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 April 1, 2020
10
Listed
130
Avg. DOM
$350.43
Avg. $ / Sq.Ft.
$496,500
Med. List Price
10 Properties
$560,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,325
Sq.Ft.
1975
Year Built
153
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...
$529,800
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,376
Sq.Ft.
1975
Year Built
129
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...
$524,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,312
Sq.Ft.
1975
Year Built
50
Days on Site
A4459680
MLS
This charming condominium in desirable Windward Bay on Longboat Key includes an open floor plan and first-rate appointments everywhere. Entering the home you are greeted by expansive, unobstructed...
$519,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,312
Sq.Ft.
1975
Year Built
40
Days on Site
A4460638
MLS
Fully and beautifully remodeled, this chic two bedroom/two bathroom penthouse level (no one living above!) condo has fabulous Sarasota Bay views and the Gulf of Mexico with its sugary sand beach just...
$499,000
Subdivision: Windward Bay Condo Amd
3
Beds
2
Baths
1,344
Sq.Ft.
1974
Year Built
302
Days on Site
A4437978
MLS
SELLER MOTIVATED AND WANTS AN OFFER THIS SEASON! 3BED/ 2BA VILLA! Lives like a single-family home without all the work. Private covered parking right at your front door and YOUR OWN GRILL just...
$494,000
Subdivision: Windward Bay Condo Amd
3
Beds
2
Baths
1,334
Sq.Ft.
1974
Year Built
314
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...
$450,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,325
Sq.Ft.
1975
Year Built
70
Days on Site
A4457544
MLS
Imagine living on Longboat Key on the Bayfront for this price! This corner residence with 1523 sq.ft. is great value. The kitchen interior wall has been removed to bring the bay view to your...
$409,900
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,312
Sq.Ft.
1975
Year Built
22
Days on Site
A4439434
MLS
You could be the lucky owner of this turnkey furnished 2 bed/2 bath large pet friendly, bay front condo with panoramic views of Sarasota Bay, boat slips, and 3 ACCESSES to the sugary sand beach right...
$375,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,352
Sq.Ft.
1975
Year Built
182
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...
$360,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,561
Sq.Ft.
1975
Year Built
49
Days on Site
A4459846
MLS
The owner of this 2 bed/2 bath END UNIT condo wants an offer! Check out the great price of only $360,000! This condo has a lot of space and is in a very private location with peaceful views of a...

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