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Rarely available three-story waterfront residence in Oyster Bay offering exceptional scale, quality construction, and outstanding value in today’s market. With 5,139 SF of AC living area, an additional 1,659 SF of lower-level flex space, a 772 SF garage, more than 9,000 SF under roof, and over 10,000 SF of total usable space including the courtyard, this is a truly substantial property that would be extremely difficult to replicate today.
Built with concrete construction on all three levels, the home sits high above flood elevation, with the main living level at approximately 15’6”, well above FEMA’s 10’ flood elevation. Features include impact windows and doors, newer roof, elevator access to all three floors, 80 feet of water frontage, and direct boatable access to Naples Bay with no bridges. The rear southern exposure brings excellent natural light to the home, pool area, and waterfront setting. The dock is ready to enjoy with a boat lift currently holding a 26-foot boat, plus a waterfront pergola with TV and a boathouse-style room with wet bar/kitchenette tucked beneath the main home.
The elevated main level offers formal and casual living and dining spaces, a renovated kitchen, large pantry, abundant natural light, and a private guest/mother-in-law suite with its own entrance and staircase. Also on this level, the screened courtyard pool area features a large pool, full pool bath, oversized lanai, outdoor kitchen, and brick oven/fireplace. Upstairs includes two large en-suite guest bedrooms, a private office, and a spacious primary suite with steam shower and sauna. The lower level includes a two-car garage, gym, guest suite, and additional hangout space.
Just a 3-minute walk to Naples Bay Club and less than a 20-minute walk to Fifth Avenue, this location is truly hard to beat as one of the few waterfront single-family properties this close to downtown Naples. The neighboring waterfront lot is also available separately, creating the opportunity for a larger compound with additional yard space and water frontage. Come experience the scale, setting, and lifestyle this property has to offer.
Property Details
Price: $5,995,000
Sq Ft: 5,139
($1,167 per
sqft)
Bedrooms: 5
Bathrooms: 6
Partial Baths: 1
City: Naples
County: Collier
Type: Single Family
Development: Golden Shores
Acres: 0.2600
Virtual Tour/Floorplan:
View
Year Built: 2001
Listing Number: 226033737
Status Code: A-Active
Taxes: $32,199.98
Tax Year: 2025
Garage:
2
/
Y
Furnishings: Unfurnished
Pets Allowed: Yes
Interior Features:
Bar
Built-In Cabinets
Closet Cabinets
Custom Mirrors
Fireplace
Foyer
Laundry Tub
Pantry
Smoke Detectors
Volume Ceiling
Walk-In Closet(s)
Wet Bar
Window Coverings
Financial Information:
Taxes: $32,199.98
Tax Year: 2025
Exterior Features:
Boat Dock Private
Boat Lift
Dock Included
Elec Avail at dock
Water Avail at Dock
Balcony
Open Porch/Lanai
Screened Balcony
Screened Lanai/Porch
Built In Grill
Built-In Wood Fire Pit
Outdoor Kitchen
Equipment:
Cooktop
Dishwasher
Disposal
Dryer
Grill - Gas
Microwave
Range
Refrigerator/Freezer
Refrigerator/Icemaker
Washer
View:
Y
Waterfront Description:
Canal Front
Navigable
Additional Information:
Building Description: Multi-Story Home, Single Family
Community Type: Boating
MLS Area: Golden Shores
Total Square Footage: 9,072
Total Floors: 3
Water: Central
Construction: Concrete Block, Stucco
Date Listed: 2026-10-18 00:00:00
Pool: Y
Pool Description: Concrete, Equipment Stays, Electric Heat, Pool Bath, Salt Water, Screen Enclosure
Furnished: Unfurnished
Kitchen Description: Gas Available, Island, Pantry, Walk-In Pantry
Windows: Window Coverings
Parking: Circular Driveway, Driveway Paved, Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Marble, Tile, Wood
Roof: Tile
Heating: Central Electric
Cooling: Ceiling Fan(S), Central Electric
Fireplace: Y
Storm Protection: Impact Resistant Doors, Impact Resistant Windows
Security: Security System, Smoke Detector(S)
Laundry: Laundry In Residence, Laundry Tub
Irrigation: Central
Pets: Yes
Rear Exposure: S
Lot Desc.: Regular
Map of 1560 Osprey Ave, Naples, FL 34102
Listing Courtesy Of: Gulf Coast International Prop
shay@gcipnaples.com