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
Community
Aqualane ShoresQuestions 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
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Displayed under License No. SL3295589.
Property taxes for a new owner
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.
| Name | Miles | ETA |
|---|---|---|
| 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 |
| Name | Miles | ETA |
|---|---|---|
| Nearest beach access: Naples Beach at 19th Ave. S. | 0.5 mi | |
| Naples Municipal Beach and Pier | 1.1 mi | 4 min |
| Lowdermilk Park | 3.2 mi | 9 min |
| Via Miramar Beach | 5.3 mi | 15 min |
| Clam Pass Park | 7.8 mi | 18 min |
| Vanderbilt Beach Park | 11 mi | 22 min |
| Delnor-Wiggins Pass State Park | 12.8 mi | 26 min |
| Barefoot Beach Preserve | 17.6 mi | 33 min |
| Bonita Beach | 17.8 mi | 33 min |
| Tigertail Beach Park | 20.2 mi | 40 min |
| Lovers Key State Park | 22.5 mi | 43 min |
| Name | Miles | ETA |
|---|---|---|
| Sugden Community Theatre | 2.2 mi | 7 min |
| Gulfshore Playhouse | 2.8 mi | 8 min |
| Artis—Naples | 7.6 mi | 17 min |
| Barbara B. Mann Performing Arts Hall | 32.8 mi | 57 min |
| Music & Arts Community Center | 36.7 mi | 52 min |
| Name | Miles | ETA |
|---|---|---|
| Cambier Park | 1.9 mi | 6 min |
| Baker Park | 3 mi | 8 min |
| Gordon River Greenway Park | 4.1 mi | 10 min |
| Naples Zoo | 4.4 mi | 12 min |
| Fred W. Coyle Freedom Park | 5 mi | 12 min |
| Sugden Regional Park | 5.2 mi | 13 min |
| Naples Botanical Garden | 5.7 mi | 14 min |
| Paradise Coast Sports Complex | 11.5 mi | 26 min |
| North Collier Regional Park | 14 mi | 30 min |
| Big Corkscrew Island Regional Park | 26.8 mi | 46 min |
| Corkscrew Swamp Sanctuary | 32.3 mi | 55 min |
| Name | Miles | ETA |
|---|---|---|
| NCH Baker Downtown | 2.8 mi | 9 min |
| Physicians Regional Collier Blvd. | 10.2 mi | 23 min |
| Physicians Regional Pine Ridge Rd. | 11.2 mi | 24 min |
| NCH North Naples Hospital | 12 mi | 25 min |
| Name | Miles | ETA |
|---|---|---|
| Naples Airport (APF) | 5.4 mi | 14 min |
| Marco Island Executive Airport (MKY) | 16.7 mi | 34 min |
| Southwest Florida International Airport (RSW) | 38.1 mi | 55 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.
Zone A Collier
The first zone ordered to evacuate, and the one called in the weakest storms.
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.
Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.
Jeffrey Waldman
REALTOR® and Owner, Naples Abodes
Call (239) 450-3763 Text (239) 450-3763
Florida License SL3295589
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