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Longboat Key, FL

Grand Bay

A gated tower community within Bay Isles, set between the Harbourside golf course and Sarasota Bay, 272 residences across six buildings, all wrapped in full-service, gated luxury with sweeping bay views. The county roll assesses 272 units across 6 plats, built 1994 to 2000, rising 12 floors, in Sarasota County.

Price Range

Est. $1M to $4M

Home Types

Bayfront condominium

Total Homes

272 units

Amenity Level

High

HOA (Yearly) Est.

$28,263 - $36,184

CDD (Yearly) Est.

None

Flood Zone

X / AE

Fee estimates may vary by lot size and sub-association. View all community fees →

Amenities & lifestyle

  • Two heated pools
  • Tennis courts
  • Fitness center
  • Concierge
  • Deeded Bay Isles Beach Club access

Michael’s Take

County roll: 272 units, built 1994 to 2000, 12 floors, assessed in Sarasota County. Recorded across 6 separate plats, so confirm which one a listing sits in. No CDD; Longboat Key carries none.

How Grand Bay compares

From the county records

$1,550,000

Median of 51 recorded sales since October 2023, the middle eighty percent between $800,000 and $2,250,000.

23%

Of the 272 finished houses here carry a homestead exemption, which reads as largely second homes and seasonal owners.

Newest building completed 2000. The roll records no completions here in the last three years, so this is a built-out community rather than one still being delivered.

Arm’s-length sales recorded with Sarasota County, read October 2026. Quitclaims, foreclosures, family transfers and pre-construction sales are excluded. Homestead requires the property to be a permanent residence, so the share carrying one is a strong proxy for how many owners live here full time, not a census of them.

At an estimated $32,224 a year in combined HOA and CDD, Grand Bay sits about 61% above the Longboat Key median of $20,000, ranking 51 of the 62 Longboat Key communities whose fees this site tracks. There is no CDD assessment here, which is what keeps that figure down.

Estimates from the same dataset behind the fee pages and the True Cost Index. Fees vary by lot size and sub-association, and change with each budget.

More Longboat Key homes by priceUnder $1M$1M to $2M$2M and up

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Grand Bay FAQ

How much do homes in Grand Bay cost?+

Homes in Grand Bay are generally priced in the Est. $1M to $4M range. Pricing moves with the market and varies by floor plan, lot, and incentives, so reach out for the most current numbers.

What kind of homes are in Grand Bay?+

Grand Bay offers bayfront condominium. Attached homes carry an association that maintains the building itself, so the fee covers more than it would on a single-family home and the association's reserves matter to you directly. What a specific home includes, and what the association maintains, is set out in that community's documents and is worth reading before an offer rather than after.

Is golf membership required at Grand Bay?+

Golf is central to Grand Bay, but living in a golf community and holding a golf membership are two different things and the distinction costs real money. Membership structures vary: some are required with the home, some optional, some sold separately to non-residents, and some carry a waiting list. Confirm which applies to the specific address, and the current dues, directly with the club before relying on it.

What amenities does Grand Bay have?+

Grand Bay offers Two heated pools, Tennis courts, Fitness center, Concierge, Deeded Bay Isles Beach Club access. Worth separating two things that often get blurred together: amenities the HOA maintains and which every owner pays for, and club or golf facilities that may require a separate membership on top. Which category each amenity falls into determines your actual annual cost, and it is set out in the community documents rather than in any listing.

What have homes in Grand Bay actually sold for?+

51 arm's-length sales have been recorded in Grand Bay since October 2023, at a median of $1,550,000. The middle eighty percent of those sales fell between $800,000 and $2,250,000, which is a better guide to the range than the extremes. These are prices recorded with Sarasota County, not asking prices, so they describe what buyers and sellers actually agreed. Figures read October 2026; quitclaims, foreclosures and family transfers are excluded.

Do people live in Grand Bay year round?+

23% of the 272 finished homes in Grand Bay carry a homestead exemption, which Florida grants only on an owner's permanent residence. That reads as largely second homes and seasonal owners. It is a strong proxy rather than a census, since an owner who lives there but never filed does not appear in it, but it is the most direct public signal of how occupied a community is outside the winter.

Is Grand Bay still being built?+

The most recent home the county records in Grand Bay was completed in 2000, across 278 platted parcels of which 272 carry a finished home. The county records no completions here in the last three years, so Grand Bay is built out and what trades is resale rather than new construction. Build year matters more in Florida than buyers expect, because insurers weight roof age heavily and it drives what a property costs to carry rather than just what it costs to buy.

Does Grand Bay have an HOA or CDD fee?+

Grand Bay has an HOA fee estimated at $28,263 - $36,184 yearly, and the fee data for this community records no CDD assessment. That matters more than it sounds: a CDD is a bond repayment attached to the land and billed with your property taxes, so its absence is a permanent annual difference against communities that carry one. Figures are estimates and vary by home, so confirm them for the specific address before relying on them.

What flood zone is Grand Bay in?+

The flood zone recorded for Grand Bay is X / AE. Zones beginning A or V are the higher-risk categories, where a federally backed mortgage generally requires flood insurance, while zone X is lower risk and coverage is usually optional. Flood zone is assigned per property rather than per community though, and elevation can change both the requirement and the premium substantially, so get the zone and the elevation certificate for the exact address rather than relying on a community-level figure.

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