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

3 Beds ⋅ 2 Baths ⋅ 2026040187 MLS

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

5228 Stringfellow Road, St James City

$275,000

Enjoy the laid-back Pine Island lifestyle in this 3-bedroom, 2-bath home situated on over half an acre in Bokeelia. The home offers an open great-room layout with vaulted ceilings, impact-resistant windows, and a newer roof. A separate attached living area with its own entrance and full bath provides additional flexibility for guests, extended family, a home office, or additional living space. Step outside to the large screened lanai overlooking a spacious backyard with mature landscaping and plenty of room for a pool, garden, boat, RV, or outdoor entertaining. With no HOA, you have the freedom to make the property your own. Located near the heart of Bokeelia, you're convenient to public boat ramps, the Bokeelia Fishing Pier, waterfront dining, and access to Pine Island Sound, Charlotte Harbor, and some of Southwest Florida's best boating and fishing. Property is being sold AS-IS. Potential short sale; sale price and terms are subject to third-party/lender approval.

3 Beds ⋅ 2 Baths ⋅ 2026039878 MLS

Enjoy the laid-back Pine Island lifestyle in this 3-bedroom, 2-bath home situated on over half an acre in Bokeelia. The home offers an open great-room layout with vaulted ceilings, impact-resistant windows, and a newer roof. A separate attached living area with its own entrance and full bath provides additional flexibility for guests, extended family, a home office, or additional living space. Step outside to the large screened lanai overlooking a spacious backyard with mature landscaping and plenty of room for a pool, garden, boat, RV, or outdoor entertaining. With no HOA, you have the freedom to make the property your own. Located near the heart of Bokeelia, you're convenient to public boat ramps, the Bokeelia Fishing Pier, waterfront dining, and access to Pine Island Sound, Charlotte Harbor, and some of Southwest Florida's best boating and fishing. Property is being sold AS-IS. Potential short sale; sale price and terms are subject to third-party/lender approval.

10899 Russell Road, Bokeelia

$599,000

Experience owning a slice of paradise in this fully and tastefully remodeled home. Each room has been extensively updated to enjoy comfortable island living within its light filled spaces. The new kitchen and baths with walk-in showers are amazing. A metal roof was installed three years ago, and recently a water heater. This area of the island is golf cart friendly so you may ride it to local restaurants, bars, shopping or simply cruise around the entire neighborhood. Whether used as a full-time residence, seasonal, or an investment property, this home would easily fulfill your desires. Pine Island is a nature lover's paradise in addition to offering access to world class fishing. It has several county parks and a bike path almost the entire length of the island. Are you a baseball fan? Southwest Florida has many MLB spring training locations all within an easy drive. If you enjoy sun, salt, fishing, boating, baseball or great fresh seafood, Pine Island is the right place for you and your family. Start living on "Island Time."

3 Beds ⋅ 2 Baths ⋅ 2026037929 MLS

Experience owning a slice of paradise in this fully and tastefully remodeled home. Each room has been extensively updated to enjoy comfortable island living within its light filled spaces. The new kitchen and baths with walk-in showers are amazing. A metal roof was installed three years ago, and recently a water heater. This area of the island is golf cart friendly so you may ride it to local restaurants, bars, shopping or simply cruise around the entire neighborhood. Whether used as a full-time residence, seasonal, or an investment property, this home would easily fulfill your desires. Pine Island is a nature lover's paradise in addition to offering access to world class fishing. It has several county parks and a bike path almost the entire length of the island. Are you a baseball fan? Southwest Florida has many MLB spring training locations all within an easy drive. If you enjoy sun, salt, fishing, boating, baseball or great fresh seafood, Pine Island is the right place for you and your family. Start living on "Island Time."

