4688 Oak Leaf Dr, Naples, FL 34119
Property image
Property image
OFF MARKET

$2,778,500

Trulia Estimate
  • 4 Beds
  • 5.5 Baths
  • 5,500 sqft (on 0.77 acres)

4688 Oak Leaf Dr, Naples, FL 34119

Est. Refi. Payment $16,429/mo*
Refinance Your Home
Currently Off Market - Sold Feb 21, 2020 for $1,230,000

Home Value

Trulia Estimate
$2.78M
Since last month
Decreased$58K (-2%)
Since last year
Increased$190K (+7.3%)
Since last sale
Increased$2M (+125.9%)
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 increased by +79% in the last 10 years
MonthEstimated value
2026
August 2026$2.78M
July 2026$2.84M
June 2026$2.84M
May 2026$2.83M
April 2026$2.83M
March 2026$2.75M
February 2026$2.77M
January 2026$2.66M
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
4724 Oak Leaf DR, Naples, FL
0.06
Single-Family Home
$2,168,250
05/05/26
4
3.5
4,674
4756 Pond Apple DR N, Naples, FL
0.23
Single-Family Home
$3,350,000
12/15/25
4
4.5
4,976
13556 Rosewood LN, Naples, FL
0.24
Single-Family Home
$2,295,000
10/15/25
5
5.5
6,033
13455 Pond Apple DR E, Naples, FL
0.17
Single-Family Home
$3,500,000
05/26/26
4
5
4,100
4556 Pond Apple DR N, Naples, FL
0.39
Single-Family Home
$2,289,000
06/23/26
4
5
3,827
13033 Coco Plum LN, Naples, FL
0.49
Single-Family Home
$1,250,000
09/26/25
4
3.5
4,366
13101 Bald Cypress Ln, Naples, FL
0.36
Single-Family Home
$2,275,000
11/25/25
3
5
5,600
13029 Bald Cypress LN, Naples, FL
0.43
Single-Family Home
$1,885,000
10/14/25
4
3.5
4,266
13101 Pond Apple DR E, Naples, FL
0.33
Single-Family Home
$3,870,000
06/09/26
5
5
5,448
4502 Silver Fox DR, Naples, FL
0.39
Single-Family Home
$1,725,000
10/21/25
3
3.5
3,614

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
4702 Oak Leaf DR, Naples, FL 34119
0.03
$2,577,400
4
3.5
3,622
Off Market
4724 Oak Leaf DR, Naples, FL 34119
0.06
$2,168,250
4
3.5
4,674
Recently Sold
4701 Oak Leaf DR, Naples, FL 34119
0.06
$3,046,300
3
5.5
4,267
Off Market
4756 Oak Leaf DR, Naples, FL 34119
0.10
$2,584,800
3
5
4,490
Off Market
4687 Oak Leaf DR, Naples, FL 34119
0.05
$3,083,800
4
5.5
4,200
Off Market
13388 Rosewood LN, Naples, FL 34119
0.11
$2,637,800
3
4.5
4,310
Off Market
13323 Rosewood LN, Naples, FL 34119
0.17
$9,995,000
6
13
18,516
For Sale
13323 Pond Apple DR E, Naples, FL 34119
0.15
$3,628,500
5
5
4,920
Off Market
13488 Rosewood LN, Naples, FL 34119
0.17
$3,017,400
5
7
7,262
Off Market
13455 Pond Apple DR E, Naples, FL 34119
0.17
$3,500,000
4
5
4,100
Recently Sold
13181 Pond Apple DR E, Naples, FL 34119
0.24
$3,468,500
3
4.5
4,800
Off Market
3757 Pleasant Springs DR, Naples, FL 34119
0.23
$962,700
3
3
2,313
Off Market

Local Information

  • Map ViewExplore the area around 4688 Oak Leaf Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1987
Lot Size
0.77 acres
Living Area
5,500 sqft
Price/Sqft
$505
Parking
Garage

About this House

A Masterpiece of Sophistication! Talk about WOW factor as you drive up to the private gated entry of this fine residence. Adorned with stately details, yet feels comfortable with LOADS of charm. Everything has been impeccably enhanced and maintained with loads of thought and shows like a dream! The Chef's Kitchen is truly the focal point, but imagine overlooking the expansive lake and golf course from the window while whipping up loads of culinary delights. Perfect for out of town guests, or a home office, the guest house serves as a nice private retreat. As if the home isn't exciting enough, you will be fascinated by the incredible garage...
4688 Oak Leaf Dr, Naples, FL 34119 is a 4 bedroom, 7 bathroom, 5,500 sqft single-family home built in 1987. It last sold for $1,230,000 on Feb 21, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,778,500, with a rent estimate of $21,804/month.

Home Details for 4688 Oak Leaf Dr

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningCooling System: CentralHeating Fuel: Electric
Interior Details
Number of Rooms: 8Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Levels, Entrance, & Accessibility
Floors: Tile, Carpet
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1987Year Updated: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.77 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Feb 21, 2020
Source: N/A
Sold
$1,230,000
Jan 24, 2020
Source: Agent Provided
Pending
$1,478,800
Oct 6, 2019
Source: Agent Provided
Listed For Sale
$1,478,800
Jul 1, 2019
Source: Agent Provided
ListingRemoved
$1,499,000
Mar 20, 2019
Source: Agent Provided
PriceChange
$1,499,000
Price decreased by 5%

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. "
    0
    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 "
    0
    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

Frequently asked questions about 4688 Oak Leaf Dr

  • What is 4688 Oak Leaf Dr estimated to be worth?
    Trulia's estimated value for 4688 Oak Leaf Dr in Naples, FL is $2,778,500.
  • What is the price history for 4688 Oak Leaf Dr?
    4688 Oak Leaf Dr in Naples, FL last sold for $1,230,000 in February 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 4688 Oak Leaf Dr have air conditioning?
    Yes, 4688 Oak Leaf Dr in Naples, FL has air conditioning.
  • Does 4688 Oak Leaf Dr have a pool?
    Yes, 4688 Oak Leaf Dr in Naples, FL has a pool.

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Off Market Homes Near 4688 Oak Leaf Dr

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