5 Waterfront Florida Estates from Longboat Key to Tampa Bay

Set on nearly two private Gulf-front acres on Longboat Key, this estate by acclaimed Sweet Sparkman Architecture & Interiors pairs iconic design with modern coastal luxury. Inside, expansive living spaces are oriented to panoramic Gulf views, creating an easy rhythm for both quiet mornings and large-scale gatherings. The residence includes an extraordinary primary suite, guest suites, an office, a cinema, and a wine cellar, along with dual kitchens designed to support effortless entertaining. A guest house and pool house extend the experience beyond the main residence. Outdoors, resort-style amenities unfold across entertaining terraces with water features, anchored by a dramatic pool and spa, with potential tennis and pickleball courts. Ideally positioned near Longboat Key’s premier resorts, St. Armands Circle, and downtown Sarasota, days here can move seamlessly from shoreline calm to an evening out.

Along the water’s edge on Port Royal’s wide Jamaica Channel, 605 Galleon Drive pairs deep-water boating with easy access near the entrance of the community and just moments from the private Port Royal Beach Club. Built by BCB in 2011, the residence is detailed for daily comfort and entertaining, with a striking living room anchored by a see-through fireplace that connects seamlessly to the dining and great room. The light-filled kitchen keeps hosting effortless, featuring a gas cooktop and a large walk-in pantry. A spacious, private primary suite includes dual designer closets and a well-appointed bath. Upstairs, three en-suite bedrooms, an additional laundry room, and a flexible loft offer thoughtful separation for guests. Outside, a screened-in lanai with motorized screens, summer kitchen, pool bath, and a pool and spa overlook passing boats. Impact glass, added hurricane shutters, full fencing, and a dedicated dog run complete the setting.

Along the water’s edge on Bay Point Drive in Sarasota, this pre-construction custom residence—soon to be under construction—pairs striking modern architecture with timeless coastal elegance. Designed by DSDG Architects and built by Dynan Construction, the home is oriented to open bay views and an expansive, open floor plan anchored by a dramatic great room and living area. Soaring ceilings, walls of windows, and floor-to-ceiling sliding glass doors draw in natural light while creating an easy flow to the outdoors. Entertaining is thoughtfully considered, with a sophisticated lounge, a temperature-controlled wine cellar, a chef’s kitchen, and an oversized chef’s pantry. Practical luxuries include a six-car garage and an elevator servicing all floors. The entire top level is reserved for a private primary suite retreat with a sitting area and private study, set to enjoy elevated views as the day unfolds.

Along the water’s edge on the coveted north end of Longboat Key, this fully gated, two-acre waterfront family compound unfolds across four buildable parcels, offering rare flexibility and long-term potential. Arrival is marked by classic Bevelo gas lanterns, setting an intentional tone carried throughout the custom-designed main residence and a separate 3-bedroom, 2-bath guest home with a detached garage. Inside, craftsmanship takes center stage with a 900-bottle red cedar wine cellar and an oversized custom wood-burning fireplace with a gas option. The chef’s kitchen is built for serious cooking, featuring natural gas, Wolf and Sub-Zero appliances, plus state-of-the-art home automation and whole-home sound. Outdoors, a 15,000-gallon free-form pool and 1,000-gallon spa anchor a resort-like setting alongside a custom tiki pavilion. With 165 feet on Bishops Bayou, two docks, three boat lifts, and deeded private beach access across Gulf of Mexico Drive, days naturally follow the water.

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 Tampa Bay views. Evenings are defined by spectacular sunsets, with an unusual sense of calm and privacy for such a well-connected setting. The location keeps you minutes from Tampa International Airport, Hyde Park Village, Downtown Tampa, and International Plaza, balancing retreat-like quiet with everyday convenience. Here, the canvas is as compelling as the backdrop: design and build a resort-style custom home envisioned with expansive outdoor living, an infinity-edge pool, and a private dock to fully engage the bayfront lifestyle. With the option to divide into two separate parcels, the property also brings rare flexibility—whether for a singular statement residence or a more layered, forward-looking plan.

Size: 0.61 acres