Recently Sold Pawling, NY Homes

• 

  $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

  Last Listing Agent Colleen McGrath McGrath Realty Inc

  7 Glen Ct, Pawling, NY 12564
• Explore Pawling

• 

  $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
• 

  $535,000 Sold Jan 10, 2025

  173 Quaker Hill Rd, Pawling, NY 12564

  • 4 Beds
  • 3 Baths
  • 3,620 Sq Ft
  • Built 1989

  Last Sold Summary

  • 13% Above List Price
  • $148/SF
  • 39 Days On Market

  Current Estimated Value $531,029

  Last Listing Agent Regan Andrews Houlihan Lawrence Inc.

  173 Quaker Hill Rd, Pawling, NY 12564
• 

  $999,000 Sold Feb 13, 2025

  37 San Souci Dr, Pawling, NY 12564

  • 6 Beds
  • 4 Baths
  • 3,660 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Above List Price
  • $273/SF
  • 27 Days On Market

  Current Estimated Value $1,065,712

  Last Listing Agent Colleen McGrath McGrath Realty Inc

  37 San Souci Dr, Pawling, NY 12564
• 

  $435,000 Sold Jun 06, 2025

  103 Mohawk Trail, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,917 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Above List Price
  • $227/SF
  • 13 Days On Market

  Current Estimated Value $458,345

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  103 Mohawk Trail, Pawling, NY 12564
• 

  $795,000 Sold Dec 26, 2024

  206 N Quaker Hill Rd, Pawling, NY 12564

  • 4 Beds
  • 3.5 Baths
  • 3,287 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $242/SF
  • 58 Days On Market

  Current Estimated Value $860,570

  Last Listing Agent Shannon Tully McGrath Realty Inc

  206 N Quaker Hill Rd, 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

  Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

  36 Elm St, Pawling, NY 12564
• 

  $361,000 Sold Aug 13, 2025

  37 Spruce St, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,413 Sq Ft
  • Built 1993

  Last Sold Summary

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

  Current Estimated Value $367,950

  Last Listing Agent Nick Selca Lakeshore Realty International

  37 Spruce 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

  Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

  36 Spruce St, Pawling, NY 12564
• 

  $746,000 Sold Feb 14, 2025

  25 Liberty Ln, Pawling, NY 12531

  • 3 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Below List Price
  • $287/SF
  • 56 Days On Market

  Current Estimated Value $780,502

  Last Listing Agent Magdalena Pawlowska Coldwell Banker Realty

  25 Liberty Ln, Pawling, NY 12531
• 

  $610,000 Sold Feb 20, 2025

  572 Quaker Hill Rd, Pawling, NY 12564

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Above List Price
  • $210/SF
  • 37 Days On Market

  Current Estimated Value $731,559

  Last Listing Agent Barbara Allen HomeSmart Homes & Estates

  572 Quaker Hill Rd, Pawling, NY 12564
• 

  $365,000 Sold Apr 10, 2025

  4 Juniper Ln, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $174/SF
  • 20 Days On Market

  Current Estimated Value $383,810

  Last Listing Agent Josephine Diego K. Fortuna Realty, Inc.

  4 Juniper Ln, 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

  Last Listing Agent Christopher Filangeri BHHS Hudson Valley Properties

  27 Millstream Ct, Pawling, NY 12564
• 

  $540,000 Sold May 23, 2025

  85 W Deer Trail, Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 2,341 Sq Ft
  • Built 2001

  Last Sold Summary

  • $231/SF
  • 23 Days On Market

  Current Estimated Value $572,234

  Last Listing Agent Shannon Tully McGrath Realty Inc

  85 W Deer Trail, Pawling, NY 12564
• 

  $467,000 Sold Dec 27, 2024

  45 Fenwood Dr, Pawling, NY 12564

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 1976

  Last Sold Summary

  • 9% Below List Price
  • $256/SF
  • 74 Days On Market

  Current Estimated Value $518,391

  Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

  45 Fenwood Dr, 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 $439,537

  Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

  19 Cushing Green S, Pawling, NY 12564
• 

  $367,500 Sold Mar 04, 2025

  27 Gobblers Knob Rd, Pawling, NY 12564

  • 4 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1945

  Last Sold Summary

  • 14% Below List Price
  • $234/SF
  • 68 Days On Market

  Current Estimated Value $403,134

  Last Listing Agent Douglas McGowan Coldwell Banker Realty

  27 Gobblers Knob Rd, Pawling, NY 12564
• 

  $410,000 Sold Jul 24, 2025

  11 Birch Terrace, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $293/SF
  • 34 Days On Market

  Current Estimated Value $414,192

  Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

  11 Birch Terrace, 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

  Last Listing Agent Edmond Albano Keller Williams NY Realty

  33 Spruce St, Pawling, NY 12564
• 

  $490,000 Sold May 16, 2025

  17 Fenwood Dr, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,716 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $286/SF
  • 85 Days On Market

