Siesta Key Homes under $400,000

Welcome to Siesta Key, Florida – a sun-soaked paradise nestled in Sarasota County, renowned for its stunning beaches, vibrant culture, and laid-back lifestyle. This charming barrier island is famous for its powdery white sands, consistently voted among the best in the nation. With its turquoise waters and breathtaking sunsets, Siesta Key offers a serene escape from the hustle and bustle, making it a sought-after destination for both vacationers and residents alike.

One of the most appealing aspects of Siesta Key is its diverse real estate market. For those seeking a slice of this tropical haven without breaking the bank, there are homes available under $400,000. These properties provide an excellent opportunity for first-time buyers, retirees, or anyone looking to invest in a vacation home. You’ll find cozy condos, charming bungalows, and even some quaint single-family homes that embody the island's relaxed vibe.

Living in Siesta Key means enjoying a lifestyle filled with outdoor activities, from kayaking and paddleboarding to leisurely strolls along the beach. The local community is vibrant, offering a plethora of dining options, boutique shops, and seasonal events that bring residents together. Whether you're looking to soak up the sun or explore the local art scene, Siesta Key has something for everyone.

Don’t miss your chance to own a piece of paradise! With homes under $400,000, Siesta Key invites you to embrace a lifestyle of sun, sand, and serenity. Discover your dream home today and start living the coastal life you've always imagined!

Newest Siesta Key Homes under $400,000

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.

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.

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.

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.

5683 Midnight Pass Road Unit 105, Siesta Key image

5683 Midnight Pass Road Unit 105, Siesta Key — 5683 $349,000

Perfectly positioned in the highly sought-after White Sands Village, this beautifully updated first-floor condominium offers the ideal blend of coastal living, investment...

1 Beds
1 Baths
White Sands Village SubDv.

9397 Midnight Pass Road Unit 903, Siesta Key image

9397 Midnight Pass Road Unit 903, Siesta Key — 9397 $364,000

At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the ...

1 Beds
1 Baths
Pointe On Midnight Pass SubDv.

5830 Midnight Pass Road Unit 32, Siesta Key image

5830 Midnight Pass Road Unit 32, Siesta Key — Jamaica Royale $395,000 ▲

Welcome to Jamaica Royale, a Gulf-side development on Siesta Key, with its award-winning, crystal powder soft sandy beach, just nearby. This studio offers a main-floor vi...

1 Baths
Jamaica Royale SubDv.

915 Seaside Drive Unit 402, Weeks 10-13, Siesta Key image

915 Seaside Drive Unit 402, Weeks 10-13, Siesta Key — Hyatt Residences On Siesta Key $80,000 ▼

Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Packa...

2 Beds
3 Baths
Siesta Key Beach Residences SubDv.

915 Seaside Drive Unit 312, Weeks 16-17, Siesta Key image

915 Seaside Drive Unit 312, Weeks 16-17, Siesta Key — The Residences On Siesta Key B $48,000

Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. ...

3 Beds
2 Baths
Siesta Key Beach Residences SubDv.