449 S BAYSHORE DRIVE, MADEIRA BEACH, FL, 33708
Active131 days on marketListed Mar 24, 2026MLS #TB8489282
About this home
449 S BAYSHORE DRIVE
An exceptional opportunity to build your dream waterfront residence on one of Madeira Beach's most desirable streets Bayshore Drive. Situated on a 57' x 110' lot, this property is ready for your vision while already offering outstanding waterfront amenities. Designed for boating enthusiasts, the property features an existing pool and two boat lifts, including a 20,000-pound lift installed in 2021 and a 7,500-pound lift, allowing you to begin enjoying the waterfront lifestyle immediately. Perfectly positioned just a short stroll from the sugar-sand beaches of the Gulf of Mexico, this prime location offers the ultimate blend of beachside living and effortless boating access. Spend your days cruising the Intracoastal or heading into the Gulf, then return home to enjoy Madeira Beach's renowned waterfront restaurants, local shops, entertainment, and relaxed coastal atmosphere. Whether you're envisioning a custom luxury estate or the perfect coastal retreat, this is a rare opportunity to create something truly special in one of Tampa Bay's most sought-after waterfront communities. Build your dream. Bring your boat. Live the Madeira Beach lifestyle.
Facts & features
The home at a glance
0.14 ac
Lot size
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.
$5,480 /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
$5,480/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 → $585K
Madeira Beach median sold, yr/yr
93.8%
Sale-to-list ratio (12 mo)
Median sold price, Madeira Beach, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 70% above the MADEIRA BEACH 33708 median. See the full Madeira Beach market guide →
Paper trail
This home's history
Reality check
What actually sold near 449 S BAYSHORE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$260,000
451 VIRGINIA AVENUE · same community
2 bd · 1 ba · 1,008 sqft · $258/sqft · 2 DOM
Sold · Sep ’25$310,000
126 119TH AVENUE
2 bd · 2 ba · 752 sqft · $412/sqft · 123 DOM
Sold · Jan ’26$320,000
244 NAUTILUS WAY UNIT 17
2 bd · 1 ba · 800 sqft · $400/sqft · 113 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
Eric Chery
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 449 S BAYSHORE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 449 S BAYSHORE DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Eric's phone and CRM.
Straight answers
449 S BAYSHORE DRIVE FAQs
What would the monthly payment be for 449 S BAYSHORE DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,480/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 449 S BAYSHORE DRIVE?+
The most recent tax bill on record (2025) was $8,505. 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 Madeira Beach?+
At $799,000, this home is priced right at the Madeira Beach median.
Which schools are assigned to 449 S 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
$799,000 runs 70% above the MADEIRA BEACH 33708 median.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Strong 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.
04The price has already moved
Listed at $925,000, now $799,000 — a $126K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL · Kristin Leon. MLS #TB8489282.
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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