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$788,000
3 Beds ⋅ 2 Baths ⋅ 2026029442 MLS
Welcome to the Bokeelia Treehouse — A Truly One-of-a-Kind Waterfront Retreat Step into something extraordinary. This stunning stilt home is built of massive post-and-beam construction with solid 2x6 tongue-and-groove vaulted ceilings in every room. It truly must be seen, to be appreciated. It comes fully furnished and move-in ready. Waterfront & Boating Set on a double lot with 100' of frontage on a 65'-wide canal, this home is a boater's dream. The seawall and composite dock, installed in 2015, includes two lifts — a 10,000 lb covered lift large enough for a 30' boat, and a 4,000 lb platform lift ideal for kayaks, a small center console, or simply easing into the water. There is open dock for a 40' boat, which is equipped with 50-amp power and a fish-cleaning table. Outdoor Living & Landscaping Mature, lush landscaping wraps the property, creating a serene sense of privacy. Avocado, Banana and a towering 30' Pongam tree just outside the Lanai, give the home its signature treehouse feel and shades the outdoor dining lanai. Unwind in the six-person spa, cool off in the above ground saltwater pool, or relax under the landscape lighting as evening sets in. Below is a covered 13' x 18' veranda complete with a BBQ and large TV, perfect for entertaining. Room to Grow The structure spans 1,350 sq ft per floor, and the expansive lot leaves plenty of room to add an addition, an ADU, and an in-ground pool. Interior The top floor offers 1,240 sq ft under air, including 3 bedrooms and 2 full bathrooms, plus a 9' x 15' screened Lanai that could easily be enclosed. The large kitchen is a true centerpiece, featuring a long dining counter, extensive cabinetry, Granite counters, a window view at the sink, a dishwasher, and a double oven for the home chef. Adjacent there is a French door walkout for your herbs or tomatoes. Additional Features The ground floor includes a 150 sq ft air-conditioned laundry and mud room with a near-new high-end Maytag washer and dryer. You will also find a 15' x 18' workshop with a washtub and outdoor shower, two covered parking spaces, an 8' x 8' metal storage shed, and ample room for additional vehicles or trailers. This is more than a home — it is a private, tropical waterfront escape unlike anything else on the market. Features at a Glance: 3 Bed / 2 Bath Stilt Home, Furnished & Turnkey 1,350 sq ft per floor | 1,240 sq ft under air on top floor Post-and-Beam Construction, Vaulted Ceilings 100' Canal Frontage on 65'-Wide Canal Dock (2015) with 10,000 lb & 4,000 lb Lifts, 50-Amp Power Room for 40' Boat 6-Person Spa & 12' Saltwater Pool Screened Lanai (9' x 15'), Convertible to Enclosed Space Gourmet Kitchen with Double Oven & Dining Counter Air-Conditioned Laundry/Mud Room 13' x 18' Veranda with BBQ and TV Workshop, Outdoor Shower, Metal Shed, Covered Parking Room to Expand: ADU, Addition, or In-Ground Pool

16186 Antigua Way, Bokeelia
$675,000
3 Beds ⋅ 2 Baths ⋅ 2026030742 MLS
Welcome to this beautifully renovated property located at the north end of Bokeelia, where modern upgrades, thoughtful improvements, and extra space combine to create a truly move-in ready home. Every major system has been updated allowing you to enjoy peace of mind for years to come. Inside, you'll find a completely remodeled interior featuring new tile flooring throughout the home, lanai, and pool area, fresh interior and exterior paint, gorgeous new kitchen cabinetry, elegant new countertops, and a full suite of WiFi enabled stainless steel appliances. New window coverings, updated ceiling fans, and modern fixtures complete the stylish interior. The home's major mechanical systems were also upgraded from the new roof(2023), new A/C unit(2025), providing comfort and energy efficiency. Step outside to your private backyard oasis featuring a sparkling pool, enhanced with all new pool equipment and premium no-see-um screened enclosure allowing you to enjoy outdoor living all year long in comfort. One of the most unique features is the additional adjacent lot creating endless possibilities for an additional garage, art gallery, RV storage, Guest apt. or future expansion with county approval. The property is fully enclosed with perimeter fencing around both lots offering privacy, security and plenty of room for pets, hobbies, or recreational vehicles. Whether your looking for a beautifully updated primary residence, a seasonal retreat, or a property with room to grow, this exceptional home offers the perfect combination of modern upgrades, outdoor living, and future potential. Opportunities like this-fully renovated and an included additional lot- are very rare. This property is just down the road from 2 marina's, great restaurants, beachy drinking establishments, many different parks, walking paths, and loads of yearly festivals of island fun!! Pine Island, known for it's truly beautiful palm tree farms, mango farms, and archaeological sites dotted all over the island, make this a true island life living experience. Schedule your private viewing today!!

