1008 Chesapeake Bay Ct, Naples, FL 34120
OFF MARKET

1008 Chesapeake Bay Ct
Naples, FL 34120

Orangetree
  • 4 Beds
  • 3 Baths
  • 2,609 sqft (on 0.25 acres)

$590,300

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $3,549/mo*
Refinance Your Home

$590,300

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $3,549/mo*
Refinance Your Home
4 Beds
3 Baths
2,609 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 1008 Chesapeake Bay Ct.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2002
Lot Size
0.25 acres
Living Area
2,609 sqft
Price/Sqft
$226
Parking
Garage

About this House

TRANQUIL LAKE VIEW POOL HOME. wonderful 4 Bed w/Den, 3 Bath, 3 Car Garage, Dover model home. This popular Waterways home has fresh paint inside and out. The kitchen features an island, newer stainless steel appliances, breakfast bar that opens up to the Breakfast nook and Family Room. One of the MOST intriguing features of the home is the Pool w/newer equipment and the LAKE VIEW!! It' is located near the end of a very low traffic cul-de-sac street. Enjoy the beautiful lake views from your living room, family room, kitchen and master bedroom or while sun bathing in the Pool. This roof was replaced in 2018! HVAC is only 3 years old and the water heater, pool pump and irrigation pump are were recently replaced. The irrigation is pumped from the lake so there is no additional cost to your water bill. The Waterways of Naples community amenities include, a beautiful and large pool, a fishing pier, tennis courts, basketball court, sand volleyball, playground, fitness room, tiki hut, horseshoes and newly renovated clubhouse. The community also has a storage lot so you can park your RV, boat, trailer, etc. That's not all... Cable and Internet are included in the very reasonable HOA Dues!
1008 Chesapeake Bay Ct, Naples, FL 34120 is a 4 bedroom, 3 bathroom, 2,609 sqft single-family home in Orangetree, built in 2002. It last sold for $439,900 on Apr 8, 2021. It is currently off market. The Trulia Estimate is $590,300, with a rent estimate of $4,182/month.

Home Details for 1008 Chesapeake Bay Ct

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
Types of Rooms: Walk In Closet, Dining Room, OfficeCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2002Year Updated: 2002
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 10

Lot Information

Lot Area: 10890 sqft

Building

Fitness & Sports
Basketball CourtTennis Court

Price History for 1008 Chesapeake Bay Ct

DatePriceEventSource
03/12/2024ListingRemovedSWFLMLS #220073851
08/16/2022$439,900ListingRemovedSWFLMLS #220073851
03/14/2022ListingRemovedSWFLMLS #220073851
04/08/2021$439,900Sold
N/A
02/12/2021$439,900PendingSWFLMLS #220073851
02/09/2021$439,900PendingToActiveSWFLMLS #220073851
02/04/2021$439,900PendingSWFLMLS #220073851
01/29/2021$439,900PendingToActiveSWFLMLS #220073851
01/20/2021$439,900PendingSWFLMLS #220073851
01/13/2021$439,900PendingToActiveSWFLMLS #220073851
12/04/2020$439,900PendingSWFLMLS #220073851
11/21/2020$439,900Listed For SaleAgent Provided
11/12/2010$221,500Sold
N/A
08/20/2010$213,900Listed For SaleAgent Provided
11/19/2002$295,700Sold
N/A

Market trends in Naples

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
$19KMoM
Sale-to-List Price
95.2%
0.1%MoM
Price per sq ft
$330
$0MoM
Available listings
5204
766MoM
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Property Tax and Assessment

