388 Pine Ave. – #226019283

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388 Pine Ave., Naples, FL 34108

$3,650,000 Sold

4
Beds
5½
Baths
3,384
Sq Ft
2023
Built

MLS# 226019283 Listed at $3,945,000 Sold October 8, 2026

Fees & taxes

Seller’s 2025 taxes
$31,366

Community

Vanderbilt Beach
Subdivision Conners

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Listing description

Welcome to a newly constructed 2023 Gulf-access waterfront custom residence in The Conners at Vanderbilt Beach, one of Naples’ most sought-after boating communities. Perfectly positioned on a quiet south-facing cul-de-sac lot with sweeping canal and bay views, this exceptional home offers effortless luxury boating and beach living just moments from Vanderbilt Beach.
Built for both sophistication and peace of mind, this elevated all-block construction home sits 11ft+ elevation (as per elevation certificate) and features all impact-rated windows and doors, a new 99-foot seawall, new dock with jet ski lifts, whole-home Generac generator, home automation, Kinetico whole home water filtration system, sunset lanai, outdoor shower and a resort-style saltwater pool and spa.
Designed to maximize waterfront living, walls of floor-to-ceiling corner-pocket sliders create a seamless indoor-outdoor lifestyle filled with natural light and stunning water views. The expansive grand room features a striking fireplace and elegant gathering spaces, while the chef’s kitchen showcases custom cabinetry, quartz countertops, gas cooktop, and an oversized island ideal for entertaining.
The thoughtfully designed floor plan includes 4 spacious bedrooms, 5.5 baths. including a pool bath, a private office or flex room on the first floor with adjacent full bath, and an additional second floor family room. Every space is finished with refined coastal elegance and designed for comfortable luxury living.
Outdoor living is equally impressive with expansive waterfront terraces, an outdoor kitchen and dining area, multiple lounge spaces, fully fenced yard, and a sunset deck capturing forever bay views. Enjoy direct boating access through Vanderbilt Bay and Wiggins Pass to the Gulf, watch dolphins swim by, fish from your dock, or head out for waterfront dining, a sunset cruise or a day on the boat or jet skis.
Whether hosting guests or enjoying peaceful mornings by the water, this home delivers the quintessential Naples waterfront lifestyle. Located just minutes from Mercato, Pelican Bay Community Park with new pickleball courts, The Ritz-Carlton Beach Resort, La Playa Beach Resort, Waterside shops, Mercato and nearby private beach clubs that you can join including the newly approved Paraiso Beach Club, this extraordinary residence blends luxury, convenience, and the very best of coastal living.

Property details

Building & ownership

Ownership
Single Family
Furnishings
Unfurnished
Building style
Two Story, Contemporary, Traditional, Single Family
Floor plan
Great Room, 2 Story
Construction
Concrete Block, Poured Concrete, Stucco
Roof
Tile
Lot size
0.22 acres
Lot description
Cul-De-Sac, Irregular Lot

Interior

Features
Built-In Cabinets, Coffered Ceiling(s), Custom Mirrors, Fireplace, Foyer, Laundry Tub, Pantry, Smoke Detectors, Tray Ceiling(s), Vaulted Ceiling(s), Volume Ceiling, Zero/Corner Door Sliders
Flooring
Laminate, Marble, Tile
Cooling
Ceiling Fan(s), Central Electric, Zoned
Bedroom details
Master BR Ground
Additional rooms
Balcony, Den - Study, Family Room, Home Office, Laundry in Residence, Open Porch/Lanai

Kitchen & dining

Kitchen
Gas Available, Island, Pantry
Appliances
Gas Cooktop, Dishwasher, Disposal, Dryer, Grill - Gas, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Tankless Water Heater, Wall Oven, Washer, Water Treatment Owned
Dining
Dining - Living

Outdoor & view

View
Bay, Canal, Intersecting Canal, Water
Rear exposure
South
Exterior
Boat Dock Private, Boat Slip, Composite Dock, Dock Included, Elec Avail at dock, Jet Ski Lift, Water Avail at Dock, Balcony, Open Porch/Lanai, Built In Grill, Outdoor Kitchen, Outdoor Shower
Storm protection
Impact Resistant Doors, Impact Resistant Windows

Parking

Garage
Yes
Car port
No
Spots
2
Description
Driveway Paved, On Street, Attached

Pool & spa

Private pool
Yes
Private spa
Yes
Pool description
Below Ground, Concrete, Gas Heat, Pool Bath, Salt Water
Spa description
Below Ground, Concrete, Heated Gas, Pool Bath

Waterfront

Waterfront
Yes
Description
Bay, Canal Front, Intersecting Canal, Navigable, Seawall
Gulf access
Yes
Gulf access type
Bridge(s)/Water Indirect
Canal
Canal Width 31-80
Boat / dock
Boat Dock Private, Boat Slip, Composite Dock, Dock Included, Elec Avail at dock, Jet Ski Lift, Water Avail at Dock

Community amenities

Amenities
Bike And Jog Path, Underground Utility
Golf
No Golf Available
Elevator
None
Security
Security System, Smoke Detector(s)

What the fees cover

Maintenance
Cable, Insurance, Internet/WiFi Access, Irrigation Water, Lawn/Land Maintenance, Pest Control Exterior, Pest Control Interior, Repairs, Trash Removal

Pets & leasing

Pets allowed
Yes
Restrictions
No RV

Schools

Elementary
Naples Park
Middle
Pine Ridge
High
Barron Collier

Additional details

Parcel number
27582280004
Potential short sale
No

Listing last updated October 8, 2026

Listing courtesy of Compass Florida LLC · 239-268-8976

Destinations & driving times from 388 Pine Ave

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 388 Pine Ave. – #226019283, by driving distance
NameMilesETA
Mercato 1.9 mi 5 min
Galleria Shoppes at Vanderbilt 3.6 mi 9 min
Waterside Shops 4.2 mi 8 min
Venetian Village 5.9 mi 12 min
Coastland Center 7.3 mi 15 min
Fifth Avenue South 9 mi 17 min
Third Street South 10.2 mi 21 min
Coconut Point 11.4 mi 20 min
Miromar Outlets 17.9 mi 28 min
Gulf Coast Town Center 22.3 mi 32 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 Vanderbilt Beach

Jeffrey Waldman

Jeffrey Waldman

REALTOR® and Owner, Naples Abodes

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

Florida License SL3295589

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Tony & Sue DiStefano

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