12

Chokoloskee, FL Homes for Sale with Pool

Section Image
  • 150 Smallwood Dr Unit 6, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 6, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 6, Chokoloskee, FL 34138
    /9

    $95,000

    150 Smallwood Dr Unit 6, Chokoloskee, FL 34138

    RV lot located in a gated island community in Chokoloskee, offering a peaceful retreat surrounded by natural beauty. This well-maintained lot features a cement pad with full hookups and access to resort-style amenities, including multiple swimming pools, hot tubs, fitness center, clubhouse, laundry facilities, tennis and pickleball courts, shuffleboard, and boat ramp access. Cable and Wi-Fi are

    Lourdes Gutierrez Essex Realty Corp

    150 Smallwood Dr Unit 6, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 243, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 243, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 243, Chokoloskee, FL 34138
    /22

    $325,000

    $73K PRICE DROP
    • Land

    150 Smallwood Dr Unit 243, Chokoloskee, FL 34138

    Waterfront RV Lot Boasting Views Boat Lift &Deck Outdoor Resorts. Vacant Waterfront RV Lot #243 at Outdoor Resorts Chokoloskee. Experience the epitome of waterfront living at this remarkable RV lot! Boasting breathtaking bay views that will leave you in awe. This picture-perfect oasis has been thoughtfully upgraded with cement pad raised and covered in pavers, cement board shed for your storage

    Jennifer Brown Brown's Real Estate

    150 Smallwood Dr Unit 243, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 220, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 220, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 220, Chokoloskee, FL 34138
    /18

    $130,000

    $35K PRICE DROP
    • Land

    150 Smallwood Dr Unit 220, Chokoloskee, FL 34138

    Interior RV Lot with Grand Design T.T. Turn Key for New Owner! RV Lot has been upgraded with pavers on entire lot. Includes full hookups , 30 & 50 am electric service, cable tv & wifi. Shed for extra storage space. Lush tropical landscaping throughout the resort. Lot is located steps away from one of the three swimming pools. Gated Community. Condominium fees $306.00 per month. Escape to the

    Jennifer Brown Brown's Real Estate

    150 Smallwood Dr Unit 220, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 253, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 253, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 253, Chokoloskee, FL 34138
    /7

    $350,000

    150 Smallwood Dr Unit 253, Chokoloskee, FL 34138

    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

    Tori Segedin LPT Realty, LLC

    150 Smallwood Dr Unit 253, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 88, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 88, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 88, Chokoloskee, FL 34138
    /22

    $81,000

    • Land

    150 Smallwood Dr Unit 88, Chokoloskee, FL 34138

    RV Lot #88 has full hook up including 30 and 50 amp electric service, water and sewer, cable, TV, Wi-Fi, shed and lot is bordered in lush landscaping for privacy. Lot is located steps away from one of the swimming pools, hot tub, bath house and laundry facility. The Resort has beautiful tropical landscaping throughout, gives you a sense of tranquility that cannot be replicated elsewhere. Fabulous

    Jennifer Brown Brown's Real Estate

    150 Smallwood Dr Unit 88, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 168, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 168, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 168, Chokoloskee, FL 34138
    /12

    $175,000

    • Land

    150 Smallwood Dr Unit 168, Chokoloskee, FL 34138

    Beautiful RV Lake Lot #168 located in Outdoor Resorts at Chokoloskee Island. Lake lot has large deck/ boat dock in back of lot to keep boat right at your lot. Lot has Full hookups including 30 & 50 amp electric Service , water, sewer, cable tv, WIFI. Tropical Palm trees landscaping. Enjoy the ambiance of the lake with this lot! Boat hoist services the lake for easy access to the Gulf. Resort also

    Jennifer Brown Brown's Real Estate

    150 Smallwood Dr Unit 168, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 59, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 59, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 59, Chokoloskee, FL 34138
    /24

    $85,000

    $5K PRICE DROP
    • Land

    150 Smallwood Dr Unit 59, Chokoloskee, FL 34138

    Vacant RV lot #59 in Outdoor Resorts at Chokoloskee, Lot has full hookups, including 30 & 50 amp electric service, cable tv & WIFI, nice large concrete RV pad and a newly built storage shed. This vacant interior RV site is surrounded with lush tropical landscaping for privacy and tranquility.. The lots prime location allows you to immerse yourself in the natural beauty of Chokoloskee, while still

