Siesta Key Homes with Gulf/Ocean to Bay Waterfront description

Welcome to Siesta Key, a charming barrier island located in Sarasota County, Florida. Known for its pristine white sandy beaches and crystal-clear turquoise waters, Siesta Key is a paradise for beach lovers and outdoor enthusiasts alike.

Imagine waking up to the sound of gentle waves lapping against the shore and having the Gulf of Mexico or Sarasota Bay as your backyard. Homes with Gulf/Ocean to Bay waterfront views are truly special, offering unparalleled panoramic vistas and the ultimate waterfront living experience.

Whether you're looking for a luxurious beachfront estate, a cozy coastal cottage, or a modern waterfront villa, Siesta Key has a diverse range of real estate options to suit every taste and lifestyle. From contemporary architectural marvels to charming traditional homes, there's something for everyone on this idyllic island.

In addition to its natural beauty, Siesta Key offers a vibrant community with a laid-back island vibe. Enjoy a leisurely stroll along the quaint streets lined with boutiques, galleries, and restaurants, or spend your days soaking up the sun on the award-winning Siesta Beach.

If you're looking to make your dream of owning a waterfront home a reality, Siesta Key's Homes with Gulf/Ocean to Bay waterfront views are sure to captivate you. Experience the magic of waterfront living and embrace the relaxed coastal lifestyle that Siesta Key has to offer.

Newest Siesta Key Homes with Gulf/Ocean to Bay Waterfront description

3550 Bayou Louise Lane, Siesta Key image

3550 Bayou Louise Lane, Siesta Key $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.

220 Pass Key Road Unit 220, Siesta Key image

220 Pass Key Road Unit 220, Siesta Key — 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.

8764 Midnight Pass Road Unit A201, Siesta Key image

8764 Midnight Pass Road Unit A201, Siesta Key — 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.

6266 Midnight Pass Road Unit 404, Siesta Key image

6266 Midnight Pass Road Unit 404, Siesta Key — 6266 $1,160,000 ▼

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.

218 Pass Key Road Unit 218, Siesta Key image

218 Pass Key Road Unit 218, Siesta Key — 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.

9022 Midnight Pass Road, Siesta Key image

9022 Midnight Pass Road, Siesta Key $6,500,000

An exceptionally rare opportunity to acquire a fully renovated, income-producing, nine-unit, waterfront condominium complex located adjacent to Turtle Beach on world-ren...

Coral Shores SubDv.

115 Pass Key Road Unit 115, Siesta Key image

115 Pass Key Road Unit 115, Siesta Key — 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.

3550 Bayou Louise Lane, Siesta Key $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.

117 Pass Key Road Unit 117, Siesta Key image

117 Pass Key Road Unit 117, Siesta Key — 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.

9397 Midnight Pass Road Unit 905, Siesta Key image

9397 Midnight Pass Road Unit 905, Siesta Key — 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.

119 Whispering Sands Circle Unit V36, Siesta Key image

119 Whispering Sands Circle Unit V36, Siesta Key — 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.

8779 Midnight Pass Road Unit 401H, Siesta Key image

8779 Midnight Pass Road Unit 401H, Siesta Key — 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.