Pawling Homes with Tennis Court(s) Amenities

Welcome to Pawling, New York, a charming town nestled in Dutchess County that perfectly blends rural tranquility with vibrant community life. Known for its scenic landscapes and rich history, Pawling is not just a picturesque destination but also home to a highly regarded school district that prioritizes academic excellence and holistic development. The Pawling Central School District boasts a strong commitment to fostering a nurturing environment where students thrive. With dedicated educators and a wide array of extracurricular activities, your children will have the opportunity to explore their passions and achieve their educational goals.

As you consider making Pawling your home, you’ll be delighted to discover properties that offer exceptional amenities, including homes with tennis courts. Imagine stepping out into your backyard for a quick match or a leisurely game with friends and family. These homes provide not just a place to live, but a lifestyle that encourages health, wellness, and social engagement. The presence of tennis courts enhances the outdoor experience and offers a perfect setting for gatherings or simply enjoying the beautiful New York seasons.

Living in Pawling means embracing a community that values education, recreation, and connection. Whether you’re drawn to the stunning natural surroundings, the excellent school district, or the luxurious amenity of your own tennis court, Pawling is a place where you can create lasting memories. Explore the opportunities that await you in this delightful town and discover your dream home today!

Newest Pawling Homes with Tennis Court(s) 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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