Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸

$1,325,000.00
216 GLADIOLUS STREET, ANNA MARIA, FL - 34216
3 beds
2.0 baths
1,218 sqft
$1,325,000.00
216 GLADIOLUS STREET, ANNA MARIA, FL - 34216
Gabriella Massaro
$1,325,000.00
3 beds
2.0 baths
1,218 sqft
216 GLADIOLUS STREET, ANNA MARIA, FL - 34216
For Sale
Photo 1
  • Built in 1966
  • 1 garage space
  • $1,087.85/sqft
  • Lot size: 7,501 sqft
  • 84 days on market

Currently the lowest priced 3 bedroom home on the north end of Anna Maria Island, this charming bungalow, lovingly held by the same family since the 1970s, presents a rare opportunity to own a cherished island property in one of the most sought after locations on the island. Located in the City of Anna Maria, where short term rentals are permitted with a 1 to 7 day minimum, subject to city registration and compliance, this home blends timeless Old Florida charm with thoughtful modern updates throughout. This single story coastal residence features 3 bedrooms, 2 beautifully renovated bathrooms, and a versatile den or mudroom. Vaulted tongue and groove wood ceilings add warmth and architectural character to the open living space. The kitchen has been completely redesigned with new cabinetry, countertops, and brand new appliances, creating a fresh and inviting heart of the home. New flooring flows throughout, blending classic island charm with a clean, updated coastal style. Situated on a generous 7,500 square foot lot, the property offers rare outdoor space for the north end, complete with mature tropical landscaping, a fenced yard, and ample room to design a custom pool or expanded outdoor living area. A current survey is available to assist with future planning. An outdoor shower, storage shed, and one car garage add everyday convenience, while ample parking, rare for this location, enhances the property’s appeal. A brand new AC system installed in 2025 provides added comfort and peace of mind. From this prime north end setting, enjoy walking or biking to Pine Avenue’s shops and restaurants, Bayfront Park, and the island’s beautiful beaches. Experience island living where golf carts and bicycles replace cars, and every sunset feels close to home. Charming, flexible, and ideally located, this home is well suited as a full time residence, seasonal retreat, or legacy island property. Positioned as the lowest priced 3 bedroom home on the north end of Anna Maria Island, it presents a compelling opportunity in today’s market. Come discover why the north end continues to capture hearts generation after generation.

  • Directions: From Pine Avenue, Left on Crescent, Left on Gladiolus. Home will be on right side.
  • County: Manatee
  • Geo subdivision: LUANA ISLES

Nearby Schools

Anna Maria Elementary

Martha B. King Middle

Manatee High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸

See also

For Sale
12622 SAFE HARBOUR DRIVE, CORTEZ, FL - 34215
$1,295,000.00
4 bds
3.5 ba
3,742 sqft
12622 SAFE HARBOUR DRIVE, CORTEZ, FL - 34215
For Sale
504 58TH STREET, HOLMES BEACH, FL - 34217
$1,325,000.00
3 bds
2.0 ba
1,540 sqft
504 58TH STREET, HOLMES BEACH, FL - 34217
For Sale
306 MAGNOLIA AVENUE, ANNA MARIA, FL - 34216
$1,249,900.00
2 bds
1.0 ba
806 sqft
306 MAGNOLIA AVENUE, ANNA MARIA, FL - 34216
Stellar MLS
  • Source: Stellar MLS
  • MLS #: A4682103
Listing updated: May 14, 2026 at 5:30PM
Listing provided by: Mara Gilmore, CAPOZELLA REAL ESTATE
Last checked 12 days ago
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