Rare Duplex Opportunity on Nearly Half an Acre in the Heart of Bokeelia! Whether you're looking for an investment property, multi-generational living, or the perfect opportunity to live in one unit while renting the other, this well-maintained duplex checks all the boxes. Situated on an oversized lot of nearly 0.5 acres, this concrete block duplex features two spacious units, each offering 1,101 square feet, 2 bedrooms, 1.5 bathrooms, soaring vaulted ceilings in the living room, and tile flooring throughout for easy maintenance. Each unit also includes its own private screened lanai, perfect for enjoying the Florida lifestyle, along with a dedicated exterior storage closet for added convenience. Major updates have already been completed with a new roof and gutters installed in 2023. Conveniently located just minutes from Publix, Pine Island Road, local restaurants, shopping, and everyday amenities, this property offers the perfect balance of privacy and accessibility. With solid bones and room for cosmetic updates, this duplex presents an excellent opportunity to add value while generating rental income or creating your ideal owner-occupied investment. Don't miss your chance to own this Pine Island property with endless potential!

4 Beds ⋅ 4 Baths ⋅ 2026032000 MLS

Rare Duplex Opportunity on Nearly Half an Acre in the Heart of Bokeelia! Whether you're looking for an investment property, multi-generational living, or the perfect opportunity to live in one unit while renting the other, this well-maintained duplex checks all the boxes. Situated on an oversized lot of nearly 0.5 acres, this concrete block duplex features two spacious units, each offering 1,101 square feet, 2 bedrooms, 1.5 bathrooms, soaring vaulted ceilings in the living room, and tile flooring throughout for easy maintenance. Each unit also includes its own private screened lanai, perfect for enjoying the Florida lifestyle, along with a dedicated exterior storage closet for added convenience. Major updates have already been completed with a new roof and gutters installed in 2023. Conveniently located just minutes from Publix, Pine Island Road, local restaurants, shopping, and everyday amenities, this property offers the perfect balance of privacy and accessibility. With solid bones and room for cosmetic updates, this duplex presents an excellent opportunity to add value while generating rental income or creating your ideal owner-occupied investment. Don't miss your chance to own this Pine Island property with endless potential!

5484/5486 Birdsong Lane, Bokeelia

Listing Courtesy of Compass Florida LLC

$485,000

Amazing Waterfront Duplex

4 Beds ⋅ 2 Baths ⋅ 2026031244 MLS

Amazing Waterfront Duplex

5251-5253 Serenity Cove, Bokeelia

Listing Courtesy of RE/MAX Trend

Selling Office: .

$399,000

Exceptional opportunity to own a turnkey, income-producing duplex in the heart of Bokeelia. Built in 2005 and featuring a new roof installed in 2023, this well-maintained property offers two spacious units, each with 3 bedrooms, 2 bathrooms, and 1,117 square feet of living space. Both units feature modern finishes, private rear decks, and separate backyard areas, providing tenants with the comfort and privacy of a single-family home. Long-term tenants are already in place, creating immediate and reliable cash flow for investors. Whether you're looking to expand your investment portfolio or take advantage of a house-hacking opportunity by living in one unit and renting the other to offset your housing expenses, this versatile property is ready to perform from day one. With stable income, recent capital improvements, and strong rental appeal, this duplex is a rare opportunity on beautiful Pine Island.

6 Beds ⋅ 4 Baths ⋅ 2026024876 MLS

Exceptional opportunity to own a turnkey, income-producing duplex in the heart of Bokeelia. Built in 2005 and featuring a new roof installed in 2023, this well-maintained property offers two spacious units, each with 3 bedrooms, 2 bathrooms, and 1,117 square feet of living space. Both units feature modern finishes, private rear decks, and separate backyard areas, providing tenants with the comfort and privacy of a single-family home. Long-term tenants are already in place, creating immediate and reliable cash flow for investors. Whether you're looking to expand your investment portfolio or take advantage of a house-hacking opportunity by living in one unit and renting the other to offset your housing expenses, this versatile property is ready to perform from day one. With stable income, recent capital improvements, and strong rental appeal, this duplex is a rare opportunity on beautiful Pine Island.

