1559 Chesapeake Ave, Naples, FL 34102
OFF MARKET

$2,298,600

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 2,641 sqft

1559 Chesapeake Ave, Naples, FL 34102

Royal Harbor
Est. Refi. Payment $14,155/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.3M
Since last month
Decreased$4K (-0.2%)
Since last year
Increased$336K (+17.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +26% in the last 10 years
MonthEstimated value
2026
September 2026$2.29M
August 2026$2.3M
July 2026$2.31M
June 2026$2.31M
May 2026$2.31M
April 2026$2.48M
March 2026$2.5M
February 2026$2.03M
January 2026$1.97M
2025
2024
2023
2022
2021

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1780 Smugglers Cv, Naples, FL
0.15
Townhouse
$625,000
06/10/26
4
2
1,637
1160 Clam CT #3, Naples, FL
0.13
Townhouse
$1,625,000
03/27/26
3
3.5
2,089
800 River Point DR #209, Naples, FL
0.57
Townhouse
$1,100,000
09/16/26
2
2.5
1,870
1070 6th ST S #1070, Naples, FL
0.91
Townhouse
$1,300,000
03/27/26
2
2.5
1,455
2165 Paget Cir, Naples, FL
1.23
Townhouse
$660,000
04/01/26
3
2
1,908
597 4th AVE S #2, Naples, FL
1.18
Townhouse
$2,950,000
03/11/26
3
5
2,752
441 4th AVE S #304, Naples, FL
1.27
Townhouse
$2,505,000
04/20/26
3
3.5
2,600
417 4th Ave S, Naples, FL
1.27
Townhouse
$2,650,000
11/21/25
4
3.5
2,627
91 Glades Blvd #2, Naples, FL
1.31
Townhouse
$186,100
06/12/26
2
2
1,222
230 3rd Ave S #6, Naples, FL
1.45
Townhouse
$740,000
07/15/26
2
2.5
990

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1560 Blue Point AVE #3, Naples, FL 34102
0.04
$567,700
2
2
1,176
Off Market
1540 Blue Point Ave #201, Naples, FL 34102
0.04
$1,225,000
3
2
1,752
For Sale
1539 Chesapeake AVE #A-6, Naples, FL 34102
0.02
$396,300
2
2
1,080
Off Market
1686 Blue Point AVE #B9, Naples, FL 34102
0.06
$590,000
2
2
917
Recently Sold
1533 Chesapeake AVE #A5, Naples, FL 34102
0.03
$399,999
2
2
1,080
For Sale
1537 Chesapeake AVE #A-4, Naples, FL 34102
0.02
$399,900
2
2
1,080
For Sale
1521 Chesapeake AVE #B2, Naples, FL 34102
0.04
$329,000
2
2
1,080
For Sale
1523 Chesapeake AVE #B4, Naples, FL 34102
0.04
$300,000
2
2
1,080
Recently Sold
1517 Chesapeake AVE #B3, Naples, FL 34102
0.04
$399,000
2
2
1,080
For Sale
1145 Cherrystone CT #C, Naples, FL 34102
0.10
$406,900
2
2
982
Off Market
1170 Cherrystone CT #1, Naples, FL 34102
0.10
$538,800
2
2.5
1,392
Off Market
1493 Blue Point AVE, Naples, FL 34102
0.10
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 1559 Chesapeake Ave.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Townhouse
Built in 2018
2,641 sqft
$870/sqft
Garage

About this House

This townhouse is located at 1559 Chesapeake Ave, Naples, FL. 1559 Chesapeake Ave is in the Royal Harbor neighborhood in Naples, FL and in ZIP code 34102. This property has 3 bedrooms, 4 bathrooms and approximately 2,641 sqft of floor space. This property has a lot size of 5000 sqft and was built in 2018.
1559 Chesapeake Ave, Naples, FL 34102 is a 3 bedroom, 4 bathroom, 2,641 sqft townhouse in Royal Harbor, built in 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,298,600, with a rent estimate of $7,221/month.

Home Details for 1559 Chesapeake Ave

Interior Features

Interior Details
BasementAdditional StorageNumber of Rooms: 8Types of Rooms: Walk In Closet, Dining Room, Laundry Room, Master BathStorage
Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Levels, Entrance, & Accessibility
ElevatorFloors: Tile, Hardwood
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Cement ConcreteGardenLawnPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2018
Property Type / Style
Property Type: TownhouseArchitecture: Modern

Lot Information

Lot Area: 5000 sqft

Price and Tax history

DateEventPrice
Jul 9, 2026
Source: SWFLMLS #225077747
ListingRemoved
$2,495,000
May 6, 2026
Source: SWFLMLS #225077747
PriceChange
$2,495,000
Price decreased by 7%
Mar 24, 2026
Source: SWFLMLS #225077747
PriceChange
$2,695,000
Price decreased by 7%
Dec 6, 2025
Source: SWFLMLS #225077747
Listed For Sale
$2,895,000

Market trends in Naples

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$550K
$18.33KMoM
Sale-to-List Price
95.0%
0.1%MoM
Price per sq ft
$323
$9MoM
Available listings
4452
376MoM

Around this home

Neighborhood Overview

Royal Harbor
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Royal Harbor

At least 2 Trulia users voted on each feature.

  • 100 % Say it's quiet

  • 100 % Say car is needed

  • 100 % Say people would walk alone at night

  • 100 % Say parking is easy

  • 100 % Say yards are well-kept

  • 75 % Say there's holiday spirit

  • 67 % Say it's dog friendly

  • 53 % Say neighbors are friendly

  • 50 % Say kids play outside

  • 50 % Say they plan to stay for at least 5 years

  • 50 % Say there's wildlife

  • 33 % Say it's walkable to restaurants

  • 25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Super nice location ! Close to beaches, downtown, everything you might want. Friendly neighbors. Close to restaurants, groceries, cafes. Beautiful homes. Historic homes "
    0
    Flag
  • Trulia User
    "It’s a great cozy quaint historic neighborhood. Close to downtown, beaches, everything Naples has to offer. Great for walking, biking. Fantastic location!"
    0
    Flag
  • Trulia User
    "Living here, is like being on vacation 24/7. Southwest Florida is a piece of paradise. It's easy living with convenient access to everything including the pristine beaches."
    0
    Flag
  • Huckbabe
    "Live in Four Winds; beautiful feeling of community! Everyone loves being there and treats it like the do!"
    0
    Flag
  • jchdwck
    "All houses are on the water. Excellent area for those interested in boating. Also close to everything - downtown shopping, beach, dining, etc."
    10
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1559 Chesapeake Ave

  • What is 1559 Chesapeake Ave estimated to be worth?
    Trulia's estimated value for 1559 Chesapeake Ave in Naples, FL is $2,298,600.
  • Is Naples a buyer's or seller's market?
    Naples is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $550K. That is down $18.33K from the prior month.
  • What are the closest schools to 1559 Chesapeake Ave?
    The closest schools to 1559 Chesapeake Ave in Naples, FL are Gulfview Middle School (rated 9/10), Lake Park Elementary School (Pre-K, rated 10/10), Naples High School (Pre-K, rated 6/10).
  • Does 1559 Chesapeake Ave have air conditioning?
    Yes, 1559 Chesapeake Ave in Naples, FL has air conditioning.
  • Does 1559 Chesapeake Ave have a pool?
    Yes, 1559 Chesapeake Ave in Naples, FL has a pool.

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Apartments for Rent

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Off Market Homes Near 1559 Chesapeake Ave

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