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4442 Wilder RD, NAPLES

Single Family Residence

Active

$1,150,000

5

Beds

5

Baths

3,183

Sqft

Est. $6,621/mo · Get pre-qualified

Home Type: Single Family ResidenceYear Built: 1986Sqft: 3,183Price/Sqft: $361Condo: $625 / annually

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.

72 days on market · Listing updated August 25, 2026

Location

Facts & Features

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/Icemaker, Self Cleaning Oven, Wall Oven, Washer
Flooring:
Tile, Wood
Laundry:
Inside
Primary Bedroom:
Two Master Suites
Primary Bathroom:
2 Masters, Shower Only
Kitchen:
Pantry
Dining Room:
Breakfast Bar, Dining - Living
Entry Level:
1
Heating:
Central Electric
Cooling:
Ceiling Fan(s), Central Electric, Exhaust Fan
Utilities:
Underground Utilities, Cable Available
Sewer:
Central
Water Source:
Central
Security:
Smoke Detector(s), Smoke Detectors
Exterior Features:
Sprinkler Auto
Construction:
Concrete Block, Wood Frame, Stucco
Roof:
Shingle
Patio / Porch:
Screened Lanai/Porch, Patio
View:
Lake
Waterfront:
Lake Front
Direction Faces:
West
Lot Features:
Regular
Irrigation:
Lake/Canal, Reclaimed
Road Surface:
Paved
Road Frontage:
Private Road
Parking:
Driveway Paved, Garage Door Opener, Attached
Garage Spaces:
2
Pool:
In Ground, Concrete, Electric Heat
Windows:
Impact Resistant, Single Hung, Impact Resistant Windows, Window Coverings
Doors:
Impact Resistant Doors
Community Features:
Park, Pickleball, Tennis Court(s), Non-Gated
Subdivision:
PINEWOODS
Elementary School:
OSCEOLA ELEMENTARY
Middle School:
PINE RIDGE MIDDLE
High School:
BARRON COLLIER HIGH SCHOOL
Annual Taxes:
$3,071
Pets Allowed:
No Approval Needed
Furnished:
Unfurnished
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash
Disclosures:
Seller Disclosure Available

Price History

DateEventPrice
Jun 18, 2026Original list price$1,150,000

Reflects listing data on file, not a complete transaction history.

Listed by Ursula S Weinkauff, Local Real Estate LLC

$1,150,000

4442 Wilder RD, NAPLES

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$6,621

est. monthly payment

Estimate only — actual payment depends on your lender, credit profile, and final loan terms.

The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. 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 Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.