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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 $856,926

    Last Listing Agent Tom Consaga RE/MAX Ace Realty

    175 Old Quaker Hill Rd, Pawling, NY 12564
  • 7 Juniper Ln, 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 $418,286

    Last Listing Agent Elizabeth Poggiogalle Real Broker NY LLC

    7 Juniper Ln, 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 $392,541

    Last Listing Agent Robin Butler-Koschei Hanson Real Estate Partners

    2 Spruce St, 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 $426,777

    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 $367,670

    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 $448,889

    Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

    36 Spruce St, Pawling, NY 12564
  • 322 Old Route 22, 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 $600,112

    Last Listing Agent Susan Stevens BHHS Hudson Valley Properties

    322 Old Route 22, 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 $738,378

    Last Listing Agent Christopher Filangeri BHHS Hudson Valley Properties

    27 Millstream Ct, 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 $446,182

    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 $411,371

    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 $350,153

    Last Listing Agent Edmond Albano Keller Williams NY Realty

    33 Spruce St, Pawling, NY 12564
  • 36 Horseshoe Path, 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 $782,431

    Last Listing Agent Neeta Saraswat Weichert Realtors

    36 Horseshoe Path, Pawling, NY 12564
  • 40 Walnut St, 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 $463,358

    Last Listing Agent Lisa Liffland McGrath Realty Inc

    40 Walnut St, 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 $1,880,275

    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 $693,072

    Last Listing Agent Gillian Stewart Gillian Stewart Real Estate

    29 Cunningham Ln, Pawling, NY 12564
  • 20 Saratoga St, 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 $447,485

    Last Listing Agent Julia Lear Coldwell Banker Realty

    20 Saratoga St, 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 $1,387,783

    Last Listing Agent Brian McGrath McGrath Realty Inc

    21 Brady Brook Farm Rd, Pawling, NY 12564
  • 5 Old Field Cir, 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 $556,143

    Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

    5 Old Field Cir, 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 $364,740

    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 $428,628

    Last Listing Agent Kathryn McCoach Houlihan Lawrence Inc.

    14 Akindale Rd, Pawling, NY 12564
  • 58 Pine Dr, 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 $534,790

    Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

    58 Pine Dr, 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 $414,025

    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
  • 21 Kings Way, 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 $372,951

    Last Listing Agent Bopaul Sookdeo YourHomeSold Guaranteed Realty

    21 Kings Way, 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 $639,000

    Last Listing Agent Ryan Arket Compass Greater NY, LLC

    26 Frenchmans 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 $556,738

    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 $613,664

    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 $708,988

    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 $529,476

    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 $711,275

    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 $445,312

    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 $551,733

    Last Listing Agent Maria Justo Howard Hanna Rand Realty

    10 Rebecca Dr, Pawling, NY 12564
  • 117 S Quaker Hill Rd, 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 $857,209

    Last Listing Agent Lisa Liffland McGrath Realty Inc

    117 S Quaker Hill Rd, Pawling, NY 12564
  • 10 Timberline Trail, 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 $382,093

    Last Listing Agent Giorgio Palmisano Howard Hanna Rand Realty

    10 Timberline Trail, 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 $850,554

    Last Listing Agent Daniel Balassone VYLLA Home

    202 Bundy Hill Rd, Holmes, NY 12531
  • 12 Berry Ln, 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 $840,582

    Last Listing Agent Brian McGrath McGrath Realty Inc

    12 Berry Ln, Pawling, NY 12564

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