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$1,225,000
2 Beds 2 Baths 2026037901 MLS
A BOATER'S DREAM WITH DEEP-WATER SAILBOAT ACCESS, A 30K-POUND LIFT, AND BIG-WATER VIEWS! Completed in 2026 - With views of intersecting canals, Jug Creek, and a deep-water channel, this extensively renovated island residence offers exceptional privacy, boating, and quick access to Charlotte Harbor. Featuring a brand-new 100-foot flow-through dock with a reinforced composite substructure, all-new pilings, freshwater, dual 50-amp shore power, a custom 30K-pound boat lift, and dockage for 40+ foot boat. A 20-foot covered Tiki area at the end of the dock creates an incredible setting for waterfront entertaining, weekend barbecues, or relaxing beside your yacht. Completely rebuilt from the studs, this residence represents one of the island's most extensive whole-home renovations. Offered furnished, it offers more features and quality than most newly completed luxury homes. A dramatic wall of PGT impact windows immediately captures panoramic views of the waterway and boats passing by. New luxury vinyl plank flooring flows throughout the interior, while custom millwork brings warmth and continuity to every room. Shiplap, Synergy cypress accents, custom-crafted room dividers, and an impressive 80-inch fireplace create a refined yet comfortable coastal atmosphere. An approximately 122-inch picture window frames the water and surrounding palms while filling the living areas with natural light. The new kitchen features Samsung Bespoke appliances, custom pull-out cabinetry, Silestone counters, and a walk-in pantry. Designed for everyday living and entertaining. The Master suite features a large walk-in closet with California Closets shelving and a spa-inspired bathroom with a wood ceiling, tilework, and oversized walk-in shower. The generously sized 2nd bedroom can serve as a junior master. The finished garage is climate-controlled and can serve as a 3rd bedroom. Outdoor living continues with a 5-seat HotSpring Envoy saltwater spa. The completely redesigned grounds include custom paver work, retaining walls, new fencing, river rock landscaping, professional regrading, and athletic-field-quality artificial turf installed by Southern Turf. Improvements include a premium Coastal Max aluminum metal roof representing an investment of more than $100,000. Additional upgrades include a new oversized Rheem 3.5-ton HVAC system w/ new ductwork, a HALO whole-home air purification system, a KIND triple-stage whole-home water filtration system, & new plumbing & electrical systems. PGT hurricane impact windows, doors, motorized roll-down shutters, new hurricane/insulated garage door, smart home tech, Lutron lighting, backlit dimmers, 3-zone Sonos audio, & Starlink internet. AI full-property security system. From your private dock, explore the renowned fishing grounds surrounding Boca Grande, cruise to the Gulf of Mexico and nearby barrier islands, or the Florida Keys. Bring your boat, unpack your bags, and start living Island Life!

16340 Buccaneer Street, Bokeelia

$300,000
226031653 MLS
1.8 miles north of Pine Island Rd, across from 40+ acre Diocese of Venice church and just north of Pelletier Rickert Physical Therapy. Assemblage of ten 25'X155' lots, creating a whole block between Trout Rd and Kingfish Rd on Stringfellow Rd with rear access from Redfish Ln, totaling 0.89 acres with 250’ frontage on Stringfellow Rd in Bokeelia of Pine Island. Zoned C-1, which allows variety of Commercial as well as Residential Ues. STRAPS: 12212 Stringfellow Rd=16-44-22-02-00000.049B; 12208 Stringfellow Rd=16-44-22-02-00000.050B; 12204 Stringfellow Rd=16-44-22-02-00000.051B 12200 Stringfellow Rd=16-44-22-02-00000.052B; 12196 Stringfellow Rd=16-44-22-02-00000.053B; 12192 Stringfellow Rd=16-44-22-02-00000.054B; 12188 Stringfellow Rd=16-44-22-02-00000.055B; 12184 Stringfellow Rd=16-44-22-02-00000.056B; 12182 Stringfellow Rd=16-44-22-02-00000.057B; 12180 Stringfellow Rd=16-44-22-02-00000.058B;

