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256 Gladiolus St, Anna Maria, FL 34216
256 Gladiolus St, Anna Maria, FL 34216
256 Gladiolus St, Anna Maria, FL 34216
256 Gladiolus St, Anna Maria, FL 34216
256 Gladiolus St, Anna Maria, FL 34216
256 Gladiolus St, Anna Maria, FL 34216
256 Gladiolus St, Anna Maria, FL 34216

256 Gladiolus St Anna Maria, FL 34216

$3,650,000

ACTIVE
Beds
4
Baths
4
Sqft
1,847
Acres
0.2
Year
1978
Days on Site
1
Property Type
Residential
Sub Type
Single Family
Per Square Foot
$1,976
Date Listed
Jun 12, 2026

Description of 256 Gladiolus St, Anna Maria, FL 34216

Listing details for 256 Gladiolus St, Anna Maria, FL 34216 : Discover the essence of island living at this premier north-end Anna Maria Island retreat, ideally positioned just moments from the sugar-sand shores of Bean Point and the tranquil waters of Tampa Bay. Situated on a private corner lot in one of the island's most sought-after neighborhoods, this coastal residence offers the perfect blend of luxury, comfort, and outdoor living. Designed for entertaining, the open-concept floor plan features 4 bedrooms, 3.5 baths, soaring ceilings, abundant natural light, and seamless indoor-outdoor living. The chef's kitchen opens to spacious living and dining areas, while multiple balconies and covered decks create inviting spaces to enjoy sea breezes and glimpses of the bay. The resort-style outdoor setting is truly exceptional, featuring a heated saltwater lap pool and spa, putting green, outdoor shower, lush tropical landscaping, and multiple gathering areas designed for relaxation and entertaining. An exceptional investment opportunity, the property offers a strong, established rental history with future bookings already in place. Detailed rental financials are available upon request. This is a rare opportunity to acquire a luxury island home in one of Anna Maria's most desirable locations, just moments from world-famous beaches, waterfront dining, boutique shopping, and spectacular Gulf Coast sunsets.
Listing Updated : 06-16-2026 at 4:17 PM EDT
Listing Provided By : Liza Walker, 941-778-7200, SATO REAL ESTATE INC.
Source :

Stellar MLS as distributed by MLS GRID, MLS#: MFRA4697111

For more information on this listing contact us at (727) 533-5815

Property History

DateEventPrice
6/12/2026
Listed for sale
$3,650,000 +37.7%
$1,976/sqft
Source:Stellar MLS #MFRA4697111
8/24/2021
Sold
$2,650,000 -10.2%
$1,435/sqft
Source:Stellar MLS #MFRA4497557
4/14/2021
Listed for sale
$2,950,000
$1,597/sqft
Source:Stellar MLS #MFRA4497557
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Based on information submitted to the MLS GRID as of 2026-06-16. 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

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

For more information on this listing contact us at (727) 533-5815