5527 Judith Road, Bokeelia

Listing Courtesy of Sea Glass Gulf Realty

$430,000

Welcome to Bokeelia! This beautifully updated deluxe duplex at 5781/5783 Marina Dr offers modern living with vaulted ceilings, 2 bedrooms, and 2 bathrooms per unit. Each unit showcases spacious living rooms, walk-in closets, cozy breakfast nooks, and a one-car garage. The kitchens impress with quartz countertops, new soft-close cabinets, pantries, large stainless steel sinks, and breakfast bars. Additional features include, new roof in 2022, storm panels, outside outlet for a generator and plenty of room for a pool. Close by are some great restaurants, shopping, community pool, pickle ball courts and boat ramps.This is a fantastic opportunity for both investors and homeowners.

4 Beds ⋅ 4 Baths ⋅ 2025003899 MLS

Welcome to Bokeelia! This beautifully updated deluxe duplex at 5781/5783 Marina Dr offers modern living with vaulted ceilings, 2 bedrooms, and 2 bathrooms per unit. Each unit showcases spacious living rooms, walk-in closets, cozy breakfast nooks, and a one-car garage. The kitchens impress with quartz countertops, new soft-close cabinets, pantries, large stainless steel sinks, and breakfast bars. Additional features include, new roof in 2022, storm panels, outside outlet for a generator and plenty of room for a pool. Close by are some great restaurants, shopping, community pool, pickle ball courts and boat ramps.This is a fantastic opportunity for both investors and homeowners.

5781/5783 Marina Road, Bokeelia

Listing Courtesy of LoKation

Selling Office: .

$570,000

MAJOR PRICE MODIFICATION!!!!Discover your piece of paradise featuring 3 bedrooms + den, 2 baths, and 1,225 sq. ft. per side, located in desirable Charlotte Shores. Less than 300 steps to the community park and private marina where you can dock offering direct Gulf access for your boating adventures. Enjoy vaulted ceilings, tile flooring throughout, soft-close kitchen cabinetry, granite countertops, and stainless steel appliances. A private pool and spa with a pool heater, surrounded by concrete pavers for easy maintenance. Impact-resistant windows and doors, plus an oversized 2-car attached garage. Live in one side and rent the other, use it for vacation rentals, or for friends and family. Close to grocery stores, restaurants, a drug store, and gas station—making every day feel like a vacation. Whether you're seeking investment potential or your dream home, this property delivers it all. PROPERTY HAS NEVER SUFFERED ANY DAMAGE FROM HURRICANES AND NEVER FLOODED!!

6 Beds ⋅ 225019280 MLS

MAJOR PRICE MODIFICATION!!!!Discover your piece of paradise featuring 3 bedrooms + den, 2 baths, and 1,225 sq. ft. per side, located in desirable Charlotte Shores. Less than 300 steps to the community park and private marina where you can dock offering direct Gulf access for your boating adventures. Enjoy vaulted ceilings, tile flooring throughout, soft-close kitchen cabinetry, granite countertops, and stainless steel appliances. A private pool and spa with a pool heater, surrounded by concrete pavers for easy maintenance. Impact-resistant windows and doors, plus an oversized 2-car attached garage. Live in one side and rent the other, use it for vacation rentals, or for friends and family. Close to grocery stores, restaurants, a drug store, and gas station—making every day feel like a vacation. Whether you're seeking investment potential or your dream home, this property delivers it all. PROPERTY HAS NEVER SUFFERED ANY DAMAGE FROM HURRICANES AND NEVER FLOODED!!

5683-5685 Genesee Parkway, Bokeelia

Listing Courtesy of Coldwell Banker Realty

Selling Office: .

