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$1,150,000
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Property Description
Discover this exceptional lakefront pool home in the highly desirable Pinewoods community, ideally located in the heart of Naples. Thoughtfully expanded and extensively updated, this spacious residence offers 5 bedrooms + Den, 4.5 baths, and a versatile floor plan featuring two private primary suites-perfect for multi-generational living, extended guests, or anyone seeking additional privacy and flexibility. Designed for comfortable everyday living and effortless entertaining, the generous living spaces flow seamlessly to the expansive screened lanai, where you'll enjoy tranquil long lake views, a large pool, and an oversized pool deck-creating the perfect setting to relax, entertain, or simply embrace the Southwest Florida lifestyle. Quality improvements throughout the home provide exceptional value and peace of mind, including a new roof (2017), a second air conditioning system (2017), updated plumbing (2012), impact-resistant windows and doors, and a new front entry door. These thoughtful upgrades enhance comfort, energy efficiency, and storm protection while reflecting the care and maintenance the home has received over the years. Pinewoods is known for its mature tree-lined streets, scenic lakes, and exceptionally low HOA fees. Residents enjoy an unbeatable central Naples location just minutes from Naples' world-famous Gulf beaches, Waterside Shops, Mercato, downtown Naples, top-rated schools, fine dining, shopping, and convenient access to I-75. Adding to its appeal, the property is located in a No Flood Insurance Zone, offering valuable savings and additional peace of mind. Combining generous living space, quality updates, an oversized lakefront homesite, and one of Naples' most sought-after locations, this home presents an outstanding opportunity to enjoy the very best of Naples living.
Full Property Details
Full Property Details for 4442 Wilder Rd
General
- Price: $1,150,000
- HOA FEE: $52/month
- HOA FEE FREQ.: Annually
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226023042
- Updated: 6/20/2026
- Added to Site: 13 day(s) ago
Rental Information
- Lease/Rent Term: 180
- Min. Lease (Days): 180
Interior
- Interior Features: Split Bedrooms, Great Room, Den - Study, Guest Bath, Guest Room, Home Office, Wired for Data, Exclusions, Entrance Foyer, Pantry, Vaulted Ceiling(s)
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Refrigerator with Icemaker, Self-Cleaning Oven, Wall Oven, Washer
- Furnishings: Unfurnished
- Flooring: Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
- Primary Bathroom: 2 Masters, Shower Only
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: Two Master Suites, Master BR Ground
Other Rooms
- Kitchen: Pantry
- Dining Room: Breakfast Bar, Dining - Living
- Laundry: Inside
Additional Information
- Shared Amenities: Park, Pickleball, Tennis Court(s), Non-Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Concrete, Electric Heat
- Tennis: Yes
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Automatic Sprinkler
- Porch/Patio/Deck: Screened Lanai/Porch, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway Paved, Garage Door Opener, Attached
Location
- Area: NA16 - Goodlette W/O 75
- County: Collier
- Subdivision: PINEWOODS
- Building Name: PINEWOODS
- Driving Directions: Airport Pulling Rd N to Pinewoods Cir to Wilder Rd.
- Direction Faces: West
School Information
- Elementary School: OSCEOLA ELEMENTARY
- Middle School: PINE RIDGE MIDDLE
- High School: BARRON COLLIER HIGH SCHOOL
Community
- Association: Yes
- Assoc. Fees Include: Legal/Accounting, Master Assn. Fee Included
- Units Assoc/Comm: 28
- Pets Allowed: Yes
- Management Type: Residents
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric, Exhaust Fan
- Heating Type: Central Electric
Utilities
- Sewer: Central
- Water: Central
- Cable Available: Yes
- Utility Description: Underground Utilities, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Wood Frame, Stucco
- Roof: Shingle
- Windows: Impact Resistant, Single Hung, Impact Resistant Windows, Window Coverings
- Doors: Impact Resistant Doors
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 3,183
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 3,183 Sq. Ft.
- Year Built: 1986
Lot Features
- Property View: Lake
- Lot Size Source: Survey
- Lot Dimensions: 70 x 81 x 126 x 120
- Frontage: Private Road
- Frontage Feet: 70
- Street/Road Desc.: Paved
- Irrigation System: Lake/Canal, Reclaimed
- Lot Features: Regular
- Lot Description: Regular
Water Features
- Water Front: Yes
- Water Front Desc.: Lake Front
- Lake Front: Yes
Financial Considerations
- Condo Fee: $625
- Condo Fee Freq: Annually
- Tax Year: 2025
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Condo
- Legal Description: PINEWOODS CONDO UNIT 2 LOT 16
- Property ID: 67790640001
- Section: 14
- Lot Number: 16
Listed by Local Real Estate LLC
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Schools
Schools serving 4442 Wilder Rd
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Osceola Elementary School, Naples, FL 5770 Osceola Trail, Naples, FL 34109 | K-5 | 1.6 mi |
Pine Ridge Middle School 1515 Pine Ridge Road, Naples, FL 34109 | 6-8 | 1.4 mi |
Barron Collier High School 5600 Cougar Drive, Naples, FL 34109 | 9-12 | 1.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4442 Wilder Rd
Date
Details
Price
Change
Source
6/19/2026
Listed
$1,150,000
356.53%
MLS
3/15/2011
Sold
$251,900
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 4442 Wilder Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,071
2%
$331,704
3%
2024
$2,998
1%
$322,356
3%
2023
$2,964
-3%
$312,967
6%
2021
$3,056
1%
$295,001
-3%
2022
$3,028
-1%
$303,851
4%
2021
$3,056
4%
$290,928
2%
2019
$2,932
2%
$284,387
2%
2018
$2,865
2%
$279,084
2%
2017
$2,820
3%
$273,344
2%
2016
$2,744
-1%
$267,722
1%
2015
$2,767
7%
$265,861
1%
2014
$2,587
—
$263,751
2%
2013
$2,576
—
$259,853
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 4442 Wilder Rd
4442 Wilder Rd, Naples, FL 34105 (MLS# 226023042) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 4442 Wilder Rd is currently listed for $1,150,000 and was received on June 19, 2026. Want to learn more about 4442 Wilder Rd? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

