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7377 Pineland RD, Bokeelia
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 2025017377 MLS
Welcome to your slice of paradise, this one-of-a-kind custom hand-built "Keys" home sits on approximately 25 +/- acres of tropical landscape, surrounded by lush fruit trees, towering Royal and Coconut palms, and abundant wildlife. If you’ve been dreaming of a private island retreat with direct Gulf access, this is it. A private boardwalk winds through the natural landscape, leading you to your direct gulf access dock, making this an ideal home for boaters and nature lovers. Inside, the home has been remodeled to blend modern comfort with island charm. The beautifully updated kitchen is both stylish and functional, featuring soft-close cabinets and drawers, a farmhouse sink, leathered granite countertops, a wine cooler, and all-new high-end appliances, including a gas stove! A beautiful marble fireplace anchors the living space, offering the perfect spot to relax and take in the breathtaking views of the surrounding nature and ocean. A private elevator takes you to a fully equipped mother-in-law suite with its bathroom, full kitchen hookups, a private porch, and a separate entrance—ideal for guests, family, or even rental potential. Step outside to your own custom resort-style saltwater pool that is both heated and cooled and designed with natural boulders and palm trees sourced directly from the property. This home also features a NEW metal roof, a NEW AC system, and full metal accordion shutters. Even more impressive, the home has never flooded and comes with an assumable flood insurance policy for just $800 per year. This move-in-ready home also includes a full-house generator. Whether you’re looking for a full-time residence, a vacation getaway, or an investment opportunity, this home offers a lifestyle unlike any other. Don’t miss your chance to own a truly unique property on Pine Island. Schedule your private tour today. The sale includes additional parcels: 7221,7231 Pineland Road, Parcel ID'S: 07-44-22-00-00023.0110, 07-44-22-00-0023.0050.

7377 Pineland RD, Bokeelia
8550 Ebbtide WAY, Bokeelia
$1,324,500
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
15791 Quail TRL, Bokeelia
$1,199,000
3 Beds ⋅ 3.5 Baths ⋅ 225018869 MLS
This luxurious home has a completely PAID OFF SOLAR PANEL system with emergency battery back-up that automatically kicks in if the power goes out...currently keeps the electric bill around $53 per month! NO HOA for this neighborhood and this home has NEVER flooded!!! This property is rated AG-2 which allows Crop Production, Livestock Farming, Dairy Farming, Farm-Related Structures, Forestry, and Farm Retail. Already about a dozen fruit trees...including mango, lemon, and passion fruit, a pineapple garden, and coconut palms. This property also has a 2400 sq ft man's dream garage with 16' ceilings, 1/2 bath, and A/C on 11+ acres. The 2516 sq ft. residence features 3 spacious bedrooms, a den, 2 baths, and a saltwater heated pool/whirlpool with a tiki hut. The property is equipped with IMPACT-RESISTANCE WINDOWS AND DOORS, and Whole Home Water Filtration System. The heart of the home is a large kitchen made with bamboo wood adorned with granite countertops. The master suite has a wet bar and large sliding doors leading to the back lanai. Nature lovers will appreciate the nearby bald eagle nest perched in a pine tree, the resident tortoise wandering the grounds, the heart-shaped butterfly garden, and the tiki hut by the pond. An outdoor kitchen by the pool enhances the entertaining experience, while RV and boat storage, a brand-new metal roof, and a newly fenced and gated entrance lined with Royal Palm and crushed shells complete this idyllic retreat. This home is close to the wonderful gulf waters for the great fishing and boating lifestyle people seek out in Pine Island. This is one of a kind...come see this today

15791 Quail TRL, Bokeelia
7940 Lobean LN, Bokeelia
$780,000
4 Beds ⋅ 3 Baths ⋅ 225033377 MLS
Nestled in the tranquil fishing community of Bokeelia on Pine Island, Florida, this home offers a private retreat with close proximity to local amenities. This 3 story, pool home is located at the end of a quiet road, has a private gate to access almost 1/2 an acre of waterfront property! Downstairs you will find the entry way which leads you to an air conditioned room, that would make an excellent tackle room, along with 1 bedroom and 1 bathroom. The 2nd floor has a nice open living space with a cozy fireplace and functional kitchen with ample space. You will find a wrap around, screened in porch overlooking the mangroves AND a small outdoor elevator. The 2nd and 3rd bedroom, along with a bathroom are on the 2nd floor as well. The 3rd floor has an extremely large master suite, surrounded by wall-to-wall windows. The in ground, heated pool, can be enjoyed all year long. Best of all- this property is located on a deep water, Gulf Access canal, with TWO boat lifts, composite deck and an additional set of davits. You are just minutes away from Boca Grande, Cayo Costa, Cabbage Key and North Captiva. Time to start living the island life!

