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$439,900
3 Beds 2 Baths 2026031193 MLS
Rarely does a property like this become available in Bokeelia's highly sought-after Fish Streets! Set on an impressive 0.88-acre homesite—nearly four times the size of a typical neighborhood lot—this exceptional property offers the privacy, space, and flexibility that are becoming increasingly rare on Pine Island. This well-maintained home features 4 bedrooms (or 3 bedrooms plus a den/home office) and 2 bathrooms, with a spacious, functional layout designed for comfortable everyday living. Accessibility has been thoughtfully incorporated, with wheelchair access throughout the main living areas and the primary bathroom, making the home suitable for a variety of lifestyles and abilities. Major improvements provide peace of mind, including a new roof (2023), new kitchen appliances (2023/2024), and a new water heater (2022). Original terrazzo floors extend throughout much of the home, offering the opportunity to restore a timeless Florida design element that perfectly complements the island lifestyle. Step outside and experience what truly sets this property apart. The oversized homesite offers endless possibilities, with ample space for a custom pool, a detached garage, a workshop, RV and boat storage, additional outbuildings, or lush tropical gardens. Mature, fruit-producing mango trees enhance the landscape, creating your own private island retreat. Best of all, there's no HOA, giving you the freedom to enjoy and improve your property without restrictive rules or fees. Large residential parcels of this size are increasingly difficult to find, making this property not only a wonderful place to call home but also an outstanding long-term investment with exceptional land value and appreciation potential. Conveniently located just minutes from marinas, public boat ramps, world-class fishing, waterfront restaurants, parks, and Pine Island's renowned natural beauty, this property offers the best of Southwest Florida living. Whether you're looking for a full-time residence, a seasonal escape, or an investment opportunity, this one-of-a-kind property delivers the space, privacy, and lifestyle today's buyers are seeking. Don't miss your opportunity to own one of the largest and most desirable home sites in the Fish Streets!

5791 Porpoise Road, Bokeelia

$799,000
3 Beds 3 Baths 226026155 MLS
Welcome to your private Pine Island retreat, in the sought-after Alden Pines community. A boater's dream, less than a mile to the gulf. This beautifully maintained 3-bedroom + den, 3-bath residence offers 2,619 square feet of thoughtfully designed living space on an oversized 0.34-acre lakefront homesite. The open great room floor plan features soaring vaulted ceilings and expansive pocketing sliders that seamlessly blend indoor and outdoor living. Just moments from the famous Boca Grande Pass and its unrivaled fishing waters is the Safe Harbor Pineland Marina, your ‘Gateway to the Islands.’ Store your boat close to abundant fishing grounds. The spacious owner’s suite is a true sanctuary with dual walk-in closets, direct lanai access, and a renovated luxury spa-inspired bath. A split-bedroom layout provides privacy for guests, while the den offers the perfect space for a home office or flex room. Step outside to your screened lanai with a heated pool overlooking tranquil lake views and spectacular Florida sunsets. Mature tropical landscaping and fruit trees create a peaceful island setting ideal for entertaining or relaxing. Pick your own fresh mango, limes & avocado! Additional highlights include a floor to ceiling stone fire-place, spacious 3-car garage, new metal roof, hurricane shades, laundry room, ample storage, and a beautifully appointed kitchen with breakfast bar and quality appliances. Located less than a mile from Gulf waters and just minutes from the restaurants, marinas, fishing, boating, and live entertainment of Matlacha and Pine Island, this home offers the perfect balance of quiet island living and outdoor adventure. Whether you’re looking for a full-time residence, seasonal getaway, AirBNB, or investment opportunity, this exceptional property delivers the best of Southwest Florida’s relaxed waterfront lifestyle.

7791 Grande Pine Road, Bokeelia

$359,000
2 Beds 2 Baths 2026030550 MLS
New Improved Price! Welcome home to this beautifully maintained 1/2-acre property tucked away in a quiet area of Bokeelia on Pine Island. This budget friendly home has fully paid off solar panels that keep the electric bill under $30.00! 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. 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

$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

$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

$689,000
4 Beds 2 Baths 2026015922 MLS
HUGH PRICE REDUCTION!! 4 bedroom/2 bath pool home! Live in the "country" and enjoy a spacious 2,200+ sq foot home. Actually the property is only 1 mile north of the "4-way stop"! Making the drive off and on the island a quick one! And you will be close to boat ramps, the island stores and restaurants. This large, comfortable home has a wonderful screened lanai that is directly off the heated pool, deck and hot tub. It has a split bedroom concept with 3 bedrooms, & 1 bath on the north side of the home and the large master ensuite is on the south side of the home. INCLUDED is an approximate 1/2 acre cleared-groomed, vacant lot being sold with the home. 5952 Porpoise Rd. PID#16-44-22-01-00000.0710-making this property approximately 1 acre! The complete property encompasses Porpoise Rd & Marlin Rd and is completely fenced! The bonus is a Climate-Controlled 1200sq' metal RV/storage building complete with 3- 14' high rollup doors. Property is NOT located in a flood zone. No flood insurance is required!

12341 Marlin Road, 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

$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

$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

$1,100,000
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