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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 #A4155386 FEATURED

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

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

Photo of Listing #A4153640 FEATURED

1319 Dockside Pl #221, Sarasota, FL - $699,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 1,827 SQFT
  • 19 DOM
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This Property Is Every Boater’s Dream! Easy Walking Distance To Siesta Beach With Its Own Deeded Boat Dock And Big Marina Water Views, This Bright And Spacious 3/3 Townhome Affords The Ideal Island Lifestyle. Look Through The Back Wall Of Glass To...

Photo of Listing #A4153479 FEATURED

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

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,280 SQFT
  • 25 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
  • 32 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
  • 65 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 #A4149614 UNDER CONTRACT

133 Avenida Messina #1, Sarasota, FL - $395,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 900 SQFT
  • 66 DOM
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Ideal Location!!! Just A Block From The Beach And Siesta Village. This Lovely 2/2 Unit Could Be Your Perfect Year-round Residence, Seasonal Beach Home, Or Investment Property. This First Floor Unit - No Stairs - Affords An Easy, Old-florida Lif...

Photo of Listing #A4149092 FEATURED

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

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,180 SQFT
  • 75 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 - $675,000

Residential, Condo
  • 3 Beds
  • 2 Baths
  • 1,495 SQFT
  • 129 DOM
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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 Prepare To Enjoy The Sie...

Photo of Listing #A4139763 FEATURED

305 Beach Rd #305-2, Sarasota, FL - $819,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,271 SQFT
  • 166 DOM
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Luxurious Villa In Ideal Siesta Location. Just Across The Street From World Famous Siesta Key Beach And 1 Block To Fun, Eclectic Siesta Village, It Doesn't Get More Convenient Than This. Whether A Seasonal Home, Year-round Residence, Or A Rental...

Photo of Listing #A4139608 FEATURED

6154 Midnight Pass Rd #13 C, Sarasota, FL - $399,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 875 SQFT
  • 168 DOM
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Own Your Private Hideaway Villa On The #1 Beach! The Unit Is A 2/2, Turnkey Furnished, Upgrades To Kitchen And Baths, Re-plumbed Interior To Main. Included Is This Unit Is A Washer And Dryer. You Can Go To The # 1 Beach, Were Your Chairs And Caban...

Photo of Listing #A4128627 FEATURED

1249 Dockside Pl #110, Sarasota, FL - $499,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,217 SQFT
  • 303 DOM
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Price Reduced !!! Easy Walking Distance To Siesta Beach With A Private Deeded Boat Dock And Water Views!!! Just Across The Street From Siesta Public Beach, This 2 Bedroom, 2 Bath End Unit With Added Windows Is Easily Accessible - All On One Floor...

Photo of Listing #A4145095 FEATURED

3959 Somerset Dr #5, Sarasota, FL - $779,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 2,757 SQFT
  • 348 DOM
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Fabulous Home Minutes From Siesta Beach And Village. This 2757 Square Foot, 4 Bedroom, 3 ½ Bath Unit Is Ideal For Year-round Or Seasonal Living. Volume Ceilings Combined With Abundant Windows And Sliding Glass Doors Give This Unit A Very Spacious,...

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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 May 30th, 2016 at 9:48pm EDT.