Recently Sold Homes in 12564

• 

  $637,500

  Sold Dec 31, 2025

  175 Old Quaker Hill Rd, Pawling, NY 12564

  • 4 Beds
  • 5 Baths
  • 4,018 Sq Ft
  • Built 1952

  Last Sold Summary

  • 9% Below List Price
  • $159/SF
  • 114 Days On Market

  Current Estimated Value $848,339

  Last Listing Agent Thomas Consaga RE/MAX Ace Realty

  175 Old Quaker Hill Rd, Pawling, NY 12564
• 

  $415,000

  Sold May 22, 2026

  7 Juniper Ln, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 2,596 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $160/SF
  • 48 Days On Market

  Current Estimated Value $415,978

  Last Listing Agent Elizabeth Poggiogalle Real Broker NY LLC

  7 Juniper Ln, Pawling, NY 12564
• 

  $515,000

  Sold Jul 31, 2026

  978 W Dover Rd, Pawling, NY 12564

  • 3 Beds
  • 3 Baths
  • 1,556 Sq Ft
  • Built 1990

  Last Sold Summary

  • 17% Above List Price
  • $331/SF
  • 31 Days On Market

  Current Estimated Value $472,495

  Last Listing Agent Regan Andrews Coldwell Banker Realty

  978 W Dover Rd, Pawling, NY 12564
• 

  $115,000

  Sold Nov 14, 2025

  0 Overlook Rd, Pawling, NY 12564

  • Land
  • 1.4 Acres
  • $82,143 per Acre

  Last Sold Summary

  • 21% Below List Price
  • 249 Days On Market

  Last Listing Agent Judith 'Judy' Albert BHHS Hudson Valley Properties

  0 Overlook Rd, Pawling, NY 12564
• 

  $200,000

  Sold Oct 21, 2025

  Lot #2 Dodge Rd, Pawling, NY 12564

  • Land
  • 9.73 Acres
  • $20,555 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 312 Days On Market

  Last Listing Agent Brian McGrath McGrath Realty Inc

  Lot #2 Dodge Rd, Pawling, NY 12564
• 

  $400,000

  Sold Jan 28, 2026

  2 Spruce St, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,838 Sq Ft
  • Built 1993

  Last Sold Summary

  • $218/SF
  • 37 Days On Market

  Current Estimated Value $408,321

  Last Listing Agent Robin Butler-Koschei Hanson Real Estate Partners

  2 Spruce St, Pawling, NY 12564
• 

  $436,000

  Sold Dec 18, 2025

  36 Elm St, Pawling, NY 12564

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft
  • Built 1900

  Last Sold Summary

  • 17% Below List Price
  • $260/SF
  • 133 Days On Market

  Current Estimated Value $447,198

  Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

  36 Elm St, Pawling, NY 12564
• 

  $330,000

  Sold Oct 02, 2025

  36 Spruce St, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,414 Sq Ft
  • Built 1993

  Last Sold Summary

  • 3% Below List Price
  • $233/SF
  • 41 Days On Market

  Current Estimated Value $462,739

  Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

  36 Spruce St, Pawling, NY 12564
• 

  $580,000

  Sold May 28, 2026

  322 Old Route 22, Pawling, NY 12564

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • Built 1929

  Last Sold Summary

  • 6% Below List Price
  • $297/SF
  • 151 Days On Market

  Current Estimated Value $560,573

  Last Listing Agent Susan Stevens BHHS Hudson Valley Properties

  322 Old Route 22, Pawling, NY 12564
• 

  $725,000

  Sold Dec 17, 2025

  27 Millstream Ct, Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 3,283 Sq Ft
  • Built 2000

  Last Sold Summary

  • $221/SF
  • 162 Days On Market

  Current Estimated Value $738,540

  Last Listing Agent Christopher Filangeri BHHS Hudson Valley Properties

  27 Millstream Ct, Pawling, NY 12564
• 

  $430,000

  Sold Sep 11, 2025

  19 Cushing Green S, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,835 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $234/SF
  • 64 Days On Market

  Current Estimated Value $449,843

  Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

  19 Cushing Green S, Pawling, NY 12564
• 

  $350,000

  Sold Dec 18, 2025

  33 Spruce St, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,413 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $248/SF
  • 51 Days On Market

