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$499,000

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 3 Full Baths
  • 1,184 Sq. Ft.
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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.

Full Property Details for 8642 Whispering Pines Dr

General

  • Price: $499,000
  • Taxes: (2024)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 2025016327
  • Updated: 12/10/2025
  • Added to Site: 89 day(s) ago

Interior

  • Interior Features: Den - Study, Family Room, Recreation Room, Workshop, Built-In Cabinets, Wired for Data
  • Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator/Freezer
  • Furnishings: Turnkey
  • Flooring: Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Primary Bathroom: Combo Tub And Shower, Dual Sinks

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Kitchen: Kitchen Island
  • Dining Room: Dining - Living
  • Laundry: Inside

Additional Information

  • Shared Amenities: Extra Storage, Guest Room, Horses OK, No Subdivision, Non-Gated
  • Security/Safety: Smoke Detectors

Exterior

  • Exterior Features: Storage
  • Porch/Patio/Deck: Open Porch/Lanai, Screened Lanai/Porch

Parking

  • Garage: Yes
  • Garage Spaces: 4
  • Covered Spaces: 4
  • Parking Features: 2+ Spaces, Covered, RV-Boat, Detached

Location

  • Area: PI02 - Pine Island (South)
  • County: Lee
  • Subdivision: ST JAMES CITY
  • Building Name: ST JAMES CITY
  • Direction Faces: Northwest

Community

  • Assoc. Fees Include: None
  • Units Assoc/Comm: 1
  • Pets Allowed: Yes
  • Management Type: None

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Central Electric
  • Heating Type: Central Electric

Utilities

  • Sewer: Septic Tank
  • Water: Central
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Architectural Style: See Remarks
  • Description/Design: Single Family Residence
  • Exterior Const.: Piling, Wood Frame, Stucco
  • Roof: Shingle
  • Windows: Double Hung, Other, Single Hung, Sliding
  • Entry Floor Number: 1
  • Stories/Levels: 2
  • Stories in Building: 2
  • Square Feet: 1,184
  • Sq. Ft. Source: Property Appraiser Office
  • Living Area: 1,184 Sq. Ft.
  • Year Built: 1988

Additional Structures

  • Other Structures: Extra Building

Lot Features

  • Property View: Landscaped Area, Trees/Woods
  • Lot Size (Acres): 1.356
  • Lot Size (Sq. Ft.): 59,067
  • Lot Size Source: Property Appraiser Office
  • Lot Dimensions: 348 x 170 x 170 x 348
  • Frontage Feet: 348
  • Street/Road Desc.: Gravel
  • Irrigation System: None
  • Lot Features: Horses Ok, Oversize
  • Trees/Vegetation: Fruit Trees
  • Zoning: AG-2
  • Lot Description: Horses OK, Oversize

Horse Property

  • Horse Property: Yes

Water Features

  • Water Front Desc.: None
  • Canal Width: None

Financial Considerations

  • Tax Year: 2024
  • Terms: Buyer Finance/Cash

Disclosures and Reports

  • Ownership: Single Family
  • Legal Description: PARL IN E1/2 OF NW1/4 OFSW 1/4 OF NW 1/4 LS WLY 30 FT AS DESC IN OR 1803 PG 3475 AKA LOT 23 ISLAND ESTATES
  • Property ID: 03-45-22-02-00000.023A
  • Section: 3
  • Lot Number: 23

Listed by Keller Williams Realty Fort Myers

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Listing agents

— 8642 Whispering Pines Dr —

  • Keller Williams Realty Fort Myers

  • Keller Williams Realty Fort Myers

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 8642 Whispering Pines Dr

School District:Lee County School District, Fort Myers, FL
NameGradesDistance
Pine Island Elementary School
5360 Ridgewood Drive, Bokeelia, FL 33922
K-52.1 mi
Gulf Middle School, Cape Coral, FL
1809 Southwest 36th Terrace, Cape Coral, FL 33914
6-85.9 mi
Trafalgar Middle School
2120 Trafalgar Parkway, Cape Coral, FL 33991
6-86.1 mi
Challenger Middle School, Cape Coral, FL
624 Trafalgar Parkway, Cape Coral, FL 33991
6-87.7 mi
Ida S. Baker High School
3500 Agualinda Boulevard, Cape Coral, FL 33914
9-125.6 mi
Cape Coral High School
2300 Santa Barbara Boulevard, Cape Coral, FL 33991
9-128.1 mi
Mariner High School
701 Chiquita Boulevard North, Cape Coral, FL 33993
9-128.3 mi
Mariner Middle School
425 Chiquita Boulevard North, Cape Coral, FL 33993
6-88.1 mi
Caloosa Middle School
610 Del Prado Boulevard South, Cape Coral, FL 33990
6-810.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 8642 Whispering Pines Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/21/2025
Listed
$499,000
42.61%
MLS
1/10/2022
Sold
$349,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 8642 Whispering Pines Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,526
21%
$78,816
-31%
2024
$1,265
33%
$114,272
78%
2023
$953
-73%
$64,187
-69%
2021
$3,489
-11%
$208,633
-24%
2022
$3,906
12%
$275,062
45%
2021
$3,489
8%
$189,761
2%
2019
$3,222
6%
$186,536
8%
2018
$3,054
—
$172,979
1%
2017
$3,063
8%
$171,998
10%
2016
$2,837
12%
$155,776
12%
2015
$2,527
-2%
$139,002
-7%
2014
$2,579
10%
$149,811
15%
2013
$2,348
—
$130,289
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Keller Williams Realty Fort Myers

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8642 Whispering Pines Dr, Saint James City, FL 33956 (MLS# 2025016327) is a Single Family property with 2 bedrooms and 3 full bathrooms. 8642 Whispering Pines Dr is currently listed for $499,000 and was received on October 21, 2025. Want to learn more about 8642 Whispering Pines Dr? Do you have questions about finding other Single Family real estate for sale in Saint James City? You can browse all Saint James City real estate or contact a Coldwell Banker agent to request more information.

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