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

5791 Porpoise Road, Bokeelia
$389,000
3 Beds ⋅ 2 Baths ⋅ 2026030410 MLS
Island Living at an Incredible Value! Don't miss this opportunity to own an 1802 sf under air/2275 sf total beautiful partially furnished 3-bedroom, 3-bath concrete block one-owner home with a dedicated office and a 2-car garage in the charming community of Pine Island Village in beautiful St. James City, Florida. Priced below market value at just $215.87/sf, this home offers exceptional features and unbeatable value. Best of all this home is NOT in a Flood Zone!! No Flood Insurance required. Designed with comfort and functionality in mind, the spacious split-bedroom floor plan provides for creative use of the open concept living area with cathedral ceilings, and privacy for family and guests. The master has an en-suite bath, walk-in closet, reach-in closet and slider access to the back lanai. The home features durable tile flooring throughout, with carpet in the bedrooms, a walk-in pantry, convenient washer and dryer hookups, and separate office, all with abundant natural light. Enjoy Florida's outdoor lifestyle year-round from the two large tiled front and rear screened patios—perfect for morning coffee or evening relaxation. Listen to the birds and watch the palm trees sway as you pass the hours away in your private retreat! Built for peace of mind, this concrete block home includes impact-resistant windows and doors, a metal roof, and a newly installed whole-house Generac generator, ensuring comfort and security during any season. Residents of Pine Island Village enjoy access to a refreshing community pool while embracing the laid-back island lifestyle, all just minutes from shopping, dining, and everyday conveniences. This is your chance to own a move-in-ready island retreat at an exceptional price! Schedule your private showing today and discover the relaxed beauty of island living!

4406 Lake Heather Circle, St James City
$139,000
2 Beds ⋅ 2 Baths ⋅ 2026030375 MLS
Welcome to Pine Island Cove, where an active waterfront lifestyle, wonderful amenities, and a welcoming community come together as well as owning your land (no worries about land leasing). From the moment you arrive, you’ll appreciate the wide-open setting and relaxed island atmosphere. Boating enthusiasts will love the community’s long, wide boat ramp, convenient boat-rinsing area, and peaceful green space where you can relax and watch neighbors return from a day of fishing. The beautifully remodeled clubhouse and sparkling community pool provide inviting spaces to gather, unwind, and enjoy the Florida sunshine. Pine Island Cove also offers an impressive selection of activities, including pickleball, bocce, and numerous community events, all with low HOA dues. As you arrive at the home, you’ll be greeted by a brand-new carport and a screened front porch that is perfect for enjoying your morning coffee or the island breeze. A separate utility room provides convenient indoor laundry and additional storage. Inside, the kitchen flows into the dining area and open great room, creating a comfortable space for everyday living and entertaining. The Florida room offers even more flexibility - open the windows to enjoy the breeze or keep it enclosed for a cozy year-round retreat. Both bedrooms are generously sized, with the primary suite featuring a private bathroom and the guest bedroom conveniently located near the second full bathroom. Additional improvements include a newer roof and newer luxury vinyl flooring with a vapor barrier. The home is being offered furnished, making it easy to begin enjoying your new Florida lifestyle right away. Out back, the spacious outdoor area provides even more room for entertaining, relaxing, or creating a space that fits your needs. With a brand-new carport, newer roof, wonderful amenities, low HOA dues, boating access, and a welcoming community atmosphere, this is an exciting opportunity to own a place in Pine Island Cove. This home is truly a must-see!

4931 Needle Fish Lane, St James City
$149,000
2 Beds ⋅ 2 Baths ⋅ 2026028789 MLS
Great location at Pine Island Center... Cute 2-bedrooms 2-baths, Vaulted ceilings, Nice Kitchen/Dining area Wood cabinets for plenty of space, Living area, Tile floors, Master bath is beautiful with Tiled walls in bathroom Shower & Bath tub, Wood cabinets .. Yard is 43x 80, raised Septic area, palm trees... very easy maintenance . Location is at the center of the Island, Library-school- pickleball & tennis, museum and little league field, also a 20 acre walkaround park... Great location- Check this property today !!