2471 AVOCADO Street, St James City

TBD Masters Landing Drive, St James City

$325,198

Create your private retreat area. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. Almost 10 acres of Pristine Virgin Pine Island acres near open water on offer for your consideration.(in the Master's Landing vicinity) Address not yet determined Approximate measurement is as follows:328' x 1369' x 328' x1368'

2026031044 MLS

Create your private retreat area. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. Almost 10 acres of Pristine Virgin Pine Island acres near open water on offer for your consideration.(in the Master's Landing vicinity) Address not yet determined Approximate measurement is as follows:328' x 1369' x 328' x1368'

TBD Masters Landing Drive, St James City

$342,423

Treasure Hunt! 10+ Pristine Virgin Pine Island acres near open water on offer for your consideration in the Master's Landing vicinity. The address is not yet determined. The approximate measurement is as follows: 332' X 1367 (10+acres)'. Walk past the corner of Masters Landing Dr. Go east of Pirate Landing Ln there is a paper road once at the corner of those two roads you walk about 573 feet and you will be at the SW corner of this unamed parcel which is situated to the east of mls#2026025968 and shares a property line with it. Together these contigous parcels comprise a 27+ acre opportunity. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers anyone looking to build a unique estate.

2026027336 MLS

Treasure Hunt! 10+ Pristine Virgin Pine Island acres near open water on offer for your consideration in the Master's Landing vicinity. The address is not yet determined. The approximate measurement is as follows: 332' X 1367 (10+acres)'. Walk past the corner of Masters Landing Dr. Go east of Pirate Landing Ln there is a paper road once at the corner of those two roads you walk about 573 feet and you will be at the SW corner of this unamed parcel which is situated to the east of mls#2026025968 and shares a property line with it. Together these contigous parcels comprise a 27+ acre opportunity. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers anyone looking to build a unique estate.

TBD Masters landing Drive, St James City

$501,790

Imagine your private santuary! Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. 17+ Pristine Virgin Pine Island acres near open water on offer for your consideration.(in the Master's Landing vicinity) Address not yet determined Approximate measurement is as follows: 1357x573x1367x573

2026025968 MLS

Imagine your private santuary! Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. 17+ Pristine Virgin Pine Island acres near open water on offer for your consideration.(in the Master's Landing vicinity) Address not yet determined Approximate measurement is as follows: 1357x573x1367x573

TBD Pirate Landing Lane, St James City

$30,000

Great opportunity to own an oversized homesite in Bokeelia on beautiful Pine Island. Located in an X flood zone with no HOA restrictions or fees, this property offers plenty of flexibility to build the island home you’ve been dreaming of. Enjoy the peaceful surroundings, natural beauty, and laid-back Old Florida lifestyle that make Pine Island so desirable. Conveniently located near local marinas, restaurants, fishing, boating, and some of Southwest Florida’s best outdoor recreation, this property is ideal for a full-time residence, seasonal getaway, or investment opportunity.

2026023636 MLS

Great opportunity to own an oversized homesite in Bokeelia on beautiful Pine Island. Located in an X flood zone with no HOA restrictions or fees, this property offers plenty of flexibility to build the island home you’ve been dreaming of. Enjoy the peaceful surroundings, natural beauty, and laid-back Old Florida lifestyle that make Pine Island so desirable. Conveniently located near local marinas, restaurants, fishing, boating, and some of Southwest Florida’s best outdoor recreation, this property is ideal for a full-time residence, seasonal getaway, or investment opportunity.

5951 Royal Okley Lane, Bokeelia

$44,900

Calling all anglers, boaters, and lovers of the outdoors—this is your chance to claim your own slice of island living. Situated on **½ acre in unincorporated Bokeelia**, this property offers an incredible opportunity to build or invest in one of Southwest Florida’s most naturally beautiful and peaceful communities. Bokeelia is known for its quiet, laid-back lifestyle and abundant wildlife, offering a true escape while still being within reach of **Cape Coral, Fort Myers, and Punta Gorda**. Despite its secluded feel, you're just a short drive to airports, beaches, shopping, and dining. Take a drive out and experience it for yourself—you may find there’s no reason to leave the island once you arrive. Located at the northern tip of Pine Island, Bokeelia is surrounded by water, with easy access to **Pine Island Sound, Charlotte Harbor, and Matlacha Pass**—making it a dream location for boating and world-class fishing enthusiasts. Enjoy **southern exposure** and a setting filled with native palms and natural beauty. The lot will require some clearing, along with installation of a well and septic system, giving you the flexibility to design and build exactly what you envision. Let's go, what are you waiting for?

