Pine Island Real Estate | Pine Island Single Family Homes for Sale

3 Beds ⋅ 3 Baths ⋅ 2026035749 MLS

BRING THE BOAT, TRAILER, KAYAKS & ALL THE TOYS! Welcome to 3680 Mango Street in St. James City, where laid-back island living meets flexibility and opportunity. With no HOA, the property offers potential for short-term or vacation rental use. Whether you're looking for a full-time residence, island getaway, or potential income-producing property, this one gives you options. Featuring two primary suites, the layout is ideal for hosting family, friends, or guests, while the air-conditioned Florida room provides additional usable living space. This is the Pine Island lifestyle people come here for! Bring the boat and trailer, load up the kayaks, and spend your days on the water. Explore Pine Island Sound, fish some of Southwest Florida's legendary waters, kayak the mangroves, bike the island, visit nearby preserves, or head out by boat toward Cayo Costa, Cabbage Key, Captiva, and Sanibel Islands. Back on land, enjoy St. James City's waterfront restaurants, marinas, fishing charters, live music, and unmistakable colorful Old Florida atmosphere. No HOA. Room for the toys. Close to the water. Pure Pine Island living. Discover the possibilities at 3680 Mango Street.

3680 Mango Street, St James City

$450,000

3 Beds ⋅ 2 Baths ⋅ 2026037149 MLS

WIDE LAKE VIEWS, A BRAND NEW 2026 KITCHEN AND PEACEFUL PINE ISLAND LIVING! Welcome to Pine Island Village in Saint James City, where tranquil water views, an open layout and the relaxed charm of Old Florida come together in this beautiful 3 bedroom, 2 bathroom home offering 1,553 square feet of living space on a .25 acre homesite. Positioned on one of the higher elevations on the island and located in Flood Zone X, the home sustained no damage from recent storms, offering added peace of mind. Inside, the bright great room features tile flooring throughout, tray ceilings, abundant natural light and expansive lake views. At the heart of the home is the completely remodeled kitchen, NEW IN 2026, featuring white shaker cabinetry, striking stone countertops with a matching full height backsplash, an oversized island with plenty of prep and seating space, farmhouse style sink, stainless steel appliances, wall ovens, cooktop, pot filler, modern black hardware and generous storage. A large window overlooking the lake brings the peaceful setting right into the kitchen, while the open design flows easily into the living and dining areas. The spacious primary suite features a tray ceiling, private access to the screened lanai and an en suite bath with dual vanities, ample cabinetry and a walk in tiled shower. Two additional bedrooms provide flexibility for guests, a home office or hobby space, while the guest bath offers a granite vanity, tub and shower combination and convenient exterior access. Step outside to the screened and pavered lanai overlooking the expansive backyard and lake, an ideal place to enjoy quiet mornings and peaceful evenings. Additional features include a metal roof, impact rated windows and doors, a pavered driveway and a two car garage. Pine Island Village is a small, friendly community with a low HOA of just $350 per year, a community pool, basketball court and walking areas. Beyond the neighborhood, Pine Island offers a slower paced Old Florida lifestyle surrounded by tropical farms, native wildlife and natural beauty, while still putting you close to local restaurants, live music, art, world class fishing, boating and ferry access to the surrounding barrier islands. COME EXPERIENCE THE SPACE, WATER VIEWS AND LAID BACK ISLAND LIFESTYLE THAT MAKE THIS HOME SO SPECIAL!

4507 Lake Heather Circle, St James City

$695,000

3 Beds ⋅ 2 Baths ⋅ 2026035913 MLS

2.5 ACRES. SPACE. PRIVACY. FREEDOM. Fully cleared, gated 2.5-acre property that gives you room to live the way you want. This 2,775 sq ft home offers 3 bedrooms + den, 2.5 baths, a living room with fireplace plus a separate family room. Additionally there is an air-conditioned bonus room — perfect for a game room, gym, or home office. Outside is where this property truly separates itself. Enjoy the screen enclosed pool, fire pit area, dog kennel building, chicken coops and wide-open acreage that’s cleared, landscaped. A gated circular driveway adds privacy. No HOA. There are several mature fruit trees on the property, including mango, mulberry, starfruit trees, and others. If you’ve been looking for space — real space — this is it.

