Pawling Homes with Private Water

Welcome to Pawling, New York—a charming village nestled in the heart of Dutchess County, where picturesque landscapes meet a vibrant community spirit. One of the standout features of this idyllic area is its exceptional school district, Pawling Central School District. Renowned for its commitment to academic excellence, the district offers a nurturing environment that fosters growth and learning. With dedicated educators and a diverse range of extracurricular activities, Pawling schools empower students to reach their full potential, making it an ideal place for families to plant their roots.

Living in Pawling also means embracing the beauty of nature, especially with homes that come equipped with private water sources. Imagine waking up to the soothing sounds of nature while enjoying the luxury of your own water supply—perfect for gardening enthusiasts and those who appreciate a sustainable lifestyle. Homes with private water not only enhance your living experience but also provide peace of mind, knowing you have control over this essential resource.

The community of Pawling is rich in history and culture, offering residents a blend of small-town charm and modern conveniences. Explore quaint shops, delightful eateries, and beautiful parks that invite outdoor activities year-round. Whether you’re hiking along the Appalachian Trail or enjoying a leisurely stroll through the village, Pawling is a place where memories are made.

If you’re searching for a home that combines a top-notch education for your children with the tranquility of nature, look no further than the enchanting village of Pawling. Discover your dream home today, and experience all that this remarkable area has to offer!

Newest Pawling Homes with Private Water

$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 scenic pond view and the large, level back yard. The first floor offers crown molding, hardwood and an elegant half-bath. Upstairs you will discover a large, beautiful full bath 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 the picturesque Village, where you will find Metro-North Train Station (Harlem Line), wonderful Restaurants, Pubs, 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, Gyms, so much more! Pawling has something for everyone!

41 W Deer Trail, Pawling

$800,000

3 Beds ⋅ 2 Baths ⋅ 1045275 MLS

Set above Whaley Lake, this beautiful 3 bedroom and 2 bathroom rustic contemporary woodland retreat is ready for its next chapter. There are so many opportunities to be had at this property with almost 7 private acres, lake access, and hiking trails! The possibilities are endless. The large back deck is perfect for entertaining or just simply relaxing. The family room views of the lake provide calm and serenity. The lower level is the perfect space for a movie room or play room. A commuters dream with close proximity to 84 and the MTA train line, you get peace and privacy without being too far from NYC! Original classic features and many recent upgrades like a 6 year old roof and new well pump, this property is ready for you to call it home!

1095 Route 292, Holmes

$655,000

3 Beds ⋅ 3 Baths ⋅ 1041481 MLS

Set on nearly two acres just a few miles from the village of Pawling, this log home offers space, privacy, and real potential for the right buyer. The in-ground concrete pool and detached three-car garage add value rarely found together at this price point. Inside, the open kitchen and vaulted wood ceilings give the home a warm, cabin-like character that is hard to find in newer construction. This home is being sold as is and priced to reflect its current condition and status. The space above the garage is finished but is permitted and approved for storage use only. It is not being represented as legal living space, and any potential alternate use should be independently verified by the buyer with the Town of Pawling. The lower level is currently the subject of an active permit application to be finished, and its status should also be verified directly with the Town prior to closing. A solar panel system is installed on the property but is not currently connected to the grid. Reinstallation and reconnection through Tesla is scheduled, and buyers should confirm current status and any associated costs or timelines directly with Tesla. Given the acreage, the pool, and the bones of this home, there is a lot here for a buyer willing to do some homework. Priced at $655,000 to reflect the property's current condition and open items.

12 Rebecca Drive, Pawling

$629,900

3 Beds ⋅ 3 Baths ⋅ 1017740 MLS

**Lakefront Living at Its Finest on Private Sunset Lake Just over an HOUR to NYC*** Featuring a brand new roof, this beautifully maintained 3-bedroom, 2.5-bath lakefront home offers four-season living on private Sunset Lake. Located in Holmes, a hamlet of Pawling, this waterfront retreat combines peaceful surroundings, inviting indoor and outdoor spaces, and convenient access to everything the Hudson Valley has to offer. Are you a runner or a walker? This house in conveniently located moments from the local rail trail as well! Swings set and soccer nets in the backyard are a welcoming site to the kiddos. Sellers used to have a pool on the right side of the home. Electric still exists. Inside, you’ll find gleaming hardwood floors, elegant crown molding, two fireplaces, and central air. The thoughtfully designed kitchen features concrete countertops, tile flooring, radiant heat floors in the kitchen and mudroom, propane cooking, and an adjoining mudroom with radiant heat—an especially welcome feature during Hudson Valley winters. BRAND NEW ROOF! The screened-in porch is the perfect place to enjoy morning coffee or unwind while overlooking the lake. A spacious open-air deck provides even more room for barbecues, outdoor dining, and entertaining. Gather around your private fire pit or enjoy the community fire pit with neighbors and friends. Reserve the community pavilion for your own lake front party while the kids play in the water and build sandcastles. Sunset Lake residents also enjoy access to a private sandy community beach and pavilion. Spend summer days swimming, fishing, kayaking, or paddleboarding, then enjoy ice skating when winter transforms the lake. The property also offers the potential for a private dock, subject to applicable community and municipal approvals. An invisible fenced yard provides a secure outdoor space for pets, while high-speed internet makes working from home easy. The attached two-car garage offers plenty of room for vehicles, kayaks, paddleboards, and other recreational equipment. Located in the Pawling School District and just minutes from the Village of Pawling, Metro-North, restaurants, shops, hiking trails, golf courses, wineries, breweries, farms, and Interstate 84. Whether you’re searching for a year-round home or a weekend escape, 45 Willow Lake offers the opportunity to enjoy lakefront living in every season. Some photos have been virtually edited.

45 Willow Lake Drive, Holmes

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.