Siesta Key Real Estate

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Overview

Whether you dream of escaping to your own tropical retreat or living full-time near the warm Gulf of Mexico waters, you'll find it's worthy chasing the dream of Siesta Key. Real estate on this barrier island is dotted amid a landscape offering some of the most gorgeous scenery found in the U.S. However, the beach is by far the most popular amenity here. Condos deliver stunning views of the world-class beach which is truly unlike any other.

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Siesta Key condos | Siesta Key homes | Siesta Key land

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MLS® Listing Statistics

Total Listings: 351
Average Price: $1,393,027
Highest Price: $16,570,000
Lowest Price: $70,000
Average Size: 2,112 ft²
Average Price Per Square Foot: $561 per ft²

Explore Other Siesta Key Communities

Listings for Sale in Siesta Key FL 34242

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Image 0: A4451678

5760 Midnight Pass Rd #302, Sarasota, FL - $760,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,473 SQFT
  • 1 DOM
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Opportunity To Own A Courtyard Unit With Views Of The Gulf Of Mexico And Siesta Key Beach. Gulf & Bay Club Is A Magnificent Premier Resort-style Complex Which Abounds With Amenities Such As … Three Pools, Two Clubhouses, 8 Tennis Courts, Fitness C...

Image 1: A4451748

625 Beach Rd #202, Sarasota, FL - $699,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,144 SQFT
  • 1 DOM
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The White Sands Of Siesta Key Beach And The Sparkling Blue Gulf Of Mexico Beckon You To Come Enjoy Tivoli By The Sea. This Beautiful Condominium Residence Offers Private, Gated Beach Access Just Directly Across The Street For Easy Sunset Walks, Da...

Image 2: A4451745

5880 Midnight Pass Rd #311, Sarasota, FL - $1,129,000

Residential, Condo
  • 3 Beds
  • 4 Baths
  • 2,481 SQFT
  • 1 DOM
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Discover A Rare Opportunity For This Three-bedroom, 3 Bathroom Completely Renovated Residence In Casarina, A Premiere Siesta Key Complex Majestically Situated On World-renowned Crescent Beach. As You Enter The 7-acre Casarina Property, A Winding ...

Image 3: A4451785

9230 Blind Pass Rd, Sarasota, FL - $2,999,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 7,509 SQFT
  • 1 DOM
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The Crystal Clear Waters Of The Gulf Of Mexico And Sunny Sarasota Skies Are The Ideal Backdrop For This Siesta Key Beach House. Located Where Siesta Key Connects With Casey Key Featuring Miles Of Unspoiled Beach To The South, This Home Beckons The...

Image 4: A4451796

5034 Windward Ave, Sarasota, FL - $999,900

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,596 SQFT
  • 1 DOM
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Beautiful, Spacious, Freshly Renovated Waterfront Home, With Spectacular View Right From Master Bedroom, Awaits For You. This 3 Bedroom, 2/1 Baths House Is Freshly Renovated, And Well Maintained. Water Front House, Right On The Canal, Minutes Away...

Image 5: A4451720

645 Beach Rd, Sarasota, FL - $3,299,000

Residential, Single Family Home
  • 8 Beds
  • 9 Baths
  • 4,989 SQFT
  • 1 DOM
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A Rare Offering On Siesta Key. The Perfect Multi-family Vacation Home With Stunning Views Of Siesta Beach And The Azure Waters Of The Gulf Of Mexico. Designed And Built In 2018 For An Extended Family To Vacation Together, Yet Separate, With Comple...

Image 6: A4451808

3536 Bayou Louise Ln, Sarasota, FL - $6,500,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 6,044 SQFT
  • 1 DOM
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Situated On Sought-after North Siesta Key, This Captivating Estate Is Poised To Enjoy The Beauty And Allure Of The Island’s Majestic Coastline. Views Of The Gulf Of Mexico, Sparkling Big Pass And The Tranquility Of South Lido County Park In The Di...

Image 7: A4451556

1273 Dockside Pl #116, Sarasota, FL - $619,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,217 SQFT
  • 1 DOM
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Your Island Paradise Awaits!! Just Across The Street From Siesta Public Beach, This 2 Bedroom, 2 Bath Unit Has Been Beautifully Renovated To Include An Open Kitchen With Stone-topped Wood Cabinets, A Fabulous Tiled Counter To Ceiling Backsplash A...

