Refine Search
Map
Sort by
$1,324,500
5 Beds ⋅ 3 Baths ⋅ 2026029600 MLS ⋅ Pine Island BLDG.
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
$780,000
4 Beds ⋅ 3 Baths ⋅ 225033377 MLS ⋅ Pine Island BLDG.
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
$700,000
3 Beds ⋅ 2 Baths ⋅ 2025019210 MLS ⋅ Pine Island BLDG.
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
$685,000
3 Beds ⋅ 3 Baths ⋅ 2025005570 MLS ⋅ Pine Island BLDG.
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
$459,999
3 Beds ⋅ 3 Baths ⋅ 2025018934 MLS ⋅ Pine Island BLDG.
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
$300,000
2 Beds ⋅ 2 Baths ⋅ 2026012849 MLS ⋅ Pine Island BLDG.
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
$300,000
2 Beds ⋅ 2 Baths ⋅ 226011517 MLS ⋅ Pine Island BLDG.
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
$299,000
2 Beds ⋅ 2 Baths ⋅ 2026016776 MLS ⋅ Pine Island BLDG.
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
$260,000
2 Beds ⋅ 1 Baths ⋅ 226004337 MLS ⋅ Pine Island BLDG.
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
$175,000
2026020112 MLS ⋅ Pine Island BLDG.
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
$170,000
2026018170 MLS ⋅ Pine Island BLDG.
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
$110,000
3 Beds ⋅ 2 Baths ⋅ 2026014145 MLS ⋅ Pine Island BLDG.
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
$42,000
2026016514 MLS ⋅ Pine Island BLDG.
Build your island retreat on this .5-acre lot ideally located in the heart of Bokeelia. Situated on a private road, this property offers a peaceful setting while still being close to town. Enjoy convenient access to local restaurants, shopping, marinas, and some of the area’s best boating and fishing. Plenty of space to design your ideal home and embrace the relaxed Pine Island lifestyle. Come take a look today!

11910 Oscoda Ct, Bokeelia
$35,000
2026008245 MLS ⋅ Pine Island BLDG.
Corner Lot with CITY WATER!!!! Incredible opportunity to buy the ideal Lot to build the house of your dreams!!! Totally Clean with 0.41 sq ft. City Water already installed. In the best place in Bokeelia... Centrally located at the entrance to Pine Island, near the public library, Restaurants and Supermarkets.... In a quiet place with good neighbors. Survey available. Don't miss this opportunity to buy it.... Make your offer now.

5798 Esther Dr, Bokeelia
$35,000
2025020706 MLS ⋅ Pine Island BLDG.
PRICE IMPROVEMENT! Nice 1/2-acre lot on a cul-de-sac street in a great neighborhood just waiting for a new home. Easy access to major thoroughfare and close to Pine Island Center for shopping, restaurants, community pool, museum & library. All information deemed reliable but not guaranteed, buyers to do due diligence.

11841 Oscoda Ct, Bokeelia
$29,000
2026006776 MLS ⋅ Pine Island BLDG.
Exceptional value on a double lot with city water and electric already in place. These two buildable lots are located in the highly desirable Pineland area of Bokeelia, just minutes by golf cart from Pineland Marina, the historic Tarpon Lodge, and Alden Pines Golf Course. Opportunities like this are rare—make your offer today.

7200 Guava Ave, Bokeelia