Date
Details
Price
Change
Source
10/13/2025
Listed
$2,475
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/22
$2,475
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/22
Property Description
Available Immediately...Annual Rental $2,475/month & Seasonal Rate $5,000/month. "Live life beautifully in Southwest Florida" in this fully remodeled 2-bedroom, 2-bathroom first-floor condo offers the perfect blend of coastal contemporary style and effortless comfort. The spacious glass-enclosed sunroom invites natural light and provides an ideal spot to relax year-round. Enjoy tile flooring throughout, a modern upgraded kitchen, and elegantly renovated bathrooms-all designed with a fresh, coastal feel. The convenience of in-residence laundry adds to the easy-living appeal. Located just minutes from Fifth Avenue South, world-class dining, shopping, and Naples' pristine beaches, this condo delivers the best of the Naples lifestyle. Community pool access and a prime location make it an ideal home for seasonal or full-time living in beautiful Naples, Florida.
Full Property Details
Full Property Details for 1417 Chesapeake Ave #106
General
- Rent: $2,475
- Status: Under Contract
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 225074852
- Updated: 1/7/2026
- Added to Site: 96 day(s) ago
Rental Information
- Lease/Rent Term: 365
- Min. Lease (Days): 365
Interior
- Interior Features: Great Room, Split Bedrooms, Den - Study, Guest Bath, Guest Room, Wired for Data
- Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Refrigerator/Freezer, Refrigerator with Icemaker, Self-Cleaning Oven, Washer
- Furnishings: Furnished, Negotiable, Partially, Turnkey, Unfurnished
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Additional Information
- Shared Amenities: Bike Storage, Pool, Non-Gated
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Automatic Sprinkler
- Porch/Patio/Deck: Glass Porch
Parking
- Parking Features: 1 Assigned, Driveway Paved
Location
- Area: NA08 - Royal Harbor-Windstar Are
- County: Collier
- Subdivision: CHESAPEAKE MANOR
- Building Name: OYSTER BAY
- Direction Faces: West
Community
- Units Assoc/Comm: 16
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric
- Heating Type: Central Electric
Utilities
- Cable Available: Yes
- Utility Description: Cable Available
Structural Information
- Architectural Style: Carriage/Coach
- Description/Design: Low Rise (1-3)
- Exterior Const.: Concrete Block
- Windows: Window Coverings
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 1,000
- Living Area: 1,000 Sq. Ft.
- Year Built: 1972
Lot Features
- Property View: Landscaped Area
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Application Fee: $150
- Security Deposit: $2,475
- Cleaning Deposit/Fee: $300
- Owner Pays: Grounds Care, Lawn Service, Management, Pest Control Exterior, Sewer, Trash Collection, Water
- Tenant Pays: Application Fee, Cable TV, Departure Cleaning, Electricity, Internet Access, Pest Control Interior
Disclosures and Reports
- Legal Description: CHESAPEAKE MANOR II A CONDOMINIUM UNIT 106
- Property ID: 5530080003
- Section: 10
- Lot Number: 106
Listed by John R Wood Properties
Schools
Schools serving 1417 Chesapeake Ave #106
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 Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 1417 Chesapeake Ave #106
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 886Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Condo/TownHouse
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,377Sq. Ft.
Listed by Jess Withrow (239) 231-0929
- Single Family
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
- 2,008Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 2Total Baths
- 1,567Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 1,224Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 2,244Sq. Ft.
Listed by Mark Schwartz (239) 682-9408
- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,216Sq. Ft.
- Condo
- Active
- Updated 6 days ago
- 2Beds
- 3Total Baths
- 1,977Sq. Ft.
- Condo
- Active
- Updated 11 hours ago
- 3Beds
- 3Total Baths
- 2,003Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1417 Chesapeake Ave #106, Naples, FL 34102 (MLS# 225074852) is a Single Family property with 2 bedrooms and 2 full bathrooms. 1417 Chesapeake Ave #106 is currently listed for rent at $2,475 and was received on October 13, 2025. Want to learn more about 1417 Chesapeake Ave #106? 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.