Recently Sold Pawling, NY Homes

• 

  $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

  Last Listing Agent Doris Jean William Raveis Real Estate

  12 W Wind Rd, 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

  Last Listing Agent Shannon Tully McGrath Realty Inc

  27 Washington Ct, Pawling, NY 12564
• 

  $820,000 Sold Jul 28, 2025

  12 Berry Ln, Pawling, NY 12564

  • 4 Beds
  • 3 Baths
  • 3,304 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $248/SF
  • 52 Days On Market

  Current Estimated Value $851,044

  Last Listing Agent Brian McGrath McGrath Realty Inc

  12 Berry Ln, Pawling, NY 12564
• 

  $360,000 Sold Jan 13, 2025

  13 Juniper Ln, Pawling, NY 12564

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

  Last Sold Summary

  • 3% Below List Price
  • $255/SF
  • 65 Days On Market

  Current Estimated Value $396,886

  Last Listing Agent Nanci Kubik Houlihan Lawrence Inc.

  13 Juniper Ln, Pawling, NY 12564
• 

  $1,375,000 Sold May 13, 2025

  54 Burgess Rd, Pawling, NY 12564

  • 4 Beds
  • 3.5 Baths
  • 2,910 Sq Ft
  • Built 1926

  Last Sold Summary

  • 1% Below List Price
  • $473/SF
  • 60 Days On Market

  Current Estimated Value $1,435,672

  Last Listing Agent Jake Garay Serhant LLC

  54 Burgess Rd, Pawling, NY 12564
• 

  $430,000 Sold Jul 22, 2025

  26 Fenwood Dr, Pawling, NY 12564

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1963

  Last Sold Summary

  • 7% Below List Price
  • $287/SF
  • 177 Days On Market

  Current Estimated Value $444,980

  Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties

  26 Fenwood Dr, Pawling, NY 12564
• 

  $200,000 Sold Apr 30, 2025

  0 S Quaker Hill Rd Unit KEY822354, Pawling, NY 12564

  • Land
  • 11.14 Acres
  • $17,953 per Acre

  Last Sold Summary

  • 28% Below List Price
  • 47 Days On Market

  Last Listing Agent John Melchior Howard Hanna Rand Realty

  0 S Quaker Hill Rd Unit KEY822354, Pawling, NY 12564
• 

  $465,000 Sold Sep 15, 2025

  14 Summit Ave, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 1,706 Sq Ft
  • Built 1957

  Last Sold Summary

  • 17% Above List Price
  • $273/SF
  • 31 Days On Market

  Current Estimated Value $454,427

  Last Listing Agent Karen Gundelach Keller Williams Realty Partner

  14 Summit Ave, Pawling, NY 12564
• 

  $415,000 Sold Aug 19, 2025

  42 Harmony Rd, Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft
  • Built 1930

  Last Sold Summary

  • 2% Below List Price
  • $360/SF
  • 33 Days On Market

  Current Estimated Value $418,894

  Last Listing Agent Reid McGrath McGrath Realty Inc

  42 Harmony Rd, Pawling, NY 12564
• 

  $287,000 Sold Jan 30, 2025

  8 Brady Ln, Pawling, NY 12564

  • 3 Beds
  • 1.5 Baths
  • 1,972 Sq Ft
  • Built 1966

  Last Sold Summary

  • 11% Below List Price
  • $146/SF
  • 45 Days On Market

  Current Estimated Value $576,517

  Last Listing Agent Ernie Acampora River Realty Services, Inc.