12570 Aubrey Lane, Bokeelia

$425,000

2 Beds ⋅ 2 Baths ⋅ 2026034608 MLS

Tired of South Florida's high home prices and traffic snarls? Relocate to bucolic Pine Island on Florida's Southwest Coast. Take a step back into Old Florida amidst soaring pine trees, hiking trails, spectacular sunsets, mango groves, and palm farms. This quiet, peaceful home offers lovely pastoral views on two sides, making you feel like you are in the middle of the country with unrestricted views of local farmland and cows. It is a true nature lover's paradise with more backyard birds than you will find on an Audubon walk. Yet, you are just moments away from a vibrant live music and art scene, great fishing, birding, boating, and ferry service to surrounding barrier islands. Set on 0.27 acres, this 1,500-square-foot property sits in a friendly neighborhood of about 40 homes with a low HOA. Residents enjoy amenities like a basketball court and a community pool that was recently improved. Virtually everything inside and out has been remodeled since 2018. The home features a two-bedroom, two-bathroom split floor plan that feels almost like having two primary suites, plus an ample den that could serve as a third bedroom while still leaving room for a study. The open layout boasts neutral interior paint, tile floors, and LED lighting throughout. The new kitchen and bathrooms showcase custom cabinetry, a large pantry, and tall, low-water-use toilets. An electric fireplace was recently added to the living room, which also benefits from a natural solar light. Solid core doors and ceiling fans in every room enhance the comfort of the home. The den, with large impact windows, functions as an extension of the main living space and is currently set up with two desk spaces, making it ideal for remote work. Even the garage is heated and air-conditioned, featuring custom cabinets and abundant inside storage. This home is built like a fortress when it comes to hurricanes, offering absolute peace of mind. Situated on one of the highest points on the island, it requires no flood insurance and experienced no flooding during recent storms. It is equipped with a new metal roof, hurricane-resistant windows, and a whole-house generator. Energy efficiency is a priority, resulting in low electric bills and low A/C costs. The exterior is designed for low-maintenance living, featuring a drought-resistant Provista grass lawn and an irrigation sprinkler system hooked up to a private well. Additional upgrades include covered and open patios, Leaf Filter gutters with buried drains, an antenna in the attic, an outside storage shed for garden supplies, and rainwater storage for inside plants.

4472 Lake Heather Circle, St James City

$725,000

3 Beds ⋅ 3 Baths ⋅ 2026034614 MLS

Welcome to waterfront living in St. James City! Situated on a spacious oversized corner lot, this beautifully remodeled waterfront home combines an open, inviting floor plan with expansive water views and the indoor/outdoor lifestyle Southwest Florida is known for. Remodeled in 2017, the home features tile flooring throughout, creating a clean, cohesive feel ideal for waterfront living. The heart of the home is the open-concept great room and kitchen, featuring white raised-panel wood cabinetry, marble countertops, stainless steel appliances, a large center island and pantry with convenient pull-out shelving. An entire wall of sliders opens the great room to an incredibly spacious screened lanai that extends nearly the full length of the home, seamlessly expanding the living and entertaining space outdoors while overlooking the water. The primary suite offers a double-door entry and private en suite bath featuring marble countertops, a remodeled walk-in shower, dual-sink vanity, linen closet and walk-in closet. Two additional guest bedrooms share a convenient Jack-and-Jill bath with a walk-in shower and marble countertop, while an additional half bath located off the kitchen is perfect for guests. Outside, the oversized corner lot provides plenty of room to enjoy the Florida sunshine, room to add a pool and a separate outdoor storage shed for all your boating, fishing and island gear. A large waterfront tiki overlooking the length of the canal creates the perfect setting for entertaining, sunset cocktails or simply relaxing by the water. The seawall has been reinforced, adding another valuable waterfront improvement. Additional peace-of-mind features include a new metal roof installed in 2023 and impact windows and doors throughout, with the exception of the front entry door, which is protected by an accordion hurricane shutter. No floodwater from any storm has entered the living area of the home. For the boater and angler, this is where the St. James City lifestyle truly comes alive, complete with a fish-cleaning station for the day's catch. Spend your days cruising the surrounding waterways, heading out to Pine Island Sound and the Gulf, fishing some of Southwest Florida's renowned waters, or island hopping to Sanibel, Captiva, North Captiva, Cayo Costa and Boca Grande. Whether your perfect day means chasing snook and redfish, pulling up to a waterfront restaurant or dropping anchor at a secluded beach, it's all within reach. With its 3-bedroom layout, multiple baths, expansive indoor/outdoor entertaining areas, waterfront tiki and desirable boating location, the property also offers exciting vacation rental or investment potential, providing flexibility to enjoy it as your own island retreat, an income-producing property, or a combination of both.

