16475/95 Captiva Drive, Captiva, FL 33924 - SW Florida Gulf Coast Properties

$4,995,000

For the first time ever, two contiguous bayfront parcels are being offered together to create an extraordinary 5-acre waterfront compound along the coveted Roosevelt Channel on Captiva Island. Boasting nearly 350 feet of water frontage, three private docks, direct Gulf access, and exceptional privacy, this is one of the largest… Read More and most significant residential offerings to come to market on Captiva Island in generations. Set behind a gated entrance and surrounded by unspoiled island beauty, the custom-built residence, recently freshly painted, captures the warmth and character of refined island living. Soaring beamed ceilings, rich wood flooring, and a dramatic beacon tower fill the great room with natural light, while thoughtfully designed living spaces create an atmosphere equally suited for elegant entertaining and relaxed waterfront living. The home features an inviting kitchen designed for gathering and entertaining, a formal dining room, private study, flexible guest accommodations, and two expansive ensuite retreats. A dedicated wellness wing elevates the lifestyle experience with a travertine-lined indoor pool, fitness room, and sauna. Outdoors, the estate unfolds into a truly resort-inspired setting with three private docks, direct Gulf access, a tennis court, bocce court, rooftop hot tub, bayfront firepit, and expansive tropical grounds designed for recreation, privacy, and connection to the water. A spacious three-car air-conditioned garage with workshop provides ample room for vehicles, storage, and waterfront essentials. Included in the offering is the adjacent 1.5-acre bayfront parcel, bringing the total property size to nearly 5 contiguous acres and creating a rare opportunity to enjoy the estate as it exists today or further elevate the property into a truly world-class legacy compound. Concept plans by MHK Architecture have already been prepared, presenting the opportunity to thoughtfully expand the existing residence or design an entirely new architectural estate. In addition to the plans, recent surveys have been completed along with an updated elevation certificate for the residence, located in desirable Flood Zone X. The property has never flooded, enhancing peace of mind while offering meaningful time and cost savings throughout the planning and design process. With no HOA restrictions, extraordinary scale, direct Gulf access, and unmatched privacy, this is a truly irreplaceable Captiva Island estate offering. Read Less

Courtesy of Brittany Skotak, PA, Douglas Elliman Florida,LLC.

Listing Snapshot

Days Online

Last Updated

May 14, 2026

Property Type

SingleFamilyResidence

Beds

Full Baths

Partial Baths

Square Ft.

6,398

Lot Size

5.14 Acres

Year Built

2003

MLS Number

226018340

30 Days Snapshot Of 33924

$975k

+8%

(avg) sold price

-50%

home sold

122

+130%

(avg) days on market

Snapshot

Area Map

Additional Details

Property Access

Road surface type: Paved

Appliances & Equipment

DoubleOven, Dryer, Dishwasher, ElectricCooktop, Freezer, Disposal, IceMaker, Microwave, Refrigerator, RefrigeratorWithIceMaker, TrashCompactor, Washer

Building

Built in 2003, Architectural style: TwoStory, Construction materials: Stucco, WoodFrame, Levels: Two, 2, 2 total stories, Toal building area: 9492

Community

None

Cooling

CentralAir, CeilingFans, Electric, Zoned

Doors

FrenchDoors

Exterior Features

Courtyard, Deck, None, Patio, TennisCourts

Floors

Tile, Wood

Garage

3 garage spaces

Water Features

CanalAccess

Heating

Central, Electric

Home Owner's Association

Association amenities: BocceCourt, TennisCourts

Interior Features

Furnished: Unfurnished, BuiltInFeatures, TrayCeilings, ClosetCabinetry, DualSinks, EntranceFoyer, FamilyDiningRoom, FrenchDoorsAtriumDoors, Fireplace, HighCeilings, KitchenIsland, LivingDiningRoom, MultiplePrimarySuites, Pantry, CableTv, VaultedCeilings, WalkInClosets, CentralVacuum

Laundry

Inside

Lot

5.14 acres, OversizedLot

Parking

3 covered spaces, Attached, Driveway, Garage, Paved, GarageDoorOpener

Pets Policy

Yes

Pool

Concrete, ElectricHeat, Heated, Indoor, InGround, PoolEquipment

Property

Patio and porch features: Deck, Open, Patio, Porch, Landscaped, Mangroves, TennisCourt, Water

Roof

Metal

Security Features

SecurityGate, GatedCommunity, SmokeDetectors

Sewer

SepticTank

Spa

AboveGround, ElectricHeat

Taxes

Year: 2025

Utilities

CableAvailable

Windows

CasementWindows, SingleHung, Skylights, TransomWindows

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