6565 Chestnut CIR, Naples, FL 34109
Property image
Property image
OFF MARKET

$1,036,700

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,320 sqft

6565 Chestnut CIR, Naples, FL 34109

Est. Refi. Payment $6,298/mo*
Refinance Your Home
Currently Off Market - Sold Dec 30, 2024 for $1,025,000

Home Value

Trulia Estimate
$1.04M
Since last month
Increased$51K (+5.2%)
Since last year
Increased$73K (+7.6%)
Since last sale
Increased$19K (+1.8%)
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 +78% in the last 10 years
MonthEstimated value
2026
August 2026$1.04M
August 2026$1.04M
July 2026$993K
June 2026$966K
May 2026$950K
April 2026$947K
March 2026$958K
February 2026$967K
January 2026$956K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
6572 Chestnut CIR, Naples, FL
0.04
Single-Family Home
$950,000
07/31/26
3
2
2,414
6573 Chestnut CIR, Naples, FL
0.03
Single-Family Home
$1,050,000
11/06/25
3
2
2,136
6576 Chestnut CIR, Naples, FL
0.05
Single-Family Home
$700,000
10/31/25
3
2
2,038
6538 Chestnut CIR, Naples, FL
0.09
Single-Family Home
$1,250,000
02/11/26
3
2
2,265
6374 Old Mahogany CT, Naples, FL
0.19
Single-Family Home
$940,000
01/22/26
3
2
2,258
6391 Old Mahogany CT, Naples, FL
0.16
Single-Family Home
$1,025,000
06/17/26
3
2
2,404
6354 Old Mahogany CT, Naples, FL
0.21
Single-Family Home
$1,125,000
12/29/25
4
2
2,419
6671 Mangrove WAY, Naples, FL
0.24
Single-Family Home
$825,000
02/02/26
3
2
2,056
6737 Autumn Woods BLVD, Naples, FL
0.34
Single-Family Home
$810,000
08/07/26
3
2
2,252
6347 Old Mahogany CT, Naples, FL
0.19
Single-Family Home
$1,065,000
06/02/26
4
3
2,485

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
6573 Chestnut CIR, Naples, FL 34109
0.03
$1,042,700
3
2
2,136
Off Market
6431 Birchwood CT, Naples, FL 34109
0.07
$507,500
2
2
1,584
Recently Sold
6572 Chestnut CIR, Naples, FL 34109
0.03
$950,000
3
2
2,414
Recently Sold
6576 Chestnut CIR, Naples, FL 34109
0.05
$694,800
3
2
2,038
Off Market
6422 Birchwood CT, Naples, FL 34109
0.11
$767,700
2
2
1,584
Off Market
6434 Birchwood CT, Naples, FL 34109
0.11
$724,300
4
2
1,824
Off Market
6459 Birchwood CT, Naples, FL 34109
0.09
$600,100
2
2
1,584
Off Market
6550 Chestnut CIR, Naples, FL 34109
0.06
$995,200
3
2
1,914
Off Market
6450 Birchwood CT, Naples, FL 34109
0.11
$597,900
2
2
1,586
Off Market
6538 Chestnut CIR, Naples, FL 34109
0.09
$1,250,000
3
2
2,265
Recently Sold
6391 Old Mahogany CT, Naples, FL 34109
0.16
$1,025,000
3
2
2,404
Recently Sold

Local Information

  • Map ViewExplore the area around 6565 Chestnut CIR.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
2,320 sqft
$447/sqft
2 Car Garage
HOA $243/mo

About this House

NEW ROOF, fresh interior paint, updated kitchen and baths, and new appliances enhance the gorgeous southern views in the ever popular Autumn Woods of Naples, FL. Other ugraded features in the home include resurfaced pool and newer pool cage with picture views over the lake, hurricane shutters on entire home, and quartz countertops. The pool has been resurfaced and retiled with a new picture view lanai screen enclosure installed and new pool equipment with energy efficient pool heater. This large open Floorplan features two great rooms and a true formal dining room. The view from almost every angle of this well appointed home has the feel of a resort right in your backyard. Southwestern Sunsets over the picturesque lake in the Winter will be the perfect place for entertaining all year. Autumn Woods amenities include guarded security, a community clubhouse with pool/spa, fitness center, tennis courts, playground, library and miles of preserve trails for walking and biking. A rated school district in Collier county schools, just 2 miles from the Gulf beaches, minutes to Mercato, downtown Naples, shopping, dining, golf, boating, and fishing.
6565 Chestnut CIR, Naples, FL 34109 is a 3 bedroom, 2 bathroom, 2,320 sqft single-family home built in 1998. It last sold for $1,025,000 on Dec 30, 2024 (9% below the $1,130,000 asking price). More recently, it was listed as a rental in November 2023 with an asking price of $7,000 per month. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,036,700.
Last check for updates: about 8 hours ago
Listed by Liz Biswurm, (239) 370-0312
Anchor Real Estate Brokers LLC
Bought with: Heather Winter, (804) 380-0061, McQuaid & Company LLC
Originating MLS: Naples
Source: SWFLMLS, MLS#224093308