7407 Cobb Road, Bokeelia
$550,000
2 Beds ⋅ 2 Baths ⋅ 2026031016 MLS
Whether you're searching for a waterfront investment opportunity, a seasonal retreat, or your future retirement home, this charming concrete block residence offers exceptional value and coastal appeal. Recent upgrades include a newer air conditioning system and a durable metal roof, tankless water heater, boat lift canopy, full kitchen and bathroom updating, providing comfort and peace of mind for years to come. Inside, you'll find warm, character-filled walls and ceilings paired with crisp white finishes that create a bright, relaxed coastal atmosphere. This elegant, classic layout paired with Bahama shutters outside (and metal shutters for hurricane season) add both style and island-inspired charm. Step outdoors to enjoy the oversized screened lanai—an ideal space for entertaining, relaxing, or dining while taking in the waterfront setting. The fully fenced backyard features a wide double gate, making it easy to store a boat, trailer, golf cart, or other recreational equipment securely on the property, this space has plenty of room to accommodate a future pool or hotub. Boaters and anglers will especially appreciate the private boat lift with direct access to open water. Spend your days fishing, cruising, or exploring some of Southwest Florida's most sought-after destinations, including North Captiva Island, Boca Grande/Gasparilla Island, Cabbage Key, Cayo Costa, and the area's stunning Gulf beaches. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this waterfront gem offers the perfect combination of comfort, convenience, and the Florida lifestyle.

16191 Porto Bello Street, Bokeelia
$1,425,000
5 Beds ⋅ 3 Baths ⋅ 2026029600 MLS
Experience the very best of Pine Island waterfront living in this exceptional harbor front estate, where panoramic Charlotte Harbor views, unmatched boating access, and breathtaking sunrises and sunsets create a lifestyle few properties can offer. Tucked away behind a private gated entrance, this custom waterfront retreat features an impressive 400-foot private dock with two 10,000-pound boat lifts, water and electric service, and direct, no-bridge access to some of Southwest Florida's most sought-after destinations, including Boca Grande, Cayo Costa, North Captiva, Cabbage Key, and world-class fishing waters. Designed to capture spectacular water views from nearly every angle, the main living level is easily accessed by either the staircase or your private elevator. Inside, soaring cathedral ceilings and an open-concept great room frame spectacular Charlotte Harbor views, creating a bright and inviting space designed for entertaining. The updated kitchen is beautifully appointed with premium stainless-steel appliances, a Viking range hood, gas cooktop, beverage cooler, trash compactor, abundant cabinetry, and generous workspace, making it ideal for both everyday living and entertaining. The spacious primary suite offers a zero-entry walk-in shower, and handicap accessibility. Three additional guest bedrooms on the main level provide plenty of room for family and friends. The lower level offers exceptional flexibility with a fully equipped private guest suite featuring its own kitchen, living room, bedroom, full bathroom, den, and screened lanai with above ground hot tub. Whether used for multigenerational living, extended guests, a home office, or as a potential income-producing rental, this separate living space adds tremendous value and versatility. Outside, the waterfront lifestyle truly comes to life. Spend your mornings enjoying coffee from the end of your private dock as the sun rises over Charlotte Harbor, then return in the evening to watch unforgettable sunsets over Boca Grande Pass. Launch your boat from one of two lifts and be cruising to secluded beaches, waterfront restaurants, or some of Florida's finest fishing grounds within minutes. Dolphins, manatees, and spectacular coastal wildlife are frequent visitors, making every day feel like a vacation. Built with peace of mind in mind, the home also features a durable metal roof, impact-resistant windows, electric hurricane shutters, propane service, and a private elevator, combining comfort, accessibility, and storm-ready construction. Properties offering this level of privacy, protected harbor frontage, boating convenience, and flexible living space are exceptionally rare. Whether you're searching for a full-time residence, seasonal retreat, or waterfront legacy property, this remarkable home offers an unparalleled opportunity to embrace the very best of the Pine Island lifestyle.

