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A distinctive riverview estate along Fort Myers' historic McGregor corridor, 1205 Caloosa Drive combines architectural character, exceptional scale and a private waterfront setting just minutes from the River District. Set on approximately 0.69 acre along the Caloosahatchee River, this 1936 residence offers approximately 5,680 square feet of living space with 5 bedrooms, 5 full baths, a private pool and no HOA. Extensively renovated over the years while retaining the character of its original architecture, the home provides an impressive collection of living and entertaining spaces. Formal living and dining areas are complemented by a home office, game/media space and two kitchens, creating flexibility for entertaining, extended guests or multigenerational living. Hardwood and tile flooring, impact windows and doors, generous room proportions and abundant natural light contribute to a home that feels substantial without sacrificing warmth. The primary suite takes advantage of garden and water views and offers room for a sitting area, an ensuite bath with dual vanities, soaking tub and walk-in shower, and generous closet space. Four additional bedrooms and baths provide considerable flexibility for family, guests and private work-from-home accommodations. Outdoor living is central to the property. Mature landscaping and established palms frame the oversized homesite, while balconies and outdoor entertaining areas take advantage of views toward the Caloosahatchee River. The pool, covered lanai, fountains and surrounding hardscape create a private setting for entertaining or relaxing while enjoying the riverfront environment. Located just off historic McGregor Boulevard, the property offers convenient access to downtown Fort Myers and the River District while maintaining the privacy and presence of an established residential estate. With direct river frontage and boating access, the location provides an opportunity to enjoy the waterfront lifestyle for which Southwest Florida is known. The residence would benefit from some minor repairs, refreshing and personalization, providing the next owner an opportunity to make this significant property their own while building upon its existing architecture, scale and improvements. Property is being sold AS-IS. Buyers are encouraged to conduct their own inspections and independently verify the condition and functionality of all systems, components, appliances, improvements, pool and waterfront features, as well as permitting, flood information and any other matters important to their purchase. Agents: Please review all private remarks and MLS supplements prior to scheduling a showing or submitting an offer.

5 Beds ⋅ 5 Baths ⋅ 226029508 MLS

A distinctive riverview estate along Fort Myers' historic McGregor corridor, 1205 Caloosa Drive combines architectural character, exceptional scale and a private waterfront setting just minutes from the River District. Set on approximately 0.69 acre along the Caloosahatchee River, this 1936 residence offers approximately 5,680 square feet of living space with 5 bedrooms, 5 full baths, a private pool and no HOA. Extensively renovated over the years while retaining the character of its original architecture, the home provides an impressive collection of living and entertaining spaces. Formal living and dining areas are complemented by a home office, game/media space and two kitchens, creating flexibility for entertaining, extended guests or multigenerational living. Hardwood and tile flooring, impact windows and doors, generous room proportions and abundant natural light contribute to a home that feels substantial without sacrificing warmth. The primary suite takes advantage of garden and water views and offers room for a sitting area, an ensuite bath with dual vanities, soaking tub and walk-in shower, and generous closet space. Four additional bedrooms and baths provide considerable flexibility for family, guests and private work-from-home accommodations. Outdoor living is central to the property. Mature landscaping and established palms frame the oversized homesite, while balconies and outdoor entertaining areas take advantage of views toward the Caloosahatchee River. The pool, covered lanai, fountains and surrounding hardscape create a private setting for entertaining or relaxing while enjoying the riverfront environment. Located just off historic McGregor Boulevard, the property offers convenient access to downtown Fort Myers and the River District while maintaining the privacy and presence of an established residential estate. With direct river frontage and boating access, the location provides an opportunity to enjoy the waterfront lifestyle for which Southwest Florida is known. The residence would benefit from some minor repairs, refreshing and personalization, providing the next owner an opportunity to make this significant property their own while building upon its existing architecture, scale and improvements. Property is being sold AS-IS. Buyers are encouraged to conduct their own inspections and independently verify the condition and functionality of all systems, components, appliances, improvements, pool and waterfront features, as well as permitting, flood information and any other matters important to their purchase. Agents: Please review all private remarks and MLS supplements prior to scheduling a showing or submitting an offer.

1205 Caloosa Drive, Fort Myers

$3,300,000

Welcome to an extraordinary custom-built Mediterranean estate in the heart of Fort Myers, just one block from the Caloosahatchee River and ideally situated off the iconic McGregor Boulevard. This private tropical oasis offers over 6,000 square feet of air-conditioned living space—including a separate ground-level guest suite—and more than 12,600 total square feet of exceptional indoor and outdoor living. Meticulously maintained and continuously updated, this residence showcases superior craftsmanship with soaring ceiling heights from 10 to 22 feet, highlighted by custom coffered and tray ceilings throughout and enhanced by elegant indirect lighting and beautifully appointed fixtures. Travertine flooring and rich hardwood floors create a seamless blend of warmth and sophistication. The gourmet kitchen is designed to impress, featuring a Sub-Zero refrigerator, walk-in pantries, wine cooler, and a dedicated bourbon room—perfect for entertaining. A charming reading nook adds character, while expansive living spaces flow effortlessly into a media room and multiple en-suite guest accommodations. The home offers six bedrooms and six bathrooms, including two luxurious primary suites. Step outside into your own resort-style retreat. The custom heated pool is a true work of art, featuring cascading rock waterfalls, a sun ledge, and exquisite marble inlays commissioned from an Australian artist. Surrounded by lush landscaping and complete privacy, the courtyard creates a serene and secluded setting. Motorized screened lanais allow for year-round enjoyment while keeping insects at bay. Additional highlights include: • Detached 3-car garage with over 1,000 sq ft air-conditioned space • Separate ground-level guest suite for privacy and flexibility • Hurricane-impact, energy-efficient glass throughout • State-of-the-art security camera system • Outdoor kitchen and grilling area • Pergola with hammock and multiple covered patios and decks • Over 1,000 sq ft front porch living space • RV parking with hookup + Tesla charging station • Hunter Douglas shades and plantation shutters throughout • Spa-inspired primary bath with multiple shower heads and body sprayers This one-of-a-kind estate offers the perfect combination of luxury, privacy, and functionality in one of Fort Myers’ most sought-after locations. Furnishings are negotiable, providing a rare turnkey opportunity. Experience elevated coastal living in a private tropical sanctuary just moments from the river.

