$4,400,000

1550 Chesapeake AVE, Naples, FL 34102

4 beds |
4 baths |
2,555 sqft

Single-Family Home
Built in 1991
—— sqft lot
3 car garage
$1,722/sqft
Listed 16 days ago

Property Description

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.

Listing Status:: Active
Date Added:: December 2, 2025 at 06:00AM
Listing Office:: Premier Sotheby's Int'l Realty : (239) 434-2424
Listing Agent:: Sherry Irvin, PA : (239) 825-2786
MLS ID:: 225079832

General: Breakfast BarBuilt-in FeaturesDual SinksFamily/Dining RoomKitchen IslandLiving/Dining RoomPantryShower OnlySeparate ShowerCable TVBarAir FiltrationSplit Bedrooms
Appliances: DryerDishwasherFreezerGas CooktopDisposalMicrowaveRangeRefrigeratorWasher
Laundry: Washer HookupDryer HookupInside
Flooring: Wood
A/C: Ceiling Fan(s)
Heating: CentralElectric

General: DeckSecurity/High Impact DoorsSprinkler/Irrigation
Style: RanchOne Story
Other Structures: PorchDeckOpen
Pool: Electric HeatHeatedIn GroundSalt Water
Parking: AttachedGarageGarage Door Opener

Roofing: Tile
Windows: Single HungSlidingImpact Glass
General: BlockConcreteStucco1

HOA Amenities: 0.0
Originating MLS: FGC_NAPLES
County: Collier

Zoning: OYSTER BAY UNIT 5 LOT 515350200008
View: CanalView

Utilities: Cable AvailableNatural Gas Available
Water: Public
Sewer: Public Sewer

Source: FGC_NAPLES
Ownership: Single Family

This listing courtesy of Sherry Irvin, PA, Premier Sotheby's Int'l Realty

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Shadowlawn Elementary School

2161 Shadowlawn Dr, Naples, FL, 34112

Grades KG-5

0.90 miles away

Gulfview Middle School

255 6th St S, Naples, FL, 34102

Grades 6-8

1.25 miles away

Beacon High School

3710 Estey Ave, Naples, FL, 34104

Grades 9-12

1.40 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.