7940 Lobean LN, Bokeelia
2291 Palm AVE, St. James City
$700,000
3 Beds ⋅ 2 Baths ⋅ 2025019210 MLS
NEW METAL ROOF APRIL 2026 Spectacular canalfront living awaits in this fully furnished 3-bedroom, 2-bathroom pool home—ready to enjoy immediately or continue as a successful Airbnb/VRBO. Situated on the highly desirable Monroe Canal, one of Saint James City's widest and deepest waterways, this property is a true boater's paradise. Boating enthusiasts will enjoy the utmost in maritime convenience with unobstructed, deep-water access that accommodates sailboats and motorboats with no height or depth restrictions. From your dock, you have quick, direct access to San Carlos Bay, Pine Island Sound, the Gulf of Mexico, and world-class destinations like Sanibel, Captiva, Ft. Myers Beach, and Cayo Costa! With no HOA and stunning views from every window, this home is bright, airy, and designed for comfort, convenience, and entertaining. The main living area features a spacious combined living and dining space, perfect for gatherings. The kitchen includes a gas stove top on the island with hood, all new appliances, and ample storage, including loft storage in the guest room and cedar-lined window seat storage. The primary suite is a private retreat with balcony access, an ensuite bathroom with tub/shower combo, and access to an enormous attic with a finished floor, 10-foot ceilings, ventilation, and walk-around space. One guest bedroom has private access to the pool and deck, while the other shares the full guest bathroom, recently updated with a new vanity. The ground floor is fully enclosed and air-conditioned, renovated with waterproof PVC wall panels, and plumbing is already installed to add an additional bathroom if desired. Outdoor living is exceptional, with a two-story deck, heated saltwater pool (renovated 2023 with new heater and saltwater system), fenced for safety, and privacy enhanced by mature landscaping. The waterside beckons you to unwind by the pool or head down to the dock, where playful dolphins are frequent visitors. Relax on your lanai, listen to the rolling tarpon, and enjoy bird watching right from your backyard. The 10,000-lb boat lift has a new motor, and the dock offers water, electric, and new decking. The outdoor AC unit is elevated to the first floor to remain unaffected by hurricanes. The septic tank was pumped in 2023. Located just yards from the marina, the home offers easy pedestrian access to waterfront restaurants and the local fish market. The St. James community allows golf carts on the roads and hosts lively events such as boat parades, family weekends, and live music. Just minutes to open water and a ½-hour boat ride to Sanibel, this custom-built 1998 home with impact-resistant doors and windows perfectly blends indoor/outdoor living, waterfront amenities, and the Florida lifestyle—ideal as a full-time residence, vacation retreat, or income-producing Airbnb/VRBO.

2291 Palm AVE, St. James City
12290 Cristi WAY, Bokeelia
$700,000
3 Beds ⋅ 2 Baths ⋅ 2025014827 MLS
Florida Living at Its Finest – Island Life Meets Income Potential! Tropical Fruit Orchard -- 3.9 acres oasis Discover your own private paradise just minutes from the charming fishing village of Matlacha, where island life and agricultural opportunity unite. This 3.9-acre agricultural property features over 225 mature, exotic, and income-producing fruit trees, including rare varieties of Thai mangoes, starfruit, sugar apple, sapodilla, longan, june plum, milk fruit, avocado, and papaya. The 3-bedroom, 2-bathroom pool home is move-in ready and perfect for year-round living or a seasonal retreat. A whole-house generator and security system provide peace of mind, while the screened lanai and sparkling pool offer a perfect place to relax after a day working the land or exploring the local waters. Additional features include: A detached 3-car garage/workshop – ideal for farm equipment, storage, or your RV (with RV hookup ready!); the land consists of 3 separate parcels, offering flexibility to keep as-is or potentially split or develop; agricultural equipment that makes property management a breeze – including a Kubota tractor, 200-gallon sprayer, golf carts, and more. Whether you’re looking for a lifestyle change, an agri-investment, or simply your own slice of Florida paradise, this unique property is a must-see. Don’t miss this rare opportunity – schedule your private showing today!

