Dutchess Homes with Unpaved Parking features

Welcome to Dutchess County, New York—a picturesque haven nestled in the heart of the Hudson Valley. Known for its stunning landscapes, vibrant communities, and rich history, Dutchess County offers an idyllic setting for those seeking a perfect blend of suburban charm and natural beauty. With its rolling hills, lush parks, and scenic river views, this region is a paradise for outdoor enthusiasts and families alike.

Dutchess County is home to a variety of charming towns and cities, each boasting its own unique character. From the historic streets of Poughkeepsie to the quaint shops of Rhinebeck, there is always something new to explore. The area is also renowned for its excellent schools, making it an ideal place for families looking to settle down.

For those seeking homes with unpaved parking features, Dutchess County has a diverse selection of properties that cater to your needs. Many homes in this region come with spacious yards and ample outdoor space, allowing you to enjoy the tranquility of nature right at your doorstep. Unpaved parking options offer a rustic charm and practicality, perfect for families with multiple vehicles or those who enjoy outdoor adventures. Imagine coming home after a day of hiking or exploring the local wineries, parking your car on your unpaved driveway, and retreating into the comfort of your cozy home.

Whether you’re drawn to the vibrant community life or the serene landscapes, Dutchess County promises a lifestyle that is as enriching as it is enjoyable. Come discover the perfect home that complements your lifestyle in this enchanting corner of New York!

Newest Dutchess Homes with Unpaved Parking features

$529,900

5 Beds ⋅ 2 Baths ⋅ 1026280 MLS

Sitting in desirable Kingwood Park, in a lovely setting, rests this 1935 Colonial home which, in its day, was the perfect family home. Time & circumstances have taken its toll. This is a true fixer upper but boasts 5 bedrooms and 2 full baths. There is hardwood flooring throughout except for the kitchen & baths. A very large dining room would have room to expand the kitchen. The hallway off the kitchen has the door to the basement. The sunken living room is inviting with its paneling and stone wood-burning fireplace. There is also a door to a stone terrace. A small first floor bedroom off the hall can be used as an office as well. The second floor has the remaining 3 bedrooms and the Master bedroom has a huge closet and a full Master bath. There is a front concrete deck at the entrance to the home and with the clearing of a few trees there are mountain views. The property needs clearing in the rear for a comfortable yard. There is also a shed behind the home for storage. The oil tank is 15 years old, but the boiler is not in good working order and sits in the unfinished basement, which also has a laundry hook up, slop sink, a wet bar area and a commode off to the side. The walls in the home are plaster and there is no asbestos according to the owner. The roof is 20 years old and seller states in good condition. Currently there is no running water in the home. Please bring your builders and construction savvy buyers to make this the grand home it once was. Seller will entertain all offers.

Poughkeepsie

$625,000

3 Beds ⋅ 2 Baths ⋅ 1015335 MLS

Nestled beside the historic estate of Franklin D. Roosevelt in Hyde Park, New York, lies a unique opportunity to own a piece of American history. This private setting offers direct proximity to Springwood, FDR's lifelong home and the site of his Presidential Library and Museum now a National Historic Site making the surrounding area a place of significant historical interest. The property boasts a freshly painted exterior, providing a clean and inviting look. Its private location ensures tranquility, while still offering convenient access to local amenities. Hyde Park is known for its parks and colleges, with Marist College, the Culinary Institute of America, and Vassar College all within a reasonable distance. Shopping and dining options are also readily available, providing a balance of seclusion and convenience. Living in this area means being part of a community rich in heritage and natural beauty. The FDR estate itself offers miles of walking trails and gardens for public enjoyment. For those seeking a blend of historical significance, natural landscapes, and modern conveniences, this location presents an appealing option.

11 Kessler Drive, Hyde Park

$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

$399,000

4 Beds ⋅ 2 Baths ⋅ 917532 MLS

Welcome home to this charming Cape style home at 106 Skidmore Rd, La Grangeville, NY 12540 on Spout Creek with the Arlington School District. This delightful residence boasts an expansive floor plan, offering over 1,900 square feet of versatile living space, perfectly designed for you to add your personal touches and truly make it your own. As you enter the main living level, the home offers a foyer, living room, dining room, galley kitchen, 2 full bathrooms, 1 bedroom, laundry/utility room, storage room, and mud room.  2nd living level offers 3 large bedrooms and an office/den. All is situated on almost an acre of land with a detached 2-car garage.  Location is everything, and this home is ideally situated just under five minutes from the Taconic State Parkway, providing easy access to nearby areas. The Metro North Railway is a mere 20 minutes away, making commuting a breeze. You'll find yourself conveniently close to the myriad of amenities that the picturesque Hudson Valley has to offer. Explore the charm of nearby towns, indulge in local dining experiences, and sample the delightful offerings from wineries, cafes, and farm-to-fork eateries. For those who love the outdoors, the region is abundant with recreational activities, including hiking, biking, walking trails, and water sports, ensuring that adventure is always just around the corner. Embrace the Hudson Valley lifestyle that so many have come to cherish and make this beautiful home your own. Whether you're looking for a place to call home or an investment opportunity, this home has endless possibilities. Come and discover the life that awaits you in this wonderful Hudson Valley!

106 Skidmore Road, Lagrangeville

$599,900

1 Beds ⋅ 2 Baths ⋅ 916015 MLS

Unique Barndominium on 3+ beautiful acres in Dutchess County. 2 additional neighboring farm land parcels are also available to purchase (4+ acres and 20 acres). 2 parcels including the barndominium consisting of 7.5 acres are available for $759k. Set on gently rolling fields, this one-of-a-kind Barndominium offers an open, airy layout with abundant natural light - creating the perfect backdrop for country living, equestrians, art studio or a weekend getaway. Package deals available if interested in additional land, this would be an ideal horse property with attached 6-stall barn, wash stall and feed/tack room. Looking for a peaceful space for creativity? The barn would make a fabulous artist studio or contractor's warehouse - high ceiling, open floorplan and ready for your vision. The living space is attached to the barn (talk about easy access in any kind of weather!)! Enjoy wide-open views, peaceful country living, and a convenient location just minutes to shops, schools, and commuter routes. Brand new roof was installed in the Fall 2025. Gorgeous farm acreage is subdivided into 3 lots including 3+ acres with the barndominium, 4+ acres fully engineered new home site and an additional fully engineered ridgeline new home site on 20+ acres with stunning mountain views abutting million dollar homes. Whether you’re dreaming of horses in the pasture, fresh eggs in the morning, or simply a place to spread out and enjoy nature, this Lagrangeville Barndominium offers the lifestyle you’ve been looking for. If you are looking for a large creative space, artist studio or contractor's warehouse, the barn is a functional workshop space with its own half bath. The barn-side dimensions are approximately 36 x 40 (total structure including living space is 36 x 60), this property is suitable for many different purposes. Seller is finalizing the subdivision.

Lagrangeville

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