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$3,950,000

Panoramic riverfront views and 1.33 acres of privacy directly off McGregor Boulevard define this truly one-of-a-kind estate property along the Caloosahatchee River. Offering an extraordinary combination of acreage, DEEP WATER river frontage, and unmatched convenience, this rare opportunity allows you to enjoy miles of open water views, vibrant western sunsets, and quick access to shopping, dining, downtown Fort Myers, and area beaches by both boat and car. Spanning nearly 8,000 total square feet, the estate consists of two residences across one expansive property, featuring a total of 8 bedrooms, 6.5 bathrooms, multiple living and entertaining spaces, and a 6+ car garage, ideal for collectors and enthusiasts. With approximately 141 feet of shoreline, this stretch of river is known for its exceptional width and deeper water depth, accommodating larger vessels and delivering the sought-after “big water” views rarely found in Fort Myers. Designed with entertaining and lifestyle in mind, the property is highlighted by an extraordinary 2,600-square-foot rooftop terrace with 360-degree panoramic river views. Complete with a full outdoor kitchen, bar, and lift access for seamless service, this space is perfectly suited for hosting private gatherings, corporate events, or unforgettable sunset evenings with family and friends. The original residence, built in 1972, offers 5 spacious bedrooms and 3 bathrooms, showcasing timeless architectural character and solid construction. The second residence, added in 2003, provides 3 additional bedrooms, 3.5 bathrooms, and a substantial 6-car garage, making it ideal for multi-generational living, guest accommodations, or a private retreat. Positioned along one of Fort Myers’ most iconic corridors, near the historic winter estates of Edison and Ford Winter Estates, this location is synonymous with prestige, history, and natural beauty. Enjoy a short drive to Downtown Fort Myers, where you’ll find a vibrant mix of dining, entertainment, and cultural attractions, including favorites like The Veranda, Oxbow Bar & Grill, Izzy’s Fish & Oyster, Ford’s Garage, and Firestone Grill Room. The area also hosts renowned events such as the Edison Festival of Light and ArtFest Fort Myers, along with weekly art walks, farmers markets, and waterfront events. Surrounded by riverfront parks, boutique shopping, the scenic promenade, and landmarks like the Luminary Hotel & Co., this property offers a lifestyle that blends privacy, convenience, and energy. Framed by sweeping water views and glowing sunsets, this exceptional riverfront estate presents a once-in-a-generation opportunity to own one of Fort Myers’ most significant waterfront properties. This is a property that cannot be assembled again. 1.33 acres. 141 ft deep-water frontage. Two residences. 2,600 SF rooftop terrace. McGregor Boulevard. The combination together simply does not exist anywhere else in Fort Myers.

6 Beds ⋅ 7 Baths ⋅ 2026015517 MLS

Panoramic riverfront views and 1.33 acres of privacy directly off McGregor Boulevard define this truly one-of-a-kind estate property along the Caloosahatchee River. Offering an extraordinary combination of acreage, DEEP WATER river frontage, and unmatched convenience, this rare opportunity allows you to enjoy miles of open water views, vibrant western sunsets, and quick access to shopping, dining, downtown Fort Myers, and area beaches by both boat and car. Spanning nearly 8,000 total square feet, the estate consists of two residences across one expansive property, featuring a total of 8 bedrooms, 6.5 bathrooms, multiple living and entertaining spaces, and a 6+ car garage, ideal for collectors and enthusiasts. With approximately 141 feet of shoreline, this stretch of river is known for its exceptional width and deeper water depth, accommodating larger vessels and delivering the sought-after “big water” views rarely found in Fort Myers. Designed with entertaining and lifestyle in mind, the property is highlighted by an extraordinary 2,600-square-foot rooftop terrace with 360-degree panoramic river views. Complete with a full outdoor kitchen, bar, and lift access for seamless service, this space is perfectly suited for hosting private gatherings, corporate events, or unforgettable sunset evenings with family and friends. The original residence, built in 1972, offers 5 spacious bedrooms and 3 bathrooms, showcasing timeless architectural character and solid construction. The second residence, added in 2003, provides 3 additional bedrooms, 3.5 bathrooms, and a substantial 6-car garage, making it ideal for multi-generational living, guest accommodations, or a private retreat. Positioned along one of Fort Myers’ most iconic corridors, near the historic winter estates of Edison and Ford Winter Estates, this location is synonymous with prestige, history, and natural beauty. Enjoy a short drive to Downtown Fort Myers, where you’ll find a vibrant mix of dining, entertainment, and cultural attractions, including favorites like The Veranda, Oxbow Bar & Grill, Izzy’s Fish & Oyster, Ford’s Garage, and Firestone Grill Room. The area also hosts renowned events such as the Edison Festival of Light and ArtFest Fort Myers, along with weekly art walks, farmers markets, and waterfront events. Surrounded by riverfront parks, boutique shopping, the scenic promenade, and landmarks like the Luminary Hotel & Co., this property offers a lifestyle that blends privacy, convenience, and energy. Framed by sweeping water views and glowing sunsets, this exceptional riverfront estate presents a once-in-a-generation opportunity to own one of Fort Myers’ most significant waterfront properties. This is a property that cannot be assembled again. 1.33 acres. 141 ft deep-water frontage. Two residences. 2,600 SF rooftop terrace. McGregor Boulevard. The combination together simply does not exist anywhere else in Fort Myers.

