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$614,900
3 Beds 2 Baths 226013326 MLS
Beautifully maintained and fully furnished three bedroom, two bath home located in the charming town of Bokeelia, Florida. This property offers the perfect blend of coastal character and modern comfort, ideal for full-time living or a vacation retreat. Enjoy convenient access to fishing and boating, with the ability to be out on the water in just minutes. The home is situated on a spacious half-acre lot featuring mature mango and Meyer lemon trees, creating a private and tropical setting. Relax on the screened lanai overlooking a peaceful mangrove backdrop, perfectly positioned with southern exposure to take in stunning sunset views. The home also features a heated pool with solar panels for energy-efficient enjoyment year-round. Additional highlights include a two-car garage and brand new appliances, with the washer and dryer conveniently located in the garage. This is a rare opportunity to own a slice of paradise with privacy, natural beauty, and easy access to the water. Located on the northern end of Pine Island, this area is known for its laid-back coastal lifestyle, world-class fishing, and unspoiled natural surroundings. Residents enjoy easy access to the Gulf, along with nearby marinas, restaurants, and nature preserves. With its relaxed atmosphere and natural beauty, it offers a peaceful escape from the hustle while still being within reach of everyday conveniences.

11693 OAKLAND Drive, Bokeelia

$275,000
3 Beds 1 Baths 2026013549 MLS
Looking for a charming cottage with personality? Welcome to this recently renovated 3-bedroom, 1-bath single-family home in Bokeelia’s beloved “Fish Streets”—a local favorite known for its laid-back island vibe. This move-in ready home has all the updates you want without losing its charm. Inside, you’ll find a clean, refreshed space that’s ready for your furniture (and whatever style you’re currently into—we’re not here to judge). Step outside and you’ll really see the value—this oversized lot offers plenty of room for outdoor living, hobbies, or finally having space for your boat, trailer, or weekend projects. There’s even a large shed out back for storage, a workshop, or your next big idea. If you’ve been searching for a home with space, character, and a location locals love, this one checks all the boxes. Opportunities like this don’t last—schedule your showing today!

5935 Sea Bass Road, Bokeelia

$499,000
2 Beds 2 Baths 2026013160 MLS
Waterfront living, private dock, boat lift, and direct access to world-class fishing—this is the Pine Island lifestyle buyers dream about. Located in the exclusive Marina Gardens community in Bokeelia, with only 17 residences, this beautifully updated waterfront condo offers the perfect combination of boating convenience, natural beauty, and low-maintenance living. Step outside to your private dock equipped with a 10,000 lb boat lift, water, and electric. Within minutes, you'll be cruising the open waters of Charlotte Harbor, exploring Jug Creek, fishing some of Southwest Florida's most productive waters, or heading out for a sunset cruise. Inside, the home is move-in ready with numerous recent improvements, including hurricane shutters, a completely renovated screened lanai with new framing, screens, and flooring, resurfaced and waterproofed balconies, new patio, skylight, water heater, and more. Every upgrade has been thoughtfully completed so you can spend less time maintaining and more time enjoying the waterfront lifestyle. The setting is truly special. Relax on your screened lanai, upstairs balcony, or waterfront patio while watching dolphins, manatees, ospreys, and pelicans pass by. Surrounded by mangroves and water views, you'll experience the peaceful side of Southwest Florida that is becoming increasingly difficult to find. Residents enjoy a beautifully maintained waterfront pool and pool house, while the HOA covers flood insurance, exterior maintenance, landscaping, seawall, docks, boat ramps, septic system, and road maintenance—providing exceptional value and peace of mind. Whether you're searching for a full-time residence, seasonal getaway, or boating retreat, opportunities like this are rare. Private dock. Boat lift. Direct water access. Island living at its best. Price recently improved—schedule your private showing today.

