51

Recently Sold Dover Plains, NY Homes

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  • 214 Old Route 22, Wassaic, NY 12592

    $325,000

    Sold Aug 04, 2025

    214 Old Route 22, Wassaic, NY 12592

    • 3 Beds
    • 1 Bath
    • 1,750 Sq Ft
    • Built 1881

    Last Sold Summary

    • $186/SF
    • 247 Days On Market

    Current Estimated Value $329,903

    Last Listing Agent Samantha Davis BHHS Hudson Valley Properties

    214 Old Route 22, Wassaic, NY 12592
  • 263 Bog Hollow Rd, Wassaic, NY 12592

    $380,000

    Sold Feb 04, 2026

    263 Bog Hollow Rd, Wassaic, NY 12592

    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft
    • Built 1938

    Last Sold Summary

    • 5% Below List Price
    • $212/SF
    • 126 Days On Market

    Current Estimated Value $378,796

    Last Listing Agent Christopher Ferraro RE/MAX Town & Country

    263 Bog Hollow Rd, Wassaic, NY 12592
  • 53B Elizabeth St, Kent, CT 06757

    $440,000

    Sold Jul 11, 2025

    53B Elizabeth St, Kent, CT 06757

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1962

    Last Sold Summary

    • $399/SF
    • 70 Days On Market

    Current Estimated Value $438,774

    Last Listing Agent Leigh Ann Lengyel Clarke RE/MAX Heritage

    53B Elizabeth St, Kent, CT 06757
  • 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 $384,020

    Last Listing Agent Larry Havens Havens Real Estate

    105 S Nellie Hill Rd, Dover Plains, NY 12522
  • /15

    $200,000

    Sold May 21, 2026

    0 Kent Rd Unit 20252538, Amenia, NY 12592

    • Land
    • 9.19 Acres
    • $21,763 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 201 Days On Market

    Last Listing Agent Larry Havens Havens Real Estate

    0 Kent Rd Unit 20252538, Amenia, NY 12592
  • 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 $382,570

    Last Listing Agent Susan Todd BHHS Hudson Valley Properties

    42 Lime Kiln Rd, Dover Plains, NY 12522
  • 644 Tower Hill Rd, Millbrook, NY 12545

    $2,300,000

    Sold Apr 07, 2026

    644 Tower Hill Rd, Millbrook, NY 12545

    • 6 Beds
    • 8 Baths
    • 6,100 Sq Ft
    • Built 1909

    Last Sold Summary

    • 19% Below List Price
    • $377/SF
    • 160 Days On Market

    Current Estimated Value $2,923,398

    Last Listing Agent Byron Anderson Compass Greater NY, LLC

    644 Tower Hill Rd, Millbrook, NY 12545
  • /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 $378,550

    Last Listing Agent Larry Havens Havens Real Estate

    39 Maple Ln, Dover Plains, NY 12522
  • 95 Tinker Town Rd, Dover Plains, NY 12522

    $420,000

    Sold Jun 15, 2026

    95 Tinker Town Rd, Dover Plains, NY 12522

    • 2 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1930

    Last Sold Summary

    • 6% Above List Price
    • $210/SF
    • 48 Days On Market

    Current Estimated Value $396,167

    Last Listing Agent Susan Todd BHHS Hudson Valley Properties

    95 Tinker Town Rd, Dover Plains, NY 12522
  • 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 $474,741

    Last Listing Agent Jacqueline Redahan Century 21 Alliance Realty Grp

    268 Lime Kiln Rd, Dover Plains, NY 12522
  • 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
  • 23 Bog Hollow Rd, Wassaic, NY 12592

    $415,000

    Sold Dec 22, 2025

    23 Bog Hollow Rd, Wassaic, NY 12592

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Above List Price
    • $274/SF
    • 40 Days On Market

