Skip to content
1 / 41
Active · Single Family

256 GLADIOLUS STREET

ANNA MARIA, FL 34216

Beds
4 beds
Baths
4 baths
Area
2,122 sqft
Single FamilyBuilt 19788,586 sqft lot2-car garageCentral, ElectricCentral AirPoolFireplace$1532/sqft66 days on market

About this home

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.

Facts & features

Interior

Bedrooms
4
Bathrooms
4
Living area
2,122 sqft
Heating
Central, Electric
Cooling
Central Air
Flooring
Ceramic Tile, Laminate
Fireplace
Yes
Stories
1
Features
Built-in Features, Ceiling Fans(s), Chair Rail, Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo…
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer…

Exterior & lot

Lot size
8,586 sqft (0.2 ac)
Pool
Yes
Roof
Metal
Construction
Frame
Exterior
Balcony, Courtyard, Garden, Lighting, Outdoor Grill, Private Entrance…

Parking

Garage
2 spaces

Financial

Annual tax
$39,868 (2025)
Price / sqft
$1532/sqft

Utilities

Water
Public
Sewer
Public Sewer
Utilities
Cable Connected, Electricity Connected, Natural Gas Connected, Public, Water Connected

Property

Property type
Single Family
Year built
1978
Subdivision
LUANA ISLES
County
Manatee

Assigned schools

Elementary
Anna Maria Elementary
Middle
Martha B. King Middle
High
Manatee High

Listing

Status
Active
Days on market
44 days
MLS #
MFR793591369
Source
Stellar MLS

Listed by Liza Walker · SATO REAL ESTATE INC.

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

RRENA ValiQRENA ValiQ is an estimated value, blended from public sale comps, neighbourhood trend and this listing’s own metrics. It is a reference, not a guaranteed or asking price. The final number moves on diligence, terms and timing.Estimate

Sample estimate — not an appraisal

$3.38M
+4.1% vs asking
$3.19M low$3.58M high

Based on 26 comparable sales within 4 miles of ANNA MARIA, FL, this home is priced under RENA ValiQ.

Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.

Estimate your monthly cost

PITI + HOA
Estimated monthly payment$19,956/mo
Principal & interest
$16,434/mo
Property tax
$3,322/mo
Home insurance
$200/mo

Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own bill; insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.

Ask about this property

Answered from this listing’s own figures and the sales around it.

Price history

From the property’s MLS record.

DateEventPriceChange
Jul 30, 2026Price reduced$3,250,000−$400,000
Jun 12, 2026Listed$3,650,000

NeighbourhoodSample data

Reference scores for ANNA MARIA, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.

Walk Score
57/ 100
Somewhat walkable
Transit Score
76/ 100
Excellent transit
Bike Score
81/ 100
Very bikeable
Elementary school
Anna Maria Elementary
Assigned school from the MLS record
Middle school
Martha B. King Middle
Assigned school from the MLS record
High school
Manatee High
Assigned school from the MLS record

Location

Similar homes nearby

Homes for sale in ANNA MARIA within the same price band.

159 CRESCENT DRIVEActive
$2,985,000
159 CRESCENT DRIVE
ANNA MARIA, FL 34216
4 beds3 baths2,567 sqft
418 MAGNOLIA AVENUEActive
$2,849,500
418 MAGNOLIA AVENUE
ANNA MARIA, FL 34216
4 beds5 baths2,186 sqft
110 PALM AVENUEActive
$2,495,000
110 PALM AVENUE
ANNA MARIA, FL 34216
4 beds3 baths1,640 sqft