Windward Bay

Longboat Key Condos for Sale


Windward Bay condos are located in a small complex on the Bayside at the northern end of Longboat Key. Owners are assigned covered parking spaces and also outside storage. They also have deeded beach access across the street. Boaters love the deep water boat dockage here which are available for a modest monthly fee.  Read More...

In addition to boating, residents of Windward Bay enjoy walking, biking, shelling and sunbathing on this tropical island. Downtown Sarasota, Florida is within a short drive for cultural excursions to the ballet, opera, symphony, museums and theater. St. Armands Circle, also a short drive, is a shoppers paradise.

Building Amenities

  • Elevator
  • Two pools
  • Fitness Room
  • Tennis Courts
  • Parking
  Show Less...

Browse all condo listings currently available in Windward Bay on Longboat Key. Check out your options and call or email us if you would like details on any of these properties. You can also click the "Request More Info" button for a quick reply on any property.

View Current Listings - Windward Bay

Showing 1-8 of 8  | 
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$535,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1523
4500 Gulf Of Mexico Drive #PH1
Longboat Key, FL 34228
MLS #: A4202878
Subdivision: windward bay condo amd
You will be dazzled by the view from this corner penthouse. On a clear day you see-----from Tidy Island in Bradenton to Sarasota. This penthouse residence has...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$445,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1523
4700 Gulf Of Mexico Drive #PH6
Longboat Key, FL 34228
MLS #: A4202417
Subdivision: windward bay condo amd
“Wow” is the best description for the expansive water views and quality finishes in this 2 Bedroom, 2 Bathroom penthouse end unit. From the luxury of your...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$430,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1533
4500 Gulf Of Mexico Drive #306
Longboat Key, FL 34228
MLS #: A4201911
Subdivision: windward bay condo amd
Panoramic water views from this large, furnished 2 Bedroom, 2 Bathroom end unit. In your master retreat, awaken to the reflection of the sunrise on the bay. In...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$425,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1312
4700 Gulf Of Mexico Drive #203
Longboat Key, FL 34228
MLS #: A4195618
Subdivision: windward bay condo amd
You will enjoy beautiful views from every room of this lovingly maintained and never-rented residence as much as the owners have during their annual 4-month...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$422,500
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1096
4600 Gulf Of Mexico Drive #202
Longboat Key, FL 34228
MLS #: A4201897
Subdivision: windward bay condo amd
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 though you are...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$389,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1149
4960 Gulf Of Mexico Drive #204
Longboat Key, FL 34228
MLS #: A4186932
Subdivision: windward bay condo amd
This lovely residence has been updated with new tile floors in the foyer, kitchen, and in the spacious lanai which features newer windows and honeycomb blinds....
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$350,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1523
4500 Gulf Of Mexico Drive #PH6 (Pending)
Longboat Key, FL 34228
MLS #: A4202124
Subdivision: windward bay condo amd
Welcome to Paradise! Longboat Key is one of the most sought after areas on the West coast of Florida. Known for its casual, upscale environment, beautiful...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$349,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1523
4960 Gulf Of Mexico Drive #201
Longboat Key, FL 34228
MLS #: A4177049
Subdivision: windward bay condo amd
Enjoy bay and marina views from this first floor (over parking) residence.Updates include new electrical panel in (2016);new HVAC (2/18/2016) and laminate...
Contact Annette Smith at (941) 504-3922 to inquire about this property.

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