10419 Trotwood Avenue, St James City
$545,000
2 Beds ⋅ 2 Baths ⋅ 2026029942 MLS
Discover the potential of this waterfront pool home in the heart of St. James City! This 2-bedroom, 2-bath home offers the perfect blend of boating, relaxation, and opportunity with quick Gulf access, a private dock, boat lift, and a screened lanai featuring a pool and spa. Whether you're heading out for a day of world-class fishing, exploring the nearby islands, or simply enjoying life on the water, this property is all about the Southwest Florida lifestyle. Inside, you'll find a spacious, light-filled layout that provides the perfect canvas for your personal vision. This home is ready for its next chapter, offering an incredible opportunity to create your dream waterfront retreat while adding your own style and finishes. Step outside and enjoy everything waterfront living has to offer. Relax by the pool, unwind in the spa, entertain on the screened lanai, or hop on your boat from the private dock and be in open water within minutes. With sought-after boating access and outdoor amenities already in place, you can focus on making the interior your own. Located in the laid-back boating community of St. James City, you'll enjoy easy access to waterfront dining, marinas, world-class fishing, and endless opportunities to explore the Gulf waters. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers an outstanding chance to own a slice of paradise and create the waterfront home you've always envisioned.

2456 Sycamore Street, St James City
$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
$499,000
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
$234,000
3 Beds ⋅ 2 Baths ⋅ 2026020448 MLS
Welcome to 3677 Tangerine Drive in the laid-back waterfront community of Saint James City, Florida. This property presents a unique opportunity for investors, flippers, or buyers looking to create their own slice of paradise in a highly desirable coastal location. Situated on a generous lot, the home offers great potential with its existing structure and location. While the property does require rehabilitation, it provides a blank canvas for those with vision. Whether you're looking to renovate and resell, build equity as a primary residence, or create a seasonal getaway, the possibilities here are substantial. Saint James City is known for its relaxed island lifestyle, access to world-class fishing, boating, and stunning Gulf sunsets. With close proximity to marinas, local restaurants, and nature preserves, this location continues to attract those seeking the charm of Old Florida. This is a fixer-upper and will require repairs and updates throughout. Property is being sold as-is.

3677 Tangerine Drive, St James City
$388,000
3 Beds ⋅ 2 Baths ⋅ 2026018936 MLS
Charming Island Retreat in Pine Island Village with 1469 sq/ft with an additional Florida room adding up to 1640 sq/ft under air. This beautifully maintained 3-bedroom, 2-bath residence is offered fully furnished with the perfect blend of comfort and coastal charm. High and Dry. Positioned on one of the highest points of the island, this home has never flooded and is not in a flood zone, providing added peace of mind. The kitchen features stylish cabinetry highlighted by custom shiplap accent walls and opens to the main living space, which boasts laminate flooring throughout, vaulted ceilings, and beautiful built-in cabinetry that adds elegance and functionality to the main living area. The third bedroom is currently being used as an office and features built-in cabinetry, offering a versatile space perfect for remote work or hobbies. Each bedroom includes a walk-in closet, ensuring ample storage for every room. Both bathrooms have been remodeled with unique mirror accents, and the primary en-suite features a built-in ceiling heater for added comfort. Step into the sunroom, a true highlight of the home, featuring brick flooring, a bamboo ceiling, and tranquil views of Lake Heather. It's the perfect spot to unwind, enjoy your morning coffee, entertain guests, or simply take in the breathtaking sunsets over the lake. Additional features include a 4-year-old roof, built-in smoke detectors, solar panels for energy efficiency, brand new washer and dryer that stay with the home, and a whole-home Aquasana water purifier system. Residents of Pine Island Village enjoy access to a community pool, and the location is just minutes from local shopping, dining, and all the island conveniences. Don’t miss the opportunity to own a slice of paradise in this welcoming island community!

4539 Pine Village Court, St James City
$109,900
2 Beds ⋅ 2 Baths ⋅ 2026014415 MLS
HUGE PRICE REDUCTION-MOTIVATED SELLER-BRING OFFERS-BUY NOW OR LOSE! AWESOME remodeled 2BR/2BA home in 55+ Community on Pine Island!! Home features new flooring, kitchen cabinets, *(Granite Counters, New A/C, New Stainless Steel appliances to be installed with contract)* and large workshop/storage area. Community has amenities galore including Boat Ramp, Swimming Pool and Boat/R/V storage area.

