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Peaceful Island Living in Pineland 7443 Pomegranate Drive • Bokeelia, Florida Looking for that Peaceful Easy Island Living? This is it! Tucked away in the charming Pineland area of Pine Island, this beautifully remodeled 2-bedroom, 2-bath island cottage offers the relaxed Old Florida lifestyle people come here looking for. Step inside and you’ll find an updated, move-in-ready home with impact-rated windows and sliders, newer flooring, updated appliances, a 2023 roof and 2020 A/C. Cathedral ceilings add to the open, airy feeling, while the surrounding tropical landscaping creates your own little island retreat. Zillow One of the best parts is the location. You can enjoy the golf-cart-friendly Pineland neighborhood and be close to Tarpon Lodge and nearby marina/water-taxi access for boating and island adventures. Head out for the day to Cayo Costa, Cabbage key or Captiva Island to explore the surrounding islands, or simply come home, relax and enjoy the quiet side of Pine Island. The bike Path will take you from St James City to the Bokeelia Pier. No HOA. Room for your boat or RV on the property with no deed restriction. Island living without all the fuss. Come discover why people fall in love with Pine Island.

2 Beds ⋅ 2 Baths ⋅ 2026040666 MLS

Peaceful Island Living in Pineland 7443 Pomegranate Drive • Bokeelia, Florida Looking for that Peaceful Easy Island Living? This is it! Tucked away in the charming Pineland area of Pine Island, this beautifully remodeled 2-bedroom, 2-bath island cottage offers the relaxed Old Florida lifestyle people come here looking for. Step inside and you’ll find an updated, move-in-ready home with impact-rated windows and sliders, newer flooring, updated appliances, a 2023 roof and 2020 A/C. Cathedral ceilings add to the open, airy feeling, while the surrounding tropical landscaping creates your own little island retreat. Zillow One of the best parts is the location. You can enjoy the golf-cart-friendly Pineland neighborhood and be close to Tarpon Lodge and nearby marina/water-taxi access for boating and island adventures. Head out for the day to Cayo Costa, Cabbage key or Captiva Island to explore the surrounding islands, or simply come home, relax and enjoy the quiet side of Pine Island. The bike Path will take you from St James City to the Bokeelia Pier. No HOA. Room for your boat or RV on the property with no deed restriction. Island living without all the fuss. Come discover why people fall in love with Pine Island.

7443 Pomegranate Drive, Bokeelia

$645,000

RARE DOUBLE-LOT OPPORTUNITY IN BOKEELIA! Built for durability, designed for island living, and offering exceptional space for your boats, RVs, and recreational toys! This custom-built home at 7263 Hibiscus Avenue stands apart with its impressive 6-inch-thick insulated concrete form (ICF) walls, metal roof, impact-resistant windows and doors, and additional exterior hurricane shutters, providing exceptional storm protection and energy efficiency. Situated on an expansive DOUBLE LOT, this property offers the space, privacy, and flexibility that's increasingly hard to find. The three-car garage, air-conditioned garage space, fenced yard, and convenient 30/50-amp RV hookups make this an ideal property for boating enthusiasts, RV owners, and those who appreciate room for their hobbies and outdoor lifestyle. Inside, quality craftsmanship continues with soaring cathedral ceilings, porcelain tile flooring, granite countertops, hardwood cabinet doors, solid-core interior doors, and beautifully finished custom tile showers. A fully transferable A/C maintenance contract with professional service twice annually provides additional peace of mind. LOCATION IS ANOTHER HIGHLIGHT! Situated approximately half a mile from Pineland Marina and the popular Tarpon Lodge, you're just a short golf-cart ride from boating access, waterfront dining, and the laid-back charm of Pine Island. Enjoy the convenience of nearby marina access without the expense or maintenance associated with owning waterfront property. Whether you're searching for a durable island retreat, a home with room for your recreational vehicles, or a property offering quality construction and extra land, this unique Bokeelia home delivers a combination of features that's difficult to replicate!

