Fort Myers Real Estate

Homes for Sale with a Pool in Fort Myers, FL

Welcome to your dedicated resource for homes for sale with a pool in Fort Myers, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Fort Myers, FL agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Fort Myers, FL

$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

$3,250,000
4 Beds 5 Baths 2026031249 MLS
Travel beneath the royal palms of McGregor Boulevard through the distinguished estate homes of Gasparilla Drive to arrive at Stewart Court and the stately presence of a most outstanding riverfront property! Built to endure and thoughtfully improved over time, this exceptional riverfront residence reflects a superior level of construction and has been impeccably maintained by developer/builder. At the heart of the residence, an expansive open living and kitchen environment unfolds with an extraordinary sense of scale, designed to capture the river at every turn. Direct sweeping water views become an integral part of the living experience creating a remarkable backdrop from the moment you enter. The waterfront experience also carries throughout the home with equally captivating views from the primary suite and office. The architecture speaks to you with sculptural curves, graceful arches and custom details, offering both immense comfort and elegance. The home lives with the ease of a single family residence with a total of four bedroom suites plus an office. The primary suite is a true sanctuary of calm reflecting the home's thoughtful design with soaring ceilings, and 8 foot sliders that frame breathtaking river views. Split floor plan offers privacy for guests or family with two generously sized guest suites off the formal dining room, with a second floor flex space lending itself to a multitude of uses including an unusually spacious bedroom suite, work space with ample room for fitness area, and many more! To truly maximize the Florida lifestyle is an outstanding, expansive outdoor living space designed for vibrant entertaining. Included is an elaborate pool and spa with custom upgrades, picture window screening, and an underroof area for cooking, dining, and total relaxation. Features and upgrades include: RE ROOF 2025, NEW A/C 2025, Magnificent chef's kitchen with 8 burner Wolf gas stove and newer high end appliances, impact rated windows and sliders, and composite flow through boat dock with 14,000 lb boat lift. An expanded brick paver driveway accommodates generous parking and maneuvering space complementing the home's three car garage configuration. Third side entry bay offers 13' ceiling height. THIS IS TRULY AN EXTRAORDINARY RESIDENCE IN ONE OF FORT MYERS MOST PRESTIGIOUS WATERFRONT ENCLAVES, offering a front row seat to the pristine beauty of the river and unforgettable sunsets!

3552 Stuart Court, Fort Myers

$3,225,000
4 Beds 6 Baths 226032354 MLS
Welcome home to 9546 Via Lago Way, located in the Via Lago neighborhood of Renaissance! This luxurious Spanish-inspired lakefront estate sits on an oversized .67-acre corner homesite with tropical landscaping and year-round sunset views. The home has been thoughtfully redesigned while preserving its distinctive architecture. Newly installed wide-plank white oak flooring, soaring ceilings, exposed beams, archways, expansive windows and French doors bring in natural light and connect the interior living spaces to the outdoors. The fully renovated kitchen features custom cabinetry, quartz countertops, an oversized waterfall island, Sub-Zero refrigerator, Wolf range, designer lighting and a custom walk-in butler’s pantry. The residence offers four bedrooms plus a den, four en-suite baths and two half baths. The primary suite provides a private retreat, complemented by a nearby office and library. Upstairs, two en-suite bedrooms open to private balconies overlooking the outdoor living areas. A detached cabana with a private entrance provides additional space and privacy for guests. A private courtyard surrounds the pool and spa, while the covered outdoor living area features a full summer kitchen, fireplace, wood-plank ceiling and arched openings overlooking the lake. Residents of Renaissance enjoy a premier lifestyle centered around the Arthur Hills Championship Golf Course, with golf memberships available immediately. Community amenities include a resort-style pool and pavilion, full-service spa and fitness center, six red clay tennis courts, pickleball, bocce and a vibrant social calendar.

9546 Via Lago Way, Fort Myers

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