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  | 
Page   of 1
$449,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1325
4500 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A4141206
Subdivision: windward bay condo amd
This light and bright, two bedroom top-floor residence at Windward Bay is ready to move right into. Lovely updates and stylish furnishings (included) create an...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Coldwell Banker Res R E
$439,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1149
4960 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A4131814
Subdivision: windward bay condo amd
Unobstructed water views from every room! This is the perfect opportunity for someone to create their own beach retreat. This unit features two large bedrooms...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Coldwell Banker Res R E
$429,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1325
4600 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A4136846
Subdivision: windward bay condo amd
Direct bay views abound from every room of this lovely two bedroom, two bath residence. This top-floor retreat features panoramic vistas of tranquil bay waters...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Coldwell Banker Res R E
$419,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1327
4900 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A4134839
Subdivision: windward bay condo amd
GORGEOUS VIEW OF SARASOTA BAY!! You have to see it to believe it. This 2 bedroom, 2 bathroom condo has been completely updated. All new hurricane windows,...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Exit King Realty
$419,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1561
4500 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: T2797365
Subdivision: windward bay condo amd
WATER FRONT ON SARASOTA BAY. Fantastic water views from all rooms. End unit with extra window. Glass enclosed balcony with heating and air conditioning with a...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Real Estate 100 Llc
$407,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1312
4700 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A4143012
Subdivision: windward bay condo amd
Extraordinary Panoramic Full Bay views from every room of this completely furnished 2 bedroom, 2 bath residence! Enjoy watching the birds and dolphins from the...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Berkshire Hathaway Homeservice
$399,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1325
4800 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A4141963
Subdivision: windward bay condo amd
Enjoy sunrises and the direct panoramic Sarasota Bay views from this Windward Bay two bedroom residence. This condo has a wheelchair accessible shower in the...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Michael Saunders & Company
$300,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1096
4540 Gulf Of Mexico Drive
Longboat Key, FL 34228
MLS #: A4136490
Subdivision: windward bay condo amd
This 2 bedroom/2 bath unit is a wonderful sanctuary with a lovely view of the extensive mangrove preserve and Sarasota Bay. This condo features an open plan...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Listing provided courtesy of Keller Williams Realty Select

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