Hamilton Club Homes with Sailboat Water Water Frontage

Welcome to Hamilton Club, a hidden gem nestled in the picturesque Siesta Key, Florida. This exclusive subdivision offers an unparalleled lifestyle for those who appreciate the beauty of waterfront living. With its prime location in Sarasota County, Hamilton Club is designed for those who seek tranquility, luxury, and a sense of community.

One of the standout features of Hamilton Club is its stunning homes that boast sailboat water frontage. Imagine stepping out of your backyard and onto your boat, ready to explore the shimmering waters of the Gulf of Mexico. These meticulously crafted residences are not only a haven for boating enthusiasts but also provide breathtaking views and direct access to some of the best sailing and fishing spots in the region.

The architecture in Hamilton Club reflects the coastal charm that Siesta Key is known for, with homes featuring open floor plans, expansive windows, and outdoor spaces perfect for entertaining. Residents enjoy a lifestyle filled with sun-soaked days and serene sunsets, all while being part of a close-knit community that values privacy and exclusivity.

In addition to the allure of waterfront living, Hamilton Club is conveniently located near the vibrant local culture of Siesta Key, with its world-renowned beaches, gourmet dining options, and boutique shopping. Whether you’re looking to relax on the beach, explore nature trails, or indulge in the local nightlife, Hamilton Club places you at the heart of it all.

Discover the tranquil elegance of Hamilton Club—where your dream of waterfront living becomes a reality. Come and experience the charm of Siesta Key today!

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