7151 Drum Drive, St James City
$689,000
4 Beds ⋅ 2 Baths ⋅ 2026015922 MLS
HUGH PRICE REDUCTION!! 4 bedroom/2 bath pool home! Live in the "country" and enjoy a spacious 2,200+ sq foot home. Actually the property is only 1 mile north of the "4-way stop"! Making the drive off and on the island a quick one! And you will be close to boat ramps, the island stores and restaurants. This large, comfortable home has a wonderful screened lanai that is directly off the heated pool, deck and hot tub. It has a split bedroom concept with 3 bedrooms, & 1 bath on the north side of the home and the large master ensuite is on the south side of the home. INCLUDED is an approximate 1/2 acre cleared-groomed, vacant lot being sold with the home. 5952 Porpoise Rd. PID#16-44-22-01-00000.0710-making this property approximately 1 acre! The complete property encompasses Porpoise Rd & Marlin Rd and is completely fenced! The bonus is a Climate-Controlled 1200sq' metal RV/storage building complete with 3- 14' high rollup doors. Property is NOT located in a flood zone. No flood insurance is required!

12341 Marlin Road, Bokeelia
$225,000
2 Beds ⋅ 2 Baths ⋅ 2026016275 MLS
Your Worry-Free Island Escape: Pristine Condo with Low Maintenance: The low monthly fee covers the heavy lifting of home ownership, providing pest control, insurance, and lawn care—allowing for a "lock and leave" lifestyle or just relaxing on Pine Island Time. Step into the heart of THE 'Island Center' with this exceptional condo near the Phillips Park, Tennis Courts, Library and Community Pool; as well as some of the Best Local Eats! Since Pine Island is long and spread out, being at "the Center" is a major perk and perfectly positioned for those who crave the "Old Florida" lifestyle while still being just minutes from local art galleries, fresh seafood markets, and the charming shops of Matlacha, and surrounding resort islands. Whether you're looking for a seasonal retreat, a high-potential rental, or a permanent slice of paradise, this unit offers the ultimate island home base. This condo's Flexible Layout features 2BR/2BA, attached garage, with plenty of natural light and coastal breezes under cathedral ceilings. The front dining room serves as a perfect "flex space" for a home office or den and with its Spacious & Bright flow through the kitchen and Florida Great Room; ceramic tile throughout. Enjoy peaceful front and backyard views, a screened-in lanai with views to a fenced-in, private backyard surrounded by shade trees and beautifully landscaped grounds that feel like a private sanctuary. This condo sounds like the quintessential "Old Florida" retreat, especially for someone who wants the perks of island living without the typical maintenance headaches; and with a quiet neighborhood setting, you'll have the perfect balance of convenience and tranquility while enjoying the best at an affordable price. Don't miss out on this incredible opportunity to live on an island in Paradise.

5520 Phillips Street, Bokeelia
$142,000
2 Beds ⋅ 2 Baths ⋅ 2026014591 MLS
Welcome to this charming and newly refreshed home located in the highly desirable 55 + community of Pine Island Cove. This property has been thoughtfully updated with new kitchen cabinets, countertops, flooring, a new shower, and an efficient mini-split A/ C system, giving the home a clean modern feel from the moment you step inside. The layout offers comfortable living spaces with plenty of natural light, making it an ideal full-time residence or seasonal retreat. The updates throughout provide peace of mind and move in readiness. Outside, enjoy all that Pine Island cove is known for-Gulf-access boating and a friendly, active lifestyle. Residents have access to a community boat ramp with Gulf Access, fish cleaning station and boat washout area, making it easy to spend your days on the water. There is also RV and boat storage, a dog park, picnic area, and a full calendar of activities including pickleball, bocce ball and social clubs for every interest. Just minutes from the bay and Gulf, this location is perfect for enjoying some of SW Florida's best fishing, exploring the outer islands or relaxing at the beaches. It is close to all the dining, shopping and island events Pine Island has to offer. You own your land and the HOA is only $160.00 per month.

