$499,000
2 Bed SingleFamilyResidence for Sale in St James City
8642 Whispering Pines Drive, St James City, FL, 33956
About this home
Live the dream on a Southwest Florida island! Nestled on beautiful Pine Island—just 2 miles south of Pine Island Center off Stringfellow Road and a quick 10-minute drive to historic Matlacha—this property offers the perfect blend of peace, privacy, and island charm. Enjoy 1.24 acres of AG-zoned tropical paradise, where you’ll have the freedom to bring all your big toys—boats, trailers, car collections, work vehicles, or campers. You’ll be close to marinas and boat ramps, with easy access to pristine white-sand Gulf beaches and some of the best fishing grounds in Southwest Florida. The property is fully fenced with a wide swing gate and even welcomes horses and animals. This spacious 2-bedroom, 3-bath home, with bonus living spaces, has been recently refloored and updated with all-new exterior stucco and paint, giving it a fresh, modern look and feel. A huge detached garage out back includes a 10' door, water, and electric—ideal for storage, hobbies, or a workshop. The home also features a bonus area (approx. 568 sq. ft. A/C) with a private entrance and interior access—perfect for guests, a home office, or a studio setup. Inside, you’ll find a bright, modern kitchen with stainless steel appliances and a breakfast bar that opens to the living and dining areas. French doors lead out to a covered, screened-in porch, ideal for relaxing or entertaining.
Property details
- Type
- SingleFamilyResidence
- Year built
- 1988
- Interior
- 1,184 sqft
- Lot size
- 59,067.36 sqft
- Acreage
- 1.36 acres
- Garage
- 4 car
- Days on market
- 50
- Total association fees
- None
- CDD
- None
- Est. taxes (1.4%)
- $6,986/yr
- Flood zone (area est.)
- Yes · High risk (AE)
- Storm protection
- None listed
- Exposure
- Southeast
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- No
- Spa
- No
- Natural gas
- No
- Water
- Public
- Sewer
- Septic Tank
- New construction
- No
- Pets
- Yes
- County
- Lee
Amenities
Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.
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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Market trends, St James City
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.
The good, the trade-offs & the location
- 4-car garage
- Built 1988 — pre-2002 construction may carry older wind codes and higher insurance
- In a higher-risk flood zone (AE) — flood insurance likely required
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.