
5566 S Park Hill WAY, HOMOSASSA, FL, 34448
Active10 days on marketListed Oct 2, 2026MLS #CC858360
About this home
5566 S Park Hill WAY
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.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,833
Sqft
0.84 ac
Lot size
2
Garage
1986
Year built
$265
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$3,755 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$3,755/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
−19.1%
$/sqft vs Homosassa actives
$265 vs $174
Days on market
10 vs 92 typical
Where $265/sqft sits among the 316 Homosassa actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Homosassa
Get to know Homosassa. See the full Homosassa guide →
HOMOSASSA 34448 — neighborhood snapshot
Population
10,741
Median age
56
Median income
$47,526
Median home value
$166,000
Avg household
2.28
Households w/ children
866
For the school run
Citrus County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Homosassa market
$314K → $295K
Homosassa median sold, yr/yr
95.9%
Sale-to-list ratio (12 mo)
119 of 316
Homosassa actives have cut their price
Median sold price, Homosassa, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 156% above the HOMOSASSA 34448 median. See the full Homosassa market guide →
Paper trail
This home's history
Reality check
What actually sold near 5566 S Park Hill WAY
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$400,000
11707 W BRIGHTWATER COURT
2 bd · 2 ba · 1,850 sqft · $216/sqft · 172 DOM
Sold · Dec ’25$405,000
11673 W Riverhaven DRIVE
2 bd · 2 ba · 1,811 sqft · $224/sqft · 68 DOM
Sold · Mar ’26$320,000
5650 S MASON CREEK ROAD
3 bd · 2 ba · 1,800 sqft · $178/sqft · 257 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Chad Creech
President, Commercial and Development Services · CENTURY 21 Edge
Tours, negotiation, and every question about 5566 S Park Hill WAY — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5566 S Park Hill WAY — before you fall in love.
See it in person
Schedule a tour
Live availability from Chad's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
5566 S Park Hill WAY FAQs
What would the monthly payment be for 5566 S Park Hill WAY?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,755/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 5566 S Park Hill WAY?+
The most recent tax bill on record (2025) was $6,310. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Homosassa?+
At $485,000, this home is listed about 46% above the Homosassa median of $332,195. The market section on this page shows how the area is trending.
Which schools are assigned to 5566 S Park Hill WAY?+
Homosassa Elementary School (elementary), Crystal River Middle School (middle), Crystal River High School (high) — Citrus County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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