2498 Sapodilla Lane, St James City

$640,000

2 Beds ⋅ 2 Baths ⋅ 2026033426 MLS

Beautiful custom cottage with open water views and incredible gulf access. This is a fully custom, renovated and restored property that proves the resiliency and spirit of this special little island. The home has superior storm protection with impact windows, doors, and metal roof----and suffered no known damage in Hurricanes Helene and Milton. This property is on the list to receive substantial grant money toward lifting the structure above FEMA flood elevation. If the buyer chooses to complete the project, the home may be reconfigured adding additional living space and the market value of the property will greatly increase. Matlacha is coming back and within walking distance of this gorgeous property are restaurants, shops, and the community park with boat and kayak launches.

4819 Pine Island Road NW, Matlacha

$335,000

3 Beds ⋅ 2 Baths ⋅ 2026031767 MLS

Discover the charm of Island living in this beautifully maintained 3-bedroom, 2-bath home nestled in the heart of Bokeelia! Offering 1,460 square feet of comfortable living space, 2 car garage, and recent updates, this move-in-ready home combines peace of mind with the relaxed Florida lifestyle you've been dreaming of. The backyard is a gardener's delight, featuring beautifully landscaped grounds with lots of mature fruit trees, 6 banana trees (3 different types), 1 mango, 3 papaya, 1 lemon, 2 sea grapes, 1 shampoo ginger, and a sugar cane, thriving herb gardens and colorful tropical plantings that create peaceful setting to relax, entertain or simply enjoy Florida's natural beauty. There is a lush perimeter of mature shrubs, landscaping that provides natural privacy and enhances the homes' tranquil atmosphere. Inside you'll appreciate the comfortable floor plan and the peace of mind that comes with major improvements, NEW ROOF (2023) ALL NEW PLUMBING THROUGHOUT THE HOME (2025), NEW WATER HEATER (2025), Even more reassuring the home has never flooded during any of the recent hurricanes. Conveniently located within walking distance of the community pool, pickleball courts, shopping, the local museum, and several popular restaurants, you'll love having everyday amenities just minutes from your front door. A short drive brings you to the public boat ramp, offering easy access to world-class fishing, boating, kayaking and all the waters surrounding beautiful Pine Island. Built in 1994 and lovingly care for this home offers the perfect blend of comfort, convenience and the laid-back charm that makes Bokeelia such a desirable place to call home. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity this property is ready to welcome its next owner.