4978 Mullette Lane, St James City
$415,000
3 Beds ⋅ 2 Baths ⋅ 2026012753 MLS
Experience the best of waterfront living in this beautifully furnished 3-bedroom, 2-bath coastal retreat in the highly desirable Pine Island Cove community. Offering direct GULF ACCESS and an impressive 92 feet on saltwater canal frontage, this home is designed for those who value comfort, style and effortless outdoor living. Inside, you'll find a bright, coastal-inspired interior with 1,508 sq.ft. of thoughtfully designed space. The home comes tastefully furnished, creating a turnkey experience from the moment you arrive. Enjoy seamless indoor-outdoor living with a screened front lanai, sunroom, and open back lanai overlooking the water. A boat lift and maintenance-fee landscaping make boating and relaxation truly effortless. As one of the largest homes in the community, it offers exceptional space and a premier canal location. of the rare advantages of Pine Island Cove is that you own your property-no land lease-while still enjoying resort-style amenities for an incredible low fee of just $160 per month. The community features a heated saltwater pool, spa, private Gulf access boat ramp, fish cleaning and washout station, a covered picnic pavilion, dog park, pickleball, bocce and a vibrant calendar of clubs and activities. From your dock you're only minutes to the bay and the Gulf, home to some of the best fishing in Florida.

4892 Gulfgate Lane, St James City
$288,800
3 Beds ⋅ 2 Baths ⋅ 2026012255 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
$155,000
2 Beds ⋅ 2 Baths ⋅ 2026012085 MLS
Welcome to island living in the highly sought-after Pine Island Cove 55+ community in Saint James City. This charming 2-bedroom, 2-bath home offers the perfect Florida retreat—whether you're looking for a winter getaway or a full-time residence. This home has an awesome new kitchen cabinets, counter tops, air conditioning, & roof. The home features a comfortable open living space with plenty of natural light and a relaxing atmosphere that reflects the laid-back lifestyle of Pine Island. Enjoy outdoor living with space on the side of the home and a large patio in the back to relax and entertain while taking in the peaceful surroundings. Pine Island Cove is known for its friendly community and outstanding amenities. Residents enjoy a heated saltwater pool and spa, boat ramp with Gulf access, fish cleaning station, and a washout facility for boats. There is also a scenic lakeside gathering area with covered pavilions, picnic tables, and grills—perfect for socializing with neighbors and friends. Also, a dog park for your pets. Stay active with pickleball, bocce ball, and numerous clubs and community activities. Boat and RV storage is also available within the community. Conveniently located near local restaurants, marinas, and world-class fishing, this home offers the best of the Southwest Florida island lifestyle. You own your land and the HOA fee is only $160.00 per month.

7169 Drum Drive, St James City
$375,000
4 Beds ⋅ 2 Baths ⋅ 2026011205 MLS
Brand New Roof and newer Airconditioners! Income-producing from day one, this well-maintained Pine Island duplex offers immediate returns with both units currently rented at $1,750/month, generating $3,500 in monthly income ($42,000 annually). Whether you’re looking to expand your investment portfolio or live in one unit while offsetting your expenses, this property delivers flexibility and real value in today’s market. Based on current pricing, an estimated mortgage payment of around $2,400/month with 10% down (buyer to verify with lender) creates a rare opportunity where the numbers make sense. Each unit features 2 bedrooms, 1 bathroom, a comfortable living area, a kitchen with dining space, tile flooring throughout, impact windows, and in-residence laundry. The layout is ideal for long-term tenants, seasonal residents, or owner-occupants seeking additional income. Set in a convenient Pine Island location, the property is close to local shopping, restaurants, parks, and boat ramps, making it especially appealing to tenants who enjoy the laid-back island lifestyle. Known for its world-class fishing, kayaking, boating, and natural beauty, Pine Island continues to attract both year-round residents and seasonal visitors alike. Whether you’re looking for steady rental income, a smart investment, or a way to live the island lifestyle while generating revenue, this duplex offers a unique and compelling opportunity.

