4442 Wilder RD, Naples, FL, 34105
About This Home
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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1986
Materials
- Foundation: Concrete Block
- Roof: Shingle
- Construction materials: Block,Frame,Stucco
Type & Style
- Home type: Condo
- Architectural style: Ranch
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Dishwasher,Disposal,Dryer,Microwave,Refrigerator/Icemaker,Self Cleaning Oven,Oven,Washer
- Laundry features: Inside
Bedroom
- Features: Master BR Ground, Split Bedrooms, Two Master Suites
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Dining Room
- Features: Breakfast Bar, Dining - Living
Features
- Exclusions,Foyer,Pantry,Smoke Detectors,Vaulted Ceiling(s),Window Coverings,Den - Study,Great Room,Guest Bath,Guest Room,Home Office,Laundry in Residence,Screened Lanai/Porch
- Door features: Impact Resistant Doors
- Window features: Window Coverings,Impact Resistant Windows
- Flooring: Tile,Wood
Heating & Cooling
- Heating features: Central
- Cooling features: Ceiling Fan(s),Central Air,Exhaust Fan
Interior Area
- Total structure area: 4,981
- Total interior livable area: 3,183 sqft
Kitchen
- Features: Pantry
Property
Details
- Parcel number: 67790640001
Features
- Stories: 1
- Private pool: Yes
- Pool features: In Ground,Concrete,Electric Heat
- Patio & porch: Patio,Screened Lanai/Porch
- Has view: Yes
- View description: Lake
- Has water view: Yes
- Water view: Lake
- On waterfront: Yes
- Waterfront features: Lake
- Frontage type: Lakefront
Lot
- Features: Regular
Parking
- Total spaces: 2
- Parking features: Driveway,Attached
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
- Has uncovered spaces: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hurricane
- Inland Flooding
- Lightning
- Coastal Flooding
- Cold Wave
- Heat Wave
- Tornado
- Wildfire
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters in Collier County and Florida
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $5,815 | $69,780 |
| Home Insurance * | $1,052 | $12,624 |
| Property Taxes | $854 | $10,248 |
| Electricity | $320 | $3,843 |
| Total | $8,041 | $96,492 |
Income You'd Need if You Spent...
Florida FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-06-19 | Listed for sale | $1,150,000 |
| 2011-06-02 | Sold | $251,900 |
| 2008-05-24 | Listing removed | $460,000 |
| 2007-12-28 | Price change | $460,000 |
| 2007-10-04 | Listed for sale | $480,000 |
| 2005-02-16 | Sold | $385,000 |
| 2004-01-14 | Sold | $318,000 |
| 1995-04-04 | Sold | $175,000 |
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