Having the recent sales are in important first step when trying to determine value. Sleepy Lagoon runs the full spectrum of Longboat Key homes. There are interior properties, canal front and bay front homes on the bay side of Gulf of Mexico Drive. Then, you have large lots overlooking the white sand beaches. Homes range from an older bungalow style all the way up to a grand waterfront mansion. The best approach is to know the the home you have in interest in and then, using a range of square footage, era in which the home was built, and water amenities, use that information and enter it into our Longboat Key MLS search. We will get you comparable properties that are for sale now along with sales. Use the most recent sales and also, be sure to check the Sarasota County side of Longboat Key.
Below are Sleepy Lagoon sales as reported by the MLS. We alway put the most recent sales first and include the full detail and photo. For a quick overview of the market at Sleepy Lagoon, be sure to take a look at our real estate pricing report as well. All of our information is direct from the Sarasota MLS and updated several times an hour. Complete and timely is how we like to deliver information to you.
Have questions? Feel free to contact us. Our agents average over 10 years of real estate experience and are well versed in the Longboat Key real estate market. Depending on the home, we might also suggest other value models that would be of help in addition to the sale comparison method.
Yes, it's just that easy!
Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning prope...
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Gulf front Masterpiece with Bayside Boathouse and 12klb lift Experience the pinnacle of coastal living at this unparalleled Gulf-to-Bay estate on Longboat Key, where 100 ...
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Double lot on a wide canal that is 1.06 acres with 200 ft of protected waterfront located on Dream Island Road Longboat Key. This tranquil waterfront retreat is ready f...
Welcome to the perfect opportunity to build your dream home in the coveted Sleepy Lagoon Park on Longboat Key! This desirable lot is located on a saltwater canal with dir...
One or more photo(s) has been virtually staged. Experience refined coastal living in this stunning custom canal-front home, where timeless architectural elegance blends s...
Welcome to Your Waterfront Paradise! This beautiful home even includes the Boat! This beautifully renovated coastal retreat is in the highly desirable Sleepy Lagoon com...
Outstanding opportunity to own an elevated pool home with beautiful views of the sparkling Gulf of Mexico on the highly sought-after north end of Longboat Key. This 3-bed...
A gated entrance and paver driveway surrounded by lush landscaping leads to this lovely home on a wide canal that is a boater's dream. The location is a private half plus...

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