Join the exclusive Flagler Drive community in this expansive five bedroom, four and a half bath retreat offering a rare blend of privacy, security, lifestyle, and proximity, just 36 minutes from Manhattan. Set amid lush, mature landscaping, 1314 Flagler enjoys its own recently renovated pool along with 24/7 security, access to a private dock, a private beach, and a secluded park next door, creating a true coastal enclave. Light-filled interiors open seamlessly to the outdoors, where the heated bluestone-surrounded pool evokes the ease of a Hamptons escape.A first floor primary suite features an oversized ensuite bath, a walk-in closet, and a home office. The eat-in kitchen opens to a large deck and landscaped grounds, ideal for indoor-outdoor living. The living and family rooms, both with fireplaces, offer direct access to the deck and pool. A formal dining room, private housekeeper or nanny suite, plus laundry and mudroom, complete the main level. The flow of this home has worked for many, yet is simple to customize to your taste. Upstairs, there are three generous bedrooms, a Jack-and-Jill bath, a large ensuite bath with hall access, and an office plus a large room with stairs from the kitchen, ideal for a playroom or gym. Recent upgrades including a pool re-plumbing, updated and enhanced HVAC will provide immediate peace of mind.This is lower Westchester living at its finest, in one of the areas most coveted neighborhoods. Everyday life here feels effortless and elevated. Stay local and walk or bike to Orienta Beach Club, Beach Point Club, Hampshire Golf Club, Westchester Day School, French American School, Hommocks Middle School, and Mamaroneck High School.