8550 Ebbtide Way, Bokeelia
$469,000
3 Beds ⋅ 2 Baths ⋅ 2026030032 MLS
Spacious, Well-Maintained Home in Desirable Alden Pines Welcome to this beautifully maintained home in the highly sought-after Alden Pines community, one of Bokeelia's premier neighborhoods. Situated at the end of a quiet cul-de-sac, this property offers privacy and peaceful views overlooking the golf course, which is planned for future restoration. Major updates provide peace of mind, including a 4-year-old roof and air conditioning system. The oversized garage measures approximately 24 feet wide by 23.5 feet deep, providing ample space for vehicles, golf carts, a workshop, or extra storage. This home has never flooded and sits at a high elevation, an important advantage for Southwest Florida living. Enjoy the convenience of being just minutes from grocery stores, a hardware store, pharmacy, local restaurants, and the beautiful Pineland Marina, offering easy access to world-class boating, fishing, and the islands. If you're looking for a spacious, well-cared-for home in a quiet setting with an unbeatable Bokeelia location, this property is a must-see.

14366 Tamarac Drive, Bokeelia
$139,999
1 Beds ⋅ 1 Baths ⋅ 2026025178 MLS
Island Life at Its Finest! Welcome to this charming 1-bedroom, 1-bath condo located just minutes from the center of town, offering convenient access to shopping, dining, and everything island living has to offer. Whether you're looking for an affordable island getaway, a full-time residence, or an income-producing rental investment, this property checks all the boxes. Inside, you'll find a bright and inviting living space featuring wood plank tile flooring throughout the main living areas, cozy carpet in the bedroom, and an abundance of natural light. What truly sets this property apart is its location on one of the higher elevations on the island. The property has never flooded and sustained zero damage during the last three major hurricanes, offering exceptional peace of mind and making it a rare find for island living. The real value extends beyond the unit itself. For just $150 per year HOA fee, owners enjoy access to 8 community boat slips and a direct Gulf access boat ramp—perfect for boating and fishing enthusiasts. Just down the street, you'll also find a marina, park, pickleball and tennis courts, baseball fields, and a community pool, creating endless opportunities for recreation and relaxation. Don't miss this rare opportunity to own an affordable piece of paradise and enjoy the island lifestyle you've always dreamed of!

5725 Genesee Parkway Unit 10, Bokeelia
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 226020954 MLS
Tucked away on 5.9 acres of lush, high-elevation land on Pine Island, this stunning 4 bedroom, 3 bathroom courtyard-style home is the kind of property that rarely comes to market. Sitting at the highest elevation on the island, this home has weathered every recent storm with minimal damage and zero flooding, a testament to both its prime positioning and the incredible pride of ownership that defines every corner of this estate. From the moment you pass through the gated entrance, complete with new solar-powered keypad and hardware, you immediately feel the privacy and serenity that sets this property apart. The main residence welcomes you with a bright, open floor plan bathed in natural light beneath soaring vaulted ceilings. Fresh interior and exterior paint, upgraded stainless appliances, and walk-in closets throughout deliver the turnkey lifestyle today's buyers expect. The tiled roof is new, and most windows are impact-rated with hurricane shutters protecting the sliders, giving you true peace of mind year-round. The heart of this home is its spectacular courtyard pool area, where a beautiful waterfall feature spills into a freshly refinished pool, all enclosed by an elegant privacy wall that creates your own personal resort. Whether you are entertaining guests or simply unwinding at the end of the day, this outdoor living space is absolutely extraordinary. The detached mother-in-law suite or guest quarters features brand new luxury vinyl plank flooring and provides endless flexibility, whether for extended family, a rental income stream, or a private home office. A second detached outbuilding with a new roof adds even more utility and storage. The land itself is a showstopper. Fully fenced with high tensile and white vinyl fencing, and cleared pastures. Mature trees frame every view and give the property an undeniable natural beauty that is uniquely Pine Island. Located just minutes from Pineland Marina, world class fishing and boating are practically at your doorstep. This is island living at its finest and its purest.

13541 Stringfellow Road, Bokeelia
$899,000
3 Beds ⋅ 4 Baths ⋅ 2026021518 MLS
Tucked away in the gated Calusa Ridge Community in Bokeelia, this beautifully appointed 3-bedroom, 3.5-bath home offers just under 2,300 square feet of thoughtfully designed living space on a secluded one-acre lot surrounded by natural Florida beauty. Situated within an exquisite nature-preserve community at one of the island's highest elevations, this property offers privacy, tranquility, and a peaceful Old Florida setting. Built in 2013, the home features quality craftsmanship, tasteful finishes, and an open floor plan designed for comfortable living and entertaining. The spacious chef’s kitchen offers abundant workspace and storage and opens to multiple living and dining areas, including two separate living rooms. The split-bedroom layout provides added privacy for owners and guests alike. Wide doorways and spacious walk-in showers offer added accessibility and convenience. The indoor living spaces flow seamlessly to the screened lanai, where the gorgeous pool and hot tub overlook a beautiful natural landscape filled with tropical greenery and native wildlife. Enjoy quiet mornings listening to the birds from your private outdoor retreat. The pool area also includes a convenient half bath and outdoor shower, ideal for entertaining and outdoor living. Additional features include electric and manual hurricane shutters for added peace of mind and a clay tile roof replaced in 2023. Natural surroundings include a scenic lake with an illuminated fountain and a protected gopher tortoise preserve. This home is conveniently located near local restaurants, marinas, shopping, and all that Pine Island living has to offer. This exceptional property combines privacy, nature, comfort, and quality construction in one of Bokeelia’s most unique gated communities.