12180-12212 Stringfellow Road, Bokeelia

$745,000
2 Beds 1 Baths 2026036986 MLS
Paradise Found on Jug Creek! Welcome to a little piece of Old Florida tucked away in one of Bokeelia's most special waterfront settings. Nestled at the end of a lush, private road, this charming 2-bedroom cottage offers the kind of laid-back island lifestyle that's getting harder and harder to find. Cozy, comfortable and full of character, the home is surrounded by the natural beauty of Jug Creek. Enjoy gorgeous mangrove and water views from inside the cottage, or step out onto the back deck and watch the creek come to life. Dolphins and manatees are frequent visitors, osprey and bald eagles soar overhead, and the sunrises over the water can be spectacular. For the boater or fisherman, this location is truly special. Drop a line from your own dock or head out by boat — you're right around the corner from the open waters of Charlotte Harbor and just a short ride from Boca Grande, Cabbage Key and some of Southwest Florida's best fishing and boating. Back home, the cottage's front porch, picket fence and intimate setting give it the unmistakable feel of an island getaway — a place to slow down, spend more time outside and enjoy life on the water. Enjoy your own cozy waterfront cottage, your boat out back, incredible views and some of the best of Southwest Florida just minutes away. Paradise found — Old Florida style, right here on Jug Creek.

16376 Antigua Way, Bokeelia

$695,000
3 Beds 2 Baths 2026035913 MLS
2.5 ACRES. SPACE. PRIVACY. FREEDOM. Fully cleared, gated 2.5-acre property that gives you room to live the way you want. This 2,775 sq ft home offers 3 bedrooms + den, 2.5 baths, a living room with fireplace plus a separate family room. Additionally there is an air-conditioned bonus room — perfect for a game room, gym, or home office. Outside is where this property truly separates itself. Enjoy the screen enclosed pool, fire pit area, dog kennel building, chicken coops and wide-open acreage that’s cleared, landscaped. A gated circular driveway adds privacy. No HOA. There are several mature fruit trees on the property, including mango, mulberry, starfruit trees, and others. If you’ve been looking for space — real space — this is it.

12570 Aubrey Lane, Bokeelia

$339,000
2 Beds 2 Baths 2026030550 MLS
Come experience the relaxing privacy of this beautiful pool home. Electric bill is under $30!!! This budget friendly home has fully paid off solar panels. This home has NEVER flooded and features hurricane impact windows on the front of the house and sliding hurricane shutters on the back lanai for peace of mind. This beautifully maintained 1/2-acre property tucked away in a quiet area of Bokeelia on Pine Island. Inside and out, no detail was overlooked - enjoy a tankless on demand hot water heater, lush landscaping, and a sparkling pool set on a spacious fenced in (6' high fence) half acre lot. Unwind on the oversized lanai that spans the entire length of the home. Perfect for entertaining or simply soaking in the Florida lifestyle. The lanai is insulated and under truss...which means you could easily extend your indoor living to include the lanai area. Located just minutes from Pine Island's best restaurants, marinas, a community pool, pickleball courts, a local museum, and scenic bike trails, this property offers the perfect blend of privacy and island charm. Included in the sale are the lawn mower, hot tub, and safe. Directions: Go North on Stringfellow Rd to Tropical Lane and turn right. Go about a 1/4 mile and turn right on Bahama Way. Go left on Howard Road. Turn right on Bimini Way and a quick left on Rockaway Dr. Go to the end of Rockaway and home is straight ahead. Please protect the tortoises in the area and drive with caution.

15474 Pembrooke Road, Bokeelia

$399,000
2 Beds 2 Baths 2026029179 MLS
Calling all boaters and fishermen. If you are looking for a home with easy access to the waters of Charlotte Harbor, Pine Island Sound and the Gulf of Mexico, then this unique Bokeelia home is just what the doctor ordered. This property is located on the north end of Pine Island, just a stones throw from Lavender Landing which is a Lee County owned marina and boat launch ramp. The home is older but very well built with CBS construction and a metal roof. The air conditioning is one year old. The interior has Terrazzo flooring in like new condition and tongue and groove cypress wall coverings There are two lanai's , one in the rear of the house and one in the front. The oversized lot is fenced with chain link fencing and there is a 10' X 20' storage building with water and electric. There is ample room for boat and RV parking.

