Refine Search
Sort by
$250,000
4 Beds 5 Baths C7522372 MLS
Auction Property. PUBLIC PRICING AUCTION - LIST PRICE IS DEPOSIT AMOUNT FOR FINAL AND HIGHEST BIDDER - ALL BIDS DUE SEPTEMBER 12TH AT 4:30 PM EST. COMMUNICATE AND PLACE BIDS THROUGH THE PUBLIC PRICING WEBSITE. All bids and offers must be handled by the auction company. Formerly known as the iconic Bokeelia Tarpon Inn featuring 4 bedrooms, 5 bathrooms and may be purchased TURN-KEY. This historic estate blends early 1900s character with over $1 MILLION in high-end upgrades. PLUS, This home qualifies for 100% Bonus Depreciation on FF&E values!! Located on the northern tip of Pine Island, where the views simply do not get better. Enjoy water views from nearly every window in the home. Primary has Panoramic Views of Charlotte Harbor! With 2 BOAT SLIPS and lift access, you’ll have quick and easy entry into Charlotte Harbor, Matlacha Pass, and the Gulf. Stepping into the home, the grand front entrance offers a massive covered sitting space, a perfect place to soak in the sunshine, coastal breezes, and peaceful waterfront scenery. Vintage charm greets you at every turn, beautifully preserved and enhanced with thoughtful modern updates. Natural light fills the home, creating a bright and airy feel throughout. The gourmet kitchen is a true showpiece, featuring a Big Chill refrigerator and gas range with unlacquered brass hardware, a designer industrial Zephyr ventilation hood, and a brass pot filler for added convenience. Brick flooring is laid in a classic herringbone pattern, while dramatic soapstone countertops elevate the space. The open-concept living area showcases porcelain tile flooring and a stunning touchstone built-in electric fireplace. Just off the main living area, the laundry room adds convenience. Enjoy garden views from the only downstairs guest bedroom. Upstairs, solid wood flooring and custom hardwood stair treads maintain the home’s historic integrity. You will find the expansive primary suite features vaulted ceilings and a cozy revolution, built-in electric fireplace. The spa-inspired primary bath offers water jet-cut marble mosaic tile on the vanity wall, shower inset, and shower floor, a freestanding soaking tub with a Kingston Brass floor-mounted tub filler and hand shower, and custom solid wood cabinetry beneath quartz countertops. Additional Features include: 2 A/C units, spray foam insulation, a walkable attic with additional storage, a high-efficiency tankless water heater, a permanently installed Generac standby generator, a HOOT aerobic septic system, ELECTRIC HURRICANE protection, and Kevlar protection for the upstairs lanai. The exterior is equally impressive with James Hardie shake siding, all-new Azek decking, railings, and stairs, and a custom-built pergola with electric. The oversized lot is beautifully landscaped with mature fruit trees along with a coral fountain surrounded by a rose garden. You are just minutes from world-class boating and fishing destinations including Boca Grande Pass and Cayo Costa. You’re also close to the Bokeelia Fishing Pier, charming island dining, Pine Island Center, and everything that makes Pine Island such a peaceful and desirable coastal community. With breathtaking water views, historic significance, luxury finishes, and unmatched zoning flexibility, this is truly a one-of-a-kind investment and lifestyle opportunity.

8241 Main Street, Bokeelia

Listing courtesy of SELLSTATE VISION REALTY. 941-807-4304

$440,000
2 Beds 2 Baths C7521925 MLS 16641 BLDG.
Experience effortless coastal living in this modern and sleek 2-bedroom, 2-bath turnkey penthouse end-unit condo, ideally located in the highly desirable Four Winds Marina community. Soaring vaulted ceilings enhance the open, light-filled layout, while impact-resistant doors and windows provide peace of mind. Enjoy tile and luxury vinyl plank flooring throughout, complemented by beautifully designed, contemporary kitchens and bathrooms. The spacious wraparound screened lanai offers coveted southeast exposure—perfect for relaxing in afternoon shade while still capturing glimpses of stunning sunsets and shimmering water reflections. Just steps away, you’ll find the popular Lazy Flamingo restaurant and world-class fishing charters. Also located a short distance away is Jug Creek Marina & Fish House, where you can enjoy more tasty island food and cath the ferry for amazing tours and adventures. Surrounded by abundant wildlife including dolphins, manatees, wild birds, and schools of fish, this prime waterfront location provides quick boating access to Sanibel, Pine Island, Captiva, Boca Grande, Cayo Costa, and beyond. The solid, secure building features concrete pillars and walls, a durable metal roof installed in 2022, and is complemented by a beautifully updated community with new brick paver driveways, ample parking, and fresh landscaping throughout. Schedule your private showing today and start living the waterfront lifestyle you’ve been dreaming of.

