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 1-4 of 4  | 
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$410,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1325
4500 Gulf Of Mexico Drive #305
Longboat Key, FL 34228
MLS #: A4162445
Subdivision: windward bay condo amd
Imagine awakening to spectacular views of Sarasota Bay from your sunny, tranquil bay front home. Throughout the day manatees and dolphins frolic in the marina...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$399,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1149
4960 Gulf Of Mexico Drive #303 (Under Contract)
Longboat Key, FL 34228
MLS #: A4154649
Subdivision: windward bay condo amd
AWC - Taking Backup Offers. The gorgeous new windows, just installed last year, enhance every sunrise, the views of boats passing on the bay, birds and...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$389,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1325
4700 Gulf Of Mexico Drive #D202 (Pending)
Longboat Key, FL 34228
MLS #: A4162441
Subdivision: windward bay condo amd
Enjoy full bay views from this 2/2 (plus lanai) condo situated on 25 acres of Sarasota Bayfront. This residence is in good condition but a new owner will...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$184,000
Bedrooms: 1
Baths: 1
Approx Sq Ft: 812
4770 Gulf Of Mexico Drive #4770 (Pending)
Longboat Key, FL 34228
MLS #: A4150614
Subdivision: windward bay condo amd
Short Sale. Partial Bay views from this one bedroom villa in popular Bayfront community. Amenities include deeded beach access, 2 pools, clubhouse with fitness...
Contact Annette Smith at (941) 504-3922 to inquire about this property.

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