Pawling Homes with Dover School district

Welcome to Pawling, New York—a charming town nestled in the heart of Dutchess County that perfectly blends small-town charm with modern conveniences. Known for its picturesque landscapes and vibrant community spirit, Pawling is an idyllic place for families, retirees, and everyone in between. With a rich history dating back to the 18th century, this quaint town is adorned with beautiful historic buildings, lush parks, and a welcoming atmosphere that makes it feel like home.

One of the standout features of Pawling is its access to top-notch educational opportunities, particularly for families with children in the Dover School District. The district is recognized for its commitment to academic excellence, providing students with a well-rounded education that prepares them for future success. Parents can rest easy knowing their children are receiving a quality education in a supportive environment.

When it comes to real estate, Pawling offers a diverse range of homes that cater to various lifestyles and budgets. From charming historic houses with character to modern family homes equipped with the latest amenities, there’s something for everyone. The community is characterized by tree-lined streets, friendly neighbors, and a strong sense of belonging.

Outdoor enthusiasts will appreciate the abundant recreational opportunities in Pawling, including hiking trails, parks, and nearby lakes. Whether you’re exploring the scenic beauty of the Appalachian Trail or enjoying a leisurely stroll through the town center, there’s always something to do.

In Pawling, you’ll find not just a place to live, but a community to thrive in. Experience the charm of this delightful town today!

Newest Pawling Homes with Dover School district

$899,000

4 Beds ⋅ 4 Baths ⋅ 1015365 MLS

Beautifully situated on 5.5 private acres, this impressive home offers a gated entrance and a long private driveway leading to breathtaking mountain views and a peaceful setting. Relax on the charming rocking-chair front porch and enjoy the serenity of the surrounding landscaped front lawn. Step inside to a dramatic two-story foyer and an abundance of natural light. The spacious kitchen features granite countertops, ample cabinetry, and large windows that showcase the scenic mountain views and doors out to trex decking. Adjacent to the kitchen is a comfortable family room with access to the laundry room and the attached 3-car garage. A formal dining room and formal living room provide excellent spaces for entertaining, while numerous windows throughout the home bring the outdoor in. The main level also includes a convenient half bath. upstairs, the elegant staircase leads to the expansion primary suite that you enter through double doors. The primary bath features a jacuzzi, separate shower, and dual vanities, creating a private retreat. Additional 3 more bedrooms, one with its own bathroom. And one more bonus on the top floor enjoy your oversized great room down the hallway. Basement is waiting to be finished with 10 ft ceilings, a walk-out double door and regular size windows. 4.4 miles to Metro North and the Village of Pawling. Dover Schools. CT border is just down the road. Full house generator. Original Owners. "90 minutes from Manhattan.Mountain views. Work remotely, escape every weekend."

128 Old Pawling Road, Pawling

$699,000

3 Beds ⋅ 4 Baths ⋅ 991179 MLS

A One-of-a-Kind Custom Ranch on Nearly 4 Private Acres. Discover exceptional space, quality, and versatility in this expansive custom-built 3+ bedroom ranch, perfectly tucked away in a serene country setting. Designed for comfort and flexibility, this home is ideal for extended family living, multi-generational needs, or a spacious mother-daughter layout. The main floor offers true single-level convenience with 3 bedrooms and 2.5 baths. A chef’s kitchen anchors the home, featuring abundant cabinetry, granite countertops, a range and a wall oven for large gatherings and a sunny breakfast nook. A dedicated main-level laundry room sits just off the kitchen for added ease. Entertain in style in the formal dining room or relax in the stunning living room with vaulted ceilings, skylights, and a stone fireplace. Oversized sliding doors in both rooms flood the space with natural light and open to a large deck overlooking the property. The primary suite includes an ensuite bath, walk-in closet, and its own brand-new private deck with sweeping views of the fenced backyard. Two additional bedrooms and a full hall bath complete the main level. The full, Finished walk-out Lower Level offers exceptional flexibility and includes a large great room with wet bar and cabinetry. Three additional rooms perfect for guest space, office, gym, or hobbies and a full bath as well as a second laundry area. There is also a spacious utility/storage room. This level functions beautifully for extended family or perhaps a mother/daughter. A large portion of the level backyard is fully fenced—ideal for pets, play, or gardening. The home also includes a two-car attached garage and sits at the end of a private driveway, offering peace and privacy while still being under 10 minutes to the Village of Pawling and the train station. This truly unique property blends quality construction, thoughtful design, and an unbeatable setting. You’ll fall in love with this one-of-a-kind home.

921 W Dover Road, Pawling

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