5831 Samoa Drive, Bokeelia

$288,800

3 Beds ⋅ 2 Baths ⋅ 2026032822 MLS

Back on the market at 'no fault of Seller' -- Buyer's financing fell through. Experience the quintessential Pine Island lifestyle in this beautifully appointed retreat, where tropical serenity & phenomenal flora & fauna meets modern accessibility. This charming island home is ideally positioned moments from local marinas, dining, shopping, and the island's iconic scenic bike path. The upper level radiates warmth, featuring a sun-drenched living area and two comfortable bedrooms. The kitchen serves as a focal point, elevated by exquisite Portuguese porcelain tile countertops and a matching backsplash. For relaxation, the screened lanai offers a seamless transition to the outdoors to unwind, overlooking peaceful views of lush surroundings; perfect for enjoying your morning coffee or evening cocktails. The lower level provides exceptional flexibility with a private-entrance guest suite, including a third bedroom, half bath, and expansive storage—an ideal setup for an art studio or workshop. With a new roof and water heater (2023), a fully fenced yard, and verdant mature landscaping & fruit trees on two lots, this home is a turnkey slice of paradise. Don’t wait---paradise is calling!!

5888 Sea Bass Road, Bokeelia

$975,000

3 Beds ⋅ 3 Baths ⋅ 2026032475 MLS

Set on 2.6 acres in Bokeelia, this fully operational tropical island farm is where mornings begin with fresh eggs and evenings end beside the pool in the island breeze. Part home, part orchard and part working farm, it is ready for its next chapter. Zoned AG-2, the property is ideal for farming, nursery operations or homestead living. The owners currently receive an agricultural tax exemption; the next owner may apply for the same benefit. The home offers 2,283 square feet plus a 573-square-foot air-conditioned attached garage. Mature trees, nursery inventory, chickens, equipment, tools, furnishings and operational assets are included, allowing the next owner to harvest fruit, gather eggs and grow plants without starting from scratch. Upstairs are the main living area, kitchen, dining space and primary bedroom, plus a covered porch overlooking the farm. Downstairs are guest bedrooms, a full bathroom, laundry area and second living room opening to the patio and screened pool—ideal for guests or multigenerational living. Improvements include remodeled kitchen and bathrooms, smart appliances, tile floors, plantation shutters, impact-rated windows and doors, updated A/C, spray-foam insulation, newer water heater and water-treatment systems. A 24-kW generator and 500-gallon underground propane tank add peace of mind. The septic field was replaced, a lift station added, and the roof was resecured in 2022 and inspected annually. The property is not in a designated flood zone. The grounds produce mango, avocado, coconut, citrus, lychee, starfruit, papaya, jackfruit, passion fruit, moringa and more. Over 100 banana plants representing about 22 varieties are established and producing. App-controlled irrigation reaches about 95% of the trees. Farm infrastructure includes perimeter fencing, secure chicken coops, three pole barns, two hurricane-strapped sheds and an air-conditioned tool shed with electric service. Nursery supplies and extensive farm equipment are included for continued operation of the on-site market. Cool off in the screened pool, gather on the lanai or relax on the upper porch in your own tropical oasis. Whether you envision a working farm, nursery, self-sufficient homestead or island retreat with supplemental-income potential, this remarkable property offers room to grow and a lifestyle that feels like a getaway every day.

12303 Cristi Way, Bokeelia

$425,000

3 Beds ⋅ 2 Baths ⋅ 2026032008 MLS

Welcome to 5419 Avenue E, Bokeelia, FL, where island living meets peace of mind. The separately strapped lot to the right (5431 Avenue E) is included in the sale, making it a total of .7 acres. This beautifully updated home offers plenty of room to spread out, entertain, or simply enjoy the tropical surroundings. Mature trees and lush landscaping create a private setting that's hard to find. Inside, you'll find a bright, open floor plan featuring a stunning remodeled kitchen with quartz countertops, a large center island, custom cabinetry, stainless steel appliances, and designer finishes throughout. The spacious living areas are filled with natural light, while the updated bathrooms and stylish flooring make this home truly move-in ready. The generously sized bedrooms provide comfortable accommodations, and the flexible floor plan offers space for guests, a home office, or hobbies. Large windows frame beautiful views of the expansive yard, creating a seamless connection between indoor and outdoor living. Step outside to your own private backyard retreat featuring a sparkling swimming pool and an abundance of green space. The oversized lot provides endless possibilities for gardening, RV or boat parking, additional storage, or future expansion. With Pine Island's world-class fishing, boating, and waterfront restaurants just minutes away, every day feels like a vacation. For added confidence, this home is equipped with impact-resistant windows, a new roof installed in 2020, and experienced no hurricane damage or flooding, offering buyers exceptional peace of mind. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, 5419 Avenue E delivers the charm of Old Florida with modern updates in one of Pine Island's most desirable locations.

