Presenting for the first time ever to the market, 1223 Darlington Oak Circle NE, one of the largest homes in the guard-gated community of Placido Bayou. This grand custom-built residence sits on an oversized lot and offers 4,488 square feet of living space, with six bedrooms, four and a half bathrooms, and a flowing layout designed for elevated everyday living and impressive entertaining. A dramatic two-story entryway with soaring 23-foot ceilings welcomes you into formal living and dining spaces, while a generously sized kitchen opens seamlessly to the main living room, creating a perfect gathering space for family and guests. Large sliding glass doors in the living room offer beautiful views and lead to an expansive screened porch and resort-style pool deck, where a PebbleTec pool, heated spa, and large paver patio await. With ample backyard space and private water access ideal for kayaking and paddleboarding, this home embraces the very best of Florida’s indoor-outdoor lifestyle. All bedrooms, both upstairs and downstairs, are spacious and conveniently connected to a bath. The master suite is enormous and features a separate sitting area, two walk in closets, large en suite bath with walk-in shower, and soaking tub, as well as access to an upstairs balcony. Recent updates include a brand-new tile roof, all-new exterior paint, and a fully paid-off solar system that virtually eliminates electric bills. Other desirable features include an interior laundry room, walk-in pantry, eat-in kitchen, wood burning fireplace, gas generator, and pool bath. The property also features a three-car garage and circular driveway for both function and curb appeal. While the home is waterfront, it has no history of flooding. Move in as-is or reimagine the space to suit your personal vision, this home has limitless potential. The guard gated community of Placido Bayou offers a paradise setting with picturesque lakes for fishing, scenic paths for running, and lush trees providing shade and tranquility. Conveniently located just minutes from downtown St. Petersburg’s vibrant waterfront, you’ll have easy access to an array of dining options, boutique shopping, world-class arts, cultural and sporting events. Desirable options for schools nearby include Canterbury and Shorecrest. Beaches, airports, and golf courses are also just a short drive away, and the Racquet Club of St Petersburg is at the entry of the neighborhood, where you can enjoy both pickleball and tennis! Seize this rare opportunity to call this exceptional property home and experience the Florida lifestyle at its very best.