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$4,400,000
19 Days On Site

1550 Chesapeake AVE
NAPLES, FL 34102

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
4
Full Baths
2,555
SqFt
$1,722
/SqFt
1991
Built
Subdivision:
OYSTER BAY
County:
Collier

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1550 Chesapeake AVE1550 Chesapeake AVE1550 Chesapeake AVE1550 Chesapeake AVE
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Experience waterfront living in this stunning four-bedroom ranch-style residence offering direct, deep-water Gulf access and exceptional privacy. This high and dry property has never experience any storm flooding or damage. Positioned with desirable southern exposure, the home captures tranquil views of lush mangroves and picturesque boat docks, creating a serene Naples backdrop. A highlight of the property is the expansive 1,000-square-foot private dock, ideal for boating enthusiasts, sunset lounging or hosting unforgettable gatherings by the water. Inside, the home features a gourmet kitchen designed to impress, complete with a spectacular 14 foot custom island, premium finishes, and seamless flow for everyday living or entertaining. The elegant dining room includes an integrated built-in bar, offering a sophisticated space for hosting friends and family. Additional features include a three-car garage, spacious bedrooms, and an inviting single-level layout that embodies comfort and coastal ease. Just minutes from 5th Avenue’s renowned shops and fine dining, this home offers the ideal blend of luxury, convenience and waterfront charm. A must-see for those seeking exceptional Naples living.

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Listing Snapshot
Price 
$4,400,000
Days On Site 
19 Days
Bedrooms 
4
Inside Area (SqFt) 
2,555 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1991
MLS® Number 
225079832
Status 
Active
Property Tax 
$18,399.25
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
a week agoListing updated with changes from the MLS®
3 weeks agoStatus changed to Active
3 weeks agoListing first seen on site
General Features
Attached Garage 
Yes
Building Features 
DSL/Cable Available
Garage 
Yes
Garage Spaces 
3
Number Of Stories 
1
Parking 
Garage Door OpenerAttached
Parking Spaces 
3
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
SqFt Total 
3443
Style 
RanchSingle Family
Utilities 
Propane
Interior Features
Appliances 
Gas CooktopCooktopDishwasherDisposalDryerFreezerMicrowaveRangeRefrigeratorWasher
Cooling 
Ceiling Fan(s)
Flooring 
Wood
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Breakfast BarBarPantry
Window Features 
Storm Window(s)
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Exterior Features
Construction Details 
BlockStucco
Exterior 
Dock
Frontage 
0
Gulf Access 
Yes
Lot Features 
Waterfront
Patio And Porch 
Deck
Pool Features 
HeatedElectric HeatSalt WaterPrivate
Private Pool 
Yes
Roof 
Tile
View 
Canal
Waterfront 
Yes
Waterfront Features 
Canal Front
Waterview 
Canal
Windows/Doors 
Storm Window(s)
Community Features
Association Amenities 
None
MLS Area 
OYSTER BAY
Listing courtesy of Premier Sotheby's Int'l Realty

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright © 2025Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. The data relating to real estate for sale on this limited electronic display come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. Some properties that appear for sale on this website may no longer be available. For the most current information, contact .

Neighborhood & Commute
Source: Walkscore
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