7731 Bocilla Lane Unit 10, Bokeelia

$849,000
3 Beds 3 Baths 226009779 MLS
Now offered at $31,000 below the appraised value of $900,000, this exceptional waterfront home presents an outstanding opportunity to own in the highly sought-after boating community of Captain's Cove on Pine Island. As the only waterfront property currently available in this price range, it offers an unmatched combination of value, location, and direct Gulf access. Situated on the widest canal in Bokeelia, this elevated stilt home provides immediate, no-bridge access to Jug Creek in approximately one minute, with direct boating to Pine Island Sound, Charlotte Harbor, Boca Grande Pass, and the Gulf of Mexico. The upper level features an open, light-filled floor plan with three bedrooms, a den, two full bathrooms, and spacious living, dining, and kitchen areas that open to a large rear deck overlooking the canal—perfect for entertaining or enjoying breathtaking sunsets. The updated kitchen includes brand new 2025 appliances, including the refrigerator, range, microwave, and dishwasher. The lower level offers incredible flexibility with its own private entrance, full kitchen, living area, bedroom, full bath, laundry room, enclosed patio, workshop with sliding barn doors, and abundant storage. Ideal for guests, extended family, a home office, or potential rental opportunities. Designed for the waterfront lifestyle, the private dock features a 10,000-pound boat lift with a Coastline Boat Lift Covers steel-framed canopy, blue dock lighting, and a KayaArm kayak launch system. The property also offers ample space for vehicles, an RV, boat trailer, and recreational equipment, along with an oversized 80' x 20' limestone driveway with professional underlayment and mature clusia privacy hedges. Over $100,000 in recent improvements include more than 60 clusia privacy plants, hibiscus landscaping, a producing navel orange tree, screened rear porch, enclosed carport conversion with future living potential, granite walkways with custom edging, decorative shutters, lighthouse mailbox, remodeled upstairs bathroom, and a newer upstairs A/C system with updated ductwork. Combining immediate Gulf access, one of Pine Island's widest canals, flexible living space, and extensive upgrades, this move-in-ready home offers an exceptional opportunity to enjoy the Southwest Florida waterfront lifestyle.

16303 Shoal Court, Bokeelia

$324,900
2 Beds 2 Baths 2026010547 MLS
Move-In-Ready island home on the "Ridge" in Pine Island! Located in X500 Flood Zone, NO FLOOD INSURANCE IS REQUIRED!! Outstanding price to own this gem for the peace of mind you'll have! NO damage from hurricanes Ian, Helene or Milton----flood or otherwise! All of the "big ticket" items have been replaced! Check out the new roof, new plumbing, new septic, new electrical box, new luxury vinyl plank flooring, new kitchen, newer baths, new 20/20 no-see-um screened lanai and a BRAND NEW Amish-built barn for a workshop, storage, etc.... Flood insurance is low cost and transferable. The interior of this island home is beautiful-----soft tropical colored walls and gorgeous kitchen granite countertops...... There is a whole-house generator hook-up and a huge lanai from which to enjoy the current near 1/2 acre yard and future pool! This home is minutes from marinas, walking/bike trails, kayak launches and only two properties from the paved road but feels like you're living out in the country and off the beaten path.....it won't last long!

12490 Cristi Way, Bokeelia

$699,000
3 Beds 2 Baths 2026010543 MLS
Beautiful Pool home with 2 car garage PLUS detached 20 x 24 building. Massive lanai and outdoor living space. This location is extremely sought-after because it is located in flood zone X and flood insurance should not be required by your lender, PLUS this home has never flooded. Enjoy the bright updated kitchen, large laundry room, and generous living spaces filled with natural light. Outdoor living shines with a solar-heated and electric pool and a fully fenced yard providing privacy and room to roam. A standout feature is the detached, 20 X 24 air-conditioned building — perfect for a workshop, man cave, craft room, fitness space, or home office. The main garage also includes a mini-split A/C system for added comfort. A large 12 X 16 shed provides additional storage. RECENT UPGRADES & IMPROVEMENTS INCLUDE: New Metal Roof (2023) Whole-House Generator (2023) New Impact Windows New Electrical Panel Solar Electric Charging System Lease (No Leak Guarantee) Whole-House Water Filtration & Reverse Osmosis System New Gas Range & Microwave Two New Refrigerators New Maytag Washer & Dryer Mini-Split A/C in Garage Pool Cage Re-Screened with Super Screen Accordion Shutters on Lanai Fully Fenced Yard Centrally located with plenty of spots to drop your boat in, you’ll be just minutes from world-class fishing, waterfront dining, art galleries, and beautiful natural surroundings. This property offers the perfect blend of privacy, modern updates, and relaxed island living. Schedule your private showing today. NOTE: OPPORTUNITY TO PURCHASE THE LOT NEXT DOOR (FROM SEPARATE SELLER) FOR A FULL ACRE OF PROPERTY!!

