Dover, NY Homes

• 

  Est $447,158

  Not Listed For Sale

  8 Hemlock Ln, Wingdale, NY 12594

  • 4 Beds
  • 3 Baths
  • 2,084 Sq Ft
  • Built 1995

  8 Hemlock Ln, Wingdale, NY 12594

  Last Sold Summary

  • 4% Above List Price
  • $206/SF
  • 54 Days On Market

  • Last Sold Price $430,000
  • Aug 26, 2024

  Last Listing Agent Ryan Sylvestri RE/MAX
• 

  

  

  /17

  $55,000

  $10K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 924,924 Sq Ft

  62 Cardinal Ct, Dover Plains, NY 12522

  This home is in good condition and is located in a well maintained 55 and over community. Monthly rentincludes: taxes, water, streetlights and garbage pickup.

  Richard Rennia Richard A. Rennia

  62 Cardinal Ct, 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
• 

  Est $348,576

  Not Listed For Sale

  27 Sycamore Blvd, Wingdale, NY 12594

  • 3 Beds
  • 1 Bath
  • 1,036 Sq Ft
  • Built 1994

  27 Sycamore Blvd, Wingdale, NY 12594

  Last Sold Summary

  • 4% Above List Price
  • $324/SF
  • 22 Days On Market

  • Last Sold Price $336,000
  • Dec 17, 2024

  Last Listing Agent Vivian Morales Howard Hanna Rand Realty
• 

  

  /2

  $99,900

  $5K PRICE INCREASE

  • Land
  • 3.3 Acres
  • $30,273 per Acre

  Lot 7 Brookview Rd, Dover, NY 12522

  Located approximately 6.5 miles from the Village of Millbrook. Trains to New York City are available only 3.3 miles away at the Metro North Station in Dover Plains. Picturesque Stone Brook traverses the property. Ideal for your weekend or year-round dream home. Board of Health Approved and no fill required.

  Robert D Ferris R. Ferris Real Estate, LLC

  Lot 7 Brookview Rd, Dover, NY 12522
• 

  $270,000

  Sold Dec 05, 2025

  20 Hemlock Ln, Wingdale, NY 12594

  • 2 Beds
  • 1 Bath
  • 1,362 Sq Ft
  • Built 1994

  Last Sold Summary

  • 7% Below List Price
  • $198/SF
  • 27 Days On Market

  Current Estimated Value $288,470

  Last Listing Agent Crystal Neceda Briante Realty Group, LLC

  20 Hemlock Ln, Wingdale, NY 12594
• 

  Est $343,718

  Not Listed For Sale

  3677 Pleasant Ridge Rd, Wingdale, NY 12594

  • 3 Beds
  • 1 Bath
  • 1,632 Sq Ft
  • Built 1957

  3677 Pleasant Ridge Rd, Wingdale, NY 12594

  Last Sold Summary

  • 30% Above List Price
  • $162/SF
  • 65 Days On Market

  • Last Sold Price $265,000
  • Dec 11, 2023

  Last Listing Agent Claudia Jiskra McGrath Realty Inc
• 

  

  /14

  $99,995

  • 3 Beds
  • 2 Baths
  • 1,122 Sq Ft

  61 Sasso Ln, Wingdale, NY 12594

  Welcome to Wingdale! A great opportunity to own a 3-bed, 2-bath mobile home offering comfort, privacy, and convenience in a community just minutes from major highways. Step inside to find a functional layout with an open kitchen to living room area, a bright living space, and an enclosed private porch perfect for morning coffee or quiet evenings. The home sits on a nicely maintained lot with

  BRIDGET CAPAWANA Exit Realty Connections

  61 Sasso Ln, Wingdale, NY 12594
• 

  $345,000

  Sold Jul 09, 2025

  88 Lakeview Dr, Pawling, NY 12564

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Above List Price
  • $383/SF
  • 26 Days On Market

  Current Estimated Value $352,555

  Last Listing Agent Martha Woodhouse Howard Hanna Rand Realty

  88 Lakeview Dr, Pawling, NY 12564
• 

  Est $559,693

  Not Listed For Sale

  15 Mountain Laurel Blvd, Wingdale, NY 12594

  • 3 Beds
  • 3.5 Baths
  • 2,742 Sq Ft
  • Built 1999

  15 Mountain Laurel Blvd, Wingdale, NY 12594

  Last Sold Summary

  • 12% Above List Price
  • $182/SF
  • 21 Days On Market

  • Last Sold Price $500,000
  • Dec 09, 2024

  Last Listing Agent Jack Yao Realmart Realty LLC
• 

  

  /31

  $900,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,434 Sq Ft

  128 Old Pawling Rd, Pawling, NY 12564

  You finally have the opportunity to own a home with year-round mountain views set on an expansive property. A place where you can bring your vision to life and transform the space into a true masterpiece. 128 Old Pawling Road is a beautifully positioned property in Pawling, NY, offering a rare combination of scenic views, generous land, and the potential to create a truly special home. Set back

