Dover Plains, NY Homes

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  $350,000

  • 4 Beds
  • 1.5 Baths
  • 1,792 Sq Ft

  6A Birch Hill Ln, Kent, CT 06757

  Welcome to 6A Birch Hill Lane in Kent, a rare opportunity to own a home with direct frontage on the scenic Housatonic River. If you have been dreaming about peaceful views, the sound of the water, and a setting that truly feels like an escape, this is it. This 4 bedroom, 1.5 bathroom home offers 1,792 square feet of living space with a layout that is both practical and full of potential. The main

  Mark Mermelstein eXp Realty

  6A Birch Hill Ln, Kent, CT 06757
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  $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
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  Est $478,446 Not Listed For Sale

  256 Hammond Hill Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft
  • Built 1970

  256 Hammond Hill Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 21% Above List Price
  • $221/SF
  • 50 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Samantha Davis BHHS Hudson Valley Properties
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  $195,000

  • Land
  • 1.85 Acres
  • $105,405 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail,

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
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  $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
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  Est $745,256 Not Listed For Sale

  26 Trebor Trail, Millbrook, NY 12545

  • 2 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1988

  26 Trebor Trail, Millbrook, NY 12545

  Last Sold Summary

  • 55% Above List Price
  • $249/SF
  • 24 Days On Market

  Last Sold Price $482,000

  Last Listing Agent PAULA REDMOND Corcoran Country Living
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  $289,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  59 Corbin Rd, Dover Plains, NY 12522

  Welcome to your brand-new, beautifully renovated ranch in the peaceful and sought-after Town of Dover. This isn't just a house; it's a golden opportunity to own a piece of tranquility. Situated on over an acre of lush land, this home offers the perfect escape from the everyday hustle.Step inside and be captivated by the stunning new kitchen, complete with sleek stainless steel appliances. The

  Daniel Deutsch eRealty Advisors, Inc

  59 Corbin Rd, Dover Plains, NY 12522
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  $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
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  Est $2,141,852 Not Listed For Sale

  632 Route 343, Millbrook, NY 12545

  • 3 Beds
  • 5 Baths
  • 5,026 Sq Ft
  • Built 2003

  632 Route 343, Millbrook, NY 12545

  Last Sold Summary

  • 13% Above List Price
  • $377/SF
  • 20 Days On Market

  Last Sold Price $1,895,000

  Last Listing Agent Susan Whalen George T Whalen Real Estate
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  $325,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,057 Sq Ft

  16 Birch Hill Ln, Kent, CT 06757

  Cozy three-bedroom ranch on quiet private road. Direct frontage on the scenic Housatonic River. Sip your morning coffee on the private covered rear patio. View the fall foliage and listen to the relaxing sounds of the river. Would be a perfect setting for those who work from home. Private fenced in back yard perfect for pets to play. Just a short drive from the wonderful Kent Town Center with its

  Steve Triebe Scalzo Real Estate

  16 Birch Hill Ln, Kent, CT 06757
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  $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
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  Est $512,000 Not Listed For Sale

  301 Highview Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1982

  301 Highview Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 26% Below List Price
  • $245/SF

  Last Sold Price $405,000

  Last Listing Agent Ronald Green KW MidHudson
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  $548,000

  • 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
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  $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
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  Est $486,632 Not Listed For Sale

  27 Highview Rd, Dover Plains, NY 12522

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft
  • Built 1951

  27 Highview Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 24% Above List Price
  • $263/SF
  • 53 Days On Market

  Last Sold Price $393,500

  Last Listing Agent Susan Whalen George T Whalen Real Estate
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  $345,000

  • 5 Beds
  • 2 Baths
  • 2,100 Sq Ft

  14-16 Glen Hill, Dover Plains, NY 12522

  An affordable multifamily compound in the quiet hamlet of Dover Plains—an increasingly rare opportunity to own two homes for the price of one. This unique property features a 3-bedroom/1-bath residence and a separate 2-bedroom/1-bath home, both in solid condition with some TLC needed to make them your own. Set on a picturesque parcel at the end of a country road, the setting is peaceful, private,

  Barry Malawer Coldwell Banker Realty

  14-16 Glen Hill, Dover Plains, NY 12522
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  $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
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  Est $1,179,362 Not Listed For Sale

  536 Camby Rd, Verbank, NY 12585

  • 3 Beds
  • 6 Baths
  • 4,040 Sq Ft
  • Built 1993

  536 Camby Rd, Verbank, NY 12585

  Last Sold Summary

  • 6% Below List Price
  • $309/SF
  • 73 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Ryan Arket Compass Greater NY, LLC
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  $460,000