15976 Bellflower Street, Bokeelia

$215,000
2026029847 MLS
Over 9+ Acre Gulf Access Ranchette | AG-2 Zoning | Ultimate Privacy & Endless Potential Rare parcels like this don’t come along often. Discover more than 9 acres of AG-2 zoned land offering the perfect combination of privacy, waterfront recreation, and buildable acreage. Surrounded by protected wetlands that preserve the natural landscape and enhance your seclusion, this exceptional property is ready for your custom ranchette, country estate, or private retreat. One of this property’s standout features is its water access with Gulf access, providing the opportunity to enjoy Southwest Florida’s boating, fishing, kayaking, and waterfront lifestyle right from your own property. Whether your passion is exploring nearby islands, fishing the backwaters, or spending days on the Gulf, this property offers a rare blend of acreage and water access. Imagine designing your dream home surrounded by nature with room for horses, livestock, barns, workshops, RVs, gardens, or other agricultural uses permitted under AG-2 zoning. The protected wetlands create a permanent natural buffer, ensuring exceptional privacy while attracting native birds and wildlife that make this property truly one of a kind. Enjoy the peace and serenity of country living while remaining just minutes from shopping, dining, marinas, golf, and Southwest Florida’s world-famous beaches. Large, buildable acreage with Gulf access, AG-2 zoning, and lasting privacy is becoming increasingly difficult to find. Whether you’re searching for a family estate, an equestrian property, a waterfront ranchette, or a long-term investment, this extraordinary property offers the space, flexibility, and lifestyle to bring your vision to life. Schedule your private tour today and experience one of Southwest Florida’s most unique acreage opportunities.

12370 Sherwood Road, Bokeelia

$349,000
2 Beds 2 Baths 2026028844 MLS
Welcome to this beautifully maintained 2-bedroom, 2-bathroom end-unit condo in the sought-after Captains Harbor community. Sold turnkey furnished, this move-in-ready home is perfect as a full-time residence, seasonal getaway, or investment property. Step inside to find 18" tile flooring throughout, creating a clean, cohesive, and low-maintenance living space. The beautiful kitchen is a chef's delight, offering plenty of cabinet storage, gorgeous granite countertops, and a convenient breakfast bar — perfect for casual dining or entertaining. Both bedrooms are generously sized with walk-in closets, and an in-unit laundry room adds everyday convenience. As an end unit, you'll enjoy extra privacy and natural light, along with a quiet, tranquil setting overlooking the community's tennis and pickleball courts. Boaters will love the included dock with water and electric — just a short boat ride to Charlotte Harbor and the beautiful outer islands. A private two-car garage provides ample storage and parking. Community amenities include a sparkling pool and scenic walking paths, all just minutes from great restaurants and shopping. Don't miss this rare opportunity to own a turnkey, boater's-paradise condo in one of the area's most desirable communities!

16276 Nautical Way Unit 1404, Bokeelia

$599,000
3 Beds 3 Baths 2026028932 MLS
Live the coastal dream in this charming 3-bedroom, 2.5-bathroom stilt home nestled along a peaceful canal with direct access to Jug Creek and Back Bay. With 120 feet of canal frontage, this property is a boater’s paradise, complete with a 10,000-pound boat lift and ample space to enjoy waterfront living. Upstairs, the open-concept layout is filled with natural light and offers scenic water views. The living and dining areas flow seamlessly into the kitchen, creating an inviting space for relaxation. Both bedrooms are well-sized, and the bathrooms are tastefully appointed. Downstairs, you’ll find a bonus bedroom and bathroom, ideal for guests or extra space. Plus, under the home is a covered area great for relaxing, entertaining, or parking, including a dedicated storage room perfect for tools, gear, and outdoor essentials. For anglers and boaters, the location is unbeatable! You’ll have access to world-class backcountry flats fishing, and it’s only a five-mile boat ride to Boca Grande Pass—home to the best Tarpon fishing in the world. Plus, enjoy manatees and dolphins as they visit you in the canal! Whether you’re looking for a weekend getaway or a full-time residence, this home offers the ultimate in laid-back, waterfront living with quick access to some of the best boating and fishing waters in the area. Don’t miss your chance to own a piece of paradise!