  Juliska Martino Compass Greater NY, LLC

  128 Old Pawling Rd, Pawling, NY 12564
• 

  $430,000

  Sold Jul 18, 2025

  41 Hillside Ave, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,844 Sq Ft
  • Built 1961

  Last Sold Summary

  • 8% Above List Price
  • $233/SF
  • 36 Days On Market

  Current Estimated Value $430,242

  Last Listing Agent Reid McGrath McGrath Realty Inc

  41 Hillside Ave, Wingdale, NY 12594
• 

  Est $402,078

  Not Listed For Sale

  59 Holly Hill Dr, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,640 Sq Ft
  • Built 1995

  59 Holly Hill Dr, Wingdale, NY 12594

  Last Sold Summary

  • 4% Above List Price
  • $235/SF
  • 36 Days On Market

  • Last Sold Price $385,000
  • Jan 03, 2025

  Last Listing Agent Gillian Stewart Gillian Stewart Real Estate
• 

  

  /8

  $239,000

  • Land
  • 2.4 Acres
  • $99,583 per Acre

  0 Route 22 Unit KEY976107, Dover, NY 12594

  Just above the Town of Pawling border, you will find this 2.4 acre parcel. Now, the Zoning is RU Residential. However, the town of Dover is making zoning changes, expanding the use to include commercial, retail, offices, businesses.

  Lisa Liffland McGrath Realty Inc

  0 Route 22 Unit KEY976107, Dover, NY 12594
• 

  $300,000

  Sold Oct 22, 2025

  6634 Route 55, Wingdale, NY 12594

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1930

  Last Sold Summary

  • 20% Above List Price
  • $250/SF
  • 23 Days On Market

  Current Estimated Value $302,807

  Last Listing Agent LUCIANA BENNETT McGrath Realty Inc

  6634 Route 55, Wingdale, NY 12594
• 

  Est $397,511

  Not Listed For Sale

  115 Reagans Mill Rd, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft
  • Built 1954

  115 Reagans Mill Rd, Wingdale, NY 12594

  Last Sold Summary

  • 20% Above List Price
  • $240/SF
  • 38 Days On Market

  • Last Sold Price $331,000
  • Jun 16, 2023

  Last Listing Agent Claudia Jiskra McGrath Realty Inc
• 

  /2

  $599,000

  $200K PRICE INCREASE

  • Land
  • 8 Acres
  • $74,875 per Acre

  0 Route 22 Unit ONEH6222664, Dover, NY 12594

  Raw Land - Located on Route 22 in Wingdale/Dover Plains. Approximately 8 acres. The Town of Dover is progressing with a comprehensive rezoning initiative to allow multifamily dwellings to be built OR commercial use buildings IE shopping centers or other uses. Available is survey, and several documents limited topo, tax map, ariels etc. Proposal of a large box store drawings available but not

  Lydia Nioras Commerce Properties

  0 Route 22 Unit ONEH6222664, Dover, NY 12594
• 

  $400,000

  Sold Nov 21, 2025

  96 Lakeview Dr, Pawling, NY 12564

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $247/SF
  • 41 Days On Market

  Current Estimated Value $425,719

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  96 Lakeview Dr, Pawling, NY 12564
• 

  Est $438,027

  Not Listed For Sale

  16 Lilac Dr, Wingdale, NY 12594

  • 3 Beds
  • 3 Baths
  • 1,812 Sq Ft
  • Built 1997

  16 Lilac Dr, Wingdale, NY 12594

  Last Sold Summary

  • 10% Above List Price
  • $221/SF
  • 13 Days On Market

  • Last Sold Price $400,000
  • Nov 16, 2023

  Last Listing Agent Iris Kalt Berkshire Hathaway Home Services
• 

  

  /11

  $190,000

  • Land
  • 1.66 Acres
  • $114,458 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
• 

  $315,000

  Sold May 30, 2025

  19 Nanas Way, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $292/SF
  • 76 Days On Market

  Last Listing Agent Michael Manzino Brown Harris Stevens

  19 Nanas Way, Wingdale, NY 12594
• 

  Est $421,268

  Not Listed For Sale

  11 Holly Hill Dr, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 2,269 Sq Ft
  • Built 1994

  11 Holly Hill Dr, Wingdale, NY 12594

  Last Sold Summary

  • 5% Above List Price
  • $176/SF
  • 156 Days On Market

  • Last Sold Price $400,000
  • Sep 25, 2024

  Last Listing Agent Judith 'Judy' Albert BHHS Hudson Valley Properties
• 

  

  /18

  $185,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  17 Plymouth Rock Dr, Dover Plains, NY 12522

  A charming and sun-filled 2-bedroom, 1-bath home offering approximately 750 square feet of thoughtfully designed living space in Dover Plains. This inviting pied-à-terre combines comfort and efficiency, making it an ideal full-time residence or weekend retreat. Natural light pours through the home, creating a warm and welcoming atmosphere throughout. The layout maximizes space while maintaining a

  Andrew Gates Houlihan Lawrence, Inc.

