Dover Plains, NY Homes

• 

  Est $560,621

  Not Listed For Sale

  32 Meadow Brook Ln, Wingdale, NY 12594

  • 3 Beds
  • 2.5 Baths
  • 2,350 Sq Ft
  • Built 2003

  32 Meadow Brook Ln, Wingdale, NY 12594

  Last Sold Summary

  • 29 Days On Market
• 

  

  

  /26

  $1,950,000

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  21-23 Tinker Town Rd, Dover Plains, NY 12522

  A few minutes east of Route 22 on the Dover/Millbrook border in the municipality of Washington, sits 109+ acres of picturesque countryside. Used prior as a dairy farm, this exceptional offering presents a rare opportunity to bring your farming lifestyle dreams to life, or an equestrian property. Comprised of 4 distinct parcels totaling 109+ acres, the property blends open fields, wooded

  Brian McGrath McGrath Realty Inc

  21-23 Tinker Town Rd, Dover Plains, 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 $424,133

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

  97 Lake Ellis Rd, Wingdale, NY 12594
• 

  Est $408,850

  Not Listed For Sale

  54 White Farm Rd, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,539 Sq Ft
  • Built 2016

  54 White Farm Rd, Wingdale, NY 12594

  Last Sold Summary

  • 107 Days On Market
• 

  

  

  /24

  $459,500

  Pending

  • 4 Beds
  • 4 Baths
  • 3,132 Sq Ft

  3481 New York 22, Dover Plains, NY 12522

  Accepted Offer Conveniently located yet privately tucked away, this home impresses with its large, light filled rooms and thoughtful layout. The lower-level apartment provides excellent flexibility- perfect for multigenerational living or rental income.The first floor offers easy, seamless flow while the finished basement contributes to valuable additional space.Recent updates mean the

  Larry Havens Havens Real Estate

  3481 New York 22, 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
• 

  Est $402,686

  Not Listed For Sale

  118 Lime Kiln Rd, Dover Plains, NY 12522

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

  118 Lime Kiln Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 23 Days On Market
• 

  

  /41

  $548,000

  Pending

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

  503 Chestnut Ridge Rd, Dover Plains, NY 12522

  Escape to your own private sanctuary on two serene acres in the town of Unionvale. This charming oversized ranch home offers the perfect blend of comfort and nature, featuring a cleared, landscaped backyard ideal for gardening or peaceful afternoons, bordered by partly wooded grounds for ultimate privacy. Inside, the warmth of hardwood floors and a wood-burning stove in the dining area creates an

  Tamara LaBarbera Howard Hanna Rand Realty

  503 Chestnut Ridge Rd, 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 $493,667

  Last Listing Agent Igor Krasnoperov Rising Star Realty

  141 Poplar Hill Rd, Wassaic, NY 12592
• 

  Est $391,813

  Not Listed For Sale

  36 Evan Rd, Dover Plains, NY 12522

  • 3 Beds
  • 1.5 Baths
  • 1,804 Sq Ft
  • Built 1972

  36 Evan Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 89 Days On Market
• 

  

  /27

  $995,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,216 Sq Ft

  447 Butts Hollow Rd, Dover Plains, NY 12522

  It seems to be a human instinct to define utopia as a garden, and this Millbrook property on Butts Hollow Road unequivocally deserves that designation. Not only gardens—which have been lovingly created and curated—but meadows and forest glens, falling water and meandering paths. Regardless of season, there is always something unexpected and lovely to greet you—a rippling sea of red poppies,

  Candy Anderson Compass Greater NY, LLC

  447 Butts Hollow Rd, Dover Plains, NY 12522
• 

  $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 $744,370

  Last Listing Agent Kyle Irwin Corcoran Country Living

  620 Route 343, Millbrook, NY 12545
• 

  Est $474,634

  Not Listed For Sale

  8 Jmae Cir, Dover Plains, NY 12522

  • 3 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 1989

  8 Jmae Cir, Dover Plains, NY 12522

  Last Sold Summary

  • 35 Days On Market
• 

  

  /50

  $1,399,999

  Pending

  • 6 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  57 Cedar Berry Ln, Dover Plains, NY 12522

  Just 90 miles from New York City, at the end of a winding, tree-lined drive, a world unfolds where time slows down, and life takes on a different rhythm. This is the Hudson Valley escape you’ve been waiting for. A custom-built home with detached workshop on nearly five private acres, where every detail was designed to bring comfort, inspiration, and beauty into daily living. The moment you

