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1560 Osprey Avenue, 
Naples, FL 34102

$6,700,000


5

Beds


7

Baths


5,139

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Shay Trask

Gulf Coast International Prop

Last updated:

October 19, 2026, 02:51 AM

MLS#

226033737

Source:

FL GFMB

About This Home

1560 Osprey Avenue

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.

Home Facts

Single Family

7 Baths

5 Bedrooms

Built in 2001

Subdivision & Development:

GOLDEN SHORES

Price Summary

6,700,000

$1,303 per Sq. Ft.

MLS #:

226033737

Last Updated:

October 19, 2026, 02:51 AM

Added:

1 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

7

Full Bathrooms:

6

Interior

Living Area:

5,139 Sq. Ft.


Structure

Structure

Architectural Style:

MultiLevel

Building Area:

9,072 Sq. Ft.

Year Built:

2001


Lot

Lot Size (Sq. Ft):

11,325


Finances & Disclosures

Finances

Price:

$6,700,000

Price per Sq. Ft:

$1,303 per Sq. Ft.

Source:FL GFMB
The source of the information about real property available for sale or rent is the copyrighted and proprietary database of the Florida Gulf Coast Multiple Listing Service, Inc.. Copyright 2026 Florida Gulf Coast Multiple Listing Service, Inc.; all rights reserved. The data is provided by the IDX Program, and the Information is Deemed Reliable But Not Guaranteed.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.