
315 S SHORE DRIVE, SARASOTA, FL, 34234
Active20 days on marketListed Oct 18, 2026MLS #A4709641
About this home
315 S SHORE DRIVE
House never flooded, including during Hurricanes Milton and Helene, and protected by a generator! Built as a solid concrete structure on concrete pilings, this home was engineered for the Florida waterfront. Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 178 feet of seawall, a private dock, two boat lifts (24,000 lbs & 10,000 lbs), and a dedicated kayak lift platform, all framed by sweeping panoramic water views. From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors have been acid washed and stained to reflect centuries of wear, and authentic frescoes and ceiling beams inspired by the Renaissance period add depth and character throughout. The great room provides a dramatic setting for entertaining with soaring 22 foot ceilings, a gas fireplace, and a wet bar accented by a hammered copper sink. The chef’s kitchen is equipped with an Italian eight burner gas range and Brazilian soapstone countertops, while the dining room features a rare brick vaulted ceiling that reinforces the home’s Mediterranean soul and creates a truly immersive dining experience. The primary suite is a romantic retreat with his and hers walk in closets and a spa like bath wrapped in rich wood and stone finishes. Additional spaces include two to three guest bedrooms, dual offices, a bonus room, and a wine room. A private elevator connects every level, offering effortless access from the garage to the living spaces above. A true 2,500 square foot ground level garage offers tandem parking for four plus vehicles, making it a dream for car collectors. Outdoor living is exceptional, with stone and wrought iron terraces, an outdoor kitchen and bar on the main level, all designed to capture natural breezes and expansive water views. The newly completed infinity edge pool and spa create a striking visual effect, with the water appearing to seamlessly spill into the bay. This storybook residence is ideally located near Sarasota’s beaches, dining, and cultural attractions, offering a rare blend of architectural artistry, privacy, and timeless elegance.
Facts & features
The home at a glance
4
Bedrooms
3.5
Bathrooms
5,826
Sqft
0.38 ac
Lot size
2016
Year built
Three Or More
Levels
$850
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.
$38,347 /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
$38,347/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.
vs edgeAI estimate
+77.9%
$/sqft vs Sarasota actives
$850 vs $309
Days on market
20 vs 67 typical
Where $850/sqft sits among the 400 Sarasota 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 Indian Beach / Sapphire Shores
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
Indian Beach / Sapphire Shores — neighborhood snapshot
Population
3,229
Median age
49
Median income
$79,669
Median home value
$482,705
Avg household
2
Households w/ children
147
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Sarasota market
$450K → $491K
Sarasota median sold, yr/yr
95.4%
Sale-to-list ratio (12 mo)
173 of 400
Sarasota actives have cut their price
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 1786% above the SARASOTA 34234 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 315 S SHORE 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$3,550,000
320 S SHORE DRIVE · same community
4 bd · 3 ba · 2,978 sqft · $1,192/sqft · 67 DOM
Sold · Feb ’26$3,070,000
404 S SHORE DRIVE
5 bd · 6.5 ba · 5,270 sqft · $583/sqft · 277 DOM
Sold · Jan ’26$5,000,000
4311 BAY SHORE ROAD
4 bd · 5.5 ba · 5,033 sqft · $993/sqft · 9 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
Kyler Lang
REALTOR · CENTURY 21 Edge
Tours, negotiation, and every question about 315 S SHORE DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 315 S SHORE DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Kyler's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
315 S SHORE DRIVE FAQs
What would the monthly payment be for 315 S SHORE DRIVE?+
With 10% down on a 30-year Conventional loan at 7.5%, the all-in payment lands around $38,347/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 315 S SHORE DRIVE?+
The most recent tax bill on record (2025) was $62,165. 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 Sarasota?+
At $4,950,000, this home is listed about 786% above the Sarasota median of $559,000. The market section on this page shows how the area is trending.
Which schools are assigned to 315 S SHORE DRIVE?+
Booker High School (high), Booker Middle School (middle), Emma E. Booker Elementary School (elementary) — Sarasota County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of LUXIO REAL ESTATE LLC · Hugo Gagliardi. MLS #A4709641.
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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