14500 N BAYSHORE DRIVE, MADEIRA BEACH, FL, 33708
Active0 days on marketListed Aug 17, 2026MLS #TB8539409
About this home
14500 N BAYSHORE DRIVE
Virtually Staged. Completely Reimagined Coastal Luxury ONE BLOCK FROM MADEIRA BEACH • WATER VIEWS • ROOFTOP DECK • PRIVATE POOL Discover the kind of Florida lifestyle people dream about in this beautifully renovated, elevated Madeira Beach home, ideally located just one block from the beach and only blocks from John's Pass Village & Boardwalk. From the moment you arrive, this home feels special. Thoughtfully updated from top to bottom, it combines relaxed coastal living with modern comfort and style. Major improvements include a newer roof and newer air-conditioning system, offering peace of mind along with the beauty and convenience of a move-in-ready property. Step inside and enjoy a bright, inviting interior with extensive renovations throughout. The home has been refreshed and reimagined to create a clean, modern coastal feel that works equally well for everyday living, weekend escapes, and entertaining family and friends. Outside, the property truly comes alive. The private pool, built in 2023, creates your own resort-style backyard retreat, while the seated pergola area provides the perfect setting for outdoor dining, afternoon cocktails, quiet mornings, or evenings spent relaxing after a day at the beach. And then there's the rooftop deck. This incredible outdoor space gives you water views from both sides of the property, with views toward the Gulf and beach on one side and the Intracoastal Waterway on the other. Start your morning with coffee overlooking the water, watch boats cruise along the Intracoastal, or end the day with one of Madeira Beach's unforgettable Gulf Coast sunsets. Because the home is elevated, it offers an additional sense of privacy and coastal presence while maximizing the surrounding views and beach lifestyle. The location is equally impressive. Walk just one block, and your feet are in the sand. Head a few blocks down the road, and you're at John's Pass, with waterfront restaurants, shopping, boating, entertainment, fishing charters, and everything that makes Madeira Beach such a desirable destination. Whether you're searching for a full-time coastal residence, a second home, or simply a place where every day feels like vacation, this property delivers the combination buyers are always looking for: location, renovations, outdoor living, water views, a private pool, and immediate access to the beach. One block from the sand. Rooftop water views in both directions. A private 2023 pool. Newer roof. Newer A/C. Blocks to John's Pass. Elevated, renovated, and ready to enjoy. This isn't just another beach house. This is the one.
Facts & features
The home at a glance
3
Bedrooms
3
Bathrooms
1,772
Sqft
0.09 ac
Lot size
2
Garage
1993
Year built
Three Or More
Levels
$491
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.
$5,799 /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
$5,799/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.
Where it sits
Inside Madeira Beach
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Madeira Beach. See the full Madeira Beach guide →
MADEIRA BEACH 33708 — neighborhood snapshot
Population
15,306
Median age
61.1
Median income
$83,773
Median home value
$463,700
Avg household
1.9
Households w/ children
600
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Madeira Beach market
$573K → $583K
Madeira Beach median sold, yr/yr
94.2%
Sale-to-list ratio (12 mo)
Median sold price, Madeira Beach, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 84% above the MADEIRA BEACH 33708 median. See the full Madeira Beach market guide →
Paper trail
This home's history
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
Grace Mathisen
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 14500 N BAYSHORE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 14500 N BAYSHORE DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Grace's phone and CRM.
Straight answers
14500 N BAYSHORE DRIVE FAQs
What would the monthly payment be for 14500 N BAYSHORE DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,799/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 14500 N BAYSHORE DRIVE?+
The most recent tax bill on record (2025) was $7,445. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 14500 N BAYSHORE DRIVE?+
The listing reports pets: Cats OK, Dogs OK, Number Limit. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Madeira Beach?+
At $869,549, this home is listed about 14% above the Madeira Beach median of $762,500. The market section on this page shows how the area is trending.
Which schools are assigned to 14500 N BAYSHORE DRIVE?+
Orange Grove Elementary School (elementary), Osceola Middle School (middle), Richard O Jacobson Technical High School At Seminole (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
$869,549 runs 84% above the MADEIRA BEACH 33708 median — but at 1,772 sqft it's also 43% larger than the typical Madeira Beach listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Fresh on the market
Listed today in a Madeira Beach market that averages 99 — if it fits, move quickly.
04Strong assigned schools
Orange Grove Elementary School, Osceola Middle School, Richard O Jacobson Technical High School At Seminole — Orange Grove Elementary School rates 5 of 5. Always verify assignments with the district.
Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA · Anthony Pallazola. MLS #TB8539409.
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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