Homes in ZIP Code 12594

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  /29

  $575,000

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

  36 Byrds Hill Rd, Pawling, NY 12564

  Set on a quiet, scenic road in the prestigious Quaker Hill area, this home offers the perfect blend of seclusion and accessibility. You're only 3 miles from the serene waters of Quaker Lake, 2 miles from the Connecticut border, and just 20 minutes from charming CT towns like Sherman, New Milford, and Kent. From the outside, it’s a barn-like farmhouse surrounded by rolling green acreage and space

  

  Colleen McGrath

  McGrath Realty Inc

  (845) 630-1049

  36 Byrds Hill Rd, Pawling, NY 12564
• 

  

  

  /7

  $2,150 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  85 Hutchinson Ave Unit c, Wingdale, NY 12594

  Come view this beautifully renovated 2 bedroom 1 bathroom apartment with plenty of storage. This rental includes a private deck and assigned parking for up to two cars; and is close to everything, including train, shops, restaurants, outdoor attractions like Thunder Ridge Mountain, and schools. Heat and hot water included in the monthly rent. -

  David Cebel Iconik Residential LLC

  85 Hutchinson Ave Unit c, Wingdale, NY 12594
• 

  $450,000 Sold Aug 11, 2025

  • 2,108 Sq Ft
  • $213/SF
  • 34 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  25 White Farm Rd, Wingdale, NY 12594

  Beautifully Updated Raised Ranch in Country Mill EstatesThis move-in ready home offers the perfect blend of comfort, charm, and convenience. Nestled in the serene neighborhood of Country Mill Estates, the property features a spacious front and back yard with mature shade trees and well-maintained flower beds, creating a welcoming outdoor space.Inside, you'll find a bright and open

  Jonathan Scarinzi Elyse Harney Real Estate

  25 White Farm Rd, Wingdale, NY 12594
• 

  Not Listed For Sale

  139 Sheldon Rd, Wingdale, NY 12594

  139 Sheldon Rd, Wingdale, NY 12594
• 

  

  

  /41

  $435,000 Pending

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

  27 Cavelo Dr, Wingdale, NY 12594

  Tucked away at the end of a quiet cul-de-sac on 1.79 picturesque acres, this beautifully maintained 3-bedroom, 3-bath home offers the perfect blend of privacy, space, and convenience. Step inside and head upstairs to a sun-filled, open-concept living space where the hardwood floors flow through a spacious Living Room and adjoining Dining Room. Large windows bathe the space in natural light, while

  

  Shannon Tully

  McGrath Realty Inc

  (845) 328-6912

  27 Cavelo Dr, Wingdale, NY 12594
• 

  $785,000 Sold Aug 11, 2025

  • 1,952 Sq Ft
  • $402/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  6843 Route 55, Wingdale, NY 12594

  Serenity Hill is a hidden oasis. A long driveway winds through a broad meadow and then across a bridge over a rushing woodland stream. The homesite is elevated-a beautiful plateau that faces west towards the foothills of The Taconic Mountains. The classic farmhouse is set amid acres of rolling lawn. A rocking chair porch surrounds the house on three sides. The interior is designed as open plan

  David Turner Compass Greater NY, LLC

  6843 Route 55, Wingdale, NY 12594
• 

  Est $454,853 Not Listed For Sale

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

  31 White Oak Cir, Wingdale, NY 12594

  31 White Oak Cir, Wingdale, NY 12594
• 

  

  /50

  $445,000

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

  26 Nicole Ln, Wingdale, NY 12594

  Charming and fully remodeled, this 3-bedroom, 2-bath raised ranch in the desirable Woodwinds subdivision offers modern comfort and timeless appeal. With a fully fenced yard, spacious deck, and detached oversized 2-car garage, this home is move-in ready and designed for easy living. Recent updates include a new roof (2022), new furnace (2024), new water softener system (2023), refreshed central

  Andrea Rudkowski Closer Real Estate

  26 Nicole Ln, Wingdale, NY 12594
• 

  $315,000 Sold Aug 06, 2025

  • 1,135 Sq Ft
  • $278/SF
  • 31 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1970

  30 Lake Ellis Rd, Wingdale, NY 12594

  This bright and inviting 3-bedroom, 1.5-bath ranch is the kind of home that’s becoming harder to find—a well-maintained, move-in ready property with a smart layout, modern touches, and room to grow.Set just 7 minutes from the train and town center, this peaceful retreat offers the best of both worlds: quiet country charm with quick access to shopping, dining, and transit. You’re only 15

