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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

12701 Mastique Beach Boulevard Unit 602, Fort Myers

$565,000

The waterfront lifestyle you've been dreaming of—at a price that's impossible to ignore. Unwind on your screened-in balcony while taking in sweeping lake, Gulf, and preserve views, where breathtaking sunsets and abundant wildlife create a peaceful everyday retreat. Inside, the open-concept floor plan is designed for both comfortable living and effortless entertaining. The spacious kitchen features a breakfast bar and flows seamlessly into the dining and living areas, ensuring the spectacular views remain the centerpiece. The primary suite is a true sanctuary, offering private balcony access, stunning water views, two walk-in closets, and an oversized en-suite bath with dual vanities, a soaking tub, and a separate walk-in shower. Two additional guest bedrooms are thoughtfully situated on the opposite side of the residence, sharing a full bathroom to provide privacy for family and guests. Resort-style amenities elevate everyday living, including a saltwater pool, spa, grilling areas, clubhouse, fitness center, tennis and pickleball courts, bocce ball, a putting green, billiards and game room, and a dog park. Residents also enjoy complimentary access to kayaks and paddle-boards, while a scenic one-mile shell path winds around the picturesque 25-acre lake—perfect for walking, jogging, or simply enjoying the luscious and tropical surroundings. Ideally located just a short walk from Bunche Beach and groceries, or bike ride from Fort Myers Beach, Sanibel Island, shopping, dining, and endless outdoor recreation, this exceptional residence offers the perfect blend of luxury, tranquility, and the coveted Southwest Florida island lifestyle.

3 Beds ⋅ 2 Baths ⋅ 2026027521 MLS

The waterfront lifestyle you've been dreaming of—at a price that's impossible to ignore. Unwind on your screened-in balcony while taking in sweeping lake, Gulf, and preserve views, where breathtaking sunsets and abundant wildlife create a peaceful everyday retreat. Inside, the open-concept floor plan is designed for both comfortable living and effortless entertaining. The spacious kitchen features a breakfast bar and flows seamlessly into the dining and living areas, ensuring the spectacular views remain the centerpiece. The primary suite is a true sanctuary, offering private balcony access, stunning water views, two walk-in closets, and an oversized en-suite bath with dual vanities, a soaking tub, and a separate walk-in shower. Two additional guest bedrooms are thoughtfully situated on the opposite side of the residence, sharing a full bathroom to provide privacy for family and guests. Resort-style amenities elevate everyday living, including a saltwater pool, spa, grilling areas, clubhouse, fitness center, tennis and pickleball courts, bocce ball, a putting green, billiards and game room, and a dog park. Residents also enjoy complimentary access to kayaks and paddle-boards, while a scenic one-mile shell path winds around the picturesque 25-acre lake—perfect for walking, jogging, or simply enjoying the luscious and tropical surroundings. Ideally located just a short walk from Bunche Beach and groceries, or bike ride from Fort Myers Beach, Sanibel Island, shopping, dining, and endless outdoor recreation, this exceptional residence offers the perfect blend of luxury, tranquility, and the coveted Southwest Florida island lifestyle.

12701 Mastique Beach Boulevard Unit 602, 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