12290 Cristi WAY, Bokeelia
12241 Harry ST, Bokeelia
$685,000
3 Beds ⋅ 3 Baths ⋅ 2025005570 MLS
Strength Meets Sanctuary – Built to endure, this Pine Island retreat has proven its resilience, standing strong through Ian, Milton, and Helene. Offering peace of mind with high-and-dry elevation and hurricane-rated windows and sliders. Step into your own slice of paradise with this Gulf-access property, perfect for nature lovers and fishing enthusiasts alike. Nestled along one of Pine Island’s most private canals, it features a boat launch and dock, granting seamless access to world-class fishing, boating, and a quick 10-minute ride to open waters. Set on more than an acre of lush, landscaped grounds framed by stately palms, the setting is as peaceful as it is picturesque. Inside, an open floor plan flows effortlessly across 3 bedrooms, 3 full baths, and a 2-car garage. Two master suites, including one with a private study, offer comfort and flexibility for family or guests. Outdoor living takes center stage with a screened porch overlooking the mangrove canal, a perfect spot to enjoy serene water views and island breezes. Whether you’re drawn by the boating lifestyle, the tranquility of nature, or the confidence of storm-tested construction, this home offers the best of Pine Island living.

12241 Harry ST, Bokeelia
6831 Tropical LN, Bokeelia
$600,000
2 Beds ⋅ 1.5 Baths ⋅ 225033246 MLS
Private Tropical Estate with Cottage and Studio Workshop on 10 Acres. Step into a world of tranquility and beauty with this incredible 10-acre property, a true private retreat offering luxury, income potential, security and breathtaking natural surroundings. Located amid Palm Groves and Mango Groves on the northeast corner of the island. This property can be a perfect off-grid situation with a major solar power system with ample battery backup to keep the lights and refrigerator on for days. Water storage tanks and RO water filtration in main house and cottage. New A/C Systems in all buildings. Metal roofing on all buildings. The main home is perfect for relaxation and entertaining. Cozy screened porch overlooks the pond, bridge, waterfall and the lush tropical vegetation. Large lower-level screen room featuring a screened, heated salt pool with hot-tub. Also, an additional screened greenhouse for plants, flowers, veggies. At the heart of the property lies a picturesque pond, complete with a waterfall and a charming bridge leading to a small central island—a perfect spot for peaceful reflection or a unique entertaining space. The entire property is fully fenced, gated and secured, with a smaller fenced area at the main house for your dogs. For added value, a charming rental cottage offers a source of income or cozy accommodations for guests. Other practical amenities include a workshop building that can serve as a barn, studio or family business use. Three-car carport, and two storage sheds. The land is dotted with over 12 mango trees, adding a lush, tropical touch to your surroundings. Located on a road with no through traffic, this estate offers unparalleled privacy and serenity. The cottage income has paid all of current owners overhead for years. Excellent Biking Area with a bike path that stretches the entire island. Close to marinas and restaurants. Fresh farm eggs and veggies can be purchased locally. Whether you’re seeking a peaceful escape, a working property, a family secured compound or a smart investment, this stunning estate delivers on every level. This property could be split. Schedule your private tour today! Owner is a Florida Real Estate Broker and has lived there for 15 years. Possible owner finance with 1/3 down.

6831 Tropical LN, Bokeelia
2311 Sycamore ST, St. James City
$500,000
3 Beds ⋅ 2 Baths ⋅ 2026040191 MLS
Experience the ultimate Florida waterfront lifestyle in this beautiful, well maintained 3-bedroom, 2-bathroom, 2-car garage home located on the highly desirable Pine Island. No flooding here and only one owner! Built for water recreation enthusiasts, this property offers direct Gulf access with no bridges, making it a true boater’s paradise. Stepping inside, you are greeted by a neutral color palette that provides a perfect canvas for your creative interior ideas. This home features nice-sized, spacious rooms adorned with durable tile flooring throughout and upgraded laminate plank flooring in the bedrooms. The kitchen is a chef's delight, boasting ample cabinets, countertop space and a large breakfast island that serves as the perfect hub for morning coffee or casual entertaining. Through the triple sliding glass doors, the living area opens seamlessly to a comfortable lanai overlooking the wide gulf-access canal. Step down to your private captain’s walk, complete with a boat lift, ready to launch your next saltwater adventure. This home also offers peace of mind with numerous high-value updates, including Laminate flooring (2024), New roof (2022), New hot water heater (2022), Re-enforced seawall (2021), AC system (2019) and new electric panel. Don’t miss this rare opportunity to own a piece of Pine Island paradise where your boat is docked right in your backyard! All information deemed reliable but not guaranteed. Buyers to do due diligence.

