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.
For sale
$1,150,000
4442 Wilder RD, NAPLES, FL 34105
5beds
3,183sqft
Single Family Residence
Built in 1986
-- sqft lot
$-- Zestimate®
$361/sqft
$52/mo HOA
What's special
Large poolTranquil long lake viewsExpansive screened lanaiTwo private primary suitesVersatile floor planScenic lakesOversized lakefront homesite
- 17 days |
- 878 |
- 39 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Ursula S Weinkauff (239)297-2777,
Local Real Estate LLC
Source: SWFLMLS,MLS#: 226023042
Originating MLS: Bonita Springs
Originating MLS: Bonita SpringsLoading...
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Den - Study, Great Room, Guest Bath, Guest Room, Office, Screened Lanai/Porch, 5 Bedrooms Plus Den
Bedroom
- Features: Master BR Ground, Split Bedrooms, Two Master Suites
Dining room
- Features: Breakfast Bar, Dining - Living
Kitchen
- Features: Pantry
Heating
- Central
Cooling
- Ceiling Fan(s), Central Air, Exhaust Fan
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Icemaker, Self Cleaning Oven, Oven, Washer
- Laundry: Inside
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
- Flooring: Tile, Wood
- Doors: Impact Resistant Doors
- Windows: Window Coverings, Impact Resistant Windows
- Has fireplace: No
Interior area
- Total structure area: 4,981
- Total interior livable area: 3,183 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Attached
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Stories: 1
- Patio & porch: Patio, Screened Lanai/Porch
- Has private pool: Yes
- Pool features: In Ground, Concrete, Electric Heat
- Has view: Yes
- View description: Lake
- Has water view: Yes
- Water view: Lake
- Waterfront features: Lake
- Frontage type: Lakefront
Lot
- Features: Regular
Details
- Additional structures: Tennis Court(s)
- Parcel number: 67790640001
Construction
Type & style
- Home type: Condo
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Block, Frame, Stucco
- Foundation: Concrete Block
- Roof: Shingle
Condition
- New construction: No
- Year built: 1986
Utilities & green energy
- Water: Central
Community & HOA
Community
- Features: Park, Tennis Court(s), Non-Gated
- Security: Smoke Detector(s)
- Subdivision: PINEWOODS
HOA
- Has HOA: Yes
- Amenities included: Park, Pickleball, Tennis Court(s), Underground Utility
- HOA fee: $625 annually
Location
- Region: Naples
Financial & listing details
- Price per square foot: $361/sqft
- Tax assessed value: $801,121
- Annual tax amount: $3,070
- Date on market: 6/19/2026
- Lease term: Buyer Finance/Cash
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/19/2026 | Listed for sale | $1,150,000+356.5%$361/sqft |
Source:  SWFLMLS #226023042 Report a problem | ||
| 6/2/2011 | Sold | $251,900-45.2%$79/sqft |
Source: Public Record Report a problem | ||
| 5/24/2008 | Listing removed | $460,000$145/sqft |
Source: Point2 Report a problem | ||
| 12/28/2007 | Price change | $460,000-4.2%$145/sqft |
Source: Point2 Report a problem | ||
| 10/4/2007 | Listed for sale | $480,000+24.7%$151/sqft |
Source: Point2 Report a problem | ||
| 2/16/2005 | Sold | $385,000+21.1%$121/sqft |
Source: Public Record Report a problem | ||
| 1/14/2004 | Sold | $318,000+81.7%$100/sqft |
Source: Public Record Report a problem | ||
| 4/4/1995 | Sold | $175,000$55/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,071 +2.4% | $331,704 +2.9% |
| 2024 | $2,998 +10.4% | $322,356 +3% |
| 2023 | $2,714 -2.9% | $312,967 +3% |
| 2022 | $2,797 -1.2% | $303,851 +3% |
| 2021 | $2,829 +2.4% | $295,001 +1.4% |
| 2020 | $2,763 +1.8% | $290,928 +2.3% |
| 2019 | $2,714 +2.3% | $284,387 +1.9% |
| 2018 | $2,652 -7.4% | $279,084 +2.1% |
| 2017 | $2,865 +1.6% | $273,344 +2.1% |
| 2016 | $2,820 +2.8% | $267,722 +0.7% |
| 2015 | $2,744 -0.8% | $265,861 +24.4% |
| 2014 | $2,767 +7.4% | $213,751 +1.9% |
| 2013 | $2,576 +0.9% | $209,853 +2.1% |
| 2012 | $2,554 -18.9% | $205,509 -23.8% |
| 2011 | $3,148 -13.3% | $269,738 -0.6% |
| 2010 | $3,630 +8.9% | $271,366 -14.3% |
| 2009 | $3,333 | $316,627 -8.9% |
| 2008 | $3,333 -17.9% | $347,648 -5.8% |
| 2007 | $4,061 +21.7% | $369,231 +1.9% |
| 2006 | $3,338 | $362,295 +26.6% |
| 2005 | $3,338 +107.3% | $286,069 +91.4% |
| 2004 | $1,610 -0.3% | $149,479 +1.9% |
| 2003 | $1,615 +1.4% | $146,692 +2.4% |
| 2002 | $1,592 -50.1% | $143,254 +1.6% |
| 2001 | $3,194 +103.4% | $140,998 |
| 2000 | $1,570 | -- |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 34105
Nearby schools
GreatSchools rating
- 9/10Osceola Elementary SchoolGrades: PK-5Distance: 1.6 mi
- 9/10Pine Ridge Middle SchoolGrades: 6-8Distance: 1.4 mi
- 8/10Barron Collier High SchoolGrades: 9-12Distance: 1.4 mi
Schools provided by the listing agent
- Elementary: OSCEOLA ELEMENTARY
- Middle: PINE RIDGE MIDDLE
- High: BARRON COLLIER HIGH SCHOOL
Source: SWFLMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Collier County
- Naples
- 34105
- 4442 Wilder RD
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