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One of Southwest Florida’s most extraordinary riverfront estates, 3836 Harold Avenue brings the romance of historic Palm Beach architecture to a private, gated setting in Old Fort Myers. Inspired by Addison Mizner’s Mediterranean Revival style and designed inside and out by David Naylor, this one-of-a-kind residence pairs timeless artistry with reinforced-concrete construction, deep-water boating, and a Caloosahatchee River setting. Built in 2012, the home offers approximately 8,701 square feet of air-conditioned living space, five bedrooms, five full baths, and three half baths. Enter through custom doors into a Spanish-inspired courtyard with covered walkways, balconies, and two working fountains adorned with handmade, hand-painted Mizner Industries tile. Beyond, a breathtaking great room rises approximately 30 feet beneath a Cypress ceiling and massive beams. An immense, independently engineered wall of impact-resistant glass frames the pool and river, filling the room with light and connecting it to the waterfront. Imported Italian limestone floors, a Francois & Co. limestone fireplace and custom kitchen range hood, hand-carved doors, intricate millwork, and artisan-crafted details give the home authenticity. The kitchen, family spaces and riverfront terraces flow beautifully for everyday living and grand entertaining. A private, approximately 1,500-square-foot first-floor owner’s retreat includes separate dressing and bathing areas, a steam shower, fitness space, and direct garage access. Upstairs are multiple en-suite bedrooms, a private sitting area, a guest suite with its own exterior entrance, a river-view office with carved “Romeo and Juliet” doors, and a richly paneled Irish pub and media room opening to a riverfront balcony. A second office is on the main level. The substance behind the beauty is equally compelling: poured reinforced-concrete structural walls extend through both levels, with pre-stressed concrete slabs forming the second floor. PGT impact-rated windows and doors, specialized engineering for the monumental glass enclosure, and spray-foam attic insulation reflect a residence conceived for strength, comfort, and longevity. Outdoors, covered Cypress-ceiling terraces, a full kitchen and bar, pool and spa overlook the river. A new custom dock with composite decking, two lift positions and direct Caloosahatchee access makes this a rare offering for serious boaters. An oversized four-car garage, integrated home automation, multi-zone audio, lighting and security complete the estate. Just off historic McGregor Boulevard, near downtown Fort Myers, the Edison and Ford Winter Estates and Donald Ross-designed Fort Myers Country Club, this property offers privacy near the city. Its scale is impressive; its warmth is unexpected. Its craftsmanship, engineering, waterfront setting, and singular design place 3836 Harold Avenue among the most distinctive estates in Southwest Florida.

5 Beds ⋅ 8 Baths ⋅ 2026041196 MLS

One of Southwest Florida’s most extraordinary riverfront estates, 3836 Harold Avenue brings the romance of historic Palm Beach architecture to a private, gated setting in Old Fort Myers. Inspired by Addison Mizner’s Mediterranean Revival style and designed inside and out by David Naylor, this one-of-a-kind residence pairs timeless artistry with reinforced-concrete construction, deep-water boating, and a Caloosahatchee River setting. Built in 2012, the home offers approximately 8,701 square feet of air-conditioned living space, five bedrooms, five full baths, and three half baths. Enter through custom doors into a Spanish-inspired courtyard with covered walkways, balconies, and two working fountains adorned with handmade, hand-painted Mizner Industries tile. Beyond, a breathtaking great room rises approximately 30 feet beneath a Cypress ceiling and massive beams. An immense, independently engineered wall of impact-resistant glass frames the pool and river, filling the room with light and connecting it to the waterfront. Imported Italian limestone floors, a Francois & Co. limestone fireplace and custom kitchen range hood, hand-carved doors, intricate millwork, and artisan-crafted details give the home authenticity. The kitchen, family spaces and riverfront terraces flow beautifully for everyday living and grand entertaining. A private, approximately 1,500-square-foot first-floor owner’s retreat includes separate dressing and bathing areas, a steam shower, fitness space, and direct garage access. Upstairs are multiple en-suite bedrooms, a private sitting area, a guest suite with its own exterior entrance, a river-view office with carved “Romeo and Juliet” doors, and a richly paneled Irish pub and media room opening to a riverfront balcony. A second office is on the main level. The substance behind the beauty is equally compelling: poured reinforced-concrete structural walls extend through both levels, with pre-stressed concrete slabs forming the second floor. PGT impact-rated windows and doors, specialized engineering for the monumental glass enclosure, and spray-foam attic insulation reflect a residence conceived for strength, comfort, and longevity. Outdoors, covered Cypress-ceiling terraces, a full kitchen and bar, pool and spa overlook the river. A new custom dock with composite decking, two lift positions and direct Caloosahatchee access makes this a rare offering for serious boaters. An oversized four-car garage, integrated home automation, multi-zone audio, lighting and security complete the estate. Just off historic McGregor Boulevard, near downtown Fort Myers, the Edison and Ford Winter Estates and Donald Ross-designed Fort Myers Country Club, this property offers privacy near the city. Its scale is impressive; its warmth is unexpected. Its craftsmanship, engineering, waterfront setting, and singular design place 3836 Harold Avenue among the most distinctive estates in Southwest Florida.

