Recently Sold Homes near Keeseville Elementary School

• 

  $675,000 Sold Sep 29, 2025

  135 Stowe Dr, Poughquag, NY 12570

  • 4 Beds
  • 2.5 Baths
  • 3,308 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Above List Price
  • $204/SF
  • 24 Days On Market

  Current Estimated Value $677,284

  Last Listing Agent Crystal De Raffele RE/MAX Town & Country

  135 Stowe Dr, Poughquag, NY 12570
• 

  $549,000 Sold Jan 28, 2026

  105 Sheldon Rd, Wingdale, NY 12594

  • 4 Beds
  • 3 Baths
  • 2,792 Sq Ft
  • Built 1996

  Last Sold Summary

  • $197/SF
  • 48 Days On Market

  Current Estimated Value $549,531

  Last Listing Agent Barbara Negro Century 21 Alliance Realty Grp

  105 Sheldon Rd, Wingdale, NY 12594
• 

  $1,650,000 Sold Feb 10, 2026

  1 Cloverleaf Farm S, Sherman, CT 06784

  • 4 Beds
  • 4.5 Baths
  • 5,475 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $301/SF
  • 239 Days On Market

  Current Estimated Value $1,578,772

  Last Listing Agent Alan O'Doherty William Pitt Sotheby's Int'l

  1 Cloverleaf Farm S, Sherman, CT 06784
• 

  $320,000 Sold Dec 29, 2025

  16 Gaylord Rd, Gaylordsville, CT 06755

  • 2 Beds
  • 1 Bath
  • 1,774 Sq Ft
  • Built 1960

  Last Sold Summary

  • 6% Below List Price
  • $180/SF
  • 118 Days On Market

  Current Estimated Value $331,459

  Last Listing Agent Dave Fairty E.J. Murphy Realty

  16 Gaylord Rd, Gaylordsville, CT 06755
• 

  $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
• 

  $459,000 Sold Jan 27, 2026

  104 Susan Dr, Poughquag, NY 12570

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1985

  Last Sold Summary

  • $270/SF
  • 32 Days On Market

  Current Estimated Value $449,880

  Last Listing Agent Ashley Olson Minard eXp Realty

  104 Susan Dr, Poughquag, NY 12570
• 

  $715,500 Sold Jun 26, 2025

  24 Quaker Ridge Rd, Sherman, CT 06784

  • 4 Beds
  • 2.5 Baths
  • 2,954 Sq Ft
  • Built 1978

  Last Sold Summary

  • 6% Above List Price
  • $242/SF
  • 39 Days On Market

  Current Estimated Value $710,184

  Last Listing Agent Irit Granger William Pitt Sotheby's Int'l

  24 Quaker Ridge Rd, Sherman, CT 06784
• 

  $415,000 Sold Jun 13, 2025

  17 Cedar Hill Rd, Gaylordsville, CT 06755

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $235/SF
  • 10 Days On Market

  Current Estimated Value $433,478

  Last Listing Agent Kevin Rockoff Rockoff Realty

  17 Cedar Hill Rd, Gaylordsville, CT 06755
• 

  $740,000 Sold Jun 18, 2025

  13 Taber Rd, Sherman, CT 06784

  • 4 Beds
  • 2.5 Baths
  • 1,828 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Above List Price
  • $405/SF
  • 56 Days On Market

  Current Estimated Value $734,767

  Last Listing Agent Irit Granger William Pitt Sotheby's Int'l

  13 Taber Rd, Sherman, CT 06784
• 

  $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
• 

  $577,000 Sold Oct 21, 2025

  311 Kent Rd, Kent, CT 06757

  • 3 Beds
  • 1.5 Baths
  • 1,548 Sq Ft
  • Built 1947

  Last Sold Summary

  • 3% Below List Price
  • $373/SF
  • 31 Days On Market

  Current Estimated Value $594,548

  Last Listing Agent Steve Pener William Pitt Sotheby's Int'l

  311 Kent Rd, Kent, CT 06757
• 

  $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
• 

  $380,000 Sold Jan 16, 2026

  9 Nicole Ln, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,036 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Above List Price
  • $367/SF
  • 19 Days On Market