11890 Oscoda Court, Bokeelia

$440,000
2 Beds 2 Baths 2026004594 MLS
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

$328,000
2 Beds 3 Baths 2025026107 MLS
This is one of Pine Islands most unique, well-maintained, sought after developments. As you drive up and over the bridge into Blue Crab Key, the peaceful, close-knit feel of this tropical island community is immediately apparent. Enjoy quiet evenings relaxing on your lanai or front deck. Spend time socializing at one of the two pools areas with whirlpool spas, or the pickleball courts. This unit for sale offers a gorgeous view overlooking the mangroves and canal. With Matlacha Pass in the background you’re just minutes from some of the best fishing in the world as you head out to Charlotte Harbor. The lanai is fully glassed in for comfortable air-conditioning year-round. The high-impact windows and doors are a wonderful bonus. Inside you have two spacious bedrooms, with en-suite bathrooms, and an open floor plan. Another standout feature is the extended storage unit on the first level, perfect for kayaks, fishing poles, bikes, boat equipment, and more, with all shelving included. The excellent amenities include two pools, two whirlpools, pickleball as well as tennis courts, and a putting green, clubhouse and an observation deck. Boaters have everything you need with boat and kayak storage, a community boat ramp, and docks available on a first-come, first-serve basis. With the canal and docks right outside the back door you can easily view your boat and enjoy access for loading, unloading, and rinsing after a day on the water. To top it all off, the HOA fees are the lowest on the island! Blue Crab Key is centrally located to make it much faster and easier to get on and off island. This home is being sold furnished, making it truly move-in ready.

5301 Blue Crab Circle Unit 4, Bokeelia

$245,000
1 Beds 3 Baths 2025023266 MLS
Come enjoy this home with plenty of privacy at the end of Raymary Street in Bokeelia, Fl. One-Two Bedrooms A must-see property with so many extras - an oversized lot lined with trees and a creek that backs up to the Caloosa Land Trust and Nature Preserve. There are two outbuildings one supplied with tools and a Zero Turn mower. Plenty of room for a pool. The other building would make a great garden house, studio etc. The home has a circle drive with a new deck around the side and a screened porch at the front. The back of the home has a screened lanai perfect for morning coffee or evening dinners. The home is Open Floor plan with eat in kitchen and dining area in bonus room with bar. Remodeled with new flooring, doors, electric panel, roof coating, power pole. A turn key with Tommy Bahama furniture - linens-kitchen supplies etc. There is a queen size hideaway bed in the sofa with TV. Marinas and restaurant's nearby - come bring your fishing gear and start enjoying Pine Island.

7867 Raymary Street, Bokeelia

$1,999,000
3 Beds 4 Baths 2025024492 MLS
Rare Waterfront Live/Work Opportunity on Charlotte Harbor – Major Price Reduction Exceptional mixed-use property in beautiful Bokeelia offering the perfect blend of waterfront living and business potential. Currently home to the renowned Bokeelia Art Gallery, this unique property features 2,710 sq ft of commercial space on the first floor and a luxury residence on the second floor. The commercial level includes impact glass windows, abundant natural light, gallery lighting, tile flooring, a galley kitchen, restroom, and three separate entrances, making it ideal for a gallery, boutique, café, or other retail use. It may also be converted back to residential to create a 6,000+ sq ft waterfront home. Upstairs, the prpivate residence offers 3 bedrooms, 2.5 baths, a gourmet kitchen with Sub-Zero and Thermador appliances plus quartz countertops. The spacious living area and owner’s suite open to a large screened balcony overlooking Charlotte Harbor, delivering spectacular water views and sunsets. A rare bonus: the sale includes the waterfront parcel across the street, offering the potential for a private beach, boat launch, dock, pool, guest house, or outdoor entertainment space. The lot extends 275 feet deep, providing excellent development potential. Additional highlights include a 4-car garage with elevator access to the residence, front and rear parking, gazebo, and fenced pet area. The home has electric shutters making closing up the home as easy as just touching a button on the remote. Zoned commercial with numerous approved uses including gallery, boutique retail, café/restaurant, daycare, or small boat rental dock and so much more. A truly unique waterfront property combining luxury living, investment potential, and endless possibilities.