16641 Stringfellow Road Unit 506, Bokeelia

Listing courtesy of CAPE PREMIER REALTY. 239-747-2017

$419,000
2 Beds 3 Baths OM710345 MLS Bocilla Island Club West Condo BLDG.
Welcome to your slice of paradise on beautiful Jug Creek, where island living, boating and fishing come together. This two-story end-unit condo offers the perfect blend of comfort, style, and a true waterfront lifestyle. Step inside and you'll find an inviting living area furnished in Tommy Bahama style, perfect for relaxing after a day on the water. The kitchen features custom hardwood cabinetry and granite countertops, ideal for preparing your fresh catch. Just off the main living space, a screened lanai overlooks the South Pool and peaceful waterway, making it the perfect spot for morning coffee or evening cocktails. Upstairs, the master suite is a retreat of its own, complete with a queen bed, walk-in closet, En-Suite bath with Jacuzzi tub, double sinks, and a private screened lanai where you can unwind while taking in the pool and waterway views. The guest bedroom offers plenty of space two twin beds, large closet, and a full bath with tub/shower combo, making it ideal for family or guests. A laundry room with washer and dryer adds convenience. This condo offers 1,383 sq ft. of living space including 262 sq ft. being an end unit. Built in 1991 with a monitored fire sprinkler system, the property also includes covered parking and a private locking storage unit underneath. The true highlight is a deeded end boat slip that can accommodate larger boats - perfect for heading out on the water with ease. From your boat slip, you'll have direct access to some of the area's best fishing on Jug Creek and beyond. The community is beautifully maintained and offers everything you need for an active, coastal lifestyle: - Two swimming pools - Tennis & pickleball courts - Shuffleboard - Private boat ramp Whether you love boating, fishing, simply soaking up the laid-back island lifestyle, this condo has it all - a comfortable home, resort-style amenities, and direct waterfront access.

16750 Bocilla Palms Drive Unit 74, Bokeelia

Listing courtesy of WHITETAIL PROPERTIES REAL ESTATE. 217-285-9000

$565,800
2 Beds 3 Baths A4612212 MLS
WE DON'T LIVE IN A SQUARE WORLD, WHY LIVE IN A SQUARE HOUSE? Well Equipped Pet/Smoke Free Family Home - bring your boat! Come and experience the unique feel of a round house designed and built by world renowned Deltec Home, Inc., of Asheville, NC. The home was "refreshed" after Hurricane Ian and has new vinyl siding, gutter system, AC unit. The interior was given a fresh coat of paint, as has the deck, and the tub resurfaced. This 2-story home, built on pilings, comfortably sleeps 6 with 2 bedrooms and 3 full baths, washer/dryer and a queen sleeper sofa all located on the second floor. The third floor contains a fully equipped kitchen, dining room and a full bathroom. Smart TV in the Living Room, streaming available also in the bedrooms. From the top deck you will enjoy beautiful sunsets and see for miles with views of Charlotte Harbor in the distance. A large secured storage area is provided below the home for your convenience. From the hardwood floors, flat screen TV's, granite countertops to the ceiling fans, you will find this home to have a classy yet very comfortable feel. This Bokeelia home is within walking distance to Four Winds Marina, where you can rent or store your boat. You can also grab lunch or dinner at The Lazy Flamingo or the Tarpon Lodge, or in Matlacha at the Perfect Cup, the Yucatan or the Blue Dog. Take a trip fishing or to Cayo Costa or Cabbage Key via boat charter at the Four Winds Marina. A public boat ramp and fishing pier are less than a mile from the property. Bokeelia is a quiet, relaxed and tranquil spot which will remind you of what island life in Florida once was. The waters surrounding Bokeelia offer some of the best fishing in the country. You can stay in the back bays and fish for snook, redfish or snapper or head to the flats for trout and mackerel or try your hand at tarpon fishing in the famous Boca Grande Pass. Visit up close with the dolphins from the canoe. For land lovers, the island offers fine and casual dining, golf, swimming, tennis, biking, and shopping. it is just a short 30-minute ride off the island to enjoy historical landmarks (The Edison Home), a family water park (SunSplash), catch a show at the Broadway Palm Dinner Theater or shop at one of several malls in Fort Myers. This property is being sold TURNKEY and includes bikes, tennis racquets, volleyball, a canoe, and much more.

16361 Stringfellow Road, Bokeelia

Listing courtesy of WEICHERT REALTORS HALLMARK PROPERTIES. 941-706-2142

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Coldwell Banker Realty are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.