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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

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

Discover the unmatched charm of "Old Florida" with this pristine canvas in beautiful Bokeelia on Pine Island. Known for its world-class fishing, relaxed island atmosphere, and lush tropical landscapes, Bokeelia offers a peaceful coastal retreat completely free from high-rises and city traffic. This parcel is a true blank slate waiting for a visionary buyer. Currently situated off the beaten path, the lot has no defined access and will require the development of the unnamed road frontage to unlock its full potential. For the buyer willing to put in the groundwork, this presents an exceptional opportunity to secure Pine Island acreage at a great value and build immediate equity. Whether you are looking to land-bank for the future or pioneer your own private island getaway, bring your vision and pave the way to your Bokeelia dream!

Discover the unmatched charm of "Old Florida" with this pristine canvas in beautiful Bokeelia on Pine Island. Known for its world-class fishing, relaxed island atmosphere, and lush tropical landscapes, Bokeelia offers a peaceful coastal retreat completely free from high-rises and city traffic. This parcel is a true blank slate waiting for a visionary buyer. Currently situated off the beaten path, the lot has no defined access and will require the development of the unnamed road frontage to unlock its full potential. For the buyer willing to put in the groundwork, this presents an exceptional opportunity to secure Pine Island acreage at a great value and build immediate equity. Whether you are looking to land-bank for the future or pioneer your own private island getaway, bring your vision and pave the way to your Bokeelia dream!

Undetermined, Bokeelia

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.

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

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

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.

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

Welcome to this beautifully maintained and move-in-ready home that perfectly blends comfort, style, and convenience. Nestled in the private community of Isle of Pines, this property offers an inviting open-concept layout filled with natural light, ideal for both everyday living and entertaining. The spacious kitchen features modern appliances, a gas stove, ample cabinetry, two pantries and a generous island that flows seamlessly into the living and dining areas. The oversized primary suite provides a relaxing retreat with a well-appointed en-suite complete with soaking tub, a large tiled shower, his and hers walk-in closets and sliding doors to a private lanai. Two additional bedrooms are perfect for guests, each with their own en suite and large closets. Step outside to enjoy the heated pool and private clubhouse with pool table, and a bonus guest apartment for overflow company. This community has a private waste water system, so you’ll never have to worry about a septic. With thoughtful upgrades throughout, and pride of ownership evident in every detail, this home truly stands out. Walk to nearby Pineland Marina and Alden Pines Golf Course, or enjoy a five star dinner at the world renowned Tarpon Lodge, right in your back yard! A brand new outdoor lift and maintenance free landscaping complete this beautiful property .This home sustained no damage or flooding from any of the recent storms. Don’t miss your opportunity to make this exceptional island home your own—schedule your showing today! Motivated Seller!! New asking price Now $524500

3 Beds ⋅ 3 Baths ⋅ 226014250 MLS

Welcome to this beautifully maintained and move-in-ready home that perfectly blends comfort, style, and convenience. Nestled in the private community of Isle of Pines, this property offers an inviting open-concept layout filled with natural light, ideal for both everyday living and entertaining. The spacious kitchen features modern appliances, a gas stove, ample cabinetry, two pantries and a generous island that flows seamlessly into the living and dining areas. The oversized primary suite provides a relaxing retreat with a well-appointed en-suite complete with soaking tub, a large tiled shower, his and hers walk-in closets and sliding doors to a private lanai. Two additional bedrooms are perfect for guests, each with their own en suite and large closets. Step outside to enjoy the heated pool and private clubhouse with pool table, and a bonus guest apartment for overflow company. This community has a private waste water system, so you’ll never have to worry about a septic. With thoughtful upgrades throughout, and pride of ownership evident in every detail, this home truly stands out. Walk to nearby Pineland Marina and Alden Pines Golf Course, or enjoy a five star dinner at the world renowned Tarpon Lodge, right in your back yard! A brand new outdoor lift and maintenance free landscaping complete this beautiful property .This home sustained no damage or flooding from any of the recent storms. Don’t miss your opportunity to make this exceptional island home your own—schedule your showing today! Motivated Seller!! New asking price Now $524500

