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$3,250,000
Beds
4
Baths
4
Sq Ft
2,122 sq ft
Year Built
1978
Lot Size
0.20 acres
Garage
2
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.
Manatee Ave. west (SR 64) to Gulf Drive. Gulf Drive north to Pine Avenue. Right on Pine Avenue to N. Bay Blvd. Left on N. Bay Blvd.to Hibiscus Rd. Left on Hibiscus Rd. and property is on the left.
256 GLADIOLUS STREET, ANNA MARIA, FL 34216
Pick a Day
Preferred Time
Home Price
$3,250,000
Loan Term
Specialized financing for this $3,250,000 property in ANNA MARIA. Luxury purchases typically require jumbo or portfolio lending.
💎
$325,000 Down
For homes exceeding conforming loan limits. Typically requires 10-20% down, strong credit, and reserves.
🎖️
$0 Down
VA-eligible borrowers can go above conforming limits with zero down in many cases.
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$487,500 Down
Held by the lender, not sold. Flexible terms for high-net-worth buyers with non-traditional income.
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$650,000 Down
Short-term financing to buy before selling. Ideal for move-up buyers in competitive markets.
Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. 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. Data last updated: July 30, 2026.