Windward Bay Condos

Windward Bay condos are a great, affordable option for waterview living on Longboat Key. With a beautiful view and beach access, individuals with Windward Bay real estate benefit from the Florida Keys lifestyle without a heavy pricetag. Read more about Windward Bay.

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For your private tour of residences available at Windward Bay, please contact Louis Wery.

Windward Bay

All Listings Under $100,000 $400,000 - $500,000
$500,000 - $600,000
1 – 6 of 14 Listings
Price, High to Low

2 Bed • 2 Bath • 1,325 Sf • 27 Acres


4800 Gulf Of Mexico Dr #205, Longboat Key

It Doesn't Get Much Better Than This-----superb Renovation, Unique Kitchen Redesign, Serene Location! Step Into This Bayfront Residence And Experie...

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2 Bed • 2 Bath • 1,523 Sf • 27 Acres


4500 Gulf Of Mexico Dr #ph6, Longboat Key

Treehouse.. Penthouse…boathouse! Fabulous Opportunity For A Fully Remodeled, 2bed/2bath Top Floor Condo, End Location, That Appears As If It Sits...

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2 Bed • 2 Bath • 1,561 Sf • 27 Acres


4960 Gulf Of Mexico Dr #ph6, Longboat Key

“wow” Is The Best Description For The Expansive Water Views From Every Room In This Cheerful 2 Bedroom, 2 Bathroom, Penthouse, End-unit. From The L...

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2 Bed • 2 Bath • 1,561 Sf


4500 Gulf Of Mexico Dr #201, Longboat Key

This Lovely Updated Residence With Choice Large Corner Location Featuring Bay Views Can Be Your Home In Paradise. From Every Room You Are Drawn To ...

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2 Bed • 2 Bath • 1,312 Sf • 27 Acres


4700 Gulf Of Mexico Dr #303, Longboat Key

Here Is The Perfect Peaceful Place To Call Home. This Delightfully Updated Condominium Features A Wall Of Windows Ideal For Viewing The Lovely Canv...

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2 Bed • 2 Bath • 1,312 Sf


4600 Gulf Of Mexico Dr #202, Longboat Key

Large Pet Friendly For Owners And Tenants! Move-in Ready Property! You Still Have Time To Secure A Seasonal Tenant To Start Earning Income And Co...

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  • Clubhouse
  • Dock
  • Elevator
  • Fitness center
  • Assigned Under-building Parking
  • His/Hers Saunas
  • Suffleboard Courts
  • Two Heated Swimming Pools
  • Tennis Courts


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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on December 12th, 2018 at 1:15am EST.

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