14257 Bayshore Drive, FL
Stellar MLS

$1,400,000

14257 Bayshore Drive

Madeira Beach, FL 33708

Listing updated: May 19, 2026 at 4:34 PM ET

Active
0
Baths
0.21
Acres
WaterfrontWater access$150/sqft
Land

Property type

9,357 sqft

Lot size

$150

Price / sq ft

No HOA

HOA dues

34

Days on market

AE

Flood zone

About this home

Opportunities galore await at this premier waterfront gem, perfectly positioned on the tranquil waters of Boca Ciega Bay and just one block from the pristine sands of Madeira Beach. Boasting a "grandfathered-in" commercial designation that allows for a high-density renovation of five to nine units, this property also offers the flexibility to tear down and start anew. If you desire to tear down and envision an extra-large single-family estate with an Accessory Dwelling Unit (ADU), a luxury duplex, or the construction of up to three sophisticated townhomes, the R2 zoning and generous lot size provide a rare canvas for your vision. This site comes complete with a dock included, serving as the perfect launchpad to experience unobstructed sunrises across an expanse of water toward a distant national park. From the mid-morning sparkle of sunlight on the bay to the late afternoon light painting the facades of neighboring residences, life here is defined by natural beauty and the gorgeous waterfront location. Whether you are an investor seeking a multi-unit project or a homeowner building a legacy sanctuary, this property is a coastal masterpiece in the making.

Estimated monthly payment

Principal & interest$7,079
Property taxes$1,135
Home insurance (est.)$642

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history34 days on market

  1. Status: Active
    Apr 15, 2026
  2. Listed$1,400,000
    Apr 15, 2026
  3. Price increased$1,400,000

Facts & features

Property type
Land
Status
Active
Days on market
34
Cumulative DOM
191
Subdivision
Gulf Shores 1st Add
County
Pinellas
Price/sq ft
$150
Lot size
9,357 sq ft
Lot category
0 to less than 1/4
Flood zone
AE (12103C0191H)
Annual taxes
$13,622 (2025)
Parcel #
10-31-15-34326-005-0010
MLS #
TB8498224

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HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
Listing terms
Cash, Conventional, Owner Financing, Private Financing Available
Ownership
Fee Simple

Exterior & Construction

Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Public

Listing Details

Listing date
2026-04-15
On market date
2026-04-15
Original list price
$1,400,000
MLS area
33708 - St Pete/Madeira Bch/N Redington Bch/Shores
Listing AOR
Suncoast Tampa
Status changed
2026-04-15
Tax legal description
GULF SHORES 1ST ADD BLK E, LOTS 1 & 2 TOGETHER WITH TIIF SLL #520346313 O.R. 17436/2029 EXP 4/22/2016

Flood risk

High riskFEMA Zone AEPanel 12103C0191H

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

(coming from Tampa/Bradenton) Take I-75 S to exit 228 for I-275 N toward St. Petersburg. Cross the Sunshine Skyway Bridge (toll). Take exit 25 for 38th Ave N. Follow 38th Ave N west, then merge onto Tyrone Blvd / Bay Pines Blvd (FL-666). Continue west across the Tom Stuart Causeway into Madeira Beach. Turn right (north) onto Gulf Blvd. Turn right onto 140th Ave, then a quick left onto Bayshore Dr.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of May 19, 2026 at 4:34 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA