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$1,999,000
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
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
$1,354,000
6 Beds ⋅ 3 Baths ⋅ 2026006878 MLS
Step into a piece of history with this captivating 1925 Spanish Colonial home, thoughtfully updated for modern living while preserving its timeless charm. OWNER FINANCING available with a substantial down payment, providing an excellent opportunity to make this dream home yours. Situated in the heart of the historic McGregor District in Old Fort Myers, this exceptional property offers an unmatched blend of elegance and comfort. Nestled on nearly half an acre just a stone’s throw from the river, this beautiful residence boasts 4 spacious bedrooms, 2 bathrooms, a den, and a bright, inviting family room. The home is located in a quiet, highly desirable community known for its socially active lifestyle, with sidewalks and streets that are both kid and pet friendly. The expansive kitchen is a chef’s delight, featuring a center island, double sinks, recessed oven, wood cabinets with stained glass accents, and an eat-in breakfast nook. French doors open to an extensive lanai and an oversized pool, perfect for entertaining or relaxing. Enjoy formal dinners in the stately dining room or unwind in the cozy sitting room by the wood-burning fireplace. A charming private courtyard adds to the home’s unique appeal. A downstairs bedroom provides added flexibility for guests or multigenerational living. The property also offers abundant parking, ideal for a boat, RV, or additional recreational toys. The property includes a separate guest house with 2 bedrooms, 1 bath, a kitchen, and living areas above an oversized 3-car garage, ideal for visitors or in-laws. Recent updates include new roofs and plumbing in 2020, restored hardwood floors, and hurricane-rated windows, ensuring both beauty and peace of mind. The front of the property is scheduled for a full re-landscaping, designed to further enhance curb appeal and create an even more impressive, picturesque estate entrance. The location offers easy access to Fort Myers Country Club, the Edison-Ford Winter Estates, hospitals, top-rated public and private schools, diverse dining and shopping options, RSW Airport, and the pristine beaches of the Gulf of Mexico. Enjoy evening strolls in this wonderful neighborhood lined with mature trees. Don’t miss your chance to own a piece of Fort Myers history in a highly sought-after community. Schedule your private showing today. No water intrusion or storm damage from Ian.

1248 Osceola Drive, Fort Myers