To schedule a showing of 256 Gladiolus Street, Anna Maria, Florida, Call David Shippey at 863-521-4517 TODAY!

$3,650,000 No Recent Price Change
256 Gladiolus Street
Anna Maria, FL 34216
  • 4Beds
  • 4.00Total Baths
  • 3 Full, 1 HalfBaths
  • 2,122SqFt
  • 1978Year Built
  • 0.20Acres
  • MLS# A4697111
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market3 days
  • Area34216 - Anna Maria
  • CountyManatee
  • Subdivision Luana Isles

Overview

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.



Agriculture / Farm

Association Fees / Info

Community Features:  StreetLights

Pets Allowed:  Yes

Bathroom Info

Total Baths:  4.00

Fullbaths:  3

Building Info

Window Features:  Blinds, Drapes, ThermalWindows, Skylights, WindowTreatments

Roof:  Metal

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Contemporary, Coastal, Custom

Pool Features:  Gunite, InGround, PoolAlarm

Patio:  RearPorch, Covered, Deck, Patio, Porch, SidePorch, Balcony

Pool Private:  Yes

Exterior Features:  Balcony, Courtyard, Garden, Lighting, OutdoorGrill, PrivateEntrance, PrivateYard, RainGutters

Fees / Restrictions

Financial

Original Price:  $3,650,000

Disclosures:  FloodPlainDisclosure

Fencing:  Other

Garage / Parking

Parking Features:  Covered, Driveway, Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  Gas

Fireplace:  Yes

Floors:  CeramicTile, Laminate

Levels:  One

Spa:  Yes

Laundry Features:  LaundryRoom

Interior Features:  BuiltInFeatures, ChairRail, CeilingFans, EatInKitchen, HighCeilings, LivingDiningRoom, OpenFloorplan, SplitBedrooms, SolidSurfaceCounters, Skylights, WalkInClosets, WoodCabinets, WindowTreatments

Appliances:  BuiltInOven, ConvectionOven, Cooktop, Dryer, Dishwasher, ExhaustFan, ElectricWaterHeater, Freezer, Disposal, GasWaterHeater, Microwave, Range, Refrigerator, RangeHood, TanklessWaterHeater, Washer

Spa Features:  InGround

Lot Info

Direction Remarks:  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.

Lot Size Units:  Acres

Lot Size Acres:  0.2

Lot Sqft:  8,586

Est Lotsize:  85x101

Vegetation:  PartiallyWooded

Lot Desc:  CornerLot, FloodZone, Private, Landscaped

Misc

Other

Special Conditions:  None

Security Features:  FireAlarm, SmokeDetectors

Other Rooms Info

Property Info

Section:  07

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Condition:  NewConstruction

Construction Materials:  WoodFrame

Stories:  1

Total Stories:  1

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  8

Sqft Info

Sqft:  2,122

Bulding Area Sqft:  4,749

Living Area Units:  SquareFeet

Living Area Source:  Owner

Tax Info

Tax Year:  2,025

Tax Lot:  1

Tax Legal Description:  LOT 1 BLK B LUANA ISLES PI#68928.0000/1

Tax Block:  B

Tax Annual Amount:  39868.12

Tax Book Number:  11-21

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, NaturalGasConnected, MunicipalUtilities, WaterConnected

Waterfront / Water

View:  Yes

View:  Bay, Pool, Water

Schools

Elem:  Anna Maria Elementary

Middle:  Martha B. King Middle

High:  Manatee High

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.

This listing courtesy of Sato Real Estate Inc. 

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On davidshippey.com since Tue, Jun 16th 2026
No Property History recorded for this listing.

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If you have any questions on 256 Gladiolus Street, Anna Maria, Florida, please call David Shippey at 863-521-4517.


MLS# A4697111 located at 256 Gladiolus Street, Anna Maria, Florida is brought to you by David Shippey REALTOR®

256 Gladiolus Street, Anna Maria, Florida has 4 Beds, 3 Full Bath, and 1 Half Bath.
The MLS Number for 256 Gladiolus Street, Anna Maria, Florida is A4697111.
The price for 256 Gladiolus Street, Anna Maria, Florida is $3,650,000.
The status of 256 Gladiolus Street, Anna Maria, Florida is Active.
The subdivision of 256 Gladiolus Street, Anna Maria, Florida is Luana Isles.
The home located at 256 Gladiolus Street, Anna Maria, Florida was built in 2026.