Florida’s Gulf Coast continues to define a particular kind of trophy living, where architecture, water access, and entertaining spaces shape daily life. This curated five spans open-water Tampa Bay addresses and storied enclaves in Boca Grande and Port Royal, each centered on sunset views, resort-style outdoor rooms, and guest-ready accommodations. West Indies, Mediterranean, and custom coastal design cues add a sense of permanence, while privacy-minded settings and storm-ready construction underscore a confident, lock-and-leave ease.
5031 W San Miguel St | $11,699,000


Allen D. Craig

Allen D. Craig
Along the water’s edge on a private, secluded finger in South Tampa, this half-acre double lot offers 200 feet of unobstructed waterfront and panoramic bay views, with evening sunsets setting the tone for daily life. The setting is intentionally serene, delivering rare privacy while keeping you just minutes from Tampa International Airport, Hyde Park Village, Downtown Tampa, and International Plaza. Here, the canvas is as compelling as the outlook: the property is designed for a resort-style custom build, with the vision of expansive outdoor living, an infinity-edge pool, and a private dock—all oriented to the beauty of Tampa Bay. An added option to divide into two separate parcels brings unusual flexibility, whether for a single statement residence or a thoughtfully planned dual-site approach. It’s a place where the horizon becomes part of the routine.
Size: 0.61 acre
- Price:
- $11,699,000
- Contact:
- Allen D. Craig, Tampa Treasures RE & Keller Williams Tampa Central, 813.802.8015
Coastal Luxury Island Life Boca Grande Florida | $10,350,000


Michelle Finley

Michelle Finley
Within Boca Grande’s Historic District, this West Indies–inspired legacy estate pairs old-world craftsmanship with resort-style ease, all set behind a solid masonry wall and lush, mature landscaping for exceptional privacy. Completely reconstructed with bespoke finishes, it showcases custom mahogany and cypress accents, sculpted columns, intricate ceilings, Dominican coral stone in select spaces, and expansive French doors. The chef’s kitchen centers on river granite countertops, a large island, premium appliances, and bar areas designed for effortless gathering. Outdoors, more than 4,000 square feet of courtyard and entertaining areas unfold around a heated pool and spa with a glass-tile sun shelf, waterfalls, ambient lighting, an outdoor kitchen, mosquito-misting, and full-property landscape lighting. A private owner’s wing includes a spa-style bath, jacuzzi tub, dual walk-in closets, and outdoor access, with additional guest suites, a home office, and an upper-level media room completing the experience.
- Price:
- $10,350,000
- Size:
- 6,417 sq ft
- Contact:
- Michelle Finley, Parsley-Baldwin Real Estate & Vacation Rentals, 941.204.4000
Resort-Style Living In Coastal Masterpiece | $9,725,000


Jerry D. Engel

Jerry D. Engel
Along the water’s edge in Port Royal, this estate is designed for light-filled days and easy evenings. Banks of French doors and expansive casement windows draw in sunshine and frame views of meticulously manicured grounds. Entertaining moves naturally outdoors, where a pool with elevated spa, a fully equipped summer kitchen, and a gas fireplace set the scene for starlit gatherings. Inside, a chef’s kitchen with top-tier appliances opens to the family room and expansive lanai, while a stately dining room and sophisticated living room—anchored by a marble-carved fireplace—offer a more formal cadence. The layout balances togetherness with retreat: a master sanctuary with dedicated study, custom cabinetry, and rich hardwood flooring; a guest wing with two oversized en-suite bedrooms; and a poolside cabana suite overlooking the water. A bespoke, climate-controlled walk-in wine cellar adds a final, considered indulgence.
- Price:
- $9,725,000
- Size:
- 5,172 sq ft
- Contact:
- Jerry D. Engel, Independent Brokers Realty, 239.821.9508
25 W Spanish Main Street | $6,995,000


Listing agents: Christine Mastrilli, Jeff Shelton & Mike Hughes

Listing agents: Christine Mastrilli, Jeff Shelton & Mike Hughes
Along the water’s edge in Beach Park, this custom waterfront residence in South Tampa frames sweeping open-water views across Tampa Bay to St. Petersburg. Built and designed by Thomas Everett Lamb, it balances refined design with timeless elegance, leaning into a sophisticated coastal lifestyle without losing a sense of calm. Created to embrace its waterfront setting, the home is oriented for an easy indoor-outdoor rhythm—morning light over the bay, boats passing by in the afternoon, and sunsets stretching toward St. Petersburg. With direct access to Tampa Bay, the day can begin on the water and end back at home, where the scenery remains the backdrop. It’s a setting that makes everyday living feel quietly expansive, shaped by the horizon and the tide.
- Price:
- $6,995,000
- Size:
- 5,524 sq ft
- Contact:
- Christine Mastrilli, Jeff Shelton & Mike Hughes, Compass, 813.205.6195
Waterfront Estate | $6,598,000


Evan Pedone

Evan Pedone
Along the water’s edge in South Tampa, this Mediterranean-inspired estate brings Tuscan-villa drama to an open-water setting. Arrival is cinematic, with a stately façade, an idyllic fountain, a grand staircase, and oversized wood doors. Inside, the main living area—thoughtfully placed on the third level for enhanced water views, privacy, and security—opens to soaring 24-foot ceilings and unobstructed vistas. A generous great room is wrapped in floor-to-ceiling, impact-rated windows and French doors, drawing in natural light and framing panoramic water views. Three sets of French doors extend daily living onto a spacious covered balcony above the outdoor oasis: a one-year-new beach-entry pool and spa, travertine patio, and custom pergola with a rain waterfall feature. Impact-rated openings and a new 2025 roof underscore coastal resilience, letting the setting take center stage.
- Price:
- $6,598,000
- Size:
- 7,092 sq ft
- Contact:
- Evan Pedone, Engel & Völkers, 727.459.5543


















