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$1,400,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 6 Full Baths
  • 3,072 Sq. Ft.
  • Updated 6 hours ago

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Open House: 11:00 AM - 1:00 PM

Saturday 3/28 11:00 AM - 1:00 PM

14257 N Bayshore Drive,Madeira Beach, FL 33708

14257 N Bayshore DriveMadeira BeachFL33708

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14257 N Bayshore Drive, Madeira Beach, FLVideo Tour of 14257 N Bayshore Drive, Madeira Beach, FL.
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.

Full Property Details for 14257 N Bayshore Dr

General

  • Price: $1,400,000
  • Taxes: $13,622 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8489666
  • Updated: Today (3/27/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 3 Months

Interior

  • Number of Rooms: 3
  • Interior Features: Ninguno
  • Appliances: None
  • Furnishings: Unfurnished
  • Flooring: Other

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 6

Bedrooms

  • Total Bedrooms: 5

Exterior

  • Exterior Features: Private Entrance, Private Mailbox

Parking

  • Parking Features: Off Street, Open

Location

  • Area: 33708 - St Pete/Madeira Bch/N Redington Bch/Shores
  • County: Pinellas
  • Development Name: 33708 - St Pete/Madeira Bch/N Redington Bch/Shores
  • Subdivision: GULF SHORES 1ST ADD
  • Driving 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.
  • Direction Faces: Southwest

Community

  • Community Name: 33708 - St Pete/Madeira Bch/N Redington Bch/Shores
  • Community Features: Bay/Harbor Front, Canal Front, Dock, Water Access, Waterfront

Heating & Cooling

  • Cooling Type: None
  • Heating Type: None

Utilities

  • Sewer: Public Sewer
  • Water District: BOCA CIEGA BAY
  • Water: Public
  • Utility Description: Public

Structural Information

  • Exterior Const.: Block, Concrete
  • Roof: Other
  • Stories/Levels: Two
  • Square Feet: 3,072
  • Sq. Ft. Source: Public Records
  • Year Built: 1952

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.21
  • Lot Size (Sq. Ft.): 9,477
  • Lot Size: 9477
  • Lot Dimensions: 81 x 117
  • Street/Road Desc.: Asphalt

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Bay/Harbor, Canal - Saltwater, Intracoastal Waterway
  • Water Extras: Yes
  • Water Front Name: BOCA CIEGA BAY
  • Water Front Desc.: Bay/Harbor Front, Canal Front, Waterfront, Saltwater Canal

Financial Considerations

  • Tax Amount: $13,622.44
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • 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 Zone Info: AE
  • APN: 103115343260050010
  • Property ID: 103115343260050010
  • Block/Lot/Section: 5

Listed by Redfin Corporation

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— 14257 N Bayshore Dr —

  • Redfin Corporation

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 14257 N Bayshore Dr

School District:Pinellas County School District
NameGradesDistance
Orange Grove Elementary School
10300 65th Avenue North, Seminole, FL 33772
K-52.4 mi
Seminole Middle School, Seminole, FL
8701 131st Street North, Seminole, FL 33776
6-84 mi
Seminole High School, Seminole, FL
8401 131st Street North, Seminole, FL 33776
9-123.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 14257 N Bayshore Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/27/2026
Listed
$1,400,000
8.95%
MLS
11/08/2016
Sold
$1,285,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 14257 N Bayshore Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,622
-11%
$840,000
-31%
2024
$15,355
8%
$1,225,000
10%
2023
$14,225
27%
$1,110,000
54%
2021
$11,233
-12%
$721,000
-25%
2022
$12,756
14%
$965,000
72%
2021
$11,233
20%
$562,135
6%
2019
$9,338
3%
$532,000
—
2018
$9,095
3%
$530,000
5%
2017
$8,817
41%
$505,000
35%
2016
$6,250
12%
$375,000
23%
2015
$5,556
-4%
$305,000
-5%
2014
$5,798
-3%
$320,400
-3%
2013
$5,983
—
$330,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 14257 N Bayshore Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Redfin Corporation

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14257 N Bayshore Drive, Madeira Beach, FL 33708 (MLS# TB8489666) is a Single Family property with 5 bedrooms and 6 full bathrooms. 14257 N Bayshore Drive is currently listed for $1,400,000 and was received on March 27, 2026. Want to learn more about 14257 N Bayshore Drive? Do you have questions about finding other Single Family real estate for sale in Madeira Beach? You can browse all Madeira Beach real estate or contact a Coldwell Banker agent to request more information.

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