4436 Wayside DR, Naples, FL 34119
SOLD
JUL 15, 2025

4436 Wayside DR
Naples, FL 34119

  • 5 Beds
  • 7.5 Baths
  • 6,917 sqft (on 0.77 acres)

$4,325,000

Last Sold: Jul 15, 2025
13% below list $5M
$625/sqft
Est. Refi. Payment $24,538/mo*

$4,325,000

Last Sold: Jul 15, 2025
13% below list $5M
$625/sqft
Est. Refi. Payment $24,538/mo*
5 Beds
7.5 Baths
6,917 sqft
(on 0.77 acres)

Homes for sale near 4436 Wayside DR

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Local Information

Map showing home location
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-- mins to
Commute Destination

Description

TRANSFERABLE GOLF AND BEACH CLUB MEMBERSHIPS AVAILABLE IMMEDIATELY! Welcome to the epitome of luxury living at 4436 Wayside Drive, nestled in the prestigious Quail West community in Naples, FL. This stunning residence offers an unparalleled lifestyle with its exquisite design and top-notch amenities. Upon entering, you are greeted by a breathtaking chandelier, a true showstopper that sets the tone for the elegance and sophistication found throughout the home. The soaring ceilings and open floor plan seamlessly blend elegance with comfort. The gourmet kitchen is a chef's dream, featuring high-end appliances, custom cabinetry, and a spacious island adorned with under counter illuminating lights beneath the exquisite new quartzite countertops, creating a captivating ambiance perfect for entertaining. This home boasts a newer clay tile roof, ensuring both durability and timeless style. The freshly painted exterior and interior provide a modern and pristine look throughout. New countertops grace every room, adding a touch of luxury and sophistication. The property is surrounded by new landscaping and landscape lights, enhancing its curb appeal and creating a serene outdoor environment. For peace of mind, storm shutters with electric remotes are installed, offering convenience and protection. Throughout the home, you'll find all-new designer lighting, adding a touch of elegance and modern flair to every space. The master suite is a private oasis, complete with a spa-like bathroom and expansive walk-in closets. Large windows throughout the home provide breathtaking views of the lush landscaping and the pristine golf course. Situated on the 10th hole of the Preserve Course, this home offers direct access to the beauty and challenge of the course right from your backyard. Adding to the allure, this property includes a FULLY TRANSFERRABLE GOLF MEMBERSHIP AND 2 GOLF CARTS allowing you to enjoy the two championship golf courses at Quail West to the fullest. The community is renowned for its world-class amenities, including a state-of-the-art fitness center and a luxurious clubhouse offering dining and social events. Nearby, you'll find upscale shopping and dining options at Mercato and Waterside Shops, as well as the beautiful beaches of Naples. Four car garage, and Kohler house generator. This property is more than just a home; it's a lifestyle. Don't miss the opportunity to experience the best of Naples living in this extraordinary residence.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from July 16, 2025

Home Highlights

Parking
4 Car Garage
Outdoor
Porch, Patio, Pool
View
Golf Course
HOA
$1,876/Monthly
Price/Sqft
$625/sqft
Listed
180+ days ago

Home Details for 4436 Wayside DR

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, KitchenWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 8Number of Bathrooms (full): 7Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6917 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill - Gas, Microwave, Range, Refrigerator/Freezer, Walk-In Cooler, Warming Tray, Washer, Wine CoolerDishwasherDisposalDryerMicrowaveWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: In Ground, Heated, Pool Bath, BathHas a FireplaceHas a Spa
Gas & Electric
Gas: Propane
Windows, Doors, Floors & Walls
Window: Window Coverings, Shutters ElectricDoor: French Doors, Zero/Corner Door SlidersFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Tile
View
Has a ViewView: Golf Course
Security
Security: Security System, Gated Community, Smoke Detector(s)
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Patio, Screened Lanai/PorchFencing: FencedOther Structures: Tennis Court(s), Outdoor KitchenExterior: Outdoor Grill, Outdoor KitchenFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Circular Driveway,Attached
Pool
Pool: Community, In Ground, Gas Heat, InfinityPool
Frontage
Waterfront: NoneFrontage Type: Golf CourseRoad Surface Type: PavedNot on Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: House
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 68985000824

Price & Status

Price
List Price: $4,995,000Price Per Sqft: $625/sqft
Status Change & Dates
Off Market Date: Tue Jul 15 2025

Active Status

MLS Status: Closed

Location

Direction & Address
City: NAPLESCommunity: QUAIL WEST

Building

Building Area
Building Area: 9074 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Pool, Fitness Center, Golf, Putting Green, Racquetball, Restaurant, Sidewalks, Street Lights, Tennis Court(s), GatedNot Senior Community

HOA

Association for this Listing: NaplesHas an HOAHOA Fee: $22,516/Annually

Lot Information

Lot Area: 0.77 acres

Offer

Contingencies: Financing

Rental Terms, Policies & Fees

FurnishedLease Term: Buyer Finance/Cash

Miscellaneous

Mls Number: 224004407

Additional Information

HOA Amenities: Basketball Court,Barbecue,Beauty Salon,Bike And Jog Path,Bocce Court,Business Center,Clubhouse,Pool,Community Room,Concierge,Fitness Center,Full Service Spa,Golf Course,Guest Room,Internet Access,Pickleball,Play Area,Putting Green,Racquetball,Restaurant,Sauna,Shopping,Sidewalk,Streetlight,Tennis Court(s)
Last check for updates: about 11 hours ago
Listed by AMY Zern, (847) 772-0128
Premier Sotheby's Int'l Realty
Bought with: Marc Galanto, (860) 839-3424, John R Wood Properties
Co-Buyer's Agent: Lynne Hancock, (239) 289-4272, John R Wood Properties
Originating MLS: Naples
Source: SWFLMLS, MLS#224004407

