Featured Siesta Key Homes and Condos for Sale

Build Your Siesta Key Dream Home — Plans in Place! An exceptional opportunity to create your own piece of paradise on Siesta Key. This vacant property offers the perfect...

Sarasota Beach SubDv.
34242 Zip Code

7233 Pine Needle Road, Sarasota $1,175,000

An exceptional opportunity to create a custom residence in the Sanderling Club, one of Siesta Key’s most distinctive gated communities. This 30,676 sq. ft. homesite featu...

Sanderling Club SubDv.
34242 Zip Code

5860 Midnight Pass Road Unit 23, Sarasota image

5860 Midnight Pass Road Unit 23, Sarasota — 23 $839,900 ▲

RARELY AVAILABLE CONDO IN GULF HAVEN ON SIESTA KEY BEACH! This nicely updated 2-bedroom, 2.5-bath unit in the highly desirable Gulf Haven community won't be on the market...

2 Beds
3 Baths
Gulf Haven SubDv.
34242 Zip Code

829 Idlewild Way, Sarasota $3,150,000

A boater’s paradise on Siesta Key! This sprawling single-story waterfront residence positioned on a half-acre home site adjacent to the Grand Canal comes with two lifts a...

4 Beds
4 Baths
Siesta Isles SubDv.
34242 Zip Code

5032 Calle Minorga, Sarasota $1,250,000

OPPORUNITY KOCKS!!!UNUSALLY AVAILABLE! 7500 SQ FT LOT WITH RANCH/STYLE, ROOMS WITH PRIVATE ENTRANCES DECK WITH AWNING VERY UNIQUE OPPORTUNITY WHERE YOU CAN COMBINE RESID...

4 Beds
2 Baths
Mira Mar Beach SubDv.
34242 Zip Code

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

5333 Siesta Court, Sarasota $1,250,000

Tucked away on a quiet, secluded street in Siesta Cove, this beautifully renovated four-bedroom residence offers exceptional privacy, generous living spaces and the relax...

4 Beds
2 Baths
Siesta Cove Sub SubDv.
34242 Zip Code

5157 Sandy Beach Avenue, Sarasota $1,150,000

Experience the relaxed Siesta Key lifestyle in this spacious Key West-inspired pool home, ideally located on a quiet street approximately one mile from Siesta Key Village...

4 Beds
3 Baths
Siesta Beach SubDv.
34242 Zip Code

6140 Midnight Pass Road Unit 101, Sarasota image

6140 Midnight Pass Road Unit 101, Sarasota — N/A $875,000

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beac...

1 Beds
1 Baths
Horizons West SubDv.
34242 Zip Code

6796 Sarasea Circle Unit 3, Sarasota image

6796 Sarasea Circle Unit 3, Sarasota — 3 $1,450,000

SHORT TERM RENTAL ALLOWED. Island living at 6796 Sarasea Circle, ideally located near Point of Rocks on Siesta Key. This spacious 3-bedroom, 3-bath, three-story residenc...

3 Beds
3 Baths
Sara Sea SubDv.
34242 Zip Code

6480 Midnight Pass Road Unit 612, Sarasota image

6480 Midnight Pass Road Unit 612, Sarasota — South Tower $1,325,000

Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—ju...

2 Beds
2 Baths
Siesta Breakers SubDv.
34242 Zip Code

3200 Higel Avenue, Sarasota $22,000,000

Virtually Staged. Pre-Construction. To be built. Welcome to 3200 Higel Avenue, an extraordinary new waterfront residence by Pham Development, nearing completion on one of...

4 Beds
7 Baths
Siesta Rev SubDv.
34242 Zip Code

5541 Cape Aqua Drive, Sarasota $1,250,000

TROPICAL PARADISE WITH JUST A SHORT WALK AWAY FROM THE WORLD-FAMOUS SIESTA KEY BEACH! Welcome to your own slice of paradise, where the Florida lifestyle truly comes to li...

3 Beds
2 Baths
Siesta Isles SubDv.
34242 Zip Code

3601 White Lane, Sarasota $2,900,000

INCREDIBLE LOCATION!....INCREDIBLE BOATING WATER!....INCREDIBLE SIZED LOT!.....Rarely Available EXPANSIVE 18,000+ square foot SAILBOAT WATERFRONT property with nearly 80'...