5419 Avenue E, Bokeelia

$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

$599,000

2 Beds ⋅ 2 Baths ⋅ 2026029862 MLS

Live the Pine Island Waterfront Lifestyle! Escape to this beautifully remodeled gulf-access stilt home where every upgrade is already done and every day feels like vacation. This turnkey retreat blends modern comfort with the laid-back charm of island living—just bring your clothes and a toothbrush and start enjoying the water. A Boater’s Paradise as you step outside onto your 2024 captain’s-walk dock, complete with a 13,000 lb. boat lift and a convenient fish cleaning station. Launch straight into Matlacha Pass with no bridges—just open water, world-class fishing, and endless boating adventures right from your backyard. Fresh, Modern, and Move-In Ready Inside, the home shines with a full 2023 remodel to include: New kitchen and appliances, new laminate flooring installed over an added ¾" plywood reinforcement for a solid floor. New roof, hot water heater, replumb, and updated electric panel. Clean, bright spaces designed for comfort and easy coastal Island living at its best! Sip your morning coffee with the breeze on the balcony, spend afternoons on the water, and unwind with sunset views only Pine Island can offer. Whether you’re seeking a seasonal escape or a full-time waterfront lifestyle, this home delivers effortless living in one of Southwest Florida’s most peaceful boating communities.

5375 Serenity Cove, Bokeelia

$454,000

5 Beds ⋅ 4 Baths ⋅ 2026027064 MLS

Welcome to an exceptional opportunity offering THREE LIVING SPACES completely renovated, upgraded, and updated on one spacious property! The main residence features 3 bedrooms, 2 bathrooms, and approximately 1,800 square feet of thoughtfully updated space, PLUS an attached EFFICIENCY apartment and a DETACHED 2-bedroom, 1-bath Guest House - Additional Dwelling Unit (ADU), creating endless possibilities for multi-generational living, guest accommodations, rental income, or a private home office. The main home has been extensively renovated from top to bottom with updated electrical, plumbing, spray foam insulation, Argon gas windows, architectural shingle roof, central air conditioning with Wi-Fi thermostat, on-demand water heater, luxury water-resistant vinyl flooring, custom trim, six-panel doors, recessed lighting, Wi-Fi controlled ceiling fans, and fresh interior paint throughout. The stunning kitchen showcases custom cabinetry with Lazy Susan storage, custom tile backsplash, stainless steel appliances, under-cabinet microwave, and flexible faucet. The spacious living room is highlighted by a custom tongue-and-groove ceiling, built-in entertainment wall, and electric fireplace with customizable Wi-Fi lighting and heat settings. The attached efficiency apartment offers approximately 484 gross square feet (not included in the county heated living area) and is privately separated from the main home with locking French doors while maintaining its own exterior entrance. Complete with a full kitchen, full bathroom, washer/dryer combo, mini-split HVAC system, ceramic tile flooring, custom finishes, and private living space, it's ideal for guests or rental income. Also located on the property is a detached 588 -square-foot ADU (not included in the county heated living area) featuring 2 bedrooms, 1 bathroom, a full kitchen with new cabinetry and appliances, stacked washer/dryer, mini-split air conditioning, updated bathroom, ceramic tile flooring, French doors, and covered front porch. Outside, you'll find room for all your toys with ample parking for boats, RVs, trailers, and work vehicles. Two separate RV/camper hookups include electric and septic connections. Relax beneath mature oak trees or enjoy fresh fruit from the producing mango tree. Enjoy watching your 2 lemon trees mature and come to fruition. The extended front porch with three ceiling fans creates the perfect place to unwind. Located less than a half mile from a public boat and kayak launch and just minutes from pickleball, tennis courts, restaurants, shopping, and entertainment, this unique smart-home property offers incredible flexibility for homeowners and investors alike. Live in one residence while generating rental income from the others, accommodate extended family, or create the ultimate private compound. Plus, Offering a 1 year home warranty! An extraordinary offering like this is truly one of a kind!

