$1,495,000
4 Bed 3 Bath Pool SingleFamilyResidence for Sale in CASTAWAY KEY UNRECORDED SUBDIVISION, FL
4460 Smugglers Drive, Upper Captiva, FL, 33924
About this home
Just Move Right In to this fully remodeled, turn-key, Luxury North Captiva Estate Home with Pool! This four-bedroom, three-bath island gem offers elegance, space, comfort, and modern design. The great room features an expansive TV area, dining area, luxury kitchen, and a large sundeck with grilling/dining areas overlooking the huge private heated pool. Reminding you of every shade of blue shimmering in the waters along the beach and sunny Captiva skies, this chef's kitchen will impress you with all new stainless steel appliances, custom-designed cabinetry, glistening white solid surface countertops, and an island layout with a built-in dining bar. Just off the living space is a convenient guest bedroom surrounded by windows and beautiful views of the swaying palm trees. A full bath with a custom tile shower and glass door enclosure is just around the corner for convenient access from the living room and upstairs guests. The primary suite is a true retreat with a private sun deck, spa-like en suite bath, a stunning freestanding oval soaking tub set in a bay window alcove, a custom mosaic-tiled walk-in shower, and dual vanities. The other two guest bedrooms and guest bath on that level offer plenty of sleeping spaces for large families or groups. The outdoor entertainment area is a true oasis, boasting a giant pool, poolside TV area, pool bar, and outdoor shower. Perfect for entertaining or just unwinding in paradise. Clad with Hardie board and upgraded with new impact-resistant windows, sliding glass doors, and a standing seam aluminum roof, this home is built for beauty and resilience. It is just a short walk or golf cart ride from pristine beaches, the ferry, and the resort area. This home feels like a new home and is priced far below construction value. Fantastic potential to generate high rental revenue. This house is a must-see if you have been looking for a newer, larger pool home. An excellent opportunity to combine family vacation fun with high rental revenue while you are away!
Property details
- Type
- SingleFamilyResidence
- Year built
- 2008
- Interior
- 2,358 sqft
- Lot size
- 9,374.112 sqft
- Acreage
- 0.22 acres
- Garage
- None
- Days on market
- 173
- Total association fees
- None
- CDD
- None
- Est. taxes (1.4%)
- $20,930/yr
- Flood zone (area est.)
- Not available
- Storm protection
- Impact Windows/Doors
- Exposure
- North
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- No
- Natural gas
- No
- Water
- Well
- Sewer
- Septic Tank
- New construction
- No
- Pets
- Yes
- County
- Lee
We rate a home against recently SOLD homes within ~1 mile that match on size, beds/baths, and age. This home doesn't have enough close comparables in the last 12 months for a reliable read — ask Rick for a personalized CMA.
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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 |
|---|---|---|---|---|---|
| 551 Gulf Lane | Jan 2026 | $1,430,000 | 3/3 | 2,211 | $647 |
| Average | 1 comps | $1,430,000 | $647 |
Market trends — Upper Captiva
Live area medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $145,000 (9.7%) from the original list price.
| Sep 26, 2025 | Sold | $1,350,000 |
| Mar 12, 2025 | Listed | $1,495,000 |
The good, the trade-offs & the location
- Built 2008 — post-2002 Florida wind codes (typically lower insurance)
- Private pool
- Storm protection: Impact Windows/Doors
- No garage listed
Straight-line distances to major SWFL amenities — approximate; actual drive times vary.
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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.