Siesta SubDv.
34242 Zip Code

1035 Seaside Drive Unit 502, Sarasota image

1035 Seaside Drive Unit 502, Sarasota — Ten35 Seaside $3,995,000

Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten...

4 Beds
3 Baths
Ten35 Seaside SubDv.
34242 Zip Code

5323 Calle Florida, Sarasota $1,700,000

Rare Double-Lot Coastal Compound Opportunity on Siesta Key — Offered Together at $1,700,000 | 14,636 Total Sq. Ft. Embrace the quintessential Florida lifestyle on pres...

Sarasota Beach SubDv.
34242 Zip Code

1130 W Peppertree Lane Unit 118, Sarasota image

1130 W Peppertree Lane Unit 118, Sarasota — 1130 $670,000

Live the Siesta Key lifestyle! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect combination of island living, rental potential, and resort-style ame...

2 Beds
2 Baths
Peppertree Bay SubDv.
34242 Zip Code

6265 Midnight Pass Road Unit 102, Sarasota image

6265 Midnight Pass Road Unit 102, Sarasota — Excelsior Beach To Bay 8 $700,000

Virtually Staged. Experience the world renowned beaches of Siesta Key in this rarely available first floor luxury condominium steps away from your private deeded beach ac...

2 Beds
2 Baths
Excelsior Beach To Bay SubDv.
34242 Zip Code

6157 Midnight Pass Road Unit G11, Sarasota image

6157 Midnight Pass Road Unit G11, Sarasota — 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.
34242 Zip Code

5880 Midnight Pass Road Unit 307, Sarasota image

5880 Midnight Pass Road Unit 307, Sarasota — Casarina $1,400,000

A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. S...

3 Beds
2 Baths
Casarina SubDv.
34242 Zip Code

7740 Sanderling Road, Sarasota $22,000,000

Pre-Construction. To be built. Architectural Rendering Of What Could Be Built Are For Planning Purposes Only. An Extraordinary Gulf-Front Estate Opportunity! There ...

6 Beds
8 Baths
Siesta Properties Inc SubDv.
34242 Zip Code

9226 Midnight Pass Road Unit 3B, Sarasota image

9226 Midnight Pass Road Unit 3B, Sarasota — Castaway Cove $680,000 ▲

It's time to SIMPLIFY! Sun. Sand. Surf. Fantastic Opportunity and sure to impress! The last unit in this community sold for 800,000. Welcome to this completely renovated ...

2 Beds
2 Baths
Castaway Cove SubDv.
34242 Zip Code

8710 Midnight Pass Road Unit 203B, Sarasota image

8710 Midnight Pass Road Unit 203B, Sarasota — Tortuga $625,000

Embrace the Siesta Key lifestyle at Tortuga Beach Club! This spacious 2-bedroom, 2-bath residence offers 1,650 square feet of living space in an intimate 77-unit Gulf-fro...

2 Beds
2 Baths
Tortuga 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

1600 Cove Ii Place Unit 412, Sarasota image

1600 Cove Ii Place Unit 412, Sarasota — 4 $580,000

Welcome to your Siesta Key getaway at Midnight Cove II! This desirable first-floor condominium offers a wonderful combination of coastal living, resort-style amenities, a...

2 Beds
2 Baths
Midnight Cove Ii SubDv.
34242 Zip Code

527 Beach Road, Sarasota $2,799,000

Prime investment opportunity directly on prestigious Beach Road in Siesta Key. This fully renovated, raised multi unit property offers strong short term rental income pot...

4 Beds
3 Baths
Sarasota Beach SubDv.
34242 Zip Code

5228 Calle Menorca, Sarasota $2,550,000 ▼

Discover an exceptional income producing property in the heart of coveted Siesta Key. This fully renovated multi unit compound features two spacious 3 bedroom, 2 bathroom...

6 Beds
4 Baths
Sarasota Beach 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

4183 Roberts Point Circle Unit LOT 18, Sarasota image

4183 Roberts Point Circle Unit LOT 18, Sarasota $3,400,000

Pre-Construction. To be built. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — wher...