  Current Estimated Value $524,481

  Last Listing Agent Shannon Tully McGrath Realty Inc

  17 Fenwood Dr, Pawling, NY 12564
• 

  $645,000 Sold Jun 13, 2025

  32 Elm St, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1880

  Last Sold Summary

  • 3% Above List Price
  • $339/SF
  • 20 Days On Market

  Current Estimated Value $592,058

  Last Listing Agent Patrycja Warda

  32 Elm St, Pawling, NY 12564
• 

  $975,000 Sold Apr 07, 2025

  11 Birch Hill Rd, Pawling, NY 12564

  • 4 Beds
  • 3.5 Baths
  • 4,615 Sq Ft
  • Built 2000

  Last Sold Summary

  • $211/SF
  • 21 Days On Market

  Current Estimated Value $1,060,220

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  11 Birch Hill Rd, Pawling, NY 12564
• 

  $376,500 Sold Jun 18, 2025

  18 Evergreen Way, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,427 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Above List Price
  • $264/SF
  • 13 Days On Market

  Current Estimated Value $394,320

  Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties

  18 Evergreen Way, Pawling, NY 12564
• 

  $949,900 Sold May 02, 2025

  14 Little Pond Rd, Pawling, NY 12564

  • 4 Beds
  • 4.5 Baths
  • 3,798 Sq Ft
  • Built 2000

  Last Sold Summary

  • $250/SF
  • 6 Days On Market

  Current Estimated Value $971,223

  Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

  14 Little Pond Rd, Pawling, NY 12564
• 

  $610,000 Sold Feb 06, 2025

  141 Dugway Dr, Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Above List Price
  • $272/SF
  • 31 Days On Market

  Current Estimated Value $660,346

  Last Listing Agent Joseph Kelley Houlihan Lawrence Inc.

  141 Dugway Dr, Pawling, NY 12564
• 

  $355,000 Sold Apr 08, 2025

  26 Taber Knolls Dr, Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 1955

  Last Sold Summary

  • 11% Below List Price
  • $493/SF
  • 82 Days On Market

  Current Estimated Value $358,282

  Last Listing Agent Reid McGrath McGrath Realty Inc

  26 Taber Knolls Dr, Pawling, NY 12564
• 

  $345,000 Sold Jul 09, 2025

  88 Lakeview Dr, Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Above List Price
  • $383/SF
  • 26 Days On Market

  Current Estimated Value $350,656

  Last Listing Agent Martha Woodhouse Howard Hanna Rand Realty

  88 Lakeview Dr, Pawling, NY 12564
• 

  $674,900 Sold May 21, 2025

  24 Sheridan Dr, Pawling, NY 12564

  • 3 Beds
  • 2 Baths
  • 2,876 Sq Ft
  • Built 1930

  Last Sold Summary

  • $235/SF
  • 134 Days On Market

  Last Listing Agent John Gabriel Jr KW MidHudson

  24 Sheridan Dr, Pawling, NY 12564
• 

  $485,000 Sold Jan 23, 2025

  94 David Ln, Pawling, NY 12564

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft
  • Built 1985

  Last Sold Summary

  • 8% Above List Price
  • $415/SF
  • 42 Days On Market

  Current Estimated Value $540,886

  Last Listing Agent Shannon Tully McGrath Realty Inc

  94 David Ln, 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
• 

  $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 $1,413,860

  Last Listing Agent Brian McGrath McGrath Realty Inc

  21 Brady Brook Farm Rd, Pawling, NY 12564
• 

  $422,000 Sold Apr 07, 2025

  39 Nathan Pierce Ct, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft
  • Built 2000

  Last Sold Summary

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

  Current Estimated Value $435,812

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  39 Nathan Pierce Ct, Pawling, NY 12564
• 

  $315,000 Sold Aug 05, 2025

  24 Timberline Trail, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 2,130 Sq Ft
  • Built 1997

  Last Sold Summary

  • 10% Below List Price
  • $148/SF
  • 51 Days On Market

  Current Estimated Value $339,295

  Last Listing Agent Vincent Reda Keller Williams Realty

  24 Timberline Trail, 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

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  96 Lakeview Dr, 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

  Last Listing Agent Ryan Arket Compass Greater NY, LLC

  26 Frenchmans Ln, Pawling, NY 12564
• 

  $607,000 Sold May 16, 2025

  32 Gristmill Ln, Pawling, NY 12564

  • 5 Beds
  • 4 Baths
  • 3,732 Sq Ft
  • Built 1967

  Last Sold Summary

  • 12% Below List Price
  • $163/SF
  • 235 Days On Market

  Current Estimated Value $662,317

  Last Listing Agent Carol Aprile

  32 Gristmill Ln, 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

  Last Listing Agent Matt Rose Keller Williams Prestige Prop

  37 Baxter Rd, Pawling, NY 12564
• 

  $430,000 Sold Aug 01, 2025

  38 Old Route 55, Pawling, NY 12564

  • 4 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Below List Price
  • $267/SF
  • 126 Days On Market

  Current Estimated Value $466,417

  Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

  38 Old Route 55, Pawling, NY 12564
• 

  $100,000 Sold Mar 11, 2025

  1074 W Dover Rd, Pawling, NY 12564

  • Land
  • 0.36 Acre
  • $277,778 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 129 Days On Market

  Current Estimated Value $105,795

  Last Listing Agent Robert Pape Keller Williams NY Realty

  1074 W Dover Rd, Pawling, NY 12564

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