  Alex Mashkin Keller Williams Realty Partner

  30 Lake Ellis Rd, Wingdale, NY 12594
• 

  /2

  Est $618,484 Not Listed For Sale

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

  9 Blueberry Dr, Wingdale, NY 12594

  9 Blueberry Dr, Wingdale, NY 12594
• 

  

  /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

  149 Johnson Rd, Wingdale, NY 12594
• 

  $380,000 Sold Jul 24, 2025

  • 1,588 Sq Ft
  • $239/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  37 Rural Ave, Wingdale, NY 12594

  Located in the hamlet of Wingdale, this 3 bedroom, 2 bath home sits just minutes from the Metro-North station, nearby hiking trails and the shops and cafe's of Pawling. a spacious living room with hardwood floors opens directly into the kitchen, which boasts stone countertops, a subway-tile backsplash, a stainless-steel undermount sink and a bar-height counter for casual meals. The adjoining

  Jill Rose Houlihan Lawrence Inc.

  37 Rural Ave, Wingdale, NY 12594
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  /2

  Est $708,501 Not Listed For Sale

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

  2 Ridgecrest Dr, Wingdale, NY 12594

  2 Ridgecrest Dr, Wingdale, NY 12594
• 

  

  /45

  $575,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,058 Sq Ft

  283 & 279 Johnson Rd, Wingdale, NY 12594

  Beautiful house, quiet setting, level park-like property with fully fenced back yard! In 2002, a huge 2nd floor addition and a full renovation of the main floor created an amazing home! The homeowners are INCLUDING 279 Johnson Rd, an adjoining lot with 2 Garages, 40x28 w/heat & 1/2 bath. 2nd garage is 24x24 - More info further down... Total acreage of lots is 1.13 acres. Let's go back to the

  Lisa Liffland McGrath Realty Inc

  283 & 279 Johnson Rd, Wingdale, NY 12594
• 

  $105,000 Sold Jul 19, 2025

  • 980 Sq Ft
  • $107/SF
  • 106 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1978

  70 Sasso Ln, Wingdale, NY 12594

  Turn key Living in a Fully Renovated Home!Step into this beautifully renovated home, where comfort meets convenience in a move-in-ready space! Every detail has been upgraded, from the brand-new flooring to the newer appliances, ensuring modern functionality throughout.The spacious living room invites you in with a cozy wood-burning fireplace, perfect for chilly evenings, while the

  Tela Cook McGrath Realty Inc

  70 Sasso Ln, Wingdale, NY 12594
• 

  Est $363,627 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,736 Sq Ft

  27 Dwy Ln, Wingdale, NY 12594

  27 Dwy Ln, Wingdale, NY 12594
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  /39

  $449,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,610 Sq Ft

  22 Riverdale Dr, Wingdale, NY 12594

  Lovely raised ranch home. Large flat backyard for entertaining with a deck and an inground pool. Three bedroom, 1.5 bath. Living room has a lovely fireplace.Finished basement with pellet stove, family room and bar and laundry. Central A/C. Town water and sewer. Separate large shed for workshop/storage. NY Star savings $572.29 not included in taxes. A/O 6/18/25

  Dianna Ferrieri My Seasons Realty LLC

  22 Riverdale Dr, Wingdale, NY 12594
• 

  $430,000 Sold Jul 18, 2025

  • 1,844 Sq Ft
  • $233/SF
  • 36 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1961

  41 Hillside Ave, Wingdale, NY 12594

  LET'S GO! Welcome to 41 Hillside Ave, a lovely 3 bedroom ranch styled home located directly in the middle of the charming Villages of Dover Plains and Pawling, in the quaint hamlet of Wingdale, with the conveniency of the Metro-North Train Station only a minute or two south on Route 22, as well as Boyce Park, the Dover Library, and Wingdale Elementary School literally a stone's throw away,

  Reid McGrath McGrath Realty Inc

  41 Hillside Ave, Wingdale, NY 12594
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  /62

  Est $836,323 Not Listed For Sale

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

  158 Lake Ellis Rd, Wingdale, NY 12594

  158 Lake Ellis Rd, Wingdale, NY 12594
• 

  

  /37

  $465,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  18 Johnson Rd, Wingdale, NY 12594

  Welcome to this beautifully maintained raised ranch nestled on a peaceful, neighborly street. This inviting home features an updated kitchen with modern cabinetry, countertops, and stainless steel appliances—perfect for cooking and entertaining. The bathrooms have been tastefully renovated with contemporary fixtures and stylish finishes, offering both comfort and functionality.Enjoy the spacious,