  Lindsay Stevens eXp Realty

  57 Cedar Berry Ln, Dover Plains, NY 12522
• 

  $256,000

  Sold Oct 03, 2025

  3465 Route 22, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Below List Price
  • $139/SF
  • 52 Days On Market

  Current Estimated Value $290,840

  Last Listing Agent Omar Harper Epique Realty

  3465 Route 22, Dover Plains, NY 12522
• 

  Est $432,936

  Not Listed For Sale

  12 Jmae Cir, Dover Plains, NY 12522

  • 3 Beds
  • 2.5 Baths
  • 2,094 Sq Ft
  • Built 1973

  12 Jmae Cir, Dover Plains, NY 12522

  Last Sold Summary

  • 32 Days On Market
• 

  

  /22

  $389,000

  Pending

  • 5 Beds
  • 2 Baths
  • 1,272 Sq Ft

  14 Dover Furnace Rd, Dover Plains, NY 12522

  Charming Five-Bedroom Home for Sale – 14 Dover Furnace Road, Dover Plains Welcome to this cozy five-bedroom, two-bath home featuring a spacious garage and a generously sized yard, perfect for outdoor enjoyment. The property has been thoughtfully updated with new gutters, new siding, central air conditioning, and a new propane boiler. Many repairs and improvements have already been completed,

  James Garcia Coldwell Banker Realty

  14 Dover Furnace Rd, Dover Plains, NY 12522
• 

  $341,000

  Sold Jun 18, 2025

  208 Old Route 22, Wassaic, NY 12592

  • 3 Beds
  • 1.5 Baths
  • 1,552 Sq Ft
  • Built 1900

  Last Sold Summary

  • 14% Above List Price
  • $220/SF
  • 23 Days On Market

  Current Estimated Value $340,150

  Last Listing Agent Peter Grosso RE/MAX Integrity Leaders

  208 Old Route 22, Wassaic, NY 12592
• 

  Est $295,413

  Not Listed For Sale

  4 Merchant St, Dover Plains, NY 12522

  • 2 Beds
  • 1.5 Baths
  • 1,065 Sq Ft
  • Built 1952

  4 Merchant St, Dover Plains, NY 12522

  Last Sold Summary

  • 105 Days On Market
• 

  

  /46

  $2,475,000

  • 4 Beds
  • 4.5 Baths
  • 2,412 Sq Ft

  56 Northrup Rd, Dover Plains, NY 12522

  At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a

  Adam Hade Compass Greater NY, LLC

  56 Northrup Rd, Dover Plains, NY 12522
• 

  $325,000

  Sold May 14, 2026

  703 Butts Hollow Rd, Dover Plains, NY 12522

  • 5 Beds
  • 3 Baths
  • 2,260 Sq Ft
  • Built 1867

  Last Sold Summary

  • 2% Above List Price
  • $144/SF
  • 59 Days On Market

  Current Estimated Value $343,885

  Last Listing Agent German Nielsen Newman Realty Inc

  703 Butts Hollow Rd, Dover Plains, NY 12522
• 

  Est $354,075

  Not Listed For Sale

  28 N Nellie Hill Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1925

  28 N Nellie Hill Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 114 Days On Market
• 

  

  /14

  $5,000,000

  • Land
  • 332.3 Acres
  • $15,047 per Acre

  1297 New York 343, Dover Plains, NY 12522

  Nestled in the heart of the Town of Washington’s breathtaking countryside, this extraordinary 332+ acre property offers a rare opportunity to own an expansive and remarkably diverse landscape in the scenic Harlem Valley. A stunning blend of rolling hay fields, open pastures, mature hardwood forests, three peaceful ponds, and a meandering stream, the land unfolds with incredible natural beauty in

  Brian McGrath McGrath Realty Inc

  1297 New York 343, Dover Plains, NY 12522
• 

  $416,000

  Sold May 29, 2026

  29 Elizabeth St, Kent, CT 06757

  • 2 Beds
  • 1 Bath
  • 862 Sq Ft
  • Built 1940

  Last Sold Summary

  • 22% Above List Price
  • $483/SF
  • 4 Days On Market

  Current Estimated Value $341,343

  Last Listing Agent Lori Campbell Coldwell Banker Realty

  29 Elizabeth St, Kent, CT 06757
• 

  Est $403,522

  Not Listed For Sale

  25 N Farm Dr, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft
  • Built 1972

  25 N Farm Dr, Dover Plains, NY 12522

  Last Sold Summary

  • 26 Days On Market
• 

  

  /23

  $99,999

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  160 Holsapple Rd Unit 52, Dover Plains, NY 12522

  Spacious 3-Bed, 2-Bath Double-Wide on Premium Corner Lot in Dover Plains Welcome to this large and bright 3-bedroom, 2-full-bath double-wide home, beautifully situated on a meticulously landscaped corner lot. Offering a wonderful blend of private outdoor space and community perks, this property boasts a lush, thick green lawn and a fantastic rear covered deck that is absolutely perfect for

