68

Recently Sold Wingdale, NY Homes

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  • 105 Sheldon Rd, Wingdale, NY 12594

    $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 $547,394

    Last Listing Agent Barbara Negro Century 21 Alliance Realty Grp

    105 Sheldon Rd, Wingdale, NY 12594
  • 1 Cloverleaf Farm S, Sherman, CT 06784

    $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 $1,370,588

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

    1 Cloverleaf Farm S, Sherman, CT 06784
  • 4 Neighborly Ln, Dover Plains, NY 12522

    $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 $238,334

    Last Listing Agent Jessica Chutka-Pelletier

    4 Neighborly Ln, Dover Plains, NY 12522
  • 3057 Pleasant Ridge Rd, Wingdale, NY 12594

    $395,000

    Sold Apr 17, 2026

    3057 Pleasant Ridge Rd, Wingdale, NY 12594

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1964

    Last Sold Summary

    • 4% Below List Price
    • $411/SF
    • 78 Days On Market

    Current Estimated Value $397,398

    Last Listing Agent Richard Rennia Richard A. Rennia

    3057 Pleasant Ridge Rd, Wingdale, NY 12594
  • 104 Susan Dr, Poughquag, NY 12570

    $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 $456,109

    Last Listing Agent Ashley Olson Minard eXp Realty

    104 Susan Dr, Poughquag, NY 12570
  • 105 S Nellie Hill Rd, Dover Plains, NY 12522

    $383,000

    Sold Mar 13, 2026

    105 S Nellie Hill Rd, Dover Plains, NY 12522

    • 3 Beds
    • 2 Baths
    • 1,523 Sq Ft
    • Built 1952

    Last Sold Summary

    • 18% Below List Price
    • $251/SF
    • 184 Days On Market

    Current Estimated Value $382,326

    Last Listing Agent Larry Havens Havens Real Estate

    105 S Nellie Hill Rd, Dover Plains, NY 12522
  • 106 Johnson Rd, Wingdale, NY 12594

    $365,000

    Sold May 01, 2026

    106 Johnson Rd, Wingdale, NY 12594

    • 3 Beds
    • 1 Bath
    • 1,788 Sq Ft
    • Built 1970

    Last Sold Summary

    • 9% Below List Price
    • $204/SF
    • 24 Days On Market

    Current Estimated Value $396,024

    Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

    106 Johnson Rd, Wingdale, NY 12594
  • 42 Lime Kiln Rd, Dover Plains, NY 12522

    $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

    Current Estimated Value $378,374

    Last Listing Agent Susan Todd BHHS Hudson Valley Properties

    42 Lime Kiln Rd, Dover Plains, NY 12522
  • 311 Kent Rd, Kent, CT 06757

    $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 $594,219

    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

    Current Estimated Value $381,760

    Last Listing Agent Larry Havens Havens Real Estate

    39 Maple Ln, Dover Plains, NY 12522
  • 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 $416,167

    Last Listing Agent Teddie Leonaggeo McGrath Realty Inc

    11 Birch Terrace, Pawling, NY 12564
  • 9 Nicole Ln, Wingdale, NY 12594

    $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 $376,076

    Last Listing Agent Claudia Jiskra McGrath Realty Inc

    9 Nicole Ln, Wingdale, NY 12594
  • 268 Lime Kiln Rd, 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 $464,129

    Last Listing Agent Jacqueline Redahan Century 21 Alliance Realty Grp

    268 Lime Kiln Rd, Dover Plains, NY 12522
  • 27 Cavelo Dr, Wingdale, NY 12594

    $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 $443,930

    Last Listing Agent Shannon Tully McGrath Realty Inc

    27 Cavelo Dr, Wingdale, NY 12594
  • 46 Peaceable Way, Dover Plains, NY 12522

    $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 $565,935

    Last Listing Agent Laura Fasciglione Keller Williams Realty Partner

    46 Peaceable Way, Dover Plains, NY 12522
  • 26 Nicole Ln, Wingdale, NY 12594

    $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 $476,231

    Last Listing Agent Andrea Rudkowski Closer Real Estate

    26 Nicole Ln, Wingdale, NY 12594
  • 108 Bluebird Way, Dover Plains, NY 12522

    $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
  • 20 Hemlock 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 $288,470