5613/5615 Birdsong Lane, Bokeelia
$375,000
4 Beds ⋅ 2 Baths ⋅ 2026011195 MLS
Income-producing from day one, this well-maintained Pine Island duplex offers immediate returns with both units currently rented at $1,750/month, generating $3,500 in monthly income ($42,600 annually). Whether you’re looking to expand your investment portfolio or live in one unit while offsetting your expenses, this property delivers flexibility and real value in today’s market. Based on current pricing, an estimated mortgage payment of around $2,400/month with 10% down (buyer to verify with lender) creates a rare opportunity where the numbers make sense. Each unit features 2 bedrooms, 1 bathroom, a comfortable living area, a kitchen with dining space, tile flooring throughout, impact windows, and in-residence laundry. The layout is ideal for long-term tenants, seasonal residents, or owner-occupants seeking additional income. Set in a convenient Pine Island location, the property is close to local shopping, restaurants, parks, and boat ramps, making it especially appealing to tenants who enjoy the laid-back island lifestyle. Known for its world-class fishing, kayaking, boating, and natural beauty, Pine Island continues to attract both year-round residents and seasonal visitors alike. Whether you’re looking for steady rental income, a smart investment, or a way to live the island lifestyle while generating revenue, this duplex offers a unique and compelling opportunity.

5548/5550 Birdsong Lane, Bokeelia
$332,000
4 Beds ⋅ 2 Baths ⋅ 226007617 MLS
Here is your opportunity to acquire a cash-flowing income-producing duplex in beautiful Bokeelia, Florida. Perfect for investors looking for multi-unit rental property. Immediate stable rental income with upside. Well maintained with a large yard and spacious back lanai for both units. Located just minutes from fishing, boating, shopping, dining, and public transit. Both units are well maintained and have central a/c units. No flooding or wind damage from any storms! Tenants pay both water and electric. This property is ideal for investors seeking a low-maintenance asset in a high-demand rental area. Four Point Inspection and Wind Mit is available! SELLING LOCAL PORTFOLIO INDIVIDUALLY OR TOGETHER. SEE OUR OTHER INVESTMENT PROPERTIES FOR SALE: MLS#s: 226007610, 226007622

5476 / 5478 Avenue C, Bokeelia
$650,000
2 Beds ⋅ 2 Baths ⋅ 2026006579 MLS
Wonderful seaside cottage with open water views! On any given day, take in the beautiful sunrise while drinking your coffee on the screened lanai. If you're lucky, you may watch dolphins feeding or otters at play. This is a fully renovated and restored property that proves the resiliency and spirit of this special little island. The home has superior wind protection with impact windows, doors, and metal roof----and suffered no known damage in Hurricanes Helene and Milton! Within walking distance of this cute cottage are restaurants, shops, and the community park with boat and kayak launches. This home must be seen; it's a jewel!

4819 Pine Island Road NW, Matlacha
$525,000
4 Beds ⋅ 2 Baths ⋅ 2026005994 MLS
Picture yourself enjoying the island life in this newer 4 bedroom 2 bathroom home in Tropical Homesites in St. James City! Completed in 2022, this home offers a spacious open floor plan with high ceilings and tile floors in the great room. The kitchen features an island, pantry, stainless appliances and granite countertops. The separate laundry room is conveniently located off the kitchen with a door going into the attached two car garage. Spend the warm sunny Florida days relaxing in your beautiful custom built screened in salt water pool, NEW in 2023. There are sliding glass doors in the living room that lead out to the covered lanai and pool making it great for entertaining. This home features a split floor plan with 3 nice size bedrooms and bathroom on one side, perfect for guests. On the other side is the large master bedroom with new laminate floors, a walk in closet, and an en suite bathroom with tile floors, 2 sinks, granite countertops, and walk in shower. There are accordion hurricane shutters on windows and doors, the house is wired for a generator, with an 8,000 watt generator included in the sale, and a 4 zone automatic sprinkler system. Just walking distance to the lovely public park located in the neighborhood where you can enjoy a picnic, launch a kayak, fish, or dip your toes in the water on Matlacha Pass. Not far from restaurants, grocery stores, marinas, boat ramps. Schedule your appointment today!

