1560 Osprey AVE, NAPLES
Single Family Residence
$5,995,000
▼ $705,000 (11%)5
Beds
7
Baths
5,139
Sqft
Est. $32,408/mo · Get pre-qualified
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.
3 days on market · Listing updated October 19, 2026
Location
Facts & Features
- Interior Features:
- Elevator, Split Bedrooms, Kitchen, Living Room, Attached Apartment, Den - Study, Exercise Room, Family Room, Guest Bath, Guest Room, Home Office, Bar, Built-In Cabinets, Wired for Data, Closet Cabinets, Custom Mirrors, Entrance Foyer, Pantry, Volume Ceiling, Walk-In Closet(s), Wet Bar
- Appliances:
- Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Refrigerator/Icemaker, Washer
- Flooring:
- Carpet, Marble, Tile, Wood
- Laundry:
- Inside, Sink
- Primary Bathroom:
- Dual Sinks, Jetted Tub, Multiple Shower Heads, Separate Tub And Shower
- Kitchen:
- Kitchen Island, Pantry, Walk-In Pantry
- Dining Room:
- Breakfast Bar, Dining - Living, Eat-in Kitchen, Formal
- Heating:
- Central Electric, Fireplace(s)
- Cooling:
- Ceiling Fan(s), Central Electric
- Gas:
- Propane
- Utilities:
- Propane, Cable Available, Natural Gas Available
- Sewer:
- Central
- Water Source:
- Central
- Security:
- Security System, Smoke Detector(s), Smoke Detectors
- Exterior Features:
- Gas Grill, Dock, Boat Lift, Dock Included, Elec Avail at dock, Water Avail at Dock, Balcony, Screened Balcony, Outdoor Grill, Built-In Wood Fire Pit, Outdoor Kitchen, Water Display
- Construction:
- Concrete Block, Stucco
- Roof:
- Tile
- Patio / Porch:
- Open Porch/Lanai, Screened Lanai/Porch, Deck, Patio
- Fencing:
- Fenced
- View:
- Canal, Water
- Waterfront:
- No Bridge(s)/Water Direct, Canal Front, Navigable Water
- Direction Faces:
- North
- Lot Features:
- Regular
- Irrigation:
- Central
- Road Surface:
- Paved
- Road Frontage:
- Public Road
- Other Structures:
- Guest House
- Parking:
- Circular Driveway, Driveway Paved, Garage Door Opener, Attached
- Garage Spaces:
- 2
- Pool:
- Concrete, Equipment Stays, Electric Heat, Pool Bath, Salt Water, Screen Enclosure
- Windows:
- Impact Resistant, Sliding, Impact Resistant Windows, Window Coverings
- Doors:
- Impact Resistant Doors
- Community Features:
- None, Boating
- Subdivision:
- GOLDEN SHORES
- Annual Taxes:
- $32,200
- Pets Allowed:
- No Approval Needed
- Furnished:
- Unfurnished
- Possession:
- Close Of Escrow
- Listing Terms:
- Buyer Finance/Cash
Price History
| Date | Event | Price |
|---|---|---|
| Oct 19, 2026 | Price change | $5,995,000 |
| Oct 18, 2026 | Original list price | $6,700,000 |
Reflects listing data on file, not a complete transaction history.
Listed by Shay Trask, Gulf Coast International Prop
The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.