Pine Plains Homes with Attached Parking features

Welcome to Pine Plains, New York – a charming community nestled in the heart of Dutchess County, where the beauty of rural living meets the convenience of modern amenities. Known for its picturesque landscapes and friendly atmosphere, Pine Plains is not just a place to live; it's a place to thrive.

One of the highlights of this vibrant community is the Pine Plains Central School District, which is dedicated to providing a high-quality education for all its students. With a commitment to academic excellence, the district offers a comprehensive curriculum that includes a wide range of extracurricular activities, fostering both intellectual and personal growth. Small class sizes ensure that each child receives the attention they deserve, while dedicated teachers inspire a love for learning. Families in Pine Plains can take pride in the strong sense of community within the schools, where parents, teachers, and students work together to create a supportive environment.

When it comes to finding your dream home in Pine Plains, you’ll be delighted to discover properties that come with attached parking features. Whether you’re returning from a long day or welcoming guests, having the convenience of an attached garage or parking space is a true luxury. It provides not only ease of access but also added security for your vehicles, making it a perfect fit for families and professionals alike.

Explore the charm of Pine Plains, where quality education and comfortable living converge to create the ideal setting for your next chapter. Your dream home awaits!

Newest Pine Plains Homes with Attached Parking features

$750,000

4 Beds ⋅ 3 Baths ⋅ 1005453 MLS

Light-filled 2006 home blends privacy with effortless convenience. An open-air front porch and a generous backyard frame inviting indoor/outdoor living. Inside, the living room centers on a charming stove, while the chef’s kitchen echoes the home’s airy feel with an island and open plan ideal for entertaining. The first-floor primary suite is a private retreat with a freestanding tub and tiled shower. A powder room and a large mudroom with built-in bench connect to the garage. Upstairs, three additional bedrooms share a full bath with double vanities and a washer/dryer hook-up. The lower level adds flexible space with a recreational room and an office/den. Country living, refined and easy. Set just minutes from the village of Pine Plains & 15-20 minute drive to Rhinebeck and Millerton

82 Maple Hill Lane, Pine Plains

$600,000

3 Beds ⋅ 2 Baths ⋅ 991745 MLS

There's a quiet sense of arrival at 287 Hunns Lake Road, where the pace softens and the setting begins to shape the rhythm of the day. Tucked along nearly three acres of lawn and woodland in the heart of Dutchess County, this thoughtfully updated home offers something increasingly rare in the Hudson Valley: room to breathe, a layout that just works, and a location that puts the countryside and the region's best at your doorstep. Mornings often start out front, where the covered porch invites you to settle in with a cup of coffee and ease into the day — rocking-chair-ready and framed by mature trees, the kind of porch that turns a routine into a ritual. Inside, the home flows easily from one room to the next, anchored by a brick wood-burning fireplace that brings warmth and character to the heart of the living room. The kitchen surprises in all the right ways, with rich cherry cabinetry, granite countertops, stainless appliances, a peninsula with seating, and a large window above the sink that frames the backyard in green. Two comfortable bedrooms sit on the main level, sharing a beautifully updated full bath with a double vanity. A main-floor laundry adds everyday ease. Upstairs, the private primary suite feels tucked into the trees, with its own ensuite bath and an enormous attic just beyond — offering serious storage or future expansion potential. Out back, a wide deck extends the living space into the outdoors, made for slow afternoons, summer cookouts, and evenings that linger as the light fades through the trees. Beyond it, the lawn rolls gently toward the woods, with a fenced area ready for a garden or dog run and plenty of room to imagine a fire pit, pool, or orchard. An attached two-car garage round out the practical side. And then there's the location. Stanfordville sits in the sweet spot of Dutchess County, surrounded by working farms and some of the Hudson Valley's most celebrated destinations — Millbrook Vineyards, Milea Estate, Clinton Vineyards, and Taconic Distillery are all minutes away, alongside Thompson Pond Preserve, the Harlem Valley Rail Trail, and the village charm of Rhinebeck and Millbrook. The Taconic Parkway keeps everything well within reach. Turn-key inside, generous outside, and rooted in one of the Hudson Valley's most beautiful pockets — 287 Hunns Lake Road is ready to welcome you home.

287 Hunns Lake Road, Stanfordville

$459,000

3 Beds ⋅ 2 Baths ⋅ 993951 MLS

Beautifully renovated from top to bottom. This lovely one level ranch is immaculate and the gem you have been looking for. Walk in to your light filled Living Room open to your dining area, this is truly the heart of your home as the Kitchen, Primary Suite and Guest Bedrooms wing all branch off here. To the left we have a large Primary Bedroom with Walk In Closets and a delightful Primary Bath, bright and clean. The Kitchen is conveniently off the Dining Area and offers wonderful stainless steel appliances, loads of cabinet space and a lovely Eat in Area with walls of windows flooding the home with sunlight. Laundry couldn't be easier with connections in place in a tucked off Pantry. Sliders to the handsome back Deck for al fresco entertaining in the Hudson Valley sunshine. Backyard overlooks your wooded oasis to take in the mature Pines and listen to the Birds. Down the hall there are Two Guest Bedrooms and a hall Bathroom with tub. Great Lower level that walks out to a cute side Deck, wood stove here for cost effective heat and cozy nights. Two Car Garage off this level for ease in all weather, all year long. Ample storage in Garage as well. Light, Bright, and new this ones a real rarity. The sweet town of Elizaville is minutes from neighboring Red Hook and Germantown, still undiscovered you'll love spending the summer swimming at Twin Lakes, and dining at Kiki's Diner, and finishing with ice cream and the Farmers Market at Roosters. 90 minutes to NYC, 6 min to the TSP for easy access.

