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$3,650,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,122 Sq. Ft.
  • Updated 7 hours ago
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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.

Full Property Details for 256 Gladiolus St

General

  • Price: $3,650,000
  • Taxes: $39,868 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4697111
  • Updated: 6/18/2026
  • Added to Site: 2 day(s) ago

Rental Information

  • Min. Lease: 1-7 Days

Interior

  • Number of Rooms: 8
  • 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
  • Fireplace: Yes
  • Fireplace(s): Gas
  • 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
  • Furnishings: Negotiable
  • Flooring: Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Pool Alarm
  • Spa: Yes
  • Spa Description: In Ground
  • Security/Safety: Fire Alarm, Smoke Detector(s)

Exterior

  • Exterior Features: Balcony, Courtyard, Garden, Lighting, Outdoor Grill, Private Entrance, Private Yard, Rain Gutters, Sliding Doors
  • Deck/Patio: Covered, Deck, Patio, Porch, Rear Porch, Side Porch
  • Porch/Patio/Deck: Covered, Deck, Patio, Porch, Rear Porch, Side Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener, Ground Level, Under Building

Location

  • Area: 34216 - Anna Maria
  • County: Manatee
  • Development Name: 34216 - Anna Maria
  • Subdivision: LUANA ISLES
  • Driving Directions: 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.
  • Direction Faces: Southwest

School Information

  • Elementary School: Anna Maria Elementary
  • Middle School: Martha B. King Middle
  • High School: Manatee High

Community

  • Community Name: 34216 - Anna Maria

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Street Lights, Water Connected

Structural Information

  • Architectural Info: Coastal, Contemporary, Custom, Elevated
  • Architectural Style: Coastal, Contemporary, Custom, Elevated
  • Exterior Const.: Wood Frame
  • Roof: Metal
  • Windows: Blinds, Drapes, Thermal Windows, Window Treatments
  • Stories/Levels: One
  • Square Feet: 2,122
  • Sq. Ft. Source: Owner
  • Year Built: 1978

Lot Features

  • Property View: Pool, Water
  • Lot Size (Acres): 0.2
  • Lot Size (Sq. Ft.): 8,586
  • Lot Size: 8586
  • Lot Dimensions: 85 x 101
  • Frontage: Street Paved
  • Street/Road Desc.: Paved
  • Fencing (Description): Other

Water Features

  • Water View: Yes

Financial Considerations

  • Tax Amount: $39,868.12
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 1 BLK B LUANA ISLES PI#68928.0000/1
  • Flood Zone Info: AE
  • APN: 6892800001
  • Property ID: 6892800001
  • Block/Lot/Section: B

Listed by Sato Real Estate Inc.

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Listing agent

— 256 Gladiolus St —

  • Sato Real Estate Inc.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 256 Gladiolus St

School District:Manatee County School District
NameGradesDistance
Anna Maria Elementary School
4700 Gulf Drive, Holmes Beach, FL 34217
PK-52.8 mi
Martha B. King Middle School
600 75th Street Northwest, Bradenton, FL 34209
6-86.5 mi
Manatee High School
902 33rd Street Court West, Bradenton, FL 34205
9-129.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 256 Gladiolus St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/16/2026
Listed
$3,650,000
37.74%
MLS
8/24/2021
Sold
$2,650,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 256 Gladiolus St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$41,136
—
$2,642,092
-11%
2024
$41,136
—
$2,971,363
-1%
2023
$41,077
173%
$2,992,943
223%
2021
$15,051
-55%
$925,343
-56%
2022
$33,110
120%
$2,113,910
164%
2021
$15,051
13%
$800,963
2%
2019
$13,294
177%
$782,485
169%
2018
$4,795
7%
$291,123
2%
2017
$4,495
—
$285,135
2%
2016
$4,477
-1%
$279,270
1%
2015
$4,501
—
$277,329
1%
2014
$4,507
1%
$275,128
2%
2013
$4,482
—
$271,062
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Sato Real Estate Inc.

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256 Gladiolus Street, Anna Maria, FL 34216 (MLS# A4697111) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 256 Gladiolus Street is currently listed for $3,650,000 and was received on June 16, 2026. Want to learn more about 256 Gladiolus Street? Do you have questions about finding other Single Family real estate for sale in Anna Maria? You can browse all Anna Maria real estate or contact a Coldwell Banker agent to request more information.

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