Image 8: A4451719

126 Siesta Dr, Sarasota, FL - $699,000

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,521 SQFT
  • 1 DOM
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A Charming Vintage Siesta Key Cottage Located On A Beautiful, Tropical Waterfront Lot With A Gorgeous Banyan Tree In The Back Yard. Canal Is Direct To Big Pass, One Bridge To The Bay. Renovate This Vintage Jewel Or Build Your Dream Home In This De...

Image 9: A4451752

1500 Cove Ii Pl #524, Sarasota, FL - $649,900

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 1,720 SQFT
  • 1 DOM
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Here It Is…the Trifecta In Florida Living… Picturesque Views Of The Deep Water Canal, Heated Olympic Size Pool And Walking Distance To Warm Sands Of Crescent Beach. You Can Hardly Resist This 3 Bedroom, 3 Bath Unit In Desired Midnight Cove Ii. Exc...

Image 10: A4451825

123 Whispering Sands Cir #v-35, Sarasota, FL - $423,800

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,264 SQFT
  • 1 DOM
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Location, Location, Location! This Immaculate Two-bedroom, Two-bath Villa With Attached Garage Is Located Right In Siesta Key Village -- Steps From The #1 Rated Beach In The U.s., Numerous Restaurants, Trolley, Grocery Store And Shopping Galore. F...

Image 11: A4451115

1348 Point Crisp Rd, Sarasota, FL - $6,250,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 6,767 SQFT
  • 2 DOM
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This Classic Coastal Retreat Custom Built By Gulfside Homes Is Designed To Fully Embrace Its Breathtaking 1.2-acre Location On Point Crisp And Includes A 18,000 Sf Private Island To The South For An Unparalleled Tropical Getaway. Over 262 Ft. Of B...

Image 12: A4451677

5625 Midnight Pass Rd #608, Sarasota, FL - $269,000

Residential, Condo
  • 1 Bed
  • 1 Bath
  • 797 SQFT
  • 2 DOM
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Excellent Value For This Sunny & Bright One Bedroom Furnished Retreat Right Across The Street From The World Famous Siesta Key Beach! Nice Investment Opportunity With On-site Management And Two Week Rentals Allowed. Easy Care Tiled Floors Set On D...

Image 13: A4451553

6140 Midnight Pass Rd #a-6, Sarasota, FL - $739,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,068 SQFT
  • 3 DOM
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Beautifully Remodeled Gulfside Villa On Siesta Key’s Famous Crescent Beach. This Beach Contemporary Property Comes Turnkey Furnished For Your Immediate Use. Open Floorplan Allows For Family And Friends To Gather After A Day At The Beach Or At The...

Image 14: A4451572

5855 Midnight Pass Rd #611, Sarasota, FL - $399,000

Residential, Condo
  • 2 Beds
  • 2 Baths
  • 1,257 SQFT
  • 3 DOM
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Motivated Seller! Not Only Is This 2 Bedroom, 2 Bathroom Bay View Condo Being Sold Turnkey Furnished, But Also Has $11,000 Income Generated For Feb/march 2020. Newly Updated Ceramic Tile Flooring, Freshly Painted Throughout, New Frigidaire Applian...

Image 15: A4451635

6370 Midnight Cove Rd #810, Sarasota, FL - $699,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,165 SQFT
  • 3 DOM
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You Don't Want To Miss This One In Siesta Key's Premier Condominium Community! Rarely Available And The Only 3 Bedroom/2 1/2 Bath Ground Floor Entry Townhouse In Midnight Cove Is Now Available For Sale! Overlooks Canal And Boat Docks. Spacious ...

Image 16: A4451357

6157 Midnight Pass Rd #a21, Sarasota, FL - $359,000

Residential, Condo
  • 1 Bed
  • 2 Bath
  • 726 SQFT
  • 3 DOM
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Quiet, Well-established Condominium Community On The Intracoastal Waterway- This Unit Has An Unobstructed Water View. First Floor- This Unit Has Everything You Need In A Cozy, Updated Space!

Image 17: A4446480

549 Venice Ln, Sarasota, FL - $1,300,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,740 SQFT
  • 4 DOM
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Back On Market! Buyers Funding Fell Through If You Have Ever Dreamed Of Relaxing In A Hammock With Soft Sand Under Your Toes In Your Very Own Private Tropical Oasis While Boats Gently Cruise By, Then This Is The House For You! This Extensively Rem...

Image 18: A4450777

4136 Roberts Point Cir, Sarasota, FL - $4,495,000

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 7,309 SQFT
  • 5 DOM
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Modern, Elegant And Uniquely Refined. Located On A Quiet Tree-lined Street On The North End Of Siesta Key, This Extraordinary Waterfront Residence Is A Must-see. Once Inside, One Is Struck By The Large Open Rooms, Towering Windows, Glass Cylindric...