3836 Harold Avenue, Fort Myers

$1,599,000

DIRECT CALOOSAHATCHEE RIVERFRONT in Fort Myers. Expansive water views and an established Casa Del Rio setting provide an exceptional backdrop for your vision of waterfront living. This vacant parcel offers the opportunity to explore a custom residence designed around the river, with gathering spaces that bring the views into everyday life. Imagine morning coffee overlooking the water and evenings spent watching the changing colors of the sky. Bring your builder and discover the possibilities at 8441 Casa Del Rio Lane. Buyer to verify building requirements, setbacks, utilities, and permitting for intended improvements.

2026037073 MLS

DIRECT CALOOSAHATCHEE RIVERFRONT in Fort Myers. Expansive water views and an established Casa Del Rio setting provide an exceptional backdrop for your vision of waterfront living. This vacant parcel offers the opportunity to explore a custom residence designed around the river, with gathering spaces that bring the views into everyday life. Imagine morning coffee overlooking the water and evenings spent watching the changing colors of the sky. Bring your builder and discover the possibilities at 8441 Casa Del Rio Lane. Buyer to verify building requirements, setbacks, utilities, and permitting for intended improvements.

8441 Casa Del Rio Lane, Fort Myers

$13,000,000

An Iconic Waterfront Estate A rare expression of contemporary architecture and refined coastal luxury, this newly constructed waterfront estate commands unobstructed views of the Caloosahatchee River from an exceptionally private setting. Encompassing nearly 5,400 square feet of thoughtfully designed living space,every room captures breathtaking water views and Southwest Florida's celebrated sunsets. The air-conditioned four-car garage accommodates four vehicles,you can add lifts for up to eight automobiles. Offered furnished by Robb & Stucky of Naples,this bespoke residence features five luxurious bedroom suites, including two waterfront primary retreats,five ensuite baths,and two elegant powder rooms. A grand foyer with soaring 16-foot ceilings introduces Emilia European white oak flooring, a climate-controlled 300-bottle wine gallery,and 8-foot pocketing glass walls that seamlessly unite the sophisticated interiors with the spectacular waterfront beyond. Designed to elevate both everyday living and grand entertaining, the chef's kitchen showcases handcrafted floor-to-ceiling cabinetry, a dramatic waterfall quartz island, a six-burner Wolf range with integrated grill and dual ovens, Bosch refrigeration, dual Franke sinks, and an additional 100-bottle wine reserve. The adjoining great room is anchored by a striking stacked-stone feature wall and a custom mirrored bourbon bar reflecting the shimmering river. The upper level offers a private waterfront sanctuary with a magnificent primary suite opening to an expansive riverfront terrace through pocketing glass doors. A spacious family lounge with a quartz topped bar,wine cooler, and refrigerator is complemented by a versatile bonus room ideal for a private office, fitness studio, media lounge, or wellness retreat. Exceptional outdoor living unfolds across more than 8,100 square feet of waterfront entertaining space, including over 4,500 square feet of elegant paver terraces and 3,600 square feet of Captain's Walk along the river's edge. The spectacular 68,000-gallon three-sided infinity-edge saly water pool and oversized eight-person spa are complemented by a resort-inspired outdoor kitchen featuring an XO professional grill,leathered waterfall quartz island,refrigerator,ice maker,dual sinks,and gathering spaces. Created for the boating lifestyle, the property features over 600 feet of newly constructed seawall cap with riprap, two covered 30,000-pound boat lifts,two covered Jet Ski lifts,dockside electric and water,Halo-purified dock water, private beach. Modern innovation enhances every detail with a fully integrated Control4 Smart Home system, complete hurricane protection,motorized no-see-um screens, a whole-house generator, Halo 5 whole-house water purification,professionally designed landscape lighting,and exceptional craftsmanship throughout. This extraordinary riverfront estate offers timeless design,uncompromising quality,and one of SW Florida' most coveted waterfront lifestyles.

