Homes in ZIP Code 12594

• 

  

  

  /23

  $399,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,788 Sq Ft

  106 Johnson Rd, Wingdale, NY 12594

  Raised Ranch with 3 bedrooms, 1 full bath - Open floor plan with kitchen, dining room and living room. Sliding glass doors to deck and back yard. Basement has finished family room with exterior door to driveway. Laundry room. Lots of potential. Does need work. Owner is selling it as is. Septic 2021, Roof is 15 years old, new breaker box 2025. Located minutes to Route 22 and the Wingdale train

  

  Teddie Leonaggeo

  McGrath Realty Inc

  (845) 252-8278

  106 Johnson Rd, Wingdale, NY 12594
• 

  

  

  /8

  $2,800 per month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Apartment for Rent

  804 Berkshire Rd Unit 806, Dover, NY 12594

  Charming 3 bedroom, 1 bath single family home located in Dutchess County. Home features open floor, plenty of storage, close to shopping and minutes from train station. Heat and Hot water included.

  Antoinetta Carino Tag Realty & Property Mang

  804 Berkshire Rd Unit 806, Dover, NY 12594
• 

  $549,000 Sold Jan 28, 2026

  105 Sheldon Rd, Wingdale, NY 12594

  • 4 Beds
  • 3 Baths
  • 2,792 Sq Ft
  • Built 1996

  Last Sold Summary

  • $197/SF
  • 48 Days On Market

  Current Estimated Value $549,531

  Last Listing Agent Barbara Negro Century 21 Alliance Realty Grp

  105 Sheldon Rd, Wingdale, NY 12594
• 

  Est $459,350 Not Listed For Sale

  31 White Oak Cir, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft
  • Built 2000

  31 White Oak Cir, Wingdale, NY 12594

  Last Sold Summary

  • 7% Above List Price
  • $243/SF
  • 69 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Joann Perna Guardian Realty Center, LLC
• 

  

  

  /13

  $399,999 Pending

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  3057 Pleasant Ridge Rd, Wingdale, NY 12594

  Home needs updating and great potential to expand. Offers walk out basement whichcould be developed for additional spaced. Two car detached garage and house recentlyhad a new roof installed. Located on a county road with easy access on 15 acres with ascenic setting. Less than two hours from New York City and very close to Metro-North.

  Richard Rennia Richard A. Rennia

  3057 Pleasant Ridge Rd, Wingdale, NY 12594
• 

  

  /21

  $3,000 per month

  • 3 Beds
  • 1 Bath
  • 1,078 Sq Ft
  • House for Rent

  19 Cedar Ln, Wingdale, NY 12594

  Whole house rental: 3 bedroom, 1 bath, on level .5 acre . First floor: 3 bedroom ,1 bath, living room, dining room, eat in kitchen with door out to deck. Full finished basement with 2 bonus rooms and walk out to patio. Tenant responsible for unities, cable, internet(optimum),garbage, snow and lawn maintenance.Due at Lease signing: 1 month rent & 1 month security. Application, credit check,

  Diana Cirocco Coldwell Banker Realty

  19 Cedar Ln, Wingdale, NY 12594
• 

  $380,000 Sold Jan 16, 2026

  9 Nicole Ln, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,036 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Above List Price
  • $367/SF
  • 19 Days On Market

  Current Estimated Value $377,103

  Last Listing Agent Claudia Jiskra McGrath Realty Inc

  9 Nicole Ln, Wingdale, NY 12594
• 

  /2

  Est $624,743 Not Listed For Sale

  9 Blueberry Dr, Wingdale, NY 12594

  • 3 Beds
  • 3 Baths
  • 2,446 Sq Ft
  • Built 1990

  9 Blueberry Dr, Wingdale, NY 12594

  Last Sold Summary

  • 2% Below List Price
  • $251/SF

  Last Sold Price $615,000

  Last Listing Agent Melissa Pettinella Century 21 Alliance Realty Grp
• 

  

  /22

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  41 Holly Hill Dr, Wingdale, NY 12594

  Newly renovated single-family home located in a quiet community. This 3-bedroom, 2-bathroom residence features updated finishes throughout and a bright, functional layout ideal for everyday living. Enjoy the brand new back deck, perfect for outdoor gatherings and relaxation. A 4-car driveway offers ample off-street parking. The partial basement provides additional storage and flexible space.