Image 19: A4451205

5205 Winding Way, Sarasota, FL - $514,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,466 SQFT
  • 7 DOM
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Totally Renovated And Best Priced Waterfront 3 Bedroom Single Family Home On Siesta Key. Walk To The World Famous #1 Beach In The Usa From Your Canopied Street. Many Upgrades In This Charming Home Include Granite In Kitchen, Subzero Refrigerator, ...

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 DBA Stellar MLS.

Listing information last updated on November 17th, 2019 at 5:00am EST.

Siesta Key Description (continued)

Voted "One of the World's Best Beaches" by the Travel Channel, Crescent Beach (the main beach at Siesta Key) possesses some distinctive qualities. As you stroll along the shore, you're sure to notice the sand looks and feels quite different than that of other beaches.

It's not the typical crushed shells or coral. This glistening, powdery-white sand is made of 99% genuine crystal-quartz. Confirmed by Harvard University's geology department, the quartz allows the sand to remain cool even on a scorching summer afternoon. Getting from the beach to your car or waterfront condo is always a leisurely walk rather than a mad dash.

Just imagine waking up to the gentle crashing of waves rather than a blaring alarm and finding that a gorgeous day awaits. What does the day hold? Anything you want! Living in maintenance-free bayfront or beachfront condos guarantees you'll have nothing on your "honey-do" list. Without the hassles of yard work or home upkeep, you're free to explore the key, make friends with a native dolphin, photograph exotic birds or just sit back and take in the show, compliments of Mother Nature. You may opt to rent your condo when it's not in use which will help offset expenses. Currently, prices for condos range from $200,000 to over $3,000,000.

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The Lifestyle

Siesta Key HomeHouses in this area open the door to a lifestyle that's more attitude than routine. Everything about Siesta Key reflects relaxed, fine casual living at its best. As a pedestrian- and bicycle-friendly town, the island is easy to get around. With a quaint oceanfront village in the heart of the area, you can quickly find everything you're looking for.

Meander through the "Village" and you'll encounter an abundance of sidewalk cafes, specialty restaurants, day spas, grocery stores, drugstores, florists and much more. But Siesta Key is more than shops, condos and homes for sale. It's also a fascinating source of natural beauty.

Natural Beauty

With mild highs that range from 70 in the winter to 92 in summer, full-time, vacation and retired residents find the perfect setting for wildlife encounters in the wetlands and woodlands nearby. With inspiring views - including that of the Point of Rocks limestone formation - and excellent snorkeling, nature lovers have plenty to choose from. In addition, outdoor enthusiasts have access to all things water, including extensive boating opportunities, scuba diving, fishing and much more.

If water is your passion, Siesta Key is meant for you. Surrounded by water with the Gulf of Mexico to the west and Sarasota Bay to the east, this area opens its arms wide to those who seek adventure on the waves. Boat lovers have many options with plenty of waterfront homes for sale directly on Sarasota Bay. Almost 50 miles of canals give you enormous possibilities. There are many options for your next waterfront home, including canal-front, bay-front, oceanfront and beachfront property in private neighborhoods, such as the Sanderling Club and Solymar.

The north end of the island is considered by many to be the most desirable because of its prime location. You'll have quick and easy access to the mainland and downtown Sarasota. Homes for sale range from around $400,000 to over $8,000,000. Contact me today and I'll arrange a personal tour of any of the waterfront homes for sale you desire. We have been involved in home sales here for over 30 years.

Neighborhoods on Siesta Key Florida

Find information on neighborhoods below. Looking for a home where you can walk to the Village and beach? For your convenience, we also set up a page exclusively with homes near the Siesta Key Village.

Siesta key beach SunsetWith a population of about 12,000 full time residents and double that with snow birds and tourists, Siesta Key keeps busy throughout the year. Many of the residents live here to enjoy this charming, amicable and resplendent beach. Whether you live here year round or just visiting, everyone can indulge in water activities such as parasailing, snorkeling, jet skiing, boating, fishing, kayaking and many more. For those who want to shop or eat out, the Village offers an eclectic array of possibilities. This hotspot is lined with cafes, casual stores and even has live music. This barrier island has all of the amenities but with a carefree and laid back atmosphere.

More Information & Resources

We help buyers from around the world who are interested Siesta Key properties. Complete the simple form at the bottom of the page to have one of our experienced and friendly agents contact you. We are here to help you with all of your real estate needs!

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