Siesta Key Homes with Gulf/Ocean to Bay Frontage

Siesta Key: A Tropical Paradise in Sarasota, FL

Nestled in Sarasota County, Florida, Siesta Key is a breathtaking barrier island renowned for its white sandy beaches, crystal-clear turquoise waters, and vibrant tropical atmosphere. With its idyllic setting and laid-back charm, Siesta Key has become a sought-after destination for both tourists and homebuyers alike.

When it comes to real estate, Siesta Key offers a unique opportunity for those seeking homes with Gulf/Ocean to Bay frontage. True to its name, these properties provide residents with the rare privilege of having direct access to both the Gulf of Mexico and Sarasota Bay. Imagine waking up to panoramic views of the sunrise over the ocean and ending the day with a stunning sunset over the bay – all from the comfort of your own backyard.

These homes with Gulf/Ocean to Bay frontage are highly coveted for their prime location, offering not only unparalleled views but also easy access to a variety of water activities. Whether you enjoy boating, fishing, kayaking, or simply lounging on the beach, living in one of these homes allows you to fully embrace the coastal lifestyle.

In addition to its natural beauty, Siesta Key boasts a vibrant community with a range of amenities and attractions. From charming shops and restaurants to art galleries and cultural events, there is always something to explore and enjoy. The island's friendly atmosphere and close-knit community make it an ideal place to call home.

If you're looking for a slice of paradise where you can wake up to the sound of crashing waves and bask in the beauty of the Gulf and the Bay, Siesta Key is the perfect destination. With its stunning homes with Gulf/Ocean to Bay frontage and vibrant coastal lifestyle, this tropical haven is sure to captivate your heart.

Newest Siesta Key Homes with Gulf/Ocean to Bay Frontage

3550 Bayou Louise Lane, Sarasota $11,900,000

Pre-Construction. To be built. Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4682294) ($6.7M). Introducing the Miller Floorplan designed ...

5 Beds
6 Baths
Siesta Rev SubDv.
34242 Zip Code

220 Pass Key Road Unit 220, Sarasota image

220 Pass Key Road Unit 220, Sarasota — Sandy Cove 3 $509,000

Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after wate...

2 Beds
2 Baths
Sandy Cove 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

6266 Midnight Pass Road Unit 404, Sarasota image

6266 Midnight Pass Road Unit 404, Sarasota — 6266 $1,150,000 ▼

RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded k...

2 Beds
2 Baths
Excelsior Beach To Bay SubDv.
34242 Zip Code

218 Pass Key Road Unit 218, Sarasota image

218 Pass Key Road Unit 218, Sarasota — Sandy Cove 3 Bldg 1 $645,000

Enjoy the best of Siesta Key living in the highly sought-after Sandy Cove III, an intimate waterfront community of just 16 residences. This beautifully maintained, turnke...

2 Beds
2 Baths
Sandy Cove SubDv.
34242 Zip Code

9022 Midnight Pass Road, Sarasota $5,995,000 ▼

An exceptionally rare opportunity to acquire an assemblage of fully renovated, income-producing, nine-unit, waterfront condominiums as an entire complex located adjacent ...

Coral Shores SubDv.
34242 Zip Code

115 Pass Key Road Unit 115, Sarasota image

115 Pass Key Road Unit 115, Sarasota — Sc3 Building 1 $399,000

Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll t...

1 Beds
1 Baths
Sandy Cove SubDv.
34242 Zip Code

3550 Bayou Louise Lane, Sarasota $6,700,000 ▼

Gorgeous waterfront property offering sweeping views from Big Pass to Bayou Louise. Rarely available, one of only 10 properties with water access on the east and west, si...

Siesta Rev SubDv.
34242 Zip Code

117 Pass Key Road Unit 117, Sarasota image

117 Pass Key Road Unit 117, Sarasota — Sandy Cove 3 Bldg B $425,000 ▼

Virtually Staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and except...

1 Beds
1 Baths
Sandy Cove SubDv.
34242 Zip Code

9397 Midnight Pass Road Unit 905, Sarasota image

9397 Midnight Pass Road Unit 905, Sarasota — 9397 $699,000 ▼

Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathro...

2 Beds
2 Baths
Pointe On Midnight Pass SubDv.
34242 Zip Code

119 Whispering Sands Circle Unit V36, Sarasota image

119 Whispering Sands Circle Unit V36, Sarasota — Section 5 $495,000 ▼

One or more photo(s) has been virtually staged. BEST PRICED UPDATED VILLA WITH GARAGE ON SIESTA KEY! Don't miss this opportunity to own this lovely REMODELED VILLA just ...

2 Beds
2 Baths
Whispering Sands SubDv.
34242 Zip Code

8779 Midnight Pass Road Unit 401H, Sarasota image

8779 Midnight Pass Road Unit 401H, Sarasota — Na $595,000

ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a ...

2 Beds
2 Baths
Island Reef SubDv.
34242 Zip Code