2 Beds ⋅ 2 Baths ⋅ 2026040188 MLS

RARE DOUBLE-LOT OPPORTUNITY IN BOKEELIA! Built for durability, designed for island living, and offering exceptional space for your boats, RVs, and recreational toys! This custom-built home at 7263 Hibiscus Avenue stands apart with its impressive 6-inch-thick insulated concrete form (ICF) walls, metal roof, impact-resistant windows and doors, and additional exterior hurricane shutters, providing exceptional storm protection and energy efficiency. Situated on an expansive DOUBLE LOT, this property offers the space, privacy, and flexibility that's increasingly hard to find. The three-car garage, air-conditioned garage space, fenced yard, and convenient 30/50-amp RV hookups make this an ideal property for boating enthusiasts, RV owners, and those who appreciate room for their hobbies and outdoor lifestyle. Inside, quality craftsmanship continues with soaring cathedral ceilings, porcelain tile flooring, granite countertops, hardwood cabinet doors, solid-core interior doors, and beautifully finished custom tile showers. A fully transferable A/C maintenance contract with professional service twice annually provides additional peace of mind. LOCATION IS ANOTHER HIGHLIGHT! Situated approximately half a mile from Pineland Marina and the popular Tarpon Lodge, you're just a short golf-cart ride from boating access, waterfront dining, and the laid-back charm of Pine Island. Enjoy the convenience of nearby marina access without the expense or maintenance associated with owning waterfront property. Whether you're searching for a durable island retreat, a home with room for your recreational vehicles, or a property offering quality construction and extra land, this unique Bokeelia home delivers a combination of features that's difficult to replicate!

7263 Hibiscus Avenue, Bokeelia

$89,900

0.2569 ACRE CLEARED RS1 LOT ON POMEGRANATE DR (ENTERANCE RD TO GOLF COURSE) WALKING DISTANCE TO TARPON LODGE HOTEL AND RESTURANT, PINELAND MARINA AND GATOR IN THE ROUGH GOLF CLUB.

2026038628 MLS

0.2569 ACRE CLEARED RS1 LOT ON POMEGRANATE DR (ENTERANCE RD TO GOLF COURSE) WALKING DISTANCE TO TARPON LODGE HOTEL AND RESTURANT, PINELAND MARINA AND GATOR IN THE ROUGH GOLF CLUB.

7349 POMEGRANATE Drive E, Bokeelia

$15,000

Own your piece of paradise on beautiful Pine Island and build the home you've always envisioned. This buildable lot offers desirable southern rear exposure, providing abundant natural light throughout the day. Ideally located just minutes from Pine Island Marina, Tarpon Lodge, Alden Pines Golf Course, local restaurants, shopping, and some of Southwest Florida's best boating and fishing. Whether you're looking to build a full-time residence, vacation getaway, or investment property, this lot offers an excellent opportunity to enjoy the relaxed island lifestyle.

2026032914 MLS

Own your piece of paradise on beautiful Pine Island and build the home you've always envisioned. This buildable lot offers desirable southern rear exposure, providing abundant natural light throughout the day. Ideally located just minutes from Pine Island Marina, Tarpon Lodge, Alden Pines Golf Course, local restaurants, shopping, and some of Southwest Florida's best boating and fishing. Whether you're looking to build a full-time residence, vacation getaway, or investment property, this lot offers an excellent opportunity to enjoy the relaxed island lifestyle.

