Minutes to Historic Downtown is this Custom built one owner home behind the gates in sought after Headquarters Island. Best Buy per square feet in Headquarters at only $423.37 versus $610sf which was last home sold on August 4, 2025. A Modern Prairie style house with porches positioned for water views and prevailing winds overlooking an adjacent half acre lot that will be offered to purchase by new buyer that would be almost one acre combined is such a rare opportunity so close to town. The Architect, Demetrios Constantine Liollio, and the owners had a wonderful collaboration throughout the building process to create this beautifully designed home across the street from deepwater properties. Enjoy a beautiful scenic walk or bike or golf cart ride to nearby St. John's Yach Harbor Marina which offers deep water boat slips, lifts, and jet docks or join their Boat Club plus a fabulous pool surrounded by palms with amazing views. Charming entrance has stone pavers and granite rock driveway leading to the private wooded backyard and garages with a storage and exercise/play area. Grand Piazza entry with a glass door opens into a tiled foyer and stairs lead to the main level with oak floors and 9 feet tall ceilings throughout. An inviting huge open area surrounded by Andersen windows includes the great room with gas fireplace and dining room with Andersen glass doors opening to a covered porch overlooking palms. Adjacent to dining room is the kitchen with new tall cabinets to the ceiling and granite countertops was renovated by Authentic Kitchens and in the Fall of 2024 new stainless GE Cafe Energy Star rated appliances which are higher end with smart features include gas stove with oven, microwave, refrigerator, and dishwasher. The eat-in kitchen has a bar/buffet serving area with glass cabinets plus a Beverage Refrigerator and Anderson French doors open to a large entertaining deck overlooking a private backyard shaded by live oaks. A Spacious laundry room with 2024 GE top loader washer and dryer, deep laundry sink plus a second 2023 GE dishwasher and cabinets for more storage. The private primary bedroom has a separate dressing area with closets, vanity with sink, and the bathroom has pedestal sink, large soaking tub and updated subway tile shower. Adjacent to the primary bedroom is an office with book cases and walk-in closet which can be a 4th bedroom and a half bathroom is across the hallway. A second large primary bedroom with en-suite bathroom with tub/shower and walk-in closet is also located on the main level near the kitchen. The Second floor has a huge bedroom with a window seat that offers views of the Stono River plus walk-in closet and en-suite bathroom has tub/shower and updated in 2022 with new tile floors and new bathroom vanity. This property functions very well for multi-generational living by offering separate bedroom suites on the main and second levels which also ensures privacy. This unique property in gated Headquarters Island is a great opportunity so close to many great restaurants on the island and less than 4 miles to James Island's Terrace Theater and many popular restaurants and antique stores near Riverland Terrace. Golfing is approximately 3 miles from this home at The City of Charleston Municipal Golf Course on Maybank Highway which opened in 1929 was renovated in 2020 with modern upgrades is a very golfer-friendly course and also one of the few walkable golf courses in Charleston. Updates include new HEIL HVAC units in December 2017 and new Roof in 2016 plus exterior painted in 2018. Please note quality Andersen windows and doors throughout home. Termite Bond with Home Team for 30 years. 2025 Flood insurance $464 year (Flood Zone AE10)