5 Beds ⋅ 7 Baths ⋅ 2026030768 MLS

An Iconic Waterfront Estate A rare expression of contemporary architecture and refined coastal luxury, this newly constructed waterfront estate commands unobstructed views of the Caloosahatchee River from an exceptionally private setting. Encompassing nearly 5,400 square feet of thoughtfully designed living space,every room captures breathtaking water views and Southwest Florida's celebrated sunsets. The air-conditioned four-car garage accommodates four vehicles,you can add lifts for up to eight automobiles. Offered furnished by Robb & Stucky of Naples,this bespoke residence features five luxurious bedroom suites, including two waterfront primary retreats,five ensuite baths,and two elegant powder rooms. A grand foyer with soaring 16-foot ceilings introduces Emilia European white oak flooring, a climate-controlled 300-bottle wine gallery,and 8-foot pocketing glass walls that seamlessly unite the sophisticated interiors with the spectacular waterfront beyond. Designed to elevate both everyday living and grand entertaining, the chef's kitchen showcases handcrafted floor-to-ceiling cabinetry, a dramatic waterfall quartz island, a six-burner Wolf range with integrated grill and dual ovens, Bosch refrigeration, dual Franke sinks, and an additional 100-bottle wine reserve. The adjoining great room is anchored by a striking stacked-stone feature wall and a custom mirrored bourbon bar reflecting the shimmering river. The upper level offers a private waterfront sanctuary with a magnificent primary suite opening to an expansive riverfront terrace through pocketing glass doors. A spacious family lounge with a quartz topped bar,wine cooler, and refrigerator is complemented by a versatile bonus room ideal for a private office, fitness studio, media lounge, or wellness retreat. Exceptional outdoor living unfolds across more than 8,100 square feet of waterfront entertaining space, including over 4,500 square feet of elegant paver terraces and 3,600 square feet of Captain's Walk along the river's edge. The spectacular 68,000-gallon three-sided infinity-edge saly water pool and oversized eight-person spa are complemented by a resort-inspired outdoor kitchen featuring an XO professional grill,leathered waterfall quartz island,refrigerator,ice maker,dual sinks,and gathering spaces. Created for the boating lifestyle, the property features over 600 feet of newly constructed seawall cap with riprap, two covered 30,000-pound boat lifts,two covered Jet Ski lifts,dockside electric and water,Halo-purified dock water, private beach. Modern innovation enhances every detail with a fully integrated Control4 Smart Home system, complete hurricane protection,motorized no-see-um screens, a whole-house generator, Halo 5 whole-house water purification,professionally designed landscape lighting,and exceptional craftsmanship throughout. This extraordinary riverfront estate offers timeless design,uncompromising quality,and one of SW Florida' most coveted waterfront lifestyles.