    Jennifer Brown Brown's Real Estate

    150 Smallwood Dr Unit 59, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 235, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 235, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 235, Chokoloskee, FL 34138
    /19

    $370,000

    • Land

    150 Smallwood Dr Unit 235, Chokoloskee, FL 34138

    Waterfront RV Lot#235 ORA Gulf Access-Boat Lift-Gorgeous Sunrise Views. Vacant Waterfront RV Lot in Outdoor Resorts Chokoloskee! Boat In, Boat Out! Beautiful panoramic bay views. Lush tropical landscaping with beautiful palm trees. Lot has been upgraded with pavers covering the cement pad. Full hookup, with 30 & 50 amp electric service, water, sewer, cable tv & wifi.. . Deck/ dock and boat lift

    Jennifer Brown Brown's Real Estate

    150 Smallwood Dr Unit 235, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 157, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 157, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 157, Chokoloskee, FL 34138
    /25

    $345,000

    $135K PRICE DROP
    • Land

    150 Smallwood Dr Unit 157, Chokoloskee, FL 34138

    Waterfront RV Lot #157 has everything you need to start an exciting adventure!Newly painted cement pad and shed. Seawall, Deck & Dock, All Marine Grade Materials, Composite Decking, Stainless Steel Hardware and Boat Lift,New Motors and Control Box Installed on Boat Lift! All this right at your site! Lot also includes, Full Hookups including New 30 & 50 AMP Electric Service, Cable Tv and Wifi.

    Jennifer Brown Brown's Real Estate

    150 Smallwood Dr Unit 157, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 258, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 258, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 258, Chokoloskee, FL 34138
    /21

    $315,000

    $20K PRICE DROP
    • Land

    150 Smallwood Dr Unit 258, Chokoloskee, FL 34138

    Beautiful Waterfront Vacant RV Lot in Outdoor Resorts Chokoloskee! Includes full hookup, including 30 & 50 amp electric service, cable tv & wifi. Shed on lot made of cement hardy board, upgraded Marine electric pedestal, tropical landscaping. Deck, dock and Boat Lift all at the lot! Beautiful Sunset Views! Resort is a Pet Friendly, Gated Community, RV Resort. Condo Dues: $331.00 month. Spend your

    Jennifer Brown Brown's Real Estate

    150 Smallwood Dr Unit 258, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 38, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 38, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 38, Chokoloskee, FL 34138
    /26

    $175,000

    $14K PRICE DROP
    • Land

    150 Smallwood Dr Unit 38, Chokoloskee, FL 34138

    Extra Large Corner RV Lot in Outdoor Resorts Chokoloskee, lot includes a boat dock/ slip in the South marina of the resort directly across from the RV Lot. Beautiful view of Chokoloskee Bay from this interior corner lot! Spacious RV Lot has full hookups with 30 & 50 amp electric service, water, sewer, cable tv and WIFI and storage shed. Professionally Landscaped with beautiful tropical palm trees

    Jennifer Brown Brown's Real Estate

    150 Smallwood Dr Unit 38, Chokoloskee, FL 34138
  • 150 Smallwood Dr Unit 208, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 208, Chokoloskee, FL 34138
    150 Smallwood Dr Unit 208, Chokoloskee, FL 34138
    /35

    $189,900

    • Land

    150 Smallwood Dr Unit 208, Chokoloskee, FL 34138

    Premium lake lot #208 located at Outdoor Resorts Chokoloskee Island. Lot has beautiful whisking palms native to area. Lot has been totally refurbished in the last few years. New maintenance free PVC Seawall, New dock with composite decking, fresh painted railings and concrete over pvc pilling, dock is located at the back of lot. Concrete slab renewed and enlarged with special concrete finish

    Jennifer Brown Brown's Real Estate

    150 Smallwood Dr Unit 208, Chokoloskee, FL 34138
Florida Collier County Chokoloskee

Homes for Sale with Pool in Chokoloskee, FL

How to Buy a Home How to Finance a Home How to Sell a Home

In Chokoloskee, there are currently 12 homes for sale with a pool, providing a refreshing retreat and a space for leisure. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer recreation right at home. Additionally, buyers can consider properties with access to community pools, offering a convenient space for relaxation and socializing. Whether you prefer a private pool or the convenience of a community pool, browse homes for sale with a pool in Chokoloskee, FL and discover your ideal residence.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group