14257 N BAYSHORE DRIVE Madeira Beach, FL $ 1,400,000
14257 N BAYSHORE DRIVE
$ 1,400,000
Recently Listed
Open House 3/28 11am - 1pm
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14257 N BAYSHORE DRIVE

Madeira Beach, FL, 33708
$ 1,400,000
Bedrooms5 Baths6.0 Sq 3,072

Monthly Estimate*

$ 8,620

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Single Family Home for sale in Madeira Beach, FL

for $1,400,000 with 5 bedrooms and 6 full baths. This 3,072 square foot home was built in 1952 on a lot size of 0.21.

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.

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Open House

3/28/2026 11:00 AM - 1:00 PM
14257 N BAYSHORE DRIVE Madeira Beach, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,400,000

Bedrooms

5

Full Bath

6

Property Type

Single Family

Taxes

$ 13,622

Style

Single Family Residence

Lot Size

0.21

Year Built

1952

Town/City

Madeira Beach

County/Region

Pinellas

MLS | Web ID

TB8489666

Features
General
Sewer Public Sewer
Heating None
Cooling None
Utilities Public
Roof Other
Appliances None
Zoning MULTI
Construction Materials Block Concrete
Year Built 1952
View Water
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Bay/Harbor Front Canal Front Waterfront Canal - Saltwater
Community Features Bay/Harbor Front Canal Front Dock Water Access Waterfront
County Pinellas
New Construction false
Property Type Residential
Subdivision Name GULF SHORES 1ST ADD
Facing Direction Southwest
Garage Y/N false
Total Rooms 3
Full Baths 6
Status Active
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.
City MADEIRA BEACH
Body of Water BOCA CIEGA BAY
Senior Community Y/N false
MLS Area 33708 - St Pete/Madeira Bch/N Redington Bch/Shores
Lot Size Units Square Feet
Lot Size Square Feet 9477
Carport Y/N false
Listing Terms Cash Conventional Owner May Carry
Land Lease Y/N false
Tax Annual Amount 13622.44
Property Condition Fixer
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.youtube.com/watch?v=kI4YVSsjmZo
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 1-2
Legal Description GULF SHORES 1ST ADD BLK E LOTS 1 & 2 TOGETHER WITH TIIF SLL #520346313 O.R. 17436/2029 EXP 4/22/2016
Water View Bay/Harbor - Full Intracoastal Waterway
Water Access Type Bay/Harbor Canal - Saltwater Intracoastal Waterway
Minimum Lease 3 Months
Water Access Y/N true
Water View Y/N true
Flood Zone Code AE
DockY/N true
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Interior
Interior Amenities Ninguno
Flooring Other
Furnished Y/N Unfurnished
Air Conditioning Y/N false
Heating Y/N false
Fireplace Y/N false
Half Baths 0
Laundry Features None
Total Bedrooms 5
Total Baths 6
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Exterior
Exterior Amenities Private Entrance Private Mailbox
Parking Features Off Street Open
Lot Features City Lot Near Marina
Water Source Public
Lot Size Area 9477
Foundation Details Slab
Building Area Total 3875
Lot Dimensions 81 x 117
Lot Size Acres 0.21
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N true
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* Excluded Features
List By
Redfin Corporation

Broker

dawnliedtke@gmail.com

Email

Affordability Calculator

$9,755
Per Month
88%
12%
0%
Monthly Principal & Interest
$8,620
Monthly Property Taxes
$1,135
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
3/27/2026$1,400,000 Listed Price

Map


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14257 N BAYSHORE DRIVE, Madeira Beach, FL, 33708 is a Single Family Home for sale at $1,400,000 with 3,072 sqft and a lot size of 0.21. 14257 N BAYSHORE DRIVE has 5 bedrooms, 6.0 baths, and was built in 1952. The property's zip code is 33708 which is in Madeira Beach, FL