1386 Rosemary Ln
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.
Listing Information
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Square Footage
Tax & Financial Information
Schools
Sea Gate Elementary School
Mason Classical Academy
Barron Collier High School
Gulf Coast Charter Academy South
Optima Classical Academy
Osceola Elementary School
Naples High School
Lake Park Elementary School
School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.
Historical Data
Price History
| Date | Event | Price |
|---|---|---|
| 06/08/2026 | Price change | $1,495,000 |
| 04/14/2026 | Listed for sale | $1,595,000 |
Listed by Kristen Weardon · Premiere Plus Realty Company · 2397327837
Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Naples Area Board of REALTORS. All rights reserved.
Last Updated: September 29, 2026 at 1:19 PM | Source: Naples Area Board of REALTORS | MLS#: 226015621

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