$1,249,000
3 Bed 2 Bath Pool Attached for Sale in LEEWARD CAY, FL
4753 Yacht Harbor Drive, Naples, FL, 34112
About this home
Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate fee required) Enjoy spectacular fairway views from this spacious 2 bedroom + den, 2-bath villa with private pool and spa, ideally located in the highly sought-after Leeward Cay community within Windstar on Naples Bay. The beautifully appointed kitchen features custom wood cabinetry, stainless steel appliances, and granite countertops, perfectly complementing the home’s exceptional floor plan that seamlessly blends comfort and functionality. Additional highlights include a wide-open great room with soaring ceilings, tile flooring, and stunning golf course views. The primary suite offers direct access to a private open patio, perfect for morning coffee or quiet evenings, while the screened lanai and outdoor deck provide an ideal setting for relaxing or entertaining beside the pool and spa. The long brick-paver driveway leads to the attached 2-car garage, while the side walkway is framed by lush tropical landscaping. Leeward Cay is known for its friendly neighbors, and exceptional curb appeal. This beautiful villa, paired with an immediate full golf opportunity, offers the perfect setting to embrace the Windstar on Naples Bay lifestyle. Windstar offers exceptional amenities including a Tom Fazio–designed golf course, newly redesigned clubhouse with sweeping views of Naples Bay, 72-slip deep-water marina with direct Gulf access in under ten minutes, clay tennis courts, bocce ball, state-of-the-art fitness center, and private Windstar boat shuttle to Keewaydin Island’s white sandy beach featuring a shaded pavilion, restrooms, charcoal grill, and exceptional shelling & fishing!
Property details
- Type
- Attached
- Year built
- 1989
- Interior
- 2,375 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- 2 car
- Days on market
- 3
- Total association fees
- $21,744/yr (~$1,812/mo)
- CDD
- None
- Est. taxes (1.4%)
- $17,486/yr
- Flood zone (area est.)
- Not available
- Storm protection
- Impact Windows/Doors
- Exposure
- East
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- Yes
- 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 5 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 |
|---|---|---|---|---|---|
| 4451 Yacht Harbor Drive | Jun 2026 | $1,137,000 | 3/2 | 2,345 | $485 |
| 1737 YORK ISLAND Drive | Dec 2025 | $1,375,000 | 3/2 | 2,336 | $589 |
| 2128 Paget Circle 1 | Apr 2026 | $1,300,000 | 4/2 | 2,456 | $529 |
| 1733 Gulfstar Drive 302 | Jul 2026 | $1,200,000 | 3/2 | 2,437 | $492 |
| 1717 Gulfstar Drive 202 | Apr 2026 | $1,300,000 | 3/2 | 2,437 | $533 |
| Average | 5 comps | $1,262,400 | $526 |
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
Up $21,000 (1.7%) from the original list price.
| Apr 28, 2026 | Sold | $1,270,000 |
| Mar 8, 2026 | Listed | $1,249,000 |
The good, the trade-offs & the location
- Private pool
- Storm protection: Impact Windows/Doors
- 2-car garage
- Built 1989 — pre-2002 construction may carry older wind codes and higher insurance
- Higher association fees (~$21,744/yr)
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.