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7257 Victory Road, Bokeelia
$439,000
2 Beds ⋅ 1 Baths ⋅ 2026023300 MLS
Welcome to your dream island retreat at 7257 Victory Rd in charming Bokeelia, FL! This beautifully remodeled 2-bedroom, 1-bathroom home is nestled in the serene enclave of Pineland, at the north end of Pine Island. Situated on a.42 acre lot, this home boasts modern upgrades including stainless steel appliances, tile floors, impact windows and doors, and a newer central A/C system. Enjoy peace of mind with updated electric panels and a durable metal roof. The spacious 24' x 38' garage with a newer shingle roof offers endless possibilities while the large screened porch invites you to unwind. Explore nearby marinas and boat ramps, or savor the delightful local dining. Perfect for nature lovers and boating enthusiasts! Don’t miss this gem! THIS. HOME HAS NOT FLOODED.

7257 Victory Road, Bokeelia
5330 Genesee Parkway, Bokeelia
$495,000
2 Beds ⋅ 2 Baths ⋅ 2026023618 MLS
DISCOVER AFFORDABLE GULF-ACCESS LIVING ON BEAUTIFUL PINE ISLAND Imagine ending each day with breathtaking island sunsets shimmering across the canal, tropical breezes drifting through your Florida room, and your boat waiting just steps from your back door. This Gulf-access waterfront retreat offers the laid-back coastal lifestyle so many dream about—without the premium price often associated with waterfront living. Inside, soaring ceilings and an open, light-filled floor plan create an inviting atmosphere that feels both spacious and relaxed. Large living areas flow effortlessly into the Florida room, where tranquil water views provide the perfect backdrop for morning coffee, evening cocktails, or simply enjoying the peaceful surroundings. For boating enthusiasts, the double-lift dock offers quick access to the Gulf of Mexico, placing world-class fishing, secluded beaches, waterfront dining, and Southwest Florida’s barrier islands within easy reach. The expansive backyard provides ample space to create the custom pool oasis you’ve always envisioned, while mature tropical landscaping and producing mango trees add privacy, beauty, and authentic island character. With just a few personal touches, this property has the potential to become an exceptional waterfront getaway, full-time residence, seasonal retreat, or investment opportunity. Located in a quiet waterfront community with access to a private neighborhood boat launch available through a low annual membership, you’ll enjoy the very best of Pine Island’s relaxed and natural lifestyle. Waterfront opportunities with this combination of Gulf access, outdoor space, and potential are becoming increasingly difficult to find. Schedule your private showing today and experience the island lifestyle for yourself.

5330 Genesee Parkway, Bokeelia
10545 Habitat Trail, 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
13541 Stringfellow Road, 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
6109 Calusa Ridge Trail, 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
16201 Porto Bello Street, Bokeelia
$695,000
3 Beds ⋅ 2 Baths ⋅ 2026020786 MLS
Welcome to your dream home in Bokeelia! Waterfront canal home with easy and fast access to Charlotte Harbor and the Gulf of Mexico. A boater and fishermans paradise. This stunning single family home boasts 3 bedrooms, 2 bathrooms, and a 2 car garage, making it the perfect oasis for you and your family. The interior features fresh new paint, granite counters, tile flooring, and an open concept layout with a large island and dining area, perfect for entertaining guests. The raised elevation ensures peace of mind, as this home has never flooded. Step outside to enjoy the newly painted exterior, newer AC, and a Generac generator with 3 250 lb propane tanks, providing added convenience and security. The outdoor space is equally as impressive, with a boat lift, large concrete dock area, and zero landscape with rock and mulch. A fenced area for pets adds to the appeal of this property, making it the perfect place to call home. Located in desirable Bokeelia at the north end of Pine Island, this home truly has it all. Don't miss out on the opportunity to make this your own slice of paradise - schedule a showing today!

16201 Porto Bello Street, Bokeelia
5389 Serenity Cove, Bokeelia
$675,000
3 Beds ⋅ 3 Baths ⋅ 2026018116 MLS
Welcome to this beautiful 3/2 completely updated costal home. The owners have added lots of extras since their purchase in 2024. All windows and sliders were upgraded to Impact Resistant. All appliances were replaced, washer, dryer, refrigerator, microwave and dishwasher. All bathrooms were renovated with new shower, tub, vanity, sink and fixtures. The vinyl siding was replaced with a stucco finish to update the exterior look. The entire house inside and out, including the shed for storage was painted. The upstairs balcony is now screened in for year round enjoyment. All boat and home decking is composite and a boat lift cover was added. A new septic and drain field was completed. The owners redid the landscaping and planted over 15 fruit trees. (the list is in the addendums) New roof installed in 2023. A/C was replaced 2022. Extended driveway with room for lots of cars, boat trailers or RV. Direct gulf access, over 70 feet of wide canal frontage, and an existing dock with a boat lift (boat lift capacity 10k with 12.6 beam. There are pilings in place to add a second boat lift. Come see this updated beauty. Whether used for weekend getaways and rentals or a relaxing year round island lifestyle, this home has it all. Pine Island, Bokeelia and St James City are the best places for boating, fishing, beaching and shelling.