Price History for 4436 Wayside DR

DatePriceEventSource
07/15/2025$4,325,000Sold
SWFLMLS #224004407
05/06/2025$4,995,000PendingSWFLMLS #224004407
04/23/2025$4,995,000PendingToActiveSWFLMLS #224004407
04/21/2025$4,995,000PendingSWFLMLS #224004407
03/20/2025$4,995,000PriceChange
SWFLMLS #224004407
02/25/2025$5,600,000PriceChange
SWFLMLS #224004407
02/18/2025$5,950,000PendingToActiveSWFLMLS #224004407
02/13/2025$5,950,000PendingSWFLMLS #224004407
12/30/2024$5,950,000PriceChange
SWFLMLS #224004407
11/06/2024$6,490,000Listed For SaleSWFLMLS #224004407
05/19/2024ListingRemovedSWFLMLS #224004407
02/29/2024$6,875,000PriceChange
SWFLMLS #224004407
01/18/2024$7,300,000Listed For SaleSWFLMLS #224004407
09/19/2022$3,600,000Sold
N/A
01/12/2022$3,950,000PendingSWFLMLS #222002674
10/30/2021ListingRemovedSWFLMLS #221072358
10/11/2021$3,950,000Listed For SaleSWFLMLS #221072358
09/04/2013$2,800,000Sold
N/A
04/16/2013$3,150,000ListingRemovedAgent Provided
04/03/2013$3,150,000Listed For SaleAgent Provided
10/18/1996$340,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$39,122
Assessment$4,237,146
Home facts updated by county records

Comparable Sales for 4436 Wayside DR

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.09
Single-Family Home
$6,450,000
10/09/25
4
4.5
5,173
0.34
Single-Family Home
$3,725,000
01/05/26
5
5.5
4,758
0.57
Single-Family Home
$4,150,000
11/07/25
5
6.5
7,511
0.41
Single-Family Home
$3,950,000
04/15/26
4
5
4,869
0.30
Single-Family Home
$6,800,000
05/16/25
4
5
5,506
0.58
Single-Family Home
$4,650,000
04/15/26
6
6.5
7,217
0.29
Single-Family Home
$6,125,000
11/20/25
4
4.5
4,972
0.30
Single-Family Home
$7,850,000
05/23/25
4
5
6,092

Assigned Schools

These are the assigned schools for 4436 Wayside DR.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Naples

At least 1689 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

  • 61 % Say streets are well-lit

  • 61 % Say yards are well-kept

  • 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

Learn more about our methodology.
  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
  • 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"
  • Sandra Decain
    "Great friendly people - love the dining access to water amazing weather. Could not ask for more. "
  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
  • 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."
  • Cristiano Machado
    "Friendly and safe neighborhood Close to schools, lhospital and grocery stores plus great restaurants and pubs"
  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
  • Brian.bird
    "Fun people and safe gated community with golf and tennis and good food. Homes are nice and the grounds are well kept"
  • 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."
  • 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."
  • DonnaT
    "Naples is a great place to retire. It is paradise. The cost of living is outrageous but it is worth every penny! "
  • 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! "
  • 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."
  • 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…."
  • Trulia User
    "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
  • 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."
  • 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. "
  • Jimandhelensimon
    "Beautiful open spaces and amenities. Beaches and large variety of restaurants and entertainment. The shopping is awesome and the people are fun loving."
  • 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. "
  • 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."
  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
  • Askrodiana
    "The neighborhood is safe for people and dogs to walk. A lot of people do walk their pets each morning and evening. "
  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
  • Marc d'Acunzo
    "Baker park has a great dog park area. One for small dogs and the other for medium and larger dogs. Plenty of areas to walk dogs."
  • Jt276297
    "It’s one of the cleanest towns in the United States and has a vast number of culture with in it’s population "
  • 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!!"
  • 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. "
  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
  • 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 "
  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
  • 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"
  • Swatson645
    "Each neighborhood has an HOA so they do their own things. They are usually gated communities within Lely. "
  • 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. "
  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
  • Naplesjan29
    "The school’s are excellent and close by! It’s a very safe and convenient area!!The school bus picks up here daily."
  • 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 "
  • Trulia User
    "Super nice location ! Close to beaches, downtown, everything you might want. Friendly neighbors. Close to restaurants, groceries, cafes. Beautiful homes. Historic homes "
  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."

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.

Homes for rent near 4436 Wayside DR

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Off Market Homes Near 4436 Wayside DR

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4436 Wayside DR, Naples, FL 34119 is a 5 bedroom, 8 bathroom, 6,917 sqft single-family home built in 1999. This property is not currently available for sale. 4436 Wayside DR was last sold on Jul 15, 2025 for $4,325,000 (13% lower than the asking price of $4,995,000). The current Trulia Estimate for 4436 Wayside DR is $4,104,600.