$734,900
4 Bed 3 Bath Waterfront SingleFamilyResidence for Sale in ISLAND WALK, FL
4008 Upolo Lane, Naples, FL, 34119
About this home
Welcome to your dream home in the heart of Island Walk, one of Naples’ most desirable gated communities! This beautifully maintained Carlyle model sits on a peaceful cul-de-sac on scenic Upolo Lane, offering a perfect blend of comfort, space, and Florida lifestyle. With 4 spacious bedrooms and 3 full bathrooms, this home is ideal for both full-time living and seasonal escapes. Inside, you’ll find a thoughtfully designed floor plan with generous living areas, large windows that bring in tons of natural light, and timeless finishes throughout. The open concept layout is perfect for entertaining guests or simply relaxing at home. Had a 4 point inspection and passed with flying colors. The roof has at least 8 more years hence you can get insurance and a mortgage. Step out to your private lanai and enjoy the serenity of your backyard while soaking in the beauty of Southwest Florida’s iconic sunsets. Whether you're sipping morning coffee or winding down in the evening, this outdoor space is made for peaceful enjoyment. This home also features hurricane shutters and a brand-new A/C unit, offering both comfort and peace of mind. The Island Walk community offers a true resort lifestyle—just a short walk from your front door you’ll find a resort-style pool, lap pool, a state-of-the-art fitness center, tennis courts, pickleball courts, bocce courts, and miles of scenic walking and biking trails. The Town Center is currently undergoing a complete renovation and includes its own restaurant, beauty salon, nail salon, gas station, car wash, and post office—all within the gates of your own neighborhood. With an unbeatable location, top-tier amenities, and a warm, welcoming community, 4008 Upolo Lane is more than just a home—it’s a lifestyle.
Property details
- Type
- SingleFamilyResidence
- Year built
- 2001
- Interior
- 2,487 sqft
- Lot size
- 8,276.4 sqft
- Acreage
- 0.19 acres
- Garage
- 2 car
- Days on market
- 182
- Total association fees
- $6,820/yr (~$568/mo)
- CDD
- None
- Est. taxes (1.4%)
- $10,289/yr
- Flood zone (area est.)
- Not available
- Storm protection
- None listed
- Exposure
- West
- Waterfront
- Yes
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- No
- Spa
- No
- Natural gas
- No
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Yes
- County
- Collier
Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges — mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees — which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.
Maintenance included in the fee
What the association dues cover, per the MLS. Confirm the full schedule with the HOA.
Amenities
Based on the $/sqft of 6 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Your notes on this home
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Recently sold nearby
Closed comparable sales within ~1 mile in the last 12 months — similar price, size, beds/baths, and age.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 4796 Martinique Way | Jul 2026 | $800,000 | 4/3 | 2,541 | $315 |
| 4772 Martinique Way | Nov 2025 | $700,000 | 4/3 | 2,507 | $279 |
| 5129 Inagua Way | Dec 2025 | $690,000 | 4/3 | 2,507 | $275 |
| 14512 Jekyll Island Court | Sep 2025 | $770,000 | 3/2 | 2,658 | $290 |
| 14787 Indigo Lakes Circle | Nov 2025 | $720,000 | 5/3 | 2,640 | $273 |
| 1813 Senegal Date Drive | Oct 2025 | $815,000 | 4/3 | 2,641 | $309 |
| Average | 6 comps | $749,167 | $290 |
Market trends — Naples
Median of closed MLS sales each month over the available window. Months with too few sales are omitted; the range extends automatically as more sales close.
Live area medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $94,000 (11.9%) from the original list price.
| Jan 22, 2026 | Sold | $695,000 |
| Sep 23, 2025 | Price reducedfrom $739,900 | $734,900 |
| May 20, 2025 | Listed | $789,000 |
The good, the trade-offs & the location
- Waterfront
- 2-car garage
- Built 2001 — pre-2002 construction may carry older wind codes and higher insurance
Straight-line distances to major SWFL amenities — approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.