12798 Dennis Drive, Fort Myers

$1,099,000

This beautiful 3 Bed 3 & 1/2 Bath riverfront pool home is truly a boater's dream. Enjoy luxury views of the Caloosahatchee River and Beautiful Island from this wide expanse of this tip lot. Perfect spot to watch sunset! Direct Gulf Access! House Was Elevated and Never got any flood damages from previous Hurricanes! Relax in the open floor plan with great room and kitchen attached. The kitchen has an island with sink, beautiful stone counter tops throughout. Solid wood cabinets ,double built in oven, walk in pantry and veggie sink. Reverse osmosis system for sink and double wide fridge. The great room opens to large patio with pavers and 12x24 pool with private half bath. Interior is equipped with plenty of ceiling fans and plantation shutters The Master bedroom has a dual postless sliders that you can fully open and view pool & river. it also has tray ceiling with crown molding. Attached is master bath with dual sinks, jacuzzi tub and separate shower. Stone counter tops included in all bathrooms. Adjacent is a large laundry room with plenty of cabinets. Walk down to private wood dock with a 10,000 pound lift ,water and electrical supply ,and a 158 ft. concrete seawall. Outside the home has gutters over most used areas. A double wide driveway with room for a RV and a 30 amp outlet is ready for your RV to plug in. Don’t miss the opportunity to own this extraordinary riverfront retreat—perfect for those seeking the ultimate Florida lifestyle! CALL TODAY FOR YOUR PRIVATE-SHOWING!

3 Beds ⋅ 4 Baths ⋅ 2026024313 MLS

This beautiful 3 Bed 3 & 1/2 Bath riverfront pool home is truly a boater's dream. Enjoy luxury views of the Caloosahatchee River and Beautiful Island from this wide expanse of this tip lot. Perfect spot to watch sunset! Direct Gulf Access! House Was Elevated and Never got any flood damages from previous Hurricanes! Relax in the open floor plan with great room and kitchen attached. The kitchen has an island with sink, beautiful stone counter tops throughout. Solid wood cabinets ,double built in oven, walk in pantry and veggie sink. Reverse osmosis system for sink and double wide fridge. The great room opens to large patio with pavers and 12x24 pool with private half bath. Interior is equipped with plenty of ceiling fans and plantation shutters The Master bedroom has a dual postless sliders that you can fully open and view pool & river. it also has tray ceiling with crown molding. Attached is master bath with dual sinks, jacuzzi tub and separate shower. Stone counter tops included in all bathrooms. Adjacent is a large laundry room with plenty of cabinets. Walk down to private wood dock with a 10,000 pound lift ,water and electrical supply ,and a 158 ft. concrete seawall. Outside the home has gutters over most used areas. A double wide driveway with room for a RV and a 30 amp outlet is ready for your RV to plug in. Don’t miss the opportunity to own this extraordinary riverfront retreat—perfect for those seeking the ultimate Florida lifestyle! CALL TODAY FOR YOUR PRIVATE-SHOWING!

4885 E Riverside Drive, Fort Myers

$2,499,000

Breezy. Bright. Riverfront. Set along a prized stretch of the Caloosahatchee River, this fully renovated waterfront residence offers the rare combination of modern luxury, generous land, and true boating capability. The four-bedroom, three-bathroom home has been completely reimagined with sleek contemporary finishes and major system upgrades for peace of mind, including a new roof, new HVAC systems, and all-new appliances. The kitchen is a showpiece, designed for both entertaining and everyday living, featuring clean lines, premium materials, and an effortless flow into the main living spaces. Updated flooring unifies the interior with a refined, modern feel, while the bathrooms echo the same elevated aesthetic. The primary suite is a private sanctuary, highlighted by a luxurious steam shower that brings a spa experience home. Walls of glass draw the eye outdoors, where the river becomes your daily backdrop. Each evening delivers a front-row seat to glowing sunsets that paint the water in gold and crimson — a private spectacle that never repeats and never disappoints. Electric hurricane shutters enclose the lanai, providing both security and convenience without sacrificing the view. The expansive lot enhances the sense of privacy and possibility. A sparkling pool anchors the outdoor space, surrounded by ample room to design the ultimate waterfront retreat. The layout is ideal for a future outdoor kitchen, lounge areas, and fire-lit gatherings under the stars, making the property as suited for quiet relaxation as it is for unforgettable entertaining. This is a home where renovation meets location — modern living paired with one of Southwest Florida’s most coveted riverfront settings. A rare opportunity to own direct river frontage, breathtaking views, and a lifestyle defined by sunsets, boating, and effortless luxury.

