1386 Rosemary LN, NAPLES

Discover an exceptional opportunity in the heart of Naples with this unique property, offering a rare blend of flexibility, functionality, and future potential. Nestled on a generous homesite in Central Naples, this estate is ideally located just one mile from Naples High School and a short drive from pristine beaches, 5th Avenue, Mercato, and Waterside Shops. The property features a three-bedroom, two-bath main residence with a two-car garage. Additionally, a separate one-bedroom, one-bath guesthouse includes its own air-conditioned two-car garage—perfect for a car collection or dedicated workspace—and is also ideal for extended family, rental income, or a private office/studio. New AC 2025 The main house is currently occupied by a month-to-month tenant, providing the new owner with the flexibility to either move in or enjoy immediate rental income. This property is part of a rare multi-unit investment portfolio opportunity, which includes a nearby duplex located at 1400 Rosemary Lane (PID #70971240000). Properties may be purchased individually or together as a package (open to very good terms for both), presenting a unique chance to acquire multiple income-producing assets in one of Naples’ rapidly evolving areas. Whether you’re an investor seeking cash flow and long-term appreciation, or a buyer looking for multi-generational living and or supplemental income, this property delivers exceptional potential in a prime location.

143 days on market · Listing updated June 8, 2026

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