This timeless Craftsman-style home is a rare opportunity to own a property that seldom hits the market. Situated on a generous half-acre lot (slightly under) in the highly desirable neighborhood of Kenwood. Featuring two stories with vaulted ceilings, natural wood beams, crown molding, and oversized windows allowing natural light in for a fresh, open feel. Completely updated, New Roof 2021, HVAC 2021, HWH 2021, Pool liner 2025, 50amp RV hookup, Irrigation system with Wi-Fi timer and private well, double gate with additional parking pad. Upon entering, there are expansive windows with motorized blinds, cozy seating areas, and an inviting dining area. The centerpiece of the living room features a floor-to-ceiling flagstone fireplace framed by a custom mantle, travertine tile in the entryway, and a tile floor that flows throughout. Stylishly updated kitchen highlights quartz countertops, a breakfast bar and island, modern ceiling tiles, stainless-steel appliances, and a convenient pantry. Spacious main-level bedroom suite decorated with ship lap walls, indoor-outdoor access to Florida room, and an adjoining custom spa-like bathroom, complemented by a his-and-her quartz double vanity, oversized closets, cultured marble shower with dual showerheads, and bath heat feature. A separate bonus room provides extra space for everyday living. Additional first-floor living space includes an enclosed, heated, and cooled Florida room overlooking the spacious resort-style backyard. The upstairs stairway provides access to a loft-style landing area connecting two oversized bedrooms with vaulted ceilings, large closets, and an additional bonus room with endless possibilities for work, play, or relaxation. The upstairs full bathroom has a tiled shower-tub combo, a new vanity, and a Bluetooth fixture. This home includes a spacious upstairs walk-in attic, accessible from the loft. This home features a one-of-a-kind Resort-inspired backyard oasis with multiple entertainment zones, mature trees, zoysia grass, pristine landscape, and backyard paver hardscape, enhanced by an additional pergola with evening lighting. Relax by the stunning 16x32 in-ground (8ft deep) saltwater swimming pool (not heated), featuring a new pool liner, salt cell, new motor, sand filter, and robotic cleaner. Sit by the fire pit, watch TV, or entertain under the stars in an illuminated 20x20 custom Gazebo. A 12x24 shed equipped with electric and a large roll-up entry door, and a plastic yard shed provides extra workspace or storage. Crafted for the ultimate backyard lifestyle and outdoor entertaining aficionados, the custom-built, band-inspired Pool Bar features a 15x13 covered deck, perfect for entertaining guests. Inside, you can cool off with air conditioning, play darts, and have a cold drink from the bar, with a convenient free-standing ice maker and refrigerator.