550 21st Ave. S – #226026963

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550 21st Ave. S, Naples, FL 34102

$5,495,000 For Sale

4
Beds
4½
Baths
3,982
Sq Ft
2001
Built

MLS# 226026963 109 days on market

Fees & taxes

Seller’s 2025 taxes
$27,919

Questions about this home?
Ask about this home or arrange a tour.

Listing description

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.

Property details

Building & ownership

Ownership
Single Family
Furnishings
Unfurnished
Building style
Two Story, Single Family
Floor plan
2 Story
Construction
Concrete Block, Stucco
Roof
Tile
Lot size
0.37 acres
Lot description
Regular

Interior

Features
Bar, Built-In Cabinets, Coffered Ceiling(s), Fireplace, Foyer, French Doors, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Volume Ceiling, Walk-In Closet(s), Wet Bar, Window Coverings
Flooring
Carpet, Marble, Tile
Cooling
Ceiling Fan(s), Central Electric, Humidistat, Whole House Fan, Zoned
Bedroom details
Split Bedrooms
Additional rooms
Den - Study, Family Room, Home Office, Laundry in Residence, Open Porch/Lanai

Kitchen & dining

Kitchen
Island, Pantry
Appliances
Electric Cooktop, Dishwasher, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Wall Oven, Washer, Wine Cooler
Dining
Breakfast Bar, Breakfast Room, Formal

Outdoor & view

View
Landscaped Area
Rear exposure
South
Exterior
Open Porch/Lanai, Outdoor Kitchen
Storm protection
None

Parking

Garage
Yes
Car port
No
Spots
3
Description
Attached

Pool & spa

Private pool
Yes
Private spa
Yes
Pool description
Pool/Spa Combo, Below Ground, Concrete, Electric Heat
Spa description
Below Ground, Concrete, Equipment Stays, Heated Electric, Pool Integrated, Jetted Tub

Waterfront

Waterfront
No
Description
None
Gulf access
No
Canal
None
Boat / dock
None

Community amenities

Amenities
None
Elevator
None
Security
Security System, Smoke Detector(s)

What the fees cover

Maintenance
None

Pets & leasing

Pets allowed
Yes
Restrictions
None

Additional details

Parcel number
18560520009
Potential short sale
No

Listing last updated August 16, 2026

Listing courtesy of The Agency Naples · 239-610-3235

Property taxes for a new owner

Estimated property taxes about $42,100 a year at the county’s value of this home and its 0.90% tax rate, no exemptions applied

On the county’s 2026 roll, the seller’s bill is about $28,400, lower because of a homestead exemption and a capped assessment, which end when the home sells.

If you make this home your primary residence, a homestead exemption would lower this figure. If you have also had a Florida homestead in any of the last three years, you may be able to carry up to $500,000 of its capped-value savings to this home, which Florida calls “portability.” Both are applied for with the Property Appraiser by March 1.

How a new owner’s property taxes are set is explained in the Costs & Taxes chapter of the 2027 Naples Buyer’s Guide.

Estimated from the Collier County Property Appraiser’s 2026 value of this home and its tax rate. The county sets a new value each January 1, so a new owner’s first full bill can differ.

Destinations & driving times from 550 21st Ave. S

Every destination named here is described in the Destinations chapter of the 2027 Naples Buyer’s Guide.

Driving times are estimated from this home’s location, using OpenStreetMap road data.

Dining & Shopping near 550 21st Ave. S – #226026963, by driving distance
NameMilesETA
Third Street South 1 mi 3 min
Fifth Avenue South 2.2 mi 7 min
Coastland Center 4.6 mi 12 min
Venetian Village 6.6 mi 15 min
Waterside Shops 7.3 mi 17 min
Mercato 10.1 mi 21 min
Galleria Shoppes at Vanderbilt 10.8 mi 23 min
Coconut Point 20.6 mi 36 min
Miromar Outlets 27.5 mi 42 min
Gulf Coast Town Center 31.9 mi 45 min

Flood zones & evacuation

Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.

Hurricane evacuation zone

Zone A Collier

The first zone ordered to evacuate, and the one called in the weakest storms.

Called firstCalled last
FEMA flood zone

Zone AE

1% annual chance, with a set base flood elevation

The lot is inside a Special Flood Hazard Area, where a federally backed mortgage requires flood insurance.

FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.

A starting point, not a determination. Your lender will require its own flood zone determination before closing, and your insurer will normally require an elevation certificate — a surveyor’s measurement of how high the building actually sits — before quoting. Those documents govern; this does not replace either. Zones can also be amended individually through FEMA.

Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.

Flood zones across Aqualane Shores

Jeffrey Waldman

Jeffrey Waldman

REALTOR® and Owner, Naples Abodes

Call (239) 450-3763 Text (239) 450-3763

Florida License SL3295589

“He is the best!”
Camille & Fred Allen

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