74

Recently Sold Pawling, NY Homes

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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 $848,339

    Last Listing Agent Thomas 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 $414,933

    Last Listing Agent Elizabeth Poggiogalle Real Broker NY LLC

    7 Juniper Ln, Pawling, NY 12564
  • 978 W Dover Rd, Pawling, NY 12564

    $515,000

    Sold Jul 31, 2026

    978 W Dover Rd, Pawling, NY 12564

    • 3 Beds
    • 3 Baths
    • 1,556 Sq Ft
    • Built 1990

    Last Sold Summary

    • 17% Above List Price
    • $331/SF
    • 31 Days On Market

    Current Estimated Value $472,495

    Last Listing Agent Regan Andrews Coldwell Banker Realty

    978 W Dover 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 $408,321

    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 $447,198

    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 $377,163

    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 $462,739

    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 $560,573

    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 $738,540

    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 $449,843

    Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

    19 Cushing Green S, 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 $364,195

    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 $779,188

    Last Listing Agent Neeta Saraswat Weichert Realtors

    36 Horseshoe Path, Pawling, NY 12564
  • 0 S White Rock Rd Unit 6015368, Pawling, NY 12531

    $390,000

    Sold Jun 17, 2026

    0 S White Rock Rd Unit 6015368, Pawling, NY 12531

    • Land
    • 61.82 Acres
    • $6,309 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 2,248 Days On Market

    Last Listing Agent John Ravetto Houlihan Lawrence Inc.

    0 S White Rock Rd Unit 6015368, Pawling, NY 12531
  • 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 $492,099

    Last Listing Agent Lisa Liffland McGrath Realty Inc

    40 Walnut St, Pawling, NY 12564
  • 24 Overlook Dr, Pawling, NY 12564

    $735,000

    Sold Jul 21, 2026

    24 Overlook Dr, Pawling, NY 12564

    • 3 Beds
    • 3.5 Baths
    • 3,175 Sq Ft
    • Built 1964

    Last Sold Summary

    • 7% Above List Price
    • $231/SF
    • 14 Days On Market

    Current Estimated Value $685,024

    Last Listing Agent Eric Staub Keller Williams NY Realty

    24 Overlook 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 $1,671,840

    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 $702,090

    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 $457,564

    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 $1,434,360

    Last Listing Agent Brian McGrath McGrath Realty Inc

    21 Brady Brook Farm Rd, Pawling, NY 12564
  • 15 Dykeman St, Pawling, NY 12564

    $190,000

    Sold Jul 23, 2026

    15 Dykeman St, Pawling, NY 12564

    • Land
    • 33,105 Sq Ft
    • $250,000 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 116 Days On Market

    Current Estimated Value $213,832

    Last Listing Agent Joanne Debellis Debellis Real Estate LLC

    15 Dykeman St, 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 $549,542

    Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

    5 Old Field Cir, 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 $411,372

    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 $532,826

    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 $426,295

    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
  • 168 Old Route 55, Pawling, NY 12564

    $565,000

    Sold Aug 06, 2026

    168 Old Route 55, Pawling, NY 12564

    • 2 Beds
    • 2 Baths
    • 2,194 Sq Ft
    • Built 1776

    Last Sold Summary

    • $258/SF
    • 13 Days On Market

    Current Estimated Value $560,484

    Last Listing Agent Alea Vorillas RE/MAX Classic Realty

    168 Old Route 55, 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 $378,207

    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 $566,000

    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 $562,621

    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 $613,372

    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 $724,023

    Last Listing Agent Kristine Hansmann Jefferson Valley Realty

    5 Perri Ln, 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 $714,734

    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 $678,000

    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 $458,534

    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 $564,224

    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 $847,957

    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 $384,142

    Last Listing Agent Giorgio Palmisano Howard Hanna Rand Realty

    10 Timberline Trail, Pawling, NY 12564

Showing Results 1 - 40, Page 1 of 2

New York Dutchess County

Recently Sold Real Estate & Homes in Pawling, NY

Frequently Asked Questions

What is the average home price in Pawling, NY?
Homes for sale in Pawling, NY have an average home price of $1,474,301.
What is the average time to sell a house in Pawling, NY?
The houses for sale in Pawling, NY spend an average of 66 days on the market.
What is the number of active homes for sale in Pawling, NY?
There are 18 active homes for sale in Pawling, NY.
How many homes have sold over the last 12 months in Pawling, NY?
58 homes have sold in Pawling, NY over the last 12 months.

Home Prices in Pawling, NY

The median home sale price in Pawling, NY is $537,500, up 1% year-over-year. Homes in Pawling sell in 66 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$537,500
Median Single Family Sale Price
$633,700
Median Townhouse Sale Price
$385,000
Median 2 Bedroom Sale Price
$391,000
Average Price Per Sq Ft
$331
Number of Homes for Sale
18
Last 12 months Home Sales
58
Months of Supply
3.70
Median List Price
$595,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
1%
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