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 1-7 of 7  | 
Page   of 1
$495,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1312
4700 Gulf Of Mexico Drive #205
Longboat Key, FL 34228
MLS #: A4193671
Subdivision: windward bay condo amd
CONDO EXTRAORDINAIRE IN WINDWARD BAY! “New” can be used to describe so many aspects of this 2BD/2BA Bayfront, picturesque home. NEW porcelain tile floors,...
Open House:  Sunday, September 03, 2017 from 1-4 PM More upcoming open houses >>
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$425,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1312
4800 Gulf Of Mexico Drive #PH3
Longboat Key, FL 34228
MLS #: A4183170
Subdivision: windward bay condo amd
Arrival into this 2BD/2BA penthouse has the feel of sitting on the balcony of a cruise ship with sites of land in the distance, and nothing but calming waters...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$420,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1561
4900 Gulf Of Mexico Drive #301
Longboat Key, FL 34228
MLS #: A4179881
Subdivision: windward bay condo amd
Enjoy stunning views of Sarasota Bay from every room in this preferred "Building B" location at Windward Bay, a 25-acre bayside community on beautiful Longboat...
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.
$379,500
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1152
4500 Gulf Of Mexico Drive #206 (Pending)
Longboat Key, FL 34228
MLS #: A4188962
Subdivision: windward bay condo amd
Popular mid key community offers everything a Florida lifestyle can imagine. The 25 acre complex has boat docks and deeded beach access. The on site manager...
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.
$218,500
Bedrooms: 1
Baths: 1
Approx Sq Ft: 812
4720 Gulf Of Mexico Drive #V2
Longboat Key, FL 34228
MLS #: A4192477
Subdivision: windward bay condo amd
New Price and Best Value on Longboat Key. Won't last long, why wait any longer? Lovely one story villa lives like a private home, in popular bay front...
Contact Annette Smith at (941) 504-3922 to inquire about this property.

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