1550 Chesapeake Ave.

Naples, FL 34102


$4,400,000

Status: For Sale

Type: Resale Property

Days on Site: 65

Listing ID: 225079832


4 Bed

4 Full Bath

2,555 Sq. Ft.

Built: 1991

Furnishings: Unfurnished

Total Annual Recurring Fees

$0

Total One Time Fees

$0

2025 Total Taxes

$18,812

List Price / Square Foot

$1,722.11

Community

Ownership

Single Family

Building Style

Ranch, Single Family

Floor Plan

Split Bedrooms

Lot/Land

Acres: N/A

Description

Regular

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.

Garage

Yes

Car Port

No

Parking Spots

3

Parking Description

Attached

Private Pool

Yes

Private Spa

No

Community Pool

N/A

Pool Description

Below Ground, Electric Heat, Salt Water

Spa Description

N/A

View

Canal

Rear Exposure

South

Interior Features

Bar, Built-In Cabinets, Pantry, Smoke Detectors

Flooring

Wood

Kitchen

Gas Available, Island, Pantry

Appliances

Gas Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer

Dining

Breakfast Bar, Dining – Family

Construction

Concrete Block, Stucco

Roof

Tile

Cooling

Air Purifier, Ceiling Fan(s)

Bedroom Details

N/A

Additional Rooms

Laundry in Residence, Open Porch/Lanai

Exterior Details

Boat Dock Private, Boat Lift, Elec Avail at dock, Water Avail at Dock, Wooden Dock, Open Porch/Lanai

Storm Protection

Impact Resistant Doors, Impact Resistant Windows

Accessibility

N/A

Elevator

None

Security

Smoke Detector(s)

Amenities

None

Golf

N/A

Maintenance

None

Waterfront

Yes

Description

Canal Front

Gulf Access

Yes

Gulf Access Type

No Bridge(s)/Water Direct

Canal Info.

Canal Width 81-120

Boat / Dock

Boat Dock Private, Boat Lift, Elec Avail at dock, Water Avail at Dock, Wooden Dock

Pets Allowed?

Yes

Number Allowed

N/A

Weight Limit (lbs.)

N/A

Breed Limits

N/A

Other

N/A

Leasing

Number of Leases Allowed per Year

N/A

Minimum Days of Each Lease

N/A

Restrictions

None/Other

Elementary School

N/A

Middle School

N/A

High School

N/A

This property listing is courtesy of Premier Sotheby’s Int’l Realty: 239-434-2424. The data relating to real estate for sale displayed on this Website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc., under License No. SL3295589. Properties listed with brokerage firms other than Premiere Plus Realty, Co. are marked with the “BR House” logo. Detailed information about such properties includes the name of the listing broker. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc. This listing was last modified 01/30/2026 06:44am.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2023 M.L.S. of Naples, Inc. 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.