  Kevin Chin KRC Elegant Homes Realty Corp.

  41 Holly Hill Dr, Wingdale, NY 12594
• 

  $435,000 Sold Sep 29, 2025

  27 Cavelo Dr, Wingdale, NY 12594

  • 3 Beds
  • 3 Baths
  • 1,794 Sq Ft
  • Built 1974

  Last Sold Summary

  • $242/SF
  • 31 Days On Market

  Current Estimated Value $431,011

  Last Listing Agent Shannon Tully McGrath Realty Inc

  27 Cavelo Dr, Wingdale, NY 12594
• 

  Est $549,422 Not Listed For Sale

  10 Blueberry Dr, Wingdale, NY 12594

  • 4 Beds
  • 2.5 Baths
  • 2,402 Sq Ft
  • Built 1992

  10 Blueberry Dr, Wingdale, NY 12594

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 25 Days On Market

  Last Sold Price $545,000

  Last Listing Agent Melissa Pettinella Century 21 Alliance Realty Grp
• 

  

  /4

  $100,000

  • Land
  • 1 Acre
  • $100,000 per Acre

  149 Johnson Rd, Wingdale, NY 12594

  Land for sale with board of health approval- Approved plans for a 3 bedroom, 3 bathroom raised ranch home. Well is drilled, land is ready to start building your dream home today

  Bliss Voutsinas Hillside Realty & Development

  149 Johnson Rd, Wingdale, NY 12594
• 

  $460,000 Sold Dec 11, 2025

  26 Nicole Ln, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 2,072 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Above List Price
  • $222/SF
  • 18 Days On Market

  Current Estimated Value $464,751

  Last Listing Agent Andrea Rudkowski Closer Real Estate

  26 Nicole Ln, Wingdale, NY 12594
• 

  /2

  Est $702,329 Not Listed For Sale

  2 Ridgecrest Dr, Wingdale, NY 12594

  • 4 Beds
  • 3 Baths
  • 3,248 Sq Ft
  • Built 2005

  2 Ridgecrest Dr, Wingdale, NY 12594

  Last Sold Summary

  • 12% Below List Price
  • $192/SF

  Last Sold Price $625,000

  Last Listing Agent Tamara LaBarbera Howard Hanna Rand Realty
• 

  

  /30

  $1,499,999

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft

  165 Duell Hollow Rd, Wingdale, NY 12594

  Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pond—making it an ideal

  Michael Sadis Compass Greater NY LLC

  165 Duell Hollow Rd, Wingdale, NY 12594
• 

  $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 $283,817

  Last Listing Agent Crystal Neceda Briante Realty Group, LLC

  20 Hemlock Ln, Wingdale, NY 12594
• 

  Est $633,791 Not Listed For Sale

  37 Ridgecrest Dr, Wingdale, NY 12594

  • 3 Beds
  • 3 Baths
  • 2,556 Sq Ft
  • Built 2005

  37 Ridgecrest Dr, Wingdale, NY 12594

  Last Sold Summary

  • 10% Above List Price
  • $225/SF
  • 101 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Sharon Sheil Coldwell Banker Realty
• 

  

  /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
• 

  $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 $426,286

  Last Listing Agent Reid McGrath McGrath Realty Inc

  41 Hillside Ave, Wingdale, NY 12594
• 

  Est $408,456 Not Listed For Sale

  317 Dog Tail Corners Rd, Wingdale, NY 12594

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft
  • Built 1965

  317 Dog Tail Corners Rd, Wingdale, NY 12594

  Last Sold Summary

  • 1% Above List Price
  • $258/SF
  • 21 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Jennifer Amicucci
• 

  /2

  $599,000

  • 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
• 

  $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 $297,258

  Last Listing Agent LUCIANA BENNETT McGrath Realty Inc

  6634 Route 55, Wingdale, NY 12594
• 

  Est $485,939 Not Listed For Sale

  21 Hoyt Rd, Wingdale, NY 12594

  • 3 Beds
  • 2 Baths
  • 1,127 Sq Ft
  • Built 1966

  21 Hoyt Rd, Wingdale, NY 12594

  Last Sold Summary

  • 2% Above List Price
  • $421/SF
  • 27 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Clayton Livingston McGrath Premier Real Estate
• 

