Welcome to 2300 Pine Tree Road, Cutchogue, where every day feels like a vacation with room for guests. The property boasts a fully fenced, heated saltwater pool, a perfect spot for relaxing. Multiple outdoor dining areas provide ample space for entertaining or enjoying a quiet meal under the stars. For sports enthusiasts, the property features a basketball and pickleball court, offering endless hours of fun. Lots of bonus space and includes a Peloton and weights too! The firepit is a cozy spot for evening gatherings, sharing stories, and creating memories. Inside, the house is spacious and welcoming, with a playroom filled with toys and essentials for the little ones. The kitchen is beautifully updated and fully stocked, ready for your culinary adventures. Upstairs, the main bedroom offers water views from a screened-in balcony and a large and inviting en-suite. Just a stone's throw away from stunning and soft sandy Nassau Point beach. The property also includes an outdoor shower, kayaks and paddleboards and beach gear for your convenience. (Southold Town Rental Permit #0435. 2-week minimum rule applies). For all stays, Cleaning and propane for pool heater (if applicable), is additional. Available Dates: April: $6k, May: $8k. September 4th - end of September (includes Labor Day): $11k. September 8th - end of September (no pool): $5k. June, July and August already rented.