6109 Calusa Ridge Trail, Bokeelia
$239,000
1 Beds ⋅ 1 Baths ⋅ 2026019973 MLS
BACK ON THE MARKET- BUYER GOT COLD FEET! Welcome to your slice of true island living in beautiful Bokeelia. Nestled on a quiet street just minutes from Pineland Marina, this charming coastal cottage offers the laid-back lifestyle Southwest Florida is known for—where fishing days are long, sunsets are unforgettable, and life moves at just the right pace. This well-maintained home is built for both durability and peace of mind, featuring Hardie siding and a metal roof designed to withstand the elements. The outdoor spaces have been thoughtfully updated with new decking and rails, creating the perfect setting to relax, entertain, or simply take in the coastal breeze. Inside and out, this property reflects pride of ownership—and notably, the home has never flooded, offering added confidence for seasonal or full-time residents. Whether you're searching for a personal getaway, a full-time residence, or an income-producing property, this home checks all the boxes. With strong rental potential, proximity to world-class fishing, boating access nearby, and the natural beauty of Pine Island all around, the possibilities here are wide open. As one of the best-priced single-family homes currently available on the island, this is an exceptional opportunity for buyers looking to get into the market without compromising on location or lifestyle. Opportunities like this are rare in Bokeelia—and this one will not last long. If you’ve been dreaming of island life—morning coffee by the water, afternoons on the boat, and evenings watching the sky light up over the Gulf—this is your opportunity to make it a reality.

7322 Hibiscus Avenue, Bokeelia
$225,000
2 Beds ⋅ 2 Baths ⋅ 2026016275 MLS
Your Worry-Free Island Escape: Pristine Condo with Low Maintenance: The low monthly fee covers the heavy lifting of home ownership, providing pest control, insurance, and lawn care—allowing for a "lock and leave" lifestyle or just relaxing on Pine Island Time. Step into the heart of THE 'Island Center' with this exceptional condo near the Phillips Park, Tennis Courts, Library and Community Pool; as well as some of the Best Local Eats! Since Pine Island is long and spread out, being at "the Center" is a major perk and perfectly positioned for those who crave the "Old Florida" lifestyle while still being just minutes from local art galleries, fresh seafood markets, and the charming shops of Matlacha, and surrounding resort islands. Whether you're looking for a seasonal retreat, a high-potential rental, or a permanent slice of paradise, this unit offers the ultimate island home base. This condo's Flexible Layout features 2BR/2BA, attached garage, with plenty of natural light and coastal breezes under cathedral ceilings. The front dining room serves as a perfect "flex space" for a home office or den and with its Spacious & Bright flow through the kitchen and Florida Great Room; ceramic tile throughout. Enjoy peaceful front and backyard views, a screened-in lanai with views to a fenced-in, private backyard surrounded by shade trees and beautifully landscaped grounds that feel like a private sanctuary. This condo sounds like the quintessential "Old Florida" retreat, especially for someone who wants the perks of island living without the typical maintenance headaches; and with a quiet neighborhood setting, you'll have the perfect balance of convenience and tranquility while enjoying the best at an affordable price. Don't miss out on this incredible opportunity to live on an island in Paradise.

