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1550 Chesapeake AVE Naples FL 34102

Off Market
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1550 Chesapeake Ave Naples, FL 34102 - Off Market 1550 Chesapeake Ave Naples, FL 34102 - Off Market 1550 Chesapeake Ave Naples, FL 34102 - Off Market 1550 Chesapeake Ave Naples, FL 34102 - Off Market

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 1550 Chesapeake Ave

4 Bedrooms
4 Bathrooms
3 Car Garage
3,443 Square Feet
2,555SF Living Area
Pool:
Yes
Water
Year Built 1991

Don't miss this home for sale in Oyster Bay! 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.

This luxury single family home was built in 1991 and features 4 bedrooms, and 4 full bathrooms. This home for sale is 3,443 square feet, with 2,555 sq ft being air conditioned living space. The home has a 3 car garage and has a private swimming pool.

Please contact your ZFC agent for more information about MLS# 225079832 or any other homes for sale in Naples or elsewhere in the Collier County area.

Features & Amenities

Appliances

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

Other Equipment

Air Purifier

Architecture

Ranch, One Story

Cooling

Ceiling Fans

Heating

Central, Electric

Flooring

Wood

Parking

Attached, Garage, Garage Door Opener

Lot Size

Acres

View

Canal view

Construction Materials

Block, Concrete, Stucco

Security Features

Smoke Detectors

Interior Features

Breakfast Bar, Built In Features, Dual Sinks, Family Dining Room, Kitchen Island, Living Dining Room, Pantry, Shower Only, Separate Shower, Cable Tv, Bar, Air Filtration, Split Bedrooms

Furnished

Unfurnished

Exterior Features

Deck, Security High Impact Doors, Sprinkler Irrigation

Lot Features

Rectangular Lot, Sprinklers Automatic

Property Condition

Resale

Patio And Porch Features

Deck, Open, Porch

Pool Features

Electric Heat, Heated, In Ground, Salt Water

Roof

Tile

Window Features

Single Hung, Sliding, Impact Glass

Utilities

Cable Available, Natural Gas Available

Waterfront Features

Canal Access

Irrigation Source

Municipal

Laundry

Washer Hookup, Dryer Hookup, Inside

Number Of Stories

1

Year Built

1991

Pets Allowed

Yes

Annual Real Estate Taxes

$18,812 (2025)

Legal Description

Oyster Bay Unit 5 Lot 5

Property Type

Single Family Home

Association Fee Includes

None

Association Amenities

None

Community Features

Boat Facilities

Direction Faces

North

MLS Number

225079832

Universal Property Id

U S-12021-N-15350200008-R-N

Days On Market

68

Community Name

Oyster Bay

1550 Chesapeake Ave Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1550 Chesapeake Ave should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2025 which are $18,812 but will likely change when this home sells. These estimations are calculated from a list price of $4,400,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 1550 Chesapeake Ave

Address Sale Price Bed Bth Size Location Sale Date
1400 Jewel Box AVE $Log in to view 4 4/0 4,161SF Oyster Bay 05/07/2025
1340 Jewel Box AVE $Log in to view 4 5/1 7,793SF Oyster Bay 09/17/2025
855 10th ST N $Log in to view 4 4/2 4,096SF Lake Park 09/12/2025
1493 Pelican AVE $Log in to view 4 4/1 4,084SF Golden Shores 05/12/2025
1546 Mandarin RD $Log in to view 4 4/1 4,029SF Old Naples 12/05/2025
1463 2nd AVE S $Log in to view 4 4/1 3,870SF Mangrove Bay 04/01/2026
429 14th AVE S $Log in to view 4 4/2 3,850SF Old Naples 03/30/2026
1261 12th AVE N $Log in to view 4 3/0 4,131SF Lake Park 06/13/2025
280 4th AVE N $Log in to view 4 3/0 4,086SF Old Naples 01/29/2026
1525 OSPREY AVE $Log in to view 4 2/0 3,758SF Royal Harbor 12/18/2025
1478 10th ST N $Log in to view 4 3/1 3,686SF Lake Park 03/10/2026
1850 Crayton RD $Log in to view 4 2/1 3,607SF Moorings 08/08/2025

MLS# 225079832 Listing History

12/02/2025 Listed for sale by Premier Sotheby's Int'l Realty with MLS# 225079832 with a list price of $4,400,000.
Off Market

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This listing of 1550 Chesapeake Ave Naples FL 34102 was last updated on 2026-02-08 11:00:11. Listing courtesy of Premier Sotheby's Int'l Realty.
MLS

Map of 1550 Chesapeake Ave Naples FL 34102

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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