Dover Plains, NY Homes

• 

  $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
• 

  Est $291,232

  Not Listed For Sale

  26 Balsam Ct, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1987

  26 Balsam Ct, Dover Plains, NY 12522

  Last Sold Summary

  • 246 Days On Market

  Last Listing Agent Howard Payson RE/MAX Town & Country
• 

  

  

  /20

  $599,408

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  810 New York 343, Dover Plains, NY 12522

  Set on 2.1 serene acres in the heart of Dutchess County, this thoughtfully designed 4-bedroom, 2-bath residence offers a harmonious blend of classic charm and modern functionality. Ideally positioned near the Wassaic Train, the Taconic Parkway, Millbrook, and Dover Plains, the property provides both privacy and convenience. Step inside to discover warm wood floors throughout the main level,

  Arleen Shepley Elyse Harney Real Estate

  810 New York 343, 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 $399,705

  Last Listing Agent Stephen Pener William Pitt Sothebys Int Rlty

  154 Bog Hollow Rd, Wassaic, NY 12592
• 

  Est $240,380

  Not Listed For Sale

  8 Tinker Town Rd, Dover Plains, NY 12522

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1931

  8 Tinker Town Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 122 Days On Market

  Last Listing Agent Alan Arnfield Century 21 Alliance Rlty Group
• 

  

  /19

  $599,408

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  810 Route 343, Dover Plains, NY 12522

  Sophisticated country living in the desirable Millbrook area within the highly regarded Millbrook Central School District. Ideally located close to the charming village, local amenities, and the Wassaic Station for convenient Metro-North access to New York City. Privately set on 2.06 picturesque acres, this light-filled 4-bedroom, 2-bath Cape offers the perfect blend of comfort, versatility, and

  Arleen Shepley Elyse Harney Real Estate

  810 Route 343, 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
• 

  Est $1,834,309

  Not Listed For Sale

  91 N Tower Hill Rd Unit 101, Wassaic, NY 12592

  • 4 Beds
  • 4.5 Baths
  • 4,784 Sq Ft
  • Built 1985

  91 N Tower Hill Rd Unit 101, Wassaic, NY 12592

  Last Sold Summary

  • 109 Days On Market

  Last Listing Agent Ronald Green KW MidHudson
• 

  

  /47

  $575,000

  $40K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,188 Sq Ft

  226 Cart Rd Unit C, Dover Plains, NY 12522

  This beautifully maintained 3-bedroom, 2.5-bath Colonial is being offered for sale for the very first time. Lovingly built and cared for by its original owner, the home is set on a scenic 2.7-acre lot with open lawn, mature landscaping, established vegetable garden, and an idyllic creek along the rear of the property. From the moment you arrive, the peaceful setting and classic curb appeal make a

  Britney Maddock K. Fortuna Realty, Inc.

  226 Cart Rd Unit C, 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 $491,364

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  1 Craig Ln, Dover Plains, NY 12522
• 

  Est $449,012

  Not Listed For Sale

  10 Christian Hill Rd, Dover Plains, NY 12522

  • 4 Beds
  • 2.5 Baths
  • 2,755 Sq Ft
  • Built 1995

  10 Christian Hill Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Steven Connolly Twin Bridges Properties
• 

  

  /16

  $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
• 

  $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
• 

  /2

  Est $779,992

  Not Listed For Sale

  142 Christian Hill Rd, Dover Plains, NY 12522

  • 2 Beds
  • 2 Baths
  • 2,468 Sq Ft
  • Built 1962

  142 Christian Hill Rd, Dover Plains, NY 12522
• 

  

  /25

  $70,000

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  198 Sinpatch Rd Unit Lot 42, Wassaic, NY 12592

  Welcome home to this inviting two bedroom, two bath residence offering a comfortable layout and several valuable updates. Awaiting its new owners, this move-in ready home is complete with added home furnishings if desired. The primary bedroom with a king size bed features a large private en-suite bathroom with a walk-in shower, creating a relaxing and convenient retreat. The eat-in kitchen

  Evelyn Heady BHHS Hudson Valley Properties

  198 Sinpatch Rd Unit Lot 42, Wassaic, NY 12592
• 

  $460,000

  Sold Aug 17, 2026

  9 Evan Rd, Dover Plains, NY 12522

  • 3 Beds
  • 3 Baths
  • 2,004 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Above List Price
  • $230/SF
  • 22 Days On Market

  Current Estimated Value $434,132

  Last Listing Agent JUNMING FAN Maison Realty LLC

  9 Evan Rd, Dover Plains, NY 12522
• 

  Est $513,437

  Not Listed For Sale

  308 Hammond Hill Rd, Dover Plains, NY 12522

  • 3 Beds
  • 2 Baths
  • 2,144 Sq Ft
  • Built 1973

  308 Hammond Hill Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Igor Krasnoperov Rising Star Realty
• 

  

  /26

  $595,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,409 Sq Ft

  20 Craig Ln, Dover Plains, NY 12522

  A European Inspired Oasis in Dover Plains!This meticulously cared for custom built home is being offered by the original owners for the first time.The impressive front entrance is where the grace and style begins. This 2,409 square foot home has too many custom features to list-making it a MUST SEE!In the primary residence you will find a primary bedroom, 2 additional bedroom, 2 full

  CAROL LYNNE PENTA K. Fortuna Realty, Inc.

