114 - A JEEPERS DR, NAPLES

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to The St. Croix House model 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 The St Croix House model is the ultimate outdoor living cottage in almost 2000 square feet of living space under air conditioning. A welcoming front porch which leads you into a lovely vestibule and private office which then leads to the great room (large kitchen, dining and living room with an adjoining powder room) and continues onto the huge covered lanai. Breakfast on the porch, cocktails on the lanai, and relaxing in the pool and spa in the private backyard sanctuary and garden. There are 3 bedrooms. The premier suite is downstairs with ensuite bath and walk-in closets with direct access to the lanai and the backyard. There are 2 guest bedrooms on the sunny 2nd floor plus 3 1/2 baths, a great laundry, a 2 car drive-through garage with access to the back yard. The concept is to offer the new owner the opportunity to personalize the design by selecting all interior finishes creating a space that perfectly reflects your style and taste and to custom design the outdoor living areas to include pool, spa, gardens, patios, outdoor cooking areas etc. Whether you’re seeking a full time residence, seasonal retreat or investment property, these Island Cottages offer the ideal combination of luxury, style, flexibility and location. Perfectly positioned at the vibrant center of Naples’ most unique downtown village, The Bayshore Arts District, you’ll enjoy the convenience of walking, biking or boating to local restaurants, cafes, breweries, wine bars, boutiques and neighborhood shops as well as The Naples Botanical Garden, The Naples Bay Boat launch and the National Pickleball Center. Around Naples Bay, 5th Avenue is just 5 minutes away with 3rd Street shopping and the Naples Beaches just beyond that. With new homes and exciting development continuing to transform the area, this is an opportunity to own a brand new home, a vintage Island Cottage, in Naples fastest growing, most unique and exciting waterfront neighborhood.

42 days on market · Listing updated August 10, 2026

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