Pawling Homes with Playground Amenities

Pawling Homes with Playground Amenities

Welcome to Pawling, New York—a charming town nestled in the heart of Dutchess County, where picturesque landscapes meet a vibrant community spirit. Known for its rich history and stunning natural beauty, Pawling offers residents a unique blend of small-town charm and modern conveniences. With its lush parks, scenic hiking trails, and the tranquil waters of the nearby Hudson River, outdoor enthusiasts will find plenty to explore. The town's historic district is dotted with quaint shops, delightful eateries, and a warm, welcoming atmosphere that invites you to linger.

For families looking to settle in this idyllic locale, Pawling boasts a variety of homes equipped with playground amenities. Imagine your children laughing and playing just steps from your front door, enjoying the fresh air and the joy of childhood in a safe, friendly environment. These homes are designed with family life in mind, featuring spacious yards and dedicated play areas that encourage outdoor activities and foster community connections.

Living in Pawling means more than just a home; it’s about embracing a lifestyle that values family, nature, and community. With top-rated schools and a plethora of recreational options, Pawling is an ideal place to raise a family. Whether you’re strolling through the charming downtown, hiking the scenic trails of the Appalachian Trail, or enjoying a family picnic in one of the many local parks, you’ll find that Pawling is more than just a place to live—it’s a place to thrive. Discover your dream home in Pawling today, where comfort meets adventure!

Newest Pawling Homes with Playground Amenities

$597,500
3 Beds 3 Baths 1047471 MLS
Welcome Home! You will fall in love with this Beautiful, lovingly-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 love the sight of the landscaped, level back yard, which is great size! The first floor of this spacious home offers crown molding, hardwood in most rooms and an elegant half-bath. Upstairs you will discover a large, beautiful Full Bathroom with dual sink vanity & laundry area. There are two lovely Bedrooms, plus a Den or Guest Rm with hardwood. This home and property have been very-well maintained! Recent improvements: New roof & water softener 2024. Hot water heater & deck awning 2023. Wide blacktop driveway 2022, freshly sealed 2026. There have been numerous other improvements, such as the stunning kitchen, hardwood flooring, bathrooms, garage door, more. Large unfinished basement has endless possibilities! Deerfield Ponds HOA offers the community an inground Pool, Tennis, Basketball court, Clubhouse with Fitness Rm, water, sewer, and garbage removal. Right down the road from Deerfield Ponds is Dykeman Farm, known for their delicious corn, tomatoes, etc. 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, more. Dutcher Golf Course is a 9-hole gem, the oldest public course in America! We also have Lakeside Park with sand beach & playground, Daryl's House Music Club & Restaurant, Groceries, Wine stores, Gym... You can even hike the Appalachian Trail!!

41 W Deer Trail, Pawling

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