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.

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 March 19, 2019
7
Listed
111
Avg. DOM
$326.92
Avg. $ / Sq.Ft.
$405,000
Med. List Price
7 Properties Found.
Sort By:
4800 Gulf Of Mexico Drive #205
Longboat Key, FL 34228
Open House
4800 Gulf Of Mexico Drive #205 Longboat Key, FL 34228
1 of 34
$560,000
Subdivision: Windward Bay Condo Amd
BEDS
2
BATHS
2
SQ.FT.
1,325
BUILT
1975
ON SITE
111Days
MLS
A4420391
It doesn't get much better than this-----superb renovation, unique kitchen redesign, serene location! Step into this Bayfront residence and experience sweeping bay views, blue sky and lush...
4500 Gulf Of Mexico Drive #PH6
Longboat Key, FL 34228
4500 Gulf Of Mexico Drive #PH6 Longboat Key, FL 34228
1 of 30
$470,000 ( $45,000 )
Subdivision: Windward Bay Condo Amd
BEDS
2
BATHS
2
SQ.FT.
1,523
BUILT
1975
ON SITE
128Days
MLS
A4418795
TREEHOUSE.. PENTHOUSE...BOATHOUSE! Fabulous opportunity for a fully remodeled, 2bed/2bath top floor condo, end location, that appears as if it sits atop lush trees yet is situated overlooking the...
4700 Gulf Of Mexico Drive #PH3
Longboat Key, FL 34228
Open House
4700 Gulf Of Mexico Drive #PH3 Longboat Key, FL 34228
1 of 38
$460,000 ( $65,000 )
Subdivision: Windward Bay Condo Amd
BEDS
2
BATHS
2
SQ.FT.
1,325
BUILT
1975
ON SITE
86Days
MLS
A4422211
Drastic reduction as motivated seller lowered the price to below most recent pending/sold comparable Penthouse units!! Imagine looking at unobstructed full bay views from downtown Sarasota waterfront...
4700 Gulf Of Mexico Drive #305
Longboat Key, FL 34228
4700 Gulf Of Mexico Drive #305 Longboat Key, FL 34228
1 of 47
$405,000 ( $10,000 )
Subdivision: Windward Bay Condo
BEDS
2
BATHS
2
SQ.FT.
1,312
BUILT
1975
ON SITE
76Days
MLS
A4422164
Gorgeous Sarasota Bay views are yours from every room in this 2 bed/2 bath, Turn-Key Furnished condo with Beach access right across the street! With 25+ feet of waterfront windows and a great...
4700 Gulf Of Mexico Drive #303
Longboat Key, FL 34228
4700 Gulf Of Mexico Drive #303 Longboat Key, FL 34228
1 of 25
$399,999 ( $19,901 )
Subdivision: Windward Bay Condo Amd
BEDS
2
BATHS
2
SQ.FT.
1,312
BUILT
1975
ON SITE
168Days
MLS
A4415060
Here is the perfect peaceful place to call home. This delightfully updated condominium features a wall of windows ideal for viewing the lovely canvas upon which sunrises and sunsets reveal their...
4600 Gulf Of Mexico Drive #202
Longboat Key, FL 34228
4600 Gulf Of Mexico Drive #202 Longboat Key, FL 34228
1 of 37
$399,810 ( $9,190 )
Subdivision: Windward Bay Condo Amd
BEDS
2
BATHS
2
SQ.FT.
1,312
BUILT
1975
ON SITE
126Days
MLS
A4419076
PRICED TO MOVE AND MOVE-IN READY! RENT IT, OR USE IT, OR BOTH! DON'T MISS YOUR OPPORTUNITY BECAUSE RIGHT NOW EVERYONE IS SECURING THEIR HOME FOR THE NEXT SEASON. BUY NOW AND SECURE RENTAL INCOME.....
4540 Gulf Of Mexico Drive #201
Longboat Key, FL 34228
4540 Gulf Of Mexico Drive #201 Longboat Key, FL 34228
1 of 37
$390,000 ( $25,000 )
Subdivision: Windward Bay Condo Amd
BEDS
2
BATHS
2
SQ.FT.
1,337
BUILT
1975
ON SITE
89Days
MLS
A4422082
Stunning waterfront residence has undergone a gorgeous renovation, with views of the inter coastal and mangrove estuary. Highlighted updates include porcelain tile floors, a bright open kitchen which...

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