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1560 Osprey AVE, NAPLES, FL - photo 1

$5,995,000

1560 Osprey AVE

NAPLES, FL 34102

Estimated payment $30,889/month

HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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5Beds
7Baths
5,139Sq Ft
$1167Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Private Pool
Fireplace
Garage
Built in 2001
11,326 sqft Lot

About This Home

Rarely available three-story waterfront residence in Golden Shores 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 1 minute to Naples Bay Club and less than 5 minutes 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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:5
  • •Bathrooms:7 (6 full, 1 half)
  • •Full bathrooms:6
  • •Half bathrooms:1

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:5,139 sqft
  • •Total interior livable area:5,139 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:11,326 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2001

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Price history

DateEventPrice
2026-10-18T00:00:00.000ZListed for sale$5,995,000$1167/sqft

Listing Agent

Shay Trask

Gulf Coast International Prop

Brokerage Phone: 239-434-2558

Source: NABOR Naples · MLS #226033737

Data Powered by Home Junction, Inc.

Nearby

Schools

FLORIDA GULF COAST UNIVERSITY - NAPLES RENAISSANCE ACADEMY

0.7 mi

SHADOWLAWN ELEMENTARY SCHOOL

Elementary · 1.0 mi

GULFVIEW MIDDLE SCHOOL

High · 1.0 mi

Supermarkets

Brookside Market

0.3 mi

Oakes Farms

0.5 mi

5th Avenue Confectionery

0.5 mi

Dining

Catalina Café at Naples Bay Resort

0.2 mi

Tritone Fit

0.2 mi

Olive Garden

0.2 mi

Parks

Cambier Park

0.8 mi

River Park

0.9 mi

Lowdermilk Park

2.0 mi

Beaches

Naples Beach

1.6 mi

Lowdermilk Park Beach

2.1 mi

Vanderbilt Beach

8.4 mi

Nearby amenity locations include data © OpenStreetMap contributors.