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256 Gladiolus StreetAnna Maria, FL 34216Price: $3,250,000

  • Price: $3,250,000
  • Est. Mortgage of $/month
  • 40 Days on Market
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Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
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  • $3,250,000List Price
  • ActiveStatus
  • 41Number of Photos
  • 27.534897Latitude
  • 256 Gladiolus StreetAddress
  • Gladiolus StreetStreet
  • Anna MariaTown
  • FLState
  • 34216Zip
  • ManateeCounty
  • A4697111MLS Number
  • 06/16/2026Date Listed
  • 4Bedrooms
  • 3Full Bath
  • 1Half Baths
  • 2,122Square Feet
  • 2021Year Built
  • 0.2Acreage
  • 41 DaysOnMarket Date

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Unparalleled luxury, unmatched value: recently reduced by $400K! 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. Following a total gut and comprehensive renovation completed in 2021, this coastal residence offers the perfect blend of modern luxury, comfort, and outdoor living. Situated on a private corner lot in one of the island's most sought-after neighborhoods, the open-concept floor plan is masterfully designed for entertaining. It features 4 bedrooms, 3.5 baths, soaring ceilings, abundant natural light, and seamless indoor-outdoor living. The chef's kitchen boasts a gas range, premium quartz countertops and opens beautifully 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. Aside from being a dream personal getaway, this property is a proven investment powerhouse. It has happily welcomed guests year after year, consistently generating a fantastic rental income between $315,000 and $347,000 for each of the past four years! With a strong, established rental history and future bookings already in place, it is ready to start earning for you on day one. Detailed rental financials are available upon request. This is a rare opportunity to acquire a fully updated, income-producing 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.

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LISTING COURTESY OF Liza Walker of SATO REAL ESTATE INC. (941-778-7200)

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of July 26, 2026 3:04 AM UTC. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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Property Details of 256 Gladiolus Street

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