6 Beds ⋅ 6 Baths ⋅ 2026038395 MLS

Welcome to an extraordinary custom-built Mediterranean estate in the heart of Fort Myers, just one block from the Caloosahatchee River and ideally situated off the iconic McGregor Boulevard. This private tropical oasis offers over 6,000 square feet of air-conditioned living space—including a separate ground-level guest suite—and more than 12,600 total square feet of exceptional indoor and outdoor living. Meticulously maintained and continuously updated, this residence showcases superior craftsmanship with soaring ceiling heights from 10 to 22 feet, highlighted by custom coffered and tray ceilings throughout and enhanced by elegant indirect lighting and beautifully appointed fixtures. Travertine flooring and rich hardwood floors create a seamless blend of warmth and sophistication. The gourmet kitchen is designed to impress, featuring a Sub-Zero refrigerator, walk-in pantries, wine cooler, and a dedicated bourbon room—perfect for entertaining. A charming reading nook adds character, while expansive living spaces flow effortlessly into a media room and multiple en-suite guest accommodations. The home offers six bedrooms and six bathrooms, including two luxurious primary suites. Step outside into your own resort-style retreat. The custom heated pool is a true work of art, featuring cascading rock waterfalls, a sun ledge, and exquisite marble inlays commissioned from an Australian artist. Surrounded by lush landscaping and complete privacy, the courtyard creates a serene and secluded setting. Motorized screened lanais allow for year-round enjoyment while keeping insects at bay. Additional highlights include: • Detached 3-car garage with over 1,000 sq ft air-conditioned space • Separate ground-level guest suite for privacy and flexibility • Hurricane-impact, energy-efficient glass throughout • State-of-the-art security camera system • Outdoor kitchen and grilling area • Pergola with hammock and multiple covered patios and decks • Over 1,000 sq ft front porch living space • RV parking with hookup + Tesla charging station • Hunter Douglas shades and plantation shutters throughout • Spa-inspired primary bath with multiple shower heads and body sprayers This one-of-a-kind estate offers the perfect combination of luxury, privacy, and functionality in one of Fort Myers’ most sought-after locations. Furnishings are negotiable, providing a rare turnkey opportunity. Experience elevated coastal living in a private tropical sanctuary just moments from the river.

1229 Plumosa Drive, Fort Myers

$715,000

Welcome to 3209 W Riverside Drive and one of the most desirable neighborhoods in SW Florida. Set on an oversized corner lot of nearly half an acre, this beautifully renovated home offers 3 bedrooms, 2.5 baths, an oversized 2-car garage, and over 3,000 square feet of thoughtfully laid-out living space. Upgrades run throughout and include rich hardwood flooring, tongue-and-groove ceiling details, solid wood soft-close cabinetry, quartz countertops, new stainless steel appliances, a whole home water treatment system, a fully renovated primary bath, IMPACT-rated sliding glass doors, and newer AC units. The expansive layout flows with ease offering a spacious living room, formal dining, a formal living space anchored by a wood-burning fireplace, generous bedrooms, abundant storage, an oversized utility room, multiple screened lanais, and a large outdoor space with plenty of room for a pool (see the renderings in the photos). All of this in one of Southwest Florida's most sought-after neighborhoods. The historic McGregor corridor is among the most walkable and well-kept areas in Fort Myers. With quick access to downtown Fort Myers and the River District's regular events and abundant shopping & dining options you’ll love the lifestyle offered here. You're also just minutes from US-41, I-75, Bell Tower Shops, RSW International Airport, and are close to the world-famous beaches of Sanibel Island and Fort Myers Beach. With so much to offer, this one is a must-see.

3 Beds ⋅ 3 Baths ⋅ 2026037725 MLS

Welcome to 3209 W Riverside Drive and one of the most desirable neighborhoods in SW Florida. Set on an oversized corner lot of nearly half an acre, this beautifully renovated home offers 3 bedrooms, 2.5 baths, an oversized 2-car garage, and over 3,000 square feet of thoughtfully laid-out living space. Upgrades run throughout and include rich hardwood flooring, tongue-and-groove ceiling details, solid wood soft-close cabinetry, quartz countertops, new stainless steel appliances, a whole home water treatment system, a fully renovated primary bath, IMPACT-rated sliding glass doors, and newer AC units. The expansive layout flows with ease offering a spacious living room, formal dining, a formal living space anchored by a wood-burning fireplace, generous bedrooms, abundant storage, an oversized utility room, multiple screened lanais, and a large outdoor space with plenty of room for a pool (see the renderings in the photos). All of this in one of Southwest Florida's most sought-after neighborhoods. The historic McGregor corridor is among the most walkable and well-kept areas in Fort Myers. With quick access to downtown Fort Myers and the River District's regular events and abundant shopping & dining options you’ll love the lifestyle offered here. You're also just minutes from US-41, I-75, Bell Tower Shops, RSW International Airport, and are close to the world-famous beaches of Sanibel Island and Fort Myers Beach. With so much to offer, this one is a must-see.

3209 W Riverside Drive, Fort Myers

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