2311 Sycamore ST, St. James City
12242 Eagles Nest DR, Bokeelia
$497,500
2026020078 MLS
SELLER FINANCING AVAILABLE!!! Your shortcut to island living starts here. Welcome to your private slice of paradise on Pine Island. Set on 2.5 acres, this property is already prepped and packed with opportunity the clearing and elevation is done, so you can skip the heavy lifting and jump straight into bringing your vision to life. Tucked away at the very end of a quiet dirt road, this peaceful setting is surrounded by other large parcels, offering both privacy and room to grow. A serene salt water pond borders the west side, adding a natural focal point and tranquil views. Zoned agricultural, this land is incredibly versatile design your dream homestead, start that boutique farm or nursery, or create a private retreat complete with a custom home, pool, and barn. With approximately 200 palm trees already on the ground included in the sale (standing palms do not convey), you’ve got a head start on landscaping or business potential. What truly sets this property apart are two brand-new wooden covered structures beautifully built and perfect for hosting gatherings, parties, family reunions, or even creating a unique event space. Whether you're entertaining under the island breeze or planning something bigger, the setup is already here. Utilities are already in place, with electric on site and a well. fed irrigation system covering the entire property ideal for maintaining lush greenery year round. Life on Pine Island is all about slowing down and soaking it in. Known for its laid-back charm, the island offers scenic bike paths, a local K–5 school, fresh-caught seafood, and endless kayaking opportunities. Surrounded by Gulf waters, you’ll also have access to some of the best shallow water fishing in the world. Whether you're looking to build, invest, or create something truly unique this property delivers the space, setting, and flexibility to make it happen.

12242 Eagles Nest DR, Bokeelia
5228 Stringfellow RD, St. James City
$490,000
3 Beds ⋅ 2 Baths ⋅ 2026040187 MLS
An opportunity like this rarely becomes available on Pine Island! Nearly 5.5 acres of mostly cleared, usable land with AG zoning, public water, a private well, irrigation, gated entry, and an existing 3-bedroom, 2-bath home offer a unique opportunity for anyone seeking space, flexibility, and the freedom to pursue an agricultural or homestead lifestyle. Set along Stringfellow Road, this property offers the kind of acreage that is increasingly difficult to find on Pine Island. The land has previously been used for agriculture and includes irrigation that can support the property’s potential nursery or mango operation. Whether your vision is an island homestead, agricultural venture, nursery, growing operation, hobby farm, or simply owning a substantial piece of Pine Island with room to spread out, this property deserves a serious look. The existing home provides a comfortable base while you develop the property around your vision. Recent improvements include a newer HVAC system, impact windows and front door, and luxury vinyl flooring, providing a solid foundation for immediate occupancy or future updates. Soak in the pool after a day of farm work or after coming in off the boat, with a catch of local favorites: Snook, Redfish, and Grouper. The barn also adds value, with a structure already in place to work from or store all the toys you could want on an island farm with quick access to Pine Island Sound. The zoning and potential agricultural exemptions add another important layer of value and flexibility. The gated entrance just off the main road provides privacy while the expansive acreage gives you something increasingly rare in Southwest Florida: room to breathe, room to work, and room to create. And then there is the Pine Island lifestyle. Spend your mornings tending the property, growing your own produce, working with plants, or simply enjoying the privacy of your own acreage. When the day's work is done, you're minutes from Pine Island's legendary boating, fishing, waterfront restaurants, marinas, and the laid-back Old Florida lifestyle that makes this island so special. If you've been looking for a property where you can live, work, grow, and build your own Pine Island vision, you need to see this in person. Properties with this combination of acreage, zoning, infrastructure, and location are truly once-in-a-lifetime.

