$550,000
2 Bed Waterfront Home for Sale in Island Walk
5338 Guadeloupe Way, Naples, FL, 34119
About this home
BRAND NEW ROOF June 2026! Welcome to 5338 Guadeloupe Way in the highly desirable community of Island Walk. Offered turnkey furnished, this beautifully maintained Extended Capri villa features 1,680 square feet under air, southern exposure, and a stunning wide lake view that can be enjoyed from the extended screened lanai. Designed for comfortable Florida living, this light and bright residence offers an open floor plan, central vacuum system, and numerous recent updates that provide peace of mind for years to come. Major improvements include a brand-new roof and gutters installed in June 2026 with a transferable warranty, updated electrical, HVAC maintenance, fresh interior paint in the living room and primary bedroom, new lanai screening, and updated fan blades throughout. The extended screened lanai creates the perfect space to enjoy morning coffee, entertain guests, or simply relax while taking in the tranquil water views and beautiful southern exposure. Built in 1999 and meticulously cared for, this home is move-in ready and ideal as a full-time residence, seasonal retreat, or investment opportunity. IslandWalk offers an unmatched resort lifestyle with an impressive list of amenities, including a resort-style pool, lap pool, fitness center, tennis courts, pickleball courts, bocce courts, putting green, clubhouse, and on-site dining. Residents also enjoy the convenience of a gas station, post office, beauty salon, and miles of scenic walking paths connected by charming bridges throughout the community. Spend your afternoons at the lakeside gazebo, stay active with endless recreational opportunities, or simply enjoy the vibrant social atmosphere that makes IslandWalk one of Naples' most sought-after communities. Experience the best of Naples living in this exceptional lakefront villa.
Property details
- Type
- Attached
- Year built
- 1999
- Interior
- 1,680 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- 2 car
- Days on market
- 21
- Total association fees
- $6,300/yr (~$525/mo)
- CDD
- None
- Est. taxes (1.4%)
- $7,700/yr
- Flood zone (area est.)
- Not available
- Storm protection
- None listed
- 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
- Call, Conditional
- 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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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 |
|---|---|---|---|---|---|
| 5365 Guadeloupe Way | Mar 2026 | $490,000 | 2/2 | 1,540 | $318 |
| 5386 Guadeloupe Way | Jul 2026 | $500,000 | 2/2 | 1,680 | $298 |
| 5406 Guadeloupe Way | Nov 2025 | $517,000 | 2/2 | 1,540 | $336 |
| 5785 Drummond Way | Jan 2026 | $478,500 | 2/2 | 1,540 | $311 |
| 6096 Towncenter Circle | Feb 2026 | $520,000 | 3/2 | 1,806 | $288 |
| 6072 Towncenter Circle | Apr 2026 | $505,000 | 3/2 | 1,771 | $285 |
| Average | 6 comps | $501,750 | $306 |
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 $30,000 (5.5%) from the original list price.
| Aug 14, 2026 | Sold | $520,000 |
| Jun 24, 2026 | Listed | $550,000 |
The good, the trade-offs & the location
- Waterfront
- 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.