Siesta Key Homes with Sidewalk Exterior Features

Welcome to Siesta Key, Florida—a picturesque barrier island nestled off the coast of Sarasota County, renowned for its stunning white-sand beaches and vibrant coastal lifestyle. With its warm, sunny climate and breathtaking sunsets, Siesta Key is not just a destination; it's a way of life. Whether you're strolling along the famous Siesta Beach or exploring the charming local shops and restaurants, this island paradise offers a unique blend of relaxation and adventure.

One of the standout features of Siesta Key is its beautiful homes, many of which boast charming sidewalk exterior features. These inviting sidewalks create a sense of community, encouraging residents and visitors alike to take leisurely strolls through the neighborhood. Imagine sipping your morning coffee while taking in the serene surroundings, or enjoying an evening walk with loved ones as the sun dips below the horizon.

The homes in Siesta Key reflect the island's laid-back yet sophisticated atmosphere. From cozy beach cottages to luxurious waterfront estates, there is something for everyone. The sidewalk exteriors not only enhance the aesthetic appeal of the properties but also foster a welcoming environment where neighbors can connect and enjoy the vibrant outdoor lifestyle that Siesta Key embodies.

With its perfect blend of natural beauty, community spirit, and stunning real estate options, Siesta Key invites you to discover your dream home in this idyllic coastal haven. Embrace the charm of island living and make Siesta Key your home today!

Newest Siesta Key Homes with Sidewalk Exterior Features

9393 Midnight Pass Road Unit 205, Sarasota image

9393 Midnight Pass Road Unit 205, Sarasota — North $650,000

This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open ki...

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

8977 Midnight Pass Road Unit 219, Sarasota image

8977 Midnight Pass Road Unit 219, Sarasota — 8977 $529,000

Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views, breathtaking sunrises each morning, and beautiful moonrises each evening....

2 Beds
2 Baths
Sunrise Cove SubDv.
34242 Zip Code

1300 N Portofino Drive Unit 103, Sarasota image

1300 N Portofino Drive Unit 103, Sarasota — Sailfish $449,500

Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable S...

2 Beds
2 Baths
Siesta Harbor SubDv.
34242 Zip Code

9034 Midnight Pass Road Unit 6, Sarasota image

9034 Midnight Pass Road Unit 6, Sarasota — N/A $399,000

Opportunity knocks on Siesta Key at $399,000, and the seller is paying your first six months of association fees.Located within Cozy Cove, an intimate six-residence water...

2 Beds
2 Baths
Cozy Cove 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

1900 Cove Ii Place Unit 127, Sarasota image

1900 Cove Ii Place Unit 127, Sarasota — Bldg 1 $575,000

Welcome to this gorgeous WATER FRONT condo in desirable Midnight Cove II on beautiful Siesta Key! This coastal designed, TURNKEY furnished 2 bedroom beauty is move-in rea...

2 Beds
2 Baths
Midnight Cove Ii 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

1020 Sun N Sea Drive Unit 102, Sarasota image

1020 Sun N Sea Drive Unit 102, Sarasota — B $500,000

Lender paid 1-0 Buydown Interest Rate by using our preferred lender! Welcome to your own slice of paradise at the Beach Club at Siesta Key! This beautifully furnished 1-b...

1 Beds
1 Baths
Beach Club At Siesta Key SubDv.
34242 Zip Code

1141 W Peppertree Drive Unit 1141, Sarasota image

1141 W Peppertree Drive Unit 1141, Sarasota — 36 $669,000

Discover effortless Siesta Key living in this beautifully updated and fully furnished 2-bedroom, 2-bath condo in the highly desirable Peppertree Bay community. Located on...

2 Beds
2 Baths
Peppertree Bay SubDv.
34242 Zip Code

5641 Midnight Pass Road Unit 902, Sarasota image

5641 Midnight Pass Road Unit 902, Sarasota — White Sands Village/902 $299,000

Discover one of Siesta Key's best values at White Sands Village, where island living meets exceptional affordability. This beautifully furnished one-bedroom, one-bath con...

1 Beds
1 Baths
White Sands Village SubDv.
34242 Zip Code

5830 Midnight Pass Road Unit 43, Sarasota image

5830 Midnight Pass Road Unit 43, Sarasota — Unit 43 $544,900

Welcome to your own slice of paradise at Jamaica Royale on world-famous Siesta Key. This beautifully updated, turnkey one-bedroom, one-bath villa offers the convenience o...

1 Beds
1 Baths
Jamaica Royale SubDv.
34242 Zip Code

339 Treasure Boat Way, Sarasota $2,600,000

Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the ...

4 Beds
3 Baths
Harmony Sub SubDv.
34242 Zip Code