3788 Harold Avenue, Fort Myers

$1,790,000

The popularity of this 3/3 Key West-style home, the Sun & Moon, may place it in the top tier of Captiva rental houses, with over 100 VRBO guests rating it exceptional. It is easy to maintain and prepare for incoming guests. Early 2026 advance reservations already total over $80,000. The house is very well furnished and equipped for guest or owner's use. The metal roof was replaced in 2020. StormSmart installed new impact windows in 2021, and the heated pool has been resurfaced. To avoid disturbing guests, showing requests can only be approved on Saturdays between departing and incoming guests, with 12 to 2 pm suggested. Closing date request is not before August 1, 2026. Future guest reservations must be honored. Any advance or final rental payments for reservations shall be credited to the buyer at closing.

3 Beds ⋅ 3 Baths ⋅ 2025024676 MLS

The popularity of this 3/3 Key West-style home, the Sun & Moon, may place it in the top tier of Captiva rental houses, with over 100 VRBO guests rating it exceptional. It is easy to maintain and prepare for incoming guests. Early 2026 advance reservations already total over $80,000. The house is very well furnished and equipped for guest or owner's use. The metal roof was replaced in 2020. StormSmart installed new impact windows in 2021, and the heated pool has been resurfaced. To avoid disturbing guests, showing requests can only be approved on Saturdays between departing and incoming guests, with 12 to 2 pm suggested. Closing date request is not before August 1, 2026. Future guest reservations must be honored. Any advance or final rental payments for reservations shall be credited to the buyer at closing.

11506 Wightman Lane, Captiva

$2,597,000

Luxury waterfront multi-family estate offering breathtaking, unspoiled views where every detail was intentional. This extraordinary private compound features a custom-built 7,181 sq. ft. main residence with 4 en-suites, pool bath, & half bath along with a separate 3 bedroom, 3 bath guest house with a 6-car garage. Situated on private acreage with its own gated driveway, private boat ramp, & dock. Built to withstand CAT 5 hurricanes, CBS construction, metal roof, high elevation, no flood insurance required. The luxurious dual primary suites include custom closets, separate his-and-her vanities, rain showers, and Jacuzzis. Interior finishes include travertine, marble, onyx, and wood flooring throughout. The gourmet chef’s kitchen is appointed with Brookwood cabinetry, “jeweled” granite countertops, double sinks, double ovens, bread warmer, gas cooktop island, breakfast nook, wine room, oversized walk-in pantry, and an expansive great room with a custom bar designed for entertaining. Additional features include plantation shutters, wraparound waterfront verandas, private upstairs balconies, elevator shaft, Icynene insulation for energy efficiency whole-house security system. Surrounded by pristine Florida ecosystem and abundant birdlife, the property offers miles of interconnected waterways leading to the Peace River and Charlotte Harbor. Underground utilities allow for helicopter or seaplane landing and storage. Located across from F-13 Airport & only 10 miles from Punta Gorda Airport.

6 Beds ⋅ 9 Baths ⋅ 225051762 MLS

Luxury waterfront multi-family estate offering breathtaking, unspoiled views where every detail was intentional. This extraordinary private compound features a custom-built 7,181 sq. ft. main residence with 4 en-suites, pool bath, & half bath along with a separate 3 bedroom, 3 bath guest house with a 6-car garage. Situated on private acreage with its own gated driveway, private boat ramp, & dock. Built to withstand CAT 5 hurricanes, CBS construction, metal roof, high elevation, no flood insurance required. The luxurious dual primary suites include custom closets, separate his-and-her vanities, rain showers, and Jacuzzis. Interior finishes include travertine, marble, onyx, and wood flooring throughout. The gourmet chef’s kitchen is appointed with Brookwood cabinetry, “jeweled” granite countertops, double sinks, double ovens, bread warmer, gas cooktop island, breakfast nook, wine room, oversized walk-in pantry, and an expansive great room with a custom bar designed for entertaining. Additional features include plantation shutters, wraparound waterfront verandas, private upstairs balconies, elevator shaft, Icynene insulation for energy efficiency whole-house security system. Surrounded by pristine Florida ecosystem and abundant birdlife, the property offers miles of interconnected waterways leading to the Peace River and Charlotte Harbor. Underground utilities allow for helicopter or seaplane landing and storage. Located across from F-13 Airport & only 10 miles from Punta Gorda Airport.

