Once upon a time, the perfect home on the perfect street in the heart of Sunshine City became available—and it could be yours. Nestled in the highly sought-after, high-and-dry (non-flood zone) neighborhood of Woodlawn, this meticulously restored Tudor-style masterpiece blends timeless charm with modern luxury. Situated on an oversized 110x69 lot, this five-bedroom home plus dedicated office and three full baths offers nearly 3,000 square feet of heated and cooled living space—plus an air-conditioned two-car detached garage with a loft (not included in the square footage). Every major system has been thoughtfully upgraded since 2019, including hurricane-impact windows, new roof, HVAC, whole house plumbing, whole house electrical, siding, insulation, gas lines, and even a generator plug—leaving nothing for you to do but move in. From the storybook lawn to the original arched wood front door, this home radiates curb appeal. Inside, European hardwood floors lead you through light-filled, inviting spaces, including a show-stopping award winning kitchen: custom solid wood cabinetry, quartz countertops, gas range with custom hood, double ovens, coffered ceilings, oversized island, brushed gold fixtures, TWO pantries, and a farmhouse sink. The expansive living room features custom wainscoting, recessed lighting, and a whole-house Sonos system—indoors and out—making it the perfect space for effortless entertaining. The spacious primary suite is conveniently located on the main level and features tray ceilings, a large walk-in closet, and a beautifully updated ensuite with a walk-in shower. Continuing our tour of the downstairs, a split floorplan offers privacy, second bedroom, full bath, and dedicated office. Upstairs, you’ll find three additional bedrooms, a full bath, a versatile loft space perfect for a second office or media area and oversized air conditioned storage closets that run the full length of the upstairs! Perfect for those storage items you want to keep protected but out of sight: holiday decorations, photos, seasonal items etc. Step outside to your backyard oasis with a brand-new Trex deck, gooseneck lighting, and NEW siding. With plenty of room for a pool and still space to play, the fully fenced yard is ideal for families, pets, and gatherings. Additional features include alley access, ample off-street parking, and a rare sense of privacy in the middle of it all. Located in the heart of Woodlawn Circle, you’re just steps from Trip’s Diner, local coffee shops, and neighborhood favorites—or hop on your bike and head downtown to the St. Pete Pier, Saturday markets, and world-class dining. Just minutes to award-winning Gulf beaches, parks, top-rated schools, and Tampa International Airport. Dreams really do come true at 2420 14th St N. Schedule your private showing today and make your happily ever after a reality!