Architecturally stunning design with beautiful landscaping and lighting

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255 21st Ave. S, Naples, FL 34102

$12,000,000 Sold

Beds
5
Baths
5½
Sq Ft
5,288
Built
2024

MLS# 225028485 Listed at $12,995,000 Sold January 5, 2026

Fees & taxes

Seller’s 2023 taxes
$18,139

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Listing description

Live the Ultimate Olde Naples Lifestyle. Located just off the iconic Gordon Drive, this newly constructed 2024 masterpiece offers the best of coastal living—direct beach access right across the street and a short stroll to the renowned dining, shopping, and charm of Third Street South. Nestled on a private homesite, this 5-bedroom + study, 5.5-bath home combines exceptional craftsmanship with timeless elegance, creating a sanctuary where luxury meets lifestyle. Every inch of this residence reflects meticulous attention to detail, from the warm wood tones and chic blue accents to the sun-filled interiors and finest designer finishes. Entertain effortlessly with a gas-heated pool and spa featuring cascading water features and fire pits, while an outdoor kitchen and fireplace invite al fresco dining under the stars. Inside, the open kitchen and butler’s pantry are a chef’s dream, complete with a 100-bottle wine cooler and a “hidden” walk in pantry found behind custom cabinet doors. The kitchen and great room create a seamless space for hosting guests for elegant dining or a casual watch party. A Lutron lighting system sets the mood throughout, while an elevator adds ease to daily living—accessing each level from the garage to both levels of the living areas. A generator provides additional piece of mind in addition to the fact that this newly constructed home meets the current codes for storm protection. Guests will be excited to unwind upstairs in the family room, with bar, or retreat to a private wing featuring its own bedroom, bath, living room, breakfast bar and balcony. Each bedroom includes a walk-in closet with custom storage, and the expansive second-floor balconies allow ideal for your guests to enjoy outdoor space right off their bedroom or the upstairs family room.
This residence is more than a home—it’s a refined coastal retreat with proximity to the very best of Olde Naples living.

Property details

Building & ownership

Ownership
Single Family
Furnishings
Furnished
Building style
Two Story, Contemporary, Single Family
Floor plan
Great Room, Split Bedrooms, 2 Story
Construction
Concrete Block, Stone, Stucco
Roof
Tile
Lot size
0.33 acres
Lot description
Across From Beach Access, Regular

Interior

Features
Bar, Built-In Cabinets, Closet Cabinets, Coffered Ceiling(s), Fireplace, Foyer, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Tray Ceiling(s), Volume Ceiling, Walk-In Closet(s), Wet Bar, Window Coverings
Flooring
Tile, Wood
Cooling
Ceiling Fan(s), Central Electric, Humidistat, Zoned
Bedroom details
Master BR Ground, Split Bedrooms
Additional rooms
Attached Apartment, Balcony, Den - Study, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Loft, Open Porch/Lanai

Kitchen & dining

Kitchen
Gas Available, Island, Walk-In Pantry
Appliances
Gas Cooktop, Dishwasher, Disposal, Dryer, Ice Maker - Stand Alone, Microwave, Refrigerator/Freezer, Wall Oven, Washer, Water Treatment Owned, Wine Cooler
Dining
Breakfast Bar, Dining - Living

Outdoor & view

View
Landscaped Area, Water Feature
Rear exposure
North
Exterior
Balcony, Open Porch/Lanai, Built In Grill, Outdoor Kitchen, Outdoor Shower, Storage
Storm protection
Impact Resistant Doors, Impact Resistant Windows, Shutters Electric, Shutters - Screens/Fabric

Parking

Garage
Yes
Car port
No
Spots
3
Description
Driveway Paved, Golf Cart, Attached

Pool & spa

Private pool
Yes
Private spa
Yes
Pool description
Below Ground, Custom Upgrades, Equipment Stays, Gas Heat
Spa description
Below Ground, Equipment Stays, Heated Gas

Waterfront

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

Community amenities

Golf
No Golf Available
Elevator
Private
Security
Security System, Smoke Detector(s)

What the fees cover

Maintenance
None

Pets & leasing

Pets allowed
Yes
Restrictions
Deeded

Schools

Elementary
Lake Park Elem
Middle
Gulfview Middle
High
Naples High School

Additional details

Parcel number
01880160004
Potential short sale
No

Listing last updated January 5, 2026

Listing courtesy of Compass Florida LLC · 305-851-2820

Destinations & driving times from 255 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 255 21st Ave. S, Naples, FL 34102 – #225028485, by driving distance
NameMilesETA
Third Street South 0.7 mi
Fifth Avenue South 1.9 mi 5 min
Coastland Center 4.4 mi 11 min
Venetian Village 6.3 mi 14 min
Waterside Shops 7 mi 16 min
Mercato 9.8 mi 20 min
Galleria Shoppes at Vanderbilt 10.5 mi 22 min
Coconut Point 20.3 mi 35 min
Miromar Outlets 27.2 mi 41 min
Gulf Coast Town Center 31.6 mi 44 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 building 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

“I hit the jackpot with Jeff Waldman.”
Jim Yanci

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