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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

$1,499,000

Stunning NEW construction gulf access home on almost .50 acre lot with direct boating access, private dock + boathouse, and elevated main living. Offering a combined sq footage of approximately 3548 SF 4 bedrooms + home office/den, 3 bathrooms and modern luxury throughout. Gourmet kitchen with Thermador appliances, quartzite countertops, 12’ island & double-stacked custom cabinetry. Great room showcases a floor-to-ceiling water-vapor fireplace and expansive sliders to the lanai with sunset water views. Owner’s suite features custom built-in closets and a spa-style wet room with freestanding tub + walk-in shower. Second primary suite ideal for guests or multigenerational living. Bedrooms 3 & 4 are in their own wing with a full shared bath. Main-level laundry with designer tile wall. Striking massive hurricane impact pivot entry door with transom window, standing seam metal roof, wall-to-wall tile flooring, large dual garages with plenty of space, it's a fisherman's dream, stamped concrete. Lower-level rec area includes a dedicated gym and hidden wine cellar. The boathouse is it's own oasis and a boaters dream. Exceptional craftsmanship + unmatched Florida lifestyle… just minutes to open the Gulf. Short distance to Mullock Creek Marina that is undergoing a total renovation. This is truly the perfect location. Pool is in the process is being built.

4 Beds ⋅ 3 Baths ⋅ 2025021725 MLS

Stunning NEW construction gulf access home on almost .50 acre lot with direct boating access, private dock + boathouse, and elevated main living. Offering a combined sq footage of approximately 3548 SF 4 bedrooms + home office/den, 3 bathrooms and modern luxury throughout. Gourmet kitchen with Thermador appliances, quartzite countertops, 12’ island & double-stacked custom cabinetry. Great room showcases a floor-to-ceiling water-vapor fireplace and expansive sliders to the lanai with sunset water views. Owner’s suite features custom built-in closets and a spa-style wet room with freestanding tub + walk-in shower. Second primary suite ideal for guests or multigenerational living. Bedrooms 3 & 4 are in their own wing with a full shared bath. Main-level laundry with designer tile wall. Striking massive hurricane impact pivot entry door with transom window, standing seam metal roof, wall-to-wall tile flooring, large dual garages with plenty of space, it's a fisherman's dream, stamped concrete. Lower-level rec area includes a dedicated gym and hidden wine cellar. The boathouse is it's own oasis and a boaters dream. Exceptional craftsmanship + unmatched Florida lifestyle… just minutes to open the Gulf. Short distance to Mullock Creek Marina that is undergoing a total renovation. This is truly the perfect location. Pool is in the process is being built.

18190 Pioneer Road, 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