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 18 Listings
Price, High to Low
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Reduced 2%

2 Bed • 2 Bath • 1,312 Sf


4540 Gulf Of Mexico Dr #202, Longboat Key

Pristine Light And Bright 2 Br/2ba Condo With Beautiful Views From All Rooms In A Quiet Location. Spend Your Mornings And Evenings On The 22’ Lanai...

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Reduced 2%

2 Bed • 2 Bath • 1,312 Sf


4700 Gulf Of Mexico Dr #205, Longboat Key

Come Enjoy The Pristine Beaches, Great Fishing, Golfing, Boating, Tennis, And More! With The Sound Of The Ocean And Birds Chirping Right Outside Yo...

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2 Bed • 2 Bath • 1,312 Sf


4700 Gulf Of Mexico Dr #303, Longboat Key

When A Vacation Home Becomes A Place To Call Home. Welcome To Windward Bay, Building D With The Best Water Views. After A Wow Entry To This Fully U...

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Reduced 1%

2 Bed • 2 Bath • 1,312 Sf


4600 Gulf Of Mexico Dr #202, Longboat Key

Picturesque And Serene! Upon Entry Into This Updated 2bd/2ba Home You Are Immediately Drawn To The Bayfront Views That Are So Close You Feel As Th...

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Reduced 7%

2 Bed • 2 Bath • 1,312 Sf


4700 Gulf Of Mexico Dr #203, Longboat Key

You Will Enjoy Beautiful Views From Every Room Of This Lovingly Maintained And Never-rented Residence As Much As The Owners Have During Their Annua...

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Reduced 5%

2 Bed • 2 Bath • 1,149 Sf


4960 Gulf Of Mexico Dr #204, Longboat Key

With A New Lower Price, This Condo With Big Water Views From Every Room, In The Building Nearest To Community Amenities, And Across The Street From...

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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 February 20th, 2018 at 4:35pm EST.

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