$620,000

Water, magnificent sunsets, ospreys, dolphins, and pelicans grace the unobstructed panoramic bay view of this home. LOW HOA FEES! New roof and flooring, built-in cabinets, with a tremendous amount of storage throughout the home. Great room floor plan offers a spacious living/dining area featuring wall-to-wall sliding glass windows to take in the glorious view. Two bedrooms, a full bath, great room, kitchen, and laundry on the main floor. Upstairs, a spacious owner's suite offers a walk-in closet with access to the sky deck to take in the sunset or star gaze. Your private boat slip with lift can accommodate up to a 28' boat is right across the street includes electric and water. Carport and enclosed 2-car garage with a separate workroom provide additional storage for fishing tackle, kayaks, golf cart, and bikes. Golf cart ride to restaurants and Seagull Bay's private beach on Charlotte Harbor. Minutes to the Gulf, Boca Grande (Tarpon Capital of the World), Useppa, Cabbage Key, Cayo Costa. Live the island lifestyle!

3 Beds ⋅ 2 Baths ⋅ 225028106 MLS

Water, magnificent sunsets, ospreys, dolphins, and pelicans grace the unobstructed panoramic bay view of this home. LOW HOA FEES! New roof and flooring, built-in cabinets, with a tremendous amount of storage throughout the home. Great room floor plan offers a spacious living/dining area featuring wall-to-wall sliding glass windows to take in the glorious view. Two bedrooms, a full bath, great room, kitchen, and laundry on the main floor. Upstairs, a spacious owner's suite offers a walk-in closet with access to the sky deck to take in the sunset or star gaze. Your private boat slip with lift can accommodate up to a 28' boat is right across the street includes electric and water. Carport and enclosed 2-car garage with a separate workroom provide additional storage for fishing tackle, kayaks, golf cart, and bikes. Golf cart ride to restaurants and Seagull Bay's private beach on Charlotte Harbor. Minutes to the Gulf, Boca Grande (Tarpon Capital of the World), Useppa, Cabbage Key, Cayo Costa. Live the island lifestyle!

16653 Seagull Bay Court, Bokeelia

Listing Courtesy of Florida Home Realty, Inc.

Selling Office: .

$87,000

HUGE PRICE REDUCTION-PRICED TO SELL NOW-INVESTOR AIR B-N-B OR OWNER GETAWAY..PARADISE FOUND in the cozy half-duplex unit near the center of Pine Island with its Fantastic Galore of Outdoor water activities! This 2BR-1BA home features Kitchen/Dining/Living and Two Bedrooms separated by a Bath and Laundry Area. Outdoors shows a spacious yard area with gazebo and separate shed. Don't Delay on this possible gem of a deal! SCHEDULE a showing TODAY!

2 Beds ⋅ 1 Baths ⋅ 224068947 MLS

HUGE PRICE REDUCTION-PRICED TO SELL NOW-INVESTOR AIR B-N-B OR OWNER GETAWAY..PARADISE FOUND in the cozy half-duplex unit near the center of Pine Island with its Fantastic Galore of Outdoor water activities! This 2BR-1BA home features Kitchen/Dining/Living and Two Bedrooms separated by a Bath and Laundry Area. Outdoors shows a spacious yard area with gazebo and separate shed. Don't Delay on this possible gem of a deal! SCHEDULE a showing TODAY!

5384 Henley Street, Bokeelia

Listing Courtesy of Pricepoint Realty, LLC

Selling Office: .

$1,050,000

Old Florida Charm ..FIVE TOTAL APARTMENTS, Two buildings, 100' Waterfront at the tip north end of Pine Island at Bokeelia Island !!!!! The MALU LANI INN: 4 - one bedroom furnished apartments ... PLUS, a 1 bedroom cottage. 3 - docks, 4 - Boat Slips and a lift, private boat ramp, Deeded Easement to Charlotte Harbor, all this on the bay at Jug Creek !! Two units on the ground floor, two units on the second story, each unit has a porch with water views, Kitchen, living area and a private bedroom & bath. The cottage, larger than the apartments has living area, kitchen, bedroom and bath ... perfect for Owners residence, caretaker or the 5th rental, it also also has washer & dryer for guests. Guests can enjoy Tropical Pine Island at its best, bring your boat for Incredible Florida Fishing, bay or Gulf, explore the outer islands with private beaches, Restaurants like Cabbage Key accessible only by boat and on land a 16 mile bike path.... (Malu-Lani in Hawaiian Means "Under Heavens Protection") MALU LANI INN .. Private Docks, Beautiful waterfront apartments, very clean & well maintained, Charlotte Harbor access, laid back & quiet atmosphere...OLD FLORIDA CHARM..!!! THIS IS THE PLACE FOR YOU !!!

