Pine Plains Homes with Off Street Parking features

Pine Plains Homes with Off Street Parking features

Welcome to Pine Plains, New York – a hidden gem nestled in the heart of Dutchess County, where the charm of rural living meets the convenience of modern amenities. This picturesque town is surrounded by stunning natural landscapes, offering residents a serene retreat from the hustle and bustle of city life. Known for its friendly community, Pine Plains boasts a rich history and a vibrant local culture, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle.

As you explore Pine Plains, you’ll discover a variety of homes that perfectly cater to your needs, including those with the highly sought-after feature of off-street parking. Imagine coming home to a spacious driveway or garage, providing you with the convenience and security that off-street parking affords. Whether you're hosting gatherings or simply enjoying a quiet evening at home, having dedicated parking space ensures that you can always come and go with ease.

The real estate market in Pine Plains offers a diverse selection of properties, from charming single-family homes to modern townhouses, many of which come equipped with off-street parking options. This feature not only enhances your living experience but also adds value to your investment. With easy access to local parks, shops, and dining options, Pine Plains is a community that truly has it all.

If you're searching for a home that combines comfort, convenience, and a welcoming atmosphere, look no further than Pine Plains. Discover your dream home today and experience the allure of this enchanting town!

Newest Pine Plains Homes with Off Street Parking features

$489,000
4 Beds 2 Baths 999436 MLS
Step into the charm and character of a bygone era with this spacious early-1900s Colonial-style home located in the heart of the hamlet of Pine Plains. Offering over 3,000 square feet of living space, this 4-bedroom, 1.5-bath residence sits on approximately 0.47 acres and is filled with history, warmth, and timeless architectural details. Once home to both the town pharmacy and library, this unique property blends rich local history with classic Hudson Valley charm. Inside, you’ll find stunning original woodwork and trim, oversized rooms, high ceilings, and beautiful hardwood floors throughout — long protected beneath carpeting for many years and now ready to shine once again. The two-story home offers endless potential for restoration, modernization, or simply enjoying its authentic character as-is. A large barn located behind the home provides excellent storage, workshop space, studio potential, or future creative use. Perfectly situated in the center of town, the property is walkable to local restaurants, the post office, pharmacy, and other village conveniences. Outdoor enthusiasts will appreciate the nearby hiking and biking trails, while commuters and weekend travelers will love being just approximately 30 minutes from both the Amtrak station and the Metro-North Railroad station in Poughkeepsie. Conveniently located between Rhinebeck, Hudson, Millbrook, and Millerton, this home places you in the center of some of the Hudson Valley’s most desirable destinations. A rare opportunity to own a piece of Pine Plains history with space, character, and incredible potential.

7786 S Main Street, Pine Plains

$485,000
4 Beds 3 Baths 924504 MLS
A Home with a view of Stissing Mountain! Enjoy gorgeous sunsets all year long from your front door. Spacious raised ranch on a level lot is move-in ready. Main floor has an open floorplan and wood floors throughout. The light filled kitchen with a nice sized island has new granite countertops. The storage room next to the kitchen could easily become a walk-in pantry. Primary bedroom has en-suite bath. A second hallway full bath is conveniently located for use by the other two bedrooms. First floor also has guest quarters that include a bedroom, half bath and sitting room or office. Finished basement with a gas fireplace for those chilly winter nights at home with family. An additional room that could be for gaming, office or den. Completing the lower level is a separate room for laundry. There is also a one car garage and an unfinished bonus room waiting for you to make it special to you. Plenty of yard space for outdoor activities and BBQs. Driveway has room for plenty of off-street parking. Quiet road conveniently located near the town park – beach, kayaking, playground, large pavilion, picnic area, etc. A short distance to Thompson Pond Nature Preserve, plenty of hiking trails including a trail up to the Stissing Fire Tower. Less than a mile from village center with its quaint shops and eateries – dine at The Stissing House or get pizza or burgers and don’t forget to visit the Stissing Cultural Center for a concert or a play. Come take a look!

82 Lake Road, Pine Plains

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