Listings For SaleSold History and Market Report

Diplomat Condos for Sale – Longboat Key, Sarasota, Florida 34228


Welcome to Longboat Key. Larger than any of the other noted “Keys”, Longboat Key allows residents on this slice of real estate in Sarasota to enjoy a relaxed and secluded lifestyle away from stress causing, large city noise and confusion. Extending about 12 miles from top to bottom and linking the Gulf of Mexico to tranquil Sarasota Bay, the island is mostly comprised of permanent residents or distinguished retirees living in luxurious condos edging the unspoiled coastline featuring world class amenities such as, upscale and casual restaurants and poolside bars and lounges.

With a wide range of housing choices Longboat Key real estate brings investment possibilities for most budgets and lifestyles. Magnificent French Mediterranean inspired developments to elegant shoreline classics bring a sense of refinement to the discerning few. From excellent food to thrilling attractions the wonder never ceases. Gourmands will love the variety of restaurant venues boasting menus from all over the globe and water attractions are endless from fishing, yachting, parasailing, kayaking, or windsurfing.


Immediate beachfront access is the main feature of the condos for sale at The Diplomat. Known as one of Longboat Keys older and most revered condominium complexes it also presents very affordable opportunities for positive investment. Built in 1960, it’s located at 3155 Gulf of Mexico Drive and is a rare development as it allows rentals on a short term basis for optimum revenue generation. Tasteful amenities included are a beachfront pool, shuffleboard, tiki huts, bbq picnic area, and the fabulous sunset panoramas Longboat Key is known for.

These 50 Key West throwback style residences were built in an extended two story structure situated parallel to the coastline evoking the charm of an older era of class and sophistication while hugging the water’s edge. Quaint studios to 2 bedroom configurations boast floor plans from around 416 to about 1113 sq feet and feature sumptuous interior appointments for such reasonable price points. The Diplomat condos for sale are typically priced from around $200,000 to the $500,000 range and its money well spent as you are within minutes of just about most everything.


Avid golfers at The Diplomat have numerous championship courses to play both on and around Longboat Key and the pleasure boating crowd can cruise the calm backwaters of Sarasota Bay and its Intracoastal Waterway or spend a leisurely day fishing the dazzling Gulf of Mexico. For a wonderful family experience getting to know Longboat Key up close, The Diplomat residents can use the paved bicycle path running top to bottom along the length of the island. Stop at a seafood bistro along the way or take a break for a quick dip at one of the many beach parks.

Diplomat Condos for Sale

Below are all of the current real estate listings available for sale at Diplomat.

Please contact us if you would like to schedule a tour of any of the listed properties.

We're sorry, no listings are currently available in this development.

Please create an account, conduct a search for real estate for sale and specify this community in the advanced search form and then save that search in your account.

The day a listing comes on the market in this community you will be sent an email that includes a link to the listing page of the new property.