Tucked away on nearly six private acres in the desirable Lakeland Highlands area, this rare estate offers the flexibility and space that's becoming increasingly hard to find. Featuring two full residences on one property, it's ideal for multi-generational living, extended stays, or those seeking additional private living space without sacrificing privacy. A rare opportunity also exists to purchase an adjacent parcel featuring a 1920s two-story farmhouse-creating a unique option for a multi-property or family compound. The main residence spans over 3,400 square feet and welcomes you with a grand vaulted great room anchored by a fireplace, creating an inviting space for both everyday living and entertaining. A spacious eat-in kitchen overlooks the private pool courtyard and is complemented by a formal dining room and a convenient butler's pantry, offering both function and flow. The home also features two enclosed porches-one at the front and another along the side, with the side porch offering a more private, tucked-away setting positioned for added privacy from the main living areas, ideal for quiet mornings or a peaceful retreat. The primary suite is located on the main level and opens directly to the secluded pool courtyard through French doors-your own outdoor retreat surrounded by classic brick walls for added privacy and charm. Adjacent to the main home is a separate two-bedroom, two-bath residence built in 2014-a true second home with its own utilities, ideal for extended family, guests, or flexible living arrangements. With no HOA, ample land, and a long private drive positioning both homes toward the center of the property, this estate offers a rare combination of space, versatility, and seclusion-while still being conveniently located near shopping, dining, and major roadways. The adjacent farmhouse parcel is available separately, offering additional flexibility for those looking to expand, invest, or create a truly unique multi-home setting.