 12461
  • /44

    $2,695,000

    Sold Nov 21, 2025

    245 Brown Rd, Olivebridge, NY 12461

    • 4 Beds
    • 4.5 Baths
    • 4,167 Sq Ft
    • Built 2025

    Last Sold Summary

    • $647/SF
    • 23 Days On Market

    Current Estimated Value $2,679,250

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

    245 Brown Rd, Olivebridge, NY 12461
  • 1441 County Road 2, Olivebridge, NY 12461

    $550,000

    Sold Jun 12, 2026

    1441 County Road 2, Olivebridge, NY 12461

    • 6 Beds
    • 3 Baths
    • 3,059 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Below List Price
    • $180/SF
    • 214 Days On Market

    Current Estimated Value $559,345

    Last Listing Agent Nicholas Cuomo Keller Williams Realty

    1441 County Road 2, Olivebridge, NY 12461
  • 295 Krumville Rd, Olivebridge, NY 12461

    $2,950,000

    Sold Sep 05, 2025

    295 Krumville Rd, Olivebridge, NY 12461

    • 7 Beds
    • 11 Baths
    • 9,000 Sq Ft
    • Built 1977

    Last Sold Summary

    • 31% Below List Price
    • $328/SF
    • 112 Days On Market

    Current Estimated Value $2,970,826

    Last Listing Agent Sharon D'Orazio Keller Williams Realty

    295 Krumville Rd, Olivebridge, NY 12461
  • /34

    $1,165,000

    Sold Apr 27, 2026

    584 Acorn Hill Rd, Olivebridge, NY 12461

    • 3 Beds
    • 3.5 Baths
    • 2,960 Sq Ft
    • Built 2025

    Last Sold Summary

    • 25% Below List Price
    • $394/SF
    • 208 Days On Market

    Last Listing Agent Richard Vizzini Corcoran Country Living

    584 Acorn Hill Rd, Olivebridge, NY 12461
  • /26

    $1,140,000

    Sold Jun 18, 2026

    363 Beaverkill Rd, Olivebridge, NY 12461

    • 2 Beds
    • 1 Bath
    • 1,193 Sq Ft
    • Built 1750

    Last Sold Summary

    • 34% Above List Price
    • $956/SF
    • 20 Days On Market

    Current Estimated Value $839,226

    Last Listing Agent Alexis Li Corcoran Country Living

    363 Beaverkill Rd, Olivebridge, NY 12461
  • /59

    $835,000

    Sold Jul 15, 2025

    77 Jomar Ln, Olivebridge, NY 12461

    • 3 Beds
    • 2.5 Baths
    • 3,340 Sq Ft
    • Built 2006

    Last Sold Summary

    • 16% Below List Price
    • $250/SF
    • 31 Days On Market

    Current Estimated Value $878,665

    Last Listing Agent Mary Orapello Howard Hanna Rand Realty

    77 Jomar Ln, Olivebridge, NY 12461
  • /31

    $260,000

    Sold Jul 30, 2025

    70 Watson Hollow Rd, West Shokan, NY 12494

    • 1 Bed
    • 1 Bath
    • 604 Sq Ft
    • Built 1935

    Last Sold Summary

    • 4% Above List Price
    • $430/SF
    • 15 Days On Market

    Current Estimated Value $259,505

    Last Listing Agent Ellen Osgood Coldwell Banker Village Green

    70 Watson Hollow Rd, West Shokan, NY 12494
  • /27

    $160,000

    Sold Mar 06, 2026

    340 Upper Boiceville Rd, Boiceville, NY 12412

    • 2 Beds
    • 2 Baths
    • 1,668 Sq Ft
    • Built 1870

    Last Sold Summary

    • 27% Below List Price
    • $96/SF
    • 92 Days On Market

    Current Estimated Value $340,538

    Last Listing Agent Margo Obourn Win Morrison Realty - W

    340 Upper Boiceville Rd, Boiceville, NY 12412
  • /25

    $925,000

    Sold Jul 31, 2025

    0 Lot Pitcairn Estates Rd, Glenford, NY 12433

    • Land
    • 10.58 Acres
    • $87,429 per Acre

    Last Sold Summary

    • 38 Days On Market

    Last Listing Agent Sean Zimmerman Halter Associates Realty

    0 Lot Pitcairn Estates Rd, Glenford, NY 12433
  • /28

    $275,000

    Sold Jan 22, 2026

    71 Watson Hollow Rd, West Shokan, NY 12494

    • 0.5 Baths
    • 3,297 Sq Ft
    • Built 1980

    Last Sold Summary

    • 21% Below List Price
    • $83/SF
    • 111 Days On Market

    Current Estimated Value $272,967

    Last Listing Agent Faye Storms Ruth Gale Realty

    71 Watson Hollow Rd, West Shokan, NY 12494

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average time to sell a house in Olive, NY?
The houses for sale in Olive, NY spend an average of 81 days on the market.
What is the number of active homes for sale in Olive, NY?
There are 26 active homes for sale in Olive, NY.

Home Price Trends

Median Sale Price
$625,500
Median Single Family Sale Price
$750,000
Median 2 Bedroom Sale Price
$500,000
Median 1 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$396
Number of Homes for Sale
26
Last 12 months Home Sales
66
Months of Supply
4.70
Median List Price
$764,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
18%
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