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$325,900 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,080 Sq. Ft.
  • Updated 12 days ago
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Beautiful Waterfront condo completely remodeled and ideally situated on the Bay, offering Gulf access with no bridges. This stunning 2/2-unit features high-end appliances, an in-unit washer and dryer, hurricane impact windows and doors, and breathtaking water views. Located just 5 minutes from downtown 5th Avenue, you'll enjoy world-class dining, shopping, entertainment, and Naples white sand beaches. An exceptional opportunity to experience the ultimate Southwest Florida waterfront lifestyle.

Full Property Details for 1537 Chesapeake Ave #A-4

General

  • Price: $325,900
  • HOA FEE: $948/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $1,309 (2023)
  • Status: Pending
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 226023946
  • Updated: 9/27/2026
  • Added to Site: 108 day(s) ago

Rental Information

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

Interior

  • Interior Features: Great Room, Wired for Data, Multiple Phone Lines
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator with Icemaker, Self-Cleaning Oven, Washer
  • Furnishings: Unfurnished
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Primary Bathroom: Dual Sinks, Shower Only

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Master BR Ground

Other Rooms

  • Dining Room: Dining - Living
  • Laundry: Common Area

Additional Information

  • Shared Amenities: Community Boat Slip, Extra Storage, Sidewalks, Street Lights, Boating, Non-Gated
  • Security/Safety: Smoke Detector(s), Smoke Detectors

Exterior

  • Exterior Features: Boat Slip, Dock Lease, Wooden Dock, Storage
  • Porch/Patio/Deck: Screened Lanai/Porch, Patio

Parking

  • Parking Features: 1 Assigned

Location

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

School Information

  • Elementary School: LAKE PARK ELEMENTARY
  • Middle School: GULFVIEW MIDDLE SCHOOL
  • High School: NAPLES HIGH SCHOOL

Community

  • Association: Yes
  • Assoc. Fees Include: Insurance, Laundry Facilities, Maintenance Grounds, Pest Control Exterior, Sewer, Trash, Water
  • Units Assoc/Comm: 12
  • Management Type: Professional

Heating & Cooling

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

Utilities

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

Structural Information

  • Architectural Style: Garden Apt
  • Description/Design: Low Rise (1-3)
  • Exterior Const.: Concrete Block, Stucco
  • Roof: Built-Up or Flat
  • Common Walls: Corner, End Unit
  • Windows: Double Hung, Sliding, Impact Resistant Windows, Window Coverings
  • Doors: Impact Resistant Doors
  • Entry Floor Number: 1
  • Stories/Levels: 2
  • Stories in Building: 2
  • Square Feet: 1,080
  • Sq. Ft. Source: Property Appraiser Office
  • Living Area: 1,080 Sq. Ft.
  • Year Built: 1973

Lot Features

  • Property View: Canal
  • Lot Size Source: Property Appraiser Office
  • Street/Road Desc.: Paved
  • Irrigation System: Central

Water Features

  • Water Front: Yes
  • Gulf Access: Yes
  • Water Front Desc.: No Bridge(s)/Water Direct, Canal Front
  • Canal Width: Canal Width 31-80
  • Boat Dock Slip: Yes

Financial Considerations

  • Association Fee: $2,845
  • Assoc Fee Freq.: Quarterly
  • Application Fee: $150
  • Tax Amount: $1,309
  • Tax Year: 2023
  • Terms: Buyer Pays Title

Disclosures and Reports

  • Ownership: Condo
  • Legal Description: CHESAPEAKE LANDINGS CONDOMINIUM UNIT A-4
  • Property ID: 5460000085
  • Section: 10
  • Block: A
  • Lot Number: 4

Listed by Premiere Plus Realty Company

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— 1537 Chesapeake Ave #A-4 —

  • Premiere Plus Realty Company

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 1537 Chesapeake Ave #A-4

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
6-81.2 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 1537 Chesapeake Ave #A-4 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/23/2026
Price Reduced
$325,900
-18.5%
MLS
8/27/2026
Price Reduced
$399,900
-9.09%
MLS
6/24/2026
Listed
$439,900
2.3%
MLS
3/21/2023
Sold
$430,000
—
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 1537 Chesapeake Ave #A-4

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,088
—
$390,200
-9%
2025
$4,088
-1%
$428,000
—
2024
$4,115
214%
$428,000
499%
2023
$1,309
-50%
$71,510
-71%
2021
$2,630
-20%
$244,400
-9%
2022
$3,276
25%
$268,840
20%
2021
$2,630
11%
$224,960
2%
2019
$2,363
-4%
$219,560
-4%
2018
$2,452
-4%
$228,200
-6%
2017
$2,555
6%
$242,240
4%
2016
$2,403
13%
$233,600
22%
2015
$2,129
63%
$191,200
24%
2014
$1,306
1%
$153,600
2%
2013
$1,297
—
$151,330
—
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.

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

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with our affiliated lender
NMLS#: 1598647

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Listed by Premiere Plus Realty Company

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1537 Chesapeake Ave #A-4, Naples, FL 34102 (MLS# 226023946) is a Single Family property with 2 bedrooms and 2 full bathrooms. 1537 Chesapeake Ave #A-4 is currently listed for $325,900 and was received on June 24, 2026. Want to learn more about 1537 Chesapeake Ave #A-4? 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.

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