1550 Chesapeake Avenue, Naples, FL 34102
$4,400,000 - For Sale
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Property Details
Price: $4,400,000
Sq Ft: 2,555
($1,722 per sqft)
Bedrooms: 4
Bathrooms: 4
Unit On Floor: 1
City:Naples
County:Collier
Type:Single Family
Development:Oyster Bay
Subdivision:Oyster Bay
Virtual Tour/Floorplan:View
Year Built:1991
Listing Number:225079832
Status Code:A-Active
Taxes:$18,399.25
Tax Year: 2024
Garage: 3.00
/ Y
Furnishings: Unfurnished
Pets Allowed: Yes
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Scheduled Open Houses
2026-01-17 1:00 pm - 4:00 pm
Equipment:
Dryer
Dishwasher
Freezer
Gas Cooktop
Disposal
Microwave
Range
Refrigerator
Washer
Interior Features:
Breakfast Bar
Built In Features
Dual Sinks
Family Dining Room
Kitchen Island
Living Dining Room
Pantry
Shower Only
Separate Shower
Cable Tv
Bar
Air Filtration
Split Bedrooms
Exterior Features:
Deck
Security High Impact Doors
Sprinkler Irrigation
View:
Y
Waterfront Description:
Canal Access
Amenities:
None
Financial Information:
Taxes: $18,399.25
Tax Year: 2024
Room Dimensions:
Laundry: Washer Hookup,Dryer Hooku
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View Virtual Tour
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.
Building Description: Ranch, One Story
MLS Area: Na08 - Royal Harbor-Windstar Are
Total Square Footage: 3,443
Total Floors: 1
Water: Public
Construction: Block, Concrete, Stucco
Date Listed: 2025-12-02 09:27:00
Pool: Y
Pool Description: Electric Heat, Heated, In Ground, Salt Water
Furnished: Unfurnished
Windows: Single Hung, Sliding, Impact Glass
Parking: Attached, Garage, Garage Door Opener
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Wood
Roof: Tile
Heating: Central, Electric
Cooling: Ceiling Fans
Security: Smoke Detectors
Laundry: Washer Hookup, Dryer Hooku
Irrigation: Municipal
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Rectangular Lot, Sprinklers Automatic
Amenities: None
Listing Courtesy Of: Premier Sothebys Intl Realty
sherry@theirvingroup.com
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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Additional Information:
Building Description: Ranch, One Story
MLS Area: Na08 - Royal Harbor-Windstar Are
Total Square Footage: 3,443
Total Floors: 1
Water: Public
Construction: Block, Concrete, Stucco
Date Listed: 2025-12-02 09:27:00
Pool: Y
Pool Description: Electric Heat, Heated, In Ground, Salt Water
Furnished: Unfurnished
Windows: Single Hung, Sliding, Impact Glass
Parking: Attached, Garage, Garage Door Opener
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Wood
Roof: Tile
Heating: Central, Electric
Cooling: Ceiling Fans
Security: Smoke Detectors
Laundry: Washer Hookup, Dryer Hooku
Irrigation: Municipal
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Rectangular Lot, Sprinklers Automatic
Amenities: None
Map of 1550 Chesapeake Avenue, Naples, FL 34102
Listing Courtesy Of: Premier Sothebys Intl Realty
sherry@theirvingroup.com
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John R. Wood Properties
3255 Tamiami Trail North
Naples, FL 34103
Contact Tracy Lebaron
(239) 821-5162
The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of these sources: M.L.S. of Naples, Inc., Bonita Springs-Estero Association of REALTORS®, Southwest Florida MLS (Gulf Coast), My Florida Regional MLS DBA Stellar MLS, Sanibel and Captiva Island Association of Realtors®. Properties listed with brokerage firms other than Featured Home Listings are marked with 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 data is updated every 4 hours, but can be influenced by delays from various real estate companies entering data in MLS. Some properties that appear for sale on this website may subsequently have sold or may otherwise no longer be available. All properties are subject to price or other changes without notice. For the most current information, please contact us using this form, or click on the "Request Info or Appointment" button on the search results and detailed property pages.
The source of this real property information is the copyrighted and proprietary database compilation of the © 2026 M.L.S. of Naples, Inc., © 2026 Bonita Springs-Estero Association of REALTORS®, © 2026 Southwest Florida MLS (Gulf Coast), © 2026 My Florida Regional MLS DBA Stellar MLS and © 2026 Featured Home Listings, a Florida Real Estate Brokerage. 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. Information last refreshed: 2026-01-16 01:29:20
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