4442 Wilder Rd

3,183 Sq. Ft.
$361 / Sq. Ft.
3,183
Sq. Ft.
$361
per Sq. Ft.

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...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.
  1. Listed by Ursula S Weinkauff • Local Real Estate LLC • (239) 297-2777

Property Details for 4442 Wilder Road

Development
PINEWOODS
Building Design
Single Family
Building Description
1 Story/Ranch
Community Type
Non-Gated
Waterfront
Yes
Waterfront Description
Lake
View
Lake
Garage Spaces
2

Open Houses

Sunday, Jun 21st1:00 PM - 3:00 PM
LISTING UPDATED: 06/20/2026 09:26 AM

Property Details for 4442 Wilder Road

StatusActive
MLS #226023042
Days on Market1
Pet Policy-
Taxes$3,071 / year
HOA Fees-
Condo/Co-op Fees$625 / year
Property TypeCondo
MLS TypeResidential / Condo
Year Built1986
CountyCollier County

Location

Listing Courtesy of Local Real Estate LLC, Ursula S Weinkauff
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Building Information for 4442 Wilder Road

Building/Complex4442 Wilder RdFloor-Stories1Residences1Pet Policy-Pet Policy Details-Year Built1986

Payment Calculator

$6,039 per month

30 year fixed, 6.36% Interest

Principal and Interest

$5,731

Property Taxes

$256

HOA Dues

$52

The Payment Calculator is for illustrative purposes only.

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Property Information for 4442 Wilder Road

Summary
Location and General Information
  • Amenities: Community Park, Pickleball, Tennis Court, Underground Utility
  • Elementary School: OSCEOLA ELEMENTARY
  • Middle School: PINE RIDGE MIDDLE
  • High School: BARRON COLLIER HIGH SCHOOL
  • Full Address: 4442 Wilder RD
  • Road: Paved Road, Private Road
  • Directions: Airport Pulling Rd N to Pinewoods Cir to Wilder Rd.
Parking
  • Carport Spaces: 0
  • Garage Description: Attached
  • Parking: Driveway Paved
Taxes and HOA Information
  • Amenity Rec Fee: $.00
  • Application Fee: $.00
  • Association Management Phone: 845-803-4337
  • HOA Fee: $.00
  • Condo Fee: $625.00
  • Condo Fee Freq: Annually
  • Mandatory HOA: Yes
  • Primary HOA Fee: $.00
  • Tax Description: City And County, Homestead
  • Tax District Type: Not Applicable
  • Tax Year: 2025
  • Transfer Fee: $.00
  • Management: Residents
  • Mandatory Club Fee: $.00
  • Maintenance: Legal/Accounting, Master Assn. Fee Included
Property
Lot Information
  • Subdivision Number: 565000
  • Acres: 0.0
  • Legal Description: PINEWOODS CONDO UNIT 2 LOT 16
  • Unit: 2
  • Lot Back: 81
  • Lot Description: Regular
  • Lot Frontage: 70
  • Lot Left: 126
  • Lot Right: 120
  • Lot Unit: 16
  • Parcel Number: 67790640001
  • Section: 14
  • Source of Measure Living Area: Property Appraiser Office
  • Source of Measure Lot Dimensions: Property Appraiser Office, Survey
  • Source of Measurements: Survey
  • Source of Measure Total Area: Property Appraiser Office
  • Property Type: Residential
Property and Assessments
  • Equipment: Auto Garage Door, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Icemaker, Self Cleaning Oven, Smoke Detector, Wall Oven, Washer
  • Approx Living Area: 3183.0
  • Builder Product: No
  • Possession: At Closing
  • Range: 25
  • Rear Exposure: E
  • Restrictions: Architectural, Deeded, No RV
  • Special Assessment: $.00
  • Special Information: Disclosures, Seller Disclosure Available, Survey Available
  • Storm Protection: Impact Resistant Doors, Impact Resistant Windows
  • Sub Condo Name: PINEWOODS
  • Total Area: 4981.0
Lease Information
  • One Time Land Lease Fee: $0
  • One Time Mandatory Club Fee: $0
  • One Time Othe Fee: $0
  • One Time Rec Lease Fee: $0
  • One Time Special Assessment Fee: $0
  • Land Lease Fee: $.00
  • Lease Limits: Yes
  • Leases Per Year: 2
Utilities
  • Sewer: Central
  • Water: Central
  • Cable Available: Yes
  • Heat: Central Electric
  • Cooling: Ceiling Fans, Central Electric, Exhaust Fan
Multi Family
Multi-Family Information
  • Total Annual Recurring Fees: $625
  • Num Unit Floor: 1
  • Total Floors: 1
  • Units in Building: 1
  • Units in Complex: 28
  • Terms: Buyer Finance/Cash
Interior and Exterior Features
Exterior Features
  • Exterior Features: Patio, Sprinkler Auto
  • Exterior Finish: Stucco
  • Gulf Access: No
  • Irrigation: Lake/Canal, Reclaimed
  • Boat Access: None
  • Roof: Shingle
  • Canal Width: N, o, n, e
  • Construction: Concrete Block, Wood Frame
  • Windows: Impact Resistant, Single Hung
  • Private Pool Description: Below Ground, Concrete, Heated Electric
  • Private Pool: Yes
  • Private Spa: No
Interior Features
  • Additional Rooms: Den - Study, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Screened Lanai/Porch
  • Bedroom Description: Master BR Ground, Split Bedrooms, Two Master Suites
  • Beds Total: 5
  • Dining Description: Breakfast Bar, Dining - Living
  • Elevator: None
  • Kitchen Description: Pantry
  • Primary Bath Description: 2 Masters, Shower Only
  • Flooring: Tile, Wood
  • Floor Plan Type: Great Room, Split Bedrooms
  • Furnished Description: Unfurnished
  • Interior Features: Cable Prewire, Exclusions, Foyer, Internet Available, Pantry, Smoke Detectors, Vaulted Ceiling, Window Coverings
  • Elevator Text Details: None

