Pine Plains Homes with Other Parking features

Pine Plains Homes with Other Parking features

Welcome to Pine Plains, a charming community nestled in the heart of Dutchess County, New York. Known for its picturesque landscapes and friendly atmosphere, Pine Plains offers a delightful blend of rural charm and modern convenience. One of the standout features of this region is its exceptional school district, which is dedicated to fostering a nurturing and engaging learning environment for students of all ages.

The Pine Plains Central School District prides itself on its commitment to educational excellence. With a focus on innovative teaching methods and a wide array of extracurricular activities, students are encouraged to explore their interests and develop their talents. The district includes Pine Plains Elementary School, Stissing Mountain Middle School, and Stissing Mountain High School, all of which are well-regarded for their dedicated staff and strong community support. Parents can feel confident knowing their children are receiving a quality education in a safe and supportive environment.

In addition to its educational offerings, Pine Plains boasts a variety of homes featuring unique parking options that cater to modern lifestyles. Whether you’re seeking a cozy cottage or a spacious family home, many properties in this area come equipped with ample parking features, ensuring convenience for residents and guests alike. With easy access to local amenities and stunning natural surroundings, Pine Plains is the perfect place to call home.

Discover the charm of Pine Plains today, where quality education and welcoming homes await!

Newest Pine Plains Homes with Other Parking features

$1,425,000
4 Beds 3 Baths 996322 MLS
Step into timeless elegance with this beautifully updated 1790's colonial estate, consisting of two parcels totaling 9.4 picturesque acres. Offering 3,337 square feet of thoughtfully restored living space, this extraordinary home seamlessly blends historic character with luxury modern upgrades. This home features four bedrooms and three full bathrooms, and is highlighted by original wide-board flooring, 9' high ceilings, and exquisite period moldings throughout, preserving the home's rich heritage. The heart of the home is a one-of-a-kind custom kitchen featuring top-of-the-line appliances, an 18' vaulted ceiling with stunning exposed beams, and a massive island topped with Danby marble. Adjacent to the kitchen is a pantry/laundry room with custom floor-to-ceiling cabinetry designed for both beauty and functionality. A separate staircase leads to a charming loft overlooking the kitchen, creating an open and inviting atmosphere. The formal dining room and large living room each feature working fireplaces, adding timeless charm and cozy ambiance. Relax in the cozy sunroom located off the kitchen. The house also features a Sonos sound system and Lutron lighting throughout. The property continues to impress with a newly renovated 20' x 40' heated inground pool, ideal for entertaining, and a classic barn offering endless possibilities. This exceptional country estate is a rare offering providing the perfect balance of historic sophistication and modern comfort. Bordered by a 390 acre estate, this property is 1.5 hours north of NYC, close to Millbrook, Rhinebeck, the Culinary Institute of America, local wineries, and several historic sites on the Hudson River, with easy access to the Taconic State Parkway.

5548 Route 82, Clinton Corners

$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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