144 - A JEEPERS DR, NAPLES

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to Grand Turk Island Cottage at The Island Cottages in The Bayshore Arts District - a special family of Olde Florida Contemporary custom designed single family homes on Jeepers Drive. In the last 10 years, the Developer/Designer of these cottages has worked individually with 11 new owners to fashion this unique vintage urban environment at the Heart of The Bayshore Arts District adjacent to The Bayshore/Sugden Park Boardwalk and Lake Avalon’s white sand beach and sailing center. These new residences will be constructed by Naples’ renowned local builder, Gulfstream Homes. All the Cottages in The Island Cottages in The Bayshore Arts District have been given names by their owners. These names are by agreement designated as memorializing a favorite island which is important to the owners. Further, in every case the homes are decorated with a historic “Quarterboard” sign with the name and a matching house number sign designating thee Jeepers Drive house number. Grand Turk Island Cottages features 4 bedroom + office, 3 1/2 bath in almost 2800 square feet of living space. The steep silver metal double roofed gable invites you up to the friendly front porch and into the lovely front door to a two-story masterpiece. Inside, the main arcade takes you to the sunny private office, a half bath, a coat closet and access to the 3-car garage before arriving at the huge wide great room. You’ll be looking through the very large kitchen, living and dining areas, through the covered, screened lanai to the the amazing pool and spa patio and the tropical landscaping in the backyard sanctuary. The first floor premier bedroom suite is adjacent along the whole left side of the cottage. It includes a large bedroom and adjoining porch with access to the pool and a private outdoor shower. The suite continues toward the front of the home into the full bath with 2 sinks, shower, free standing bath tub and lavatory leading to a large walk-in closet and finally the laundry. The upstairs has 3 additional bedrooms with beautiful views, two full baths, an office/craft room as well an exercise room. This Island Cottage is truly exceptional!

44 days on market · Listing updated July 28, 2026

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