  8 Brady Ln, Pawling, NY 12564
• 

  $420,000 Sold Aug 01, 2025

  7 Holiday St, Pawling, NY 12564

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1961

  Last Sold Summary

  • 2% Below List Price
  • $398/SF
  • 29 Days On Market

  Current Estimated Value $422,626

  Last Listing Agent Lisa Liffland McGrath Realty Inc

  7 Holiday St, Pawling, NY 12564
• 

  $600,000 Sold Jan 24, 2025

  92 E Main St, Pawling, NY 12564

  • 4 Beds
  • 3 Baths
  • 1,824 Sq Ft
  • Built 1979

  Last Sold Summary

  • $329/SF
  • 71 Days On Market

  Current Estimated Value $628,837

  Last Listing Agent Karen Gundelach Keller Williams Realty Partner

  92 E Main St, Pawling, NY 12564
• 

  $1,405,000 Sold Jul 24, 2025

  7 Tower Hill Rd, Pawling, NY 12564

  • 4 Beds
  • 3 Baths
  • 3,038 Sq Ft
  • Built 1999

  Last Sold Summary

  • 8% Above List Price
  • $462/SF
  • 49 Days On Market

  Current Estimated Value $1,377,604

  Last Listing Agent Ryan Arket Compass Greater NY, LLC

  7 Tower Hill Rd, Pawling, NY 12564
• 

  $150,000 Sold Feb 20, 2025

  Unlisted Address

  • Land
  • 4.43 Acres
  • $33,860 per Acre

  Last Sold Summary

  • 151 Days On Market

  Last Listing Agent Colleen McGrath McGrath Realty Inc

  Unlisted Address
• 

  $545,000 Sold Jan 27, 2025

  10 Watchhill Rd, Pawling, NY 12564

  • 4 Beds
  • 3.5 Baths
  • 4,502 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $121/SF
  • 49 Days On Market

  Current Estimated Value $660,548

  Last Listing Agent Shannon Tully McGrath Realty Inc

  10 Watchhill Rd, Pawling, NY 12564
• 

  $740,000 Sold Mar 27, 2025

  147 Highlands Dr, Pawling, NY 12564

  • 4 Beds
  • 3 Baths
  • 3,739 Sq Ft
  • Built 2004

  Last Sold Summary

  • $198/SF
  • 20 Days On Market

  Current Estimated Value $788,581

  Last Listing Agent Pete Rodriguez William Raveis Real Estate

  147 Highlands Dr, Pawling, NY 12564
• 

  $840,000 Sold Apr 28, 2025

  9 Strawberry Hill Rd, Pawling, NY 12564

  • 3 Beds
  • 3.5 Baths
  • 2,768 Sq Ft
  • Built 1967

  Last Sold Summary

  • 14% Below List Price
  • $303/SF
  • 103 Days On Market

  Current Estimated Value $905,002

  Last Listing Agent Brian McGrath McGrath Realty Inc

  9 Strawberry Hill Rd, Pawling, NY 12564
• 

  $385,000 Sold Dec 02, 2025

  23 Juniper Ln, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 2,130 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $181/SF
  • 31 Days On Market

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

  23 Juniper Ln, Pawling, NY 12564
• 

  $412,500 Sold May 27, 2025

  10 John Kane Ct, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 1,564 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Above List Price
  • $264/SF
  • 43 Days On Market

  Current Estimated Value $479,000

  Last Listing Agent Jessica Diaz Coldwell Banker Realty

  10 John Kane Ct, Pawling, NY 12564
• 

  $692,500 Sold Feb 26, 2025

  31 Millstream Ct, Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 3,078 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Below List Price
  • $225/SF
  • 144 Days On Market

  Current Estimated Value $749,514

  Last Listing Agent Mary Craig Coldwell Banker Realty

  31 Millstream Ct, Pawling, NY 12564
• 

  $399,000 Sold Sep 26, 2025

  33 Grandview Ave, Pawling, NY 12564

  • 4 Beds
  • 1 Bath
  • 1,157 Sq Ft
  • Built 1953

  Last Sold Summary

  • 1% Above List Price
  • $345/SF
  • 44 Days On Market

  Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

  33 Grandview Ave, Pawling, NY 12564
• 

  $685,000 Sold Jan 24, 2025

  15 Stirrup Trail, Pawling, NY 12564

  • 4 Beds
  • 3.5 Baths
  • 3,246 Sq Ft
  • Built 1993

  Last Sold Summary

  • 9% Below List Price
  • $211/SF
  • 133 Days On Market

  Current Estimated Value $760,070

  Last Listing Agent Anthony DeBellis Douglas Elliman Real Estate

  15 Stirrup Trail, Pawling, NY 12564
• 

  $499,850 Sold Apr 28, 2025

  56 Gristmill Ln, Pawling, NY 12564

  • 3 Beds
  • 1.5 Baths
  • 1,876 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Above List Price
  • $266/SF
  • 14 Days On Market

  Current Estimated Value $532,187

  Last Listing Agent Gino Bello Howard Hanna Rand Realty

  56 Gristmill Ln, Pawling, NY 12564
• 

  $532,000 Sold Jul 18, 2025

  104 Mohawk Trail, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 2,175 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Below List Price
  • $245/SF
  • 23 Days On Market