  Current Estimated Value $377,103

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  9 Nicole Ln, Wingdale, NY 12594
• 

  $440,000 Sold Aug 21, 2025

  596 Kent Rd, Gaylordsville, CT 06755

  • 3 Beds
  • 2.5 Baths
  • 2,014 Sq Ft
  • Built 2000

  Last Sold Summary

  • 10% Below List Price
  • $218/SF
  • 77 Days On Market

  Current Estimated Value $474,982

  Last Listing Agent Don Fleming Coldwell Banker Realty

  596 Kent Rd, Gaylordsville, CT 06755
• 

  $465,000 Sold Aug 01, 2025

  268 Lime Kiln Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Built 2021

  Last Sold Summary

  • $266/SF
  • 19 Days On Market

  Current Estimated Value $465,115

  Last Listing Agent Jacqueline Redahan Century 21 Alliance Realty Grp

  268 Lime Kiln Rd, Dover Plains, NY 12522
• 

  $435,000 Sold Sep 29, 2025

  27 Cavelo Dr, Wingdale, NY 12594

  • 3 Beds
  • 3 Baths
  • 1,794 Sq Ft
  • Built 1974

  Last Sold Summary

  • $242/SF
  • 31 Days On Market

  Current Estimated Value $431,011

  Last Listing Agent Shannon Tully McGrath Realty Inc

  27 Cavelo Dr, Wingdale, NY 12594
• 

  $550,000 Sold Jul 29, 2025

  46 Peaceable Way, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft
  • Built 2019

  Last Sold Summary

  • 6% Below List Price
  • $281/SF
  • 86 Days On Market

  Current Estimated Value $560,125

  Last Listing Agent Laura Fasciglione Keller Williams Realty Partner

  46 Peaceable Way, Dover Plains, NY 12522
• 

  $460,000 Sold Dec 11, 2025

  26 Nicole Ln, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 2,072 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Above List Price
  • $222/SF
  • 18 Days On Market

  Current Estimated Value $464,751

  Last Listing Agent Andrea Rudkowski Closer Real Estate

  26 Nicole Ln, Wingdale, NY 12594
• 

  $270,000 Sold Dec 05, 2025

  20 Hemlock Ln, Wingdale, NY 12594

  • 2 Beds
  • 1 Bath
  • 1,362 Sq Ft
  • Built 1994

  Last Sold Summary

  • 7% Below List Price
  • $198/SF
  • 27 Days On Market

  Current Estimated Value $283,817

  Last Listing Agent Crystal Neceda Briante Realty Group, LLC

  20 Hemlock Ln, Wingdale, NY 12594
• 

  $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
• 

  $430,000 Sold Jul 18, 2025

  41 Hillside Ave, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,844 Sq Ft
  • Built 1961

  Last Sold Summary

  • 8% Above List Price
  • $233/SF
  • 36 Days On Market

  Current Estimated Value $426,286

  Last Listing Agent Reid McGrath McGrath Realty Inc

  41 Hillside Ave, Wingdale, NY 12594
• 

  $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
• 

  $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 $443,857

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  39 Nathan Pierce Ct, Pawling, NY 12564
• 

