Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$449,900

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 913 Sq. Ft.
  • Updated 7 days ago
See This Home
Save This Home
See This Home
Save This Home
Experience the best of Naples waterfront living in this beautifully remodeled residence in the prestigious Royal Harbor community. Offering tranquil canal views, passing boats, and a bright contemporary design. This exceptional coastal retreat is just minutes from the white-sand Gulf beaches, world-class dining, and boutique shopping of Old Naples. Extensively remodeled throughout, this move-in-ready home features impact-resistant windows, fresh interior paint, porcelain tile flooring, and a stunning new kitchen with updated cabinetry, quartz countertops, and stainless-steel appliances. Both bathrooms have been completely renovated with elegant finishes. Ideally positioned on a desirable Chesapeake Manor the thoughtfully designed floor plan offers two spacious bedrooms, two beautifully updated bathrooms, a designated parking space, and a private storage room. Chesapeake Manor is an intimate, low-density waterfront community with only 16 residences, offering privacy, charm, and a relaxed coastal lifestyle. Located in one of Naples' most sought-after waterfront neighborhoods, Royal Harbor provides quick access to boating, downtown Naples. Whether you're searching for a full-time waterfront residence, a seasonal getaway, or an exceptional investment opportunity, this beautifully updated home offers the perfect combination of luxury, location, and carefree coastal living.

Full Property Details for 1417 Chesapeake Ave #106

General

  • Price: $449,900
  • HOA FEE: $848/month
  • HOA FEE FREQ.: Semi Annually
  • Taxes: (2025)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 226026545
  • Updated: 7/20/2026
  • Added to Site: 7 day(s) ago

Rental Information

  • Lease/Rent Term: 30
  • Min. Lease (Days): 30

Interior

  • Interior Features: Split Bedrooms, Built-In Cabinets, Multiple Phone Lines, Walk-In Closet(s)
  • Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Washer
  • Furnishings: Unfurnished
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Primary Bathroom: Tub Only

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Kitchen: Kitchen Island
  • Dining Room: Dining - Living

Additional Information

  • Shared Amenities: Barbecue (Picnic), Pool, Sidewalks, Non-Gated
  • Security/Safety: Smoke Detector(s), Smoke Detectors

Exterior

  • Exterior Features: Storage
  • Porch/Patio/Deck: Patio

Parking

  • Parking Features: 1 Assigned, Guest

Location

  • Area: NA08 - Royal Harbor-Windstar Are
  • County: Collier
  • Subdivision: CHESAPEAKE MANOR
  • Building Name: OYSTER BAY
  • Direction Faces: West

Community

  • Association: Yes
  • Assoc. Fees Include: Manager, Reserve, Sewer, Water
  • Units Assoc/Comm: 16
  • Pets Allowed: Yes
  • Management Type: Professional

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Central Electric
  • Heating Type: Central Electric
  • Ceiling Fan(s): 3

Utilities

  • Sewer: Central
  • Water: Central
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Description/Design: Low Rise (1-3)
  • Exterior Const.: Concrete Block, Stucco
  • Roof: Shingle
  • Windows: Impact Resistant, Impact Resistant Windows, Window Coverings
  • Doors: Impact Resistant Doors
  • Entry Floor Number: 1
  • Stories/Levels: 2
  • Stories in Building: 1
  • Square Feet: 913
  • Sq. Ft. Source: Property Appraiser Office
  • Living Area: 913 Sq. Ft.
  • Year Built: 1970

Lot Features

  • Property View: Canal, Pool/Club
  • Lot Size Source: Property Appraiser Office
  • Road Maintenance: City Maintained
  • Irrigation System: Central

Water Features

  • Water Front: Yes
  • Gulf Access: Yes
  • Water Front Desc.: No Bridge(s)/Water Direct, Canal Front, Seawall
  • Canal Width: Canal Width 121-150

Financial Considerations

  • Condo Fee: $5,090
  • Condo Fee Freq: Semi Annually
  • Application Fee: $150
  • Tax Year: 2025
  • Terms: None/Other

Disclosures and Reports

  • Ownership: Condo
  • Legal Description: CHESAPEAKE MANOR II A CONDOMINIUM UNIT 106
  • Property ID: 5530080003
  • Section: 10
  • Lot Number: 106

Listed by Premiere Plus Realty Company and John R Wood Properties

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 1417 Chesapeake Ave #106 —

  • Premiere Plus Realty Company

  • John R Wood Properties

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1417 Chesapeake Ave #106

School District:Collier County School District
NameGradesDistance
Lake Park Elementary School, Naples, FL
1295 14th Avenue North, Naples, FL 34102
K-52.3 mi
Naples High School
1100 Golden Eagle Circle, Naples, FL 34102
9-122.8 mi
Gulfview Middle School
255 6th Street South, Naples, FL 34102
6-81.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1417 Chesapeake Ave #106 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/20/2026
Listed
$449,900
66.63%
MLS
2/21/2020
Sold
$270,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1417 Chesapeake Ave #106

