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Siesta Key Real Estate Search

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Siesta Key Beachfront Condos and Homes

The Sarasota real estate market is known for the waterfront lifestyle and the crown jewel is Siesta Key Finding a vacation home or condo for sale on Siesta Key has never been so easy.  We specialize in condos and beach houses on Siesta Key, and prices have never been better!  Siesta Key Beach ranked as the #1 US Beach in 2011 by Dr. Beach and is consistently ranked as one of the top 10 beaches year after year.  Living and vacationing among the lush tropical setting, the powder white sand, and crystal clear water has never been more affordable. The best show on earth has to be the romantic sunsets that happen each night.  The experience makes memories that last a lifetime.

 If you like what you see and you aren't quite set on an exact location, you might also want to take a look at Bird Key, Longboat Key, Lido Key or Casey Key as well.

The time has passed where Siesta Key foreclosure properties are substantial but they will most likely singer for some period of time. We recommend focusing on your needs and if a foreclosure happens to be in the mix, we'll include those properties in your search.

See what a buyer might pay for your Siesta Key Home

You may hear names of other beaches in the area like Crescent Beach, Turtle Beach or Shell Beach.  They are all located on this magnificent jewel of the Gulf Coast.

Regardless of your budget, a home or condo could be a smart move.  Investing in seasonal rentals can give you an Siesta Key Foreclosures in Sarasota, FLaffordable place to vacation, and then your tenant helps pay the bills when you are not here. The world knows about this place, and there are always tenants looking.  Many times, the same people get attached to their favorite location and come back year after year.  Buying at the bottom of this market combined with the international stature of The Key is a "Siesta Key Beach Entrywin-win." 

Many times you will see a significant variation in price between condos in the same complex.  This can be because higher floors usually have a better view.  Sometimes, depending on the configuration of the building, some may overlook the Gulf and the white sands of Siesta Key vs. a parking lot view.   Of course, amenities like deed beach access can play a significant role in the price.  We can help point those variations out and why one unit my be quite a bit more than another.

Search Siesta Key HomesSearch Siesta Key Condos in Florida

If you enjoy an active night life, Siesta Key Village at the north end is for you.  If it's a little slower pace, then look to the south end and Turtle Beach.  There is something here for everyone. For boaters, there are miles of canals that wander through the Key.  Accommodations for small boats up to cabinCheck out the latest property sales on Siesta key cruisers are not an issue.  We'll help you find it.  Now might just be the best time to buy a that special place on the Gulf coast of Florida. 

See you on Siesta!

The Latest Siesta Key MLS Listings

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
5855 Midnight Pass Road Unit 222, Sarasota image
5855 Midnight Pass Road Unit 222, Sarasota — 5855 $625,000

Turnkey and ready for its next chapter, this spacious residence in the curve of Harbor Towers Yacht & Racquet Club is one of the largest floor plans in the building, feat...

  • 2 Beds
  • 2 Baths
  • Harbor Towers Y & R SubDv.
  • 34242 Zip Code
1355 Roberts Bay Lane, Sarasota image
1355 Roberts Bay Lane, Sarasota — 1355 Roberts Bay Lane $6,300,000

NEW 2026 MODERN TROPICAL ESTATE | 5 BEDROOMS | 2 PRIMARY SUITES | 3-CAR GARAGE | POOL CABANA | INTRACOASTAL VIEWS Completed in 2026 by CribbsCo Development, this moder...

  • 5 Beds
  • 5 Baths
  • Siesta Beach SubDv.
  • 34242 Zip Code
9000 Blind Pass Road Unit B114, Sarasota image
9000 Blind Pass Road Unit B114, Sarasota — Fish $849,000

Virtually Staged. Some room are virtually staged. Wake up to breathtaking, unobstructed views of the Gulf of Mexico on Turtle Beach from this beautifully remodeled 2-bed...

  • 2 Beds
  • 2 Baths
  • Fishermans Cove SubDv.
  • 34242 Zip Code
445 Reid Street, Sarasota image
445 Reid Street, Sarasota $1,340,000

Your search is over. Look no further. Offered turnkey furnished, this 3-bed, 2-bath coastal chic oasis with saltwater pool on Siesta Key boasts 1,750 square feet under ai...

