Welcome to this spacious and beautifully maintained 5 bedroom home in the heart of Whitfield Estates, one of Sarasota’s most sought-after historic neighborhoods known for its charm, oversized lots, and unbeatable location near the bay and Sara Bay Country Club. Built in 1960, this residence exudes character with its classic Spanish tile flooring, warm natural light, and an impressively functional floor plan ideal for both everyday living and entertaining. With three bedrooms on the main floor and two additional bedrooms upstairs, this home offers unmatched flexibility for multigenerational living, large families, guests, or a fantastic rental layout. One of the rare features that truly sets this home apart: all three first-floor bedrooms enjoy private, screened-in lanais, perfect for morning coffee, quiet reading space, or indoor-outdoor Florida living year-round. The spacious updated kitchen is designed for those who love to cook, complete with abundant cabinetry, a built-in oven plus a separate range, and plenty of prep space. The living and dining areas flow seamlessly to the screened patio, creating a wonderful gathering hub overlooking the fully fenced backyard. Sitting on just under a third of an acre (0.29 acres), the lot provides generous outdoor space with mature landscaping, shade trees, and room to play, garden, or add a pool. The home is not in a flood zone and is just moments from the shimmering waters of Sarasota Bay and the fairways of Sara Bay Country Club. Whitfield Estates also offers a voluntary neighborhood association for only $30/year, which provides culinary access to the Sara Bay Country Club. Perfectly positioned near Sarasota Airport, IMG Academy, Downtown Sarasota, Downtown Bradenton, St. Armands Circle, Lido Key, and Anna Maria Island. Boaters will love the close proximity to SaraBay Marina with boat slips and dry storage. With no CDD fees and no HOA, this home allows for nightly rentals, making it ideal as a primary residence, seasonal escape, or income-producing investment. Schedule your private tour today!