Siesta Key Real Estate

siesta key sunsetFind the latest Siesta Key real estate listings below!

As a barrier island off the southwestern coast of Florida, Siesta Key real estate has a reputation that precedes it. To some, it's a beachfront paradise, filled with opportunities to enjoy the waters of the Gulf of Mexico and Sarasota Bay. For others, it's a relaxing resort community where every imaginable amenity, attraction and activity is always at your fingertips.

Regardless of the type of home you're searching for, be prepared to experience an amazing island lifestyle, immersed in beautiful tropical surroundings. With year-round picture-perfect views of sunrises and sunsets, as well as numerous outdoor recreational activities, it's easy to see why Siesta Key real estate is always in high demand.

Start browsing our Siesta Key, Florida real estate listings or read on to discover more about what life is like in Siesta Key! Be sure to check out our Siesta Key Condos page if you're looking for maintenance-free living with resort-style amenities.

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Photo of Listing #A4162423 FEATURED

743 Birdsong Ln, Sarasota, FL - $549,999

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,979 SQFT
  • 5 DOM
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It Is All About A Lifestyle In This Updated And Casually Elegant Home On Beautiful Siesta Key. Only One Mile Away From The Beach And Warm Gulf Of Mexico Waves.this Solid, Block Construction Property Has New Roof, New Ac, New Pool Equipment, New Go...

Photo of Listing #A4157478 FEATURED

1333 Dockside Pl #223, Sarasota, FL - $999,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,326 SQFT
  • 65 DOM
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Spectacular Bay Front Townhome With Gourmet Kitchen, Attached 1 Car Garage, Deeded 25' Boat Slip With New Lift, All Just A Short Walk To Siesta Key Beach!

Photo of Listing #A4156785 FEATURED

5955 Midnight Pass Rd #7b, Sarasota, FL - $205,000

Residential, Condo
  • 1 Bed
  • 1 Bath
  • 513 SQFT
  • 68 DOM
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Old Florida Charm Abounds In This Gated Siesta Key Community That Has It All! Park Your Boat In One Of The Convenient Slips, Relax By The Bay Front Pool As You Watch The Boats Go By, Fish From The Large Private Pier, Or Take A Short Stroll To Your...

Photo of Listing #A4156922 UNDER CONTRACT

1323 Siesta Bayside Dr #1323-d, Sarasota, FL - $349,000

Residential, Condo
  • 2 Beds
  • 1 Baths
  • 959 SQFT
  • 70 DOM
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Awc- Taking Back Up Offers! Paradise Is Calling You To This Unique Unit At The Gulf And Bay Bayside With A 2/1+, The "+" Being An Additional Separate Vanity With Space For The Potential To Be 1/2 Or 3/4 Bath For The Right Buyer. The Unit Is Turn...

Photo of Listing #A4156232 FEATURED

1203 Dockside Pl #201, Sarasota, FL - $719,900

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,326 SQFT
  • 77 DOM
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The Perfect Retreat For The Boater And Beachgoer! Rarely Available True 3+ Bedroom/3 Bath End Unit With 2 Master Suites. This Is One Of Only 2 Oversized 2,326 Square Foot Units Located Steps From The Pool With A Private Driveway And Plentiful Gues...

Photo of Listing #A4155386 FEATURED

1267 Dockside Pl #214, Sarasota, FL - $725,000

Residential, Condo
  • 3 Beds
  • 2 Baths
  • 1,737 SQFT
  • 90 DOM
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Perfection Found In This Immaculate 3 Bedroom Townhome, With Tastefully Decorated And Completely Updated Interior. This Turnkey Furnished Townhome Has A Private Deeded Boat Slip With Lift, Attached 1 Car Garage, Huge Air Conditioned Storage Area, ...

Photo of Listing #A4153479 FEATURED

1372 Siesta Bayside Dr #1372-c, Sarasota, FL - $575,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,280 SQFT
  • 111 DOM
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If You Are Looking To Own On Siesta Key, This Is The Property For You. Just Across The Street From World Famous Siesta Beach With Dedicated Beach Access, This 2/2 Affords Views Of The Icw/bay With Beautiful Sunrises. Turnkey Furnished, This Uni...

Photo of Listing #A4152897 FEATURED

9150 Blind Pass Rd #204, Sarasota, FL - $495,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,450 SQFT
  • 118 DOM
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Can You Resist 200 Ft Of Private Beach Overlooking The Mesmerizing Water Of The Gulf Of Mexico? Enjoy The Newly Re-nourished Turtle Beach. This 2nd Floor 2 Bedroom 2 Bath Residence Features An Open Floor Plan With View Of The Intercoastal. Priv...