  Current Estimated Value $364,195

  Last Listing Agent Edmond Albano Keller Williams NY Realty

  33 Spruce St, Pawling, NY 12564
• 

  $775,000

  Sold May 01, 2026

  36 Horseshoe Path, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 4,627 Sq Ft
  • Built 2003

  Last Sold Summary

  • $167/SF
  • 32 Days On Market

  Current Estimated Value $779,188

  Last Listing Agent Neeta Saraswat Weichert Realtors

  36 Horseshoe Path, Pawling, NY 12564
• 

  $510,000

  Sold Aug 14, 2026

  1141 Old Quaker Hill Rd, Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 1,347 Sq Ft
  • Built 1770

  Last Sold Summary

  • 2% Above List Price
  • $379/SF
  • 56 Days On Market

  Current Estimated Value $491,442

  Last Listing Agent Chinenye Aguoji Real Broker NY LLC

  1141 Old Quaker Hill Rd, Pawling, NY 12564
• 

  $439,370

  Sold May 20, 2026

  40 Walnut St, Pawling, NY 12564

  • 4 Beds
  • 1.5 Baths
  • 1,776 Sq Ft
  • Built 1960

  Last Sold Summary

  • 10% Below List Price
  • $247/SF
  • 78 Days On Market

  Current Estimated Value $502,985

  Last Listing Agent Lisa Liffland McGrath Realty Inc

  40 Walnut St, Pawling, NY 12564
• 

  $735,000

  Sold Jul 21, 2026

  24 Overlook Dr, Pawling, NY 12564

  • 3 Beds
  • 3.5 Baths
  • 3,175 Sq Ft
  • Built 1964

  Last Sold Summary

  • 7% Above List Price
  • $231/SF
  • 14 Days On Market

  Current Estimated Value $685,024

  Last Listing Agent Eric Staub Keller Williams NY Realty

  24 Overlook Dr, Pawling, NY 12564
• 

  $240,000

  Sold Nov 12, 2025

  51 Kirby Hill Rd, Pawling, NY 12564

  • Land
  • 5.36 Acres
  • $44,776 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 80 Days On Market

  Last Listing Agent Donna Kennedy Compass Greater NY, LLC

  51 Kirby Hill Rd, Pawling, NY 12564
• 

  $2,700,000

  Sold Jan 10, 2026

  30 Dewey Ln, Pawling, NY 12564

  • 6 Beds
  • 6 Baths
  • 6,460 Sq Ft
  • Built 1860

  Last Sold Summary

  • 28% Below List Price
  • $418/SF
  • 146 Days On Market

  Current Estimated Value $1,671,840

  Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

  30 Dewey Ln, Pawling, NY 12564
• 

  $660,000

  Sold Jan 16, 2026

  29 Cunningham Ln, Pawling, NY 12564

  • 4 Beds
  • 5 Baths
  • 4,199 Sq Ft
  • Built 1990

  Last Sold Summary

  • 6% Below List Price
  • $157/SF
  • 72 Days On Market

  Current Estimated Value $702,090

  Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

  29 Cunningham Ln, Pawling, NY 12564
• 

  $490,000

  Sold May 04, 2026

  20 Saratoga St, Pawling, NY 12564

  • 3 Beds
  • 3.5 Baths
  • 2,503 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Above List Price
  • $196/SF
  • 35 Days On Market

  Current Estimated Value $457,564

  Last Listing Agent Julia Lear Coldwell Banker Realty

  20 Saratoga St, Pawling, NY 12564
• 

  $1,400,000

  Sold Sep 04, 2025

  21 Brady Brook Farm Rd, Pawling, NY 12564

  • 4 Beds
  • 3.5 Baths
  • 4,683 Sq Ft
  • Built 2003

  Last Sold Summary

  • 17% Below List Price
  • $299/SF
  • 139 Days On Market

  Current Estimated Value $1,434,360

  Last Listing Agent Brian McGrath McGrath Realty Inc

  21 Brady Brook Farm Rd, Pawling, NY 12564
• 

  $190,000

  Sold Jul 23, 2026

  15 Dykeman St, Pawling, NY 12564

  • Land
  • 33,105 Sq Ft
  • $250,000 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 116 Days On Market

  Current Estimated Value $213,832

  Last Listing Agent Joanne Debellis Debellis Real Estate LLC

  15 Dykeman St, Pawling, NY 12564
• 

  $550,000

  Sold Jul 10, 2026

  5 Old Field Cir, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 2,104 Sq Ft
  • Built 1999

  Last Sold Summary

  • $261/SF
  • 25 Days On Market

  Current Estimated Value $549,542

  Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

  5 Old Field Cir, Pawling, NY 12564
• 

  $155,000

  Sold Feb 12, 2026

  14 Akindale Rd, Pawling, NY 12564

  • Land
  • 8.44 Acres
  • $18,365 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 290 Days On Market

  Current Estimated Value $411,372

  Last Listing Agent Kathryn McCoach Houlihan Lawrence Inc.

  14 Akindale Rd, Pawling, NY 12564
• 

  $530,000

  Sold Jun 30, 2026

  58 Pine Dr, Pawling, NY 12564

  • 3 Beds
  • 1.5 Baths
  • 1,706 Sq Ft
  • Built 1979

  Last Sold Summary

  • $311/SF
  • 21 Days On Market

  Current Estimated Value $532,826

  Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

  58 Pine Dr, Pawling, NY 12564
• 

  $400,000

  Sold Nov 21, 2025

  96 Lakeview Dr, Pawling, NY 12564

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $247/SF
  • 41 Days On Market

  Current Estimated Value $426,295

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  96 Lakeview Dr, Pawling, NY 12564
• 

  $229,000

  Sold Jan 06, 2026

  Lot 18 Cox Rd, Pawling, NY 12564

  • Land
  • 7.02 Acres
  • $32,621 per Acre

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Shannon Tully McGrath Realty Inc