3728 Gasparilla Street, St James City

$494,000

3 Beds ⋅ 2 Baths ⋅ 2026027610 MLS

Amazing Opportunity! Newly Renovated, Gorgeous Island Style Stilt Home! Three Bedrooms, Two Full Baths, with a Split Floor Plan and on .49 Acres of Land! Now Available in the Desirable “The Nesting of Pine Island” Neighborhood. Welcoming Dual Entry Staircase, Lovely Open Front Porch and the Charming Entry Foyer Await Your Arrival. Enter the Bright, Large Living Room with French Doors that lead out to a Beautiful Screened Porch, Huge Open Deck and Spiral Staircase with Views of the Sprawling Back Yard! Gorgeous Large Kitchen with Custom Breakfast Bar, All New Cabinetry with Pull Out Drawers, Quartz Countertops, Glass Tile Back Splashes including the Breakfast Bar, Under Cabinet Lighting, Recess and Pendant Lighting, Tons of Counter Space, All Stainless Appliances, and a Pantry with Built in Cabinetry and the Full Size Stackable Washer and Dryer. This Open Kitchen is Adjacent to the Bright, Over Sized Gathering Dining Room. Nice Main Bedroom with Walk In Sized Closet and an En Suite Bathroom with Glass Door Shower, Stone Floor and a Separate Sink Area. Guest Bedrooms with Access to Full Guest Bath with Glass Shower Doors. Outstanding Space for up to Ten Vehicles with Two Long Driveways hosting approx. Four Under the Two Large Carports, and/or RV, Boats, Trailers etc. Fantastic Large Under House Storage Room and/or Workshop for all of your Hobbies or Storage Needs. The Open Balcony with New Deck Overlooks the Large Fabulous Back Yard. Nearly a Half Acre of Land with Plenty of Room for a Pool or Your Perfect Vision! Central Water. Private Septic. Recent Updates Throughout Including: Luxury Vinyl Flooring Throughout, All New Fixtures, Fans, Blinds and Appliances. Total New Kitchen 2022/2023 and Pantry with New Built in Cabinetry, New HVAC 2021, Remodeled Bathrooms with New Showers and Toilets, 2023/2024. New Metal Roof, All New Hurricane Impact Windows and Front Door. New French Doors. New Tankless Water Heater 2024/2025. New Screen Enclosed Porch and New Decking on the Back Open Balcony 2024. New Decorative Shutters 2024. New Front Deck Railings 2025. Updated Spiral Staircase. Dates are approximates. Located is a Beautiful Lush and Tropical Neighborhood Setting located at the center of Pine Island only minutes to the Community Pool, Museum, Playground, Baseball Fields, Library, Shopping, Specialty Shops, Restaurants and a Short Drive to Pineland Marina and our Local Ferries. Move In Ready! This Special Island Home is Simply a Must See!

