Recently Sold Wingdale, NY Homes

• 

  $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

  Last Listing Agent Barbara Negro Century 21 Alliance Realty Grp

  105 Sheldon Rd, Wingdale, NY 12594
• 

  $115,000 Sold May 23, 2025

  4 Neighborly Ln, Dover Plains, NY 12522

  • 3 Beds
  • 1 Bath
  • 1,728 Sq Ft
  • Built 1972

  Last Sold Summary

  • 39% Below List Price
  • $67/SF
  • 173 Days On Market

  Current Estimated Value $236,054

  Last Listing Agent Jessica Chutka-Pelletier

  4 Neighborly Ln, Dover Plains, NY 12522
• 

  $600,000 Sold Mar 11, 2025

  461 Chestnut Ridge Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft
  • Built 1977

  Last Sold Summary

  • 10% Below List Price
  • $386/SF
  • 236 Days On Market

  Current Estimated Value $590,540

  Last Listing Agent Emelisa Mendoza RE/MAX Town & Country

  461 Chestnut Ridge Rd, Dover Plains, NY 12522
• 

  $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

  Last Listing Agent Ashley Olson Minard eXp Realty

  104 Susan Dr, Poughquag, NY 12570
• 

  $440,000 Sold Feb 19, 2025

  2250 Clove Rd, Lagrangeville, NY 12540

  • 3 Beds
  • 2.5 Baths
  • 3,143 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $140/SF
  • 73 Days On Market

  Current Estimated Value $516,776

  Last Listing Agent Kim Locascio Coldwell Banker Realty

  2250 Clove Rd, Lagrangeville, NY 12540
• 

  $370,000 Sold Feb 02, 2026

  42 Lime Kiln Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,397 Sq Ft
  • Built 1977

  Last Sold Summary

  • 13% Below List Price
  • $265/SF
  • 201 Days On Market

  Last Listing Agent Susan Todd BHHS Hudson Valley Properties

  42 Lime Kiln Rd, Dover Plains, NY 12522
• 

  $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 $390,476

  Last Listing Agent Douglas McGowan Coldwell Banker Realty

  27 Gobblers Knob Rd, 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 $510,322

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

  311 Kent Rd, Kent, CT 06757
• 

  

  /20

  $375,000 Sold Dec 31, 2025

  39 Maple Ln, Dover Plains, NY 12522

  • 3 Beds
  • 1.5 Baths
  • 1,628 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Above List Price
  • $230/SF
  • 132 Days On Market

  Last Listing Agent Larry Havens Havens Real Estate

  39 Maple Ln, Dover Plains, NY 12522
• 

  $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 $412,974

  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

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  9 Nicole Ln, Wingdale, NY 12594
• 

  $70,000 Sold Mar 31, 2025

  13 Mallard Way, Dover Plains, NY 12522

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1975

  Last Sold Summary

  • 22% Below List Price
  • $76/SF
  • 177 Days On Market

  Last Listing Agent Richard Rennia Richard A. Rennia

  13 Mallard Way, Dover Plains, NY 12522
• 

  $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 $464,707

  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 $436,247

  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 $559,072

  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

  Last Listing Agent Andrea Rudkowski Closer Real Estate

  26 Nicole Ln, Wingdale, NY 12594
• 

  $65,000 Sold Jan 28, 2026

  108 Bluebird Way, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 1985

  Last Sold Summary

  • 28% Below List Price
  • $70/SF
  • 98 Days On Market

  Last Listing Agent Richard Rennia Richard A. Rennia

  108 Bluebird Way, Dover Plains, NY 12522
• 

  $80,000 Sold Mar 20, 2025

  507 Halls Corners Rd, Dover Plains, NY 12522

  • Land
  • 6.25 Acres
  • $12,800 per Acre

  Last Sold Summary

  • 7% Above List Price
  • 67 Days On Market

  Current Estimated Value $81,411

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC

  507 Halls Corners Rd, Dover Plains, NY 12522
• 

  $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

  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 $346,593

  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 $426,988

  Last Listing Agent Reid McGrath McGrath Realty Inc

  41 Hillside Ave, Wingdale, NY 12594
• 

  $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 $287,181

  Last Listing Agent LUCIANA BENNETT McGrath Realty Inc

  6634 Route 55, Wingdale, NY 12594
• 

  $405,000 Sold Feb 07, 2025

  317 Dog Tail Corners Rd, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Above List Price
  • $258/SF
  • 21 Days On Market

