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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 ⋅ 7.5 Baths ⋅ 2026041196 MLS ⋅ Fort Myers BLDG.

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 Ave, 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 ⋅ 3.5 Baths ⋅ 2026024313 MLS ⋅ Fort Myers BLDG.

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 Dr, 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 ⋅ 4.5 Baths ⋅ 226005199 MLS ⋅ Fort Myers BLDG.

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 Blvd, 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 ⋅ Fort Myers BLDG.

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