10810 Habitat Circle, Bokeelia

$715,000

2 Beds ⋅ 2 Baths ⋅ 2026015872 MLS

Experience the ultimate Southwest Florida waterfront lifestyle in this beautifully updated stilt home located in the charming fishing community of Saint James City. A stunning curved staircase creates a grand first impression, leading to a residence thoughtfully renovated with today's most sought-after features. Designed for both elegance and durability, the home boasts a metal roof, impact-resistant windows and doors, updated flooring throughout, and a beautifully remodeled kitchen featuring granite countertops, custom cabinetry, and new stainless-steel appliances. The bright, open living spaces are filled with natural light and perfectly positioned to capture coastal breezes and waterfront views. Step outside and discover what truly sets this property apart. Situated on a navigable canal with quick access to open water, the property includes a 7,000-pound boat lift, making it effortless to launch your next fishing adventure or sunset cruise. Anglers will appreciate having some of the finest fishing in Southwest Florida right at their doorstep, with easy access to Pine Island Sound, San Carlos Bay, and Gulf waters. The lower level offers a spacious storage room, providing ample space for fishing gear, boating equipment, kayaks, tools, and all your waterfront toys. After a day on the water, unwind in the covered patio area, the perfect setting for grilling fresh-caught seafood, entertaining friends, or enjoying casual outdoor dining while taking in the tropical surroundings. Just a short boat ride away, you'll find the pristine beaches and natural beauty of Cayo Costa State Park, famous for shelling, boating, fishing, and untouched Gulf-front shoreline.

2360 Oleander Street, St James City

$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

$1,700,000

3 Beds ⋅ 3 Baths ⋅ 2026020265 MLS

Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest.

2096 Macadamia Street, St James City

$670,000

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! Such a great property!

12341 Marlin 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

$345,000

2 Beds ⋅ 3 Baths ⋅ 2026010703 MLS

Stilt home on an oversized lot in Saint James City! Has a closed in garage and workshop downstairs with additional room for guests. This property offers a quiet island retreat with all the convenience for waterfront living. Boating enthusiasts will love this location in Tropical Point! The home is just a few minutes’ walking distance from Tropical Point Park water access, perfect for kayaking and boating, which also provides easy access to explore the surrounding islands, some of the best fishing just right down the road. The home features a NEW metal roof, and a recently updated (UP-2-CODE) Electrical panel, and is ready for you to make it your own!!

3660 Tropical Point Drive, St James City

$899,000

4 Beds ⋅ 4 Baths ⋅ 2025014450 MLS

LIVE THE DREAM WITH MINUTES OUT TO OPEN WATERS! Welcome to your dream waterfront home in beautiful St. James City! This fully remodeled 4-bedroom, 4-bath residence offers unparalleled luxury and comfort. Nestled on a direct access canal, a true boater's paradise with a 10,000-pound boat lift, just a few minutes to some of the best fishing, boating and islands in SWFL! As you step inside, you'll be greeted by a massive vaulted ceiling that is light and bright - a modern, open-concept living space with a dream kitchen high-end stainless-steel appliances, sleek ceramic flooring, and stunning quartz countertops. Open to the living area and beautiful views from the window. The layout is thoughtfully designed with two master suites on the ground floor, each boasting en-suite bathrooms, perfect for multi-generational living or hosting guests. Upstairs, you'll find two generously sized bedrooms, one of which opens to a private balcony, offering serene views of the canal and the surrounding area. Step outside to your personal oasis where a sparkling pool and spa await, ideal for relaxing and entertaining. Whether you're lounging by the pool or enjoying a sunset cruise from your private dock, this home offers the ultimate Florida lifestyle. Don't miss the opportunity to own this exceptional property in St. James City. Schedule your private tour today and experience waterfront living at its finest! All the work has been done, just move right in!