83 Weaver Road, Elizaville

$540,000

3 Beds ⋅ 2 Baths ⋅ 993638 MLS

SET ON A NICELY LANDSCAPED AND PRIVATE YARD IDEAL FOR GARDENING WITH 1.37 ACRES TOTAL-(HOUSE ON .65 ACRE AND AN ADJACENT BUILDING PARCEL OF .72 ACRE). THIS INVITING WELL MAINTAINED 3-BEDROOM, 2-BATH RANCH OFFERS COMFORT AND HAS HANDICAP ACCESSIBLE INTERIOR. FEATURES INCLUDE A LIVINGROOM WITH A FIREPLACE, LOVELY WOOD FLOORS THROUGHOUT AND A LARGE BASEMENT PERFECT FOR A WORKSHOP, RECREATION ROOM OR ADDITIONAL STORAGE. THE ATTACHED GARAGE IS ACCESSED THROUGH A LARGE SUNROOM/BREEZEWAY FOR THREE SEASON USE. LOCATED WALKING DISTANCE ONLY MINUTES TO THE TOWN BEACH ON STISSING LAKE AND RECREATION AREA OFFERING SWIMMING, BOATING AND SUMMER CHILDREN'S CAMP. ALSO NEARBY IS STISSING MT. WITH HIKING TRAILS AND THOMPSON POND BIRD SANCTUARY. PINE PLAINS IS A QUAINT VILLAGE IN NORTHERN DUTCHESS COUNTY WHICH IS PRESENTLY KNOWN FOR THE STISSING CENTER FOR ARTS AND CULTURE AND THE STISSING HOUSE RESTAURANT. MOVE RIGHT IN WITH NO WORRIES WITH A NEW ROOF AND KICTCHEN APPLIANCES, AND CENTRAL A/C FOR THOSE HOT SUMMER DAYS.

60 Stissing Avenue, Pine Plains

$895,000

4 Beds ⋅ 4 Baths ⋅ 961487 MLS

If you crave a truly unique property, love history or dream of hosting short term rentals, this property might be your ticket to ride. Built in 1889, the historic Train Station in the hamlet of Stanfordville is the only existing station remaining along the original former P&C line that ran alongside Wappinger Creek (known as one of the top 10 trout streams in NYS). Originally, the buildings consisted of the main passenger station, the coal shed and the freight shed each of which have been artfully transformed into three warm and welcoming residences that must be seen to be appreciated. The original Depot features a well-thought-out cook's kitchen complete with soapstone counters, granite sink, and full six burner Capital brand gas range featuring a wok ring, rotisserie and convection oven. Owner's Suite includes a landing area reading nook. The primary bedroom is huge and light filled and finished with a wall of closets with a hidden office nook tucked away at the far end. The massive full bathroom holds a walk-in shower, soaking tub, yards of counter space and storage and a truly impressive vaulted ceiling. The stunning tiles featured throughout the bath were handmade by the master potters who previously owned the property. The the single bedroom Creekside Cottage is accessed via the small deck surrounding the koi pond. As you enter, one half flight of stairs takes you to the full bath in the second story, and the other half flight leads down to the kitchen, living, dining and one large bedroom with a wall of closets. There you will also enjoy a beautiful deck view with stairs leading to the creek where you can enjoy the fire pit. The Warehouse building features a large living area and one large bedroom, referred to as the Bunk Room, on the first floor, and on the second floor bonus room living space. A large storage area on the second floor holds potential to become an additional bedroom, or a full kitchen. This warehouse also has a traditional one car garage as well as a porch greenhouse. The two guest buildings have been offered for rental and has an annual income of $60,000. Centrally located in Northern Dutchess County just 90 miles from New York City with easy access to Metro North, Amtrak, and the Taconic State Parkway. 11 Miles to Rhinebeck, 6 miles to MIllbrook.

5-15 OLD DEPOT, Stanfordville

$3,495,000

4 Beds ⋅ 4 Baths ⋅ 868978 MLS

(To Be Built) A one of a kind property, Fieldhouse is sited on a gently rolling 10 acre property with quintessential Hudson Valley views. Open skies abound in this picturesque pastoral setting. Inspiration for the architectural form of the residence comes from the property’s stunning pasture views, complete with distant Catskills peaks, in counterpoint to the surrounding woodland backdrop. Previously an equestrian paddock, the property interiors with natural textures and a luxurious modern simplicity. The architectural form is comprised of two intersecting wings, each with dramatic gabled glass end wall positioned to enjoy the views of the site. The intersection creates spacious open plan living with a large entertaining kitchen with scullery and dining area continuing to a dramatic living room with wood burning fireplace. Three guest bedrooms complete the wing. The counterpoint wing is the owners’ domain with a spacious primary bedroom suite and home gym. Adjacent the entry and mud room is an attached two car garage and convenient utility entrance accessing the pantry, perfect after a day at the markets. The exterior living spaces include a covered porch, outdoor kitchen and entertaining patio with dining area. The residence’s interior design features luxury materials including oak hardwood floors, limewash wall accents, designer finishes, Danish cabinetry, Miele appliances and high efficiency geothermal HVAC. Includes septic, private water well, underground utilities and driveway. Upgrade options include heated pool, pool house, gardens, solar and more. NOTE: Interior layout customization options include a finished basement for additional living spaces and features. To be built by the Upstate Modernist team. Additional Information: Amenities:Dressing Area,Storage,ParkingFeatures:2 Car Attached,

505-1 Pumpkin Lane, Clinton Corners

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