5228 Stringfellow RD, St. James City
7655 Myrsine CIR, Bokeelia
$475,000
3 Beds ⋅ 3 Baths ⋅ 226014250 MLS
Welcome to this beautifully maintained and move-in-ready home that perfectly blends comfort, style, and convenience. Nestled in the private community of Isle of Pines, this property offers an inviting open-concept layout filled with natural light, ideal for both everyday living and entertaining. The spacious kitchen features modern appliances, a gas stove, ample cabinetry, two pantries and a generous island that flows seamlessly into the living and dining areas. The oversized primary suite provides a relaxing retreat with a well-appointed en-suite complete with soaking tub, a large tiled shower, his and hers walk-in closets and sliding doors to a private lanai. Two additional bedrooms are perfect for guests, each with their own en suite and large closets. Step outside to enjoy the heated pool and private clubhouse with pool table, and a bonus guest apartment for overflow company. This community has a private waste water system, so you’ll never have to worry about a septic. With thoughtful upgrades throughout, and pride of ownership evident in every detail, this home truly stands out. Walk to nearby Pineland Marina and Alden Pines Golf Course, or enjoy a five star dinner at the world renowned Tarpon Lodge, right in your back yard! A brand new outdoor lift and maintenance free landscaping complete this beautiful property .This home sustained no damage or flooding from any of the recent storms. Don’t miss your opportunity to make this exceptional island home your own—schedule your showing today! Motivated Seller!! New asking price Now $524500

7655 Myrsine CIR, Bokeelia
6286 Fuller DR, Bokeelia
$459,999
3 Beds ⋅ 3 Baths ⋅ 2025018934 MLS
Brand new construction in beautiful Bokeelia! This stunning 3 bed, 3 bath home sits on half an acre and offers just under 1,600 sq ft of modern living. Featuring all tile flooring, quartz countertops, impact windows & doors, and a sleek open-concept layout with designer touches throughout. Enjoy outdoor living at its finest with a lanai and full summer kitchen complete with grill, sink, and beverage fridge. Surrounded by lush palms and nature, yet minutes from marinas, dining, and beaches, this home perfectly blends luxury and island tranquility. Don’t miss your chance to own a brand-new home in one of Pine Island’s most peaceful locations

6286 Fuller DR, Bokeelia
2351 Oleander ST, St. James City
$441,000
3 Beds ⋅ 2 Baths ⋅ 2025010667 MLS
Stunning, turn key and stunning is the best way to describe this beautiful home on the Gulf. Located on a 96' wide canal that can get you to the gulf within minutes. Home is offered fully furnished. Everything about this home has been remodeled and made perfect with modern shaker cabinets, luxury tile work and a spacious living area. 3 bedrooms offer plenty of space for overnight guests complete with black out shades for a restful sleep. Complete with 2 bathrooms offering natural light with modern elegance. Like the outdoors? Step outside to the screened lanai and enjoy hours of quiet time watching the passing boats while soaking in your own private hot tub. Home comes complete with a new roof in 2022, new seawall, and dock. New boathouse and jet ski lift with canopy are ready for you to enjoy! All doors and windows are hurricane impact as well as completed with doorway flood barriers at each entry point. Ask your agent for more information on all of the homes features and set up your private viewing today and start making new memories on sunset decks tomorrow!

2351 Oleander ST, St. James City
10464 Betsy PKWY, St. James City
$415,000
4 Beds ⋅ 2.5 Baths ⋅ 2025001113 MLS
SELLER FINANCING POSSIBILITY! An Exclusive and Rare Opportunity now available in beautiful Saint James City! Properties like this one don't come on the market often. The seller has owned the home since 1993, and it has never flooded. Discover this charming completely renovated exterior and interior in 2023, 4-bedroom, 2.5-bath cottage-style bungalow; including a 400 sq ft screened-in room on a total of 1.8 unrestricted acres in the heart of the town. Both the house and the screened-in room have a newer roof. The property is on city water. Big Bonus: There is a 400 sq feet metal shed (it has electricity) providing convenient storage for your vehicles and belongings. The land has a private well with a brand new pump that comes with 5 years warranty. The well casing goes down 160 feet, the pump itself is at 60 feet deep. The actual well water level is at about 3-5 feet from ground surface producing plenty of water. The 12-zone sprinkler system, is supporting over 100 mature tropical fruit trees like Papayas, Lychee, Longan, Bananas, Lime, different varieties of Mangoes, etc. Enjoy peaceful living with closely located restaurants, shops, grocery stores, and churches. Publix is less than 5 min away. Saint James City offers easy access to some of Southwest Florida's most beautiful waterfront destinations. Don’t miss this gem, a rare in-town retreat. Come and see it before it is too late!