5389 Serenity Cove, Bokeelia
16649 Bocilla Palms Drive Unit 29, Bokeelia
$449,000
2 Beds ⋅ 3 Baths ⋅ 2026016207 MLS
Stunning Waterfront End-Unit Condo with Direct Gulf Access in tropical Bocilla Island Club – Sunsets & Boating Paradise; Discover this beautifully updated 2-bedroom, 2-bath waterfront retreat perfectly positioned for breathtaking western exposure and legendary Florida sunsets. Nestled along the water with quick, easy access to the Gulf of America, this condo offers the ultimate coastal lifestyle for boaters, anglers, nature and sunset lovers alike. Step inside to a bright, open living space featuring brand-new floors that flow throughout the home, creating a fresh, modern feel. New quartz countertops in the kitchen making it ideal for entertaining while overlooking the water. The spacious bedrooms provide comfortable retreats, with the primary suite offering peaceful water views to wake up to each morning. Outside, the highlight is your private boat dock, ready for your vessel and providing immediate access to the Gulf of America. Whether you’re cruising at sunrise or returning for a golden sunset from your own dock, every day feels like a vacation. This turnkey waterfront gem combines modern upgrades with unbeatable location and lifestyle—perfect for those seeking relaxation, recreation, and resort-style living on Florida’s SWFL coast. Don’t miss your chance to own this slice of paradise! Ideal for families, retirees, or anyone dreaming of coastal living with effortless boating access. Community amenities include two swimming pools, two clubhouses, a gazebo, lush tropical landscaping, marinas, on-site ship store with fuel and a 400 foot fishing pier located on Charlotte Harbor. This community provides a tropical oasis lifestyle.

16649 Bocilla Palms Drive Unit 29, Bokeelia
7815 Bocilla Lane, Bokeelia
$499,000
2 Beds ⋅ 2 Baths ⋅ 2026013946 MLS
Well-maintained and beautifully updated island bungalow located on the desirable north tip of Pine Island. This charming canal-front home features 2 bedrooms and 2 full bathrooms, offering both comfort and coastal appeal. The property had new roof installed in 2025, equipped with hurricane-impact windows and doors, along with new tile flooring throughout. New garage door and opener installed in 2026. The bright, open kitchen creates an inviting space for cooking and entertaining. A south-facing screened porch provides the perfect spot to relax and enjoy the island breeze year-round. Additional conveniences include a washer and dryer located in the garage on a separate septic system. The home sustained minimal impact from Hurricane Ian—limited to porch screens—with no flooding or water intrusion. Also minimal water intrusion from Helene and Milton. Being sold partially furnished, this move-in-ready home is ideal as a full-time residence, vacation getaway, or investment opportunity.

7815 Bocilla Lane, Bokeelia
11693 OAKLAND Drive, 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
5935 Sea Bass Road, Bokeelia
$249,900
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
5301 Blue Crab Circle Unit 4, 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
7867 Raymary Street, 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
5391 Blue Crab Circle Unit 5, 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
15925 Quail Trail, 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
7431 Barrancas Avenue, 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
16210 Antigua Way, Bokeelia
$489,000
2 Beds ⋅ 1 Baths ⋅ 225026069 MLS
Welcome to 16210 Antigua Way, Bokeelia, FL 33922, where affordable waterfront living meets ultimate convenience. This charming 2-bedroom, 1-bathroom home is perfectly positioned on a quiet dead-end street, offering direct sailboat access to the Gulf—no bridges to navigate! Enjoy a short boat ride to Charlotte Harbor, Boca Grande Pass, and breathtaking outer island beaches. Start your mornings with stunning sunrises from a large screened porch. Additional features include an 8,000-pound boat lift, covered parking, ample storage, and a spacious workshop. This is coastal living at its finest—don’t miss out! The lot next to this home is for sale 16220 Antigua Way mls# 2025009263

16210 Antigua Way, Bokeelia