8161 Moyer Lane, Bokeelia

$898,000
3 Beds 2 Baths 2026027483 MLS
Stunning Waterfront Estate in Bokeelia. Experience exceptional waterfront living in this beautifully crafted freshwater-front estate offering approximately 2,129 square feet under air. Built with durability, efficiency, and comfort in mind. The home offers 3 spacious bedrooms, 2 elegantly appointed bathrooms, and a versatile bonus room ideal for a home office, fitness studio, media room, or additional guest accommodations. The thoughtfully designed primary suite serves as a private retreat, featuring separate custom closets, including a walk-in closet with wood ventilated shelving and additional custom cabinetry. The luxurious en-suite bath showcases dual quartz vanities, custom cabinetry, and a stunning solid quartz walk-in shower. Guest bedrooms are generously sized and offer ample closet storage. Designed for both everyday comfort and effortless entertaining, the home boasts two expansive covered porches with composite decking, complemented by paver patios on both sides of the property. The outdoor living area is truly resort-inspired, centered around a free-form Gunite saltwater pool with elegant travertine decking. A large structural cabana creates the perfect outdoor living room, while no-see-um screening surrounds the entire pool area for year-round enjoyment. Completing this private oasis is a Hot Spring saltwater spa. The chef-inspired kitchen is equally impressive, offering approximately 68 square feet of quartz countertop space with a matching quartz backsplash. Premium features include a farmhouse sink, built-in exhaust system, drawer microwave, Bosch induction range, Bosch dishwasher, and an LG refrigerator that produces four types of ice. Additional highlights include: • Oversized garage with an 18’ x 8’ door, ideal for larger vehicles, boats, and storage • Extended concrete driveway with abundant parking • 2023 Galvalume standing seam metal roof • Freshwater frontage offering privacy and serene water views A rare opportunity to enjoy luxury, sustainability, privacy, and waterfront living in the heart of beautiful Bokeelia. This exceptional property seamlessly blends high-performance construction with resort-style amenities, creating a home that is as efficient as it is beautiful.

11940 Oakland Drive, Bokeelia

$229,000
2026025091 MLS
Discover 2.54 acres of vacant Pine Island acreage in the quiet Bayview Ranchettes area of Bokeelia. Zoned AG-2, this oversized parcel offers the flexibility to build a single-family home with room for horses and agricultural use, all in a peaceful, rural setting just minutes from Bokeelia's waterfront dining, marinas, and boat ramps. A natural interior pond adds wildlife and open-space character. Electric is available along Gloria Blvd; a private well and septic system would serve a future home. The parcel lies in FEMA flood zone AE, so elevated construction may apply. A recent survey and seller disclosures are on file. Buyer and buyer's agent to verify zoning, permitted uses, buildable area, utilities, flood requirements, and access with Lee County and applicable agencies. Bring your builder and your vision and claim your piece of Pine Island.

12680 Gloria Boulevard, Bokeelia

$595,000
3 Beds 2 Baths 2026021981 MLS
Serenity Cove, Waterfront 3 bedroom 2.5 baths on Large lot... FANTISIC VIEWS looking the entire length of the Canal with Direct access to Matlacha Pass and the Gulf of Mexico !!! Really "cool, artistic interior with unique Master bedroom floor and original Terrazzo, epoxy and floor tile flooring throughout the Home... Open Kitchen with dining bar, Stainless steel appliances with a fisher and Paykel dishwasher drawer, Granite, stainless steel and live edgewood countertops. New LED lighting throughout. Bluetooth speakers in the bathroom ceiling and other unique touches. Check out the lighting in the living area and the open Florida Room...Doors have their own style as does the entire home... Two porches, one off the master area and the other for guests, beautiful spot for coffee in the morning (and drinks at night), views of the entire Canal, the dock with Tiki Hut, boat ramp and the beautiful Florida Sun. The Garage is a very large two car or truck, (864 Sq ft) with 1/2 bath, plenty of room for shop/storage and other fun garage things !!! Roof New & permitted in 2021 The lot is a LARGE 110' X 170' (almost 1/2 Acre) property with palm and other trees on either side for your privacy and your SERENITY... This is a house you need to see... It's unique, artsy with style and very livable...AND GREAT WATER VIEWS ... Take a look today..