Year2025
Tax$5,400
Assessment$461,013
Home facts updated by county records

Comparable Sales for 1008 Chesapeake Bay Ct

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
609 Grand Rapids BLVD, Naples, FL
0.19
Single-Family Home
$549,900
02/03/26
4
3
2,582
3236 Potomac CT, Naples, FL
0.25
Single-Family Home
$560,000
03/27/26
4
3
2,583
706 Grand Rapids BLVD, Naples, FL
0.28
Single-Family Home
$566,000
01/14/26
4
3
2,631
3274 Sturgeon Bay CT, Naples, FL
0.23
Single-Family Home
$540,000
03/09/26
4
2.5
2,292
1098 Port Orange WAY, Naples, FL
0.13
Single-Family Home
$610,000
08/22/25
4
3
2,662
598 Grand Rapids BLVD, Naples, FL
0.24
Single-Family Home
$550,000
05/27/26
4
3
2,582
1087 Port Orange WAY, Naples, FL
0.18
Single-Family Home
$510,000
04/03/26
4
2
2,287
3283 Potomac CT, Naples, FL
0.07
Single-Family Home
$455,000
01/05/26
3
2
1,951
948 Chesapeake Bay CT, Naples, FL
0.23
Single-Family Home
$544,000
05/01/26
4
2
2,287
796 Grand Rapids BLVD, Naples, FL
0.32
Single-Family Home
$700,000
01/07/26
4
3
2,925

Nearby homes

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Assigned Schools

These are the assigned schools for 1008 Chesapeake Bay Ct.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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

What Locals Say about Orangetree

At least 26 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 92 % Say car is needed

  • 90 % Say there are sidewalks

  • 83 % Say yards are well-kept

  • 80 % Say kids play outside

  • 78 % Say there's holiday spirit

  • 73 % Say people would walk alone at night

  • 70 % Say parking is easy

  • 70 % Say it's quiet

  • 60 % Say there's wildlife

  • 59 % Say neighbors are friendly

  • 58 % Say streets are well-lit

  • 51 % Say they plan to stay for at least 5 years

  • 49 % Say it's walkable to grocery stores

  • 33 % Say there are community events

  • 16 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • H5hnmg992c
    "none. i like that it isn’t gated. its a friendly neighborhood and people are kind. it’s becoming more accessible to food and restaurants"
    2
    Flag
  • Marcella S.
    "This is the best neighborhood! It's also one of the most elevated sections of Naples. My family and I feel safe here and there are kids playing outside all the time. Pristine homes and a caring and huge family community where everyone knows your name! "
    9
    Flag
  • Wina T.
    "Dogs always being walked, owners are friendly for the most part. No dog poop left on ground that I have seen so far."
    9
    Flag
  • Jodidaly
    "Someone in the neighborhood was speeding and hit my dog, they sued us, very unneighborly. Association has too many rules and many this a non family friendly place. "
    37
    Flag
  • Henry H.
    "Great place to live. Quiet with plenty of elbow room. Living on the golf course is great with wonderful views. The only downfall it is a little far from shopping and restaurants."
    1
    Flag
  • Peter
    "This area is up and coming with some really great gated communities like Valencia golf and country club. The homes in there are beautiful and right on a golf course and an awesome clubhouse. Prices are rising fast, so hurry. Very low inventory."
    1
    Flag
  • Peter
    "Beautiful gated golf course community. "
    0
    Flag
  • jocelynjones
    "My neighbors are great! Clubhouse has a gym and pool. Good schools are close by. Shopping and entertainment are "in town" - at least 15-30 minute drive. The towing of street-parked vehicles has been a negative, too."
    0
    Flag
  • Henry H.
    "Great living on a quiet golf course without all the noise and traffic from all the malls in Naples. Plenty of elbow room!"
    0
    Flag
  • Sunmuffin
    "Clean, quiet, safe neighborhood; great for families - walking distance to schools. 15 minutes to interstate, 30-40 minutes to downtown. Very few restaurants or entertainment within 15 minute drive - but lots in 30-45 minutes drive. Nice mix of rural, suburban and small city life."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 1008 Chesapeake Bay Ct

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Off Market Homes Near 1008 Chesapeake Bay Ct

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Frequently asked questions about 1008 Chesapeake Bay Ct

  • What is 1008 Chesapeake Bay Ct estimated to be worth?
    Trulia's estimated value for 1008 Chesapeake Bay Ct in Naples, FL is $590,300.
  • What is the price history for 1008 Chesapeake Bay Ct?
    1008 Chesapeake Bay Ct in Naples, FL last sold for $439,900 in April 2021.
  • 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 down $19K from the prior month.
  • Does 1008 Chesapeake Bay Ct have air conditioning?
    Yes, 1008 Chesapeake Bay Ct in Naples, FL has air conditioning.
  • Does 1008 Chesapeake Bay Ct have a pool?
    Yes, 1008 Chesapeake Bay Ct in Naples, FL has a pool.