$509,900
2 Bed Waterfront Home for Sale in Island Walk
5386 Guadeloupe Way, Naples, FL, 34119
About this home
Welcome to 5386 Guadeloupe Way, an exquisite lakefront villa with extended living area and Newer Roof in the coveted Island Walk Community. Where luxurious living meets serene south facing waterfront views. This expansive floor plan boasts 2 bedrooms and 2 bathrooms, seamlessly blending contemporary design with vaulted ceilings and lots of windows flood the interior with natural light, creating a warm and inviting atmosphere throughout. Hurricane Windows and slider were installed for your safety and security. Featuring Newer Tile throughout, an open concept remodeled kitchen with a spacious island with granite countertops perfect for entertaining. Adjacent, the casual dining area overlooks breathtaking water vistas, making every meal a scenic experience. Retreat to the primary suite, a sanctuary of comfort featuring an updated en-suite bathroom and incredible lake view. A generous guest suite with private updated bath is ideal for family or friends. A/C was replaced in 2025. Outside, a private screened lanai is the perfect setting for gatherings or peaceful relaxation, all while enjoying the tranquil waterfront backdrop. Located in one of Naples' most sought-after neighborhoods, residents enjoy access to exclusive amenities including Resort style pool, lap pool, Towncenter, Tennis, pickleball, bocce, fitness center, Restaurant, Beauty and Nail Salons, Car Wash, Gas Station and Post Office. Close to Naples’ sandy beaches, wonderful shopping, and dining, every convenience is within reach.
Property details
- Type
- Attached
- Year built
- 1999
- Interior
- 1,680 sqft
- Lot size
- 4,791.6 sqft
- Acreage
- 0.11 acres
- Garage
- 2 car
- Days on market
- 18
- Total association fees
- $6,288/yr (~$524/mo)
- CDD
- None
- Est. taxes (1.4%)
- $7,139/yr
- Flood zone (area est.)
- Not available
- Storm protection
- Impact Windows/Doors
- Exposure
- South
- 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 10 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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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 |
|---|---|---|---|---|---|
| 5406 Guadeloupe Way | Nov 2025 | $517,000 | 2/2 | 1,540 | $336 |
| 5365 Guadeloupe Way | Mar 2026 | $490,000 | 2/2 | 1,540 | $318 |
| 5338 Guadeloupe Way | Aug 2026 | $520,000 | 2/2 | 1,680 | $310 |
| 6072 Towncenter Circle | Apr 2026 | $505,000 | 3/2 | 1,771 | $285 |
| 6096 Towncenter Circle | Feb 2026 | $520,000 | 3/2 | 1,806 | $288 |
| 5785 Drummond Way | Jan 2026 | $478,500 | 2/2 | 1,540 | $311 |
| Average | 6 comps | $505,083 | $308 |
Market trends, Island Walk
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 community medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $9,900 (1.9%) from the original list price.
| Jul 20, 2026 | Sold | $500,000 |
| May 28, 2026 | Listed | $509,900 |
The good, the trade-offs & the location
- Waterfront
- Storm protection: Impact Windows/Doors
- 2-car garage
- Built 1999 — 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.