Pawling Homes with Assigned Parking features

Welcome to Pawling, New York – a picturesque gem nestled in the heart of Dutchess County. Known for its stunning landscapes and charming small-town vibe, Pawling offers a unique blend of rural tranquility and vibrant community life. With its rich history, delightful downtown area filled with quaint shops, and a variety of outdoor activities, Pawling is an ideal place for families, retirees, and anyone looking to embrace a slower pace of life.

The town is surrounded by beautiful natural scenery, including the scenic Appalachian Trail and the serene shores of Lake Pawling. Here, residents can enjoy hiking, fishing, and kayaking, making it a haven for outdoor enthusiasts. Additionally, Pawling boasts a strong sense of community, with a calendar full of local events, farmers' markets, and seasonal festivals that bring neighbors together.

When it comes to housing, Pawling offers a range of charming homes, many of which come with the added convenience of assigned parking. This feature is a significant advantage, ensuring that you always have a designated spot waiting for you after a long day. Whether you’re looking for a cozy cottage or a spacious family home, the real estate options in Pawling are diverse and appealing.

With its blend of natural beauty, community spirit, and practical amenities, Pawling is not just a place to live – it’s a place to thrive. Discover your dream home in this enchanting town, where every day feels like a retreat from the hustle and bustle of city life. Come and experience the magic of Pawling for yourself!

Newest Pawling Homes with Assigned Parking features

$619,900

3 Beds ⋅ 3 Baths ⋅ 1024161 MLS

TO BE BUILT – Build your dream home in the charming Village of Pawling! Ideally located just minutes from downtown Pawling, you'll enjoy convenient access to local shops, restaurants, schools, parks, and the Metro-North train station, making commuting and everyday living a breeze. The homesite is serviced by municipal water and sewer, offering added convenience and peace of mind. Pricing and listing details, such as square footage, bedroom count, etc., is based on LMD’s Bennet model. Looking for something different? Buyers have the opportunity to select from several of our available floor plans and personalize their home with structural options and designer interior finishes to create a space that fits their lifestyle. Whether you're looking for additional living space, a first-floor owner's suite, a gourmet kitchen, or upgraded finishes throughout, our team will guide you through the customization process. Don't miss this opportunity to build a brand-new home in one of Dutchess County's most desirable communities!

Prospect Street, Pawling

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.