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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Condos | Single-Family Homes | Lots/Land

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MLS® Listing Statistics

Total Listings: 494
Average Price: $2,253,401
Highest Price: $31,500,000
Lowest Price: $10,000
Average Size: 1,919 ft²
Average Price Per Square Foot: $843 per ft²

Explore Other Siesta Key Communities

494 Listings for Sale

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Image 0: A4650169

436 Canal Road A, SARASOTA, FL - $1,995,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 2,756 SQFT
  • 0 DOM
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Welcome To 436 Canal Road, A Beautifully Appointed 3-bedroom, 3.5-bathroom Retreat With 2,756 Square Feet Of Luxury Living, Just A Short Walk To World-famous Siesta Key Beach And The Lively Siesta Key Village. This Turnkey Furnished Home Is A Rare...

Image 1: C7509170

5181 Sandy Shore Avenue, SARASOTA, FL - $2,600,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,927 SQFT
  • 0 DOM
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Tucked Away At The End Of A Quiet Cul-de-sac On Siesta Key, This Well-kept Four-bedroom, Three-and-a-half-bathroom Pool Home Offers An Easygoing Waterfront Lifestyle With Access To The Gulf Of Mexico. Set On A Corner Canal Lot With Water On Two Si...

Image 2: A4650114

7327 Midnight Pass Road, SARASOTA, FL - $6,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 5,781 SQFT
  • 1 DOM
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Under Construction. Experience The Pinnacle Of Waterfront Luxury With This Newly Constructed, Custom-designed Bayfront Residence, Perfectly Positioned On Over 1/2 Acre, With 126' Of Direct Sarasota Bay Frontage. Nestled In A Private Enclave, The H...

Image 3: A4650501

6610 Midnight Pass Road 11, SARASOTA, FL - $649,900

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 600 SQFT
  • 1 DOM
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Investor Alert! Rare Daily Rental Bookings Allowed @ Ebb Tide On S. Siesta Key Village! All 5 Star Reviews On Airbnb Makes This The One For You! This Property Pays For Itself If You Are Looking For A Place On Siesta Key To Rent And Use For Yoursel...

Image 4: A4649790

6005 Midnight Pass Road N11, SARASOTA, FL - $550,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 748 SQFT
  • 2 DOM
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Siesta Key Intercoastal Waterfront, Waterview...welcome To Paradise In Provincial Gardens, A Small 26 Unit Enclave. You Will Love The Million Dollar View From This Quaint, Mid-century Modern One Bedroom, One Bath First Floor Condo With Florida Ro...

Image 5: A4649501

5502 Shadow Lawn Drive, SARASOTA, FL - $1,399,000

Build Your Dream Home On This Siesta Isles Canal Front Lot Just A Short Walk To The Cool Powdery Quartz Sands Of Siesta Key. This 14,200 Square Foot Lot Is Located Boasts Approximately 80 Feet On A Deep Canal With A Boat Dock. New Homes And Extens...

Image 6: A4649955

5631 Midnight Pass Road 1007, SARASOTA, FL - $360,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 857 SQFT
  • 4 DOM
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Experience The Ultimate Paradise At Sands Village In Siesta Key! Whether You're Seeking An Investment Opportunity Or A Personal Oasis, This Property Has It All. Turn-key Furnished, Open Concept Living, Full Tile Flooring, Abundance Of Natural Ligh...

Image 7: A4650032

238 Island Circle, SARASOTA, FL - $3,200,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,854 SQFT
  • 4 DOM
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Welcome To Your Dream Island Retreat, Perfectly Nestled In The Heart Of Siesta Key’s Palm Island, Just Minutes Away From The World-famous Siesta Beach And Vibrant Siesta Village. This Beautifully Renovated 4-bedroom, 4-bathroom Home Is The Epitome...

Image 8: A4649539

6157 Midnight Pass Road B42, SARASOTA, FL - $537,500

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 1,332 SQFT
  • 4 DOM
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Views, Value, & Vacation Income! Siesta Key Waterfront For A Great Price! Two-story, 2 Bedrooms, 3 Bathrooms, & 1-week Rentals Permitted Gem In The Popular Bay Oaks Community. This Spacious Condo Features Two Oversized Ensuite Bedrooms, A Guest H...

Image 9: A4650270

1200 Cove Ii Place 832, SARASOTA, FL - $599,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 860 SQFT
  • 4 DOM
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Turnkey 2br/1.5ba Condo With Stunning Water Views – Steps From Crescent & Siesta Beaches! Welcome To Your Slice Of Paradise! This Beautifully Maintained 2-bedroom, 1.5-bath Condo Sits On The 3rd Floor, Directly Across From The Sugar Sands Of Cr...