Guava Avenue, Bokeelia

$765,000

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to your private Pine Island retreat, in the sought-after Alden Pines community. A boater's dream, less than a mile to the gulf. This beautifully maintained 3-bedroom + den, 3-bath residence offers 2,619 square feet of thoughtfully designed living space on an oversized 0.34-acre lakefront homesite. The open great room floor plan features soaring vaulted ceilings and expansive pocketing sliders that seamlessly blend indoor and outdoor living. Just moments from the famous Boca Grande Pass and its unrivaled fishing waters is the Safe Harbor Pineland Marina, your ‘Gateway to the Islands.’ Store your boat close to abundant fishing grounds. The spacious owner’s suite is a true sanctuary with dual walk-in closets, direct lanai access, and a renovated luxury spa-inspired bath. A split-bedroom layout provides privacy for guests, while the den offers the perfect space for a home office or flex room. Step outside to your screened lanai with a heated pool overlooking tranquil lake views and spectacular Florida sunsets. Mature tropical landscaping and fruit trees create a peaceful island setting ideal for entertaining or relaxing. Pick your own fresh mango, limes & avocado! Additional highlights include a floor to ceiling stone fire-place, spacious 3-car garage, new metal roof, hurricane shades, laundry room, ample storage, and a beautifully appointed kitchen with breakfast bar and quality appliances. Located less than a mile from Gulf waters and just minutes from the restaurants, marinas, fishing, boating, and live entertainment of Matlacha and Pine Island, this home offers the perfect balance of quiet island living and outdoor adventure. Whether you’re looking for a full-time residence, seasonal getaway, AirBNB, or investment opportunity, this exceptional property delivers the best of Southwest Florida’s relaxed waterfront lifestyle.

3 Beds ⋅ 3 Baths ⋅ 226026155 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to your private Pine Island retreat, in the sought-after Alden Pines community. A boater's dream, less than a mile to the gulf. This beautifully maintained 3-bedroom + den, 3-bath residence offers 2,619 square feet of thoughtfully designed living space on an oversized 0.34-acre lakefront homesite. The open great room floor plan features soaring vaulted ceilings and expansive pocketing sliders that seamlessly blend indoor and outdoor living. Just moments from the famous Boca Grande Pass and its unrivaled fishing waters is the Safe Harbor Pineland Marina, your ‘Gateway to the Islands.’ Store your boat close to abundant fishing grounds. The spacious owner’s suite is a true sanctuary with dual walk-in closets, direct lanai access, and a renovated luxury spa-inspired bath. A split-bedroom layout provides privacy for guests, while the den offers the perfect space for a home office or flex room. Step outside to your screened lanai with a heated pool overlooking tranquil lake views and spectacular Florida sunsets. Mature tropical landscaping and fruit trees create a peaceful island setting ideal for entertaining or relaxing. Pick your own fresh mango, limes & avocado! Additional highlights include a floor to ceiling stone fire-place, spacious 3-car garage, new metal roof, hurricane shades, laundry room, ample storage, and a beautifully appointed kitchen with breakfast bar and quality appliances. Located less than a mile from Gulf waters and just minutes from the restaurants, marinas, fishing, boating, and live entertainment of Matlacha and Pine Island, this home offers the perfect balance of quiet island living and outdoor adventure. Whether you’re looking for a full-time residence, seasonal getaway, AirBNB, or investment opportunity, this exceptional property delivers the best of Southwest Florida’s relaxed waterfront lifestyle.

7791 Grande Pine Road, Bokeelia

$69,000

Build your dream home in the charming island community of Bokeelia, located on beautiful Pine Island, Southwest Florida's largest island and one of its best-kept secrets. This vacant homesite offers the opportunity to enjoy a relaxed Old Florida lifestyle surrounded by natural beauty, world-class fishing, boating, kayaking, and breathtaking sunsets. Conveniently located near marinas, waterfront restaurants, parks, and some of the area's most scenic waterways, this property provides the perfect setting for a full-time residence, seasonal getaway, or investment opportunity. Enjoy the peaceful atmosphere of island living while remaining within reach of Cape Coral, Fort Myers, and the Gulf beaches. Don't miss your chance to own a piece of paradise in one of Southwest Florida's most unique and sought-after coastal communities.

2026025225 MLS

Build your dream home in the charming island community of Bokeelia, located on beautiful Pine Island, Southwest Florida's largest island and one of its best-kept secrets. This vacant homesite offers the opportunity to enjoy a relaxed Old Florida lifestyle surrounded by natural beauty, world-class fishing, boating, kayaking, and breathtaking sunsets. Conveniently located near marinas, waterfront restaurants, parks, and some of the area's most scenic waterways, this property provides the perfect setting for a full-time residence, seasonal getaway, or investment opportunity. Enjoy the peaceful atmosphere of island living while remaining within reach of Cape Coral, Fort Myers, and the Gulf beaches. Don't miss your chance to own a piece of paradise in one of Southwest Florida's most unique and sought-after coastal communities.

