5 Coastal Florida Homes, Condos, and Island Homesites Near Naples

On a coveted brick-paved street in downtown Punta Gorda, this move-in ready historic residence pairs timeless character with modern sophistication. Thoughtfully reimagined, more than 3,900 square feet unfold with hardwood floors, expansive living spaces, and curated details throughout. A screened porch—finished with restored Belleview Hotel sconces—sets a welcoming tone before leading into a chef-driven kitchen with a Monogram six-burner gas range, quartz countertops, a walk-in pantry, and a generous island. Nearby, a wine bar encourages easy evenings, while the dining room glows beneath a restored 1920s crystal chandelier. Five flexible bedrooms include a private primary suite with a spa-like bath and claw-foot soaking tub. Outside, a rare fenced yard, oversized garage, and bonus space round out a downtown retreat made for dining, events, and waterfront strolls.

Along Naples Bay at Spinnaker Point in Windstar, this beautifully updated coach home balances golf-course serenity with an easy waterfront rhythm. Soaring ceilings, crown molding, and an open, light-filled plan create natural flow, anchored by a large custom kitchen island. Expansive glass sliders draw you onto a glass-enclosed, air-conditioned lanai—an all-season extension for lounging, working, or hosting with sweeping golf and tranquil lake views as the backdrop. The primary suite feels quietly indulgent, with a custom walk-in closet and a spa-style bath featuring an oversized rain shower and floating double vanity. A spacious guest bedroom and full bath add comfort, while a flexible third bedroom adapts effortlessly to office use. Close to the pool, spa, clubhouse, and private marina, Windstar offers gated golf, beach access on Keewaydin Island via boat shuttle, and optional dining, tennis, and bocce.

Along the water’s edge in Pelican Bay, this sun-filled residence pairs a generous layout with tranquil treetop outlooks and scenic views across the Pelican Bay Club golf course. The plan includes two bedrooms plus a den and two full baths, with a remodeled kitchen finished in quartz countertops and stainless steel appliances. Updated bathrooms add walk-in showers and clean, modern finishes, keeping daily routines simple and polished. Set within a quiet, low-density community with Frank Lloyd Wright–inspired design, life here extends well beyond the front door: Pelican Bay offers two private beach clubs with dining, tennis and pickleball, and comprehensive fitness programs. A tram ride leads to white-sandy beaches with chair, umbrella, and food service. Close to Waterside Shops, Artis–Naples, and Mercato, it’s a Naples address made for easy, sunlit days.

Along the water’s edge in Bonita Springs, this Victoria floor plan pairs everyday ease with the privileges of a SOCIAL Membership. The layout includes 2 bedrooms, a flexible bonus room, and 2.5 baths, with thoughtful upgrades such as a 2024 dishwasher and garbage disposal, reverse osmosis drinking water, a garage storage system, and California closets in the owner’s suite. Inside, the Great Room centers on a kitchen island designed for easy conversation while cooking. The primary suite welcomes king-sized furnishings and a seating area, leading to a master bath with a soaking tub, separate shower, and dual vanities. Outdoors, southwest exposure frames vivid sunsets from a covered, kitchen-equipped seating area overlooking a heated pool, spa, and serene lake, complemented by a convenient pool half-bath. Days here can end at the lagoon-style pool, spa, fitness studio, tennis courts, or one of three dining venues.

Along the water’s edge at the southern tip of Thornton Key, this bridgeless compound offers a rare kind of privacy on Florida’s Gulf Coast. An eight-parcel assemblage totals 3.41 acres and includes five buildable homesites—an unusually flexible canvas for a multi-home family retreat, a singular trophy estate, or a small boutique enclave. With 430 feet of frontage and direct sailboat-water access, days can begin with an easy departure to Lemon Bay, Stump Pass, Boca Grande, and the Gulf beyond. Arrival is by boat only, a detail that preserves the quiet, low-density character of the Bridgeless Barrier Islands and keeps the setting feeling intentionally removed from the everyday. Seller financing is available, and the legacy you create here can be as intimate—or as expansive—as you imagine.

Size: 3.41 acres