3706 Whippoorwill Boulevard Experience sailboat waterfront living in this impeccably maintained residence, ideally positioned in the highly sought-after Bird Section of Punta Gorda Isles. Built in 2008 by McCandless Homes, this elegant three-bedroom, two-bath home blends timeless design with modern upgrades, just moments from charming downtown Punta Gorda. Step inside to a light-filled foyer, expansive great room, and formal dining space, all enhanced by soaring tray ceilings, crown molding, and disappearing pocket sliders that create seamless indoor-outdoor living. The main living area opens to a private resort-style lanai with heated pool and spa, perfectly positioned to capture tranquil intersecting canal views. The chef-inspired kitchen is both stylish and functional, featuring custom 42-inch cabinetry, quartz countertops, a spacious breakfast bar, pantry, and oversized soft-close drawers for abundant storage. A bright dinette with elegant French doors opens to the lanai, filling the space with natural light. The split floor plan ensures privacy, highlighted by a luxurious primary suite with a custom bump-out ideal for a home office or sitting area, plus direct access to the pool deck. The spa-like ensuite features dual vanities, a built-in bench with storage, linen closet, and an expansive walk-in shower with dual showerheads. Guest bedrooms are generously sized, with the third offering French doors to the lanai. A well-appointed guest bath includes a tub/shower combo with convenient lanai access. The oversized interior laundry room offers extensive cabinetry, folding space, and a large storage closet for added convenience. Outdoors, enjoy a private tropical oasis with a covered seating area, heated saltwater pool, spa, lush landscaping, fully fenced backyard, and full irrigation system. Boaters will appreciate 40 feet of seawall, deep water canal, and a private concrete dock with quick access to Charlotte Harbor via Buckley's Pass. Additional highlights include a 2024 slate tile roof, impact windows, hurricane protection, elevated construction, and an oversized 2.5-car garage with extension. Ideally located near waterfront dining, boutique shopping, farmers markets, scenic paths, and Sunseeker Resort Charlotte Harbor. This home offers the ultimate Southwest Florida lifestyle.