16475/95 Captiva Dr, Captiva, FL 33924
For Sale $4,995,000
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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 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.
Built- In Cabinets
Closet Cabinets
Fireplace
Foyer
French Doors
Pantry
Smoke Detectors
Tray Ceiling(s)
Vaulted Ceiling(s)
Volume Ceiling
Walk- In Closet(s)
Bocce Court
Tennis Court(s)
Taxes: $65,832.86
Tax Year: 2025
Boat Lift
Dock Included
Elec Avail at dock
Water Avail at Dock
Wooden Dock
Open Porch/ Lanai
Courtyard
Tennis Court(s)
Electric Cooktop
Dishwasher
Disposal
Double Oven
Dryer
Microwave
Refrigerator/ Freezer
Refrigerator/ Icemaker
Trash Compactor
Washer
Y
Canal Front
Building Description: Two Story, Single Family
Community Type: No Subdivision
MLS Area: Metes And Bounds
Total Square Footage: 9,492
Total Floors: 2
Water: Central
Construction: Wood Frame, Stucco
Date Listed: 2026-05-13 00:00:00
Pool: Y
Pool Description: Below Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Indoor
Private Spa: Y
Furnished: Unfurnished
Kitchen Description: Island, Pantry
Windows: Skylight(S)
Parking: Driveway Paved, Attached
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Tile, Wood
Roof: Metal
Heating: Central Electric
Cooling: Ceiling Fan(S), Central Electric, Zoned
Fireplace: Y
Storm Protection: None
Security: Smoke Detector(S)
Laundry: Laundry In Residence
Irrigation: Well
Pets: Yes
Restrictions: None
Maintenance: None
Rear Exposure: E
Sewer: Septic Tank
Lot Desc.: Oversize
Amenities: Bocce Court, Tennis Court(S)
Listing Courtesy Of: Douglas Elliman Florida,Llc
brittanyskotakhomes@gmail.com
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 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.
Property Details
Price: $4,995,000
Sq Ft: 6,398
($781 per
sqft)
Bedrooms: 3
Bathrooms: 3
Partial Baths: 1
City: Captiva
County: Lee
Type: Single Family
Development: Metes And Bounds
Acres: 5.1400
Year Built: 2003
Listing Number: 226018340
Status Code: A-Active
Taxes: $65,832.86
Tax Year: 2025
Garage:
3
/
Y
Furnishings: Unfurnished
Pets Allowed: Yes
Interior Features:
Built- In Cabinets
Closet Cabinets
Fireplace
Foyer
French Doors
Pantry
Smoke Detectors
Tray Ceiling(s)
Vaulted Ceiling(s)
Volume Ceiling
Walk- In Closet(s)
Amenities:
Bocce Court
Tennis Court(s)
Financial Information:
Taxes: $65,832.86
Tax Year: 2025
Exterior Features:
Boat Lift
Dock Included
Elec Avail at dock
Water Avail at Dock
Wooden Dock
Open Porch/ Lanai
Courtyard
Tennis Court(s)
Equipment:
Electric Cooktop
Dishwasher
Disposal
Double Oven
Dryer
Microwave
Refrigerator/ Freezer
Refrigerator/ Icemaker
Trash Compactor
Washer
View:
Y
Waterfront Description:
Canal Front
Additional Information:
Building Description: Two Story, Single Family
Community Type: No Subdivision
MLS Area: Metes And Bounds
Total Square Footage: 9,492
Total Floors: 2
Water: Central
Construction: Wood Frame, Stucco
Date Listed: 2026-05-13 00:00:00
Pool: Y
Pool Description: Below Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Indoor
Private Spa: Y
Furnished: Unfurnished
Kitchen Description: Island, Pantry
Windows: Skylight(S)
Parking: Driveway Paved, Attached
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Tile, Wood
Roof: Metal
Heating: Central Electric
Cooling: Ceiling Fan(S), Central Electric, Zoned
Fireplace: Y
Storm Protection: None
Security: Smoke Detector(S)
Laundry: Laundry In Residence
Irrigation: Well
Pets: Yes
Restrictions: None
Maintenance: None
Rear Exposure: E
Sewer: Septic Tank
Lot Desc.: Oversize
Amenities: Bocce Court, Tennis Court(S)
Map of 16475/95 Captiva Dr, Captiva, FL 33924
Listing Courtesy Of: Douglas Elliman Florida,Llc
brittanyskotakhomes@gmail.com