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.
Property Details
Price:
$3,650,000
MLS #:
A4697111
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LUANA ISLES
Neighborhood:
34216annamaria
Listed Date:
Jun 16, 2026
Finished Sq Ft:
2,122
Total Sq Ft:
4,749
Lot Size:
8,586 sqft / 0.20 acres (approx)
Year Built:
1978
See this Listing
Schools
Elementary School:
Anna Maria Elementary
Middle School:
Martha B. King Middle
High School:
Manatee High
Interior
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Ceramic Tile, Laminate
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Chair Rail, Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
One
Exterior
Architectural Style
Coastal, Contemporary, Custom, Elevated
Attached Garage YN
1
Construction Materials
Wood Frame
Covered Spaces
2
Direction Faces
Southwest
Exterior Features
Balcony, Courtyard, Garden, Lighting, Outdoor Grill, Private Entrance, Private Yard, Rain Gutters, Sliding Doors
Fencing
Other
Garage Spaces
2
Lot Features
Corner Lot, FloodZone, Landscaped, Private
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Ground Level, Under Building
Patio And Porch Features
Covered, Deck, Patio, Porch, Rear Porch, Side Porch
Roof
Metal
Security Features
Fire Alarm, Smoke Detector(s)
Spa Features
In Ground
View
Pool, Water
Window Features
Blinds, Drapes, Thermal Windows, Window Treatments
Financial
Tax Year
2025
Taxes
$39,868
Map
Community
- Address256 GLADIOLUS STREET ANNA MARIA FL
- SubdivisionLUANA ISLES
- CityANNA MARIA
- CountyManatee
- Zip Code34216
Subdivisions in ANNA MARIA
- 6999300; ANNA MARIA BEACH; LOT 15; BLOCK 17; PB 1/
- 7044700; BIMINI BAY ESTATES; LOT 61; PB 8/75
- 7044700; BIMINI BAY ESTATES; LOT 62; PB 8/75
- 7074800; 302 COCONUT AVENUE; LOT 1; PB 0070/0185
- ANNA MARIA
- ANNA MARIA BEACH
- ANNA MARIA BEACH FIRST ADD
- ANNA MARIA BEACH SECOND ADD
- ANNA MARIA BEACH SUB FIRST ADD
- ARCHERS END
- BAYOU
- BIMINI BAY COLONY CLUB
- BIMINI BAY ESTATES
- GOOD LIFE SUB
- GULF VIEW SUB
- GULF VIEW SUB OF ANNA MARIA KEY
- ISLAND CEDARS
- LACIOS SEC B
- LAKE LA VISTA REP
- LARDAS UNIT THREE
- LUANA ISLES
- LUANA ISLES 1ST ADD
- MARQUIS
- ON SOUTH INTERSEC/PINE ST &
- PINE AVE 216-218
- PINE AVE 401-403
- SHORE ACRES
- SHORE ACRES 1ST ADD
- SHORE ACRES FOURTH ADD
- SHORE ACRES SECOND ADD
- SHORE ACRES THIRD ADD
- THE BAYOU CONDO
- TUTTLE TERRACE
- WELLS
- WELLS BAY HARBOR SEC A
- WELLS TERRACE
Market Summary
Current real estate data for Single Family in ANNA MARIA as of Jun 18, 2026
86
Single Family Listed
165
Avg DOM
1,451
Avg $ / SqFt
$3,734,829
Avg List Price
Property Summary
- Located in the LUANA ISLES subdivision, 256 GLADIOLUS STREET ANNA MARIA FL is a Single Family for sale in ANNA MARIA, FL, 34216. It is listed for $3,650,000 and features 4 beds, 4 baths, and has approximately 2,122 square feet of living space, and was originally constructed in 1978. The current price per square foot is $1,720. The average price per square foot for Single Family listings in ANNA MARIA is $1,451. The average listing price for Single Family in ANNA MARIA is $3,734,829. To schedule a showing of MLS#a4697111 at 256 GLADIOLUS STREET in ANNA MARIA, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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Courtesy of SATO REAL ESTATE INC.. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 256 GLADIOLUS STREET
ANNA MARIA, FL