Property History for 4442 Wilder Road

DateEvent & SourcePriceAppreciation
Jun 19, 2026

Listed (Active)

FORTMLS #226023042

$1,150,000—
Jun 19, 2026

Listed (Active)

BEARMLS #226023042

$1,150,000—
Aug 16, 2022

Expired

Naples Area Board of REALTORS #2327729

—
DateEvent & SourcePrice
06/19/2026

Listed (Active)

FORTMLS #226023042

$1,150,000
06/19/2026

Listed (Active)

BEARMLS #226023042

$1,150,000
08/16/2022

Expired

Naples Area Board of REALTORS #2327729

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 4442 Wilder Road

Taxable ValueLand-Additions-Total-
Tax Record2025$3,071 ($256 / month)
Home Facts
Beds0Total Finished SqFt2,743 SqFtAbove Grade Finished SqFt2,743 SqFtStyleCondominiumYear Built1986CountyCOLLIERAPN67790640001

Schools near 4442 Wilder Road

This home is within Collier.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Charter - K to 10
Rating
School
Distance
Osceola Elementary School
PublicPK to 5

Pine Ridge Middle School
Public6 to 8

Barron Collier High School
Public9 to 12

Optima Classical Academy
CharterK to 10

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

4442 Wilder Road is a condo for sale in Naples, FL 34105. This property was listed for sale on June 19, 2026 by Local Real Estate LLC, it's currently listed at $1,150,000. It has been on the market for a total of 1 days and was last sold on October 16, 2013. This listing's school district is Collier. Nearby schools include Osceola Elementary School, Pine Ridge Middle School and Barron Collier High School. 4442 Wilder Road is a 5-bed, 5-bath, 3,183 sqft condo built in 1986.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Local Real Estate LLC, Ursula S Weinkauff

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.