Imagine a life where luxury meets unparalleled privacy, where sprawling estates cater to your most distinctive passions. Nestled in the heart of Jupiter, four exceptional properties redefine exclusivity, each spanning vast acreage and tailored to unique lifestyles—waterfront serenity, aviation adventure, and equestrian elegance. From direct boat access to private hangars and potential barn setups, these homes, ranging from $2,450,000 to $5,795,000, offer not just a residence but a bespoke way of living, blending high-end amenities with the freedom of space and seclusion.
Luxury Jupiter Waterfront Retreat | $5,795,000


Dennis Byrne

Dennis Byrne
Situated within the secure embrace of a prestigious gated community, this Jupiter waterfront estate offers a rare blend of privacy and luxury on over three-quarters of an acre. With sweeping, wide-open water views, the 3-bedroom, 3.5-bathroom home features a thoughtfully remodeled interior, complete with smart-home technology, high-end appliances, and a rejuvenating steam shower. An office, den, and private guest cottage provide versatile spaces for work or hosting loved ones. Outside, a brand-new composite dock beckons boating enthusiasts, while a custom heated pool and tropical landscaping transform the grounds into a personal oasis. Whether entertaining guests across multiple indoor-outdoor living areas or savoring quiet sunsets, this property effortlessly adapts to any lifestyle. Just minutes from the Jupiter Inlet by boat, it grants direct access to world-class fishing, scenic sandbars, and charming waterfront dining.
- Price:
- $5,795,000
- Size:
- 3,286 sq ft
- Contact:
- Dennis Byrne, Keller Williams Realty, 561.312.2553
18851 Mack Dairy Rd | $2,700,000


Listing agenst: Madelyn Hurst & Rita Dickinson

Listing agenst: Madelyn Hurst & Rita Dickinson
Set within the prestigious Tailwinds Aviation community in Jupiter, this remarkable 5-6 acre estate offers a rare blend of rural serenity and aviation convenience. Located in an exclusive fly-in gated enclave, the property features taxiway easements and access to a 2,700-foot paved runway with a 300-foot overrun. The main residence, spanning 2,982 square feet, showcases lofty ceilings, a striking floor-to-ceiling fireplace, and an inviting open-concept great room. With four bedrooms, three and a half baths, a dining room, breakfast nook, and cabana bath, it’s designed for both comfort and elegance. Recent updates include impact windows, refreshed wiring, drywall, and a revitalized pool. A fully air-conditioned 2,989-square-foot hangar doubles as a versatile space with a new kitchen, living area, entertaining bar, and additional bedroom options. Surrounded by private golf courses and equestrian facilities, this estate embodies a distinctive aviation lifestyle.
- Price:
- $2,700,000
- Size:
- 2,982 sq ft
- Contact:
- Madelyn Hurst & Rita Dickinson, The Keyes Company, 561.214.5517 , 561.262.0847
10754 Tamis Trail | $2,599,000


Nicole Liebowitz

Nicole Liebowitz
Positioned on a sprawling 5.27 acres of private countryside, this beautifully remodeled 4-bedroom, 3-bathroom estate offers a seamless blend of luxury and rural charm, just minutes from the show grounds. The home welcomes with a bright, open-concept layout, showcasing a designer kitchen, spa-inspired bathrooms, and elegant upgrades like a new Jacuzzi tub and RO water system. Whether hosting gatherings or unwinding in solitude, every space exudes refined comfort. Equestrian enthusiasts will appreciate the property’s potential, with room for a 12-stall barn, a 180×150 arena, paddocks, and a walker. Adding to its allure, the south end features three studio apartments and two RV hookups, providing unique opportunities for additional income. With a new roof and thoughtful design throughout, this estate effortlessly caters to a sophisticated lifestyle while embracing the serenity of rural living.
- Price:
- $2,599,000
- Size:
- 3,854 sq ft
- Contact:
- Nicole Liebowitz, Balavaan Realty LLC, 954.218.0507
281 Palm Island Lane | $2,450,000


Luke Webb

Luke Webb
Situated along the serene waterfront of Palm Island Plantation, this custom residence exudes timeless elegance. Behind a veil of lush landscaping, the home reveals beautifully crafted living spaces adorned with fine millwork and refined finishes. The gourmet kitchen, a centerpiece for culinary enthusiasts, features stone countertops, premium appliances, and generous cabinetry for effortless organization. Whether hosting gatherings indoors or alfresco by the private pool and patios, this property offers versatile spaces for every occasion. With three well-appointed bedrooms, a formal dining area, and inviting living areas, it seamlessly blends sophistication with coastal charm. Residents of Palm Island enjoy exclusive access to a private beach club and community boat docks, enhancing the allure of waterfront living. This home is a rare gem, offering both comfort and an unparalleled connection to the beauty of the coast.
- Price:
- $2,450,000
- Size:
- 3,211 sq ft
- Contact:
- Luke Webb, Luke Webb & Associates | Legacy Real Estate Advisors, 772.222.4648

