  17 Plymouth Rock Dr, 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 $488,258

  Last Listing Agent Luis Diaz Century 21 Alliance Realty Grp

  3211 Route 22, Dover Plains, NY 12522
• 

  Est $431,374

  Not Listed For Sale

  4 Stone Pine Ln, Wingdale, NY 12594

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1993

  4 Stone Pine Ln, Wingdale, NY 12594

  Last Sold Summary

  • 1% Above List Price
  • $221/SF
  • 59 Days On Market

  • Last Sold Price $425,000
  • May 01, 2024

  Last Listing Agent Kim Conklin KW MidHudson
• 

  

  /18

  $185,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  17 Plymouth Rock Rd, Dover Plains, NY 12522

  A charming and sun-filled 2-bedroom, 1-bath home offering approximately 750 square feet of thoughtfully designed living space in Dover Plains. This inviting pied-à-terre combines comfort and efficiency, making it an ideal full-time residence or weekend retreat.Natural light pours through the home, creating a warm and welcoming atmosphere throughout. The layout maximizes space while

  Andrew Gates Houlihan Lawrence Inc.

  17 Plymouth Rock Rd, 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
• 

  /2

  Est $356,636

  Not Listed For Sale

  72 Reagans Mill Rd, Wingdale, NY 12594

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1962

  72 Reagans Mill Rd, Wingdale, NY 12594

  Last Sold Summary

  • 10% Below List Price
  • $315/SF

  • Last Sold Price $325,000

  Last Listing Agent Joyce Brennan-Zolnik BHHS Hudson Valley Properties
• 

  /2

  $60,000

  Pending

  • Land
  • 25,264 Sq Ft
  • $103,448 per Acre

  0 Cedar Ln Unit KEY971931, Dover, NY 12594

  This 0.58-acre parcel on Cedar Lane in Dover Plains, NY is Board of Health Approved for a 2 Bedroom Home, is available for $60,000. Located in a quiet, established neighborhood, this property offers a rare opportunity to build a custom home in the scenic Hudson Valley.Property HighlightsAcreage: 0.58 acres of level-to-sloping land, ideal for various residential designs.Location:

  Mark Snyder eXp Realty

  0 Cedar Ln Unit KEY971931, Dover, NY 12594
• 

  $380,000

  Sold Jul 24, 2025

  37 Rural Ave, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 1960

  Last Sold Summary

  • $239/SF
  • 31 Days On Market

  Current Estimated Value $392,705

  Last Listing Agent Jill Rose Houlihan Lawrence Inc.

  37 Rural Ave, Wingdale, NY 12594
• 

  Est $425,891

  Not Listed For Sale

  9 White Farm Rd, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft
  • Built 1988

  9 White Farm Rd, Wingdale, NY 12594

  Last Sold Summary

  • 1% Above List Price
  • $270/SF
  • 47 Days On Market

  • Last Sold Price $420,000
  • Feb 27, 2025

  Last Listing Agent Mark Boyland Keller Williams Realty Partner
• 

  /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
• 

  $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 $380,080

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  50 Lake Ellis Rd, Wingdale, NY 12594
• 

  Est $425,083

  Not Listed For Sale

  6 Millers Ln, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1989

  6 Millers Ln, Wingdale, NY 12594

  Last Sold Summary

  • 8% Above List Price
  • $229/SF
  • 46 Days On Market

  • Last Sold Price $395,000
  • Oct 24, 2024

  Last Listing Agent Grace Vinciguerra RE/MAX
• 

  

  /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
• 

  $810,000

  Sold Dec 29, 2025

  48 David Ln, Pawling, NY 12564

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft
  • Built 1987

  Last Sold Summary

  • 17% Above List Price
  • $453/SF
  • 23 Days On Market

  Current Estimated Value $784,000

  Last Listing Agent Claudia Dizenzo Hudson River Line Realty

  48 David Ln, Pawling, NY 12564
• 

  Est $413,625

  Not Listed For Sale

  4 Cross Way, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,601 Sq Ft
  • Built 1989

  4 Cross Way, Wingdale, NY 12594

  Last Sold Summary

  • 18% Above List Price
  • $219/SF
  • 40 Days On Market

  • Last Sold Price $350,000
  • Jul 27, 2023

  Last Listing Agent Nannette Fransen Houlihan Lawrence Inc.
• 

  /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
• 

  $400,000

  Sold Mar 16, 2026

  1 Hoyt Rd, Wingdale, NY 12594

  • 2 Beds
  • 3 Baths
  • 1,939 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Below List Price
  • $206/SF
  • 95 Days On Market

  Current Estimated Value $408,773

  Last Listing Agent Stephanie Ruzzo RE/MAX Classic Realty

  1 Hoyt Rd, Wingdale, NY 12594
• 

  Est $400,958

  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

  • 4% Above List Price
  • $250/SF
  • 107 Days On Market

  • Last Sold Price $385,000
  • Jan 02, 2025

  Last Listing Agent Ishwar Rameshar YourHomeSold Guaranteed Realty

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