2420 Cherimoya Lane, St James City

$2,750,000

4 Beds ⋅ 4 Baths ⋅ 2025009639 MLS

A peaceful, modern, and comfortable lifestyle that is an effortless extension of its natural surroundings. Tucked deep in the Florida pines and palmettos on 10 dry acres with no wetlands, backing up to a 567-acre protected preserve, this 7,500 SF Modern Farmhouse is one of the most architecturally striking and structurally sound homes for sale. Constructed with solid concrete on both floors, PGT hurricane windows and doors, and red iron structural steel. Years of design, engineering, and lifestyle come together. Custom iron front doors, redwood walls, a custom welded staircase, and an Edison bulb chandelier. Everything is intentional. A 4,000 SF 1st floor features the primary suite and bedrooms. A 3,500 SF 2nd floor living space with a flex room/studio offers an open concept w/ dedicated spaces for dining & entertaining. No other home offers this balance of togetherness and privacy. Dolby Atmos theater w/ a 126-inch digital 8K projection screen rivaling commercial theaters. Cambria Quartz counters, modern art, steel beams, and concrete meet mature trees, private walking paths, a 3/4-acre pond, and ATV trails. A dedicated wine room w/ wine racks & shelving for stouts. Restaurant-style full bar w/ Zephyr full-size appliances. A whole-home 10-zone independent audio AV system with JBL speakers & Crown amplifiers. Built for those who want to live, work, and play! Bunker-strength construction, tech room, dedicated Xfinity pedestal & LCEC transformer, and underground utilities. The property has a 9.9 ft elevation - NEVER flooded. The RV garage is 70x30, totaling 2,100 SF, with 28-ft ceilings and drive-through access for 60+-ft RVs. Ideal for car collecting and boat storage, with 3 12x14 ft custom roll-up overhead doors, front & rear concrete pads, prewired for a 20-amp exhaust system, speaker system, epoxy floor, high-bay lighting, 400-amp electrical service, and industrial fans. Private road. ATVs, golf carts, horses, and a shooting/firing range all ok. BOATERS: Marinas 5 min. away & marinas at both ends of the island, boat launches, and easy water access. Four Winds Marina provides ample dry storage options. From here Cayo Costa, Useppa Island, Boca Grande, world-class tarpon fishing, and pristine barrier island beaches. Island dining with local favorites including Blue Dog Bar & Grill, the Yucatan Waterfront Tiki Bar & Grill, and legendary Tarpon Lodge — a hidden waterfront gem offering fine dining. Just over the bridge: The Seven Islands Project includes a Marriott-branded hotel, restaurants, a tiki bar, marina & boat slips, and a lagoon resort beach. Plus an outdoor amphitheater, community center, splash pad, kayak launch, dog park, and a food truck park. Cape Coral Grove will deliver a national grocer, local and national dining, retail, a luxury hotel, premium apartments, 4 public parks, and farmers' markets.

4412 Pinetree Boulevard, St James City

$1,470,000

3 Beds ⋅ 3 Baths ⋅ 2025000268 MLS

Beautiful home south end of the island! Poured concrete construction, a metal roof , minutes to Sanibel beachs , ADA Accessible home* Sunrise and Sunset views , fire sprinkler system *Elevator- #900 capacity Impact resistant doors & windows. *1000 sq ft of 'man cave' next to the garage + apartment w/ bedroom & kitchen *Each level has a bedroom suite. Top floor master suite- best views on the island- kitchenette, walk-in shower, soaking tub. Main level, 2nd floor- outdoor gas grill hook up, fireplace, plantation shutters, the kitchen: double oven & gas range. Pool & HotTub: Heated/saltwater/self cleaning. One of the most well built homes in SWFL.. Generator hook ups. Deep canal direct access to the gulf. Covered 10000 lb boat lift & jet ski lift on dock. Every room has waterviews! St. James City has bars, restaurants, seafood markets, farm fresh markets, fishing & access to the best beaches minutes away!

3430 1st Avenue, St James City

$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

$359,000

3 Beds ⋅ 2 Baths ⋅ 224097608 MLS

TROPICAL HOMESITES!! Home never flooded! Don't miss out on this great buy of a 3 bedroom, 2 bath home that is partially furnished. Home has a 2 car garage, very large Florida room and a screen porch, all for wonderful entertaining or just enjoying the lovely Florida weather. There is a shed for additional storage and a completely fenced yard. See today, buy tomorrow and start living the life.

3790 Tangelo Drive, St James City

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