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Recently Sold Homes in 12564

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  • 175 Old Quaker Hill Rd, Pawling, NY 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 $837,347

    Last Listing Agent Tom Consaga RE/MAX Ace Realty

    175 Old Quaker Hill Rd, Pawling, NY 12564
  • 0 Overlook 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
  • Lot #2 Dodge 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
  • 2 Spruce St, 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 $399,319

    Last Listing Agent Robin Butler-Koschei Hanson Real Estate Partners

    2 Spruce St, Pawling, NY 12564
  • 103 Mohawk Trail, 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 $462,714

    Last Listing Agent Claudia Jiskra McGrath Realty Inc

    103 Mohawk Trail, Pawling, NY 12564
  • 36 Elm 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 $431,730

    Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

    36 Elm St, Pawling, NY 12564
  • 37 Spruce 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 $369,759

    Last Listing Agent Nick Selca Lakeshore Realty International

    37 Spruce St, Pawling, NY 12564
  • 36 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

    Current Estimated Value $441,909

    Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

    36 Spruce St, Pawling, NY 12564
  • 4 Juniper Ln, 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 $387,908

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

    4 Juniper Ln, Pawling, NY 12564
  • 27 Millstream Ct, 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 $719,914

    Last Listing Agent Christopher Filangeri BHHS Hudson Valley Properties

    27 Millstream Ct, Pawling, NY 12564
  • 85 W Deer Trail, 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 $570,993

    Last Listing Agent Shannon Tully McGrath Realty Inc

    85 W Deer Trail, Pawling, NY 12564
  • 19 Cushing Green S, 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 $445,856

    Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

    19 Cushing Green S, Pawling, NY 12564
  • 11 Birch Terrace, 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 $410,070

    Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

    11 Birch Terrace, Pawling, NY 12564
  • 33 Spruce St, 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 $354,928

    Last Listing Agent Edmond Albano Keller Williams NY Realty

    33 Spruce St, Pawling, NY 12564
  • 17 Fenwood Dr, 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 $519,819

    Last Listing Agent Shannon Tully McGrath Realty Inc

    17 Fenwood Dr, Pawling, NY 12564
  • 32 Elm St, 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 $569,331

    Last Listing Agent Patrycja Warda Corcoran Country Living

    32 Elm St, Pawling, NY 12564
  • 18 Evergreen Way, 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 $395,854

    Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties

    18 Evergreen Way, Pawling, NY 12564
  • 14 Little Pond Rd, 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 $981,883

    Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

    14 Little Pond Rd, Pawling, NY 12564
  • 26 Taber Knolls 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 $354,149

    Last Listing Agent Reid McGrath McGrath Realty Inc

    26 Taber Knolls Dr, Pawling, NY 12564
  • 88 Lakeview 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 $348,015

    Last Listing Agent Martha Woodhouse Howard Hanna Rand Realty

    88 Lakeview Dr, Pawling, NY 12564
  • 24 Sheridan 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
  • 51 Kirby Hill Rd, 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
  • 30 Dewey Ln, 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 $2,388,821

    Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

    30 Dewey Ln, Pawling, NY 12564
  • 29 Cunningham 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 $680,464

    Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

    29 Cunningham Ln, Pawling, NY 12564
  • 21 Brady Brook Farm 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 $1,414,642

    Last Listing Agent Brian McGrath McGrath Realty Inc

    21 Brady Brook Farm Rd, Pawling, NY 12564
  • 24 Timberline Trail, 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 $347,484

    Last Listing Agent Vincent Reda Keller Williams Realty

    24 Timberline Trail, Pawling, NY 12564
  • 14 Akindale Rd, 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 $369,820

    Last Listing Agent Kathryn McCoach Houlihan Lawrence Inc.

    14 Akindale Rd, Pawling, NY 12564
  • 96 Lakeview 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 $420,687

    Last Listing Agent Claudia Jiskra McGrath Realty Inc

    96 Lakeview Dr, Pawling, NY 12564
  • Lot 18 Cox Rd, 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
  • 26 Frenchmans Ln, 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 $558,331

    Last Listing Agent Ryan Arket Compass Greater NY, LLC

    26 Frenchmans Ln, Pawling, NY 12564
  • 32 Gristmill 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 $706,240

    Last Listing Agent Carol Aprile

    32 Gristmill Ln, Pawling, NY 12564
  • 36 Byrds Hill Rd, 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 $548,252

    Last Listing Agent Regan Andrews Coldwell Banker Realty

    36 Byrds Hill Rd, Pawling, NY 12564
  • 37 Baxter 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 $581,318

    Last Listing Agent Matt Rose Keller Williams Prestige Prop

    37 Baxter Rd, Pawling, NY 12564
  • 5 Perri Ln, 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 $700,032

    Last Listing Agent Kristine Hansmann Jefferson Valley Realty

    5 Perri Ln, Pawling, NY 12564
  • 38 Old Route 55, 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 $467,086

    Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

    38 Old Route 55, Pawling, NY 12564
  • 12 W Wind Rd, 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 $696,225

    Last Listing Agent Doris Jean William Raveis Real Estate

    12 W Wind Rd, Pawling, NY 12564
  • 48 David Ln, 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 $739,000

    Last Listing Agent Claudia Dizenzo Hudson River Line Realty

    48 David Ln, Pawling, NY 12564
  • 27 Washington Ct, 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 $444,198

    Last Listing Agent Shannon Tully McGrath Realty Inc

    27 Washington Ct, Pawling, NY 12564
  • 10 Rebecca Dr, 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 $549,073

    Last Listing Agent Maria Justo Howard Hanna Rand Realty

    10 Rebecca Dr, Pawling, NY 12564
  • 202 Bundy Hill Rd, Holmes, NY 12531

    $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 $878,998

    Last Listing Agent Daniel Balassone VYLLA Home

    202 Bundy Hill Rd, Holmes, NY 12531

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