Pawling Homes with Gated Amenities

Welcome to the charming community of Pawling, nestled in Dutchess County, New York, where the serene beauty of nature meets the vibrancy of a close-knit town. Renowned for its exceptional school district, Pawling offers an enriching educational experience that prioritizes student growth and development. The Pawling Central School District is dedicated to fostering a nurturing environment, with dedicated educators and a robust curriculum that prepares students for success in a rapidly changing world. Families are drawn to this area not only for its academic excellence but also for the strong sense of community that permeates the schools.

For those seeking a luxurious lifestyle, the homes in Pawling are nothing short of spectacular, particularly those with gated amenities. Imagine living in a beautifully appointed residence, surrounded by lush landscapes and impressive security features that provide peace of mind. These gated communities offer exclusive access to amenities such as private pools, fitness centers, and beautifully manicured gardens, creating an oasis of comfort and leisure right at your doorstep.

Located in the quaint city of Holmes, Pawling is perfectly situated for both tranquility and convenience. Residents enjoy easy access to outdoor activities, including hiking trails and picturesque lakes, while also being just a short drive away from vibrant urban centers. Whether you’re looking for a family-friendly neighborhood with top-notch schools or a luxurious home with gated amenities, Pawling offers the perfect blend of lifestyle, education, and community spirit. Discover your dream home in this enchanting region today!

Newest Pawling Homes with Gated Amenities

$649,000

3 Beds ⋅ 3 Baths ⋅ 1017740 MLS

**Lakefront Living at Its Finest on Private Sunset Lake Just over an HOUR to NYC*** Newly priced at $650,000, 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! 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, propane cooking, and an adjoining mudroom with radiant heat—an especially welcome feature during Hudson Valley winters. 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. 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. A 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.

45 Willow Lake Drive, Holmes

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.