Dover Plains, NY Homes

• 

  $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
• 

  Est $1,551,314

  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
• 

  

  

  /42

  $13,500,000

  Pending

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

  1190 Chestnut Ridge Rd, Dover Plains, NY 12522

  A singular and exceedingly rare residence, this exquisite home was masterfully designed by renowned AD100 architect Gil Schafer, featuring interiors by Antony Todd and landscape architecture by Warren Byrd, all set against panoramic views of the Hudson Valley and Catskill Mountains. This home is a Greek Revival masterpiece that blends timeless elegance with modern sophistication. As featured in

  OLIVER BROWN Houlihan Lawrence Inc.

  1190 Chestnut Ridge Rd, 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 $464,221

  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
• 

  /2

  $45,000

  • Land
  • 27,878 Sq Ft
  • $70,312 per Acre

  0 Aldrich Rd, Wingdale, NY 12594

  This 0.64-acre parcel on Aldrich Road in Wingdale, NY is offered at $45,000. This property presents a unique opportunity for an investor or a visionary builder looking to create a custom residence in a quiet, rural setting.Property HighlightsAcreage: 0.64 acres of land in a serene, off-the-beaten-path location.Price: Competitive entry-point pricing at $45,000, reflecting the current

  Mark Snyder eXp Realty

  0 Aldrich Rd, Wingdale, NY 12594
• 

  $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
• 

  /2

  Est $799,708

  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
• 

  

  /11

  $205,000

  • Land
  • 2.5 Acres
  • $82,000 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
• 

  $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
• 

  Est $505,025

  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
• 

  /2

  $180,000

  • Land
  • 5 Acres
  • $36,000 per Acre

  591 Bog Hollow Rd, Wassaic, NY 12592

  Discover the perfect blend of peace, privacy, and potential with this beautiful 5-acre residential building lot located in the scenic hamlet of Wassaic, NY. Nestled in the heart of Dutchess County, this spacious parcel offers a rare opportunity to build your dream home or weekend retreat surrounded by nature. With ample space for a custom residence, gardens, and outdoor living areas, the

  Tiffiany West Redfin Real Estate

  591 Bog Hollow Rd, Wassaic, NY 12592
• 

  $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
• 

  Est $78,165

  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
• 

  

  /24

  $275,000

  $75K PRICE DROP Pending

  • 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
• 

  $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
• 

  Est $697,449

  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
• 

  

  /11

  $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
• 

  $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
• 

  /2

  Est $498,000

  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
• 

  

  /18

  $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
• 

  $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 $482,183

  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

  • 53 Days On Market
• 

  

  /18

  $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
• 

  $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
• 

  Est $1,190,760

  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

  • 73 Days On Market
• 

  

  /47

  $615,000

  • 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
• 

  $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
• 

  Est $665,548

  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
• 

  

  /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
• 

  $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 $694,619

  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

  • 37 Days On Market
• 

  

  /23

  $429,000

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

  9 Evan Rd, Dover Plains, NY 12522

  Welcome to 9 Evan Road in Dover, NY—a beautifully maintained, move-in-ready home offering comfort, convenience, and scenic mountain views. This spacious residence features 3 bedrooms and 3 full bathrooms, spanning over 2,000 square feet and providing plenty of room for family and guests. Filled with natural light, the home's inviting interior has been well cared for and is ready for its next

  JUNMING FAN Maison Realty LLC

  9 Evan 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 $354,879

  Last Listing Agent Maureen McElduff Mullaney BHHS Hudson Valley Properties

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

  

  /62

  Est $808,500

  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
• 

  

  /35

  $385,000

  • 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
• 

  $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
• 

  Est $384,451

  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

  • 78 Days On Market
• 

  

  /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
• 

  $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

Showing Results 81 - 120, Page 3 of 18