256 GLADIOLUS STREET
ANNA MARIA, FL 34216
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.
Sample estimate — not an appraisal
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- 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.
| Date | Event | Price | Change |
|---|---|---|---|
| Jul 30, 2026 | Price reduced | $3,250,000 | −$400,000 |
| Jun 12, 2026 | Listed | $3,650,000 | — |
NeighbourhoodSample data
Reference scores for ANNA MARIA, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.
Location
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