Siesta Key Homes under $500,000

Welcome to Siesta Key, Florida, a stunning barrier island that boasts some of the most beautiful beaches in the United States. Nestled in Sarasota County, Siesta Key is renowned for its powdery white sand and vibrant turquoise waters, making it a paradise for beach lovers and outdoor enthusiasts alike. Whether you’re strolling along the shores of Siesta Beach, exploring the local shops and restaurants, or enjoying a sunset at the famous Siesta Key Village, this charming island offers a unique blend of relaxation and adventure.

For those looking to call Siesta Key home, you’ll be delighted to discover that there are beautiful homes available for under $500,000. This is a rare gem in a market where coastal properties are often priced at a premium. These homes offer the perfect opportunity for first-time buyers, retirees, or anyone looking to invest in a slice of paradise without breaking the bank. Imagine waking up to the sound of waves crashing and the scent of salt in the air, all while enjoying the comforts of your own beachside retreat.

Siesta Key isn’t just about the stunning views; it’s also a vibrant community filled with friendly locals and an array of amenities. From eclectic dining options to vibrant nightlife, there’s always something to do. With its laid-back atmosphere and strong sense of community, Siesta Key is not just a destination; it’s a lifestyle. Don’t miss your chance to explore the affordable housing options in this idyllic location and embrace the Siesta Key way of life!

Newest Siesta Key Homes under $500,000

1300 N Portofino Drive Unit 105, Siesta Key image

1300 N Portofino Drive Unit 105, Siesta Key — Sailfish $399,900

YOU DESERVE PARADISE! MOVE RIGHT IN TO THIS PRISTINE DOLLHOUSE! BEACH ACCESS! BOATING! PERECT ONE BEDROOM WITH 2 FULL BATHS! GRANITE COUNTERTOPS, TOP OF THE LINE SHOWER ...

1 Beds
2 Baths
Siesta Harbor SubDv.

5673 Midnight Pass Road Unit 202, Siesta Key image

5673 Midnight Pass Road Unit 202, Siesta Key $479,999

Welcome to Paradise! White Sands Village is great property that is located directly across from the world- famous beautiful Siesta Key beach! It is a great investment or ...

2 Beds
2 Baths
White Sands Village SubDv.

116 Vista Hermosa Circle Unit 108C, Siesta Key image

116 Vista Hermosa Circle Unit 108C, Siesta Key — 116 $400,000

Your Siesta Key Lifestyle Awaits — The Time to Own Is Now! Welcome to one of Sarasota’s most sought-after coastal destinations, where the beauty of Siesta Key is right o...

2 Beds
2 Baths
Vista Hermosa SubDv.

6157 Midnight Pass Road Unit G11, Siesta Key image

6157 Midnight Pass Road Unit G11, Siesta Key — G-11 $399,000

Enjoy easy island living in this beautifully maintained first-floor condominium at Bay Oaks on Siesta Key. With your assigned carport just steps from the front door, ther...

2 Beds
1 Baths
Bay Oaks Estates SubDv.

1300 N Portofino Drive Unit 103, Siesta Key image

1300 N Portofino Drive Unit 103, Siesta Key — 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.

9034 Midnight Pass Road Unit 6, Siesta Key image

9034 Midnight Pass Road Unit 6, Siesta Key — 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.

915 Seaside Dr Unit 405, WEEKS 22-23, Siesta Key image

915 Seaside Dr Unit 405, WEEKS 22-23, Siesta Key — 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.

1300 N Portofino Drive Unit 305, Siesta Key image

1300 N Portofino Drive Unit 305, Siesta Key — Sailfish $467,000

STUNNING TURNKEY ONE-BEDROOM, TWO-BATH CONDO AT SIESTA HARBOR! Welcome to your own slice of paradise on Siesta Key! This spacious, turnkey one-bedroom, two-full-bath con...

1 Beds
2 Baths
Siesta Harbor SubDv.

1020 Sun N Sea Drive Unit 102, Siesta Key image

1020 Sun N Sea Drive Unit 102, Siesta Key — B $450,000 ▼

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.

6006 Midnight Pass Road Unit 60, Siesta Key image

6006 Midnight Pass Road Unit 60, Siesta Key — G $479,000

Beautifully Updated One-Bedroom Condo on Siesta Key Enjoy the best of island living in this beautifully updated one-bedroom, one-bath condominium on Siesta Key. This inv...

1 Beds
1 Baths
Casa Mar SubDv.

5641 Midnight Pass Road Unit 902, Siesta Key image

5641 Midnight Pass Road Unit 902, Siesta Key — 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.

159 Vista Hermosa Circle Unit 27B, Siesta Key image

159 Vista Hermosa Circle Unit 27B, Siesta Key $369,000 ▼

ATTENTION INVESTORS, VALUE MINDED BUYERS AND HOMEOWNERS!, one of the best value for a 2 bedroom 2 bath villa currently on beautiful Siesta Key. Discover effortless isl...

2 Beds
2 Baths
Vista Hermosa SubDv.