5 Beds ⋅ 5 Baths ⋅ 224076869 MLS

Old Florida Charm ..FIVE TOTAL APARTMENTS, Two buildings, 100' Waterfront at the tip north end of Pine Island at Bokeelia Island !!!!! The MALU LANI INN: 4 - one bedroom furnished apartments ... PLUS, a 1 bedroom cottage. 3 - docks, 4 - Boat Slips and a lift, private boat ramp, Deeded Easement to Charlotte Harbor, all this on the bay at Jug Creek !! Two units on the ground floor, two units on the second story, each unit has a porch with water views, Kitchen, living area and a private bedroom & bath. The cottage, larger than the apartments has living area, kitchen, bedroom and bath ... perfect for Owners residence, caretaker or the 5th rental, it also also has washer & dryer for guests. Guests can enjoy Tropical Pine Island at its best, bring your boat for Incredible Florida Fishing, bay or Gulf, explore the outer islands with private beaches, Restaurants like Cabbage Key accessible only by boat and on land a 16 mile bike path.... (Malu-Lani in Hawaiian Means "Under Heavens Protection") MALU LANI INN .. Private Docks, Beautiful waterfront apartments, very clean & well maintained, Charlotte Harbor access, laid back & quiet atmosphere...OLD FLORIDA CHARM..!!! THIS IS THE PLACE FOR YOU !!!

7759 Bocilla Lane, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$350,000

Possible Seller Financing. This Sale includes 5460 and 5462 Avenue as well as a small additional lot at back. Live in one unit and rent out the other! Recently Renovated, well maintained Duplex in the center of Pine Island close to shopping, community pool and library. Would make a great annual rental as elementary school is just down the street. No HOA. Each unit has 2 bedrooms and 2 baths, front and rear screened porches, balcony off the master bedrooms. Master bedroom with master bath upstairs. Guest Bedroom with full bath downstairs. Each side has parking for 2 cars. Each unit has it's own laundry room with washer and dryer. Beautiful well maintained lawn and exterior. Both units are being used for vacation rentals, but there is also demand for full-time annual rentals on the island. New roof and impact windows. Located in good area of the island with no flooding during recent hurricanes. Close to shopping, community pool, elementary school, library, parks, tennis, pickleball etc. Pine Island Elementary School just down the street. Recently Update Outdoor Security Cameras and French Doors in each Master Bedroom to the balcony.

4 Beds ⋅ 4 Baths ⋅ 224099660 MLS

Possible Seller Financing. This Sale includes 5460 and 5462 Avenue as well as a small additional lot at back. Live in one unit and rent out the other! Recently Renovated, well maintained Duplex in the center of Pine Island close to shopping, community pool and library. Would make a great annual rental as elementary school is just down the street. No HOA. Each unit has 2 bedrooms and 2 baths, front and rear screened porches, balcony off the master bedrooms. Master bedroom with master bath upstairs. Guest Bedroom with full bath downstairs. Each side has parking for 2 cars. Each unit has it's own laundry room with washer and dryer. Beautiful well maintained lawn and exterior. Both units are being used for vacation rentals, but there is also demand for full-time annual rentals on the island. New roof and impact windows. Located in good area of the island with no flooding during recent hurricanes. Close to shopping, community pool, elementary school, library, parks, tennis, pickleball etc. Pine Island Elementary School just down the street. Recently Update Outdoor Security Cameras and French Doors in each Master Bedroom to the balcony.

5460/5462 Avenue E, Bokeelia

Listing Courtesy of Dream Home Associates LLC

Selling Office: .

