Wingdale Homes with Private Parking features

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 and friendly community, Wingdale is an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city life.

Wingdale is known for its stunning natural beauty, with nearby parks and recreational areas that invite outdoor enthusiasts to explore hiking trails, fishing spots, and picnic areas. The area boasts a rich history and a strong sense of community, making it a welcoming place for newcomers. Residents enjoy a peaceful lifestyle while still being just a short drive away from vibrant towns like Pawling and Dover Plains, where you can find delightful shops, restaurants, and cultural attractions.

One of the standout features of homes in Wingdale is the availability of private parking. This amenity is a significant advantage for homeowners, providing the convenience and security of having your own dedicated space. Whether you have multiple vehicles, enjoy hosting guests, or simply appreciate the ease of parking at your doorstep, homes with private parking in Wingdale cater to your needs.

In Wingdale, you’ll find a variety of housing options, from quaint single-family homes to modern residences, all designed to enhance your living experience. Embrace the tranquility of this charming hamlet while enjoying the comfort and convenience that private parking offers. Come discover your dream home in Wingdale today, where a vibrant community and beautiful surroundings await!

Newest Wingdale Homes with Private Parking features

$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

$1,290,000

933993 MLS

Discover an extraordinary turnkey opportunity to own a fully renovated, free-standing restaurant in the heart of Dutchess County, perfectly positioned for success in the thriving Hudson Valley dining scene. This impressive 3,236-square-foot single-level building has been meticulously transformed, offering seating for 100 guests across multiple inviting dining spaces, plus a stylish bar area and additional outdoor seating beneath a spacious covered patio for outdoor dining spring, summer and fall. Step through the welcoming double-door entry into a bright and expansive main dining room, where guests are greeted by a sophisticated bar and direct access to the covered patio for seamless indoor-outdoor flow. A second generously sized dining room provides flexibility for larger parties, while an intimate private dining room sets the stage for memorable special events, celebrations, and catered affairs. A long hallway connects three well-appointed public restrooms and offers convenient secondary access to the patio. The kitchen is massive and awaits your customization, allowing the new owner to design the perfect layout for their culinary concept. The room is outfitted with a commercial ventilation system and plumbed for sinks along the walls. Supporting spaces include a dedicated staff bathroom, pantry, and mechanical rooms, all thoughtfully arranged for maximum efficiency. Below, a full basement houses brand-new multi-zoned HVAC systems, water filtration system, and offers abundant dry storage to keep operations running smoothly. Outside, multiple expansive parking lots provide ample spaces for patrons and staff, a rare and valuable asset that eliminates parking concerns. Location is everything, and this prime Wingdale address delivers unbeatable visibility and accessibility on well-traveled Old State Route 22, just seconds from Route 22 and moments from Route 55—the primary corridor connecting New York to the Connecticut border. Less than a mile away, the Wingdale Metro North train station offers effortless commutes to Manhattan, drawing city dwellers seeking weekend getaways and authentic Hudson Valley experiences. Surrounded by the charming towns of Dover, Pawling, Millbrook, Amenia, and Millerton to the north, south and west, and the picturesque Connecticut communities of New Milford, Kent, Gaylordsville, and Sherman to the east, the restaurant sits at the crossroads of a vibrant, affluent market eager for exceptional dining. Whether you envision an upscale farm-to-table destination, a lively craft-beer gastropub, or a sophisticated event venue, this move-in-ready property provides the canvas, infrastructure, and unbeatable location to bring your restaurant dreams to life. The potential of owner financing can make this a truly rare and compelling investment. Schedule your private tour today and step into a future filled with possibility.

34 Old State Route 22, Wingdale

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