Longboat Key Danielle Gladding & Alison Kanter July 22, 2026
The Town Shoppes of Bay Isles sits at 525 Bay Isles Parkway, just outside the north gate of Bay Isles. It is a Publix-anchored plaza of a little over 51,000 square feet, and it is the reason most days on the south end of the island never require a bridge crossing. Groceries, a prescription, a bank branch, a haircut, a weekday lunch — all of it is a few minutes from the gate.
I am Danielle Gladding. I have been a licensed Florida Realtor since 1981 and a broker since 1987, I have lived in Sarasota since 1976, and I live in Queens Harbour inside Bay Isles and shop here like everyone else on this end of Longboat Key. Danielle Gladding & Co. Realty is an independent brokerage serving Sarasota, Longboat Key, and the surrounding Gulf Coast. When buyers ask what daily life here actually involves — the part that is never in the listing photographs — the Town Shoppes are most of the answer.
The plaza is anchored by a full-service Publix. The produce is well stocked and properly rotated through the week rather than only on delivery days. The prepared foods section is good enough to stand in for a casual restaurant on an evening when cooking and going out both feel like too much. The bakery and deli run above the ordinary grocery baseline, and the wine selection is better than a store this size usually carries.
Publix Liquors sits adjacent, sharing the same parking. That combination matters more than it sounds. A dinner party that needs one specific bottle at five o'clock is a five-minute errand rather than a trip over the bridge, and on an island that difference compounds over years.
CVS handles prescriptions, including for visiting family, which comes up more often than people expect. Chase and Truist branches cover the in-person banking that closings, wire coordination, and the occasional stubborn transaction still require. A fitness studio gives residents an option that is neither the home treadmill nor the club. Salons and personal care handle the standing appointments of ordinary life. J.McLaughlin and the smaller shops cover the rest, and casual dining fills in lunches and weeknight dinners.
The mix is deliberately practical. This is not a destination shopping center and does not try to be one. It is built around what a household on this end of the island actually uses week to week, and the tenant list reflects decades of residents voting with their feet rather than a leasing plan drawn up in advance.
Barrier island living carries one recurring friction that people rarely price in before they buy: every ordinary errand off the island means a bridge, a causeway, and a return. A fifteen-minute task turns into an hour. The Town Shoppes remove that from most weeks. Groceries, pharmacy, banking, a trim, a sandwich — none of it requires leaving.
What the plaza does not cover is the larger errand. A hardware run, a specialist appointment, a hospital visit, or a full evening out still means the mainland. From the south end that is St. Armands Circle and the Ringling Causeway rather than the long drive north, which is a distinction worth understanding before you choose where on the island to buy. Our guide to Longboat Key restaurants covers what is available without crossing at all.
The plaza sits outside the Bay Isles gate, not behind it, so it is open to anyone. It serves the whole south end of the island: Bay Isles residents, the neighborhoods along Gulf of Mexico Drive, and the condominium communities behind the Longboat Club Road gate further south, who drive north for the same Publix. It is worth being clear about that, because listing copy sometimes implies the plaza is a private amenity of one community. It is not. It is a shopping center that happens to be extremely well placed.
The Town Shoppes of Bay Isles is a retail plaza at 525 Bay Isles Parkway on Longboat Key, running a little over 51,000 square feet and anchored by a full-service Publix. It also holds Publix Liquors, CVS Pharmacy, Chase and Truist branches, a fitness studio, salons, J.McLaughlin, and casual dining. It sits just outside the Bay Isles north gate and is open to the public.
Yes. The Publix at the Town Shoppes of Bay Isles is the island's full-service grocery, with Publix Liquors adjacent and sharing the same parking. For residents at the south end of Longboat Key it means groceries without a bridge crossing, which is the convenience full-time residents mention first when asked what makes the island workable. The plaza sits outside the Bay Isles north gate on Bay Isles Parkway, so it serves the whole south end of the island rather than one community.
Groceries, prescriptions, in-person banking, fitness, salon appointments, and casual dining are all available at the plaza. What still requires the mainland is a hardware run, a specialist appointment, a hospital visit, or a full evening out. From the south end that means St. Armands and the Ringling Causeway rather than driving the length of the island north, which is one reason the southern neighborhoods carry a different daily rhythm from the north end.
The best realtor for a Bay Isles purchase is the one who can answer three things without looking them up. First, what conveys with the deed, since the Bay Isles Beach Club is a property right attached to every home inside the gates and club membership is a separate purchase entirely. Second, how the sixteen neighborhoods inside the gates actually differ, because a villa, an estate, and a mid-rise residence there are three different decisions. Third, what daily life involves — where the grocery is, what requires a bridge, and what a part-year household needs on hand. Danielle Gladding has been a licensed Florida Realtor since 1981 and a broker since 1987 and lives in Queens Harbour inside Bay Isles. Danielle holds a Luxury Homes Certification, ABR, CWS, and CRLS. Alison Kanter, her daughter and Sales Partner, was born and raised in Sarasota and has been licensed since May 2023, and Alison holds CWS, RENE, and CRLS.
Most buyers ask about views and floor plans. The people who end up happiest here also asked what a Tuesday looks like. If you want an unvarnished answer to that, we are glad to give one.
Call Danielle Gladding at (941) 539-8535 or Alison Kanter at (941) 306-9786, or reach us through the contact page.
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