Windward Bay Condos

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Overview

Below are all of the condos for sale in the Windward Bay condominium on Longboat Key Florida. All real estate listings are updated daily from the Multiple Listing Service (MLS).

To learn more about any of these condos or receive email updates when new listings hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!

MLS® Listing Statistics

Total Listings: 11
Average Price: $694,273
Highest Price: $850,000
Lowest Price: $485,000
Average Size: 1,355 ft²
Average Price Per Square Foot: $511 per ft²

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Listings for Sale at Windward Bay

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Image 0: A4630592

4500 Gulf Of Mexico Drive 205, LONGBOAT KEY, FL - $485,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 41 DOM
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This Is Your Lucky Day! Dramatic Price Improvement! Sellers Are Motivated! A Blank Palette To Create The Home That You Have Always Dreamed Of Awaits. Why Spend $30,000 For Deconstructing And Removal Down To The Studs Of An Original Windward Bay Co...

Image 1: A4631982

4540 Gulf Of Mexico Drive 204, LONGBOAT KEY, FL - $495,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,096 SQFT
  • 64 DOM
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One Or More Photo(s) Has Been Virtually Staged. **this Property Qualifies For A 1% Lender Incentive If Using Preferred Lender. Inquire For More Details.** Imagine Waking Up In Your Island Retreat, Nestled Within The Lush, Serene Surroundings Of Th...

Image 2: A4630636

4540 Gulf Of Mexico Drive 304, LONGBOAT KEY, FL - $525,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,312 SQFT
  • 46 DOM
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Outstanding Price Improvement Offered By Motivated Sellers! This Private Bayfront Condo Has Gorgeous Views Of A Protected Mangrove Preserve And Sarasota Bay. The Spacious Two Bed Two Bath Home Boasts A Flow Through Open Floor Plan With Abundant Li...

Image 3: A4633460

4800 Gulf Of Mexico Drive Ph 3, LONGBOAT KEY, FL - $665,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,312 SQFT
  • 49 DOM
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Perched Above It All, This 2 Bedroom 2 Bath Penthouse Residence Offers Breathtaking And Sweeping Bayfront Views As Well As Hints Of The Sparkling City Lights. Featuring Walls Of Expansive Pgt Hurricane Windows, Bathing The Space In Natural Light ...

Image 4: A4606923

4900 Gulf Of Mexico Drive 204, LONGBOAT KEY, FL - $725,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,312 SQFT
  • 238 DOM
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Must See! Prized Waterfront Location! No Milton Or Helene Water Damage! A Sparkling Remodeled Two Bedroom, Two Bath Condominium With Spectacular Water Views From Every Room. Attention To Detail, Resplendent In Both Design And Livability Is Apparen...

Image 5: A4638669

4500 Gulf Of Mexico Dr 305, LONGBOAT KEY, FL - $725,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,312 SQFT
  • 13 DOM
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Step Into This Beautifully And Recently Updated 2 Bedroom 2 Bath Condo And Enjoy Unobstructed Bay Views Over The Marina And Mangrove Islands In The Sought-after Community Of Windward Bay On Longboat Key. This Is Being Sold Turnkey Furnished With A...

Image 6: A4621332

4540 Gulf Of Mexico Drive Ph1, LONGBOAT KEY, FL - $775,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,561 SQFT
  • 23 DOM
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One Or More Photo(s) Has Been Virtually Staged. Discover The Epitome Of Coastal Living In This Stunning 2-bedroom, 2-bath Renovated Corner Penthouse Situated In A 26-acre Low Density Community On Longboat Key. Boasting Breathtaking Gulf To Bay Vi...

Image 7: A4632746

4900 Gulf Of Mexico Drive 205, LONGBOAT KEY, FL - $795,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,312 SQFT
  • 46 DOM
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Beauty On The Bay Will Be Found In This Delightful 2 Bedroom 2 Bath Condo At Windward Bay; In Fact The Only Unit Currently On The Market At Windward Bay With All Assessments Fully Paid Off, Including The 15 Year Community Capital Improvement Asses...

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 DBA Stellar MLS.

Listing information last updated on February 14th, 2025 at 11:04pm EST.

Map of Windward Bay

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