7655 Myrsine Circle, Bokeelia

Tucked away in a private, quiet section of Bokeelia around the corner from the historic Tarpon Lodge, this lot offers the perfect opportunity to build your island getaway. Surrounded by the natural beauty Pine Island is known for, the location provides easy access to some of the best fishing, boating, and kayaking in Southwest Florida. This is one of three adjoining lots that are available from the same seller, offering a rare chance to purchase all three and create a charming family compound of small cottages or vacation homes. Whether you're looking for a peaceful retreat or a unique multi-home island property, this is a special opportunity to enjoy the laid-back Bokeelia lifestyle.

Tucked away in a private, quiet section of Bokeelia around the corner from the historic Tarpon Lodge, this lot offers the perfect opportunity to build your island getaway. Surrounded by the natural beauty Pine Island is known for, the location provides easy access to some of the best fishing, boating, and kayaking in Southwest Florida. This is one of three adjoining lots that are available from the same seller, offering a rare chance to purchase all three and create a charming family compound of small cottages or vacation homes. Whether you're looking for a peaceful retreat or a unique multi-home island property, this is a special opportunity to enjoy the laid-back Bokeelia lifestyle.

7091 Guava Avenue, Bokeelia

Tucked away in a private, quiet section of Bokeelia around the corner from the historic Tarpon Lodge, this lot offers the perfect opportunity to build your island getaway. Surrounded by the natural beauty Pine Island is known for, the location provides easy access to some of the best fishing, boating, and kayaking in Southwest Florida. This is one of three adjoining lots that are available from the same seller, offering a rare chance to purchase all three and create a charming family compound of small cottages or vacation homes. Whether you're looking for a peaceful retreat or a unique multi-home island property, this is a special opportunity to enjoy the laid-back Bokeelia lifestyle.

Tucked away in a private, quiet section of Bokeelia around the corner from the historic Tarpon Lodge, this lot offers the perfect opportunity to build your island getaway. Surrounded by the natural beauty Pine Island is known for, the location provides easy access to some of the best fishing, boating, and kayaking in Southwest Florida. This is one of three adjoining lots that are available from the same seller, offering a rare chance to purchase all three and create a charming family compound of small cottages or vacation homes. Whether you're looking for a peaceful retreat or a unique multi-home island property, this is a special opportunity to enjoy the laid-back Bokeelia lifestyle.

7101 Guava Avenue, Bokeelia

Tucked away in a private, quiet section of Bokeelia around the corner from the historic Tarpon Lodge, this lot offers the perfect opportunity to build your island getaway. Surrounded by the natural beauty Pine Island is known for, the location provides easy access to some of the best fishing, boating, and kayaking in Southwest Florida. This is one of three adjoining lots that are available from the same seller, offering a rare chance to purchase all three and create a charming family compound of small cottages or vacation homes. Whether you're looking for a peaceful retreat or a unique multi-home island property, this is a special opportunity to enjoy the laid-back Bokeelia lifestyle.

Tucked away in a private, quiet section of Bokeelia around the corner from the historic Tarpon Lodge, this lot offers the perfect opportunity to build your island getaway. Surrounded by the natural beauty Pine Island is known for, the location provides easy access to some of the best fishing, boating, and kayaking in Southwest Florida. This is one of three adjoining lots that are available from the same seller, offering a rare chance to purchase all three and create a charming family compound of small cottages or vacation homes. Whether you're looking for a peaceful retreat or a unique multi-home island property, this is a special opportunity to enjoy the laid-back Bokeelia lifestyle.

7111 Guava Avenue, Bokeelia

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

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

Papaya Avenue, Bokeelia

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!

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

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!

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