  Current Estimated Value $549,841

  Last Listing Agent Pete Rodriguez William Raveis Real Estate

  104 Mohawk Trail, Pawling, NY 12564
• 

  $360,000 Sold Jun 20, 2025

  53 Mohawk Trail, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Above List Price
  • $323/SF
  • 27 Days On Market

  Current Estimated Value $362,703

  Last Listing Agent Pamela Blecker Keller Williams Realty Partner

  53 Mohawk Trail, Pawling, NY 12564
• 

  $175,000 Sold Aug 15, 2025

  8 Ravine Rd, Pawling, NY 12564

  • Land
  • 6.04 Acres
  • $28,974 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 278 Days On Market

  Last Listing Agent Shannon Tully McGrath Realty Inc

  8 Ravine Rd, Pawling, NY 12564
• 

  $335,000 Sold Apr 21, 2025

  34 Spruce St, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 1,639 Sq Ft
  • Built 1987

  Last Sold Summary

  • $204/SF
  • 14 Days On Market

  Current Estimated Value $365,093

  Last Listing Agent James Bergstraser RE/MAX Classic Realty

  34 Spruce St, Pawling, NY 12564
• 

  $555,000 Sold Aug 22, 2025

  7 Watchhill Rd, Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 3,322 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Below List Price
  • $167/SF
  • 20 Days On Market

  Current Estimated Value $563,226

  Last Listing Agent Shannon Tully McGrath Realty Inc

  7 Watchhill Rd, Pawling, NY 12564
• 

  $650,000 Sold Jan 27, 2025

  10 di Pietro Ln, Pawling, NY 12564

  • 4 Beds
  • 2 Baths
  • 2,840 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $229/SF
  • 53 Days On Market

  Current Estimated Value $741,298

  Last Listing Agent Tony Zaccardo Coldwell Banker Realty

  10 di Pietro Ln, Pawling, NY 12564
• 

  $750,000 Sold Feb 27, 2025

  197 Highlands Dr, Pawling, NY 12564

  • 5 Beds
  • 3 Baths
  • 2,719 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $276/SF
  • 104 Days On Market

  Current Estimated Value $802,639

  Last Listing Agent Mary Capria Shawn Michael Realty

  197 Highlands Dr, Pawling, NY 12564
• 

  $160,000 Sold Oct 08, 2025

  16 Brady Brook Farm Rd, Pawling, NY 12564

  • Land
  • 9.65 Acres
  • $16,580 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 212 Days On Market

  Last Listing Agent Andrew Stewart Gillian Stewart Real Estate

  16 Brady Brook Farm Rd, Pawling, NY 12564
• 

  $720,000 Sold Dec 10, 2025

  94 S Quaker Hill Rd, Pawling, NY 12564

  • 4 Beds
  • 3 Baths
  • 3,360 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $214/SF
  • 52 Days On Market

  Last Listing Agent Shannon Tully McGrath Realty Inc

  94 S Quaker Hill Rd, Pawling, NY 12564
• 

  $900,000 Sold May 09, 2025

  139 Old Quaker Hill Rd, Pawling, NY 12564

  • 3 Beds
  • 2 Baths
  • 2,538 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Below List Price
  • $355/SF
  • 197 Days On Market

  Current Estimated Value $946,075

  Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

  139 Old Quaker Hill Rd, Pawling, NY 12564
• 

  $718,000 Sold Jan 28, 2025

  26 Chestnut Ln, Pawling, NY 12564

  • 5 Beds
  • 4 Baths
  • 4,354 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $165/SF
  • 84 Days On Market

  Current Estimated Value $777,768

  Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties

  26 Chestnut Ln, Pawling, NY 12564
• 

  $510,000 Sold Jul 24, 2025

  74 Harmony Hill Rd, Pawling, NY 12564

  • 4 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1971

  Last Sold Summary

  • 17% Above List Price
  • $294/SF
  • 20 Days On Market

  Current Estimated Value $492,575

  Last Listing Agent Patrycja Warda

  74 Harmony Hill Rd, Pawling, NY 12564
• 

  $560,000 Sold May 20, 2025

  130 Old Route 55, Pawling, NY 12564

  • 5 Beds
  • 2.5 Baths
  • 2,552 Sq Ft
  • Built 1975

  Last Sold Summary

  • 6% Below List Price
  • $219/SF
  • 132 Days On Market

  Current Estimated Value $596,412

  Last Listing Agent Derek Eisenberg Continental Real Estate Group

  130 Old Route 55, Pawling, NY 12564

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