1450 Gulfstar DR S
Naples, FL 34112

5 Beds 4 Full 1 Half Bath 6104 sq ft 157 Days on Market HOA $1,511.00/mo

Rare waterfront estate on exclusive Southpointe Island at Windstar on Naples Bay. Tucked behind double gates within an intimate enclave of only ten estate residences, this exceptional property offers privacy, direct Gulf access, and an unparalleled Naples lifestyle just minutes from downtown and world-renowned beaches.
Positioned on nearly half an acre, this home features a private 40-ft dock in the backyard with the option to purchase an additional 50-ft protected slip in Windstar’s private marina—an extraordinary offering seldom available in Naples Bay communities.
Spanning over 6,100 sq ft of refined interior living space, this 5-bedroom + den, 4 full and 2 half bath residence showcases spectacular 20+ ft contoured ceilings, abundant natural light, and meticulous attention to detail throughout. The chef’s kitchen is designed for both function and style, featuring custom cabinetry imported from Japan, quartzite countertops, a gas cooktop island, premium appliances, and seamless flow to the expansive outdoor living areas.
The luxurious owner’s suite offers tranquil water and preserve views, a private balcony, and a spa-inspired bath with jetted soaking tub and walk-in steam shower. An elevator provides convenient access to the second level. Impact-resistant WinDoor windows and doors and a newer roof provide peace of mind.
Outdoor living is exceptional, with nearly 5,000 sq ft of covered and open-air space including multiple balconies, a custom saltwater pool and spa with cascading water features, summer kitchen, and spacious lanai—ideal for entertaining or quiet waterfront relaxation.
Residents of Windstar on Naples Bay enjoy access ...

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Listing Courtesy of: John R Wood Properties
239-821-5922
Buyer Represented by: John R Wood Properties

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Per Month
Principal and Interest
Property Taxes 3288
HOA Fees 1511
Homeowners Insurance 3740
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The data relating to real estate for sale displayed on this Website comes in part from the Broker Reciprocity Program (BR Program) of Naples Area Board of REALTORS®, under License No. NPLSMLS-100139. Properties listed with brokerage firms other than Naples Bay Luxury Homes are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples Area Board of REALTORS®. BR Program, or contained in the database compilation of the Naples Area Board of REALTORS®.

Naples Area Board of REALTORS® data last updated on October 09, 2026 07:04 AM - ET

Property Last Updated: October 09, 2026 07:04 AM - ET