Map location of 1550 Chesapeake Avenue, Naples, FL 34102
$4,400,000
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1550 Chesapeake Avenue, Naples, FL 34102

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4 Beds
4 Baths
2,555 Sq Ft
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Wed, 12/03
9 AM - 12 PM

Experience true waterfront living in this stunning 4-bedroom ranch-style residence offering direct, deep-water Gulf accessand exceptional privacy. Perfectly 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 sq. ft. private dockideal 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-ft 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 3-car garage, spacious bedrooms, and an inviting single-level layout that embodies comfort and coastal ease. Located just minutes from 5th Avenues renowned shops and fine dining, this home offers the perfect blend of luxury, convenience, and waterfront charm.A true must-see for those seeking exceptional Naples living.

Listing By: Sherry Irvin, PA - Premier Sotheby's Int'l Realty flftmyers Realty.com
  • MLS# 225079832
  • Date Listed12/02/2025
  • Days on Realty 1 Day
  • Bedrooms 4
  • Bathrooms 4 Full baths
  • Lot Size -
  • Sewer Public Sewer
  • Subdivision OYSTER BAY
  • Property Type Single Family
  • County Collier
  • Year Built 1991
  • Water Public
  • Square Feet 2,555 sq. ft
  • Price Per Sq. Ft $1722.11

Interior Features

  • Appliances Dryer, Dishwasher, Freezer, Gas Cooktop, Disposal, Microwave, Range, Refrigerator, Washer
  • Flooring Wood
  • Cooling Ceiling Fan(s)
  • Heating Central, Electric

Exterior / Lot Features

  • Roof Tile
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features Rectangular Lot, Waterfront

Financial Considerations

  • Tax Amount $18,399
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Shadowlawn Elementary School

Public • PK - 5 • Serves this home

1.27 mi

Distance

Gulf Coast Academy Charter

Public • PK - 8

2.2 mi

Distance

Avalon Elementary School

Public • PK - 5

2.53 mi

Distance

Poinciana Elementary School

Public • PK - 5

4.97 mi

Distance

Calusa Park Elementary School

Public • PK - 5

5.81 mi

Distance

Parkside Elementary School

Public • PK - 5

7.76 mi

Distance

Golden Gate Elementary School

Public • PK - 5

8.83 mi

Distance

Gulfview Middle School

Public • 6 - 8 • Serves this home

1.65 mi

Distance

The Phoenix Program Naples

Public • 6 - 12

2.3 mi

Distance

New Beginnings - Naples

Public • 3 - 8

2.3 mi

Distance

East Naples Middle School

Public • 6 - 8

2.3 mi

Distance

Lorenzo Walker Technical College

Public • 9 - 12 • Serves this home

2.3 mi

Distance

Lorenzo Walker Technical High School

Public • 9 - 12

2.3 mi

Distance

Beacon High School

Public • 9 - 12

2.3 mi

Distance

Naples High School

Public • 9 - 12

3.85 mi

Distance

Lely High School

Public • 9 - 12

7.12 mi

Distance

Unique Learning Center

Private • KG - 12

4.52 mi

Distance

Seacrest Country Day School

Private • PK - 12

4.92 mi

Distance

Easter Seals - Lily Academy

Private • UG - UG

5.09 mi

Distance

Education World Wide

Private • 06 - 12

6.27 mi

Distance

Able Academy

Private • PK - 12

6.9 mi

Distance

Saint John Neumann Catholic High School Inc.

Private • 09 - 12

7.67 mi

Distance

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in FL / 34102

Source: Walkscore

40/100

Car-Dependent

Walk Score ®

52/100

Bikable

Bike Score ®

Overview

Most errands require a car. It is possible to get on a bus. Some bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 22/100, Transit Score: 0/100, Bike Score: 43/100.

Points of Interest near 1550 Chesapeake Avenue, Naples, FL 34102

Frequently Asked Questions for 1550 Chesapeake Avenue

Source: Realty.com

1550 Chesapeake Avenue, Naples, FL 34102 is a Single Family 2,555 sq. ft. home listed for sale. Realty.com has 50 photos available of this 4 bed, 4 bath house, listed at $4,400,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 50 photos of 1550 Chesapeake Avenue.

Our records indicate that 1550 Chesapeake Avenue was built in 1991.

The full address for this home is 1550 Chesapeake Avenue, Naples, FL 34102.

1550 Chesapeake Avenue has been listed on Realty.com since Tue December 02, 2025

Most errands require a car. It is possible to get on a bus. Some bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 22/100, Transit Score: 0/100, Bike Score: 43/100.

There are 3 schools assigned to this home. Check out the schools near 1550 Chesapeake Avenue. Shadowlawn Elementary School (Grades: PK - 5), Gulfview Middle School (Grades: 6 - 8), Lorenzo Walker Technical College (Grades: 9 - 12)

Listing provided courtesy of: Premier Sotheby's Int'l Realty (tel: 2394342424)
Listing agent: Sherry Irvin, PA (#N608550)

This content last refreshed on 2025-12-03 04:30:53. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 1550 Chesapeake Avenue, Naples, FL 34102 : MLS# 225079832

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