$325,000

**PACKAGE DEAL** This property offers a unique investment opportunity with two separate living spaces, both with strong income potential. The main unit is a well-maintained 2-bedroom, 1-bath home currently operating as a successful Airbnb providing steady rental income with a high occupancy rate. The second unit is a 1-bedroom, 1-bath space currently used as a second home but could easily be another income-producing rental. This property is located directly across from a boat ramp and is ideal for investors, builders, or those looking to live the island life while generating passive income. This is a PACKAGE DEAL and also includes the adjacent vacant lot (16025 Bowline Street), offering even more potential for expansion or additional rental opportunities. Deals like this are rare - don’t miss your chance to own two properties in a rapidly appreciating area!

3 Beds ⋅ 2 Baths ⋅ 225039112 MLS

**PACKAGE DEAL** This property offers a unique investment opportunity with two separate living spaces, both with strong income potential. The main unit is a well-maintained 2-bedroom, 1-bath home currently operating as a successful Airbnb providing steady rental income with a high occupancy rate. The second unit is a 1-bedroom, 1-bath space currently used as a second home but could easily be another income-producing rental. This property is located directly across from a boat ramp and is ideal for investors, builders, or those looking to live the island life while generating passive income. This is a PACKAGE DEAL and also includes the adjacent vacant lot (16025 Bowline Street), offering even more potential for expansion or additional rental opportunities. Deals like this are rare - don’t miss your chance to own two properties in a rapidly appreciating area!

16001/16005 Bowline Street, Bokeelia

Listing Courtesy of EXP Realty LLC

Selling Office: .

$660,000

Waterfront 5-Plex in Beautiful Bokeelia!!! Discover the perfect investment opportunity with this waterfront 5-plex property, located on serene Pine Island. Nestled in a tranquil, nature-filled setting, this multi-family gem offers a unique chance to own a piece of paradise in one of Southwest Florida’s most desirable locations. Recently flooded from Helene & Milton, but has been professionally gutted and remediated and is ready to be rebuilt to your liking! This property was originally 5 units, however the 4th & 5th unit have been combined into a 2 bedroom, 2 bathroom single unit. Set on a large lot with minimal/low-maintenance landscaping, providing plenty of space for outdoor activities, picnics, or private relaxation by the water. There is also ample room to add a pool! Over 100 feet of water frontage includes a concrete seawall in EXCELLENT condition, 4 boat slips, a 10,000 lb boat lift AND private boat ramp. Enjoy direct access to Charlotte Harbor with expansive views of the basin, perfect for boaters, anglers, and nature lovers. Just jump on the boat and you are minutes to Charlotte Harbor & Boca Grande Pass- perfect for boating, fishing, and beach adventures. Bokeelia's sought-after location ensures high demand for vacation rentals, making this a lucrative property for the right buyer. Whether you're looking to generate rental income or seeking a place to call home with the added benefit of rental units, this property delivers on both fronts. Create your own waterfront oasis, this 5-plex is an exceptional opportunity. Don’t miss out on the chance to own a piece of Bokeelia Island living with spectacular waterfront views. Schedule a tour today!

5 Beds ⋅ 5 Baths ⋅ 224096931 MLS

Waterfront 5-Plex in Beautiful Bokeelia!!! Discover the perfect investment opportunity with this waterfront 5-plex property, located on serene Pine Island. Nestled in a tranquil, nature-filled setting, this multi-family gem offers a unique chance to own a piece of paradise in one of Southwest Florida’s most desirable locations. Recently flooded from Helene & Milton, but has been professionally gutted and remediated and is ready to be rebuilt to your liking! This property was originally 5 units, however the 4th & 5th unit have been combined into a 2 bedroom, 2 bathroom single unit. Set on a large lot with minimal/low-maintenance landscaping, providing plenty of space for outdoor activities, picnics, or private relaxation by the water. There is also ample room to add a pool! Over 100 feet of water frontage includes a concrete seawall in EXCELLENT condition, 4 boat slips, a 10,000 lb boat lift AND private boat ramp. Enjoy direct access to Charlotte Harbor with expansive views of the basin, perfect for boaters, anglers, and nature lovers. Just jump on the boat and you are minutes to Charlotte Harbor & Boca Grande Pass- perfect for boating, fishing, and beach adventures. Bokeelia's sought-after location ensures high demand for vacation rentals, making this a lucrative property for the right buyer. Whether you're looking to generate rental income or seeking a place to call home with the added benefit of rental units, this property delivers on both fronts. Create your own waterfront oasis, this 5-plex is an exceptional opportunity. Don’t miss out on the chance to own a piece of Bokeelia Island living with spectacular waterfront views. Schedule a tour today!

