5566 S Park Hill Way

Homosassa, FL 34448

One or more photo(s) has been virtually staged. Tucked among trees and nature on almost an acre, this canal-front Florida Cracker-style stilt home captures the charm of Old Homosassa with room to relax, entertain, and enjoy life on the water. Currently operating as a professionally managed, five-star short-term rental with repeat guests, the property offers an inviting personal retreat with an established rental history. The open floor plan features granite countertops, a wood-burning fireplace, and an expansive sunroom, while the large upstairs deck provides a beautiful setting for morning coffee and evenings overlooking the canal. A private boat ramp and boat slip make waterfront adventures easy. Beyond the gated entrance, you’ll find fire pits, plenty of space for your toys, a detached garage with potential for conversion to a guesthouse, subject to applicable approvals, and a metal boat/RV carport with a 30-amp RV hookup. Features include impact windows and sliding doors, whole-house water filtration, reverse osmosis, and a smart thermostat. The main house metal roof dates to 2013, the garage metal roof was replaced in 2024, and the septic system dates to 2015. Fresh paint inside and out. Just two blocks from local shops and favorites such as The Freezer and MacRae’s, with Monkey Island and the public boat ramp nearby, this beautifully presented property puts the Old Homosassa lifestyle within easy reach. Much of the furniture conveys if desired, making it easy to feel right at home. Whether you’re looking for a turnkey vacation rental business, a winter getaway, or your full-time waterfront dream home, this Old Homosassa retreat is ready to welcome you.

Listing courtesy of Jennifer Doak of Sunshine Signature Homes



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Last checked: 2026-10-07 03:54 AM UTC