3505 Mango Street, St James City
$569,900
3 Beds ⋅ 2 Baths ⋅ 2026001712 MLS
AG-2 Zoned Island Agricultural Homestead- Island meets Homesteading. Welcome to a rare opportunity to own a true island agricultural homestead in Saint James City. Situated on nearly 5.5 acres of mostly cleared land, this AG-2 zoned property offers the scale, infrastructure, and existing agricultural exemption that are increasingly difficult to find. With public water, a private well, and a functional irrigation system already in place, the groundwork is set for continued or expanded agricultural use, including tree farming, nursery operations, gardening, orchards, or diversified agricultural production. The land is well configured with open acreage, established access paths, multiple walking and riding trails, and a balance of cleared areas and natural brush that supports productivity, privacy, and future expansion. A gated entry provides controlled access, while the property’s size and layout enable efficient equipment movement, defined planting zones, and operational flexibility. AG-2 zoning allows a wide range of agricultural and rural uses, including crop cultivation, plant and tree nurseries, horticulture, limited livestock, agricultural structures, and a single-family residence associated with agricultural operations (buyer to verify permitted uses). The 3-bedroom, 2-bath residence offers approximately 1,600 square feet of practical living space well-suited for an owner-operator or full-time homesteading lifestyle. Recent improvements include a brand-new HVAC system, impact-rated windows and front door, and low-maintenance LVP flooring throughout. The open kitchen features granite countertops, stainless steel appliances, a custom stainless steel hood, a double pantry, and ample workspace that connects seamlessly to the main living area. Additional features include updated bathrooms, an oversized laundry/utility room adaptable for storage, work, or homestead tasks, and a full-length enclosed porch overlooking the property. Outdoor amenities include an above-ground pool and a covered wood deck for relaxation after a day’s work. Supporting structures include a large detached garage/barn with dual sliding doors, ample storage for equipment and supplies, a small shop with a wall unit, and a cleared turnaround drive for easy access. Properties of this size, with the zoning and functionality, especially with an agricultural exemption already established, are exceptionally rare, where the island lifestyle is also so easily obtained. Fishing and boating are just moments away when you need a quick break from homesteading or if you want to fill the freezer with fish. Whether your vision is a working farm, nursery-ready acreage, or a self-sustaining island homestead, 5228 Stringfellow Road offers a unique combination of land, freedom, and long-term value on Pine Island.

5228 Stringfellow Road, St James City
$156,500
2 Beds ⋅ 2 Baths ⋅ 2025024128 MLS
If you are looking for a fully furnished home, you have found it. This 2-bedroom 2 bath home is located in Pine Island Cove the best 55+ community on Pine Island. The community has a heated saltwater pool, spa, private boat ramp that has Gulf access, boat & RV storage, picnic area with covered tables and grills, club house, dog run, fish cleaning station, washout facilities. There are a lot of activities for everyone pickleball, bocce and many clubs. It is just a few minutes out to the bay and Gulf to some of the best fishing in SW Florida. Community is located near to shops, banks and restaurants.

4939 Mullette Lane, St James City
$525,000
2 Beds ⋅ 2 Baths ⋅ 2025022861 MLS
Great gulf access. Less than 5 minutes out to San Carlos Bay and then on to the fishing, beaches and restaurants the area is famous for. This 2 bedroom 2 bath home has a large family/Florida room on the canal to sit and enjoy the local wildlife. The kitchen has been updated with White cabinets. There is a boat lift with the frame for the cover, but no cover. And a composite dock. Spacious with lots of storage space. This home is on a quiet, dead end street. Perfect for your winter or year round home.

2355 Banana Street, St James City
$359,000
2 Beds ⋅ 2 Baths ⋅ 2025022633 MLS
DIRECT GULF ACCESS! Dreaming of living on the water with direct access? Here is your chance. It's not perfect but is priced accordingly. has had some major renovations. Located on an oversized corner lot in desirable St. James City. This 2BR, 2BA Pine Island Shores home is move-in-ready and is a great deal at this price. Step inside to find new flooring throughout, a new kitchen featuring stylish cabinetry, fixtures, and appliances, and fully renovated bathrooms with new tubs, showers, cabinets, and fixtures. Enjoy additional upgrades including a newer metal roof, new AC, new septic tank, new tankless water heater, new washer and dryer, new garage door, and an updated laundry room. Relax in the bright Florida room overlooking the canal, or head outside where this property truly shines. Boaters will love the 10,000 lb boat lift, composite dock, and concrete patio area, complete with electric and water at the dock. From here, you’ll enjoy direct access to San Carlos Bay, Matlacha Pass, Pine Island Sound, and the Gulf of Mexico—ideal for world-class fishing, cruising, and exploring the islands. This affordable move-in-ready home would make the perfect fish camp or weekend get-a-way!! Schedule your showing today! Note: Some of the photos have been virtually staged.

