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$5,995,000
Monthly Est:$29,839
5 Beds
- 7 Baths
6 full baths + 1 half bath
5,139sqft
1560 Osprey Ave, Naples, FL 34102
$5,995,000
$29,839/moEst:
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Single Family Residence
Built in 2001
$-- HOA
0.26 acre lot
$1,167/sq.ft
Description
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.
- Houzeo last checked: 13 minutes ago
- Listing updated: October 19, 2026 at 9:26 pm
- Listing Provided by: Shay Trask (239) 572-1648 DRE #344000868 | Gulf Coast International Prop (239) 434-2558
- Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 226033737

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
3
County
City
Neighborhood
--
Year Built
2001
HOA Fees
-
Finished Area
5,139 sqft
Lot Size
0.26 acre lot
Basement Area
- sqft
MLS Name
Florida Gulf Coast MLS, Fort Myers
MLS Number
226033737
MLS Status
Active
Days on Market
2
Cumulative Days on Market
1

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 7
Interior
Appliances
Cooktop, Dryer, Dishwasher, Freezer, Disposal, Ice Maker, Microwave, Range, Refrigerator, Refrigerator With Ice Maker, Washer
Heating
Central, Electric
Interior Features
Wet Bar, Breakfast Bar, Built In Features, Bathtub, Closet Cabinetry, Separate Formal Dining Room, Dual Sinks, Entrance Foyer, Eat In Kitchen, Fireplace, High Ceilings, Jetted Tub, Kitchen Island, Living Dining Room, Multiple Shower Heads, Custom Mirrors, Pantry, Separate Shower, Cable Tv, Upper Level Primary, Walk In Pantry
Window Features
Sliding, Impact Glass, Window Coverings
Cooling
Central Air, Ceiling Fans, Electric
Flooring
Carpet, Marble, Tile, Wood
Exterior Features
Deck, Fence, Fire Pit, Security High Impact Doors, Outdoor Grill, Outdoor Kitchen, Patio, Water Feature, Gas Grill
Sewer
Public Sewer
Construction
Year Built
Year Built: 2001
Home type
Single Family Residence
Architectural Style
Multi Level
Roof
Tile
Property Condition
Resale
Construction Materials
Block, Concrete, Stucco
Utilities & Energy
Parking Features
Attached, Circular Driveway, Driveway, Garage, Paved, Garage Door Opener
Utilities
Cable Available, Natural Gas Available, High Speed Internet Available
Water Source
Public
Laundry Features
Inside, Laundry Tub
Security Features
Security System, Smoke Detectors
Pool Features
Concrete, Electric Heat, Heated, Outside Bath Access, Pool Equipment, Screen Enclosure, Salt Water
Association Amenities
None
Other Features
Subdivision Name
Golden Shores
Patio And Porch Features
Balcony, Deck, Lanai, Open, Patio, Porch, Screened
Community Features
Boat Facilities
Lot Features
Rectangular Lot
Price History
| Date | Event | Price |
|---|---|---|
10/18/2026 Source: | Listed for Sale | $6,700,000 +11.76% $1,304/sqft |
10/18/2026 Source: | Price Increased | $5,995,000 +126.23% $1,167/sqft |
04/08/2021 Source: | Sold | $2,650,000 $516/sqft |
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Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Oct 21, 2026, 02:00PM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.
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