7455 Georgiana Drive, Bokeelia

$439,000

Welcome to your dream island retreat at 7257 Victory Rd in charming Bokeelia, FL! This beautifully remodeled 2-bedroom, 1-bathroom home is nestled in the serene enclave of Pineland, at the north end of Pine Island. Situated on a.42 acre lot, this home boasts modern upgrades including stainless steel appliances, tile floors, impact windows and doors, and a newer central A/C system. Enjoy peace of mind with updated electric panels and a durable metal roof. The spacious 24' x 38' garage with a newer shingle roof offers endless possibilities while the large screened porch invites you to unwind. Explore nearby marinas and boat ramps, or savor the delightful local dining. Perfect for nature lovers and boating enthusiasts! Don’t miss this gem! THIS. HOME HAS NOT FLOODED.

2 Beds ⋅ 1 Baths ⋅ 2026023300 MLS

Welcome to your dream island retreat at 7257 Victory Rd in charming Bokeelia, FL! This beautifully remodeled 2-bedroom, 1-bathroom home is nestled in the serene enclave of Pineland, at the north end of Pine Island. Situated on a.42 acre lot, this home boasts modern upgrades including stainless steel appliances, tile floors, impact windows and doors, and a newer central A/C system. Enjoy peace of mind with updated electric panels and a durable metal roof. The spacious 24' x 38' garage with a newer shingle roof offers endless possibilities while the large screened porch invites you to unwind. Explore nearby marinas and boat ramps, or savor the delightful local dining. Perfect for nature lovers and boating enthusiasts! Don’t miss this gem! THIS. HOME HAS NOT FLOODED.

7257 Victory Road, Bokeelia

$1,500,000

Set within the historic heart of Pineland, this extraordinary 9.5-acre AG-2 zoned estate offers a rare opportunity to own a true piece of Old Florida heritage. Held within the same family for five generations, the property carries a legacy that stretches back more than a century, blending agricultural utility, historic character, and deep cultural significance into one irreplaceable offering. Surrounded by mature trees and peaceful rural landscapes, the property is currently configured with two established horse paddocks, stables, multiple outbuildings, and expansive usable acreage suited for equestrian, agricultural, recreational, or private estate use. The AG-2 zoning allows for flexibility while preserving the property’s timeless country setting. Positioned near the center of the property is a home originally constructed in 1926, now officially 100 years old. The residence remains occupied and functional, offering the next owner the option to restore and preserve a historic Pine Island homeplace or reimagine the property entirely according to their own vision. While the home itself is not considered the primary contributory value of the estate, it adds an unmistakable sense of authenticity and history rarely found in today’s market. What truly distinguishes this property is its location within one of the most historically significant areas in Southwest Florida. Located near the ancient Calusa Canal system and just moments from the renowned Pineland archaeological district, the property sits within a landscape once occupied and engineered by the powerful Calusa civilization — one of the most advanced indigenous societies in North America. These hand-built canals connected fisheries, inland waterways, ceremonial sites, and shell mound complexes throughout the region and remain among the most remarkable examples of prehistoric engineering in the United States. Historians recognize Pineland as one of the most important Calusa settlements ever discovered, historically associated with the settlement known as “Tanpa,” believed to have contributed to the modern namesake of Tampa. The nearby shell mounds, waterways, and preserved archaeological features stand today as enduring reminders of the area’s immense cultural importance. Whether envisioned as a private family compound, equestrian retreat, agricultural homestead, restoration project, or long-term legacy holding, this property offers a combination of acreage, history, and generational significance that is becoming increasingly impossible to find. Properties can be replicated. History cannot.

