4599 Chippendale DR S, Naples, FL 34112
Property image
Property image
OFF MARKET

$488,800

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,552 sqft

4599 Chippendale DR S, Naples, FL 34112

Est. Refi. Payment $3,051/mo*
Refinance Your Home
Currently Off Market - Sold Jul 15, 2025 for $500,000

Home Value

Trulia Estimate
$489K
Since last month
Increased$8K (+1.6%)
Since last year
Decreased$4K (-0.8%)
Since last sale
Decreased$10K (-1.9%)
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 decreased by -3% in the last 10 years
MonthEstimated value
2026
August 2026$490K
August 2026$489K
July 2026$483K
June 2026$489K
May 2026$478K
March 2026$485K
February 2026$496K
January 2026$482K
2025

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
241 Dent DR, Naples, FL
0.09
Single-Family Home
$535,000
10/28/25
3
2
1,663
4650 Chippendale Dr, Naples, FL
0.16
Single-Family Home
$482,000
10/08/25
3
2
1,352
4581 Chippendale DR, Naples, FL
0.09
Single-Family Home
$420,000
06/29/26
3
2
1,978
116 Short CT, Naples, FL
0.31
Single-Family Home
$455,000
12/23/25
2
2
1,524
107 Round Key CIR #E9, Naples, FL
0.28
Single-Family Home
$365,000
10/24/25
2
2
1,440
425 Pine Lake DR, Naples, FL
0.15
Single-Family Home
$579,000
05/22/26
3
2
2,101
178 Round Key CIR #G22, Naples, FL
0.28
Single-Family Home
$355,000
12/12/25
2
2
1,222
187 Round Key CIR #D3, Naples, FL
0.28
Single-Family Home
$328,000
07/28/26
2
2
1,246
4480 Beechwood Lake DR, Naples, FL
0.33
Single-Family Home
$515,000
07/10/26
3
2
1,652

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
4150 Looking Glass LN #5, Naples, FL 34112
0.05
$172,500
2
2
1,246
Recently Sold
4150 Looking Glass LN #3903, Naples, FL 34112
0.05
$284,900
2
2
1,246
For Sale
541 Landmark DR, Naples, FL 34112
0.08
$421,300
3
2
1,600
Off Market
4140 Looking Glass LN #7, Naples, FL 34112
0.07
$329,900
2
2
1,246
For Sale
4140 Looking Glass LN #3816, Naples, FL 34112
0.07
$222,500
2
2
1,246
Recently Sold
4200 Looking Glass LN #4206, Naples, FL 34112
0.03
$216,300
2
2
1,246
Off Market
4200 Looking Glass LN #4202, Naples, FL 34112
0.03
$270,000
2
2
1,246
Recently Sold
4200 Looking Glass Ln #4204, Naples, FL 34112
0.03
$209,000
2
2
1,246
For Sale
517 Landmark DR, Naples, FL 34112
0.06
$612,500
4
2
2,028
Off Market
4130 Looking Glass LN #3801, Naples, FL 34112
0.08
$232,100
2
2
1,246
Off Market
4180 Looking Glass LN #4102, Naples, FL 34112
0.06
$339,000
2
2
1,246
For Sale

Local Information

  • Map ViewExplore the area around 4599 Chippendale DR S.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1982
1,552 sqft
$315/sqft
2 Car Garage
HOA $173/mo

About this House

Lakewood is the community you've been waiting for—conveniently located near shopping and the beach. This beautifully renovated 3 bedroom home. 3rd bedroom has fireplace and shelving (Would make a great Den) The home includes a spacious 2-car garage, a stunning screened pool, and a private lanai. The kitchen boasts top-of-the-line appliances, and the water heater is only 2 years old. Air Conditioner 2021, Roof permit 2002. The $518 quarterly fee covers internet, cell service, TV, and irrigation water. The home is fully furnished and offers seasonal golf passes, with no golf fees. You do not have to join club. There are no rental restrictions in documents
4599 Chippendale DR S, Naples, FL 34112 is a 2 bedroom, 2 bathroom, 1,552 sqft single-family home built in 1982. It last sold for the $499,900 asking price on Jul 15, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $488,800, with a rent estimate of $3,349/month.
Last check for updates: about 20 hours ago
Listed by Linda Teti, (239) 293-3624
Stiles Sowers & Associates
Bought with: Kevin Fuller, PA, (239) 331-1911, William Raveis Real Estate
Originating MLS: Naples
Source: SWFLMLS, MLS#225018164

Home Details for 4599 Chippendale DR S

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1552 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Dishwasher, Disposal, Grill - Gas, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Washer, Wine CoolerDishwasherDisposalLaundry: Laundry TubMicrowaveWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Gas: Propane
Windows, Doors, Floors & Walls
Flooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Tile, Wood
View
Has a ViewView: Landscaped Area
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShingleFoundation: 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: In Ground, Concrete, Equipment Stays, Electric HeatPool
Frontage
Waterfront: NoneResponsible for Road Maintenance: Public Maintained RoadNot on Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 1982
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: 53951400007

Price & Status

Price
List Price: $499,900
Status Change & Dates
Off Market Date: Tue Jul 15 2025

Active Status

MLS Status: Closed

Location

Direction & Address
City: NAPLESCommunity: LAKEWOOD
School Information
Elementary School: SHADOW LAWNJr High / Middle School: EAST NAPLES MIDDLEHigh School: LELEY HIGH

Building

Building Area
Building Area: 2223 Square Feet

Community

Community Features: Sidewalks, Non-GatedNot Senior Community

HOA

Association for this Listing: NaplesHas an HOAHOA Fee: $2,072/Annually

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 225018164

Additional Information

HOA Amenities: Internet Access,Sidewalk

Price and Tax history

DateEventPrice
Jul 15, 2025
Source: SWFLMLS #225018164
Sold
$500,000
Apr 8, 2025
Source: SWFLMLS #225018164
Pending
$499,900
Mar 5, 2025
Source: SWFLMLS #225018164
PriceChange
$499,900
Price decreased by 4%
Feb 21, 2025
Source: SWFLMLS #225018164
Listed For Sale
$519,000

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

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 4599 Chippendale DR S

  • What is 4599 Chippendale DR S estimated to be worth?
    Trulia's estimated value for 4599 Chippendale DR S in Naples, FL is $488,800.
  • What is the price history for 4599 Chippendale DR S?
    4599 Chippendale DR S in Naples, FL last sold for $500,000 in July 2025.
  • 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.
  • Does 4599 Chippendale DR S have air conditioning?
    Yes, 4599 Chippendale DR S in Naples, FL has air conditioning.
  • Does 4599 Chippendale DR S have a pool?
    Yes, 4599 Chippendale DR S in Naples, FL has a pool.

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