1371 Chesapeake Ave, Naples, FL 34102
Property image
Property image
OFF MARKET

$389,700

Trulia Estimate
as of Sep 10, 2026
  • 2 Beds
  • 2 Baths
  • 1,060 sqft

1371 Chesapeake Ave, Naples, FL 34102

Royal Harbor

Home Highlights

Apartment
1,060 sqft
$368/sqft

Local Information

  • Map ViewExplore the area around 1371 Chesapeake Ave.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

MOVE IN SPECIAL! FURNISHED OR UNFURNISHED! Welcome to your new home at Chesapeake Ave, Naples! This beautiful 2 bed, 2 bath apartment offers the perfect blend of comfort and convenience in a prime location.

Key Features:

Spacious 2 bedrooms, 2 bathrooms
Modern kitchen with updated appliances
Bright and airy living area
Private balcony with stunning views
In-unit laundry for added convenience
Ample storage space
Dedicated parking spot
Community Amenities:

Sparkling swimming pool
Well-equipped fitness center
Beautifully landscaped grounds
Close to shopping, dining, and entertainment options
Located in a quiet and friendly neighborhood, this apartment is just minutes away from the best that Naples has to offer. Enjoy easy access to local beaches, parks, and top-rated schools.

Don't miss out on this fantastic rental opportunity! Contact us today to schedule a viewing or for more information.

Tenant pays utilities. Annual and vacation rental available. Contacts us for more information.
1371 Chesapeake Ave, Naples, FL 34102 is a 2 bedroom, 2 bathroom, 1,060 sqft apartment in Royal Harbor. It last sold for $300,000 on Jan 9, 2020 (10,809% above the $2,750 asking price). More recently, it was listed as a rental in June 2024 with an asking price of $3,300 per month. That rental listing was removed on September 13, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $389,700.

Home Details for 1371 Chesapeake Ave

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: Central AirHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Pool
Pool
Parking & Garage
Parking: Off Street Parking, On Site

Additional Information

Pool

Comparable Sales for 1371 Chesapeake Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
801 River Point Dr #206A, Naples, FL
0.53
Apartment
$415,000
03/27/26
2
2
1,100 sqft
1055 Sandpiper St, Naples, FL
0.36
Apartment
$730,000
02/10/26
2
2
1,307 sqft
1100 8th Ave S #211B, Naples, FL
0.57
Apartment
$490,000
10/10/25
2
2
924 sqft
676 12th Ave S, Naples, FL
0.65
Apartment
$345,500
05/06/26
2
1
865 sqft
985 Sandpiper St, Naples, FL
0.36
Apartment
$975,000
06/09/26
3
2
1,769 sqft
1490 5th Ave S #221, Naples, FL
0.46
Apartment
$1,633,000
06/03/26
2
2
1,797 sqft
221 9th St S #102, Naples, FL
1.00
Apartment
$160,540
02/17/26
2
2
1,086 sqft
1035 3rd Ave S #215, Naples, FL
0.94
Apartment
$1,020,000
04/30/26
2
2
1,268 sqft
950 7th Ave S #23, Naples, FL
0.65
Apartment
$460,000
10/14/25
1
1
631 sqft
34 Glades Blvd #1461, Naples, FL
1.46
Apartment
$211,000
12/31/25
2
2
1,204 sqft
Home facts updated by county records

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Rental Market Trends in Royal Harbor

Last updated Jun 2024
Average rent
$5.9K
$1.05KMoM
Available listings
34
View rental market trends in Naples, FL

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

Price and Tax history

DateEventPrice
Sep 13, 2024
Source: Zillow Rentals
ListingRemoved
$2,750
Jul 25, 2024
Source: Zillow Rentals
PriceChange
$2,750
Price decreased by 8%
Jun 26, 2024
Source: Zillow Rentals
PriceChange
$3,000
Price decreased by 9%
Jun 1, 2024
Source: Zillow Rentals
Listed For Rent
$3,300
May 31, 2024
Source: Zillow Rentals
ListingRemoved

Frequently asked questions about 1371 Chesapeake Ave

  • What is 1371 Chesapeake Ave estimated to be worth?
    Trulia's estimated value for 1371 Chesapeake Ave in Naples, FL is $389,700.
  • What is the price history for 1371 Chesapeake Ave?
    1371 Chesapeake Ave in Naples, FL last sold for $300,000 in January 2020.
  • 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 $568K. That is roughly unchanged from the prior month.
  • Does 1371 Chesapeake Ave have air conditioning?
    Yes, 1371 Chesapeake Ave in Naples, FL has air conditioning.
  • Does 1371 Chesapeake Ave have a pool?
    Yes, 1371 Chesapeake Ave in Naples, FL has a pool.

Homes for rent near 1371 Chesapeake Ave

Skip to last item
Skip to first item

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
Skip to last item
  • Results are loading
Skip to first item