2390 Oleander Street, St James City
$215,000
2 Beds ⋅ 2 Baths ⋅ 224090898 MLS
HUGE PRICE REDUCTION MOTIVATED SELLERS SAY MAKE ME AN OFFER!! 55+ GULF ACCESS BOAT RAMP for fishing and boating enthusiasts! St. James City is known for its secluded and relaxed atmosphere and that is exactly what this home possesses, plus more!! This home sits on a CORNER LOT which provides privacy and space! Step inside this immaculate 2 bedroom 2 bath home with many updates and finishes. Each bedroom offers an ensuite bath complete with spacious closets. The kitchen comes well equipped with nice appliances. The living room is inviting and bright. Just off the living room you will be delighted to have a beautiful Florida room fit for even more guests. This room would also make a nice office or gym. An outdoor oasis awaits, with access from either bedroom. Enjoy watching the game with friends in your screened in porch or enjoy cocktails and the most gorgeous sunsets amongst the breeze. Just steps off the deck is a Tiki Hut that has a Grill for BBQ's and entertaining guests! This home also includes a Wen 50 AMP HOME GENERATOR W/100 LB. PROPANE TANK!! Amenities galore including Clubhouse, heated pool & spa, pickleball, bocce and dog park! Need a place to store your boat or RV? No problem! Gated storage available!!

5029 Gulfgate Lane, St James City
$145,000
2 Beds ⋅ 2 Baths ⋅ 225048514 MLS
Turnkey! Fully furnished! Welcome to Pine Island Cove, a vibrant 55+ waterfront boating community in St. James City. Plenty of social activates and events; bingo, yoga, water aerobics, holiday dinner...etc. Enjoy a saltwater pool & Spa, bocce and pickleball courts, a clubhouse, fitness center, picnic park, dog park, boat ramp, and boat/RV storage, along with a variety of programs to keep you active. This SPACIOUS 1144sqft newly renovated 2-bedroom, 2-bathroom, fully furnished home features a 2022 roof, new ductless split AC, new flooring, large walk-in closets, a relaxing Florida room and more. Situated on a corner lot, it boasts the best location in the community, with amenities just across the street. The HOA fee is $160 per month. The boat/RV storage is $50 per year if utilized. Launch your boat at the community ramp, just 5 minutes from open water, and explore Pine Island Sound, renowned for diverse fishing opportunities, including snook, trout, redfish, and tarpon. Easily navigate to stunning barrier islands like Sanibel, Captiva, and Cayo Costa - accessible only by boat. In Pine Island Cove, you own both the house and the land. Don’t miss your chance to live in paradise!

4920 Pinfish Lane, St James City
$379,000
3 Beds ⋅ 2 Baths ⋅ 224097608 MLS
TROPICAL HOMESITES!! 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
$165,000
2 Beds ⋅ 2 Baths ⋅ 225036734 MLS
Pine Island Cove 55+ community.. Community POOL, HOT TUB, CLUBHOUSE, FITNESS, PICKLE BALL, PICNIC- PARK BOAT RAMP, BOAT & RV STORAGE, SEWER and much more.. Beautiful Island Community. The 2-bedroom 2-bath 1152 sq ft home is very well cared for and has been a year around home with HURRICANE WINDOWS THROUGH OUT - wood paneled living & family room, updated-kitchen and carpet & laminated floors. Storage/shop, Carport & screened area. Out door life is part of Pine Island Cove...Friends, pickle ball, pool a 16 mile long bike path up & down the Island. The boat ramp will put you and your boat into the Cove canal and out to Pine Island Sound for the best fishing, out-Island beaches, the Gulf for you to enjoy... Visit Pine Island Cove and this wonderful home today !!!!!

4931 Gulfgate Lane, St James City