House in Naples, FL 34102
Oyster Bay, 1550 Chesapeake Ave

4
Beds
4
Baths
2,555
SqFt
$1,722
$/SqFt
Premium House
Built in 1991
3 Parking
Canal View
Waterfront
Ranch, Single Family
Boat Dock Private
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.
MLS Number: 225079832
Updated: 109 Days ago
Page Views: 0

Features

Bedrooms
  • Bedrooms: 4
Bathrooms
  • Bathrooms: 4
  • Half Bathrooms: No info
Exterior and Lot Features
  • Exterior Features: Boat Dock Private, Boat Lift, Elec Avail at dock, Water Avail at Dock, Wooden Dock, Open Porch/Lanai
  • View: Canal
Interior, Heating and Cooling
  • Interior Features: Bar, Built-In Cabinets, Pantry, Smoke Detectors
  • Equipment / Appliances: Gas Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer
  • Heating Description: Central Electric
  • Cooling Description: Air Purifier, Ceiling Fan(s)
Building and Construction
  • Floor Description: Wood
  • Windows/Treatment: No info
  • Construction Type: House
  • Year Built: 1991
  • Style: Ranch, Single Family
Waterfront and Water Access
  • Waterfront Frontage: Yes
School Information
    Other Property Info
    • Garage: 3
    • Pets Allowed: Yes
    Taxes, Fees & More
    • Maintenance Includes: None
    • Taxes: 18812.46
    • Security Information: Smoke Detector(s)
    • Parking Description: Attached
    • Total Floors in Building: 1
    • Total Units in Building: 1

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    Price History

    Date
    Event
    Price
    Change
    Price Per
    12/02/2025
    Listed
    $4.4M
     
    $1,722 ft2
    $18,537 m2
    12/02/2025
    $4.4M
    Event
    Listed
    Price Per
    $1,722 ft2
    $18,537 m2
    Price per square foot and days on website are not provided values and are calculated by Subdivisions.
    Listed by Sherry Irvin, PAPremier Sotheby's Int'l Realty • Buyer Agency Compensation .

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    Scores

    Walk Score®
    Car-Dependent. Most errands require a car
    32

    100
    Bike Score®
    Somewhat Bikeable. Minimal bike infrastructure
    41

    100
    Sound Score®
    Bearable noise
    79

    100
    Airport Score
    Close to airports. Noticeable airport activity
    1

    100
    Traffic Score
    Congested area. Frequent traffic delays
    25

    100
    Local Score
    Limited local amenities nearby
    0

    100
    Community Snapshot
    2 – 5 BR
    Bedrooms
    $399K – $7.8M
    Price Tier
    812 - 5,619
    SqFt Range
    1975
    Year Build
    1
    Total Floors

    Subdivision Amenities

    Bike Storage
    Common Laundry
    Community Boat Dock
    Community Boat Slip
    Community Gulf Boat Access
    Fish Cleaning Station
    Fishing Pier
    Internet Access
    Pool
    Sidewalk
    Storage
    Streetlight
    Tennis Court(s)
    Underground Utility
    Barbecue
    Bike Storage
    Common Laundry
    Community Boat Dock
    None
    Pool
    See Remarks
    Storage

    Naples
    Premium
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    Oyster Bay Communities in Naples, FL