5027 WATERSIDE DRIVE, PORT RICHEY, FL, 34668
Active19 days on marketListed Sep 2, 2026MLS #TB8545095
About this home
5027 WATERSIDE DRIVE
WATERFRONT BOATER’S DREAM ON MILLER’S BAYOU! 151 FEET OF WATERFRONT + 2 BOAT LIFTS + DIRECT ACCESS TO THE GULF. Rare opportunity to own a spacious 0.35-acre double lot with a 3-bedroom, 2-bath home and 2-car garage, offering beautiful bayou views and spectacular sunsets. The massive 60' x 31' walk-around dock is built for serious boating, featuring water, electricity, and two boat lifts (20,000-lb. & 16,000-lb.). Enjoy easy access to nearby islands, beaches, fishing flats, and the Gulf. Outdoor living shines with an expansive screened lanai, in-ground pool, and fish-cleaning station overlooking the water. Two sets of sliding doors provide a seamless connection between the home and outdoor entertaining spaces. Recent updates include A/C, mini-split, and water heater (2024), new vanity in master bath plus a renovated kitchen with brand-new range, dishwasher, and refrigerator (2026). Additional features include crown molding, a dedicated laundry room, covered carport, approximately 30-year-old tile roof, and ample RV/boat parking. Located in golf-cart-friendly Port Richey, near waterfront dining, shopping, parks, kayak launches, and fishing piers. Bring your vision and transform this exceptional property into your own Florida waterfront retreat!
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,887
Sqft
0.35 ac
Lot size
2
Garage
1969
Year built
One
Levels
$466
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.
$5,861 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$5,861/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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
+77.8%
$/sqft vs Port Richey actives
$466 vs $192
Days on market
19 vs 40 typical
Where $466/sqft sits among the 350 Port Richey 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 Port Richey
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Port Richey. See the full Port Richey guide →
PORT RICHEY 34668 — neighborhood snapshot
Population
48,025
Median age
42.2
Median income
$45,760
Median home value
$168,800
Avg household
2.32
Households w/ children
5,000
For the school run
Pasco County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Port Richey market
$229K → $229K
Port Richey median sold, yr/yr
97.1%
Sale-to-list ratio (12 mo)
187 of 350
Port Richey actives have cut their price
Median sold price, Port Richey, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 266% above the PORT RICHEY 34668 median. See the full Port Richey market guide →
Paper trail
This home's history
Reality check
What actually sold near 5027 WATERSIDE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$375,000
6031 KENTUCKY AVENUE
3 bd · 2 ba · 1,860 sqft · $202/sqft · 3 DOM
Sold · Mar ’26$425,000
5523 CARLTON ROAD
3 bd · 3 ba · 1,834 sqft · $232/sqft · 0 DOM
Sold · Jan ’26$392,500
6040 VERMONT AVENUE
4 bd · 2.5 ba · 1,961 sqft · $200/sqft · 18 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
Shawn Headley
Realtor · CENTURY 21 Edge
Tours, negotiation, and every question about 5027 WATERSIDE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5027 WATERSIDE DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Shawn's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
5027 WATERSIDE DRIVE FAQs
What would the monthly payment be for 5027 WATERSIDE DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,861/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 5027 WATERSIDE DRIVE?+
The most recent tax bill on record (2025) was $7,542. 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 Port Richey?+
At $879,000, this home is listed about 252% above the Port Richey median of $250,000. The market section on this page shows how the area is trending.
Which schools are assigned to 5027 WATERSIDE DRIVE?+
Chasco Middle School (middle), Chasco Elementary School (elementary) — Pasco County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$879,000 runs 266% above the PORT RICHEY 34668 median — but at 1,887 sqft it's also 40% larger than the typical Port Richey listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03The price has already moved
Listed at $899,000, now $879,000 — a $20K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of BHHS FLORIDA PROPERTIES GROUP · Ryan Thompson. MLS #TB8545095.
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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