Upper Captiva Homes with Separate/Formal Dining Room Interior

Upper Captiva Homes with Separate/Formal Dining Room Interior

Welcome to Upper Captiva, Florida—a hidden gem nestled in Lee County that offers the perfect blend of natural beauty and tranquil living. This enchanting island, accessible only by boat or ferry, is renowned for its stunning beaches, pristine waters, and a laid-back lifestyle that beckons those seeking a peaceful retreat from the hustle and bustle of everyday life.

In Upper Captiva, you will find an array of charming homes that capture the essence of coastal living. Many of these residences feature separate and formal dining rooms, providing an elegant space for family gatherings or entertaining friends. Imagine hosting dinner parties with the sound of waves lapping gently against the shore as your backdrop, or enjoying intimate meals with loved ones in a beautifully designed dining area that exudes warmth and sophistication.

The homes in this idyllic community are thoughtfully designed to maximize comfort and style, with spacious interiors that often boast large windows to let in the abundant sunshine and showcase breathtaking views of the surrounding landscape. Whether you’re looking for a cozy beach cottage or a luxurious waterfront estate, Upper Captiva offers a variety of options to suit your lifestyle.

Beyond the beauty of the homes, Upper Captiva is a haven for outdoor enthusiasts. With opportunities for fishing, kayaking, and exploring nature trails, there’s no shortage of adventure awaiting you. Experience the charm of island living and make Upper Captiva your home, where every day feels like a vacation!

Newest Upper Captiva Homes with Separate/Formal Dining Room Interior

$3,895,000
4 Beds 5 Baths 2026007775 MLS
Beauty & The Beach is one of the most extraordinary Gulf-front estate homes ever offered for sale on North Captiva Island! This custom-crafted contemporary residence sits on the central portion of the island's widest stretch of beach, providing greater long-term shoreline security and uninterrupted panoramic Gulf views. A proven luxury vacation rental leader, this home generated over $360k in gross rentals in 2021.  The property booked over $250k in gross rentals in 2025, even with downtime for repairs and upgrades.  This is a rare opportunity to acquire both a premier vacation retreat and a top-tier rental asset. Designed with a striking stucco exterior, impact-resistant glass throughout, and a private interior elevator serving all three levels, the home delivers refined coastal architecture paired with modern convenience. The ground-level area provides a bonus room & bunk area, plus an extensive outdoor entertainment space with a pool, patio, outdoor kitchen & poolside bar, all connected by a private walkway to the island's most pristine sugar-sand beach. Inside, every space is meticulously planned & designed for elevated entertaining & relaxed luxury. Highlights include a gourmet chef's kitchen, a dramatic dining room crowned by soaring barrel-vaulted ceilings, and a formal living area wrapped in panoramic glass. A built-in fireplace with television above the hearth anchors the living space with warmth and elegance.  The two primary living levels were designed to capture the spectacular Gulf and sunset views.   The 4 elegant bedroom suites provide marvelous spaces for you and your guests to experience five-star resort-style luxury sleeping accommodations. The top-level primary suite boasts panoramic beach views, an en suite bath with a walk-in shower, a dual-sink vanity, and a lockable owners' closet.  Imagine relaxing in the extra-deep soaking tub while you stare at the shimmering waters lapping the shoreline. The second primary suite, located just off the entertainment den/media room, offers excellent beach views & a luxury en suite bath with a walk-in shower. Two more north-facing guest suites create "family-suite-style" guest zones with a Gulf-facing King bed suite & en suite bath, plus an adjacent bedroom & bath.  Opportunities to acquire a Gulf-front estate of this caliber, location, and proven income performance are exceedingly rare on North Captiva Island. Beauty & The Beach represents the very best of luxury island living!

660 Gulf Lane, Upper Captiva

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