Home Details for 6565 Chestnut CIR

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2320 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Self Cleaning Oven, WasherDishwasherDisposalDryerLaundry: Inside,Laundry TubMicrowaveWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: CommunityNo FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Window Coverings, Shutters Electric, Shutters - ManualFlooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Tile, Wood
View
Has a ViewView: Lagoon, Lake, Landscaped Area, Water
Security
Security: Gated Community

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Patio, Screened Lanai/PorchOther Structures: Tennis Court(s)Exterior: Outdoor ShowerFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Pool
Pool: Community, In Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Salt Water, Screen EnclosurePool
Frontage
WaterfrontWaterfront: Lagoon, LakeFrontage Type: Lagoon/Estuary, LakefrontOn Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Ranch
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 22597001969

Price & Status

Price
List Price: $1,130,000
Status Change & Dates
Off Market Date: Mon Dec 30 2024

Active Status

MLS Status: Closed

Location

Direction & Address
City: NAPLESCommunity: AUTUMN WOODS
School Information
Elementary School: SEA GATE ELEMENTARYJr High / Middle School: PINE RIDGE MIDDLE SCHOOLHigh School: BARRON COLLIER HIGH SCHOOL

Building

Building Area
Building Area: 2695 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Park, Pool, Fitness Center, Sidewalks, Street Lights, Tennis Court(s), GatedNot Senior Community

HOA

Association for this Listing: NaplesHas an HOAHOA Fee: $2,920/Annually

Lot Information

Lot Area: 9583.2 sqft

Offer

Contingencies: Accepting Back Offers

Miscellaneous

Mls Number: 224093308Water ViewWater View: Lagoon, Lake, Water

Additional Information

HOA Amenities: Basketball Court,Bike And Jog Path,Clubhouse,Park,Pool,Community Room,Spa/Hot Tub,Fitness Center,Library,Pickleball,Play Area,Sidewalk,Streetlight,Tennis Court(s),Underground Utility

Price and Tax history

DateEventPrice
Dec 30, 2024
Source: SWFLMLS #224093308
Sold
$1,025,000
Dec 5, 2024
Source: SWFLMLS #224093308
Pending
$1,130,000
Nov 18, 2024
Source: SWFLMLS #224093308
Listed For Sale
$1,130,000
Apr 8, 2024
Source: SWFLMLS #222026460
ListingRemoved
Mar 9, 2024
Source: NABOR FL #223087765
PriceChange
$5,800
Price decreased by 6%

Market trends in Naples

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
Sale-to-List Price
95.2%
Price per sq ft
$331
$1MoM
Available listings
4813
415MoM

Around this home

What Locals Say about Naples

At least 1698 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 78 % Say parking is easy

  • 75 % Say it's quiet

  • 69 % Say people would walk alone at night

  • 69 % Say there's holiday spirit

  • 67 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 61 % Say streets are well-lit

  • 60 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 51 % Say there's wildlife