8315 Main Street, Bokeelia

$509,900
3 Beds 2 Baths 2025021978 MLS
Price improved, an exceptional value for a direct Gulf access, dual-waterfront home on Pine Island. This rare half-acre property offers wide, unobstructed canal views in the back and peaceful lake views in the front, delivering water, privacy, and scenery from both sides of the home. Tucked away on a quiet cove, this 3-bedroom, 2-bath island residence is ideal for boaters, anglers, and island lifestyle seekers. With a seawall, concrete dock, and boat davits, your boat stays ready for fishing trips, kayaking adventures, and sunset cruises through Pine Island Sound and the Gulf beyond. Enjoy true direct access with no bridges and quick routes to world-class fishing. Inside, the home has been thoughtfully decorated for low-maintenance island living, featuring luxury vinyl plank flooring in the main living areas, updated kitchen cabinets, quartz counter tops and stainless appliances, new bathroom vanities, and all new interior doors. A new roof installed in 2022 adds lasting value and peace of mind, and owners invested over $10K in 2025 on DAM EASY FLOOD BARRIERS for all doors! House is wired for portable generator as well. The outdoor space is designed for both function and fun, with an oversized concrete parking pad equipped with 50-amp power—perfect for storing an RV, boat, or trailer. Mature palms and tropical landscaping create a private, relaxed setting, while the attached two-car garage provides ample space for fishing gear, tools, and island toys. With its direct Gulf access, dual-waterfront setting, and flexible layout, this property is well suited for a full-time residence, seasonal escape, or income-producing island rental.

5442 Martin Cove, Bokeelia

$419,000
2 Beds 3 Baths 2025012465 MLS
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

$1,100,000
4 Beds 3 Baths 2025005960 MLS
Experience coastal living at its finest with this exceptional Pine Island residence, designed for those who relish both nautical adventure and quiet luxury. Situated on a prime Gulf-access canal, the property allows you to step directly from your backyard, lower your boat lift, and be cruising in open waters within minutes. Panoramic views across the water greet you at every turn, serving as a breathtaking backdrop whether you’re relaxing poolside or entertaining guests on the expansive screened lanai. Inside, the home showcases generous living spaces, including a kitchen with abundant counter space and extensive cabinetry. This kitchen is perfect for culinary enthusiasts and host alike. Enjoy casual meals in the informal dining area or elevate your gatherings in the formal dining room with pool and water views. Retreat to one of four well-appointed bedrooms, including two Master Bedrooms each featuring walk-in closets and en suite baths. These bedrooms are spacious and perfect for accommodating family or guests in comfort and privacy. A long driveway provides ample parking for residents and visitors. Nature lovers will appreciate the mature fruit trees gracing the property, including dragon fruit, sugar apple, a bountiful mango tree, and a flourishing avocado tree. This residence combines the relaxed charm of island life with the elevated finishes and thoughtful design you would expect in a luxury waterfront home, an experience best appreciated in person.

5043 Genesee Parkway, Bokeelia

$380,000
2 Beds 3 Baths 2025005222 MLS
LIVE THE LAID-BACK PINE ISLAND LIFESTYLE surrounded by panoramic water views, mangrove shorelines and abundant wildlife. This elevated Blue Crab Key townhouse enjoys an exceptional position overlooking Pine Island Creek, with breathtaking sunrises from the screened lanai and kayaking, boating and fishing just outside your door. Direct Gulf access through Charlotte Harbor or Matlacha Pass makes it easy to explore the islands, open water and everything this unique coastal setting has to offer. Inside, the spacious floor plan features two full suites upstairs. The main level offers an open living and dining area, kitchen, laundry room and a convenient third full bath. Additional features include covered carport parking, adjacent open space and a secure 11-by-11-foot storage area for kayaks, fishing gear and island essentials. Blue Crab Key is a peaceful 25-acre waterfront community with only 111 residences. Amenities include two heated pools, hot tubs, tennis and pickleball courts, a putting green, boat and kayak storage, a community boat ramp and docks. Surrounded by nature while offering the ease of low-maintenance living, this is an inviting opportunity to enjoy the relaxed rhythm of island life. Among the available units, its impressive panoramic water view is truly a standout.

5391 Blue Crab Circle Unit 5, Bokeelia

$649,000
4 Beds 4 Baths 224002620 MLS
This waterfront island home is move in ready and had NO HURRICANE DAMAGE OR FLOODING! With over 90 feet of seawall and 4 bedrooms, this Gulf Access home is a rare find! You will be welcomed by a wide-open great room with updated kitchen and recently redone flooring. A beautiful barn door leads you to the master suite- which includes a fully remodeled bathroom additional half bath AND bedroom that has been turned into a MASSIVE walk-in closet. The other end of the house includes 2 bedrooms, a full bathroom & half bath. Outside you can enjoy the saltwater breeze on your own private porch. Low maintenance landscaping with no grass to mow! Some of the many recent upgrades include- 2 new a/c units, hot water heater, roof, fence and permitted shed. NO HURRICANE DAMAGE!!! Your 10,000 lb boat lift is just minutes away from Charlotte Harbor & a short boat ride away to Boca Grande, Cayo Costa, North Captiva & Sanibel. Come live island life where you can enjoy some of the best fishing in the world!