    Current Estimated Value $414,009

    Last Listing Agent Joyce Brennan-Zolnik BHHS Hudson Valley Properties

    23 Bog Hollow Rd, Wassaic, NY 12592
  • 126 Christian Hill Rd Unit 128, Dover Plains, NY 12522

    $290,000

    Sold Aug 27, 2025

    126 Christian Hill Rd Unit 128, Dover Plains, NY 12522

    • 2 Beds
    • 1.5 Baths
    • 1,416 Sq Ft
    • Built 1940

    Last Sold Summary

    • 3% Below List Price
    • $205/SF
    • 59 Days On Market

    Current Estimated Value $347,185

    Last Listing Agent Toni Soule Daniel Soule Broker

    126 Christian Hill Rd Unit 128, Dover Plains, NY 12522
  • 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 $485,724

    Last Listing Agent Luis Diaz Century 21 Alliance Realty Grp

    3211 Route 22, Dover Plains, NY 12522
  • 53 Glen Ave, Dover Plains, NY 12522

    $375,000

    Sold Aug 27, 2025

    53 Glen Ave, Dover Plains, NY 12522

    • 3 Beds
    • 1 Bath
    • 1,786 Sq Ft
    • Built 1989

    Last Sold Summary

    • $210/SF
    • 22 Days On Market

    Current Estimated Value $370,925

    Last Listing Agent Diana Wiemer Houlihan Lawrence Inc.

    53 Glen Ave, 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
  • 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 $372,153

    Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

    50 Lake Ellis Rd, Wingdale, NY 12594
  • 18 Furnace Bank Rd Unit 2, Wassaic, NY 12592

    $450,000

    Sold Dec 09, 2025

    18 Furnace Bank Rd Unit 2, Wassaic, NY 12592

    • 1,920 Sq Ft
    • Built 1900

    Last Sold Summary

    • $234/SF
    • 32 Days On Market

    Current Estimated Value $452,891

    Last Listing Agent Rosa Santiago Weichert Realtors

    18 Furnace Bank Rd Unit 2, Wassaic, NY 12592
  • 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
  • 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 $526,259

    Last Listing Agent Emelisa Mendoza RE/MAX Town & Country

    476 Chestnut Ridge Rd, Dover Plains, NY 12522
  • 1190 Chestnut Ridge Rd, Dover Plains, NY 12522

    $9,650,000

    Sold Jun 18, 2026

    1190 Chestnut Ridge Rd, Dover Plains, NY 12522

    • 5 Beds
    • 8 Baths
    • 5,867 Sq Ft
    • Built 2006

    Last Sold Summary

    • 29% Below List Price
    • $1,645/SF
    • 86 Days On Market

    Current Estimated Value $7,325,256

    Last Listing Agent OLIVER BROWN Houlihan Lawrence Inc.

    1190 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 $365,689

    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 $604,764

    Last Listing Agent Susan Todd BHHS Hudson Valley Properties

    222 Highview Rd, Dover Plains, NY 12522
  • 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
  • 154 Bog Hollow Rd, Wassaic, NY 12592

    $389,000

    Sold Oct 13, 2025

    154 Bog Hollow Rd, Wassaic, NY 12592

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 2004

    Last Sold Summary

    • $312/SF
    • 22 Days On Market

    Current Estimated Value $395,517

    Last Listing Agent Stephen Pener William Pitt Sothebys Int Rlty

    154 Bog Hollow Rd, Wassaic, NY 12592
  • 6 Lee Cir, Kent, CT 06757

    $690,000

    Sold Jul 30, 2025

    6 Lee Cir, Kent, CT 06757

    • 3 Beds
    • 2.5 Baths
    • 2,014 Sq Ft
    • Built 1996

    Last Sold Summary

    • 8% Below List Price
    • $343/SF
    • 56 Days On Market

    Current Estimated Value $689,083

    Last Listing Agent Brian Hastings Serhant Connecticut, LLC

    6 Lee Cir, Kent, CT 06757
  • 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
  • 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 $531,184

    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 $480,664

    Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    1 Craig Ln, Dover Plains, NY 12522
  • 140 Dove Dr, Dover Plains, NY 12522