  Steven Collier BHHS Hudson Valley Properties

  160 Holsapple Rd Unit 52, Dover Plains, NY 12522
• 

  $290,000

  Sold Aug 27, 2025

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

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft
  • Built 1850

  Last Sold Summary

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

  Current Estimated Value $347,185

  Last Listing Agent Toni Soule Richard A. Rennia

  126-128 Christian Hill Rd, Dover Plains, NY 12522
• 

  Est $315,489

  Not Listed For Sale

  30 Maple Ln, Dover Plains, NY 12522

  • 4 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1954

  30 Maple Ln, Dover Plains, NY 12522

  Last Sold Summary

  • 100 Days On Market
• 

  $200,000

  Sold May 21, 2026

  0 Kent Rd Unit KEY882325, Amenia, NY 12592

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

  Last Sold Summary

  • 10% Below List Price
  • 202 Days On Market

  Last Listing Agent Larry Havens Havens Real Estate

  0 Kent Rd Unit KEY882325, Amenia, NY 12592
• 

  Est $311,299

  Not Listed For Sale

  11 Maple Ln, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 1,063 Sq Ft
  • Built 1977

  11 Maple Ln, Dover Plains, NY 12522

  Last Sold Summary

  • 48 Days On Market
• 

  $815,000

  Sold Jun 26, 2025

  50 N Chippawalla Rd, Wingdale, NY 12594

  • 3 Beds
  • 3.5 Baths
  • 3,292 Sq Ft
  • Built 1930

  Last Sold Summary

  • 25% Above List Price
  • $248/SF
  • 11 Days On Market

  Last Listing Agent Christopher Filangeri BHHS Hudson Valley Properties

  50 N Chippawalla Rd, Wingdale, NY 12594
• 

  Est $381,375

  Not Listed For Sale

  94 Mill St, Dover Plains, NY 12522

  • 4 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1955

  94 Mill St, Dover Plains, NY 12522

  Last Sold Summary

  • 67 Days On Market
• 

  $450,000

  Sold Aug 11, 2025

  25 White Farm Rd, Wingdale, NY 12594

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft
  • Built 1989

  Last Sold Summary

  • $213/SF
  • 34 Days On Market

  Current Estimated Value $459,664

  Last Listing Agent Jonathan Scarinzi Elyse Harney Real Estate

  25 White Farm Rd, Wingdale, NY 12594
• 

  Est $397,403

  Not Listed For Sale

  3 Feeny Ave, Dover Plains, NY 12522

  • 4 Beds
  • 3 Baths
  • 3,864 Sq Ft
  • Built 1800

  3 Feeny Ave, Dover Plains, NY 12522

  Last Sold Summary

  • 317 Days On Market
• 

  $72,000

  Sold Nov 28, 2025

  94 Park Dr, Dover Plains, NY 12522

  • 2 Beds
  • 1 Bath
  • Built 1984

  Last Sold Summary

  • 20% Below List Price
  • 62 Days On Market

  Last Listing Agent KIMBERLY DIGIACOMO Tassone Realty Corp.

  94 Park Dr, Dover Plains, NY 12522
• 

  Est $301,183

  Not Listed For Sale

  26 Mayflower Ave, Dover Plains, NY 12522

  • 2 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1969

  26 Mayflower Ave, Dover Plains, NY 12522

  Last Sold Summary

  • 54 Days On Market
• 

  Est $426,427

  Not Listed For Sale

  136 Craig Ln, Dover Plains, NY 12522

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1990

  136 Craig Ln, Dover Plains, NY 12522

  Last Sold Summary

  • 71 Days On Market
• 

  /2

  Est $437,147

  Not Listed For Sale

  108 Craig Ln, Dover Plains, NY 12522

  • 3 Beds
  • 3 Baths
  • 1,836 Sq Ft
  • Built 1987

  108 Craig Ln, Dover Plains, NY 12522
• 

  Est $429,348

  Not Listed For Sale

  993 Old State Route 22, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1969

  993 Old State Route 22, Dover Plains, NY 12522

  Last Sold Summary

  • 18 Days On Market
• 

  Est $768,343

  Not Listed For Sale

  2504 Route 22, Dover Plains, NY 12522

  • 6 Beds
  • 6 Baths
  • 2,564 Sq Ft
  • Built 1950

  2504 Route 22, Dover Plains, NY 12522

  Last Sold Summary

  • 85 Days On Market

Showing Results 121 - 160, Page 4 of 18