Hamilton Club Homes with Sailboat Water Water Frontage

Welcome to Hamilton Club, an exquisite subdivision nestled in the heart of Siesta Key, Florida, where the charm of coastal living meets the luxury of modern amenities. This vibrant community is a hidden gem in Sarasota County, offering residents the perfect blend of tranquility and adventure.

Hamilton Club is renowned for its stunning homes with sailboat water frontage, providing direct access to the sparkling waters of the Gulf of Mexico. Imagine stepping out of your beautifully designed home and onto your private dock, ready to set sail into the sunset or enjoy a day of fishing in the pristine waters. Each property in this exclusive enclave is thoughtfully crafted, showcasing elegant architecture and lush landscaping that complements the natural beauty of Siesta Key.

Living in Hamilton Club means indulging in the laid-back lifestyle that the area is famous for. Residents can bask in the sun on the world-renowned Siesta Key Beach, known for its powdery white sands and vibrant sunsets. The nearby village offers an array of boutique shops, delightful eateries, and lively entertainment options, ensuring that your days are filled with leisure and enjoyment.

Whether you are looking for a permanent residence or a vacation retreat, Hamilton Club offers an unparalleled lifestyle. With its idyllic location, exceptional homes, and a strong sense of community, this subdivision is truly a haven for those who appreciate the finer things in life. Come discover the charm of Hamilton Club, where your dream home awaits amidst the serene beauty of Siesta Key.

Newest Hamilton Club Homes with Sailboat Water Water Frontage

$1,349,000

3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code

Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as well as the beautiful Marina make Hamilton Club a truly unique lifestyle. Inspired by the architcture of Bermuda with its close ties to 17th Century Great Britian is recognised by its striking pastel colored walls and "welcoming arms" staircases . Very close to the Village and Beach , yet equally convenient to Downtown . This sophisticated townhome has been completly renovated with fine finishes , wood and stone prevail with architectural beauty . Soaring ceilings bring in the most elegant lighting . The kitchen with its sweeping bar of magnificent granite can accomodate a large party-open to the Great Room , it is both sleek and inviting .Premium appliances include Miele, Bosch , GE and KitchenAid .Expansive counter space , built in shelving and a variety of pantries and drawers add to the incredible functionality. The Great Room with 20 foot ceilings opens to the screened balcony with a charming view of the lagoon and pool area . The primary bedroom is enhanced by the stunning view of treetops and is all the more cozy for having its own fireplace . Impact rated windows and a metal roof combine to make this solid structure weather worthy . On the ground floor , in addition to the oversized two car gargage is a climate controlled bonus room which opens to the ground floor lanai . Boating , swimming , tennis and walking paths , within a private and peaceful environment close to everything -that is the Hamilton Club .

3942 Hamilton Club Circle Unit 13, Sarasota

$2,290,000

3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code

Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath waterfront residence offers an exceptional blend of elegance, comfort, and boating convenience in one of the island’s most desirable locations. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and doors, and a private 10,000-lb boat lift with quick access to Sarasota’s waterways and the Gulf beyond. A spacious screened lanai overlooking the water provides the perfect setting for morning coffee, evening cocktails, and year-round enjoyment of peaceful coastal breezes. Each spacious bedroom includes its own en-suite bath, offering privacy and comfort for both residents and guests. Thoughtfully updated throughout, the residence showcases renovated bathrooms completed in 2022–2023, kitchen enhancements in 2023, updated lighting, and beautiful new wood flooring, all contributing to a refined coastal aesthetic. Additional improvements include a new water softener and water pressure pump installed in 2025 for added functionality and peace of mind. Offered furnished or unfurnished, the home provides flexibility for immediate enjoyment or personalization to suit your style. Hamilton Club residents will also benefit from upcoming community landscaping improvements this summer and exterior building painting scheduled for 2027, both covered by HOA dues. Ideally located just minutes from Siesta Key’s world-renowned beaches, dining, shopping, and entertainment, this exceptional waterfront residence delivers the ultimate combination of modern upgrades, private boating access, and relaxed island living.

3941 Hamilton Club Circle Unit 9, Sarasota

Start Your Search