  • 48 % Say kids play outside

  • 47 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Mfontaine21
    "Many community events at our town center including food trucks, swim and dance parties and weekly bingo"
    0
    Flag
  • Jeff W
    "What an awesome community. From the beach, to the restaurants, the berm, the amenities, people … just love Pelican Bay. "
    1
    Flag
  • Trulia User
    "Safe neighborhoods but be wary of some of the complexes as you move east. Naples is amazing if you do your homework "
    1
    Flag
  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
    0
    Flag
  • Chad Roberson
    "Quiet, people leave you alone here. No hoa, can expand on your property. Weather is amazing 6-8 months out of the year. You’ll see amazing wildlife everywhere in this area. "
    0
    Flag
  • Jimandhelensimon
    "We have an excellent location to access numerous beaches and have an enormous amount of well landscaped green space. Our pool feels like a resort pool."
    0
    Flag
  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
    Flag
  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
    0
    Flag
  • James
    "lots of green space in the area and there are dog parks that also can be visited by dog owners and the place is always well groomed"
    1
    Flag
  • Sandra Decain
    "Great friendly people - love the dining access to water amazing weather. Could not ask for more. "
    0
    Flag
  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
    0
    Flag
  • Michelle SanFillipo
    "Great dog parks and open spaces for recreational activities. Safe and secure. Well lit at night. Wide sidewalks and others are respectful of dogs and clean up."
    1
    Flag
  • Cristiano Machado
    "Friendly and safe neighborhood Close to schools, lhospital and grocery stores plus great restaurants and pubs"
    0
    Flag
  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
    0
    Flag
  • Brian.bird
    "Fun people and safe gated community with golf and tennis and good food. Homes are nice and the grounds are well kept"
    0
    Flag
  • waterman46
    "Pet friendly all dogs on leashes . We have never had a problem and 99% pick up after their dogs. Just a really nice pet friendly area."
    1
    Flag
  • Jimandhelensimon
    "It’s dog friendly but dogs must be on a leash. The dogs must be twenty pounds or less unless they are an emotional support dog."
    0
    Flag
  • DonnaT
    "Naples is a great place to retire. It is paradise. The cost of living is outrageous but it is worth every penny! "
    0
    Flag
  • Wheeler04
    "The Isles is surrounded by nature with 1/2 of its 2,400 acres dedicated to preserve and waterways. Such a friendly and active community! "
    0
    Flag
  • Airwavessystem
    "I great community to live close to everything shops supermarkets and the beach. 15 minutes to the mall and 5 minutes to the main highway 75 to tampa Orlando or to miami."
    0
    Flag
  • Scottjohnnewhouse
    "I’ve lived in Naples for 33 years. It is growing at an alarming rate but it is such a safe place to live…."
    0
    Flag
  • Trulia User
    "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
    0
    Flag
  • Eric
    "There are a lot of young families with children out playing with each other. The community center is well equipped with gym equipment and a beautiful pool."
    0
    Flag
  • Oditth Ricardo
    "Peaceful and safe. No issues and no problems most of the time. Great schools. Great place to start a family and raise kids. "
    0
    Flag
  • Jimandhelensimon
    "Beautiful open spaces and amenities. Beaches and large variety of restaurants and entertainment. The shopping is awesome and the people are fun loving."
    0
    Flag
  • Laurel
    "This is a family friendly neighborhood. It is close to the beach, the Greenway, the zoo, parks, theater, shopping, and dining. It’s close to downtown Naples and just a few miles to The Mercato. "
    0
    Flag
  • Nmarranca
    "I am here on vacation and it is a wonderful community. We are in Beachwalk, which is very close to the beach and walking distance and we have a big pool."
    0
    Flag
  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
    Flag
  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
    Flag
  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
    0
    Flag
  • Amolter
    "Lake park is close to everything anyone would want. Mall, restaurants, parks, dog park, hospital, grocery store, zoo, move theatre,downtown, boat launch to the bay, and the beach!!"
    0
    Flag
  • Blondbasket
    "Great groups of people live in the area. Everything is relatively easy and close to the house. I know my neighbors and they are so far very helpful and all around happy people. "
    0
    Flag
  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
    0
    Flag
  • Kim
    "Very well kept sidewalks and community areas, yards are well maintained it’s so easily accessible to markets and stores very easy to walk around , biking is also easy to do there are nice friendly people "
    0
    Flag
  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
    Flag
  • Juntig5
    "Naples is a lovely place, tends to get crowded in the season, nice beaches and the city is clean with lots of restaurants. Pleasant weather. "
    0
    Flag
  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
    0
    Flag
  • Trulia User
    "Close to the beaches restaurant downtown feel like you on vacation family friendly and pet friendly neighborhood. Very clean and safe. Beautiful area "
    0
    Flag
  • 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
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
    Flag

LGBTQ Local Legal Protections

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Frequently asked questions about 6565 Chestnut CIR

  • What is 6565 Chestnut CIR estimated to be worth?
    Trulia's estimated value for 6565 Chestnut CIR in Naples, FL is $1,036,700.
  • What is the price history for 6565 Chestnut CIR?
    6565 Chestnut CIR in Naples, FL last sold for $1,025,000 in December 2024.
  • 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 6565 Chestnut CIR have air conditioning?
    Yes, 6565 Chestnut CIR in Naples, FL has air conditioning.
  • Does 6565 Chestnut CIR have a pool?
    Yes, 6565 Chestnut CIR in Naples, FL has a pool.

Explore by feature - Pet Friendly

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Off Market Homes Near 6565 Chestnut CIR

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