Pine Plains Homes with Garage Door Opener Parking features

Pine Plains Homes with Garage Door Opener Parking features

Welcome to Pine Plains, a hidden gem nestled in the heart of Dutchess County, New York. This charming town boasts a rich tapestry of history, natural beauty, and a close-knit community atmosphere. With its picturesque landscapes and rolling hills, Pine Plains is perfect for those seeking a tranquil retreat while still enjoying convenient access to modern amenities.

As a resident of Pine Plains, you’ll find a delightful mix of quaint shops, local eateries, and outdoor recreational opportunities. The nearby parks and nature reserves offer ample chances for hiking, fishing, and enjoying the stunning scenery that the Hudson Valley is famous for. Families will appreciate the excellent schools and friendly neighborhoods, making it an ideal place to settle down and raise children.

When it comes to finding your dream home in Pine Plains, you’ll be pleased to discover a variety of properties that cater to diverse lifestyles. Many homes in the area feature convenient garage door opener parking, ensuring easy access and added security for your vehicles. Imagine coming home after a long day, pulling into your garage with the touch of a button, and stepping into your cozy sanctuary.

Whether you’re looking for a charming cottage or a spacious family home, Pine Plains offers an array of options that combine comfort and practicality. Embrace the serene lifestyle that this enchanting town has to offer, and let Pine Plains be the backdrop for your next chapter. Come explore the possibilities today!

Newest Pine Plains Homes with Garage Door Opener Parking features

$525,000
3 Beds 2 Baths 1046543 MLS
Charming Cape Cod Retreat on Nearly 6 Acres in Pine Plains. Tucked away on a quiet country road just outside the village of Pine Plains, this charming three-bedroom, two-bath Cape Cod offers the perfect blend of country tranquility, comfortable living, and endless possibilities on nearly six beautiful acres. Welcoming you home with its cheerful yellow exterior, the spacious main level features a comfortable living room, dining area, kitchen, and convenient three-quarter bath. Upstairs, you’ll find three bedrooms and a second full bath, providing plenty of room for family and guests. The walkout basement offers excellent potential and could easily become a creative studio, workshop, hobby space, home gym, or additional living area. A one-car garage with storage below adds even more practicality and space. Step outside onto the generous rear deck and take in the peaceful surroundings. The home is privately set back from the road among mature trees and a shady lawn, while the wooded portion of the property offers something truly special: two streams that converge on the property, creating a picturesque natural setting. Behind the house is a large, sunny open area with plenty of room for gardening, outdoor games, entertaining, or simply enjoying the beauty and privacy of your own country retreat. The location is equally appealing. You’re close to local farms, restaurants, galleries, and music venues, with numerous hiking, biking, and outdoor recreation opportunities within an easy drive. Nearby Millerton, Rhinebeck, and other Hudson Valley destinations offer even more shopping, dining, and entertainment. Located less than a two-hour drive from Manhattan and a short 20 minute drive to the nearest Metro north train station, this property is ideally suited as a peaceful weekend getaway, vacation retreat, or full-time country home. With nearly six acres, beautiful natural features, flexible living space, and a wonderful Hudson Valley location, this is a rare opportunity to create your own private escape in Pine Plains.

404 Schultz Hill Road, Pine Plains

$3,895,000
10 Beds 7 Baths 953909 MLS
Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

1515-1517 Route 83, Pine Plains

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