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 $300,000 - $400,000
$400,000 - $500,000
1 – 6 of 14 Listings
Price, High to Low

2 Bed • 2 Bath • 1,561 Sf • 27 Acres


4960 Gulf Of Mexico Dr #ph6, Longboat Key

Rarely Available, Top Floor, Corner Unit With Panoramic Bay Views! Deeded Gulf Beach Access! From Sunrise To Sunset, This Corner Penthouse Condo ...

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Reduced 1%

2 Bed • 2 Bath • 1,312 Sf


4700 Gulf Of Mexico Dr #303, Longboat Key

Welcome To Windward Bay, Building D Has The Best Water Views. You Won't Be Disappointed. After A Wow Entry To This Fully Updated Condo You Will F...

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Reduced 4%

2 Bed • 2 Bath • 1,325 Sf


4960 Gulf Of Mexico Dr #a305, Longboat Key

Love At First Sight! Extraordinary Bay Views Greet You As You Enter This Residence. The Serene Beauty Of The Water With The Mainland In The Distanc...

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Reduced 3%

2 Bed • 2 Bath • 1,561 Sf


4960 Gulf Of Mexico Dr #a206, Longboat Key

Imagine Yourself Enjoying The Amazing Water Views From This Large, 2 Bdrm/2 Bath Corner Condo, Watching The Sunrise Over Sarasota Bay. Your Day Co...

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2 Bed • 2 Bath • 1,312 Sf • 27 Acres


4960 Gulf Of Mexico Dr #204, Longboat Key

This Beachy 2 Bedroom, 2 Bathroom Condo Is Partially Renovated And Ready For Immediate Occupancy Or Rental Income. Most Of The Work Has Been Done F...

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Reduced 8%

2 Bed • 2 Bath • 1,337 Sf


4540 Gulf Of Mexico Dr #ph1, Longboat Key

Seasonal: Rarely Available Penthouse, End Unit In Windward Bay! Beautifully Appointed Two Bedroom, Two Bath With Breathtaking Views Of Sarasota B...

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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 September 19th, 2018 at 2:01pm EDT.

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