Windward Bay on Longboat Key

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.

In addition to boating, residents 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.  Read More...

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.
Windward Bay December 7, 2019
7
Listed
73
Avg. DOM
$377.09
Avg. $ / Sq.Ft.
$525,000
Med. List Price
7 Properties
Open 12/8
4600 Gulf Of Mexico Dr #201 Longboat Key, FL 34228
$575,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,561
Sq.Ft.
1975
Year Built
12
Days on Site
A4452588
MLS
Spectacular and gorgeous water views from every room in this meticulously remodeled end unit with over 1500+ square feet of coastal living! Newer HVAC, windows and French doors opening from each...
$560,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,325
Sq.Ft.
1975
Year Built
37
Days on Site
A4450381
MLS
You'll fall in love with the floor plan in this totally renovated bay front residence. No expense was spared to create this masterpiece. The kitchen has been enlarged to accommodate more cabinets, a...
$529,900
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,376
Sq.Ft.
1975
Year Built
13
Days on Site
A4452513
MLS
Spectacular Bay Views and Luxury Finishes Adorn this Outstanding, Updated 2 Bedroom, 2 Bath Tommy Bahama Inspired End Unit. The owners recently renovated the kitchen and bathrooms. Some of the...
Open 12/7
4810 Gulf Of Mexico Drive Longboat Key, FL 34228
$525,000
Subdivision: Windward Bay Condo Amd
3
Beds
2
Baths
1,344
Sq.Ft.
1974
Year Built
186
Days on Site
A4437978
MLS
THIS ONE HAS IT ALL! 3BD/2BA VILLA! Looking for: maintenance free lifestyle of a condo yet want the feel of living in a single family home? All the freshest trends of an updated interior & all the...
$499,000
Subdivision: Windward Bay Condo Amd
3
Beds
2
Baths
1,334
Sq.Ft.
1974
Year Built
198
Days on Site
A4436854
MLS
Nestled in the Windward Bay community on Longboat Key, this villa with deeded beach access boasts three bedrooms plus two bathrooms. A beautiful pet friendly community . Get ready to enjoy the...
$475,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,168
Sq.Ft.
1974
Year Built
2
Days on Site
A4453432
MLS
Live the one level (no elevator) villa lifestyle at Windward Bay; like having your own beach cottage ! This 2B/2B recently completely, updated unit with newer windows and doors, private attached...
$395,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,352
Sq.Ft.
1975
Year Built
66
Days on Site
A4447041
MLS
Living at Windward Bay offers a lovely direct-bayfront lifestyle complemented by an array of amenities. This two-bedroom, top-floor residence is a flourish of views of the community marina that...

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