  20 Craig 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
• 

  Est $83,318

  Not Listed For Sale

  507 Halls Corners Rd, Dover Plains, NY 12522

  • Built 1940

  507 Halls Corners Rd, Dover Plains, NY 12522

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC
• 

  

  /35

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  35 Benton Rd, Wassaic, NY 12592

  Bring your imagination and vision to Old Benton House, this four-bedroom antique home, privately set amid mature trees, perennial gardens, and peaceful country surroundings. The home is located in the Ten Mile River Valley which is bordered by mountain ridges on both sides, with views of the Taconic Mountains. Rich in historic character, the home showcases original pine and elm hardwood floors,

  Janet Myer Houlihan Lawrence Inc.

  35 Benton Rd, Wassaic, NY 12592
• 

  $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 $428,115

  Last Listing Agent LUCIANA BENNETT McGrath Realty Inc

  198 Benson Hill Rd, Dover Plains, NY 12522
• 

  Est $606,711

  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

  • 24 Days On Market

  Last Listing Agent PAULA REDMOND Corcoran Country Living
• 

  

  /35

  $385,000

  Pending

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft

  884 Camby Rd, Millbrook, NY 12545

  Estate property being sold AS, including contents. 5+/-acre parcel of lovely land with meadows, views of rolling hill tops and majestic trees. There is an old growth of grape vines and an orchard with various fruit trees. A truly special piece of property conveniently located to communte to NYC either by car or train. Just the land and improvements alone proof the value of this offering. The

  Amy Levine Howard Hanna Rand Realty

  884 Camby Rd, Millbrook, NY 12545
• 

  $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
• 

  Est $766,276

  Not Listed For Sale

  620 Route 343, Millbrook, NY 12545

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

  620 Route 343, Millbrook, NY 12545

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Kyle Irwin Corcoran Country Living
• 

  

  /19

  $459,000

  Pending

  • 3 Beds
  • 3 Baths

  3481 Route 22, Dover Plains, NY 12522

  .

  Larry Havens Havens Real Estate

  3481 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 $358,684

  Last Listing Agent Maureen McElduff Mullaney BHHS Hudson Valley Properties

  593 Old State Route 22, Dover Plains, NY 12522
• 

  /2

  Est $512,178

  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
• 

  

  /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
• 

  $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 $315,577

  Last Listing Agent Steve Triebe Scalzo Real Estate

  16 Birch Hill Ln, Kent, CT 06757
• 

  Est $614,739

  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

  • 34 Days On Market

  Last Listing Agent Andurela Saljanin EXIT Realty Private Client
• 

  

  /15

  $62,900

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  42 Mallard Way, Dover Plains, NY 12522

  This home is in very good move in condition with some updates. This is a 55 and over community. Rent includes taxes, streetlights, water and garbage pick up.

  Richard Rennia Richard A. Rennia

  42 Mallard Way, 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
• 

  

  /33

  Est $679,562

  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

  Last Listing Agent Angel Ayala BHHS Hudson Valley Properties
• 

  

  /20

  $110,000

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  198 Sinpatch Rd Unit 16, Wassaic, NY 12592

  This double-wide manufactured home is available and ready for its new owners. Kitchen has all almost- new appliances complete with dishwasher. A conveniently-locatefd inside laundry area features washer and dryer. Bedrooms are good-sized with one-half bath featured in primary bedroom. Added to this is an outside shed for gardening tools and other items needing storage. Commuter friendly being

  Evelyn Heady BHHS Hudson Valley Properties

  198 Sinpatch Rd Unit 16, Wassaic, NY 12592
• 

  $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 $480,292

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

  97 Lake Ellis Rd, Wingdale, NY 12594
• 

  

  /62

  Est $818,325

  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

  • 25 Days On Market

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.
• 

  /2

  $110,000

  • Land
  • 3 Acres
  • $36,667 per Acre

  7 Brookview Rd, Dover Plains, NY 12522

  Private country setting with abundant wildlife to enjoy. Ideally located a short driving distance from Millbrook to the West, Amenia to the North, on the East by Kent, CT, and the South by Pawling. BOHA until 2029, no fill required for a 3 or 4 bedroom home. Close to railroad for NYC commuters. Specific area is known as Ridgebrook Country Estates. Must see to appreciate!

  Robert D Ferris R. Ferris Real Estate, LLC

  7 Brookview Rd, 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 $321,434

  Last Listing Agent Robert Brestovansky eXp Realty

  40 Glen Ave, Dover Plains, NY 12522

Showing Results 81 - 120, Page 3 of 18