  • 3 Beds
  • 2 Baths
  • 2,230 Sq Ft

  487 Chestnut Ridge Rd, Dover Plains, NY 12522

  Located in Dover Plains, this charming 3-bedroom, 2-bath Colonial offers 2,230 sq. ft. of living space on a 1.27-acre corner lot and includes a detached 2-car garage. Inside, you’ll find an inviting open-concept layout. The main level is perfect for entertaining or everyday living and features a spacious living room with hardwood floors, a large dining room that flows seamlessly to an eat-in

  Robert Washburn RE/MAX Ace Realty

  487 Chestnut Ridge Rd, Dover Plains, NY 12522
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  $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
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  Est $613,704 Not Listed For Sale

  199 Highview Rd, Dover Plains, NY 12522

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft
  • Built 1972

  199 Highview Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 4% Above List Price
  • $184/SF
  • 34 Days On Market

  Last Sold Price $590,000

  Last Listing Agent Andurela Saljanin EXIT Realty Private Client
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  $319,999 Pending

  • 5 Beds
  • 3 Baths

  703 Butts Hollow Rd, Dover Plains, NY 12522

  Discover an incredible investment opportunity in highly desirable Dover Plains! This multi-family property sits on a beautiful, private lot just shy of an acre, offering endless potential for expansion, added income, or future development. Surrounded by a serene landscape and located in a prime location, this property appeals to both investors and end-users alike. Whether you’re looking to

  German Nielsen Newman Realty Inc

  703 Butts Hollow Rd, Dover Plains, NY 12522
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  $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
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  Est $649,809 Not Listed For Sale

  109 Brush Hill Rd, Millbrook, NY 12545

  • 3 Beds
  • 2.5 Baths
  • 1,856 Sq Ft
  • Built 1983

  109 Brush Hill Rd, Millbrook, NY 12545

  Last Sold Summary

  • 2% Below List Price
  • $358/SF
  • 37 Days On Market

  Last Sold Price $665,000

  Last Listing Agent Jake Garay Serhant LLC
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  /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
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  $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
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  Est $502,634 Not Listed For Sale

  97 N Farm Dr, Dover Plains, NY 12522

  • 3 Beds
  • 3 Baths
  • 1,990 Sq Ft
  • Built 2004

  97 N Farm Dr, Dover Plains, NY 12522

  Last Sold Summary

  • 11% Above List Price
  • $228/SF
  • 84 Days On Market

  Last Sold Price $454,000

  Last Listing Agent Susan Whalen George T Whalen Real Estate
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  $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
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  Est $787,292 Not Listed For Sale

  158 Lake Ellis Rd, Wingdale, NY 12594

  • 4 Beds
  • 2 Baths
  • 2,496 Sq Ft
  • Built 1820

  158 Lake Ellis Rd, Wingdale, NY 12594

  Last Sold Summary

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

  Last Sold Price $855,825

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.
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  $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
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  Est $377,458 Not Listed For Sale

  152 Weil Rd, Wingdale, NY 12594

  • 2 Beds
  • 1 Bath
  • 1,237 Sq Ft
  • Built 1940

  152 Weil Rd, Wingdale, NY 12594

  Last Sold Summary

  • 3% Above List Price
  • $295/SF
  • 78 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties
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  $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
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  Est $557,626 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

  • 3% Above List Price
  • $230/SF
  • 29 Days On Market

  Last Sold Price $540,000

  Last Listing Agent Shannon Tully McGrath Realty Inc
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  $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 $312,386

  Last Listing Agent Robert Brestovansky eXp Realty

  40 Glen Ave, Dover Plains, NY 12522
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  Est $409,676 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

  • 6% Above List Price
  • $250/SF
  • 107 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Ishwar Rameshar YourHomeSold Guaranteed Realty
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  $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
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  Est $535,850 Not Listed For Sale

  785 Berkshire Rd, Wingdale, NY 12594

  • 3 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 2005

  785 Berkshire Rd, Wingdale, NY 12594

  Last Sold Summary

  • 13% Above List Price
  • $177/SF
  • 57 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Donna Gray Redfin Real Estate
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  $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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  Est $366,069 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

  • 7% Below List Price
  • $219/SF
  • 89 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Dominick DiFilippo Keller Williams Realty Partner
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  $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 $279,274

  Last Listing Agent Omar Harper Epique Realty

  3465 Route 22, Dover Plains, NY 12522

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