    Last Listing Agent Crystal Neceda Briante Realty Group, LLC

    20 Hemlock Ln, Wingdale, NY 12594
  • 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 $352,555

    Last Listing Agent Martha Woodhouse Howard Hanna Rand Realty

    88 Lakeview Dr, Pawling, NY 12564
  • 41 Hillside Ave, Wingdale, NY 12594

    $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 $430,242

    Last Listing Agent Reid McGrath McGrath Realty Inc

    41 Hillside Ave, Wingdale, NY 12594
  • 6634 Route 55, 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 $302,807

    Last Listing Agent LUCIANA BENNETT McGrath Realty Inc

    6634 Route 55, Wingdale, NY 12594
  • 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 $425,719

    Last Listing Agent Claudia Jiskra McGrath Realty Inc

    96 Lakeview Dr, Pawling, NY 12564
  • 19 Nanas Way, Wingdale, NY 12594

    $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
  • 3211 Route 22, Dover Plains, NY 12522

    $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 $488,258

    Last Listing Agent Luis Diaz Century 21 Alliance Realty Grp

    3211 Route 22, Dover Plains, NY 12522
  • 283 & 279 Johnson Rd, Wingdale, NY 12594

    $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
  • 37 Rural Ave, 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 $392,705

    Last Listing Agent Jill Rose Houlihan Lawrence Inc.

    37 Rural Ave, Wingdale, NY 12594
  • 50 Lake Ellis Rd, Wingdale, NY 12594

    $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 $380,080

    Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

    50 Lake Ellis Rd, Wingdale, NY 12594
  • 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 $784,000

    Last Listing Agent Claudia Dizenzo Hudson River Line Realty

    48 David Ln, Pawling, NY 12564
  • 1 Hoyt Rd, Wingdale, NY 12594

    $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 $408,773

    Last Listing Agent Stephanie Ruzzo RE/MAX Classic Realty

    1 Hoyt Rd, Wingdale, NY 12594
  • 476 Chestnut Ridge Rd, Dover Plains, NY 12522

    $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 $525,867

    Last Listing Agent Emelisa Mendoza RE/MAX Town & Country

    476 Chestnut Ridge Rd, Dover Plains, NY 12522
  • 10 Raymond Ave, 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

    Current Estimated Value $365,574

    Last Listing Agent Larry Havens Havens Real Estate

    10 Raymond Ave, Dover Plains, NY 12522
  • 228 Dog Tail Corners Rd, Wingdale, NY 12594

    $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

    Current Estimated Value $324,186

    Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

    228 Dog Tail Corners Rd, Wingdale, NY 12594
  • 15 Evan Rd, Dover Plains, NY 12522

    $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
  • 22 Riverdale Dr, Wingdale, NY 12594

    $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 $455,835

    Last Listing Agent Dianna Ferrieri My Seasons Realty LLC

    22 Riverdale Dr, Wingdale, NY 12594
  • 151 Scott Dr, 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 BHHS Hudson Valley Properties

    151 Scott Dr, Dover Plains, NY 12522
  • 0 Cooperstown Rd Unit KEY854621, Dover, NY 12522

    $45,000

    Sold Aug 08, 2025

    0 Cooperstown Rd Unit KEY854621, Dover, NY 12522

    • Land
    • 5 Acres
    • $9,000 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 37 Days On Market

    Last Listing Agent Curtis Darragh Legacy Land & Homes LLC

    0 Cooperstown Rd Unit KEY854621, Dover, NY 12522
  • 238 Deer Hollow Rd, Poughquag, NY 12570

    $630,000

    Sold Sep 30, 2025

    238 Deer Hollow Rd, Poughquag, NY 12570

    • 3 Beds
    • 4.5 Baths
    • 5,500 Sq Ft
    • Built 2016

    Last Sold Summary

    • 16% Below List Price
    • $115/SF
    • 98 Days On Market

    Current Estimated Value $648,500

    Last Listing Agent Howard Payson RE/MAX Town & Country

    238 Deer Hollow Rd, Poughquag, NY 12570
  • 24 Buttonwood Rd, Dover Plains, NY 12522

    $450,000

    Sold Jun 27, 2025

    24 Buttonwood Rd, Dover Plains, NY 12522

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft
    • Built 1963

    Last Sold Summary

    • 8% Below List Price
    • $274/SF
    • 42 Days On Market

    Current Estimated Value $533,015

    Last Listing Agent Melanie Boucos Coldwell Banker Realty

    24 Buttonwood Rd, Dover Plains, NY 12522
  • 1 Craig Ln, Dover Plains, NY 12522

    $465,000

    Sold Sep 10, 2025

    1 Craig Ln, Dover Plains, NY 12522

    • 3 Beds
    • 3 Baths
    • 2,508 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Below List Price
    • $185/SF
    • 53 Days On Market

    Current Estimated Value $473,501

    Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    1 Craig Ln, Dover Plains, NY 12522

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