Image 10: A4649960

225 Hourglass Way 101, SARASOTA, FL - $685,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,271 SQFT
  • 5 DOM
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Completely Renovated From Top To Bottom, This Stunning 2-bedroom, 2-bath Condo Is Located In The Highly Desirable Whispering Sands Community On Siesta Key. Designed With A Modern Coastal Aesthetic, The Open-concept Layout Features Luxury Vinyl Pla...

Image 11: A4649470

5502 Shadow Lawn Drive, SARASOTA, FL - $1,399,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,337 SQFT
  • 5 DOM
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Build Your Dream Home Or Renovate The Existing Home On This Siesta Isles Canal Front Lot Just A Short Walk To The Cool Powdery Quartz Sands Of Siesta Key. This 14,200 Square Foot Lot Boasts Approximately 80 Feet On A Deep Canal With A Boat Dock. N...

Image 12: A4650055

Avenida Leona, SARASOTA, FL - $799,900

Design Your Legacy On Siesta Key – Premier Waterfront Lot In Siesta Manor Welcome To Lot 17 On Avenida Leona—an Extraordinary Opportunity To Create Your Own Masterpiece In One Of Florida’s Most Coveted Coastal Enclaves. Nestled Along A Private, T...

Image 13: A4649611

5033 Oxford Drive, SARASOTA, FL - $2,000,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,496 SQFT
  • 5 DOM
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Two Buildable Lots! Incredible Opportunity To Build Your Dream Home—or Two—on Siesta Key’s Iconic Grand Canal. This Exceptional Waterfront Property Is Located On Picturesque Oxford Street, A Charming Canopy Road With Direct Boating Access To Saras...

Image 14: A4649500

5432 Cape Leyte Drive, SARASOTA, FL - $1,295,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,659 SQFT
  • 5 DOM
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Grab Your Sunglasses And Flip-flops, Because This Charming Siesta Key Retreat Is Just Minutes From World-famous Siesta Beach, The #1 Beach In The Usa! With Powdery White Sands And Crystal-clear, Turquoise Waters Right Around The Corner, Your Beach...

Image 15: A4649573

4818 Givens Court, SARASOTA, FL - $1,450,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,138 SQFT
  • 6 DOM
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One Or More Photo(s) Has Been Virtually Staged. Charming Key West Style Home On World-renowned Siesta Key Step Into Coastal Elegance With This Beautifully Maintained 3-bedroom, 2-bath Elevated Home With A Versatile Second-story Loft, Located On A...

Image 16: A4649316

6204 Midnight Pass Road 102, SARASOTA, FL - $835,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,370 SQFT
  • 6 DOM
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Welcome To Your Slice Of Paradise In The Sought-after Beachfront Community Of Siesta Dunes On Siesta Key! This First-floor Turnkey Furnished Condo(with Just Five Steps To The Front Door) Provides Easy Access While Remaining Elevated For Peace Of M...

Image 17: A4649240

5855 Midnight Pass Road 512, SARASOTA, FL - $510,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 751 SQFT
  • 6 DOM
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Experience The Epitome Of Coastal Living In This Beautifully Renovated, Turn-key Furnished 1 Bedroom, 1 Bath Condo, Perfectly Situated On The 5th Floor With Breathtaking Views Of The Intracoastal Waterway. This Condo Boasts An Updated Kitchen And ...

Image 18: A4649455

777 Beach Road 1b, SARASOTA, FL - $799,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,174 SQFT
  • 6 DOM
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Experience The Epitome Of Beachside Living! Imagine Waking Up To The Soft Sound Of Waves And The Scent Of Salt Air. This Is Life In Siesta Key Beach. This Fully Furnished Two-bedroom, Two-bath Condominium Is Positioned In The Sought-after Communit...

Image 19: A4649777

6157 East Midnight Pass Road B51, SARASOTA, FL - $450,000

Residential, Condominium
  • 2 Beds
  • 1 Baths
  • 690 SQFT
  • 7 DOM
View details More Photos Save

Siesta Key Beach! This Is The #1 Beach In The Us And # 4 In The World! Relax In Your Chaise Lounge, On The Beach, Listening To Jimmy Buffet And Sipping A Cold Margarita? Sounds Perfect. Well, It’s Here, And Just A Short Walk To The Crystal Powde...

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 April 28th, 2025 at 2:50pm EDT.

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 $400,000 to over $4,000,000.

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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 $700,000 to over $10,000,000. 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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