4 Beds ⋅ 3 Baths ⋅ 2026007167 MLS

Breezy. Bright. Riverfront. Set along a prized stretch of the Caloosahatchee River, this fully renovated waterfront residence offers the rare combination of modern luxury, generous land, and true boating capability. The four-bedroom, three-bathroom home has been completely reimagined with sleek contemporary finishes and major system upgrades for peace of mind, including a new roof, new HVAC systems, and all-new appliances. The kitchen is a showpiece, designed for both entertaining and everyday living, featuring clean lines, premium materials, and an effortless flow into the main living spaces. Updated flooring unifies the interior with a refined, modern feel, while the bathrooms echo the same elevated aesthetic. The primary suite is a private sanctuary, highlighted by a luxurious steam shower that brings a spa experience home. Walls of glass draw the eye outdoors, where the river becomes your daily backdrop. Each evening delivers a front-row seat to glowing sunsets that paint the water in gold and crimson — a private spectacle that never repeats and never disappoints. Electric hurricane shutters enclose the lanai, providing both security and convenience without sacrificing the view. The expansive lot enhances the sense of privacy and possibility. A sparkling pool anchors the outdoor space, surrounded by ample room to design the ultimate waterfront retreat. The layout is ideal for a future outdoor kitchen, lounge areas, and fire-lit gatherings under the stars, making the property as suited for quiet relaxation as it is for unforgettable entertaining. This is a home where renovation meets location — modern living paired with one of Southwest Florida’s most coveted riverfront settings. A rare opportunity to own direct river frontage, breathtaking views, and a lifestyle defined by sunsets, boating, and effortless luxury.

3776 Harold Avenue, Fort Myers

$3,950,000

Set behind private gates on nearly two acres along the Caloosahatchee River, 2600 McGregor Blvd offers an extraordinary combination of privacy, scale, waterfront living, and direct boating access. With 163 feet of river frontage, the property captures sweeping open-water and sunset views from one of Fort Myers’ most iconic corridors. Designed for refined single-story living, this custom residence features four bedrooms, four-and-a-half baths, a private den, and expansive spaces for everyday living and entertaining. Soaring ceilings, impact-rated windows and doors, elegant millwork, and thoughtfully designed architectural details create a timeless sense of sophistication throughout. At the heart of the home, the chef’s kitchen offers generous preparation space, a center island, gas cooking, and effortless connection to the family room. Zero-corner sliders open the living space to the outdoors and frame panoramic river views, while a butler’s pantry and dedicated wine storage make entertaining exceptionally easy. The primary suite is a private waterfront retreat featuring panoramic river views, dual custom closets, a spa-inspired bath, and its own fitness area. For the automobile enthusiast or serious collector, the property offers an exceptional feature: an oversized three-car garage complemented by an expansive garage and storage area beneath the residence with capacity for approximately nine additional vehicles. Ideal for a vintage or specialty automobile collection, recreational equipment, or extensive private storage, this remarkable space sets the property apart. Outdoor living takes full advantage of the riverfront setting with a heated pool and spa, generous covered entertaining areas, and a private dock with two boat lifts providing direct boating access to Fort Myers Beach, Sanibel, Captiva, and the Gulf. Recently installed Garrison flood panels provide an additional layer of protection. Located along historic McGregor Boulevard, within walking distance of the Edison & Ford Winter Estates and just minutes from downtown Fort Myers, 2600 McGregor Blvd brings together exceptional waterfront, boating, privacy, and space in a distinctive Fort Myers riverfront estate.

