Recently Sold Pawling, NY Homes

• 

  $385,000

  Sold Jul 13, 2026

  16 Juniper Ln, Pawling, NY 12564

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

  Last Sold Summary

  • 3% Above List Price
  • $235/SF
  • 29 Days On Market

  Current Estimated Value $386,327

  Last Listing Agent Vanessa Longo Briante Realty Group, LLC

  16 Juniper Ln, Pawling, NY 12564
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• 

  $610,500

  Sold Jun 25, 2026

  85 Harmony Hill Rd, Pawling, NY 12564

  • 3 Beds
  • 3 Baths
  • 1,640 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Above List Price
  • $372/SF
  • 25 Days On Market

  Last Listing Agent Anna Proctor Compass Greater NY, LLC

  85 Harmony Hill Rd, Pawling, NY 12564
• 

  $950,000

  Sold Aug 04, 2026

  0 Old Quaker Hill Rd Unit KEY986977, Pawling, NY 12564

  • Land
  • 68.39 Acres
  • $13,891 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 74 Days On Market

  Last Listing Agent Brian McGrath McGrath Realty Inc

  0 Old Quaker Hill Rd Unit KEY986977, Pawling, NY 12564
• 

  $575,000

  Sold Dec 22, 2025

  7 Glen Ct, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 2,318 Sq Ft
  • Built 1997

  Last Sold Summary

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

  Current Estimated Value $608,293

  Last Listing Agent Colleen McGrath McGrath Realty Inc

  7 Glen Ct, 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 $470,640

  Last Listing Agent Karen Gundelach Keller Williams NY Realty

  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 $430,534

  Last Listing Agent Reid McGrath McGrath Realty Inc

  42 Harmony Rd, Pawling, NY 12564
• 

  $100,000

  Sold May 11, 2026

  3 Pine Dr, Pawling, NY 12564

  • Land
  • 13,503 Sq Ft
  • $322,581 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 136 Days On Market

  Last Listing Agent Brandon Doswell-Stephens Silverside Realty LLC

  3 Pine Dr, Pawling, NY 12564
• 

  $165,000

  Sold Jun 03, 2026

  0 Kirby Hill Rd, Pawling, NY 12564

  • Land
  • 11.4 Acres
  • $14,474 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 764 Days On Market

  Last Listing Agent Richard Castro Howard Hanna Rand Realty

  0 Kirby Hill Rd, Pawling, NY 12564
• 

  $390,000

  Sold Jul 02, 2026

  11 Cushing Green S, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,723 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $226/SF
  • 18 Days On Market

  Current Estimated Value $376,272

  Last Listing Agent Taylor Cirillo Howard Hanna Rand Realty

  11 Cushing Green S, Pawling, NY 12564
• 

  $860,000

  Sold Apr 14, 2026

  1125 Old Quaker Hill Rd, Pawling, NY 12564

  • 3 Beds
  • 2 Baths
  • 2,048 Sq Ft
  • Built 1972

  Last Sold Summary

  • 3% Below List Price
  • $420/SF
  • 39 Days On Market

  Current Estimated Value $875,646

  Last Listing Agent Diana Murphy HomeSmart Homes & Estates

  1125 Old Quaker 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

  Current Estimated Value $404,737

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

  23 Juniper Ln, 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

  Current Estimated Value $405,368

  Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

  33 Grandview Ave, Pawling, NY 12564
• 

  $33,320,000

  Sold Jul 30, 2026

  104 N Garden Dr, Pawling, NY 12564

  • 9 Beds
  • 15 Baths
  • Built 1987

  Last Sold Summary

  • 15% Below List Price
  • 182 Days On Market

  Current Estimated Value $3,538,000

  Last Listing Agent Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

  104 N Garden Dr, Pawling, NY 12564
• 

  $485,000

  Sold Feb 11, 2026

  2 Bridle Way, Pawling, NY 12564

  • 3 Beds
  • 3.5 Baths
  • 3,467 Sq Ft
  • Built 1992

  Last Sold Summary

  • 4% Below List Price
  • $140/SF
  • 27 Days On Market

  Current Estimated Value $622,074

  Last Listing Agent Arafat Ibrahim AI Realty Brokerage LLC

  2 Bridle Way, Pawling, NY 12564
• 

  $790,000

  Sold May 15, 2026

  26 Rodina Dr, Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $247/SF
  • 51 Days On Market

  Current Estimated Value $778,902

  Last Listing Agent Douglas Servello Home Sweet Home Properties

  26 Rodina Dr, Pawling, NY 12564
• 

  $410,000

  Sold Apr 27, 2026

  13 Cushing Green S, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,567 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $262/SF
  • 66 Days On Market

  Current Estimated Value $411,476

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  13 Cushing Green S, Pawling, NY 12564
• 

