Date
Details
Price
Change
Source
8/15/2026
Listed
$5,800
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/23
$5,800
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1/23
Property Description
Welcome to your perfect Naples seasonal escape! Just pack your bags and start enjoying the Southwest Florida lifestyle-this beautifully appointed 2-bedroom, 2-bath waterfront condo in desirable Royal Harbor is completely ready for your stay. Located on the first floor and just steps from the sparkling community pool and waterfront, this bright corner residence has been thoughtfully furnished with brand-new, upscale furnishings and everything you need to feel right at home. The beautifully updated interior features a modern kitchen with quartz countertops and stainless-steel appliances, stylish finishes throughout, and a comfortable, coastal-inspired atmosphere. Step outside to the screened lanai overlooking the pool and canal, where you can sip your morning coffee, unwind with an evening cocktail, and watch the boats pass by. Spend your afternoons lounging poolside, fishing from the seawall, or heading out to enjoy everything Naples has to offer. Vacation days are made even easier with a private storage closet stocked for fun in the Florida sun, including beach chairs, inflatable paddle boards, a beach umbrella, snorkel gear, and more-so you can spend less time packing and more time enjoying your stay. Best of all, you'll be tucked away in a peaceful waterfront setting while remaining just minutes from 5th Avenue South, 3rd Street South, Naples' white-sand beaches, shopping, dining, entertainment, and all the charm of Old Naples. Just bring your suitcase and settle into your Naples getaway!
Full Property Details
Full Property Details for 1417 Chesapeake Ave #104
General
- Rent: $5,800
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226029035
- Updated: 8/15/2026
- Added to Site: 13 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Great Room, Built-In Cabinets, Wired for Data, Entrance Foyer, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator/Freezer
- Furnishings: Furnished, Turnkey
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Additional Information
- Shared Amenities: Barbecue (Picnic), Pool, Non-Gated
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: Storage
- Porch/Patio/Deck: Screened Lanai/Porch, Patio
Parking
- Parking Features: 1 Assigned
Location
- Area: NA08 - Royal Harbor-Windstar Are
- County: Collier
- Subdivision: CHESAPEAKE MANOR
- Building Name: OYSTER BAY
- Direction Faces: South
Community
- Units Assoc/Comm: 16
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Electric
- Heating Type: Central Electric
Utilities
- Cable Available: Yes
- Utility Description: Cable Available
Structural Information
- Description/Design: Low Rise (1-3)
- Common Walls: End Unit
- Windows: Window Coverings
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 913
- Living Area: 913 Sq. Ft.
- Year Built: 1968
Lot Features
- Property View: Canal, Pool/Club
Water Features
- Water Front: Yes
- Gulf Access: Yes
- Water Front Desc.: Other Gulf Access Type, Canal Front
- Canal Width: Canal Width 121-150
Financial Considerations
- Seasonal Rate: $5,800
- Off Season Rate: $3,800
- Security Deposit: $2,000
- Cleaning Deposit/Fee: $225
- Owner Pays: Cable TV, Internet Access, Sewer, Water
- Tenant Pays: Application Fee, Departure Cleaning
Disclosures and Reports
- Legal Description: CHESAPEAKE MANOR 1 A CONDOMINIUM UNIT 104
- Property ID: 5480160002
- Section: 10
- Lot Number: 104
Listed by Downing Frye Realty Inc.
Schools
Schools serving 1417 Chesapeake Ave #104
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Lake Park Elementary School, Naples, FL 1295 14th Avenue North, Naples, FL 34102 | K-5 | 2.3 mi |
Naples High School 1100 Golden Eagle Circle, Naples, FL 34102 | 9-12 | 2.8 mi |
Gulfview Middle School 255 6th Street South, Naples, FL 34102 | 6-8 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 1417 Chesapeake Ave #104
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- Single Family
- Active
- 2Beds
- 2Total Baths
- 1,467Sq. Ft.
Listed by Dawn McKenna Group - Naples (239) 262-7131
- Single Family
- Active
- Updated 13 hours ago
- 2Beds
- 2Total Baths
- 1,100Sq. Ft.
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- Single Family
- Active
- Updated 6 days ago
- 2Beds
- 2Total Baths
- 1,204Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,312Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,141Sq. Ft.
- Single Family
- Active
- Updated 10 hours ago
- 2Beds
- 2Total Baths
- 1,534Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 4Total Baths
- 2,256Sq. Ft.
Listed by Nic Spano (239) 537-2594
- Duplex
- Active
- Updated 6 days ago
- 4Beds
- 4Total Baths
- 2,500Sq. Ft.
- Condo
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 984Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,393Sq. Ft.
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1417 Chesapeake Ave #104, Naples, FL 34102 (MLS# 226029035) is a Single Family property with 2 bedrooms and 2 full bathrooms. 1417 Chesapeake Ave #104 is currently listed for rent at $5,800 and was received on August 15, 2026. Want to learn more about 1417 Chesapeake Ave #104? Do you have questions about finding other real estate for sale or rent in Naples? You can browse all Naples rentals or contact a Coldwell Banker agent to request more information.