2026022571 MLS

Set within the historic heart of Pineland, this extraordinary 9.5-acre AG-2 zoned estate offers a rare opportunity to own a true piece of Old Florida heritage. Held within the same family for five generations, the property carries a legacy that stretches back more than a century, blending agricultural utility, historic character, and deep cultural significance into one irreplaceable offering. Surrounded by mature trees and peaceful rural landscapes, the property is currently configured with two established horse paddocks, stables, multiple outbuildings, and expansive usable acreage suited for equestrian, agricultural, recreational, or private estate use. The AG-2 zoning allows for flexibility while preserving the property’s timeless country setting. Positioned near the center of the property is a home originally constructed in 1926, now officially 100 years old. The residence remains occupied and functional, offering the next owner the option to restore and preserve a historic Pine Island homeplace or reimagine the property entirely according to their own vision. While the home itself is not considered the primary contributory value of the estate, it adds an unmistakable sense of authenticity and history rarely found in today’s market. What truly distinguishes this property is its location within one of the most historically significant areas in Southwest Florida. Located near the ancient Calusa Canal system and just moments from the renowned Pineland archaeological district, the property sits within a landscape once occupied and engineered by the powerful Calusa civilization — one of the most advanced indigenous societies in North America. These hand-built canals connected fisheries, inland waterways, ceremonial sites, and shell mound complexes throughout the region and remain among the most remarkable examples of prehistoric engineering in the United States. Historians recognize Pineland as one of the most important Calusa settlements ever discovered, historically associated with the settlement known as “Tanpa,” believed to have contributed to the modern namesake of Tampa. The nearby shell mounds, waterways, and preserved archaeological features stand today as enduring reminders of the area’s immense cultural importance. Whether envisioned as a private family compound, equestrian retreat, agricultural homestead, restoration project, or long-term legacy holding, this property offers a combination of acreage, history, and generational significance that is becoming increasingly impossible to find. Properties can be replicated. History cannot.

7535 Caloosa Drive, Bokeelia

$12,000

Best priced corner lot in Bokeelia. Walking distance to Pineland Marina & Tarpon Lodge.

225041020 MLS

Best priced corner lot in Bokeelia. Walking distance to Pineland Marina & Tarpon Lodge.

Papaya Avenue, Bokeelia

$33,900

Great deal on a cleared lot in the highly sought after Pineland area of Bokeelia. You are just a few minute golf cart ride from Pineland marina, the historic Tarpon Lodge and Alden Pines golf course. This lot is extra deep as well, almost 100 ft, allowing plenty of room for your Island Cottage!

225035014 MLS

Great deal on a cleared lot in the highly sought after Pineland area of Bokeelia. You are just a few minute golf cart ride from Pineland marina, the historic Tarpon Lodge and Alden Pines golf course. This lot is extra deep as well, almost 100 ft, allowing plenty of room for your Island Cottage!

7251 Orange Avenue, Bokeelia

$25,000

Fantastic Opportunity for a Vacant Lot in the Desirable Pineland Area of Bokeelia! This prime parcel is just a short golf cart ride away from the Pineland Marina, the historic Tarpon Lodge, and Alden Pines Golf Course. Enjoy the peaceful island lifestyle with easy access to boating, dining, and recreation. Plus, the adjacent lot is also for sale by the same seller (7000 Guava Ave./MLS#2026011028), offering the potential for additional space and privacy to build your dream island retreat. Per Lee County Zoning Dept., this lot is zoned RSA (single fam 65ft x 75ft) and is totally buildable! Don't miss out on this unique opportunity to own a piece of paradise!

224100440 MLS

Fantastic Opportunity for a Vacant Lot in the Desirable Pineland Area of Bokeelia! This prime parcel is just a short golf cart ride away from the Pineland Marina, the historic Tarpon Lodge, and Alden Pines Golf Course. Enjoy the peaceful island lifestyle with easy access to boating, dining, and recreation. Plus, the adjacent lot is also for sale by the same seller (7000 Guava Ave./MLS#2026011028), offering the potential for additional space and privacy to build your dream island retreat. Per Lee County Zoning Dept., this lot is zoned RSA (single fam 65ft x 75ft) and is totally buildable! Don't miss out on this unique opportunity to own a piece of paradise!

7001 Guava Avenue, Bokeelia