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

5855 Midnight Pass Road Unit 605, Sarasota image

5855 Midnight Pass Road Unit 605, Sarasota — Harbor Towers Y & R $719,000

Harbor Towers 605 represents a unique opportunity to live on a high floor in the building with the coveted south-facing views looking over the pool. Welcome to Harbor To...

2 Beds
2 Baths
Harbor Towers Y & R SubDv.
34242 Zip Code

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 — 1355 Roberts Bay Lane $6,300,000

5 Beds
5 Baths
Siesta Beach SubDv.
34242 Zip Code

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 $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

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 — 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 $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 $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 $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

3750 Bayou Louise Lane, Sarasota $12,900,000

Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water view...

5 Beds
7 Baths
Phillippi Shores SubDv.
34242 Zip Code