Pine Plains Homes with Other Parking features

Welcome to Pine Plains, New York—a hidden gem nestled in the heart of Dutchess County. Known for its picturesque landscapes and tight-knit community, Pine Plains offers a unique blend of rural charm and modern convenience. With its scenic rolling hills and lush greenery, this quaint town is a haven for nature lovers and outdoor enthusiasts alike. Enjoy hiking, biking, and exploring the nearby parks, or simply take in the breathtaking views that surround you.

Pine Plains boasts a rich history, with charming architecture that reflects its past. The town is dotted with delightful local shops, inviting cafes, and friendly eateries that make it easy to feel at home. Residents appreciate the slower pace of life while still being within a short drive of larger cities like Poughkeepsie and Kingston, where you can find an array of shopping, dining, and entertainment options.

When it comes to real estate, Pine Plains offers a variety of homes that cater to diverse lifestyles. Many properties come equipped with unique parking features, ensuring convenience for homeowners and their guests. Whether you need ample space for multiple vehicles, a garage, or designated off-street parking, you'll find options that suit your needs.

In Pine Plains, you can enjoy the tranquility of country living without sacrificing accessibility to urban amenities. With its welcoming community, stunning natural beauty, and diverse housing options, Pine Plains is not just a place to live—it’s a place to thrive. Discover your dream home in this charming town today!

Newest Pine Plains Homes with Other Parking features

$4,250,000

6 Beds ⋅ 5 Baths ⋅ 978953 MLS

We welcome this 1834 restored farm into our Luxury Collection of Hudson Valley properties. This magnificent property makes the perfect country compound. Completely updated, restored and improved to also include a new addition on the main house. This 200 acre farm has all the privacy and beauty of a true country retreat. With such amenities as a converted dairy barn to an indoor tennis court overlooking a formal garden and continuing to a willow lined swimming pond. A guest house, just a stones throw away from the main house. To a beautiful high hilltop picnic meadow over looking the Catskills and Hudson Valley. Come see one of Dutchess County's gems with easy access to MIllbrook, Millerton, Pine Plains, and Sharon.,Level 2 Desc:OWNERS SUIT W/ BATH, BD2, BD3,InteriorFeatures:Electric Stove Connection,Walk-In Closets,Washer Connection,Electric Dryer Connection,French Doors,Heating:Zoned,Central Heat,FLOORING:Wood,Basement:Interior Access,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,OTHERROOMS:Foyer,Library/Study,Office/Computer Room,Workshop,Breakfast Nook,Formal Dining Room,Laundry/Util. Room,Other School:IMS, DUTCH. DAY,Below Grnd Sq Feet:600,Level 1 Desc:MUD, FOY, LIV FPL, DEN FPL,LARGE LIV ON TO PORCH, KITCH FPL,FOUNDATION:Brick,Stone,Concrete,ExteriorFeatures:Outside Lighting,Landscaped,Cooling:Attic Fan,ROOF:Wood Shingles,Asphalt Shingles,AboveGrade:5546 Additional Information: Amenities:Guest Quarters,

468 TRIPP Road, Pine Plains

$3,995,000

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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