4 Beds ⋅ 5 Baths ⋅ 226005199 MLS

Set behind private gates on nearly two acres along the Caloosahatchee River, 2600 McGregor Blvd offers an extraordinary combination of privacy, scale, waterfront living, and direct boating access. With 163 feet of river frontage, the property captures sweeping open-water and sunset views from one of Fort Myers’ most iconic corridors. Designed for refined single-story living, this custom residence features four bedrooms, four-and-a-half baths, a private den, and expansive spaces for everyday living and entertaining. Soaring ceilings, impact-rated windows and doors, elegant millwork, and thoughtfully designed architectural details create a timeless sense of sophistication throughout. At the heart of the home, the chef’s kitchen offers generous preparation space, a center island, gas cooking, and effortless connection to the family room. Zero-corner sliders open the living space to the outdoors and frame panoramic river views, while a butler’s pantry and dedicated wine storage make entertaining exceptionally easy. The primary suite is a private waterfront retreat featuring panoramic river views, dual custom closets, a spa-inspired bath, and its own fitness area. For the automobile enthusiast or serious collector, the property offers an exceptional feature: an oversized three-car garage complemented by an expansive garage and storage area beneath the residence with capacity for approximately nine additional vehicles. Ideal for a vintage or specialty automobile collection, recreational equipment, or extensive private storage, this remarkable space sets the property apart. Outdoor living takes full advantage of the riverfront setting with a heated pool and spa, generous covered entertaining areas, and a private dock with two boat lifts providing direct boating access to Fort Myers Beach, Sanibel, Captiva, and the Gulf. Recently installed Garrison flood panels provide an additional layer of protection. Located along historic McGregor Boulevard, within walking distance of the Edison & Ford Winter Estates and just minutes from downtown Fort Myers, 2600 McGregor Blvd brings together exceptional waterfront, boating, privacy, and space in a distinctive Fort Myers riverfront estate.

2600 McGregor Boulevard, Fort Myers

$799,000

Own a rare piece of paradise in Southwest Florida! Little Shell Island, located in the Caloosahatchee River within the Miserable Mile at Marker 93—just south of Tarpon Point Marina—offers approximately .7 acres of natural beauty surrounded by calm waters and breathtaking views. Priced at $799,000, this private island is currently zoned AG-2, offering a wide range of potential uses. City and County staff have previously recognized the inherent challenges of island development and have granted a variance waiving the standard setback conditions typically required along similar waterbodies in Southwest Florida. Accessible only by boat, Little Shell Island offers a truly secluded retreat. The island has a colorful history, once serving as a popular restaurant destination for locals and passing boaters in the 1970s and 1980s. A previous dock serviced the island, and there may be an opportunity to rebuild, subject to permitting. Additionally, the current owner had previously applied for a variance to build a solar-powered lighthouse-style structure featuring a one-bedroom residence. Whether you envision a private escape, an eco-resort concept, or a return to commercial hospitality, Little Shell Island presents a once-in-a-lifetime opportunity to create something truly special in one of Florida’s most iconic waterways.

225041185 MLS

Own a rare piece of paradise in Southwest Florida! Little Shell Island, located in the Caloosahatchee River within the Miserable Mile at Marker 93—just south of Tarpon Point Marina—offers approximately .7 acres of natural beauty surrounded by calm waters and breathtaking views. Priced at $799,000, this private island is currently zoned AG-2, offering a wide range of potential uses. City and County staff have previously recognized the inherent challenges of island development and have granted a variance waiving the standard setback conditions typically required along similar waterbodies in Southwest Florida. Accessible only by boat, Little Shell Island offers a truly secluded retreat. The island has a colorful history, once serving as a popular restaurant destination for locals and passing boaters in the 1970s and 1980s. A previous dock serviced the island, and there may be an opportunity to rebuild, subject to permitting. Additionally, the current owner had previously applied for a variance to build a solar-powered lighthouse-style structure featuring a one-bedroom residence. Whether you envision a private escape, an eco-resort concept, or a return to commercial hospitality, Little Shell Island presents a once-in-a-lifetime opportunity to create something truly special in one of Florida’s most iconic waterways.

Little Shell Island, Fort Myers

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