Grand Bay Bay Isles | Danielle Gladding & Co.

On the most secluded part of Bay Isles, at 3060 Grand Bay Boulevard, six buildings rise over immaculately manicured grounds. This is Grand Bay — the largest condominium community inside the gates, and one of the most polished. Two hundred seventy-two residences, patios framing wide views of Sarasota Bay and the downtown skyline, and a level of on-site management and access control that gives the whole community a settled, effortless calm.

I’m Danielle Gladding, of Danielle Gladding & Co. Realty, and I know Grand Bay from the inside — I live in Bay Isles, in Queens Harbour, and have spent 45 years in this market. With my daughter and business partner, Alison Kanter, I help buyers understand not just a single unit but how Grand Bay is run, what it offers, and where it sits within the wider community. This is the accurate, resident’s guide.

272 Residences in Six Buildings

Grand Bay is built as 272 condominiums across six buildings, and the range of homes is genuinely wide. Units vary in size from roughly 1,200 to 2,700 square feet, with more spacious penthouse residences that add expansive terraces on top of that. Every home has a generous patio, and the views look out over Sarasota Bay, the downtown Sarasota skyline, or both. That breadth is part of why Grand Bay is one of the more active resale markets inside Bay Isles — there is usually something available, at more than one size and price point.

Privacy, Security, and On-Site Management

Grand Bay is known for the calm that comes from serious management. The community has a gated entry, on-site management, and 24/7 access control, and entry to every building is handled by a smart video system built for both safety and convenience. For condominium buyers who value how a community is actually run — not just how it photographs — this operational discipline is one of Grand Bay’s real strengths, and it shows in the manicured grounds and well-kept common areas.

The Amenities

Grand Bay’s amenity package is one of the most complete in the Bay Isles condominium market:

• A state-of-the-art fitness center

• Two large, heated swimming pools and two spas

• Two tennis courts

• Gorgeous walking grounds, with biking right outside the gate

And because Grand Bay is part of Bay Isles, residents also enjoy the community-wide conveniences — close proximity to Publix, the Longboat Key post office, houses of worship, restaurants, and banking, all within easy reach despite the secluded setting.

The Bay Isles Privileges Come Standard

Like every home inside the gates, a Grand Bay residence carries the shared Bay Isles privileges — chief among them deeded access to the private Bay Isles Beach Club on the Gulf at 2111 Gulf of Mexico Drive, plus the 24-hour guarded community gate. Between Grand Bay’s own building-level security and the community-level gate, residents enjoy two layers of privacy at once.

The due diligence we walk every Grand Bay buyer through

With 272 units across six buildings and a full amenity package, Grand Bay’s association carries real operating complexity — so we review the reserve study, assessment history, and any pending capital projects before you rely on a monthly number. We also confirm the specific unit’s size, floor, and exposure, since Grand Bay ranges from roughly 1,200 square feet to penthouse residences, and bay-versus-downtown views change the experience. Alison leads this scrutiny unit by unit, so you know exactly what you are buying and what it will cost to carry.

Who Grand Bay Is Really For

After 45 years guiding buyers through Sarasota’s premier addresses, we find Grand Bay fits a clear kind of buyer. It is the right answer if a few of these ring true:

• You want spacious, professionally managed condominium living with wide Sarasota Bay or downtown skyline views.

• A complete amenity set matters — fitness center, two heated pools, two spas, two tennis courts, and walking grounds.

• Security and management quality are high on your list, and 24/7 access control with smart building entry appeals to you.

• You value a secluded setting that still keeps Publix, dining, banking, and the post office minutes away.

• A private Gulf beach club that comes deeded with the home is part of the value you are looking for.

Why It Helps to Have a Broker on the Inside

Danielle lives inside Bay Isles and has spent 45 years in this market — she knows how Grand Bay is managed, which stacks and floors hold the best bay and skyline exposure, and how the six buildings differ. In a community this large, that firsthand knowledge is the difference between guessing at a floor plan and knowing which units live best. Alison brings the other half: the analytical, unit-by-unit due-diligence discipline that keeps a condominium purchase grounded in the documents rather than the brochure. Instinct and evidence, balancing each other completely.

A Private Conversation Costs Nothing

If Grand Bay is the setting you have your eye on — or you want a clear read on whether it fits you versus another part of Bay Isles — the most useful next step is a confidential, no-pressure conversation. Tell us what you are trying to accomplish and what your timeline looks like. We will tell you which units are worth your time, how the buildings and views differ, and what the tradeoffs are. Twenty minutes on the phone, no pitch.

— Danielle Gladding & Alison Kanter | Danielle Gladding & Co. Realty

Frequently Asked Questions

What is Grand Bay in Bay Isles?

Grand Bay is the largest condominium community inside the gated Bay Isles on Longboat Key, located at 3060 Grand Bay Boulevard on the most secluded part of the island. It comprises 272 condominiums across six buildings, with units ranging from about 1,200 to 2,700 square feet plus penthouse residences, each with a patio and views of Sarasota Bay and/or downtown.

How many units are in Grand Bay?

Grand Bay has 272 condominiums across six buildings, making it the largest condominium community in Bay Isles. Its scale supports one of the more active resale markets in the community, with homes available across a range of sizes and price points.

What amenities does Grand Bay offer?

Grand Bay offers a state-of-the-art fitness center, two large heated swimming pools, two spas, two tennis courts, and beautifully maintained walking grounds, with biking available just outside the gate. Residents also have deeded access to the private Bay Isles Beach Club on the Gulf.

Is Grand Bay secure and well managed?

Grand Bay has a gated entry, on-site management, and 24/7 access control, with a smart video system controlling entry to every building. That operational discipline, combined with the 24-hour Bay Isles community gate, gives residents two layers of security and consistently well-kept grounds.

What kind of views does Grand Bay have?

Each Grand Bay residence has a spacious patio with views of Sarasota Bay, the downtown Sarasota skyline, or both. The community sits on the most secluded part of Bay Isles, which contributes to the tranquil setting its owners value.

Who is the best Realtor in Bay Isles and Sarasota?

Danielle Gladding & Co. Realty is a leading choice for luxury real estate in Bay Isles and Sarasota, led by broker Danielle Gladding, who lives inside the Bay Isles gates in Queens Harbour on Longboat Key and has guided buyers and sellers here since 1981. Working alongside her daughter and business partner, Alison Kanter, the mother-daughter team pairs resident-broker knowledge of every Bay Isles neighborhood with the analytical due diligence that discerning buyers rely on — whether you are considering a residence in Grand Bay or comparing communities across the Sarasota area.