5 Beds
6 Baths
Roberts Point SubDv.
34242 Zip Code

5531 Calle Del Verano, Sarasota $3,800,000

Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders in a prime Siesta Key location. This contemporary coastal new construction at 5531 Call...

4 Beds
5 Baths
Sarasota Beach SubDv.
34242 Zip Code

4185 Roberts Point Circle, Sarasota image

4185 Roberts Point Circle, Sarasota $3,400,000

Under Construction. To be built. Brought to you by Noah Thomas Builders, masterfully designed in timeless West Indies coastal style and located in the exclusive Roberts P...

5 Beds
6 Baths
Roberts Point SubDv.
34242 Zip Code

4179 Roberts Point Circle, Sarasota image

4179 Roberts Point Circle, Sarasota $3,400,000

Under Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situate...

5 Beds
6 Baths
Roberts Point 2 SubDv.
34242 Zip Code

4660 Ocean Boulevard Unit F1, Sarasota image

4660 Ocean Boulevard Unit F1, Sarasota — 4660/F-1 $664,900 ▼

Views, views, and more views. Stunning FULL GULF views, dolphin views, manatee views, pelican views, eagle views, pool views and spectacular sunset views that will take ...

2 Beds
2 Baths
Sea Village 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

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

1300 N Portofino Drive Unit 305, Sarasota image

1300 N Portofino Drive Unit 305, Sarasota — 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.
34242 Zip Code

1355 Roberts Bay Lane, Sarasota — 1355 Roberts Bay Lane $6,300,000

5 Beds
5 Baths
Siesta Beach SubDv.
34242 Zip Code

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 $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 $1,750,000 ▼

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 $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

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

6154 Midnight Pass Road Unit VILLA4C, Sarasota image

6154 Midnight Pass Road Unit VILLA4C, Sarasota $575,000 ▼

Virtually Staged. Look no further! This beautifully renovated 2-bedroom, 1-bath standalone villa is located on the Gulf side of Siesta Key in Casa Blanca, just yards from...

2 Beds
1 Baths
Casa Blanca Villas SubDv.
34242 Zip Code

670 Venice Lane, Sarasota $1,499,000

Exceptional Siesta Key Retreat on Over Half an Acre with Brand-New Heated Pool. This beautifully transformed 3-bedroom, 2-bathroom residence sits on an impressive 0.50-a...

3 Beds
2 Baths
Waterside East SubDv.
34242 Zip Code

5178 Oakmont Place, Sarasota $2,995,000

For the buyer who believes the best of Siesta Key is experienced by boat, 5178 Oakmont Place delivers an exceptional combination of deep-water canal frontage, estate-size...

3 Beds
3 Baths
Siesta Beach SubDv.
34242 Zip Code

1001 Point Of Rocks Road Unit 310, Sarasota image

1001 Point Of Rocks Road Unit 310, Sarasota — Siesta Sands Resort $798,000

Located directly on Siesta Key Beach, Unit 310 at Siesta Sands is situated on the third floor and features a private balcony with sweeping Gulf views, tropical breezes, a...

1 Beds
1 Baths
Siesta Sands Resort (Timeshare) SubDv.
34242 Zip Code

Siesta Key Real Estate

Year after year Siesta Key Beach ranks as the number 1 beach in the USA. Most recently for 2020, Tripadvisor listed Siesta Key Beach as not only the number 1 beach in the USA, but the number 11 beach in the world. There's no doubt the public beach at Siesta Key is treasured even by locals, but the sand all along the shores of this beautiful little key is pristine. Made of 99% quartz crystal the sand is extra fine. Even in the hottest sun Siesta Key sand feels like soft, cool, baby powder.

Owning a home on Siesta Key is attractive for many reasons. Full time residents enjoy the proximity to the beaches of course, and getting to the mainland is just a short drive over one of two bridges. Many look to Siesta Key for investment properties or vacation properties as well. The demand for these is high and occupancy is ensured by the popularity of Siesta Key Beach.

View featured Siesta Key listings for homes and condos on this page or create your own search with your own uniques search criteria. You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by zooming in or out on the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Below are featured listings on Siesta Key. These are sorted from newest to oldest and are updated every 15 minutes by the official Realtor®’s database.

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Featured Siesta Key Homes and Condos for Sale

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