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.
Listing last checked: Listing updated:
Listed by Ursula S Weinkauff · Local Real Estate LLC · MLS #226023042
Request property information
Select a document to start a request. You can add others in the form. Availability varies.
Details at a glance
Interior4 property facts
- Rooms
- 0
- Heating
- Central, Electric
- Cooling
- Central Air, Ceiling Fan(s), Electric
- Flooring
- Tile, Wood
Building4 property facts
- Style
- Condominium
- Year built
- 1986
- Garage
- 2
- Roof
- Shingle
Land & utilities4 property facts
- Lot size
- 0 acres
- Water
- Public
- Sewer
- Public Sewer
- Waterfront
- Y
Financial3 property facts
- Annual taxes
- $3,071
- Assessment year
- 2025
- HOA fee
- $0 (billing period not supplied)
Location
Estimated monthly cost
Explore costs at the $1,150,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$6,071 / monthAdjust
- Principal & interest
- $5,815
- Property tax
- $256
- Insurance
- Not entered
- HOA
- $0
Listing annual taxes: $3,071. Initial monthly tax is one twelfth of that amount. Listing HOA fee: $0.
Partial estimate: add insurance to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
Price and status timeline
- Sld
$264,900 · Sold $251,000 · Jul 15, 2011
Explore more of Naples
Continue your search in Naples.
Need help making sense of this home?
About 4442 Wilder Road
Can I request a private showing?
Request a tour of 4442 Wilder Road and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.

