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
Apartments for Rent
Local Information
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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
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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 |
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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 |
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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 |
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Price List Price: $4,995,000Price Per Sqft: $625/sqft |
Status Change & Dates Off Market Date: Tue Jul 15 2025 |
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MLS Status: Closed |
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Direction & Address City: NAPLESCommunity: QUAIL WEST |
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Building Area Building Area: 9074 Square Feet |
Community rooms Fitness Center |
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Community Features: Clubhouse, Pool, Fitness Center, Golf, Putting Green, Racquetball, Restaurant, Sidewalks, Street Lights, Tennis Court(s), GatedNot Senior Community |
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Association for this Listing: NaplesHas an HOAHOA Fee: $22,516/Annually |
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Lot Area: 0.77 acres |
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Contingencies: Financing |
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FurnishedLease Term: Buyer Finance/Cash |
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Mls Number: 224004407 |
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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
| Date | Price | Event | Source |
|---|---|---|---|
| 07/15/2025 | $4,325,000 | Sold | SWFLMLS #224004407 |
| 05/06/2025 | $4,995,000 | Pending | SWFLMLS #224004407 |
| 04/23/2025 | $4,995,000 | PendingToActive | SWFLMLS #224004407 |
| 04/21/2025 | $4,995,000 | Pending | SWFLMLS #224004407 |
| 03/20/2025 | $4,995,000 | PriceChange | SWFLMLS #224004407 |
| 02/25/2025 | $5,600,000 | PriceChange | SWFLMLS #224004407 |
| 02/18/2025 | $5,950,000 | PendingToActive | SWFLMLS #224004407 |
| 02/13/2025 | $5,950,000 | Pending | SWFLMLS #224004407 |
| 12/30/2024 | $5,950,000 | PriceChange | SWFLMLS #224004407 |
| 11/06/2024 | $6,490,000 | Listed For Sale | SWFLMLS #224004407 |
| 05/19/2024 | ListingRemoved | SWFLMLS #224004407 | |
| 02/29/2024 | $6,875,000 | PriceChange | SWFLMLS #224004407 |
| 01/18/2024 | $7,300,000 | Listed For Sale | SWFLMLS #224004407 |
| 09/19/2022 | $3,600,000 | Sold | N/A |
| 01/12/2022 | $3,950,000 | Pending | SWFLMLS #222002674 |
| 10/30/2021 | ListingRemoved | SWFLMLS #221072358 | |
| 10/11/2021 | $3,950,000 | Listed For Sale | SWFLMLS #221072358 |
| 09/04/2013 | $2,800,000 | Sold | N/A |
| 04/16/2013 | $3,150,000 | ListingRemoved | Agent Provided |
| 04/03/2013 | $3,150,000 | Listed For Sale | Agent Provided |
| 10/18/1996 | $340,000 | Sold | N/A |
Property Tax and Assessment
| Year | 2024 |
|---|---|
| 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.
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.
LGBTQ Local Legal Protections
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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
Off Market Homes Near 4436 Wayside DR
Explore by feature
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.

