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$315,000

  • For Sale
  • Active
  • Single Family
  • Updated 4 days ago
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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 for 150 Smallwood Dr #253

General

  • Price: $315,000
  • HOA FEE: $293/month
  • Taxes: $2,290 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Regional
  • MLS ID: R11158609
  • Updated: 9/9/2026
  • Added to Site: 228 day(s) ago

Interior

  • 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
  • Pets Allowed: Yes

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 Keller Williams Realty - Wellington

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Listing agent

— 150 Smallwood Dr #253 —

  • Keller Williams Realty - Wellington

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

Price & Sales History for 150 Smallwood Dr #253 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/21/2026
Price Reduced
$315,000
-10%
MLS
1/28/2026
Listed
$350,000
84.21%
MLS
6/16/2014
Sold
$190,000
—
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 150 Smallwood Dr #253

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,290
—
$177,333
10%
2025
$2,290
5%
$161,212
10%
2024
$2,186
6%
$146,556
10%
2023
$2,068
25%
$133,233
21%
2021
$1,656
-18%
$110,110
-9%
2022
$2,021
22%
$121,121
21%
2021
$1,656
33%
$100,100
10%
2019
$1,248
4%
$91,000
4%
2018
$1,199
-28%
$87,547
-25%
2017
$1,667
-11%
$116,730
-10%
2016
$1,870
-8%
$129,700
-7%
2015
$2,037
13%
$139,700
10%
2014
$1,810
-1%
$127,500
—
2013
$1,827
—
$127,500
—
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.

Estimate the Cost for 150 Smallwood Dr #253

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Realty - Wellington

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150 Smallwood Drive #253, Chokoloskee, FL 34138 (MLS# R11158609) is a Single Family property with 0 bedrooms and 0 full bathrooms. 150 Smallwood Drive #253 is currently listed for $315,000 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.

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