10464 Betsy PKWY, St. James City
3932 Phoenix DR, St. James City
$300,000
2 Beds ⋅ 2 Baths ⋅ 2026012849 MLS
Welcome to your island getaway located in Saint James. This home is perfectly designed for the ultimate waterfront enthusiast. Situated on an oversized direct Gulf access lot, this property offers ample dock space for multiple boats and includes a covered 10,000 lb boat lift. Inside, you’ll find a well-appointed layout featuring 2 bedrooms, 2 bathrooms, and a spacious 2 car garage. Recent upgrades provide peace of mind and modern comfort, including a new AC (2024), water heater (2025), and kitchen appliances (2023). Luxury vinyl plank flooring was installed throughout in 2023, adding both style and durability, while hurricane shutters added in 2024 enhance storm protection. A partially fenced yard offers the perfect space for pets to roam, completing this move-in-ready coastal retreat.

3932 Phoenix DR, St. James City
15869 Missouri ST, Bokeelia
$300,000
2 Beds ⋅ 2 Baths ⋅ 226011517 MLS
This charming 2-bedroom, 2-bathroom home is the perfect island getaway, offering a beautiful and comfortable space both inside and out. The interior features high cathedral ceilings that create an open, airy feel throughout the main living areas. You will love cooking in the modern kitchen, which comes complete with granite countertops, stainless steel appliances, and a convenient center island. The home is also move-in ready with important updates like a newer roof and a brand new tankless hot water heater. The outside of the property is just as inviting, sitting on a large, fenced-in lot that is perfect for enjoying the Florida sun. If you have a boat or an RV, there is plenty of extra parking space available on the property. Best of all, you are only steps away from the community boat ramp, giving you instant access to the incredible fishing and boating waters of Charlotte Harbor. Whether you are looking for a full-time residence or a peaceful vacation spot, this home is a beautiful find in a great location.

15869 Missouri ST, Bokeelia
5841 Sabal AVE, St. James City
$299,000
2 Beds ⋅ 2 Baths ⋅ 2026016776 MLS
Welcome to your perfect slice of island living! This beautifully updated 2-bedroom, 2-bath cottage on Pine Island offers everything you need, whether you’re searching for a relaxing getaway or your forever home. This home has been completely renovated with hurricane hardening in mind, featuring a durable metal roof and a strong track record through recent storms with minimal impact. Step inside and enjoy a comfortable, move-in-ready space designed for easy coastal living. Relax and unwind on the large screened porch, perfect for enjoying those island breezes, or take advantage of the oversized storage area and bonus room, ideal for a workshop, hobby space, or easily converted into additional living space. What truly sets this property apart? Opportunity. The sale includes the adjacent 75x150 parcel, giving you room to expand, build a second home, store your boat and toys, or even run a small business. The possibilities here are endless. And for the boating lifestyle? It doesn’t get easier than this is a community boat ramp sits directly across the street, offering quick and convenient access to the water with no fees. All of this is tucked away in the laid-back charm of Pine Island, yet just 30 minutes to Cape Coral and Fort Myers, giving you the perfect balance of island tranquility and city convenience. If you’ve been dreaming of space, flexibility, and true Southwest Florida living....this is it

5841 Sabal AVE, St. James City
13300 Morningstar LN, Bokeelia
$280,000
2026037142 MLS
This horseperson's dream property is a perfect getaway in paradise on Pine Island, close to fishing, boat ramps, and restaurants and bars. 2.56+ or - acres with stellar improvements. Property has well water, city water, and electric. There is a large gravel pad for RV's with hook ups, two shipping containers, (45 ft and 20 ft) with electric and lights for feed, hay, tack, and equipment storage. Two pole barns, one with two 10 x 10 stalls and one with two 12 x 12 stalls and custom swing gates. Both pole barns are elevated and matted. Property is fenced with no climb and electro braid top line to keep critters out and horses in. 16 ft entry gates, newer well pump, and the east fence line was replaced in 2025. Quiet and peaceful on a dead end road, safe and functional. Very well maintained. This property is located on the highest elevation on the island and did not flood during the past 3 storms. Zoning is AG-2 and a single family residence is allowed.

