Wingdale, NY homes for sale & real estate

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ABOUT THIS HOME
Wingdale, NY Homes for Sale
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!!

$150,000

3 beds2 baths980 sq ft

63 Sasso Ln, Dover, NY 12594

Move in ready home • Built 1987 • Listed 33 days

Listing by McGrath Realty Inc

ABOUT THIS HOME
Wingdale, NY Homes for Sale
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

$649,000

3 beds3 baths2,000 sq ft

149 Johnson Rd, Wingdale, NY 12594

Open floor plan • 1 acre lot • 2 garage spots

Listing by Hillside Realty & Development

ABOUT THIS HOME
Wingdale, NY Homes for Sale
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 approved. NO trespassing and all showings must have prior written approval to walk the property.

$599,000

— beds— baths— sq ft

Route 22, Wingdale, NY 12594

8 acre lot • Listed 1094 days

Listing by Commerce Properties

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ABOUT THIS HOME
Wingdale, NY Homes for Sale
Welcome to 20 Rural Ave, a classic 4-bedroom brick ranch offering timeless quality, modern potential, and 1.8 acres of park-like privacy in the heart of Dover. Built in 1965 with solid craftsmanship, this home delivers effortless single-level living filled with natural light and Hudson Valley charm. Step through the welcoming foyer into a spacious open-concept living room and kitchen centered around a cozy brick fireplace, perfect for gatherings. Enjoy morning coffee or evening sunsets from the bright three-season room overlooking the sprawling backyard. The primary suite features its own ensuite bath, while three additional bedrooms provide flexibility for family, guests, or a home office.

$499,900

4 beds1.5 baths1,848 sq ft

20 Rural Ave, Wingdale, NY 12594

Bluestone patio • 1.8 acres • Three-season room

Listing by Compass Greater NY, LLC

ABOUT THIS HOME
Wingdale, NY Homes for Sale
Welcome to 28 Gobblers Knob Road – A Hudson Valley Retreat! Nestled in the heart of the rolling hills of the stunning Hudson Valley, this beautiful 3-bedroom, 2-bathroom home sits on over 20 acres, offering peace, privacy, and natural beauty in every direction. Just over 3 miles from the Metro-North line to Manhattan, you can enjoy the quiet of a country escape without sacrificing convenience. This charming residence features a warm and inviting layout with spacious living areas, abundant natural light, and tranquil views. Recent improvements include a roof replacement and freshly painted exterior, ensuring both durability and curb appeal. Step outside to a private deck overlooking th

$574,900

3 beds2 baths2,107 sq ft

28 Gobblers Knob Rd, Pawling, NY 12564

Outdoor recreation • 20+ acre property • Large barn

Listing by eXp Realty

ABOUT THIS HOME
Wingdale, NY Homes for Sale
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 retreat or permanent abode. This distinctive copper-clad home comprises 2 bedrooms and 1 bath, showcasing meticulous craftsmanship with handcrafted Black Walnut woodwork imported from Thailand. As you step inside, the attention to detail is immediately evident, highlighted by floor-to-ceiling w

$1,499,999

2 beds1 bath1,600 sq ft

165 Duell Hollow Rd, Wingdale, NY 12594

29.7 acre lot • Built 2014 • Listed 407 days

Listing by Serhant LLC

Based on information submitted to the MLS GRID as of Fri Nov 28 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Wingdale, NY

Cities

Brewster homes for sale
$569,000
Hopewell Junction homes for sale
$575,000
Millbrook homes for sale
$649,995
Wappinger homes for sale
$545,000
Carmel homes for sale
$649,900
Pleasant Valley homes for sale
$842,500
Mahopac homes for sale
$707,000
Pawling homes for sale
$419,900
Patterson homes for sale
$605,000
North Salem homes for sale
$799,999
Putnam Valley homes for sale
$532,000
East Fishkill homes for sale
$649,000
Amenia homes for sale
$369,000

Zip Codes

12564 homes for sale
$674,500
12594 homes for sale
$439,500

Wingdale, NY real estate trends

$570K

Sale price

$276

Sale $/sq ft

Under list price

0.9%

Days on market

Down payment

—

Total homes sold

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