Imagine waking up to the serene shimmer of the ocean right at your doorstep, where luxury and waterfront living blend seamlessly. Nestled in coveted Florida locales like Summerland Key, Marathon, and Deerfield Beach, these five exquisite estates, priced between $3.9 and $4.2 million, redefine coastal elegance. Each offers direct ocean access for boating enthusiasts, panoramic views through expansive windows, and resort-style amenities like heated pools and outdoor kitchens. From private docks to exclusive gated enclaves, these properties promise a secluded retreat with the allure of personal paradises, tailored for those seeking both opulence and functionality.
Waterfront Estate Awaits Sprawling 12000 Gross Sq. Ft. Of Luxury Living | $4,200,000


Karen Williams-Decastro

Karen Williams-Decastro
Rising above the rugged beauty of Summerland Key, this extraordinary 7-bedroom, 6-bathroom waterfront estate offers a rare blend of mountain-inspired elevation and Florida Keys allure. Spanning 4,531 square feet, the main house captivates with soaring cathedral cedar ceilings and sweeping ocean vistas, effortlessly merging indoor elegance with outdoor serenity. The top-floor primary suite boasts a spa-like shower framed by water views, while a lower-level guest suite with a kitchenette overlooks a stunning 3-tier heated and cooled pool. Two charming attached cottages, each with private balconies, cater to guests or extended family. A widow’s peak lounge crowns the property, ideal for savoring sunrise coffee or sunset cocktails. Waterfront decks, a tiki hut, a private boat basin with lift, and a home gym with ocean views elevate daily living. Modern upgrades, including impact windows, ensure comfort in this secluded paradise.
- Price:
- $4,200,000
- Size:
- 4,531 sq ft
- Contact:
- Karen Williams-Decastro, LPT Realty, 305.394.2898
14 E Ocean Dr | $4,185,000


Katie Carrillo

Katie Carrillo
Situated along the shimmering waterfront of Marathon, this exquisite 4-bedroom home embodies the essence of Florida Keys living. Step into a spacious living area, where expansive windows frame breathtaking ocean views, creating an ideal backdrop for gatherings. The covered porch on the main floor invites quiet mornings with coffee or evening cocktails as the sun dips below the horizon. A chef’s dream, the upscale kitchen boasts quartz counters, a large island, and elite Jenn-Air appliances, ensuring every meal is a delight. Upstairs, the master suite serves as a private haven with panoramic Atlantic vistas, a generous walk-in closet, and a luxurious en-suite bathroom. Outside, an oasis awaits with a pristine pool, fireside seating, a gazebo, and a fully equipped outdoor kitchen. A private dock with a 12K boat lift offers direct access to aquatic adventures, while proximity to Sombrero Beach enhances the coastal lifestyle.
- Price:
- $4,185,000
- Size:
- 3,477 sq ft
- Contact:
- Katie Carrillo, Rentals in Paradise, 305.879.2543
51 Little Harbor Way | $3,990,000


Sandra Rathe

Sandra Rathe
Rising above a serene mountain landscape, this captivating rural estate offers a tranquil retreat with breathtaking elevated views. Spanning a generous .25-acre lot, the property features a beautifully remodeled 3-bedroom, 3-bathroom home designed for both comfort and style. With 100 feet of waterfront and direct ocean access, it’s a haven for boating enthusiasts, while a sparkling pool with a new Diamond Brite finish and heater invites relaxation. The modern kitchen, complete with stainless steel appliances and quartz countertops, blends functionality with elegance, complemented by updated bathrooms. Practical touches like a circular driveway for ample parking, hurricane-impact windows and doors, and a new electrical panel ensure peace of mind. Having served as a successful Airbnb with loyal guests, this estate effortlessly combines the allure of rural living with modern conveniences, promising a lifestyle of serenity and adventure.
- Price:
- $3,990,000
- Size:
- 2,039 sq ft
- Contact:
- Sandra Rathe, Keller Williams Legacy, 954.547.4601
14950 SW 179th Ave | $3,950,000


Nancy O’Brien

Nancy O’Brien
Perched atop an elevated expanse in Redland, Miami’s renowned farming community, this 5-acre luxurious compound offers an unparalleled blend of grandeur and tranquility. Spanning over 10,000 square feet of interior living space and 13,000 square feet under roof, the estate is a haven for both intimate retreats and expansive gatherings. A stately entrance with multiple driveways and interior parking welcomes visitors, while a striking wall of glass reveals breathtaking views of the resort-style grounds. Well-lit pathways meander through lushly landscaped gardens, inviting leisurely strolls amid natural beauty. With 7 bedrooms, 9 bathrooms, and 2 to 3-car garages, the property effortlessly accommodates family and guests. Surrounded by a 2.5-acre lychee grove, it embraces the serenity of rural living, enhanced by the potential for eco-agritourism ventures like serene retreats or vibrant seminars in this extraordinary setting.
- Price:
- $3,950,000
- Size:
- 9,943 sq ft
- Contact:
- Nancy O’Brien, The Keyes Company, 305.632.2355
20816 4th Avenue W | $3,945,000


Stacey Pillari

Stacey Pillari
Situated in the exclusive enclave of Cudjoe Gardens, 20816 4th Avenue W offers a rare blend of luxury and tranquility along the waterfront of the Florida Keys. Spanning an impressive 16,500 square feet on an elevated corner lot, this estate boasts 260 feet of deep-draft water frontage, inviting endless aquatic adventures. With four spacious bedrooms, a versatile office or studio that could serve as a fifth bedroom, and four impeccably appointed bathrooms, the home is designed for both relaxation and productivity. The gourmet kitchen, a true chef’s haven, features state-of-the-art appliances, custom cabinetry, and expansive quartz countertops perfect for hosting gatherings. Sunlit rooms and designer furnishings enhance the tropical ambiance, while the included 2021 Pathfinder 2400 TRS boat and two Hobie Cats ensure immediate immersion in the island lifestyle. This property embodies the essence of Keys living at its finest.
- Price:
- $3,945,000
- Size:
- 3,817 sq ft
- Contact:
- Stacey Pillari, Berkshire Hathaway HomeServices Knight & Gardner Realty, 305.906.0144