    $215,000

    Sold Nov 20, 2025

    140 Dove Dr, Dover Plains, NY 12522

    • 2 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 2005

    Last Sold Summary

    • $128/SF
    • 41 Days On Market

    Last Listing Agent Richard Rennia Richard A. Rennia

    140 Dove Dr, Dover Plains, NY 12522
  • 27 Macedonia Brook Rd, Kent, CT 06757

    $6,700,000

    Sold Jul 10, 2025

    27 Macedonia Brook Rd, Kent, CT 06757

    • 5 Beds
    • 4.5 Baths
    • 7,632 Sq Ft
    • Built 1827

    Last Sold Summary

    • 4% Below List Price
    • $878/SF
    • 736 Days On Market

    Current Estimated Value $6,634,476

    Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

    27 Macedonia Brook Rd, Kent, CT 06757
  • 9 Whatley Ln, Dover Plains, NY 12522

    $35,000

    Sold Jan 29, 2026

    9 Whatley Ln, Dover Plains, NY 12522

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • $41/SF
    • 9 Days On Market

    Last Listing Agent Jamarr Zellner REALHome Services & Solutions

    9 Whatley Ln, Dover Plains, NY 12522
  • 198 Benson Hill Rd, Dover Plains, NY 12522

    $409,000

    Sold Sep 15, 2025

    198 Benson Hill Rd, Dover Plains, NY 12522

    • 4 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $247/SF
    • 62 Days On Market

    Current Estimated Value $422,717

    Last Listing Agent LUCIANA BENNETT McGrath Realty Inc

    198 Benson Hill Rd, Dover Plains, NY 12522
  • 153 Dove Dr, Dover Plains, NY 12522

    $175,000

    Sold Jun 09, 2026

    153 Dove Dr, Dover Plains, NY 12522

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 2002

    Last Sold Summary

    • 8% Below List Price
    • $142/SF
    • 14 Days On Market

    Last Listing Agent Richard Rennia Richard A. Rennia

    153 Dove Dr, Dover Plains, NY 12522
  • 593 Old State Route 22, Dover Plains, NY 12522

    $350,000

    Sold Nov 17, 2025

    593 Old State Route 22, Dover Plains, NY 12522

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Built 1960

    Last Sold Summary

    • 22% Below List Price
    • $306/SF
    • 161 Days On Market

    Current Estimated Value $354,879

    Last Listing Agent Maureen McElduff Mullaney BHHS Hudson Valley Properties

    593 Old State Route 22, Dover Plains, NY 12522
  • 16 Birch Hill Ln, Kent, CT 06757

    $315,000

    Sold May 07, 2026

    16 Birch Hill Ln, Kent, CT 06757

    • 3 Beds
    • 1 Bath
    • 1,057 Sq Ft
    • Built 1930

    Last Sold Summary

    • 3% Below List Price
    • $298/SF
    • 28 Days On Market

    Current Estimated Value $324,428

    Last Listing Agent Steve Triebe Scalzo Real Estate

    16 Birch Hill Ln, Kent, CT 06757
  • Northrup Northrup Rd, Dover, NY 12522

    $1,036,000

    Sold Jan 07, 2026

    Northrup Northrup Rd, Dover, NY 12522

    • Land
    • 86 Acres
    • $12,047 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 238 Days On Market

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

    Northrup Northrup Rd, Dover, NY 12522
  • 97 Lake Ellis Rd, Wingdale, NY 12594

    $414,000

    Sold Dec 31, 2025

    97 Lake Ellis Rd, Wingdale, NY 12594

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft
    • Built 1950

    Last Sold Summary

    • 4% Above List Price
    • $177/SF
    • 63 Days On Market

    Current Estimated Value $424,133

    Last Listing Agent Amy Danis William Pitt Sotheby's Int'l

    97 Lake Ellis Rd, Wingdale, NY 12594
  • 40 Glen Ave, Dover Plains, NY 12522

    $315,000

    Sold Feb 04, 2026

    40 Glen Ave, Dover Plains, NY 12522

    • 3 Beds
    • 1 Bath
    • 1,476 Sq Ft
    • Built 1930

    Last Sold Summary

    • 10% Below List Price
    • $213/SF
    • 81 Days On Market

    Current Estimated Value $313,945

    Last Listing Agent Robert Brestovansky eXp Realty

    40 Glen Ave, Dover Plains, NY 12522

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