13300 Morningstar LN, Bokeelia
7499 Cares Away Park CIR, Bokeelia
$260,000
2 Beds ⋅ 1 Baths ⋅ 226004337 MLS
Brilliantly Bokeelia. Step back in time in this whimsical 1960s cottage located just minutes from the public boat ramp. This vibrant home showcases timeless terrazzo flooring, a beautifully updated kitchen and bathroom, ample outdoor living space, and a convenient one-car garage complete with laundry. Whether you’re searching for a cozy personal retreat, a memorable family getaway to enjoy fishing in both back and deep waters, or a promising opportunity for passive income as a rental or boat storage, this charming cottage checks every box. Bokeelia is experiencing a lively resurgence, restaurants, parks, playgrounds, and boat ramps are open, and the area buzzes with a blend of new energy and classic charm. From striking new builds to classic trips out to Cabbage Key, come experience what locals cherish and escape the daily grind to embrace Island Time.

7499 Cares Away Park CIR, Bokeelia
16075 Quail TRL, Bokeelia
$255,000
2 Beds ⋅ 2 Baths ⋅ 225068703 MLS
This home has been completely redone and is already a successful Airbnb, bringing in a steady income. It’s located super close to the very tip of Bokeelia, so you’re just minutes away from boat ramps and great local restaurants like the Lazy Flamingo. The house itself is a perfect getaway retreat. It has two bedrooms, two bathrooms, and an extra den, giving you plenty of space. You'll love relaxing on the screened-in front porch and hosting get-togethers on the open back deck, which is great for entertaining. Plus, the property has a newer metal roof and enough room in the yard to easily add a pool. It’s the perfect spot to enjoy the island life and have a money-making property.

16075 Quail TRL, Bokeelia
7434 Cares Away Park CIR, Bokeelia
$235,000
2 Beds ⋅ 1 Baths ⋅ 225055523 MLS
Welcome to your slice of paradise in Bokeelia! This charming 2-bedroom, 1-bath home sits on a spacious double lot and is the perfect spot for a full-time residence, vacation home, or Airbnb. You'll love the huge screened-in front porch, perfect for relaxing after a day out on the water or exploring the island. There's also a detached shed, a carport, and a large yard—plenty of space for storage, hobbies, or just enjoying the outdoors. Inside, the home is clean, bright, and comes fully furnished, including a kitchen with white cabinets and everything you need to move right in. The metal roof adds peace of mind, and the quiet street with no through traffic means extra privacy. You're in a great spot—just minutes from Jug Creek and Four Winds Marina, with easy access to Charlotte Harbor and the Gulf of Mexico. It's also just steps from the Lavender Landing boat ramp and right next to the island’s 16-mile paved bike path, great for walking or cycling. Bokeelia offers a laid-back lifestyle with nearby mango farms, local produce stands, seafood markets, waterfront dining, parks, pickleball courts, and a community pool. It’s a true fishing and boating paradise, with that small-town charm still intact. Whether you’re looking to settle in full-time or create a fun getaway with income potential, this home has a lot to offer. Come see it for yourself and imagine the possibilities!

7434 Cares Away Park CIR, Bokeelia
10925 Russell RD, Bokeelia
$230,000
3 Beds ⋅ 3 Baths ⋅ 2026039973 MLS
Best value on Pine Island- Updated two story home. @ bedroom 2 bathrooms upstairs and a 1 bedroom 1 bathroom area on the first level. Excellent property for vacation or winter home. Even a possible AirBnB with two living areas. Updated home in the last year all permitted improvements. Close to all the parks and stores on Pine island. Beautiful Florida retreat!

10925 Russell RD, Bokeelia
15890 Quail TRL, Bokeelia
$225,000
2026002094 MLS
This is a beautiful property located in Bokeelia. With approximately 250 Sylvester palms. There is a 22 X 40 ft metal building with on an 8.6" concrete slab. The building has two 10' X 12' roll up doors, that is hurricane rated. Also on the property is a 5.5' X 8' storage building. Fenced with 2 large entrance gates on the main access road. Feels rural but you are close to boat ramps, restaurants, and all that Pine Island has to offer.

