
2785 BAYSIDE DRIVE S, ST PETERSBURG, FL, 33705
Active28 days on marketListed Sep 23, 2026MLS #TB8546685
About this home
2785 BAYSIDE DRIVE S
Luxury waterfront living at its finest with 239 feet of panoramic water views in this signature estate. Experience the ultimate Florida lifestyle year-round with protected sailboat water and unobstructed bay access to Tampa Bay and downtown St. Petersburg. This estate is being sold TURNKEY, including about $400,000 worth of furniture, decorations, and watersports equipment, and is MOVE-IN READY. With a neighborhood park to the northeast and a 10-foot concrete wall separating your only neighbor to the west, you will love its exclusive executive privacy. Enter through the iron gates and choose one of two, two-car garages. Built entirely around the open water views, you are immediately welcomed by its calming presence as you enter the grand foyer. From the great room to the chef’s kitchen to the waterfront entertainment lounge, you will love soaking in all of the brilliant natural light reflecting off of the water. Featuring a first and second-floor Owner’s suite with “wall to wall” windows, enjoy the luxury of choice for morning waterfront views. The main level master boasts private pool access via French doors and an incredible ensuite master bathroom. With a custom walk-in dual shower, dual vanities, “his and her” walk-in closets, and a dedicated built-in makeup area, it has everything you want and deserve. The “main wing” of the residence includes both master suites, two guest bedrooms, and 3.5 baths; the “guest wing” features three bedrooms and three baths. As you venture off the kitchen, grab a bottle from the private wine cellar before stepping outside to bask in the Florida sunshine. Enjoy a quick workout in your private waterfront gym, lounge by the gorgeous 44,000-gallon saltwater solar heated pool, or cruise out on your yacht to the Gulf of Mexico, to one of downtown St. Pete’s delicious restaurants, or to one of the famous award-winning Gulf beaches. Every detail was thoughtfully chosen and no expense was spared in designing this extraordinary home that has been consistently updated with luxury travertine, granite, and real hardwoods throughout. Life is limitless when it comes to this exclusive waterfront estate; it is truly a one-of-a-kind home for the lucky new owner.
Facts & features
The home at a glance
7
Bedrooms
6.5
Bathrooms
7,269
Sqft
0.35 ac
Lot size
4
Garage
1950
Year built
Two
Levels
$447
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.
$23,895 /mo · 10% down Conventional, 30-yr fixed at 7.5%
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
$23,895/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.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
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.
$/sqft vs St Petersburg actives
$447 vs $323
Days on market
28 vs 66 typical
Where $447/sqft sits among the 400 St Petersburg 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 Big Bayou
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know St Petersburg. See the full St Petersburg guide →
Big Bayou — neighborhood snapshot
Population
464
Median age
42
Median income
$91,641
Median home value
$340,800
Avg household
2
Households w/ children
38%
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The St Petersburg market
$380K → $402K
St Petersburg median sold, yr/yr
95.9%
Sale-to-list ratio (12 mo)
232 of 400
St Petersburg actives have cut their price
Median sold price, St Petersburg, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 932% above the ST PETERSBURG 33705 median. See the full St Petersburg market guide →
Paper trail
This home's history
Reality check
What actually sold near 2785 BAYSIDE DRIVE S
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$1,765,000
246 23RD AVENUE SE
6 bd · 4.5 ba · 3,587 sqft · $492/sqft · 29 DOM
Sold · Mar ’26$1,695,000
115 19TH AVENUE SE
6 bd · 4 ba · 3,573 sqft · $474/sqft · 0 DOM
Sold · Feb ’26$220,000
1924 14TH STREET S
6 bd · 3 ba · 1,932 sqft · $114/sqft · 4 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
Tommy Trainer
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 2785 BAYSIDE DRIVE S — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2785 BAYSIDE DRIVE S — before you fall in love.
See it in person
Schedule a tour
Live availability from Tommy's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2785 BAYSIDE DRIVE S FAQs
What would the monthly payment be for 2785 BAYSIDE DRIVE S?+
With 10% down on a 30-year Conventional loan at 7.5%, the all-in payment lands around $23,895/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 2785 BAYSIDE DRIVE S?+
The most recent tax bill on record (2025) was $24,772. 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 St Petersburg?+
At $3,250,000, this home is listed about 667% above the St Petersburg median of $424,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2785 BAYSIDE DRIVE S?+
Lakewood Elementary School (elementary), John Hopkins Middle School (middle), Lakewood High School (high) — Pinellas County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of CHARLES RUTENBERG REALTY INC · Grace Gelazin. MLS #TB8546685.
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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