70

Recently Sold Wingdale, NY Homes

Section Image
  • 23 Clearview Rd, Wingdale, NY 12594

    $100,000

    Sold Jun 03, 2026

    23 Clearview Rd, Wingdale, NY 12594

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1977

    Last Sold Summary

    • 23% Below List Price
    • $69/SF
    • 267 Days On Market

    Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

    23 Clearview Rd, Wingdale, NY 12594
  • 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 $566,200

    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 $1,448,452

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

    1 Cloverleaf Farm S, Sherman, CT 06784
  • 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
  • 32 Long River Rd, Sherman, CT 06784

    $1,295,000

    Sold Jun 12, 2026

    32 Long River Rd, Sherman, CT 06784

    • 4 Beds
    • 3.5 Baths
    • 3,121 Sq Ft
    • Built 2023

    Last Sold Summary

    • $415/SF
    • 155 Days On Market

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    32 Long River Rd, Sherman, CT 06784
  • 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 $397,301

    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 $467,468

    Last Listing Agent Ashley Olson Minard eXp Realty

    104 Susan Dr, Poughquag, NY 12570
  • 41 Holly Hill Dr, Wingdale, NY 12594

    $449,000

    Sold Jun 03, 2026

    41 Holly Hill Dr, Wingdale, NY 12594

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • Built 1996

    Last Sold Summary

    • $335/SF
    • 45 Days On Market

    Current Estimated Value $445,100

    Last Listing Agent Kevin Chin KRC Elegant Homes Realty Corp.

    41 Holly Hill Dr, Wingdale, NY 12594
  • 786 N Clove Rd, Millbrook, NY 12545

    $640,000

    Sold Jun 19, 2026

    786 N Clove Rd, Millbrook, NY 12545

    • 4 Beds
    • 2.5 Baths
    • 3,446 Sq Ft
    • Built 1954

    Last Sold Summary

    • 2% Below List Price
    • $186/SF
    • 163 Days On Market

    Current Estimated Value $664,471

    Last Listing Agent Diana Wiemer Houlihan Lawrence Inc.

    786 N Clove Rd, Millbrook, NY 12545
  • 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 $392,849

    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 $377,446

    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 $389,662

    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 $616,128

    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 $387,499

    Last Listing Agent Larry Havens Havens Real Estate

    39 Maple Ln, Dover Plains, NY 12522
  • 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 $380,590

    Last Listing Agent Claudia Jiskra McGrath Realty Inc

    9 Nicole Ln, Wingdale, NY 12594
  • 62 Cardinal Ct, Dover Plains, NY 12522

    $55,000

    Sold Jun 24, 2026

    62 Cardinal Ct, Dover Plains, NY 12522

    • 2 Beds
    • 2 Baths
    • 924,924 Sq Ft
    • Built 1981

    Last Sold Summary

    • 15% Below List Price
    • $0/SF
    • 209 Days On Market

    Last Listing Agent Richard Rennia Richard A. Rennia

    62 Cardinal Ct, Dover Plains, NY 12522
  • 61 Sasso Ln, Wingdale, NY 12594

    $99,000

    Sold Jul 15, 2026

    61 Sasso Ln, Wingdale, NY 12594

    • 3 Beds
    • 2 Baths
    • 1,122 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $88/SF
    • 23 Days On Market

    Last Listing Agent BRIDGET CAPAWANA Exit Realty Connections

    61 Sasso Ln, Wingdale, NY 12594
  • 63 Hoags Corner Rd, Wingdale, NY 12594

    $425,000

    Sold Jul 02, 2026

    63 Hoags Corner Rd, Wingdale, NY 12594

    • 2 Beds
    • 2 Baths
    • 1,410 Sq Ft
    • Built 1958

    Last Sold Summary

    • 6% Above List Price
    • $301/SF
    • 22 Days On Market

    Current Estimated Value $406,617

    Last Listing Agent Claudia Jiskra McGrath Realty Inc

    63 Hoags Corner Rd, Wingdale, NY 12594
  • 1889 New York 22, Wingdale, NY 12594

    $350,000

    Sold Jul 24, 2026

    1889 New York 22, Wingdale, NY 12594

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1999

    Last Sold Summary

    • $260/SF
    • 21 Days On Market

    Last Listing Agent Milton Hyatt KFortuna All Aspects Realty

    1889 New York 22, Wingdale, NY 12594
  • 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 $451,236

    Last Listing Agent Shannon Tully McGrath Realty Inc

    27 Cavelo Dr, Wingdale, NY 12594
  • 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 $483,278

    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
  • 12 Neighborly Ln, Dover Plains, NY 12522

    $69,900

    Sold Aug 13, 2026

    12 Neighborly Ln, Dover Plains, NY 12522

    • 3 Beds
    • 1 Bath
    • 1,324 Sq Ft
    • Built 1960

    Last Sold Summary

    • $53/SF
    • 34 Days On Market

    Current Estimated Value $269,904

    Last Listing Agent Brian Smith River Realty Services, Inc.

