Date
Details
Price
Change
Source
1/28/2026
Listed
$350,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/7
$350,000
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Property Description
Welcome to Chokoloskee Island, a true hidden gem at the edge of the legendary 10,000 Islands in Collier County. This waterfront property offers stunning bay views, endless fishing opportunities, frequent dolphin sightings right at your dock, and unforgettable sunrises and sunsets that define coastal living at its best. Recent upgrades include a brand-new dock and seawall, along with all-new electric to the site, fully up to code, providing peace of mind and modern convenience. Located approximately 45 minutes south of Naples, this unique setting is nestled within Everglades National Park, offering unmatched natural beauty and outdoor adventure. Situated in the sought-after Outdoor Resorts of Chokoloskee, the site features full hookups including 50/30 amp electric, water, and more. sewer, cable TV, and WiFi. Resort-style amenities include three swimming pools, two laundry facilities, a fitness center, clubhouse, tennis courts, and shuffleboard. Whether you're looking for a peaceful retreat or an outdoor enthusiast's paradise, this property delivers the best of island living in Southwest Florida. < =,
Full Property Details
Full Property Details for 150 Smallwood Dr #253
General
- Price: $350,000
- HOA FEE: $293/month
- Taxes: $2,290 (2025)
- Status: Active
- Type: Single Family
- Source: Regional
- MLS ID: R11158609
- Updated: 2/20/2026
- Added to Site: 28 day(s) ago
Interior
- Number of Rooms: 3
- Interior Features: None
- Furnishings: Unfurnished
- Flooring: Other
Additional Information
- Shared Amenities: Clubhouse, Fitness Center, Pool, Shuffleboard Court, Tennis Court(s)
- Pool: Yes
- Pool Description: Association
- Security/Safety: Gated Community
- Equipment: None
Location
- County: Collier
- Subdivision: 530500- Outdoor Resorts of Chokoloskee Island A Co
- Driving Directions: Enter address into GPS for best direction to property.
- Direction Faces: Southeast
Community
- Community Name: 5940 - Other Florida County
- Association: Yes
- Assoc. Fees Include: Common Areas, Cable TV, Internet
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Other
- Heating Type: Other
Utilities
- Cable Available: Yes
- Utility Description: Cable Available, Water Available
Structural Information
- Construction: Other
- Stories/Levels: 0
- Year Built: 1985
- Property Condition: Resale
Lot Features
- Street Lights: Yes
- Zoning: 406
Water Features
- Water Front: Yes
- Water Front Desc.: Intracoastal Access
- Water Front View: Intracoastal Access
Financial Considerations
- Association Fee: $293
- Assoc Fee Freq.: Monthly
- Tax Amount: $2,290
- Tax Year: 2025
- Terms: Cash, Conventional
Disclosures and Reports
- Legal Description: Outdoor Resorts at Chokoloskee Isl (Condo) Lot 253
- Property ID: 64720120002
Listed by LPT Realty, LLC
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Listing agent
— 150 Smallwood Dr #253 —
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Price & Sales History for 150 Smallwood Dr #253
Estimate the Cost
Estimate the Cost for 150 Smallwood Dr #253
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- Single Family
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,257Sq. Ft.
- Single Family
- Active
- Updated 11 days ago
- 2Beds
- 2Total Baths
- 1,116Sq. Ft.
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- Mobile Home
- Active
- Updated 5 days ago
- 1Bed
- 1Total Bath
- 400Sq. Ft.
- Mobile Home
- Active
- Updated 7 hours ago
- 4Beds
- 2Total Baths
- 1,560Sq. Ft.
Listing courtesy of John R. Wood Properties
- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 804Sq. Ft.
- Condo
- Active
- Updated 2 days ago
- 2Beds
- 3Total Baths
- 1,466Sq. Ft.
Listed by Steve Bacardi (239) 272-2387
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- Single Family
- Active
- Updated 5 days ago
- 8Beds
- 7Total Baths
- 1,296Sq. Ft.
Listing courtesy of Premier Sotheby's International Realty
- Condo
- Active
- Updated 9 hours ago
- 2Beds
- 2Total Baths
- 1,216Sq. Ft.
Listing courtesy of Premiere Plus Realty Company
- Condo
- Active
- Updated 9 hours ago
- 2Beds
- 2Total Baths
- 1,216Sq. Ft.
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- Condo
- Closed
- 2Beds
- 2Total Baths
- 1,116Sq. Ft.
Listed and Sold courtesy of Keller Williams Marco Realty
150 Smallwood Drive #253, Chokoloskee, FL (MLS# R11158609) is a Single Family property with 0 bedrooms and 0 full bathrooms. 150 Smallwood Drive #253 is currently listed for $350,000 and was received on January 28, 2026. Want to learn more about 150 Smallwood Drive #253? Do you have questions about finding other Single Family real estate for sale in Chokoloskee? You can browse all Chokoloskee real estate or contact a Coldwell Banker agent to request more information.