Destinations, Distances & ETAs

Name Miles ETA
Naples Municipal Beach and Pier 2.7 mi 11 min
Lowdermilk Park 3.5 mi 12 min
Via Miramar Beach 5.1 mi 17 min
Clam Pass Park 7.1 mi 20 min
Vanderbilt Beach Park 10.5 mi 24 min
Pelican Bay Beach (Private) 11.1 mi 32 min
Delnor-Wiggins Pass State Park 11.8 mi 29 min
Barefoot Beach Preserve 17.3 mi 38 min
Bonita Beach 17.5 mi 38 min
Tigertail Beach Park 17.5 mi 39 min
Name Miles ETA
5th Avenue South 1.4 mi 6 min
Third Street South 2.6 mi 10 min
Coastland Mall 3.5 mi 13 min
Venetian Village 5.7 mi 18 min
Waterside Shops 6.6 mi 18 min
Galleria Shoppes at Vanderbilt 9.4 mi 23 min
Mercato 9.6 mi 23 min
Miromar Outlets 26.1 mi 38 min
Coconut Point 29.3 mi 43 min
Gulf Coast Town Center 30.2 mi 42 min
Name Miles ETA
Gulfshore Playhouse 1.4 mi 5 min
Sugden Community Theatre 1.5 mi 8 min
Artis-Naples 6.9 mi 18 min
Music & Arts Community Center 35.3 mi 46 min
Barbara B. Mann Performing Arts Hall 39.6 mi 56 min
Name Miles ETA
Naples Comprehensive Health (NCH Baker Downtown) 2.2 mi 9 min
Physicians Regional (Collier Blvd.) 8.8 mi 21 min
Naples Comprehensive Health (North Naples Hospital) 10.2 mi 25 min
Physicians Regional (Pine Ridge Rd.) 10.2 mi 24 min
Name Miles ETA
Naples Airport (APF) 2.8 mi 10 min
Marco Island Executive Airport (MKY) 14.2 mi 32 min
SW Florida Int'l (RSW) 36.7 mi 47 min
Name Miles ETA
Baker Park 1.6 mi 5 min
Cambier Park 1.9 mi 8 min
Gordon River Greenway 2.7 mi 8 min
Sugden Regional Park 2.7 mi 9 min
Naples Botanical Garden 3 mi 8 min
Naples Zoo 3 mi 12 min
Fred W. Coyle Freedom Park 3.6 mi 13 min
Paradise Coast Sports Complex 9 mi 21 min
North Collier Regional Park 11.7 mi 29 min
Big Corkscrew Island Regional Park 25.4 mi 45 min

Destinations, Distances & ETAs

Name Miles ETA
Naples Municipal Beach and Pier 2.7 mi 11 min
Lowdermilk Park 3.5 mi 12 min
Via Miramar Beach 5.1 mi 17 min
Clam Pass Park 7.1 mi 20 min
Vanderbilt Beach Park 10.5 mi 24 min
Pelican Bay Beach (Private) 11.1 mi 32 min
Delnor-Wiggins Pass State Park 11.8 mi 29 min
Barefoot Beach Preserve 17.3 mi 38 min
Bonita Beach 17.5 mi 38 min
Tigertail Beach Park 17.5 mi 39 min
Name Miles ETA
5th Avenue South 1.4 mi 6 min
Third Street South 2.6 mi 10 min
Coastland Mall 3.5 mi 13 min
Venetian Village 5.7 mi 18 min
Waterside Shops 6.6 mi 18 min
Galleria Shoppes at Vanderbilt 9.4 mi 23 min
Mercato 9.6 mi 23 min
Miromar Outlets 26.1 mi 38 min
Coconut Point 29.3 mi 43 min
Gulf Coast Town Center 30.2 mi 42 min
Name Miles ETA
Gulfshore Playhouse 1.4 mi 5 min
Sugden Community Theatre 1.5 mi 8 min
Artis-Naples 6.9 mi 18 min
Music & Arts Community Center 35.3 mi 46 min
Barbara B. Mann Performing Arts Hall 39.6 mi 56 min
Name Miles ETA
Naples Comprehensive Health (NCH Baker Downtown) 2.2 mi 9 min
Physicians Regional (Collier Blvd.) 8.8 mi 21 min
Naples Comprehensive Health (North Naples Hospital) 10.2 mi 25 min
Physicians Regional (Pine Ridge Rd.) 10.2 mi 24 min
Name Miles ETA
Naples Airport (APF) 2.8 mi 10 min
Marco Island Executive Airport (MKY) 14.2 mi 32 min
SW Florida Int'l (RSW) 36.7 mi 47 min
Name Miles ETA
Baker Park 1.6 mi 5 min
Cambier Park 1.9 mi 8 min
Gordon River Greenway 2.7 mi 8 min
Sugden Regional Park 2.7 mi 9 min
Naples Botanical Garden 3 mi 8 min
Naples Zoo 3 mi 12 min
Fred W. Coyle Freedom Park 3.6 mi 13 min
Paradise Coast Sports Complex 9 mi 21 min
North Collier Regional Park 11.7 mi 29 min
Big Corkscrew Island Regional Park 25.4 mi 45 min

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