16091/093 Porto Bello Street, Bokeelia

$335,000
3 Beds 3 Baths 225014802 MLS
Charming Pine Island Stilt Home with Attached Apartment – Ideal for Bed & Breakfast or Airbnb Ventures! This distinctive Pine Island property – a rare find among stilt homes with a fully permitted lower level, adding valuable space and versatility. This beautifully remodeled home offers over 1,600 sq. ft. of modern living, with stylish updates throughout, making it perfect as an investment opportunity or a spacious family retreat. With new roof, New mini split AC, New tankless water heater, 2 New Kitchens and 3 New Bathrooms - This property is ready for you to move in and experience the best of Pine Island living. Don’t miss the chance to own a versatile, income-generating home in one of Florida’s most unique coastal communities. Seller is offering $5000 towards concessions.

10925 Russell Road, Bokeelia

$270,000
2 Beds 1 Baths 224077294 MLS
Welcome to your own piece of paradise in Bokeelia, Florida! This charming single family home boasts 2 bedrooms, 1 bathroom, and a prime location near the Gulf of Mexico. Imagine waking up each morning and taking a short stroll to the nearby fishing pier to catch your dinner or enjoying a delicious meal at one of the local restaurants. The landscaped yard with a beautiful mango tree adds to the Florida feel of this quaint home, creating a serene and tropical oasis. With extra outbuildings and a covered parking area connected to a workshop, there is plenty of space for all of your hobbies and projects. The wooded area next to the property provides added privacy, making this home the perfect retreat from the hustle and bustle of everyday life. Whether you are looking for a peaceful getaway or a permanent residence, this home offers the best of both worlds. Don't miss out on the opportunity to own a piece of paradise in Bokeelia - schedule a showing today and make this dream home yours! This house and surrounding area has never flooded!

15925 Quail Trail, Bokeelia

$350,000
3 Beds 2 Baths 225022211 MLS
Fantastic rental income opportunity! This property includes your very own deeded, DIRECT Gulf-access dock conveniently located right across the street. You're just a short drive to the Marina and the Lazy Flamingo, and only steps from the Lavender Landing boat ramp—making boat launches quick and effortless. Inside, you’ll find a beautifully renovated home with a strong income history. The fully finished lower level has been transformed into a separate 1,020 sq. ft. apartment, perfect for guests or maximizing rental potential. Bokeelia, located on the North side of Pine Island is a true escape—known for its peaceful atmosphere, world-class fishing, stunning natural beauty, and laid-back coastal lifestyle. Whether you're seeking tranquility, boating adventures, or a charming island community, this location delivers it all.

7431 Barrancas Avenue, Bokeelia

$1,899,000
3 Beds 2 Baths 224063831 MLS
If you're in search of the extraordinary, look no further. This unique property at the north end of Bokeelia is a one of a kind that spans from the shores of Charlotte Harbor to the tranquil Back Bay. With stunning, million-dollar views from your private sanctuary on Charlotte Harbor to your secluded Back Bay waterfront retreat, you'll enjoy the breathtaking, ever-changing sunsets Bokeelia is renowned for. Gather with family and friends by the cozy firepit, watching the sun dip below the horizon. Sitting on a 1.8+ acre waterfront lot, this remarkable home boasts numerous features. It has been thoughtfully updated with impact doors and windows, a chef’s kitchen, an expanded front screened-in porch, luxury plank vinyl flooring, and a master bath and closet that will impress. There’s ample storage and space for all your recreational equipment in the three-car garage, plus a mother-in-law suite for guests. Keep your watercraft at the private dock on the protected Back Bay, which includes two lifts, or use your private boat ramp. The property is commercially zoned, offering endless possibilities. Consider transforming it into a boutique farm (like Buckingham Farms or Flora Farms), a family estate with your dream home on the Back Bay, or a small boutique hotel with charming cottages. Opportunities like this are rare. Make your dreams come true at 8335 Main Street in Bokeelia.

8335 Main Street, Bokeelia