  $300,000 Sold Oct 22, 2025

  6634 Route 55, Wingdale, NY 12594

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1930

  Last Sold Summary

  • 20% Above List Price
  • $250/SF
  • 23 Days On Market

  Current Estimated Value $297,258

  Last Listing Agent LUCIANA BENNETT McGrath Realty Inc

  6634 Route 55, Wingdale, NY 12594
• 

  $545,000 Sold Aug 15, 2025

  3 Morrissey Ln, Gaylordsville, CT 06755

  • 3 Beds
  • 2.5 Baths
  • 3,640 Sq Ft
  • Built 1990

  Last Sold Summary

  • 4% Below List Price
  • $150/SF
  • 21 Days On Market

  Current Estimated Value $578,197

  Last Listing Agent Alex De Camargo eXp Realty

  3 Morrissey Ln, Gaylordsville, CT 06755
• 

  $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
• 

  $315,000 Sold May 30, 2025

  19 Nanas Way, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $292/SF
  • 76 Days On Market

  Last Listing Agent Michael Manzino Brown Harris Stevens

  19 Nanas Way, Wingdale, NY 12594
• 

  $110,000 Sold Sep 25, 2025

  28 Webatuck Rd, Gaylordsville, CT 06755

  • Land
  • 2 Acres
  • $55,000 per Acre

  Last Sold Summary

  • 15% Below List Price
  • 22 Days On Market

  Current Estimated Value $113,418

  Last Listing Agent Dawn Grabover Keller Williams Realty

  28 Webatuck Rd, Gaylordsville, CT 06755
• 

  $570,000 Sold Oct 21, 2025

  283 & 279 Johnson Rd, Wingdale, NY 12594

  • 3 Beds
  • 3 Baths
  • 2,058 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $277/SF
  • 32 Days On Market

  Last Listing Agent Lisa Liffland McGrath Realty Inc

  283 & 279 Johnson Rd, Wingdale, NY 12594
• 

  $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
• 

  $530,000 Sold Jan 12, 2026

  48 Gaylord Rd, Gaylordsville, CT 06755

  • 4 Beds
  • 2 Baths
  • 2,760 Sq Ft
  • Built 1769

  Last Sold Summary

  • 2% Below List Price
  • $192/SF
  • 31 Days On Market

  Current Estimated Value $527,639

  Last Listing Agent Debra Tricarico Houlihan Lawrence

  48 Gaylord Rd, Gaylordsville, CT 06755
• 

  $515,000 Sold May 15, 2025

  19 Front of the Mountain Rd, New Milford, CT 06776

  • 3 Beds
  • 2.5 Baths
  • 2,288 Sq Ft
  • Built 1970

  Last Sold Summary

  • 14% Below List Price
  • $225/SF
  • 223 Days On Market

  Current Estimated Value $530,034

  Last Listing Agent Holly Mullins Coldwell Banker Realty

  19 Front of the Mountain Rd, New Milford, CT 06776
• 

  $380,000 Sold Jul 24, 2025

  37 Rural Ave, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 1960

  Last Sold Summary

  • $239/SF
  • 31 Days On Market

  Current Estimated Value $381,213

  Last Listing Agent Jill Rose Houlihan Lawrence Inc.

  37 Rural Ave, Wingdale, NY 12594
• 

  $480,000 Sold Jan 20, 2026

  49 Quaker Ridge Rd, Sherman, CT 06784

  • 4 Beds
  • 2 Baths
  • 1,613 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $298/SF
  • 54 Days On Market

  Current Estimated Value $486,441

  Last Listing Agent Todd Sargent Coldwell Banker Realty

  49 Quaker Ridge Rd, Sherman, CT 06784
• 

  $120,000 Sold Dec 30, 2025

  287 Pleasant Ridge Rd, Poughquag, NY 12570

  • Land
  • 7.61 Acres
  • $15,769 per Acre

  Last Sold Summary

  • 35% Below List Price
  • 349 Days On Market

  Current Estimated Value $174,500

  Last Listing Agent Joyce Brennan-Zolnik BHHS Hudson Valley Properties

  287 Pleasant Ridge Rd, Poughquag, NY 12570
• 

  $374,000 Sold Dec 12, 2025

  50 Lake Ellis Rd, Wingdale, NY 12594

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1948

  Last Sold Summary

  • 1% Above List Price
  • $220/SF
  • 49 Days On Market

  Current Estimated Value $370,007

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  50 Lake Ellis Rd, Wingdale, NY 12594
• 

  $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
• 

  $400,000 Sold Mar 16, 2026

  1 Hoyt Rd, Wingdale, NY 12594

  • 2 Beds
  • 3 Baths
  • 1,939 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Below List Price
  • $206/SF
  • 95 Days On Market

  Current Estimated Value $414,820

  Last Listing Agent Stephanie Ruzzo RE/MAX Classic Realty

  1 Hoyt Rd, Wingdale, NY 12594
• 

  $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
• 

  $675,000 Sold Aug 15, 2025

  1 Quaker Ridge Rd, Sherman, CT 06784

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $270/SF
  • 42 Days On Market

  Current Estimated Value $683,550

  Last Listing Agent Shalini Madaras Silver Pine Real Estate

  1 Quaker Ridge Rd, Sherman, CT 06784

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