Siesta Key Homes with Gulf/Ocean Frontage

Welcome to Siesta Key, Florida, a tropical paradise nestled in Sarasota County, where sun-kissed beaches and vibrant sunsets create an idyllic coastal lifestyle. Known for its powdery white sand beaches, Siesta Key is consistently ranked among the best beaches in the United States. The crystal-clear waters of the Gulf of Mexico beckon residents and visitors alike to indulge in a variety of water activities, from paddleboarding to sailing.

Siesta Key is more than just a beach destination; it’s a charming community that offers a unique blend of relaxation and adventure. Stroll along the quaint streets lined with boutique shops, delightful cafes, and local eateries, where you can savor fresh seafood and experience the local culture. The area is also known for its lively nightlife, with beach bars and live music venues that keep the island's spirit alive after sunset.

For those seeking the ultimate coastal living experience, Siesta Key boasts an impressive selection of homes with Gulf and ocean frontage. Imagine waking up to the gentle sound of waves lapping at the shore, with panoramic views of the sparkling waters right from your living room. These properties not only offer luxurious interiors but also provide direct access to the beach, allowing you to enjoy sun-soaked days and breathtaking sunsets from the comfort of your own home.

Whether you’re looking for a vacation retreat or a permanent residence, Siesta Key offers a unique lifestyle that combines natural beauty with an inviting community atmosphere. Discover your dream home in this enchanting coastal haven today!

Newest Siesta Key Homes with Gulf/Ocean Frontage

5860 Midnight Pass Road Unit 23, Sarasota image

5860 Midnight Pass Road Unit 23, Sarasota — 23 $839,900 ▲

RARELY AVAILABLE CONDO IN GULF HAVEN ON SIESTA KEY BEACH! This nicely updated 2-bedroom, 2.5-bath unit in the highly desirable Gulf Haven community won't be on the market...

2 Beds
3 Baths
Gulf Haven SubDv.
34242 Zip Code

6140 Midnight Pass Road Unit 101, Sarasota image

6140 Midnight Pass Road Unit 101, Sarasota — N/A $875,000

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beac...

1 Beds
1 Baths
Horizons West SubDv.
34242 Zip Code

6480 Midnight Pass Road Unit 612, Sarasota image

6480 Midnight Pass Road Unit 612, Sarasota — South Tower $1,325,000

Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—ju...

2 Beds
2 Baths
Siesta Breakers SubDv.
34242 Zip Code

1035 Seaside Drive Unit 502, Sarasota image

1035 Seaside Drive Unit 502, Sarasota — Ten35 Seaside $3,995,000

Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten...

4 Beds
3 Baths
Ten35 Seaside SubDv.
34242 Zip Code

5880 Midnight Pass Road Unit 307, Sarasota image

5880 Midnight Pass Road Unit 307, Sarasota — Casarina $1,400,000

A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. S...

3 Beds
2 Baths
Casarina SubDv.
34242 Zip Code

7740 Sanderling Road, Sarasota $22,000,000

Pre-Construction. To be built. Architectural Rendering Of What Could Be Built Are For Planning Purposes Only. An Extraordinary Gulf-Front Estate Opportunity! There ...

6 Beds
8 Baths
Siesta Properties Inc SubDv.
34242 Zip Code

915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota image

915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota — 405 $45,000

Fractional Ownership. FRACTIONAL OWNERSHIP **GUARANTEED GULF FRONT DELUXE UNIT** Imagine a perfect family retreat every year for Memorial Weekend on world famous Siest...

4 Beds
3 Baths
Siesta Key Beach Residences 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

19 Whispering Sands Drive Unit 201, Sarasota image

19 Whispering Sands Drive Unit 201, Sarasota — 19 Nt $874,900

ENDLESS POSSIBILITIES ON SIESTA KEY. Welcome to 19 Whispering Sands Drive, Unit 201, an exceptional opportunity to create your own Gulf Coast retreat in one of Siesta Key...

2 Beds
2 Baths
Whispering Sands SubDv.
34242 Zip Code

5770 Midnight Pass Road Unit 301, Sarasota image

5770 Midnight Pass Road Unit 301, Sarasota — 5770 $1,099,000

Welcome to Gulf & Bay, Siesta Key’s premier GATED condominium complex. If you are looking for a great investment or the perfect place to call home, look no further. Loca...

2 Beds
2 Baths
Gulf & Bay Club SubDv.
34242 Zip Code

5400 Ocean Boulevard Unit 15 1-4, Sarasota image

5400 Ocean Boulevard Unit 15 1-4, Sarasota — The Terrace $4,000,000

Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create...

2 Beds
3 Baths
Terrace SubDv.
34242 Zip Code

8764 Midnight Pass Road Unit A201, Sarasota image

8764 Midnight Pass Road Unit A201, Sarasota — Island Reef I $649,900

Ready to Enjoy the Great Life? Welcome to your own piece of paradise at Island Reef, one of Siesta Key's most sought-after Gulf-to-Bay Communities. Perfectly positioned i...

2 Beds
2 Baths
Island Reef SubDv.
34242 Zip Code