5520 Phillips Street, Bokeelia
$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
$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
$450,000
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
$875,000
3 Beds ⋅ 3 Baths ⋅ 2025024276 MLS
Situated in the serene heart of Bokeelia, this exquisite lakefront property offers a perfect blend of luxury and nature, where privacy meets beauty. Imagine waking up to a panoramic nature view, greeted by mature trees and a chorus of wildlife. Spend your mornings exploring nature walking paths, or enjoy bird watching by pristine lakes. Recently renovated with a new metal roof in 2022, this generously sized 3 Ensuite bedroom home boasts all impact windows and sliding doors, ensuring peace of mind and energy efficiency. An elevator provides effortless access throughout the home, while new fixtures and fans add a touch of modern elegance. The spacious kitchen shines with all stainless appliances, a Large breakfast bar, and an open concept to the living area, great for entertaining! The formal dining room doubles as a game room with a billard table that converts to a beautiful dining table! Step outside to a gorgeous pool adorned with pouring fountains, encased by a two-story reinforced screened enclosure, perfect for year-round enjoyment. It's plumbed for an outdoor kitchen, setting the stage for delightful gatherings. Snuggle by the cozy fireplace indoors or venture out to renowned local attractions such as the famous Tarpon Lodge Restaurant, Randall Research Center and the Calusa Indian Archeological Site. With proximity to marinas, shopping, and diverse dining venues, this property embraces both adventure and tranquil living, a true haven for those seeking a picturesque lifestyle.This property would be the perfect home for a large family or is currently being used as a second home and investment property with rentals in place!!

7507 Grande Pine Road, 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
$1,183,000
4 Beds ⋅ 4 Baths ⋅ 2025022878 MLS
***NO FLOOD ZONE l ZERO WATER INTRUSION EVER*** Discover a rare offering on Pine Island, an immaculate custom estate set on an expansive 1.2-acre homesite in Calusa Ridge, one of Bokeelia’s most sought-after nature-preserve communities. Elevated on a natural ridge in Flood Zone X (12 to 17 feet above sea level) this property offers both peace of mind and a stunning private setting overlooking a quiet preserve and lake. Inside, the home feels bright, open, and welcoming with soaring 10 to 12 foot ceilings, abundant natural light, illuminated alcoves for artwork, and luxurious finishes throughout. The main living area includes a formal dining room and a convenient half bath for guests. The spacious kitchen is designed for those who love to cook and gather; it offers solid wood cabinetry, granite counters, a large island with seating, double ovens, stainless steel appliances, and ample space for a dining table and has an adjoining sitting area. A Butler’s pantry with wet bar and pass-through, along with a large laundry room, complete the thoughtful layout. The home includes two impressive primary suites, each with direct access to the pool area. The main suite feels like a private retreat with an oversized walk-in closet, an additional linen closet, and a spa-inspired bath featuring a jetted stand-alone tub, a generous shower, dual vanities, and a separate WC. Two additional bedrooms each have their own private full bathrooms, offering comfort and convenience. A fourth bedroom works perfectly as an office or den and is located just across the hall from the half bathroom. A disappearing slider opens to more than 1,000 square feet of fully screened outdoor living space finished with 20/20 super screens and elegant pavers. The heated saltwater pool is ideal for lap swimming and features newer Pentair equipment and night lighting. The outdoor area also includes a full bathroom and a well-appointed kitchen with a JennAir grill, downdraft, bar seating, and a fridge, perfect for relaxed evenings overlooking the lake and its illuminated fountain. Built in 2014 and exceptionally cared for by its original owner, the home includes a long list of high quality upgrades. It features hurricane-rated windows and doors, a high-end concrete barrel tile roof that creates exceptional energy efficiency, and two new Carrier HVAC systems installed in 2025. The exterior was freshly painted in 2023 and septic tank was pumped in 2026. Underground utilities, a six-acre community lake with a gazebo, lush tropical landscaping, and a paver driveway add to the appeal. Calusa Ridge offers a quiet, naturally beautiful setting close to marinas, fishing, and waterfront dining. It is located just under two miles from the marina for easy boating access, and **golfers will appreciate that the reopening of the only golf course on Pine Island is just 3 miles away**. This home offers a stunning blend of quality, privacy, and thoughtful design. Your slice of paradise awaits.

6057 Calusa Ridge Trail, 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
$999,000
3 Beds ⋅ 3 Baths ⋅ 2025012745 MLS
Welcome to A Waterfront Paradise! Discover the ultimate Southwest Florida lifestyle in this beautiful waterfront home perfectly situated on a deep-water canal with direct Gulf access. With two private boat lifts and a community boat ramp, this property is a boater’s dream—just minutes away from world-class destinations including Boca Grande, Cayo Costa, and North Captiva. Enjoy resort-style living with your own heated pool overlooking the water, ideal for relaxing after a day on the water or entertaining family and friends. The home is built for both beauty and durability, featuring Hardie board siding and motorized roll-down hurricane shutters for peace of mind and low-maintenance living. The home sits in a welcoming neighborhood with a low HOA of only $600/year, offering incredible value and no rental restrictions. Whether you’re an avid fisherman, island-hopper, or simply looking for a peaceful waterfront retreat, 16295 Boyce Drive delivers the perfect balance of comfort, convenience, and coastal living.

16295 Boyce Drive, 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
$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
$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