  • 3 Beds
  • 2 Baths
  • Ocean Beach SubDv.
  • 34242 Zip Code
546 Freeling Drive, Sarasota image
546 Freeling Drive, Sarasota $12,500,000

Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construc...

  • 5 Beds
  • 7 Baths
  • Bay Island SubDv.
  • 34242 Zip Code
5334 Calle Florida, Sarasota image
5334 Calle Florida, Sarasota $1,790,000

Discover a rare opportunity on Palm Island, one of Siesta Key’s most distinctive residential enclaves, where quiet island living meets exceptional access to the very best...

  • 4 Beds
  • 3 Baths
  • Sarasota Beach SubDv.
  • 34242 Zip Code
19 Whispering Sands Drive Unit 201, Sarasota image
19 Whispering Sands Drive Unit 201, Sarasota — 19 Nt $874,900

ENDLESS POSSIBILITIES ON SIESTA KEY. Welcome to 19 Whispering Sands Drive, Unit 201, an exceptional opportunity to create your own Gulf Coast retreat in one of Siesta Key...

  • 2 Beds
  • 2 Baths
  • Whispering Sands SubDv.
  • 34242 Zip Code
3441 Gulfmead Drive, Sarasota image
3441 Gulfmead Drive, Sarasota $10,500,000

Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on nor...

  • 6 Beds
  • 7 Baths
  • Gulfmead Estates SubDv.
  • 34242 Zip Code

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Popular Siesta Key Searches

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 Properties in Sarasota by Location

See all Bord Key Homes for Sale on the Map See all Lido Key Homes and Condos on the Map See all Venice Area Homes See All Homes and Condos for Sale in Nokomis and Osprey See all Palmer Ranch Homes for Sale See All South Sarasota Homes for Sale See all Central Sarasota Homes on the Map See all Mid Town Sarasota Homes See all Downtown Sarasota Properties for Sale on the Map See all Homes for Sale East of I-75 Sarasota on the Map See all Properties for Sale in Lakewood Ranch Florida See all Palm Aire Sarasota Homes on the Map See all Meadows Area Homes See all Homes for Sale in North Sarasota on the Map See all Homes and Condos in Siesta Key for Sale on the Map See all Longboat Key Real Estate for Sale on the Map

Siesta Key Beachfront Condos

  • Aloha Kai
  • Bay Oaks
  • Bay Tree Club
  • Boca Siesta
  • Casa Blanca Villas
  • Casa Mar
  • Casarina
  • Coquille
  • Crescent Arms
  • Crescent Royale
  • Crystal Sands
  • Dolphin Bay
  • El Presidente
  • Excelsior Beach
  • Fishermans Cove
  • Grand Siesta
  • Gulf and Bay Club
  • Harbor Towers Y & R
  • Harbour Towne
  • Horizons West
  • House of the Sun
  • Island House
  • Island Reef
  • Jamaica Royale
  • La Siesta
  • Marina Del Sol
  • Midnight Cove
  • The Moorings
  • Our House at the Beach
  • Palm Bay Club
  • Peppertree Bay
  • Point of Rocks
  • Pointe on Midnight Pass
  • Polynesian Gardens
  • Provincial Gardens
  • Sandy Cove
  • Sarasota Beach
  • Sarasota Surf & Racquet
  • Seashell
  • Sea Village
  • Siesta Beach House
  • Siesta Dunes Beach
  • Siesta Gulf View
  • Siesta Harbor
  • Siesta Sands Resort
  • Siesta Towers
  • Summer Cove on Siesta
  • Sunrise Cove
  • Sunset Royale
  • Terrace
  • Tortuga
  • Turtle Bay
  • Twin Palms
  • Vista Hermosa
  • Whispering Sands
  • White Sands Village
  • Windward Passage

Public Access Points to Siesta Beach

  Siesta Key Village Attractions

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Beyond Siesta Key Real Estate

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