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Included below are Windward Bay Condos For Sale in Longboat Key Florida. If you would like more information on any of these Longboat Key Florida real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Longboat Key, FL - Windward Bay Condos For Sale January 18, 2021
13
Listed
171
Avg. DOM
$331.46
Avg. $ / Sq.Ft.
$490,000
Med. List Price
13 Properties
Page 1 of 2
Sold
4800 Gulf of Mexico Dr #205 Longboat Key, FL 34228
$495,000
Subdivision: Windward Bay Amd
2
Beds
2
Baths
1,312
Sq.Ft.
1975
Year Built
1/4/21
Sold On
A4485258
MLS
Perfectly poised with direct bay views, this exceptional condominium bestows a paradise lifestyle in which dreams are made. The bright, open floorplan is enhanced by expansive views of the water...
$535,000
Subdivision: Windward Bay Condo Amd
3
Beds
2
Baths
1,422
Sq.Ft.
1974
Year Built
15
Days on Site
A4437978
MLS
SOCIAL DISTANCING APPROVED- GROUND LEVEL WALK-IN WITH NO ELEVATOR TO WORRY ABOUT. Be sure to watch matterport video- Tour 2. 3BED/ 2BA END VILLA that Lives like a single-family home without all the...
Sold
4540 Gulf of Mexico Dr #306 Longboat Key, FL 34228
$370,265
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,523
Sq.Ft.
1975
Year Built
12/9/20
Sold On
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...
Sold
4700 Gulf of Mexico Dr #PH3 Longboat Key, FL 34228
$490,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,312
Sq.Ft.
1975
Year Built
10/30/20
Sold On
A4460638
MLS
This condo is oh so special and not to be missed! It is chic and beautifully remodeled. With two bedrooms and two bathrooms on the penthouse level (no one living above!), you'll love the fabulous...
Sold
4540 Gulf of Mexico Dr #301 Longboat Key, FL 34228
$305,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,561
Sq.Ft.
1975
Year Built
10/16/20
Sold On
A4459846
MLS
$50,000 PRICE DROP:) Spacious and inviting, this large end unit has partial water views and serene preserve views! This is a must-see condo with lots of space and a very private location including...
Sold
4900 Gulf of Mexico Dr #202 Longboat Key, FL 34228
$545,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,300
Sq.Ft.
1975
Year Built
8/20/20
Sold On
A4470023
MLS
A CROWN JEWEL in Windward Bay! This exquisitely remodeled waterfront residence welcomes you the moment you walk in the door with breathtaking water views. The finest of floor to ceiling coastal...
Pending
4900 Gulf of Mexico Dr #201 Longboat Key, FL 34228
$545,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,561
Sq.Ft.
1975
Year Built
168
Days on Site
A4474336
MLS
Great water views, luxury finishes, tile floors throughout, boat slips (lifts allowed) and beach access! What could be better? This beautifully updated, light and airy, open concept, 1561 sq. ft. 2...
Sold
4900 Gulf of Mexico Dr #203 Longboat Key, FL 34228
$470,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,312
Sq.Ft.
1975
Year Built
7/24/20
Sold On
A4459680
MLS
Taking backup contracts. Always available for a private tour utilizing Social Distancing, Virtual Tour, or FaceTime. An open floor plan and first-rate appointments everywhere. Entering the home you...
Sold
4600 Gulf of Mexico Dr #204 Longboat Key, FL 34228
$365,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,312
Sq.Ft.
1975
Year Built
7/23/20
Sold On
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...
Sold
4600 Gulf of Mexico Dr #301 Longboat Key, FL 34228
$447,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,561
Sq.Ft.
1975
Year Built
7/22/20
Sold On
A4465205
MLS
You're going to love this bay front beauty! With wide-water unobstructed views of Sarasota Bay, an open concept floor plan and wonderful updates, this well-priced end unit condo with two bedrooms/two...
Pending
4700 Gulf of Mexico Dr #306 Longboat Key, FL 34228
$519,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,376
Sq.Ft.
1975
Year Built
200
Days on Site
A4470886
MLS
Great Sarasota Bay views, luxury finishes and a turn-key furnished chic decor are yours to be had in this sunny and inviting 2 bedroom/2 bathroom end unit condo with 1561 square feet. This large,...
Pending
4540 Gulf of Mexico Dr #PH2 Longboat Key, FL 34228
$400,000
Subdivision: Windward Bay Condo Amd
2
Beds
2
Baths
1,312
Sq.Ft.
1975
Year Built
202
Days on Site
A4471003
MLS
Ready for immediate enjoyment or earning much desired rental income, you're going to love this sunny and bright 2 Bedroom/2 Bathroom, Turn-Key Furnished PENTHOUSE condo (no one living above!). This...

Windward Bay Condos in Longboat Key, FL is The Larson Team's. Our team is committed to making the buying and selling of Windward Bay Condos Homes in Longboat Key, Florida a pleasurable and rewarding experience. Our website allows you to search all active Longboat Key, Florida homes & condos for sale. It is easy to use and navigate through Longboat Key, Florida real estate searches. You can also save searches and get daily email alerts of new listings as they become available.  Read More...