  $615,000

  Sold Apr 02, 2026

  79 W Main St, Pawling, NY 12564

  • 3 Beds
  • 2 Baths
  • 2,254 Sq Ft
  • Built 1931

  Last Sold Summary

  • 3% Above List Price
  • $273/SF
  • 11 Days On Market

  Current Estimated Value $602,624

  Last Listing Agent Lisa Liffland McGrath Realty Inc

  79 W Main St, Pawling, NY 12564
• 

  $405,000

  Sold Feb 11, 2026

  23 Union St, Pawling, NY 12564

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1890

  Last Sold Summary

  • 16% Below List Price
  • $274/SF
  • 138 Days On Market

  Current Estimated Value $409,055

  Last Listing Agent Brett David Miller K Fortuna Lighthouse Realty

  23 Union St, 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
• 

  $775,000

  Sold Apr 24, 2026

  4 Mane Way, Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 3,611 Sq Ft
  • Built 2002

  Last Sold Summary

  • $215/SF
  • 158 Days On Market

  Current Estimated Value $761,641

  Last Listing Agent Sharon Sheil Coldwell Banker Realty

  4 Mane Way, Pawling, NY 12564
• 

  $512,500

  Sold Feb 10, 2026

  28 Gobblers Knob Rd, Pawling, NY 12564

  • 3 Beds
  • 2 Baths
  • 2,107 Sq Ft
  • Built 1960

  Last Sold Summary

  • 32% Below List Price
  • $243/SF
  • 239 Days On Market

  Current Estimated Value $518,566

  Last Listing Agent Mark Snyder eXp Realty

  28 Gobblers Knob Rd, 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 $602,086

  Last Listing Agent Shannon Tully McGrath Realty Inc

  7 Watchhill Rd, Pawling, NY 12564
• 

  $170,000

  Sold Feb 13, 2026

  1D Margherita Ln, Pawling, NY 12564

  • Land
  • 16.67 Acres
  • $10,198 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 34 Days On Market

  Last Listing Agent Colleen McGrath McGrath Realty Inc

  1D Margherita Ln, Pawling, NY 12564
• 

  $1,425,000

  Sold Apr 14, 2026

  604 N Quaker Hill Rd, Pawling, NY 12564

  • 5 Beds
  • 7.5 Baths
  • 5,470 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $261/SF
  • 225 Days On Market

  Current Estimated Value $1,519,026

  Last Listing Agent Leigh Tripathi Ellis Sotheby's Intl Realty

  604 N Quaker Hill Rd, 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

  Current Estimated Value $791,713

  Last Listing Agent Shannon Tully McGrath Realty Inc

  94 S Quaker Hill Rd, Pawling, NY 12564
• 

  $153,000

  Sold Mar 19, 2026

  51 Estate Dr, Pawling, NY 12564

  • Land
  • 4.87 Acres
  • $31,417 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 71 Days On Market

  Current Estimated Value $171,199

  Last Listing Agent Colleen McGrath McGrath Realty Inc

  51 Estate Dr, Pawling, NY 12564
• 

  $392,000

  Sold Jan 08, 2026

  12 Anderson Way, Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1925

  Last Sold Summary

  • 2% Below List Price
  • $338/SF
  • 35 Days On Market

  Current Estimated Value $398,354

  Last Listing Agent Stacey Cronin Houlihan Lawrence Inc.

  12 Anderson Way, Pawling, NY 12564
• 

  $535,000

  Sold Mar 10, 2026

  66 Fairway Dr, Pawling, NY 12564

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Above List Price
  • $359/SF
  • 24 Days On Market

  Current Estimated Value $535,700

  Last Listing Agent Carol Aprile Houlihan Lawrence Inc.

  66 Fairway Dr, Pawling, NY 12564
• 

  $375,000

  Sold Mar 04, 2026

  16 Townsend Blvd, Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 1964

  Last Sold Summary

  • 6% Below List Price
  • $347/SF
  • 37 Days On Market

  Current Estimated Value $377,678

  Last Listing Agent Reid McGrath McGrath Realty Inc

  16 Townsend Blvd, Pawling, NY 12564
• 

  $170,000

  Sold Feb 13, 2026

  1C Margherita Ln, Pawling, NY 12564

  • Land
  • 17.63 Acres
  • $9,643 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 34 Days On Market

  Last Listing Agent Colleen McGrath McGrath Realty Inc

  1C Margherita Ln, Pawling, NY 12564
• 

  $269,950

  Sold Apr 15, 2026

  14 Old Route 55, Pawling, NY 12564

  • 3 Beds
  • 1 Bath
  • 1,653 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Below List Price
  • $163/SF
  • 51 Days On Market

  Current Estimated Value $286,468

  Last Listing Agent Ronald Green KW MidHudson

  14 Old Route 55, Pawling, NY 12564
• 

  $742,000

  Sold Jan 20, 2026

  48 W Main St, Pawling, NY 12564

  • 5 Beds
  • 3.5 Baths
  • 3,766 Sq Ft
  • Built 1885

  Last Sold Summary

  • 6% Above List Price
  • $197/SF
  • 45 Days On Market

  Current Estimated Value $695,169

  Last Listing Agent Christopher Filangeri BHHS Hudson Valley Properties

  48 W Main St, Pawling, NY 12564
• 

  $135,000

  Sold Jun 29, 2026

  0 Prospect St Unit KEY985758, Pawling, NY 12564

  • Land
  • 18,730 Sq Ft
  • $313,953 per Acre

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Lisa Liffland McGrath Realty Inc

  0 Prospect St Unit KEY985758, Pawling, NY 12564

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