1360 Chesapeake Ave

1,200 Sq. Ft.
$45 / Sq. Ft.
1,200
Sq. Ft.
$45
per Sq. Ft.

Description

This unit faces the canal with lovely water views. Dock space is available for an additional charge. Stunning views, two-level unit facing the canal with two separate sitting areas on the second floor. One faces the canal and the other faces west towards Naples Bay. Kitchen and great room are on the1 first floor that lead out to the private outdoor sitting and dining area, that also faces the canal. Upstairs are two bedrooms. The location is perfect for kayaking, canoeing, fishing off the dock, or...This unit faces the canal with lovely water views. Dock space is available for an additional charge. Stunning views, two-level unit facing the canal with two separate sitting areas on the second floor. One faces the canal and the other faces west towards Naples Bay. Kitchen and great room are on the1 first floor that lead out to the private outdoor sitting and dining area, that also faces the canal. Upstairs are two bedrooms. The location is perfect for kayaking, canoeing, fishing off the dock, or just enjoying the stunning sunsets. Also, there is a common area with seating, a fire pit, and a grill. The location is just a short drive to 5th Avenue South, the Naples Pier, and pristine, white sandy beaches. It is also a quick walk over the Tin City Bridge to all that 5th Avenue South and Third Street South, have to offer.
  1. Listed by Tamera Montante • Waterfront Realty Group Inc

Property Details for 1360 Chesapeake Avenue

Area
NA08 - Royal Harbor-Windstar Are
Development
OYSTER BAY
Sub Condo Name
OYSTER BAY
Waterfront
Yes
Waterfront Desc
Canal
Gulf Access Type
No Bridge(s)/Water Direct
View
Canal
Furnished Desc
Negotiable
LISTING UPDATED: 02/11/2026 02:37 PM

Property Details for 1360 Chesapeake Avenue

StatusActive
MLS #226006808
Days on Market1
Rental Incentives-
Available Date02/11/2026
Lease TermLease Length: 30
Furnished-
Compass TypeRental
MLS TypeResidential Rental / Low Rise (1-3)
Year Built1988
Lot Size0.26 AC / 11,325 SF
CountyCollier County

Location

Listing Courtesy of Waterfront Realty Group Inc, Tamera Montante
Add your commute

Building Information for 1360 Chesapeake Avenue

Building/Complex1360 Chesapeake AveFloor-Stories2Residences6Pet Policy-Pet Policy DetailsWith ApprovalYear Built1988Lot Size0.26 AC / 11,325 SF

Property Information for 1360 Chesapeake Avenue

Summary
Location and General Information
  • Amenities: See Remarks
  • Pets: With Approval
  • Property Features: Cable Prewire
Parking
  • Carport Spaces: 0
  • Attached Garage: No
  • Garage Spaces: 0
  • Carport: No
  • Covered Spaces: 0
  • Garage: No
  • Total Parking: 0
Interior and Exterior Features
Interior Features
  • Laundry Features: Laundry in Residence
  • Approx Living Area: 1200.0
  • Living Area Units: Square Feet
  • Bedrooms: 2 Bed
  • Elevator: None
  • Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Washer
  • Equipment: Cooktop - Electric, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Washer
  • Flooring: Tile
  • Interior Features: Cable Prewire
  • Num Unit Floor: 1
  • Private Pool: No
  • Private Spa: No
  • Total Floors: 2
  • Baths Full: 2
  • Half Bathrooms: 0
  • Bathrooms Total Decimal: 2.00
  • Bathrooms: 2
  • Bedrooms Total: 2
  • Fireplace: No
  • View YN: Yes
  • Additional Rooms: Laundry in Residence
Exterior Features
  • Exterior Features: Wooden Dock, Deck
Property Information
Utilities
  • Cooling: Central Electric
  • Cooling YN: Yes
  • Heat: Central Electric
  • Heating YN: Yes
Rental
Rental Information
  • Monthly Rate: $4,500.00
  • Horse: No
  • Smoking YN: No
  • Min Days of Lease: 30

Property History for 1360 Chesapeake Avenue

DateEvent & SourcePriceAppreciation
Feb 11, 2026

Listed (Active)

Naples Area Board of REALTORS #226006808

$4,500—
Sep 17, 2025

Rented

Naples Area Board of REALTORS #225058457

$4,000—
Jun 24, 2025

Listed (Active)

Naples Area Board of REALTORS #225058457

$5,500—
May 20, 2025

Expired

Naples Area Board of REALTORS #224083045

—
May 13, 2025

Price Change

Naples Area Board of REALTORS #224083045

$3,000—
Mar 4, 2025

Price Change

Naples Area Board of REALTORS #224083045

$4,000—
Dec 9, 2024

Price Change

Naples Area Board of REALTORS #224083045

$4,500—
Oct 16, 2024

Listed (Active)

Naples Area Board of REALTORS #224083045

$5,000—
DateEvent & SourcePrice
02/11/2026

Listed (Active)

Naples Area Board of REALTORS #226006808

$4,500
09/17/2025

Rented

Naples Area Board of REALTORS #225058457

$4,000
06/24/2025

Listed (Active)

Naples Area Board of REALTORS #225058457

$5,500
05/20/2025

Expired

Naples Area Board of REALTORS #224083045

—
05/13/2025

Price Change

Naples Area Board of REALTORS #224083045

$3,000
03/04/2025

Price Change

Naples Area Board of REALTORS #224083045

$4,000
12/09/2024

Price Change

Naples Area Board of REALTORS #224083045

$4,500
10/16/2024

Listed (Active)

Naples Area Board of REALTORS #224083045

$5,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 1360 Chesapeake Avenue

This home is within Collier.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Lake Park Elementary School
PublicPK to 5

Gulfview Middle School
Public6 to 8

Naples High School
Public9 to 12

Beacon High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

1360 Chesapeake Avenue is available for rent in Naples, FL 34102. This property was listed on February 11, 2026 by Waterfront Realty Group Inc, it's currently listed at $4,500. It has been on the market for a total of 1 days and was last rented on September 17, 2025. This listing's school district is Collier. Nearby schools include Lake Park Elementary School, Gulfview Middle School and Naples High School. 1360 Chesapeake Avenue is a 2-bed, 2-bath, 1,200 sqft a property built in 1988.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Waterfront Realty Group Inc, Tamera Montante

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. 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. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.