Home > Oyster Bay > 1550 Chesapeake Ave, Naples, FL 34102
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1550 Chesapeake Ave, Naples, FL 34102 - 4 Bedroom Pool Home in Oyster Bay

$4,400,000

MLS Number
225079832
Bedrooms
4 Bed
Bathrooms
4 Baths
Living Area
2,555 sq ft
Total Area
3,443 sq ft
Garage Spaces
3
Year Built
1991
Days on Market
1

home Property Description

Experience waterfront living in this stunning four-bedroom ranch-style residence offering direct, deep-water Gulf access and exceptional privacy. 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 9-foot 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.

hangout_video Virtual Tour

fact_check The Basics

Property Type Single Family
Gulf Access Yes
Boat Access Boat Dock Private, Boat Lift, Elec Avail at dock, Water Avail at Dock, Wooden Dock
Private Pool Yes
Private Spa No
Furnished Unfurnished
Last Modified 1 day ago

savings Financials & HOA Fees

Foreclosure No
Auction No
Short Sale No
Mandatory HOA No

roofing Building Features

Building Features DSL/Cable Available
Building Style 1 Story/Ranch
Construction Materials Concrete Block, Stucco
Cooling Air Purifier, Ceiling Fan(s)
Covered Spaces 3
Elevator None
Floor Plan Split Bedrooms
Floors 1
Garage Spaces 3
Patio and Porch Deck
Rear Exposure South
Roof Tile
Security Features Smoke Detector(s)
Storm Protection Impact Resistant Doors, Impact Resistant Windows
View Canal
Water Source Central
Waterfront Features Canal Front

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chair Interior Features

Appliances & Equipment Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Smoke Detector, Washer, Washer/Dryer Hookup
Interior Features Bar, Built-In Cabinets, Pantry, Smoke Detectors
Additional Rooms Laundry in Residence, Open Porch/Lanai
Kitchen Features Gas Available, Island, Pantry
Flooring Wood
Gas Yes
Laundry Washer/Dryer Hookup, Laundry in Residence

holiday_village Neighborhood and Community

Pets Allowed Yes
Amenities None
Neighborhood Oyster Bay
Neighborhood Type Boating
Included in Fees None
HOA Restrictions None/Other

photo_library Additional Images

Chris Farrugia, REALTOR Portrait

Chris Farrugia, M.B.A.

Realtor® at The Listing Naples Group

📞 (239) 248-8171
📧 chris@listingnaples.com

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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2025 Southwest 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.

Listing provided by Premier Sotheby's Int'l Realty.