7745 Bocilla Lane, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$380,000

DUPLEX - AVE D AT PINE ISLAND CENTER... 2-bedroom on right side 1-bedroom on left side. Tile Floors each has a screened Lanai and private storage/shop/shed, full kitchen, living area... there is 1-laundry room for both. The back yard is very tropical with an avocado & tangerine tree and plenty of tropical plants. The single bedroom apt is rented at this time. Great location close to school, library, Museum, Public Pool & Tennis, and Little league field. The Publix is on one side and the Winn Dixie on the other. Bike path to Bokeelia and St James City all there for you and this perfect DUPLEX Come today and take a look...!

3 Beds ⋅ 2 Baths ⋅ 224039742 MLS

DUPLEX - AVE D AT PINE ISLAND CENTER... 2-bedroom on right side 1-bedroom on left side. Tile Floors each has a screened Lanai and private storage/shop/shed, full kitchen, living area... there is 1-laundry room for both. The back yard is very tropical with an avocado & tangerine tree and plenty of tropical plants. The single bedroom apt is rented at this time. Great location close to school, library, Museum, Public Pool & Tennis, and Little league field. The Publix is on one side and the Winn Dixie on the other. Bike path to Bokeelia and St James City all there for you and this perfect DUPLEX Come today and take a look...!

5539-5541 Avenue D, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$220,000

Welcome to this charming duplex in the heart of Pine Island! This well-maintained property offers a fantastic investment opportunity with two separate units. The 2/1 unit and the 1/1 unit, both approximately 622 square feet, one side is currently rented, and renovations are being made to the other unit. The new roof, replaced in 2023, ensures peace of mind for years to come. The property's convenient location provides easy access to nearby amenities, making it an attractive option for renters. Don't miss out on the chance to own this income-generating property in Pine Island. Whether you're looking to expand your investment portfolio or seeking a promising rental property, this duplex is a must-see. Schedule a showing today and seize this incredible opportunity!

3 Beds ⋅ 2 Baths ⋅ 224003232 MLS

Welcome to this charming duplex in the heart of Pine Island! This well-maintained property offers a fantastic investment opportunity with two separate units. The 2/1 unit and the 1/1 unit, both approximately 622 square feet, one side is currently rented, and renovations are being made to the other unit. The new roof, replaced in 2023, ensures peace of mind for years to come. The property's convenient location provides easy access to nearby amenities, making it an attractive option for renters. Don't miss out on the chance to own this income-generating property in Pine Island. Whether you're looking to expand your investment portfolio or seeking a promising rental property, this duplex is a must-see. Schedule a showing today and seize this incredible opportunity!

5076-5078 Birdsong Lane, Bokeelia

Listing Courtesy of Compass Florida LLC

Selling Office: .

$386,000

Perfect investment opportunity. 2 single family residence with a total of 6 units on one property with direct access to Stringfellow Rd. Current tenants in place in four of the units. Huge upside potential for the right buyer.

8 Beds ⋅ 6 Baths ⋅ 223058614 MLS

Perfect investment opportunity. 2 single family residence with a total of 6 units on one property with direct access to Stringfellow Rd. Current tenants in place in four of the units. Huge upside potential for the right buyer.

7431 Ontario Drive, Bokeelia

Listing Courtesy of SellState Excelsior Realty

Selling Office: .