Single Family Residence
$5,495,000
4
Beds
5
Baths
3,982
Sqft
Est. $29,747/mo · Get pre-qualified
An exceptional opportunity to own a beautifully crafted residence in one of Naples' most coveted waterfront neighborhoods, Five Hundred Fifty Twenty-First Avenue South captures the essence of effortless luxury in the heart of Aqualane Shores. Ideally positioned adjacent to Port Royal and just moments from the Gulf's pristine beaches, Third Street South, and Fifth Avenue South, this remarkable home offers an unrivaled blend of elegance, comfort, and location. Encompassing approximately Four Thousand square feet of thoughtfully designed single-level living, the residence is filled with natural light and showcases soaring ceilings, solid Eight-foot core doors, and exquisite custom millwork that reflect impeccable craftsmanship throughout. Designed for both intimate living and sophisticated entertaining, the open floor plan flows seamlessly between gracious interior spaces and spectacular outdoor living. The contemporary primary suite is a private sanctuary featuring multiple walk-in closets and a spa-inspired bath with dual vanities, a soaking tub, and a separate walk-in shower. Two additional ensuite guest bedrooms, a versatile fourth bedroom currently serving as a den, and an elegant powder bath provide exceptional comfort and flexibility for family and guests alike. Beyond the interiors, a true resort-inspired retreat awaits. The expansive marble-tiled lanai surrounds a heated pool with a cascading waterfall spa, while the fully equipped outdoor kitchen creates the perfect backdrop for elegant alfresco dining and unforgettable evenings under the stars. Lush, professionally designed landscaping provides exceptional privacy and a serene tropical setting. Whether enjoying a morning walk along the sugar-white sands of the Gulf, dining at Naples' finest restaurants, or browsing the boutiques and galleries of nearby Third Street South and Fifth Avenue South, this extraordinary residence offers the quintessential Naples lifestyle. Beautifully finished and offered move-in ready, this is luxury living at its finest.
39 days on market · Listing updated August 16, 2026
| Date | Event | Price |
|---|---|---|
| Jul 23, 2026 | Original list price | $5,495,000 |
Reflects listing data on file, not a complete transaction history.
Listed by Chris Resop, The Agency Naples
Co-listed by Kara Resop, The Agency Naples
$5,495,000
550 21ST AVE S, NAPLES
$29,747
est. monthly payment
Estimate only — actual payment depends on your lender, credit profile, and final loan terms.
The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. 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 Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.