Are you seeking a navigable waterfront estate with an accompanying guest house or a property suitable for multigenerational living or possible VRBO? This exceptional residence may be just what you desire. The charming guest house was constructed in 2021 with durable HardieBoard siding and features a screened porch overlooking a majestic oak tree. Spanning 800 square feet, it offers two bedrooms, one bathroom, a fully equipped kitchen, a breakfast area, a spacious living room, and a washer/dryer. The primary residence is a picturesque Victorian home, originally built in 1870, imbued with a rich sense of history. It was relocated in the 1980's to Palm Valley via barge from Mandarin. Situated in an intracoastal boating enclave, it is approximately 17 miles from the St. Augustine Inlet or Mayport Jetties. This historic home, adorned with gingerbread trim, is ideal for entertaining. Revel in the beautiful hardwood floors, two indoor gas fireplaces, and a gourmet kitchen featuring a Wolf gas oven and range, white shaker cabinets, and an ice maker. The outdoor living area is a highlight, with a screened lanai that includes a summer kitchen, dining space, fireplace sitting area, and additional seating--perfectly positioned to enjoy waterway vistas and the lively activity. The kitchen seamlessly opens to the dining and family rooms, offering unobstructed views of the intracoastal. The master suite is located upstairs and includes a morning kitchen with a sink, small refrigerator, and microwave. This 3,588-square-foot home boasts four bedrooms and 3.5 bathrooms. The screened lanai is equipped with a fireplace, grill and ample seating. A brick-paved pool with a sun shelf and Zoysia grass enhance the outdoor amenities. The property features a 2004 boat dock with a 16,000-pound boat lift with remote control, as well as two jet ski lifts and a floating dock. The three-car garage includes a fully equipped apartment with a kitchen downstairs, a spacious bonus area upstairs, and a full bathroom. An outdoor hot and cold shower offers a refreshing rinse after a day on the water. All bedrooms are located upstairs in the main house. Potential buyers should be aware that the bulkhead will require replacement soon. As with any vintage home, some ongoing maintenance and care may be part of the charming experience of ownership, offering an opportunity to preserve its timeless character and unique history. The house operates on a septic system, though public sewer access is available should a larger front yard be desired. Public water is utilized. Please see the supplementary information and documents tab for additional details and the home's history. A video is available on the photo tabs.