Pawling Homes with Pool Amenities

Welcome to Pawling, NY, a charming town nestled in the heart of Dutchess County, where picturesque landscapes meet a vibrant community spirit. Renowned for its exceptional school district, Pawling offers families an enriching educational environment that prioritizes student success. The Pawling Central School District is committed to fostering a love of learning, providing students with a comprehensive curriculum, and a range of extracurricular activities that cater to diverse interests. With dedicated teachers and a supportive community, your children will thrive in this nurturing atmosphere.

As you explore the real estate options in Pawling, you'll discover an array of homes that feature delightful pool amenities, perfect for those warm summer days. Imagine stepping out into your own backyard oasis, where you can relax by the pool, host gatherings with friends, or enjoy a peaceful evening under the stars. These homes not only provide a refreshing escape but also enhance your lifestyle, making every day feel like a vacation.

Pawling’s scenic beauty, combined with its excellent schools and inviting homes, creates a unique opportunity for families and individuals alike. Whether you’re seeking a cozy family home or a spacious retreat, the properties with pool amenities in Pawling are designed to elevate your living experience. Embrace the charm of this vibrant community, where education and leisure harmoniously coexist, and make Pawling your new home today!

Newest Pawling Homes with Pool Amenities

$360,000

2 Beds ⋅ 3 Baths ⋅ 1028659 MLS

This immaculate, 1,413 SF 2 bedroom, 2 1/2 bath townhome sits in the highly sought-after Cedar Valley development, less than a mile from the charming Village of Pawling. Residents here enjoy a wonderful array of amenities, including a clubhouse, inground pool, and four brand-new pickleball courts, all within a community that perfectly balances privacy and convenience. Step inside to a welcoming entry with a vaulted ceiling that sets a spacious tone. The main level flows effortlessly into an expansive open-concept living and dining area—one massive, light-filled room anchored by French doors that open to a stone patio. Beyond the patio, mature woods create a serene, natural backdrop that feels worlds away from everyday hustle. The country kitchen is warm and functional, featuring updated appliances, generous cabinetry and counter space, a convenient pantry, and a pass-through window to the dining area. A double window bathes the space in sunlight, offering the perfect spot for a breakfast table. A powder room and mechanical closet complete the thoughtfully laid out first floor. Upstairs, the primary bedroom suite provides a peaceful retreat with a large walk-in closet and an attached bath boasting a walk-in shower and linen closet. The nicely sized second bedroom offers its own attached full bath with a fitted tub. Between the two bedrooms, the washer and dryer are tucked away for everyday convenience, while pull-down attic stairs provide excellent additional storage. The home also includes two unassigned parking spots with parking available in front of the complex. Located less than a mile from the heart of the Village of Pawling, this residence puts boutique shops, fine dining, casual eateries, pubs, and the seasonal farmers market right at your fingertips. Outdoor enthusiasts will love easy access to Lakeside Park, Pawling’s town park, the Appalachian Trail, and the Dutchess Rail Trail via the newly completed connector. Golf lovers will appreciate Dutcher Golf Course just across the road. Best of all, the Pawling Metro-North station is only a little over a mile away, offering a convenient 90-minute commute to NYC. This townhome truly delivers the ideal blend of modern comfort, community amenities, and an unbeatable Hudson Valley lifestyle.

16 Evergreen Way, Pawling

$600,000

4 Beds ⋅ 3 Baths ⋅ 945476 MLS

Space, style, and convenience come together in this beautiful Squire Green home. Featuring a brand-new kitchen with granite countertops, gas stove and stainless steel appliances, spacious living areas, a cozy fireplace, and oversized bedrooms. Need space? This home delivers. The home continues to impress with a large unfinished basement offering endless potential for additional living space. Located just minutes from the charming town of Pawling, Metro-North, parks, schools, restaurants and shops, convenient commute to NYC while enjoying suburban tranquility. Don't miss this exceptional opportunity.

5 Red Tail Court, Pawling

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