15890 Quail TRL, Bokeelia
5529 Rainbow DR, Bokeelia
$199,900
3 Beds ⋅ 2 Baths ⋅ 2025017217 MLS
Welcome to 5529 Rainbow Dr – a beautifully maintained 3-bedroom, 2-bath manufactured home nestled in the peaceful surroundings of Bokeelia, Florida. This home features an open floor plan that creates a bright, airy atmosphere perfect for entertaining or relaxing in comfort and boasts a new roof, appliances and AC all in 2023!!! The spacious kitchen flows seamlessly into the dining and living areas, offering plenty of room for family gatherings. The master suite includes a private bath, while the additional bedrooms are perfect for guests, a home office, or hobbies. Owner will consider financing with 30% down @ 5% interest with a 3 year balloon. Step outside and enjoy the expansive backyard, ideal for gardening, outdoor activities, or future upgrades like a pool. One of the standout features of this property is the huge shed/workshop—perfect for storing equipment, pursuing DIY projects, or setting up a creative workspace. Whether you’re looking for a full-time residence or a quiet getaway, this property offers both charm and functionality in a serene Florida setting. Don’t miss your chance to make this gem your own!

5529 Rainbow DR, Bokeelia
11851 Stringfellow RD, Bokeelia
$175,000
2026020112 MLS
OFFERING SELLER FINANCING!!! A RARE TURNKEY OPPORTUNITY! Positioned in the heart of Pine Island, this beautifully maintained 0.72-acre property is the perfect blend of investment potential and island lifestyle. This unique parcel comes loaded with value, featuring over 450 Christmas palm trees included in the sale making it ideal for a nursery operation, landscaping business, or simply creating your own tropical oasis. The layout is clean, organized, and ready for immediate use. Infrastructure is already in place with electric on site and a well fed irrigation system that services the entire property, saving you significant time and upfront costs. Whether you’re looking to expand an agricultural venture or build something new, the groundwork is already done. The property offers excellent accessibility and visibility, while still maintaining the peaceful, laid-back charm that Pine Island is known for. Surrounded by natural beauty and just minutes from fishing, boating, and local favorites, this location delivers both convenience and lifestyle. Whether you're an investor, entrepreneur, or someone dreaming of owning a piece of island land with income potential, this property checks all the boxes. Ready. Equipped. Profitable Potential. Opportunities like this don’t come around often.

11851 Stringfellow RD, Bokeelia
15870 Quail TRL, Bokeelia
$170,000
2026018170 MLS
Zoned AG-2 and on a paved road. Ready for your home, your farm, or your toy storage. Rural but close to all Bokeelia and Pine Island have to offer. Lavender Landing is within a mile of the property to give you quick boating access

15870 Quail TRL, Bokeelia
6580 Stringfellow RD, St. James City
$165,000
2025014802 MLS
RARE OPPORTUNITY! Beautiful vacant lot in the heart of St. James City! Perfect for your island dream home or future investment. Enjoy the laid-back Pine Island lifestyle surrounded by tropical nature, boating, fishing, and stunning sunsets. Conveniently located close to marinas, waterfront restaurants, shops, and parks, with quick access to Bokeelia and Matlacha. Don’t miss your chance to own a piece of paradise in St. James City!

6580 Stringfellow RD, St. James City
5427 Easy ST, Bokeelia
$110,000
3 Beds ⋅ 2 Baths ⋅ 2026014145 MLS
Opportunity to own 1.3 acres at 5427 Easy St. This property has sustained significant damage from multiple hurricanes over the past 3 years and is being sold for land value only. The existing structure is not considered salvageable. Ideal for new construction, this spacious parcel offers plenty of room to build your custom home or investment property. Property is being sold As-Is. Use caution when walking the property, as debris and potential structural hazards may be present. Great opportunity to create your own private setting on a generously sized lot.

5427 Easy ST, Bokeelia
8817 Evergreen LN, Other
$65,000
2025022690 MLS
Vacant lot with over an acre of space to spread-out. The property has been partially cleared by prior owners making it easier to see. If you are looking for a quiet area with space between the homes this could be the place for you.

8817 Evergreen LN, Other

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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