For Sale
New
Price CutPrice Drop: $705K (10/18)
Single family home for sale at 1560 Osprey Ave, Naples, FL 34102 | MLS# 226033737 | Listing updated on 2026-10-19
Photo 1 of Single family home for sale at 1560 Osprey Ave, Naples, FL 34102 | MLS# 226033737 | Listing updated on 2026-10-19
Photo 2 of Single family home for sale at 1560 Osprey Ave, Naples, FL 34102 | MLS# 226033737 | Listing updated on 2026-10-19
Photo 3 of Single family home for sale at 1560 Osprey Ave, Naples, FL 34102 | MLS# 226033737 | Listing updated on 2026-10-19
Photo 4 of Single family home for sale at 1560 Osprey Ave, Naples, FL 34102 | MLS# 226033737 | Listing updated on 2026-10-19
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$5,995,000

Monthly Est:$29,839

  • Beds Icon5 Beds
  • Beds Icon
    7 Baths
  • Beds Icon5,139sqft

1560 Osprey Ave, Naples, FL 34102

$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 r
oof, 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 Florida Gulf Coast MLS, Fort Myers-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    3

  • County

    Collier County

  • City

    Naples

  • 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

DateEventPrice

10/18/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #226033737

Listed for Sale

$6,700,000 +11.76%

$1,304/sqft

10/18/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #226033737

Price Increased

$5,995,000 +126.23%

$1,167/sqft

04/08/2021

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #220045114

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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