  Lot 18 Cox Rd, Pawling, NY 12564
• 

  $565,000

  Sold Aug 06, 2026

  168 Old Route 55, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 2,194 Sq Ft
  • Built 1776

  Last Sold Summary

  • $258/SF
  • 13 Days On Market

  Current Estimated Value $560,484

  Last Listing Agent Alea Vorillas RE/MAX Classic Realty

  168 Old Route 55, Pawling, NY 12564
• 

  $350,000

  Sold May 18, 2026

  21 Kings Way, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft
  • Built 2000

  Last Sold Summary

  • 14% Below List Price
  • $179/SF
  • 71 Days On Market

  Current Estimated Value $378,207

  Last Listing Agent Bopaul Sookdeo YourHomeSold Guaranteed Realty

  21 Kings Way, Pawling, NY 12564
• 

  $575,000

  Sold Nov 24, 2025

  26 Frenchmans Ln, Pawling, NY 12564

  • 3 Beds
  • 1.5 Baths
  • 1,518 Sq Ft
  • Built 1970

  Last Sold Summary

  • 21% Above List Price
  • $379/SF
  • 53 Days On Market

  Current Estimated Value $566,000

  Last Listing Agent Ryan Arket Compass Greater NY, LLC

  26 Frenchmans Ln, Pawling, NY 12564
• 

  $545,000

  Sold Feb 03, 2026

  36 Byrds Hill Rd, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,820 Sq Ft
  • Built 1950

  Last Sold Summary

  • 1% Below List Price
  • $299/SF
  • 28 Days On Market

  Current Estimated Value $562,621

  Last Listing Agent Regan Andrews Coldwell Banker Realty

  36 Byrds Hill Rd, Pawling, NY 12564
• 

  $560,000

  Sold Oct 06, 2025

  37 Baxter Rd, Pawling, NY 12564

  • 3 Beds
  • 3.5 Baths
  • 2,616 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $214/SF
  • 50 Days On Market

  Current Estimated Value $613,372

  Last Listing Agent Matt Rose Keller Williams Prestige Prop

  37 Baxter Rd, Pawling, NY 12564
• 

  $697,500

  Sold Jan 24, 2026

  5 Perri Ln, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 2,796 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $249/SF
  • 68 Days On Market

  Current Estimated Value $724,023

  Last Listing Agent Kristine Hansmann Jefferson Valley Realty

  5 Perri Ln, Pawling, NY 12564
• 

  $688,000

  Sold Nov 24, 2025

  12 W Wind Rd, Pawling, NY 12564

  • 4 Beds
  • 4.5 Baths
  • 2,920 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $236/SF
  • 146 Days On Market

  Current Estimated Value $714,734

  Last Listing Agent Doris Jean William Raveis Real Estate

  12 W Wind Rd, Pawling, NY 12564
• 

  $810,000

  Sold Dec 29, 2025

  48 David Ln, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft
  • Built 1987

  Last Sold Summary

  • 17% Above List Price
  • $453/SF
  • 23 Days On Market

  Current Estimated Value $678,000

  Last Listing Agent Claudia Dizenzo Hudson River Line Realty

  48 David Ln, Pawling, NY 12564
• 

  $444,000

  Sold Dec 09, 2025

  27 Washington Ct, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Below List Price
  • $214/SF
  • 33 Days On Market

  Current Estimated Value $458,534

  Last Listing Agent Shannon Tully McGrath Realty Inc

  27 Washington Ct, Pawling, NY 12564
• 

  $540,000

  Sold Jan 31, 2026

  10 Rebecca Dr, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,893 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Below List Price
  • $285/SF
  • 64 Days On Market

  Current Estimated Value $564,224

  Last Listing Agent Maria Justo Howard Hanna Rand Realty

  10 Rebecca Dr, Pawling, NY 12564
• 

  $925,000

  Sold Jul 02, 2026

  117 S Quaker Hill Rd, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 2,278 Sq Ft
  • Built 1992

  Last Sold Summary

  • 8% Above List Price
  • $406/SF
  • 14 Days On Market

  Current Estimated Value $847,957

  Last Listing Agent Lisa Liffland McGrath Realty Inc

  117 S Quaker Hill Rd, Pawling, NY 12564
• 

  $383,000

  Sold Jun 16, 2026

  10 Timberline Trail, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,413 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $271/SF
  • 91 Days On Market

  Current Estimated Value $384,142

  Last Listing Agent Giorgio Palmisano Howard Hanna Rand Realty

  10 Timberline Trail, Pawling, NY 12564
• 

  $880,000

  Sold Jan 06, 2026

  202 Bundy Hill Rd, Holmes, NY 12531

  • 2 Beds
  • 1 Bath
  • 1,784 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Above List Price
  • $493/SF
  • 22 Days On Market

  Current Estimated Value $899,798

  Last Listing Agent Daniel Balassone VYLLA Home

  202 Bundy Hill Rd, Holmes, NY 12531

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