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550 21ST AVE S, NAPLES

Single Family Residence

Active

$5,495,000

4

Beds

5

Baths

3,982

Sqft

Est. $29,747/mo · Get pre-qualified

Home Type: Single Family ResidenceYear Built: 2001Sqft: 3,982Price/Sqft: $1,380Lot Size: 0.37 acres

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

Location

Facts & Features

Interior Features:
Split Bedrooms, Den - Study, Family Room, Home Office, Bar, Built-In Cabinets, Wired for Data, Coffered Ceiling(s), Entrance Foyer, Pantry, Volume Ceiling, Walk-In Closet(s), Wet Bar
Appliances:
Electric Cooktop, Dishwasher, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Wall Oven, Washer, Wine Cooler
Flooring:
Carpet, Marble, Tile
Laundry:
Inside, Sink
Primary Bathroom:
Dual Sinks, Jetted Tub, Separate Tub And Shower
Kitchen:
Kitchen Island, Pantry
Dining Room:
Breakfast Bar, Breakfast Room, Formal
Entry Level:
0
Heating:
Central Electric, Fireplace(s)
Cooling:
Ceiling Fan(s), Central Electric, Humidity Control, Whole House Fan, Zoned
Gas:
Propane
Utilities:
Propane, Cable Not Available
Sewer:
Central
Water Source:
Central
Security:
Security System, Smoke Detector(s), Smoke Detectors
Exterior Features:
Outdoor Kitchen, Sprinkler Auto
Construction:
Concrete Block, Stucco
Roof:
Tile
Patio / Porch:
Open Porch/Lanai
View:
Landscaped Area
Waterfront:
None
Direction Faces:
North
Lot Features:
Regular
Irrigation:
Central
Parking:
Garage Door Opener, Attached
Garage Spaces:
3
Pool:
In Ground, Concrete, Electric Heat
Spa:
In Ground, Concrete, Equipment Stays, Heated Electric, Pool Integrated
Windows:
Single Hung, Sliding, Window Coverings
Doors:
French Doors
Community Features:
None, Boating, Non-Gated
Subdivision:
AQUALANE SHORES
Annual Taxes:
$27,919
Pets Allowed:
No Approval Needed
Furnished:
Unfurnished
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash

Price History

DateEventPrice
Jul 23, 2026Original 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

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$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.