Pawling Homes with Attached Parking features

Welcome to Pawling, New York—a charming town nestled in the heart of Dutchess County, where rustic beauty meets modern convenience. Known for its picturesque landscapes, Pawling offers a serene escape from the hustle and bustle of city life, making it an ideal location for families, retirees, and nature enthusiasts alike. With its rich history, vibrant community, and stunning natural surroundings, Pawling is more than just a place to live; it’s a place to thrive.

One of the standout features of homes in Pawling is the availability of attached parking. Imagine coming home after a long day and effortlessly parking your car right next to your front door. This convenience not only ensures your vehicle is safe from the elements but also provides easy access to your home. Whether you’re unloading groceries or rushing to get the kids settled after a busy day, attached parking makes life just a little bit easier.

Pawling boasts a variety of architectural styles, from charming colonial homes to modern designs, all with the benefit of attached parking. The community is known for its friendly atmosphere, with local shops, parks, and recreational areas just a stone's throw away. Enjoy hiking along the scenic Appalachian Trail, or spend your weekends exploring the quaint downtown area filled with delightful eateries and boutiques.

If you’re searching for a place that combines the warmth of a close-knit community with the convenience of modern living, Pawling, NY, with its homes featuring attached parking, is ready to welcome you home. Come discover the beauty and charm that awaits you in this delightful town!

Newest Pawling Homes with Attached Parking features

$597,500

3 Beds ⋅ 3 Baths ⋅ 1047471 MLS

Welcome Home! You will fall in love with this Beautiful, well-maintained Colonial! Relax on the covered front porch, which overlooks lovely park-like property, numerous perennial gardens, mature trees. Special features of this wonderful home are central air, a hard-to-find 1st floor Primary Suite with an updated full bath and walk-in closet. Off the large foyer is a spacious, warm & inviting Living Rm with hardwood, which is open to an equally inviting Dining Rm, also with hardwood. Fantastic Kitchen has beautiful, ceiling-height cabinets, granite counters, hardwood floor, tons of storage. Great for entertaining, the Kitchen is open to a large, sunny Family Rm, which has a fireplace, hardwood and sliders to a Deck with retractable awning. From the Deck you will enjoy a pond view and the large, level back yard. The first floor offers crown molding, hardwood in four rooms and an elegant half-bath. Upstairs you will discover a large, Beautiful Full Bathroom with dual sink vanity & laundry area, two great Bedrooms, plus a Den or Guest Rm with hardwood. This home has been very-well maintained, the driveway is freshly sealed. Large unfinished basement has endless uses! Deerfield Ponds offers the community an inground Pool, Tennis, Basketball court and Clubhouse with Fitness Rm. Right down the road from Deerfield Ponds is Dykeman Farm, known for their delicious corn, tomatoes, more. Pawling is a lovely town which offers a large array of businesses on Route 22 and in the picturesque Village, where you will find Metro-North Train Station (Harlem Line), wonderful Restaurants, Pubs, Ice Cream, Bakeries, Shops, Clothing Boutique, Book & Antique store, Library, Museums... Dutcher Golf Course is the oldest public course in America! We also have Lakeside Park with sand beach & playground, Daryl's House Music Club & Restaurant, Groceries, Gym, more. You can even hike the Appalachian Trail!!

41 W Deer Trail, Pawling

$995,000

4 Beds ⋅ 3 Baths ⋅ 1045580 MLS

Set on over 3 beautiful acres, this spacious 4-bedroom, 3-full-bath home offers an impressive blend of classic character, generous living spaces, and modern conveniences. A welcoming wraparound front porch leads to a grand entry foyer with an open staircase and views to the second floor. The main level features a formal Living Room and Dining Room, both enhanced by large bowed windows, along with a comfortable front Sitting Room. The heart of the home is the expansive eat-in Kitchen, complete with center island, stainless steel appliances, and sliding glass doors leading to the rear deck. A spectacular Great Room boasts soaring ceilings, a fireplace, and additional sliders to the deck, creating an ideal space for entertaining or relaxing. A front mudroom entry, convenient Laundry Room, full tiled Bath with walk-in shower, and hardwood floors throughout complete the main level. The oversized garage offers both a double and single garage door for exceptional parking and storage. Upstairs, three spacious Bedrooms feature hardwood floors and double-door closets. The luxurious Primary Suite offers vaulted ceilings, beautiful bowed front windows, his-and-hers walk-in closets, a large linen closet, and a massive Primary Bath with dual vanities, Jacuzzi tub, and walk-in shower. A large Bonus Room with hardwood floors provides flexible space for an office, media room, playroom, or additional living area. The open upper hallway overlooks the Great Room below, adding to the home's dramatic sense of space. Additional highlights include an expansive unfinished basement, walk-up attic, central air, and central vacuum. Set amid peaceful acreage with plenty of room to enjoy the outdoors, this exceptional home offers space, privacy, and versatility both inside and out.

139 S Harmony Road, Pawling

$639,000

4 Beds ⋅ 4 Baths ⋅ 1035919 MLS

Set on 3.2 picturesque acres in Pawling NY this meticulously maintained 1960s Colonial has been lovingly built and owned by the same family for many years, and by that family on this land for generations before that. It's a rare offering: a true multi-generational retreat with room to grow. The four-bedroom, two-and-a-half-bath home offers timeless original character throughout, with hardwood floors beneath the carpeting, protected for decades. Features an attached two-car garage and a pull-down attic for extra storage. Sunlight pours through nearly every window, with valley and mountain views on two sides and a view of your private pond on the other. Watch the sunrise and the sunset settle over your own grounds. This property offers sweeping, ever-changing views in every direction all year round. It simply can't be beat. Downstairs, a fantastic finished lower level adding even more living space: a retro-style bar complete with running water, a vintage refrigerator, and a two-burner electric stove, plus a full bathroom, an office, an additional bonus room and a pantry! Beyond the main house, a versatile outbuilding adding exceptional value as it houses an additional one-car garage, storage room, plus a dedicated ~700-square-foot workshop space, currently used for handcrafted Amish furniture-making; it is an ideal spot for a hobbyist, craftsperson, or anyone in need of serious workshop or studio space. And there's more…this offering includes the opportunity to purchase wo additional buildable parcels are available from the same family. MLS and MLS 1037481. Each zoned for a single-family home. Build for extended family, create a private enclave, or invest in future value, all connected to this storied piece of land. You will be surprised to learn that this home is just a few minute ride to the Pawling MetroNorth station to NYC, and the center of town, home to farmers markets, fine dining, coffee shops and boutiques.

3846 Route 55, Pawling

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