  Karen Gundelach Keller Williams Realty Partner

  18 Johnson Rd, Wingdale, NY 12594
• 

  $325,000 Sold Jun 30, 2025

  • 1,362 Sq Ft
  • $239/SF
  • 43 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1997

  26 Lilac Dr, Wingdale, NY 12594

  Charming 2-Bedroom, 1-Bathroom Raised Ranch with Bonus Office, pool & large Deck!Welcome to this cozy raised ranch, where comfort and flexibility meet! With 2 bedrooms that live like 3, plus an additional office space, this home offers plenty of room to spread out. Whether you need extra sleeping space, a home office, or a playroom, this home has you covered.The living area is

  Crystal Neceda Briante Realty Group, LLC

  26 Lilac Dr, Wingdale, NY 12594
• 

  Est $442,498 Not Listed For Sale

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

  29 Holly Hill Dr, Wingdale, NY 12594

  29 Holly Hill Dr, Wingdale, NY 12594
• 

  

  /33

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  50 Lake Ellis Rd, Wingdale, NY 12594

  Tastefully updated colonial situated on one acre park-like property. Flexible and versatile floor plan offers spacious renovated kitchen w/quartz counters & stainless appliances, huge living room, first floor mudroom/laundry room, two first floor bedrooms and full bathroom. Second floor includes three additional rooms plus full bathroom. New vinyl flooring, fresh paint, new furnace, water heater

  Dan Axtmann BHHS Hudson Valley Properties

  50 Lake Ellis Rd, Wingdale, NY 12594
• 

  $815,000 Sold Jun 26, 2025

  • 3,292 Sq Ft
  • $248/SF
  • 11 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1930

  50 N Chippawalla Rd, Wingdale, NY 12594

  Have you ever thought to yourself "Someday I'm going to have my own farm or a private retreat upstate..." Well, NOW is your opportunity to own your own PRIVATE 8 ACRE RETREAT in the highly desirable Mid-Hudson Valley! This complex has boundless possibilities including TWO living quarters: A Cape Cod Style Main Home featuring 2 large bedrooms, 2 baths, and a kitchen with so much natural light

  CHRISTOPHER FILANGERI BHHS Hudson Valley Properties

  50 N Chippawalla Rd, Wingdale, NY 12594
• 

  Est $441,090 Not Listed For Sale

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

  8 Hemlock Ln, Wingdale, NY 12594

  8 Hemlock Ln, Wingdale, NY 12594
• 

  

  /9

  $275,000

  • Land
  • 15 Acres
  • $17,776 per Acre

  0 Cricket Hill Rd, Wingdale, NY 12594

  This land is ready for you to fulfill your dreams. 15.47 acres in a pastoral setting. With multiple potential hilltop building sites, choose your view from awe inspiring western sunsets to eastern mountain views overlooking the Ten Mile River. There is plenty of room up top to build your country escape and fulfill your dreams, whether it is adding a barn for a small hobby farm, avid collector,

  Brian McGrath McGrath Realty Inc

  0 Cricket Hill Rd, Wingdale, NY 12594
• 

  $1,200,000 Sold Jun 10, 2025

  • 5,532 Sq Ft
  • $217/SF
  • 37 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 2009

  206-208 Dog Tail Corners Rd, Wingdale, NY 12594

  Have you dreamed of owning an incredibly special and unique property? Well, dream no more, now is your chance! A winding driveway off of a small country road, brings you to a custom-built, private, 6-bedroom, 5-bath, light-filled contemporary home with a 2- bedroom guest house, on 7.2+ acres that enjoys 550 feet of frontage on the beautiful Tenmile River, as well as a pond, perfect for swimming,

  Ann Stettner Neil Charles Real Estate, LLC

  206-208 Dog Tail Corners Rd, Wingdale, NY 12594
• 

  Est $349,095 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,632 Sq Ft

  3677 Pleasant Ridge Rd, Wingdale, NY 12594

  3677 Pleasant Ridge Rd, Wingdale, NY 12594
• 

  

  /4

  $100,000

  • Land
  • 1.00 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

  149 Johnson Rd, Wingdale, NY 12594
• 

  $205,000 Sold Jun 05, 2025

  • 1,048 Sq Ft
  • $196/SF
  • 68 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1992

  126 Reagans Mill Rd, Wingdale, NY 12594

  Welcome to 126 Reagan Mills Rd a well cared for home offering one level living. This home boasts an open-concept layout, allowing for seamless flow between the spacious living room, dining area, and kitchen. There are 2 spacious bedrooms along with an additional room in the back of the home. The additional room is perfect for a home office. The home has forced air oil heat and central air.

