4466 Wayside Dr, Naples, FL 34119
OFF MARKET

4466 Wayside Dr
Naples, FL 34119

  • 6,564 sqft (on 0.84 acres)
6,564 sqft
(on 0.84 acres)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
6321 Highcroft Dr, Naples, FL
0.67
Lot/Land
$8,125,000
12/18/25
4
-
3,885
13681 Pondview CIR, Naples, FL
0.49
Lot/Land
$2,200,000
09/26/25
-
-
4665 Idylwood LN, Naples, FL
0.71
Lot/Land
$800,000
01/30/26
-
-
4067 Brynwood Dr, Naples, FL
1.01
Lot/Land
$650,000
10/13/25
-
-
13052 Snell LN, Bonita Springs, FL
1.39
Lot/Land
$279,875
03/27/26
-
-
14110 Bonita Beach Rd SE, Bonita Springs, FL
1.41
Lot/Land
$200,000
11/05/25
-
-
12925 Valewood DR, Naples, FL
1.66
Lot/Land
$5,045,000
12/29/25
-
-
14450 Bonita Beach RD SE, Bonita Springs, FL
1.60
Lot/Land
$1,750,000
01/09/26
-
-
14820 Bonita Beach Rd SE, Bonita Springs, FL
1.81
Lot/Land
$2,000,000
01/12/26
-
-
26450 Morton Ave, Bonita Springs, FL
3.00
Lot/Land
$1,300,000
01/20/26
8
-
2,236

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
4473 Wayside DR, Naples, FL 34119
0.05
$5,828,600
4
4.5
5,498
Off Market
4309 Deephaven LN, Naples, FL 34119
0.14
$6,583,500
4
5
5,874
Off Market
4436 Wayside DR, Naples, FL 34119
0.18
$4,174,400
5
7.5
6,917
Off Market
4431 Wayside DR, Naples, FL 34119
0.22
$5,866,400
4
5
4,966
Off Market
6439 Dunberry LN, Naples, FL 34119
0.24
$6,550,700
5
6.5
7,390
Off Market
13820 Williston WAY, Naples, FL 34119
0.28
$4,298,500
4
4.5
4,229
Off Market
5900 Burnham RD, Naples, FL 34119
0.29
$3,950,000
4
5
4,869
Recently Sold
5930 Sunnyslope DR, Naples, FL 34119
0.28
$5,856,500
4
4.5
4,892
Off Market
5903 Burnham RD, Bonita Springs, FL 34119
0.29
$3,747,400
4
4.5
4,463
Off Market
13830 Williston WAY, Naples, FL 34119
0.30
$5,230,900
4
4.5
5,391
Off Market
5923 Sunnyslope DR, Naples, FL 34119
0.30
$3,725,000
5
5.5
4,758
Recently Sold
5936 SUNNYSLOPE DR, Naples, FL 34119
0.32
$6,924,300
4
5
6,128
Off Market

Local Information

  • Map ViewExplore the area around 4466 Wayside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Lot/Land
Year Built
2020
Lot Size
0.84 acres
Living Area
6,564 sqft

About this House

Stunning golf course to Lake wide views. Last site on this most desirable street.
4466 Wayside Dr, Naples, FL 34119 is a 6,564 sqft lot/land built in 2020. It last sold for $750,000 on Jun 24, 2019. It is currently off market. The Trulia Estimate rent is $11,499/month.

Home Details for 4466 Wayside Dr

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Appliances & Utilities
Cable Ready
Fireplace & Spa
Hot Tub or Spa

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: Lot Land

Exterior Features

Exterior Home Features
Deck
Pool
Pool

Lot Information

Lot Area: 0.84 acres

Price and Tax history

DateEventPrice
Jun 24, 2019
Source: N/A
Sold
$750,000
May 19, 2019
Source: Agent Provided
Pending
$795,000
May 17, 2019
Source: Agent Provided
PendingToActive
$795,000
May 10, 2019
Source: Agent Provided
Pending
$795,000
Jun 13, 2018
Source: Agent Provided
Listed For Sale
$795,000

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 4466 Wayside Dr

  • What is the price history for 4466 Wayside Dr?
    4466 Wayside Dr in Naples, FL last sold for $750,000 in June 2019.
  • 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.
  • What do residents say about Naples?
    Residents describe Naples, FL as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Naples, FL.

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Apartments for Rent

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Off Market Homes Near 4466 Wayside Dr

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