37511 Washington Loop Road, Punta Gorda

$4,650,000

Over 9,000 square feet of Furnished and Decorated Gulf-access waterfront living; an exceptional boating estate along Florida’s Gulf Coast. Set on over half an acre in historic Palmetto, just minutes across the bridge from vibrant Downtown Bradenton, this remarkable property offers deep, navigable water, a private dock, and a 13,000-lb boat lift providing direct access to Tampa Bay and the Gulf of Mexico; ideal for boating, waterfront dining, and spectacular sunset cruises. This high-and-dry residence has never experienced water intrusion from any storm and includes transferable flood insurance currently under $5,000/year, offering valuable peace of mind for waterfront ownership. Inside, refined coastal design unfolds across more than 9,000 square feet of living space, now offered fully furnished with curated furnishings and artwork (with a few exclusions) for a seamless move-in experience. The chef’s kitchen is designed for both entertaining and everyday living and features Sub-Zero refrigeration, Wolf gas cooking, double ovens, dual Miele dishwashers, built-in Miele coffee system, warming drawer, prep sink, ice maker, and generous workspace. Expansive living areas flow effortlessly to outdoor entertaining spaces where a resort-style pool and spa, outdoor kitchen with a new premium grill, gas fire features, and panoramic waterfront views create the perfect setting for relaxing or hosting guests. Additional highlights include a temperature-controlled wine cellar, billiards and bar room, private theater with projector system, exercise room, library/office, and convenient ground-level elevator access. The main-level primary suite offers spa-inspired comfort with direct access to outdoor living, while each additional bedroom features its own private en-suite retreat. The home also includes two full laundry rooms, ideal for larger households or extended-stay guests. Smart-home enhancements include Ring security, Alexa-enabled lighting, whole-home stereo, integrated central vacuum, solar-assisted water heaters, enhanced exterior door locks, and a Tesla EV charger. A brand-new tile roof (2025) further enhances durability and long-term value. With deep-water boating access, expansive sunset views, fully furnished living spaces, and proximity to marinas, dining, parks, and the charm of historic Palmetto, this remarkable estate delivers luxury coastal living on an impressive scale.

4 Beds ⋅ 8 Baths ⋅ 225041436 MLS

Over 9,000 square feet of Furnished and Decorated Gulf-access waterfront living; an exceptional boating estate along Florida’s Gulf Coast. Set on over half an acre in historic Palmetto, just minutes across the bridge from vibrant Downtown Bradenton, this remarkable property offers deep, navigable water, a private dock, and a 13,000-lb boat lift providing direct access to Tampa Bay and the Gulf of Mexico; ideal for boating, waterfront dining, and spectacular sunset cruises. This high-and-dry residence has never experienced water intrusion from any storm and includes transferable flood insurance currently under $5,000/year, offering valuable peace of mind for waterfront ownership. Inside, refined coastal design unfolds across more than 9,000 square feet of living space, now offered fully furnished with curated furnishings and artwork (with a few exclusions) for a seamless move-in experience. The chef’s kitchen is designed for both entertaining and everyday living and features Sub-Zero refrigeration, Wolf gas cooking, double ovens, dual Miele dishwashers, built-in Miele coffee system, warming drawer, prep sink, ice maker, and generous workspace. Expansive living areas flow effortlessly to outdoor entertaining spaces where a resort-style pool and spa, outdoor kitchen with a new premium grill, gas fire features, and panoramic waterfront views create the perfect setting for relaxing or hosting guests. Additional highlights include a temperature-controlled wine cellar, billiards and bar room, private theater with projector system, exercise room, library/office, and convenient ground-level elevator access. The main-level primary suite offers spa-inspired comfort with direct access to outdoor living, while each additional bedroom features its own private en-suite retreat. The home also includes two full laundry rooms, ideal for larger households or extended-stay guests. Smart-home enhancements include Ring security, Alexa-enabled lighting, whole-home stereo, integrated central vacuum, solar-assisted water heaters, enhanced exterior door locks, and a Tesla EV charger. A brand-new tile roof (2025) further enhances durability and long-term value. With deep-water boating access, expansive sunset views, fully furnished living spaces, and proximity to marinas, dining, parks, and the charm of historic Palmetto, this remarkable estate delivers luxury coastal living on an impressive scale.

2107 4th Street Court W, Palmetto