Recently Sold Dover Plains, NY Homes

• 

  $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 $323,239

  Last Listing Agent Samantha Davis BHHS Hudson Valley Properties

  214 Old Route 22, 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 $380,177

  Last Listing Agent Christopher Ferraro RE/MAX Town & Country

  263 Bog Hollow Rd, Wassaic, NY 12592
• 

  $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 $452,154

  Last Listing Agent Leigh Ann Lengyel Clarke RE/MAX Heritage

  53B Elizabeth St, Kent, CT 06757
• 

  $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 $235,044

  Last Listing Agent Jessica Chutka-Pelletier

  4 Neighborly Ln, 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 $404,877

  Last Listing Agent Larry Havens Havens Real Estate

  105 S Nellie Hill 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
• 

  $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 $2,857,565

  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 $370,132

  Last Listing Agent Larry Havens Havens Real Estate

  39 Maple Ln, 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 $465,115

  Last Listing Agent Jacqueline Redahan Century 21 Alliance Realty Grp

  268 Lime Kiln Rd, 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
• 

  $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 $414,533

  Last Listing Agent Joyce Brennan-Zolnik BHHS Hudson Valley Properties

  23 Bog Hollow Rd, Wassaic, NY 12592
• 

  $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 $455,581

  Last Listing Agent Toni Soule Daniel Soule Broker

  126 Christian Hill Rd Unit 128, 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 $475,952

  Last Listing Agent Luis Diaz Century 21 Alliance Realty Grp

  3211 Route 22, 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 $369,661

  Last Listing Agent Diana Wiemer Houlihan Lawrence Inc.

  53 Glen Ave, 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
• 

  $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
• 

  $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 $444,444

  Last Listing Agent Rosa Santiago Weichert Realtors

  18 Furnace Bank Rd Unit 2, Wassaic, NY 12592
• 

  $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 $522,602

  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

  Current Estimated Value $358,352

  Last Listing Agent Larry Havens Havens Real Estate

  10 Raymond Ave, 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
• 

  $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 $387,953

  Last Listing Agent Stephen Pener William Pitt Sothebys Int Rlty

  154 Bog Hollow Rd, Wassaic, NY 12592
• 

  $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 $706,836

  Last Listing Agent Brian Hastings Serhant Connecticut, LLC

  6 Lee Cir, Kent, CT 06757
• 

  $285,000 Sold Jun 06, 2025

  24 Under Mountain Rd, Wassaic, NY 12592

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft
  • Built 1912

  Last Sold Summary

  • $184/SF
  • 37 Days On Market

  Current Estimated Value $300,811

  Last Listing Agent Matthew Cave Hudson Property Services, LLC

  24 Under Mountain Rd, Wassaic, NY 12592
• 

  $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
• 

  $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
• 

  $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
• 

  $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 $522,939

  Last Listing Agent Melanie Boucos Coldwell Banker Realty

  24 Buttonwood Rd, 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 $469,144

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  1 Craig Ln, 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
• 

  $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 $6,823,872

  Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

  27 Macedonia Brook Rd, Kent, CT 06757
• 

  $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
• 

  $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 $423,558

  Last Listing Agent LUCIANA BENNETT McGrath Realty Inc

  198 Benson Hill Rd, Dover Plains, NY 12522
• 

  $805,000 Sold Jun 13, 2025

  0 Chestnut Ridge Rd Unit KEY823877, Dover, NY 12522

  • Land
  • 84.67 Acres
  • $9,507 per Acre

  Last Sold Summary

  • 1% Below List Price
  • 82 Days On Market

  Last Listing Agent Marie-Laure Collins Compass Greater NY, LLC

  0 Chestnut Ridge Rd Unit KEY823877, Dover, NY 12522
• 

  $391,680 Sold May 27, 2025

  118 Lime Kiln Rd, Dover Plains, NY 12522

  • 3 Beds
  • 1.5 Baths
  • 1,524 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $257/SF
  • 23 Days On Market

  Current Estimated Value $397,827

  Last Listing Agent Robin Bermudez Compass Greater NY, LLC

  118 Lime Kiln Rd, 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 $355,689

  Last Listing Agent Maureen McElduff Mullaney BHHS Hudson Valley Properties

  593 Old State Route 22, Dover Plains, 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
• 

  $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 $417,059

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

  97 Lake Ellis Rd, Wingdale, NY 12594
• 

  $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 $312,596

  Last Listing Agent Robert Brestovansky eXp Realty

  40 Glen Ave, Dover Plains, NY 12522
• 

  $389,000 Sold Mar 03, 2026

  141 Poplar Hill Rd, Wassaic, NY 12592

  • 4 Beds
  • 3 Baths
  • 2,912 Sq Ft
  • Built 2006

  Last Sold Summary

  • $134/SF
  • 32 Days On Market

  Current Estimated Value $446,000

  Last Listing Agent Igor Krasnoperov Rising Star Realty

  141 Poplar Hill Rd, Wassaic, NY 12592
• 

  $700,000 Sold Jul 18, 2025

  620 Route 343, Millbrook, NY 12545

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Built 1930

  Last Sold Summary

  • 1% Above List Price
  • $467/SF
  • 18 Days On Market

  Current Estimated Value $735,861

  Last Listing Agent Kyle Irwin Corcoran Country Living

  620 Route 343, Millbrook, NY 12545

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