  /2

  $60,000

  • Land
  • 0.58 Acre
  • $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
• 

  $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
• 

  

  /62

  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.
• 

  /2

  $45,000

  • Land
  • 0.64 Acre
  • $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
• 

  $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
• 

  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
• 

  

  /17

  $595,000

  • 3 Beds
  • 1 Bath
  • 2,391 Sq Ft

  804-806 Berkshire Rd Unit 806, Wingdale, NY 12594

  Excellent investment or owner-occupied opportunity! This unique three-family property is comprised of two separate houses on one lot, offering flexibility and income. The front house features two units: a spacious upper unit with 3 bedrooms, an eat-in kitchen/family room, and 1 renovated new full bath, plus a separate 1-bedroom, 1-bath apartment on the lower level. The garage is currently rented,

  Antoinetta Carino Tag Realty & Property Mang

  804-806 Berkshire Rd Unit 806, Wingdale, NY 12594
• 

  $545,000 Sold Feb 03, 2026

  36 Byrds Hill Rd, Pawling, NY 12564

  • 2 Beds
  • 2.5 Baths
  • 1,820 Sq Ft
  • Built 1950

  Last Sold Summary

  • 1% Below List Price
  • $299/SF
  • 28 Days On Market

  Current Estimated Value $548,252

  Last Listing Agent Regan Andrews Coldwell Banker Realty

  36 Byrds Hill Rd, Pawling, NY 12564
• 

  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
• 

  

  /3

  $649,000

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  149 Johnson Rd, Wingdale, NY 12594

  New construction home to be built ! This raised ranch home features 3 bedrooms and 3 full bathrooms and 2 car garage. The open floor plan connects the kitchen, dining room and living room. The primary bedroom with ensuite bathroom features a spa like walk in shower. The plans are approved and ready to build, don't miss the opportunity to customize this home

  Bliss Voutsinas Hillside Realty & Development

  149 Johnson Rd, Wingdale, 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 $381,213

  Last Listing Agent Jill Rose Houlihan Lawrence Inc.

  37 Rural Ave, Wingdale, NY 12594
• 

  Est $480,224 Not Listed For Sale

  29 Holly Hill Dr, Wingdale, NY 12594

  • 5 Beds
  • 3 Baths
  • 2,180 Sq Ft
  • Built 1996

  29 Holly Hill Dr, Wingdale, NY 12594

  Last Sold Summary

  • 32% Above List Price
  • $167/SF
  • 269 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Brianna Bartlett eXp Realty
• 

  

  /12

  $150,000

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  63 Sasso Ln, Wingdale, NY 12594

  Walking Distance to Metro North Railroad, here is your chance to own a charming 3-bedroom, 2-full bathroom mobile home in tight-knit Wingdale Village. The screened in front porch leads to an open concept living room/kitchen combo - perfect for entertaining! This move-in ready home is waiting for you!!

  Michael Herman McGrath Realty Inc

  63 Sasso Ln, 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 $370,007

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  50 Lake Ellis Rd, Wingdale, NY 12594
• 

  Est $464,352 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

  • 8% Above List Price
  • $206/SF
  • 54 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Ryan Sylvestri RE/MAX
• 

  

  /16

  $340,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,328 Sq Ft

  32 Cedar Ln, Wingdale, NY 12594

  Ranch style home on 1 acre. Mother-daughter potential. Full basement with own entrance. Large living room w/ bow window. Huge sunroom on back of home. Full bathroom was just renovated. 4 year old Heated 48x36 ft kayak pool w/ full deck, custom furniture, safety stairs & transferable warranty. New roof last year. New front porch. Newer exterior paint & water pressure tank in well. Large fenced

  Christopher Acken BHHS Hudson Valley Properties

  32 Cedar Ln, Wingdale, NY 12594
• 

  $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 $414,820

  Last Listing Agent Stephanie Ruzzo RE/MAX Classic Realty

  1 Hoyt Rd, Wingdale, NY 12594

Showing Results 1 - 40, Page 1 of 18