  Current Estimated Value $418,878

  Last Listing Agent Jennifer Amicucci

  317 Dog Tail Corners Rd, Wingdale, NY 12594
• 

  $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
• 

  $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
• 

  $485,000 Sold Jul 02, 2025

  3211 Route 22, Dover Plains, NY 12522

  • 3 Beds
  • 3 Baths
  • 1,976 Sq Ft
  • Built 1909

  Last Sold Summary

  • 2% Above List Price
  • $245/SF
  • 52 Days On Market

  Current Estimated Value $464,262

  Last Listing Agent Luis Diaz Century 21 Alliance Realty Grp

  3211 Route 22, Dover Plains, NY 12522
• 

  $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
• 

  $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 $385,769

  Last Listing Agent Jill Rose Houlihan Lawrence Inc.

  37 Rural Ave, Wingdale, NY 12594
• 

  $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 $110,646

  Last Listing Agent Robert Pape Keller Williams NY Realty

  1074 W Dover Rd, Pawling, NY 12564
• 

  $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

  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

  Last Listing Agent Claudia Dizenzo Hudson River Line Realty

  48 David Ln, Pawling, NY 12564
• 

  $519,000 Sold Jul 08, 2025

  476 Chestnut Ridge Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Below List Price
  • $337/SF
  • 76 Days On Market

  Current Estimated Value $519,543

  Last Listing Agent Emelisa Mendoza RE/MAX Town & Country

  476 Chestnut Ridge Rd, Dover Plains, NY 12522
• 

  $357,000 Sold Nov 14, 2025

  10 Raymond Ave, Dover Plains, NY 12522

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft
  • Built 1964

  Last Sold Summary

  • 6% Below List Price
  • $235/SF
  • 86 Days On Market

  Last Listing Agent Larry Havens Havens Real Estate

  10 Raymond Ave, Dover Plains, NY 12522
• 

  $325,000 Sold Feb 03, 2026

  228 Dog Tail Corners Rd, Wingdale, NY 12594

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1928

  Last Sold Summary

  • 7% Below List Price
  • $251/SF
  • 40 Days On Market

  Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

  228 Dog Tail Corners Rd, Wingdale, NY 12594
• 

  $80,000 Sold Nov 13, 2025

  15 Evan Rd, Dover Plains, NY 12522

  • Land
  • 1.01 Acres
  • $79,208 per Acre

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Justin LaFalce KW MidHudson

  15 Evan Rd, Dover Plains, NY 12522
• 

  $449,000 Sold Sep 10, 2025

  22 Riverdale Dr, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,610 Sq Ft
  • Built 1991

  Last Sold Summary

  • $279/SF
  • 31 Days On Market

  Current Estimated Value $449,388

  Last Listing Agent Dianna Ferrieri My Seasons Realty LLC

  22 Riverdale Dr, Wingdale, NY 12594
• 

  

  /16

  $700,000 Sold Mar 04, 2025

  565 Poplar Hill Rd, Dover Plains, NY 12522

  • Land
  • 55.92 Acres
  • $12,518 per Acre

  Last Sold Summary

  • 5% Above List Price
  • 106 Days On Market

  Current Estimated Value $710,201

  Last Listing Agent Michael Tellerday Houlihan Lawrence, Inc.

  565 Poplar Hill Rd, Dover Plains, NY 12522
• 

  $240,000 Sold Apr 30, 2025

  8 Tinker Town Rd, Dover Plains, NY 12522

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1931

  Last Sold Summary

  • 8% Below List Price
  • $217/SF
  • 122 Days On Market

  Current Estimated Value $238,229

  Last Listing Agent Alan Arnfield Century 21 Alliance Rlty Group

  8 Tinker Town Rd, Dover Plains, NY 12522
• 

  $100,000 Sold Nov 25, 2025

  151 Scott Dr, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $78/SF
  • 93 Days On Market

  Last Listing Agent Blake Michaud Serhant LLC

  151 Scott Dr, Dover Plains, NY 12522
• 

  $225,000 Sold May 22, 2025

  0 Chestnut Ridge Rd Unit ONEH6310094, Union Vale, NY 12522

  • Land
  • 36 Acres
  • $6,250 per Acre

  Last Sold Summary

  • 31% Below List Price
  • 279 Days On Market

  Last Listing Agent Robert D Ferris R. Ferris Real Estate, LLC

  0 Chestnut Ridge Rd Unit ONEH6310094, Union Vale, NY 12522

Showing Results 1 - 40, Page 1 of 2