5387 Marina Drive, Bokeelia

$599,000
3 Beds 3 Baths 2026023398 MLS
This waterfront stilt home and guest house are on a big, beautiful, property with lots of lush vegetation and a pond. The main living area is upstairs and gives the feeling of living in a treehouse. The home has beautiful wood planked cathedral ceilings and wood flooring The lovely, tiled bathroom has a jetted soaking tub and multiheaded shower. The upstairs living area is surrounded by connected decks and screened patios with a large, screened area off the kitchen which is perfect for enjoying the breezes and watching the birds and wildlife around the pond. A new outdoor lift, drain field and pavers on the circular driveway all add to the value of this property. The upstairs windows are all protected by manual hurricane shutters. The 1-bedroom guest home is connected by the boardwalk, has a full bathroom and kitchen as well as its own deck for outdoor relaxation. Downstairs under the main living area is a multipurpose room that is perfect for an office, studio or extra bedroom. It has an additional full bathroom and French doors that open up to a covered deck area. There is an enclosed 1 car garage with plenty of storage and space for a workshop. This fabulous home is located at the center of Pine Island and is within easy walking distance of the public pool, playground, library, and local museum. It is just minutes from shopping, and restaurants. This fabulous home combines natural beauty with functional living spaces, making it the perfect retreat. Schedule a visit today to experience the charm and tranquility of this exceptional property!

10545 Habitat Trail, Bokeelia

$925,000
2026017207 MLS
One of the only few VACANT COMMERCIAL PROPERTIES left located on Pine Island, in Bokeelia. This prime location is only a 3 minute drive from the center of Pine Island. The ever growing island community has so much to offer and with this lot the possibilities are endless. The lot has some cleared areas throughout the property. This property has over 600+ feet of road frontage on Stringfellow Rd., which is the main road running from the south end of Pine Island to the north end. Also, in front of this property in-between the main road there is a bike path which gives peoples access to all of Pine Island right along Stringfellow. This property doesn't lack foot traffic either because Marina Dr. is another main road which leads to multiple communities throughout the inner north east side of Pine Island such as Blue Crab key, the 'Fish Streets' and Charlotte Shores.

11900 Stringfellow Road, 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

$135,000
224053688 MLS
This is an excellent opportunity to own a double lot giving you over an acre of land in one of the highest elevations of Pine Island on city water. These two lots were strapped together and surveyed giving you lots of room to build your dream home with room for an extra building for your boat or RV, or just enjoy the huge piece of land to give you lots of space. This property also has the potential of splitting the two lots back apart to their original straps and building two single family homes. Excellent investment opportunity! The location is excellent being less than two miles to the Pine Island Center which offers a Lee County park featuring a pool, playground, and many activities throughout the year. Less than5 minutes to a brand new Publix so you will rarely need to leave the island. Lots of excellent restaurant's on the island including waterfront dining. If you enjoy boating, fishing, or some of the best sunsets, this is the place to live. Pine Island offers many boat ramps and marinas giving you quick access to beaches and the Gulf. Not far from Boca Grande which is well known as the Tarpon Capital and some excellent fishing. Survey copies included at closing. Don't let this one slip away, call today! Don't wait until it is too late!

11801 Oscoda Court, Bokeelia

$3,900,000
223023098 MLS
102.3 Acres...Located at the North end of Pine Island at the corner of Stringfellow Rd, Pineland, Harbor Dr & Beau Ln... Sale is for 4 parcels. "102.3 Upland Acres" Bokeelia, There are some Tropical palm trees otherwise it's Cleared land, Well, irrigations, bedded rows, water retention. For many years this property was a tropical palm grove. High elevation, in the middle of the widest part of Pine island. Because of the Gulf of Mexico and warm bay waters surrounding this tropical Island (the largest Island in Florida), summer rain, sandy soil and the direct access to I-75 makes this 100+ acre property a commercially viable and a GREAT INVESTMENT for today and the future. Cape Coral, Ft Myers is our neighbor, one of the fastest growing locations in Florida and in the United States. Grow palms, Mangos, Tropical plants, Horses, divided able into 2.7 acre tracts... this land has so much potential ... Location Location Location... AG-2 zoning.

13350 Stringfellow Road, Bokeelia