  Mark Snyder eXp Realty

  126 Reagans Mill Rd, Wingdale, NY 12594
• 

  Est $385,964 Not Listed For Sale

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

  115 Reagans Mill Rd, Wingdale, NY 12594

  115 Reagans Mill Rd, Wingdale, NY 12594
• 

  

  /11

  $169,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  14 SE Mountain Rd, Wingdale, NY 12594

  RARE FIND !! FULLY DETACTED 3 BR / 1 BTH / SPLIT LEVEL SINGLE FAMILY HOUSE W UNFIN. BSMT & FULL REAR DECK W LARGE WRAP AROUND BACK YARD LOCATED IN THE HEART OF PEACE AND TRANQILITY OF WINGDALE.. Featurning 3 BR's + WALK IN LARGE PANTRY ( 1st Floor Walk In Bedroom) Living Room, Kitchen, Basement, Large Back & Side Yard. Septic Tank for plumbing and Underground Oil Tank For Heating (SELLER NOT

  Crystal Jones Voro LLC

  14 SE Mountain Rd, Wingdale, NY 12594
• 

  $315,000 Sold May 30, 2025

  • 1,080 Sq Ft
  • $292/SF
  • 76 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  19 Nanas Way, Wingdale, NY 12594

  Nestled on a secluded and private cul de sac with fully developed trees, lies 19 Nanas Way, a light filled 3 bedroom, 2 full bath ranch style home. This is one level living at its best. The kitchen, dining, and living area featuring cathedral ceilings is open concept. The kitchen boasts Bosch SS appliances and a separate pantry. The kitchen door allows direct access to a large walk out deck, with

  Michael Manzino Brown Harris Stevens

  19 Nanas Way, Wingdale, NY 12594
• 

  Est $410,332 Not Listed For Sale

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

  16 Lilac Dr, Wingdale, NY 12594

  16 Lilac Dr, Wingdale, NY 12594
• 

  

  /3

  $75,000

  • Land
  • 5 Acres
  • $14,822 per Acre

  0 Sheldon Rd Unit KEY832601, Dover, NY 12594

  Sheldon Rd is a lovely area of natural beauty. Very peaceful and quiet, town maintained road. Zoned Residential. Off-the-Grid homes are acceptable. Property is lightly wooded with a pretty seasonal view. For Train Commuters, there are two nearby Metro-North Stations, Pawling and Wingdale. For outdoor lovers, you can go to Boyce Park, hike the Appalachian Trail, walk the Stone Church trail, more.

  Lisa Liffland McGrath Realty Inc

  0 Sheldon Rd Unit KEY832601, Dover, NY 12594
• 

  $490,000 Sold May 20, 2025

  • 3,136 Sq Ft
  • $156/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  7 Riverdale Dr, Wingdale, NY 12594

  Welcome to 7 Riverdale Drive in sought-after Country Mill Estates! This newly renovated spacious home features 3-bedroom, 2 full baths & finished lower level offering a perfect blend of modern elegance and comfortable living. Situated on a private 0.83 level acres with beautiful mountain views! The open floor plan provides an inviting space, ideal for both relaxing and entertaining with new

  Susan Stevens BHHS Hudson Valley Properties

  7 Riverdale Dr, Wingdale, NY 12594
• 

  Est $414,272 Not Listed For Sale

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

  4 Stone Pine Ln, Wingdale, NY 12594

  4 Stone Pine Ln, Wingdale, NY 12594
• 

  

  /30

  $1,799,999

  • 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

  Bianca D'Alesandro Serhant LLC

  165 Duell Hollow Rd, Wingdale, NY 12594
• 

  $95,000 Sold Mar 03, 2025

  • 996 Sq Ft
  • $95/SF
  • 32 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1930

  107 Hutchinson Ave, Wingdale, NY 12594

  Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our TAX/BPO describe the property as a MFR (2fam) built in 1930. It has a GLA of approx. 996 and has 2 bedroom and 2Baths,

  Neven Spralja REALHome Services & Solutions

  107 Hutchinson Ave, Wingdale, NY 12594
• 

  Est $369,118 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft

  72 Reagans Mill Rd, Wingdale, NY 12594

  72 Reagans Mill Rd, Wingdale, NY 12594

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