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Property for sale at 5566 S Park Hill WAY, Homosassa, FL, 34448
Property for sale at 5566 S Park Hill WAY, Homosassa, FL, 34448
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5566 S Park Hill WayHomosassa, FL, 34448

2beds
2baths
19,730sqft
Single Family Residence
Built in 1986
$485,000
For sale
Price per sqft
$25
Days on market
32
Listed
Oct 6
MLS #CC858360Updated Nov 2, 2026

About this property

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. VirtuallyStaged.

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Property details

Property type
Single Family Residence
Street address
5566 S Park Hill Way
City
Homosassa
State
FL
ZIP code
34448
Year built
1986
New construction
No
Rooms
0
Living area
19,730 sqft
Total building area
39,460 sqft

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 7, 2026 at 5:00 PM EST

Price & sale history

EventPrice
Listed for saleMLS #CC858360$485,000
SoldMLS #CC775090$265,000
Listed for saleMLS #CC775090$287,500
History may be incomplete.
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Property for sale at 5566 S Park Hill WAY, Homosassa, FL, 34448
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