2026019640 MLS

Calling all anglers, boaters, and lovers of the outdoors—this is your chance to claim your own slice of island living. Situated on **½ acre in unincorporated Bokeelia**, this property offers an incredible opportunity to build or invest in one of Southwest Florida’s most naturally beautiful and peaceful communities. Bokeelia is known for its quiet, laid-back lifestyle and abundant wildlife, offering a true escape while still being within reach of **Cape Coral, Fort Myers, and Punta Gorda**. Despite its secluded feel, you're just a short drive to airports, beaches, shopping, and dining. Take a drive out and experience it for yourself—you may find there’s no reason to leave the island once you arrive. Located at the northern tip of Pine Island, Bokeelia is surrounded by water, with easy access to **Pine Island Sound, Charlotte Harbor, and Matlacha Pass**—making it a dream location for boating and world-class fishing enthusiasts. Enjoy **southern exposure** and a setting filled with native palms and natural beauty. The lot will require some clearing, along with installation of a well and septic system, giving you the flexibility to design and build exactly what you envision. Let's go, what are you waiting for?

5599 Royal Okley Lane, Bokeelia

$62,000

Over Half an Acre of a cleared site that provides access from two streets. The perfect site to build your dream home. Location, Location, Location!

2025024712 MLS

Over Half an Acre of a cleared site that provides access from two streets. The perfect site to build your dream home. Location, Location, Location!

5997 Sandal Lane, Bokeelia

$749,000

Prime Commercial Lot – Pine Island Road Unmatched Location & Visibility The only road onto Pine Island, situated in the heart of downtown. High-traffic corridor with excellent exposure. https://app.visualprophotography.com/sites/5401-pine-island-rd-bokeelia-fl-33922-5580134/branded Next door to the brand-new 7-Eleven and directly across from Publix shopping center Unlimited Development Potential Possible Options Fast food or free-standing restaurant Fitness center or wellness facility Mixed-use office & multi-family development Outdoor storage or service business Boat & watersport rentals Car wash or retail strip center Property Highlights 2.375 acres – high and dry, with no history of standing water. Flexible zoning with a wide range of commercial possibilities. Rare opportunity to build your dream project on beautiful Pine Island in SW Florida. Seller Financing Available. https://app.visualprophotography.com/sites/derrpox/unbranded

2025008372 MLS

Prime Commercial Lot – Pine Island Road Unmatched Location & Visibility The only road onto Pine Island, situated in the heart of downtown. High-traffic corridor with excellent exposure. https://app.visualprophotography.com/sites/5401-pine-island-rd-bokeelia-fl-33922-5580134/branded Next door to the brand-new 7-Eleven and directly across from Publix shopping center Unlimited Development Potential Possible Options Fast food or free-standing restaurant Fitness center or wellness facility Mixed-use office & multi-family development Outdoor storage or service business Boat & watersport rentals Car wash or retail strip center Property Highlights 2.375 acres – high and dry, with no history of standing water. Flexible zoning with a wide range of commercial possibilities. Rare opportunity to build your dream project on beautiful Pine Island in SW Florida. Seller Financing Available. https://app.visualprophotography.com/sites/derrpox/unbranded

5401 Pine Island Road NW, Bokeelia

$1,000,000

38 acres Total.. 2 parcels, 1 acre lot on stringfellow, 37 acre lot with overgrown palm grove with weed and brush... Well & Well house. Approximately 13.8 acres are Mangrove wetland. Located on West side of Stringfellow from the Winn Dixie Shopping Center.

224098403 MLS

38 acres Total.. 2 parcels, 1 acre lot on stringfellow, 37 acre lot with overgrown palm grove with weed and brush... Well & Well house. Approximately 13.8 acres are Mangrove wetland. Located on West side of Stringfellow from the Winn Dixie Shopping Center.

10011 Stringfellow Road, St James City