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,602
4%
$234,714
10%
2024
$2,510
130%
$213,376
189%
2023
$1,089
-46%
$73,859
-61%
2021
$2,014
-17%
$187,165
-9%
2022
$2,426
20%
$205,882
19%
2021
$2,014
11%
$173,470
3%
2019
$1,818
3%
$168,905
3%
2018
$1,766
5%
$164,340
6%
2017
$1,677
6%
$155,210
6%
2016
$1,584
20%
$146,080
32%
2015
$1,325
15%
$110,473
10%
2014
$1,157
11%
$100,430
10%
2013
$1,040
—
$91,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1417 Chesapeake Ave #106

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Premiere Plus Realty Company and John R Wood Properties

Similar Properties near 1417 Chesapeake Ave #106

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2560 Seychelles Dr, Naples, FL 34112 - Photo 1
$449,999

2560 Seychelles Dr  #1003  Naples, FL 34112

  • Single Family
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,467
    Sq. Ft.
Listed by Dawn McKenna Group - Naples (239) 262-7131
6954 Avalon Cir, Naples, FL 34112 - Photo 1
$450,000

6954 Avalon Cir  #703  Naples, FL 34112

  • Single Family
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,467
    Sq. Ft.
4443 Lakewood Blvd, Naples, FL 34112 - Photo 1 Just Listed
$449,500

4443 Lakewood Blvd  Naples, FL 34112

  • Single Family
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,467
    Sq. Ft.
2780 Weeks Ave, Naples, FL 34112 - Photo 1
$449,000

2780 Weeks Ave  Naples, FL 34112

  • Single Family
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 801
    Sq. Ft.

Just Listed near 1417 Chesapeake Ave #106

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

3901 Kens Way, Bonita Springs, FL 34134 - Photo 1 Just Listed
$695,000

3901 Kens Way  #3407  Bonita Springs, FL 34134

  • Condo
  • Active
  • Updated 8 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,204
    Sq. Ft.
Listed by Daniela De Pietto (702) 600-4134 and Andrea Rosil (305) 613-4311
28036 Sanibel Sands St, Bonita Springs, FL 34135 - Photo 1 Just Listed
$775,000

28036 Sanibel Sands St  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,222
    Sq. Ft.
Listed by Nic Spano (239) 537-2594
9350 Highland Woods Blvd, Bonita Springs, FL 34135 - Photo 1 Just Listed
$330,000

9350 Highland Woods Blvd  #4405  Bonita Springs, FL 34135

  • Condo
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,162
    Sq. Ft.
Listed by Tracie L. Martin (513) 207-2421
13071 Southampton Dr, Bonita Springs, FL 34135 - Photo 1 Just Listed
$599,900

13071 Southampton Dr  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,747
    Sq. Ft.
Listed by Pam Delaney (239) 313-1511

Price Reduced near 1417 Chesapeake Ave #106

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

10320 Wishing Stone Ct, Bonita Springs, FL 34135 - Photo 1 Price Reduced
-$5,000 (-0.81%)
$610,000
Open House

10320 Wishing Stone Ct  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 11 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,043
    Sq. Ft.
Listed by Jodi Kaplan (239) 300-3216
25833 Pebblecreek Dr, Bonita Springs, FL 34135 - Photo 1 Price Reduced
-$15,000 (-3.23%)
$450,000

25833 Pebblecreek Dr  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,554
    Sq. Ft.
28360 Del Lago Way, Bonita Springs, FL 34135 - Photo 1 Price Reduced
-$50,000 (-5.89%)
$799,000

28360 Del Lago Way  Bonita Springs, FL 34135

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,155
    Sq. Ft.
4575 Catalina Ln, Bonita Springs, FL 34134 - Photo 1 Price Reduced
-$34,750 (-5.15%)
$640,000

4575 Catalina Ln  Bonita Springs, FL 34134

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,084
    Sq. Ft.

Recent Sales near 1417 Chesapeake Ave #106

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1417 Chesapeake Ave, Naples, FL 34102 - Photo 1 Sold
$422,500

1417 Chesapeake Ave  #104  Naples, FL 34102

  • Single Family
  • Closed
  • Updated 12 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 913
    Sq. Ft.
1400 Blue Point Ave, Naples, FL 34102 - Photo 1 Sold
$500,000

1400 Blue Point Ave  #207  Naples, FL 34102

  • Single Family
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 1,960
    Sq. Ft.
Listed by Teresa Herraiz
2195 Palm St, Naples, FL 34112 - Photo 1 Sold
$401,000

2195 Palm St  Naples, FL 34112

  • Residential Lots
  • Closed
  • Updated 1 day ago
  • 0.33
    Acres
272 Yorkshire Ct, Naples, FL 34112 - Photo 1 Sold
$385,000

272 Yorkshire Ct  #11  Naples, FL 34112

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,328
    Sq. Ft.

1417 Chesapeake Ave #106, Naples, FL 34102 (MLS# 226026545) is a Single Family property with 2 bedrooms and 2 full bathrooms. 1417 Chesapeake Ave #106 is currently listed for $449,900 and was received on July 20, 2026. Want to learn more about 1417 Chesapeake Ave #106? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

Tour this property