166 BAYSIDE DRIVE, CLEARWATER, FL, 33767
Active4 days on marketListed Sep 17, 2026MLS #TB8549723
About this home
166 BAYSIDE DRIVE
Welcome to an exceptional waterfront retreat located along one of Clearwater’s most exclusive residential channels, just steps from the beach with direct access to the Gulf of Mexico. With its prime waterfront setting, extensive 2024–2026 renovations, and flexible lifestyle appeal, this property offers a rare opportunity for a primary residence, second home, or investment property with potential for rental income. From the moment you enter, the dramatic soaring foyer and high ceilings create an impressive first impression. Beautiful porcelain flooring flows throughout the home, complementing the light-filled, open-concept design and showcasing the coastal surroundings. The remodeled kitchen is designed for both everyday living and entertaining, featuring a spacious layout and convenient walk-in pantry. All three bedrooms have been fully remodeled and offer generous space and comfort. The expansive game room, complete with a cozy fireplace, creates an inviting gathering space for family and guests. Additional features include a large laundry room, dedicated bar area, two AC units, and a circular driveway providing ample parking. Every inch of the home has been thoughtfully upgraded for modern coastal living. Step outside into your private, low-maintenance oasis featuring premium artificial turf, mature palms, and an herb garden. Relax in the private hot tub, entertain outdoors, or head to the waterfront fishing dock with covered boat slip and enjoy spectacular sunsets, fishing, and easy access to the water. Recent Improvements Include: Complete home remodel — 2024, Water heater — 2024, Roof — 2025, Impact-rated garage door — 2025, Front & backyard pavers — 2026, and Hot tub — 2026. With no HOA, direct Gulf access, a private waterfront setting, and proximity to the beach, this property combines lifestyle and investment appeal in one of Clearwater’s most desirable coastal locations. The limited availability of waterfront channels in this established area makes this a truly special opportunity. Whether you're searching for a full-time residence, a coastal getaway, or a property with rental income potential, this waterfront gem offers a combination of location, upgrades, boating access, and lifestyle that is increasingly difficult to find.
Facts & features
The home at a glance
3
Bedrooms
3
Bathrooms
2,430
Sqft
0.17 ac
Lot size
2
Garage
1956
Year built
One
Levels
$860
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.
$14,865 /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
$14,865/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
+150.4%
$/sqft vs Clearwater actives
$860 vs $224
Days on market
4 vs 53 typical
Where $860/sqft sits among the 400 Clearwater 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 Clearwater Beach
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Clearwater. See the full Clearwater guide →
Clearwater Beach — neighborhood snapshot
Population
2,289
Median age
58
Median income
$87,434
Median home value
$801,867
Avg household
2
Households w/ children
104
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Clearwater market
$328K → $336K
Clearwater median sold, yr/yr
95.8%
Sale-to-list ratio (12 mo)
248 of 400
Clearwater actives have cut their price
Median sold price, Clearwater, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 273% above the CLEARWATER 33767 median. See the full Clearwater market guide →
Paper trail
This home's history
Reality check
What actually sold near 166 BAYSIDE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Sep ’26$1,600,000
246 BAYSIDE DRIVE · same community
3 bd · 3 ba · 1,648 sqft · $971/sqft · 27 DOM
Sold · Apr ’26$4,550,000
295 BAYSIDE DRIVE · same community
5 bd · 4.5 ba · 5,051 sqft · $901/sqft · 188 DOM
Sold · Dec ’25$1,900,000
1170 GULF BLVD UNIT 402
3 bd · 3 ba · 2,521 sqft · $754/sqft · 202 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
John Carpenter
CFO/Broker · CENTURY 21 Edge
Tours, negotiation, and every question about 166 BAYSIDE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 166 BAYSIDE DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from John's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
166 BAYSIDE DRIVE FAQs
What would the monthly payment be for 166 BAYSIDE DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $14,865/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 166 BAYSIDE DRIVE?+
The most recent tax bill on record (2025) was $31,721. 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 Clearwater?+
At $2,090,000, this home is listed about 649% above the Clearwater median of $279,000. The market section on this page shows how the area is trending.
Which schools are assigned to 166 BAYSIDE DRIVE?+
Sandy Lane Elementary School (elementary), Dunedin Highland Middle School (middle), Clearwater High School (high) — Pinellas County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$2,090,000 runs 273% above the CLEARWATER 33767 median — but at 2,430 sqft it's also nearly twice the size of the typical Clearwater listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Fresh on the market
Only 4 days on market in a Clearwater market that averages 53 — if it fits, move quickly.
04Strong assigned schools
Sandy Lane Elementary School, Dunedin Highland Middle School, Clearwater High School — Dunedin Highland Middle School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of ENGEL & VOLKERS BELLEAIR · Selviye Tzekas. MLS #TB8549723.
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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