5 Florida Keys and Miami Waterfront Homes, Condos, and Land Opportunities

Beyond a private gated entrance in Key West’s New Town district, this distinguished single-family residence is designed for entertaining while preserving a sense of space and privacy. On the first floor, Mexican tile floors run throughout, setting a relaxed tone for a gourmet kitchen with new appliances, a dining room, and an open living room. A bedroom and bath share the level with a mother-in-law or guest suite offering its own bedroom and bath plus a private entrance—ideal for flexible living arrangements. A dramatic, flowing staircase leads to the second-floor primary master ensuite, where a private balcony looks out over a large heated saltwater swimming pool, lush tropical exotic gardens, and a gazebo. Set on a landscaped, fenced-in corner lot with off-street parking and outside storage areas, the home is offered furnished, ready to support an easy Key West rhythm.

Set on a quiet cul-de-sac in the heart of Kendall, this 1.15-acre vacant parcel comes to market for the first time in 50 years. With approximately 300 feet of depth and 167 feet of frontage, the land offers a rare sense of scale in a well-established Miami neighborhood where open lots have become increasingly scarce. The setting feels suburban and private, yet everyday connections are close at hand: Miami Dade College Kendall Campus is about half a mile away, with the Turnpike roughly 1.5 miles and the Don Shula Expressway (SR 874) about 2.5 miles from the property. Baptist Health Hospital sits approximately 3.2 miles away, alongside other nearby medical centers. Held by the same owner for half a century, it invites a thoughtful vision for what comes next.

Size: 1.15 acres

Along the open water of Big Pine Key, this fenced 0.81-acre property pairs a pool home with a separate cottage, creating an easy rhythm between hosting and retreat. The main residence offers two bedrooms and two baths, while the additional one-bedroom, one-bath cottage provides flexibility for guests or a quieter stay close to the action. Days naturally gather around the poolside tiki, where outdoor cooking sets the tone for long, unhurried afternoons. For life on the water, a 483-foot pier stretches to a docking facility with a boat lift, complemented by an outdoor kitchen that keeps meals and conversation outdoors. It’s a setting designed for simple transitions—swim, grill, cruise, and return as the light shifts across the water.

Along the water’s edge on Collins Avenue, this beautifully maintained northeast corner residence on the 19th floor pairs a refined interior with a 372-square-foot wraparound balcony and sweeping 270° views of the Atlantic, Intracoastal, and city skyline. Floor-to-ceiling windows bring the horizon into daily focus, while Italian marble floors lend a crisp, gallery-like finish. The kitchen is appointed with stainless steel appliances, including a new 2025 refrigerator, and the home is updated with a new 2025 A/C plus added custom bathroom cabinetry. Two tandem parking spaces are included.

Along the water’s edge on Sailfish Lane in Cudjoe Key, this waterfront residence sits on a rare 15,625-square-foot double lot with 175 feet of deep-water dockage—an enviable setup for life on the water. Inside, soaring 13+ foot ceilings lend volume and light to a spacious Great Room designed for easy gathering after a day out boating. Wraparound outdoor living extends the home’s footprint, creating a natural rhythm between interior comfort and open-air time. The private primary retreat is thoughtfully separated, with open water views that underscore the home’s connection to its setting. With three bedrooms and 3.5 baths, the layout supports both everyday ease and relaxed hosting, capturing the simple pleasures of Keys island living.