    12 Neighborly Ln, 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 $303,843

    Last Listing Agent Crystal Neceda Briante Realty Group, LLC

    20 Hemlock Ln, 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 $319,107

    Last Listing Agent LUCIANA BENNETT McGrath Realty Inc

    6634 Route 55, Wingdale, NY 12594
  • 6 River Bend Ln, Sherman, CT 06784

    $922,500

    Sold Jul 28, 2026

    6 River Bend Ln, Sherman, CT 06784

    • 3 Beds
    • 3.5 Baths
    • 3,258 Sq Ft
    • Built 2013

    Last Sold Summary

    • 8% Below List Price
    • $283/SF
    • 140 Days On Market

    Current Estimated Value $968,853

    Last Listing Agent Tyler O'Hazo William Pitt Sotheby's Int'l

    6 River Bend Ln, Sherman, CT 06784
  • /18

    $202,500

    Sold Jul 10, 2026

    17 Plymouth Rock Dr, Dover Plains, NY 12522

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1948

    Last Sold Summary

    • 9% Above List Price
    • $264/SF
    • 40 Days On Market

    Current Estimated Value $202,340

    Last Listing Agent Andrew Gates Houlihan Lawrence, Inc.

    17 Plymouth Rock Dr, Dover Plains, NY 12522
  • 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
  • 840 Old State Route 22, Dover Plains, NY 12522

    $408,000

    Sold Jun 24, 2026

    840 Old State Route 22, Dover Plains, NY 12522

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Above List Price
    • $220/SF
    • 39 Days On Market

    Current Estimated Value $409,080

    Last Listing Agent Michael Lund Corcoran Country Living

    840 Old State 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
  • 27 Smoke Ridge Dr, Sherman, CT 06784

    $1,290,000

    Sold Jul 21, 2026

    27 Smoke Ridge Dr, Sherman, CT 06784

    • 4 Beds
    • 3.5 Baths
    • 5,084 Sq Ft
    • Built 2001

    Last Sold Summary

    • 13% Below List Price
    • $254/SF
    • 53 Days On Market

    Current Estimated Value $1,446,858

    Last Listing Agent Ginny Gordon-O’Neill William Raveis Real Estate

    27 Smoke Ridge Dr, Sherman, CT 06784
  • 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 $384,160

    Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

    50 Lake Ellis Rd, Wingdale, NY 12594
  • 17 Plymouth Rock Rd, Dover Plains, NY 12522

    $202,500

    Sold Jul 10, 2026

    17 Plymouth Rock Rd, Dover Plains, NY 12522

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1948

    Last Sold Summary

    • 9% Above List Price
    • $264/SF
    • 40 Days On Market

    Current Estimated Value $202,340

    Last Listing Agent Andrew Gates Houlihan Lawrence Inc.

    17 Plymouth Rock Rd, Dover Plains, NY 12522
  • 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
  • 0 Brush Hill Rd Unit KEY935753, Union Vale, NY 12545

    $875,000

    Sold May 15, 2026

    0 Brush Hill Rd Unit KEY935753, Union Vale, NY 12545

    • Land
    • 51.38 Acres
    • $17,030 per Acre

    Last Sold Summary

    • 27% Below List Price
    • 164 Days On Market

    Last Listing Agent Byron Anderson Compass Greater NY, LLC

    0 Brush Hill Rd Unit KEY935753, Union Vale, NY 12545
  • 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 $416,557

    Last Listing Agent Stephanie Ruzzo RE/MAX Classic Realty

    1 Hoyt Rd, Wingdale, NY 12594
  • 0 Cedar Ln Unit KEY971931, Dover, NY 12594

    $57,500

    Sold May 20, 2026

    0 Cedar Ln Unit KEY971931, Dover, NY 12594

    • Land
    • 25,264 Sq Ft
    • $99,138 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 52 Days On Market

    Last Listing Agent Mark Snyder eXp Realty

    0 Cedar Ln Unit KEY971931, Dover, NY 12594
  • 7 Anderson Rd E, Sherman, CT 06784

    $1,155,000

    Sold Jul 15, 2026

    7 Anderson Rd E, Sherman, CT 06784

    • 3 Beds
    • 2.5 Baths
    • 3,419 Sq Ft
    • Built 1978

    Last Sold Summary

    • 28% Above List Price
    • $338/SF
    • 21 Days On Market

    Current Estimated Value $1,109,841

    Last Listing Agent Regan Andrews Coldwell Banker Realty

    7 Anderson Rd E, Sherman, CT 06784
  • 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 $372,570

    Last Listing Agent Larry Havens Havens Real Estate

    10 Raymond Ave, Dover Plains, NY 12522
  • 222 Highview Rd, Dover Plains, NY 12522

    $503,500

    Sold Jun 02, 2026

    222 Highview Rd, Dover Plains, NY 12522

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Above List Price
    • $316/SF
    • 25 Days On Market

    Current Estimated Value $500,421

    Last Listing Agent Susan Todd BHHS Hudson Valley Properties

    222 Highview Rd, Dover Plains, NY 12522

Showing Results 1 - 40, Page 1 of 2

How to Buy a Home How to Finance a Home How to Sell a Home