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 1-10 of 11  | 
Page   of 2  
$485,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1337
4600 Gulf Of Mexico Drive #301
Longboat Key, FL 34228
MLS #: A4169240
Subdivision: windward bay condo amd
Located in one of the most preferred buildings in the very desirable pet-friendly Windward Bay, this renovated third floor end unit features an open kitchen,...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$475,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1325
4500 Gulf Of Mexico Drive #PH2
Longboat Key, FL 34228
MLS #: A4167934
Subdivision: windward bay condo amd
Wow! What a view. This 2/2 penthouse residence has been upgraded with travertine floors in some areas and beautiful tile in the kitchen, hallways and baths;...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$459,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1325
4800 Gulf Of Mexico Drive #302
Longboat Key, FL 34228
MLS #: A4166724
Subdivision: windward bay condo amd
Not many places can claim ability to capture the serene beauty of Sarasota Bay on such a grandeur scale; but this one can! The view is apparent and striking...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$429,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1096
4600 Gulf Of Mexico Drive #202
Longboat Key, FL 34228
MLS #: A4169400
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.
$425,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1096
4900 Gulf Of Mexico Drive #202 (Pending)
Longboat Key, FL 34228
MLS #: A4165340
Subdivision: windward bay condo amd
You won't believe the bay views and from so many places. Kitchen, living room/dining room, lanai, master bedroom, or guest bedroom- the view of bay is the most...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$425,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1523
4960 Gulf Of Mexico Drive #PH6 (Pending)
Longboat Key, FL 34228
MLS #: A4167966
Subdivision: windward bay condo amd
Rare, Top Floor, End Unit with Panoramic Bay Views! For Sale at a Great Price in the popular Windward Bay Complex. The floor plan is super functional and...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$425,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1523
4500 Gulf Of Mexico Drive #PH6
Longboat Key, FL 34228
MLS #: A4168620
Subdivision: windward bay condo amd
Rarely available corner penthouse in this desirable bay front community. The view of Sarasota Bay with the skyline of Bradenton to the north east is stunning....
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$419,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1168
4830 Gulf Of Mexico Drive #V-11
Longboat Key, FL 34228
MLS #: A4167671
Subdivision: windward bay condo amd
Living in a villa at Windward Bay is like having your own beach cottage! This is a 2B/2B completely updated (2014-2015) with private carport and screened...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$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.
$224,000
Bedrooms: 1
Baths: 1
Approx Sq Ft: 911
4710 Gulf Of Mexico
Longboat Key, FL 34228
MLS #: A4168200
Subdivision: windward bay condo amd
Furnished Villa Home, value priced on Longboat Key! Boat Dock only $30 per month. Across from the new "Zota Beach Resort." Investment Opportunity! High income...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Showing 1-10 of 11  | 
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