Photo of Listing #A4149391 FEATURED

840 Siesta Key Cir, Sarasota, FL - $1,150,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 2,840 SQFT
  • 151 DOM
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Price Reduced!!! This Lovely Old-florida Style Home Affords The Ideal Island Lifestyle. A Short Bike Ride To Siesta Beach And Village, Minutes From The Intracoastal Waterway On Sailboat Water, And A Quick Drive To Downtown Sarasota, This Charmi...

Photo of Listing #A4149092 FEATURED

6037 E Peppertree Way #228, Sarasota, FL - $610,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,180 SQFT
  • 161 DOM
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Direct Bay Views From This Fabulous 2/2 In Sought-after Peppertree Community. Tastefully, Turnkey Furnished, Just Bring You Clothing And You Are Set. All On One Level, The Open Floor Plan Features A Spacious Living/dining Room Combination. The ...

Photo of Listing #A4142552 FEATURED

1350 Siesta Bayside Dr #1350-b, Sarasota, FL - $650,000

Residential, Condo
  • 3 Beds
  • 2 Baths
  • 1,495 SQFT
  • 214 DOM
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Price Reduction!!! Amazing Vacation And/or Investment Property. Just Across The Street From World Famous Siesta Beach With Dedicated Beach Access. This 3 Bedroom 2 Bath Plus Loft Unit Is Beautifully Furnished - Just Bring Your Clothing And Prep...

Photo of Listing #A4155566 FEATURED

156 Siesta Dr, Sarasota, FL - $680,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 1,953 SQFT
  • 279 DOM
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Price Reduction! Located In The Quiet Northern End Of Siesta Key, This Key West Style Home Is Close To Just About Everything. Watch The Boat Traffic And Sarasota Skyline From Bay Island Park, Spend The Day At Sparkling Siesta Key Beach, Stroll In ...

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Siesta Key Real Estate Market

Prospective home buyers will find a varied selection of homes for sale on the Siesta Key real estate market, from luxurious condos to multi-million dollar mansions. There are numerous architectural gems, in styles ranging from traditional to contemporary, which both harmonize with and stand out from the beautiful natural surroundings.

Regardless of the type of home you’re searching for, expect exteriors with spacious patios, pools, boat docks and direct access to stretches of white, sandy beaches. Interiors are also outfitted with desirable conveniences, from gourmet kitchens to state of the art appliances, and the latest details and finishes.

Siesta Key Homes for Every Lifestyle

siesta key homeSiesta Key condos and townhomes are popular among seasonal and vacation buyers seeking Siesta Key real estate investments, as these homes require less maintenance and feature a multitude of amenities that make every day a holiday.

A growing number of people are also seeing the appeal of making Siesta Key real estate their permanent, year-round residence. Professionals, families and retirees are finding that the easy access to the city of Sarasota, family-friendly atmosphere, and local benefits – from beaches to shops and restaurants – are making Siesta key the perfect place to call “home” all year-round.


Siesta Key Community Highlights

  • Homes immersed in beautiful tropical surroundings
  • Easy access to Siesta Key Beach, voted #1 Beach in the country
  • Variety of housing options & property types with resort-like amenities
  • Endless opportunities for outdoor recreational activities
  • Services, shopping & entertainment on the island and in nearby Sarasota

Living on Siesta Key: Shopping, Dining & Recreation

siesta-key-beachSiesta Key Village just north of the beach is primarily a pedestrian village, where you’ll find unique shops, boutiques and restaurants that will keep you busy for hours. Both ends of the island have a full service grocery store and pharmacy, as well as a post office. Just over the bridge is the city of Sarasota, where there are countless more shops, restaurants, arts and cultural venues, nightlife and entertainment.

Siesta Key home owners experience an amazing island lifestyle. Outdoor enthusiasts enjoy a wide array of recreational activities, including everything from tennis and parasailing, to wildlife-watching and surfing. Numerous resort amenities are a boon for those who wish to simply relax and unwind or simply soak up some sun.


Need More Info About Siesta Key Real Estate?

Enlist the aid of a Key Solutions real estate agent who has the tools, resources and connections
to match you to the right Siesta Key home and secure it for you on your behalf.
Send us a message or call us at (941) 894-1255 for more information!

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on August 24th, 2016 at 10:34pm EDT.