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Siesta Key Homes with Custom Architectural style

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Siesta Key Homes with Custom Architectural style

Welcome to Siesta Key, Florida—a tropical paradise nestled in Sarasota County, renowned for its pristine beaches and vibrant coastal lifestyle. This charming barrier island is not just a destination; it's a community where sun-soaked days and balmy nights create the perfect backdrop for a fulfilling life. Siesta Key boasts some of the finest white sand beaches in the world, with Siesta Beach consistently ranked among the top beaches in the United States. Here, you can indulge in a variety of water sports, enjoy picturesque sunsets, or simply unwind with a good book under the swaying palms.

The real estate market in Siesta Key is as diverse as its landscape, featuring homes with custom architectural styles that reflect the unique character of this coastal gem. From contemporary beachfront estates to classic Mediterranean villas, each property is a masterpiece designed to blend seamlessly with the natural surroundings. Many homes boast expansive outdoor spaces, private pools, and stunning views of the Gulf of Mexico, making them perfect for entertaining or enjoying tranquil moments with family and friends.

Living in Siesta Key means embracing a lifestyle that celebrates both relaxation and adventure. Explore the local shops, dine at exquisite waterfront restaurants, or take a stroll through the lush parks that dot the island. Whether you’re looking for a vacation home or a permanent residence, Siesta Key offers a unique blend of luxury, comfort, and community spirit. Discover your dream home in this idyllic paradise and experience the magic of Siesta Key living!

Newest Siesta Key Homes with Custom Architectural style

6300 Midnight Pass Road Unit 809, Sarasota image
6300 Midnight Pass Road Unit 809, Sarasota — Crystal Sands $1,795,000

From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renown...

  • 2 Beds
  • 2 Baths
  • Crystal Sands SubDv.
  • 34242 Zip Code
1355 Roberts Bay Lane, Sarasota image
1355 Roberts Bay Lane, Sarasota — 1355 Roberts Bay Lane $6,300,000

NEW 2026 MODERN TROPICAL ESTATE | 5 BEDROOMS | 2 PRIMARY SUITES | 3-CAR GARAGE | POOL CABANA | INTRACOASTAL VIEWS Completed in 2026 by CribbsCo Development, this moder...

  • 5 Beds
  • 5 Baths
  • Siesta Beach SubDv.
  • 34242 Zip Code
3799 Flamingo Avenue, Sarasota image
3799 Flamingo Avenue, Sarasota $17,650,000

Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Ba...

  • 4 Beds
  • 6 Baths
  • Bay Island SubDv.
  • 34242 Zip Code
430 Island Circle, Sarasota image
430 Island Circle, Sarasota $2,800,000

Privately set on Palm Island in the heart of Siesta Key, this residence offers an exceptional combination of generous living space, thoughtful design and effortless acces...

  • 4 Beds
  • 4 Baths
  • Sarasota Beach SubDv.
  • 34242 Zip Code
622 Tropical Circle, Sarasota image
622 Tropical Circle, Sarasota $1,450,000

Beautifully reimagined and thoughtfully updated, this modern coastal residence on Siesta Key offers the relaxed island lifestyle so many buyers are seeking, with a wonder...

  • 3 Beds
  • 2 Baths
  • Siesta Beach SubDv.
  • 34242 Zip Code
1280 Hidden Harbor Way, Sarasota image
1280 Hidden Harbor Way, Sarasota $8,500,000

Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sa...

  • 4 Beds
  • 5 Baths
  • Hidden Harbor SubDv.
  • 34242 Zip Code
5572 Shadow Lawn Drive, Sarasota image
5572 Shadow Lawn Drive, Sarasota $4,795,000

Under Construction. New construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly craft...

  • 4 Beds
  • 5 Baths
  • Siesta Isles SubDv.
  • 34242 Zip Code
1249 S Basin Lane, Sarasota image
1249 S Basin Lane, Sarasota — Sanderling Beach $8,950,000

Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak tree...

  • 6 Beds
  • 8 Baths
  • Siesta Properties Inc SubDv.
  • 34242 Zip Code
6901 Bochi Circle, Sarasota image
6901 Bochi Circle, Sarasota $2,675,000

Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in ...

  • 4 Beds
  • 4 Baths
  • Coronas Park SubDv.
  • 34242 Zip Code
6907 Bochi Circle, Sarasota image
6907 Bochi Circle, Sarasota $2,800,000

Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in ...

  • 4 Beds
  • 5 Baths
  • Coronas Park SubDv.
  • 34242 Zip Code
1206 Siesta Bayside Drive Unit 1206B, Sarasota image
1206 Siesta Bayside Drive Unit 1206B, Sarasota — 1206 $970,000

Experience coastal living and investment potential in this beautifully appointed 3-bedroom, 2-bathroom townhome, ideally located in the highly sought-after Gulf and Bay C...

  • 3 Beds
  • 2 Baths
  • 0222 Beach Rd SubDv.
  • 34242 Zip Code
6548 Sabal Drive, Sarasota image
6548 Sabal Drive, Sarasota $6,195,000 ▼

Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, o...

  • 9 Beds
  • 10 Baths
  • Sabal Palms SubDv.
  • 34242 Zip Code
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