Wingdale Homes for Sale

Welcome to Wingdale, New York—a hidden gem nestled in the picturesque Dutchess County. This charming hamlet offers a perfect blend of serene rural living and convenient access to urban amenities. With its lush landscapes, scenic views, and friendly community, Wingdale is an ideal destination for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Wingdale is known for its rich history and vibrant local culture. The area is dotted with beautiful parks, hiking trails, and recreational spots, making it perfect for outdoor enthusiasts. The nearby Appalachian Trail offers breathtaking views and opportunities for hiking, while the quaint local shops and eateries provide a taste of the community spirit that Wingdale embodies.

When it comes to real estate, Wingdale has a variety of homes for sale that cater to diverse tastes and budgets. Whether you’re looking for a charming single-family home, a cozy cottage, or a spacious property with room to grow, Wingdale has something for everyone. Many of these homes feature beautiful yards, modern amenities, and easy access to local schools and services.

Investing in a home in Wingdale means embracing a lifestyle that values tranquility, community, and nature. With its affordable real estate options and welcoming atmosphere, Wingdale is not just a place to live—it’s a place to call home. Explore our listings today and discover the perfect property that suits your needs in this delightful corner of Dutchess County!

Newest Wingdale Homes for Sale

$314,900

2 Beds ⋅ 1 Baths ⋅ 1028548 MLS

Two bedroom, one bath cottage on an amazing pastoral setting on a 6.16 acre lot in the town of Dover. Great place for a weekend retreat or year-round home. Bring your imagination and renovate this home to your needs. Amazing setting! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan financing must be accompanied by a pre-qualification letter; cash offers with proof of funds. Please see agent remarks for access, showing instructions and offer presentation remarks.

122 Weil Road, Wingdale

$450,000

3 Beds ⋅ 3 Baths ⋅ 1025570 MLS

Welcome to the sought-after Wood Winds subdivision in the heart of Wingdale! This beautifully maintained 3-bedroom, 3-full bath home offers over 1,700 square feet of comfortable living space. Luxury vinyl plank flooring flows throughout, while the spacious kitchen features stainless steel appliances, granite countertops, and abundant cabinet space. The dining room opens through sliding glass doors to your own backyard retreat, where a heated in ground pool creates the perfect setting for relaxing, entertaining, and making the most of summer. Large windows throughout the home fill the space with natural light. The primary suite features a private ensuite bath, while two additional generously sized bedrooms share a full hall bath. The finished lower level offers a spacious recreation room or flexible living area complete with a third full bath—ideal for a mother/daughter set up, family room, home office, gym, or guest space. Conveniently located just minutes from the Harlem Valley-Wingdale Metro-North station, Route 22, local shops and restaurants, the Appalachian Trail, Dover Stone Church, and numerous parks and recreational opportunities, this home offers the perfect balance of neighborhood living and everyday convenience. Community water and sewer!

6 Hemlock Lane, Wingdale

$649,000

3 Beds ⋅ 3 Baths ⋅ 1025768 MLS

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

149 Johnson Road, Wingdale

$899,000

3 Beds ⋅ 2 Baths ⋅ 1015591 MLS

A rare opportunity for the dedicated equestrian, this beautiful gentleman’s farm is set on nearly 9 acres of gently rolling countryside, offering the ideal balance of privacy, usability and convenience. Whether you’re an active competitor, trail rider or simply seeking a peaceful horse property, this special offering provides the setting to pursue your passion. Perfect as a full-time residence or idyllic weekend getaway, the property offers a welcome escape from city life while remaining easily accessible. Horse show enthusiasts will appreciate the convenient proximity to many of the regions’ premier equestrian venues, training facilities and riding opportunities. The nearly 9 acres parcel provides ample space for paddocks, turnout and a sand riding ring. Beyond its equestrian appeal, the property also caters to the automotive enthusiasts. A spacious garage equipped with a vehicle lift provides the ideal place to work on your projects. Adding to the property’s versatility is a legal accessory apartment, perfect for extended family, guests, a caretaker or trainer. Spend your days riding, relaxing and enjoying the beauty of the surrounding countryside, then take advantage of the property’s convenient access to the Harlem Vally-Wingdale train station for seamless travel to and from NYC. Combining the charm for a gentleman’s farm with the lifestyle and conveniences sought by today’s horse owners, car enthusiasts and weekend retreat seekers, this exceptional property is a place where passions can flourish and country living is enjoyed to its fullest.

73 Lake Ellis Road, Wingdale

$1,250,000

4 Beds ⋅ 4 Baths ⋅ 1001139 MLS

Set on four beautiful acres with sweeping long range views of the foothills and ridges around Litchfield Hills and The Taconic Mountains, this thoughtfully designed contemporary home offers exceptional privacy, tranquility, and quality throughout. Built by the owners for their own use, no expense was spared, with high end materials and meticulous attention to detail. Incredible natural light fills the home, enhanced by oversized windows that capture the surrounding landscape and bring the outdoors in. A gracious front entry welcomes you into the formal living and dining rooms. The living room features a wood-burning fireplace and beautiful views overlooking the backyard and surrounding landscape. The spacious kitchen is designed for both everyday living and entertaining, featuring a large center island, pantry, and sunny eat-in area. The kitchen opens seamlessly to the family room, where oversized windows frame peaceful nature views and fill the space with light. Both rooms open onto a tiered deck overlooking the gardens and distant mountain views, an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. The expansive primary suite offers a true retreat with a spacious en-suite bath, walk-in closet, and separate sitting area. A large laundry room is conveniently located off the kitchen and two car garage, while a half bathroom and private office complete the main level. The second floor includes three additional bedrooms, including one with its own en-suite bath, while the remaining two bedrooms share a full bathroom. The lower level offers tremendous flexibility and is currently used as workspace. With large windows and direct exterior access, it presents endless possibilities for future finishing as recreation space, studio, gym, media room, or guest area. A newly built two-story barn is a standout addition to the property, featuring durable Hardie Board siding and superior construction quality. Beautifully landscaped and private, this property offers a rare combination of craftsmanship, comfort, and natural beauty. This property is located in an area of the Hudson Valley known for its scenic beauty, and farm to table restaurants. Less than ten minutes to Metro North Railroad.

110 Hillside Avenue, Wingdale

$375,000

3 Beds ⋅ 1 Baths ⋅ 960070 MLS

Located on 1.54 acres of scenic land, this charming overbuilt home has a perfect blend of comfort, privacy, and natural beauty. Enjoy open field views across the street from your living room, creating a peaceful backdrop for everyday living and relaxing evenings. The home features a warm and inviting layout, in the living room and kitchen, walls are tongue and groove knotty pine from ceiling to floor, brick fireplace in living room will keep the house cozy day/night. Retro knotty-pine cabinets from Crown Kitchen Cabinet Corporation (Brooklyn, NY) with a Tracy spacious stainless steel sink. Park your car (electric garage door) and walk through basement to upstairs, basement also has Bilco doors. Potential for wine cellar in pantry/cold room, have a project you would like to work on.....additional heating is already in basement. There is a separate well that can be used for gardening. Each room has original cast iron baseboards, keeping house warm in winter months. Surrounded by open space and mature landscape (grape vine can be found in the backyard) the property provides ample room for outdoor enjoyment, gardening, or future expansion. Minutes from Wingdale Metro North Station. Whether you’re seeking a serene retreat or a place to call home year-round, this property delivers space, views, and timeless appeal in a picturesque setting.

113 Dog Tail Corners Road, Wingdale

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.