Listing Provided Courtesy of Premier Sotheby’s Int’l Realty
Experience true waterfront living in this stunning 4-bedroom ranch-style residence offering direct, deep-water Gulf accessand exceptional privacy. Perfectly 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 sq. ft. 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 9-ft 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 3-car garage, spacious bedrooms, and an inviting single-level layout that embodies comfort and coastal ease. Located just minutes from 5th Avenue’s renowned shops and fine dining, this home offers the perfect blend of luxury, convenience, and waterfront charm.
A true must-see for those seeking exceptional Naples living.
A highlight of the property is the expansive 1,000 sq. ft. 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 9-ft 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 3-car garage, spacious bedrooms, and an inviting single-level layout that embodies comfort and coastal ease. Located just minutes from 5th Avenue’s renowned shops and fine dining, this home offers the perfect blend of luxury, convenience, and waterfront charm.
A true must-see for those seeking exceptional Naples living.
Property Details
Price:
$4,400,000
MLS #:
225079832
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OYSTER BAY
Neighborhood:
oysterbay
Listed Date:
Dec 2, 2025
Finished Sq Ft:
2,555
Total Sq Ft:
3,443
Year Built:
1991
See this Listing
Schools
Interior
Appliances
Gas Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer
Bathrooms
4 Full Bathrooms
Cooling
Air Purifier, Ceiling Fan(s)
Flooring
Wood
Heating
Central Electric
Laundry Features
Washer/Dryer Hookup, Laundry in Residence
Exterior
Architectural Style
Ranch, Single Family
Association Amenities
None
Construction Materials
Concrete Block, Stucco
Exterior Features
Boat Dock Private, Boat Lift, Elec Avail at dock, Water Avail at Dock, Wooden Dock, Open Porch/Lanai
Parking Features
Attached
Parking Spots
3
Roof
Tile
Security Features
Smoke Detector(s)
Financial
Tax Year
2024
Taxes
$18,399
Map
Community
- Address1550 Chesapeake AVE NAPLES FL
- SubdivisionOYSTER BAY
- CityNAPLES
- CountyCollier
- Zip Code34102
Market Summary
Current real estate data for Single Family in NAPLES as of Dec 02, 2025
2,854
Single Family Listed
137
Avg DOM
693
Avg $ / SqFt
$2,445,228
Avg List Price
Property Summary
- Located in the OYSTER BAY subdivision, 1550 Chesapeake AVE NAPLES FL is a Single Family for sale in NAPLES, FL, 34102. It is listed for $4,400,000 and features 4 beds, 4 baths, and has approximately 2,555 square feet of living space, and was originally constructed in 1991. The current price per square foot is $1,722. The average price per square foot for Single Family listings in NAPLES is $693. The average listing price for Single Family in NAPLES is $2,445,228. To schedule a showing of MLS#225079832 at 1550 Chesapeake AVE in NAPLES, FL, contact your Carney Realty & Associates, Inc. agent at 239-574-1965.
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