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: 438
Average Price: $2,334,821
Highest Price: $29,995,000
Lowest Price: $10,000
Average Size: 1,973 ft²
Average Price Per Square Foot: $830 per ft²

Explore Other Siesta Key Communities

438 Listings for Sale

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Image 0: A4658604

6480 Midnight Pass Road 211, SARASOTA, FL - $1,290,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,265 SQFT
  • 2 DOM
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Rare, Exquisitely Curated Beachfront Condo On Siesta Key. This Lightly Used - Meticulously Cared For - End Unit Home Has Never Been Rented, Although The Community Allows Much Desired Weekly Rentals Generating Healthy Investment Income. Located On ...

Image 1: N6139568

6300 Midnight Pass Road 809, SARASOTA, FL - $1,600,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,271 SQFT
  • 3 DOM
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Turnkey-furnished 8th-floor Gem In Crystal Sands On Siesta Key! Renovated In 2022 With Stunning Gulf Views, Custom Wood Beam Ceilings, Granite Counters, Laminate Floors, And Wind-rated Glass. Designer Kitchen With Built-in Banquet And Seamless Fri...

Image 2: A4658495

1236 Port Lane, SARASOTA, FL - $2,150,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,522 SQFT
  • 3 DOM
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Siesta Key Waterfront Canal Home With Easy Access To The Intercoastal Waterway With Only One House From The Open Bay. Nestled In A Tranquil And Highly Desirable Location With A Private Setting. Situated On An Expansive Lot With A Wide Canal. A...

Image 3: A4657651

546a Beach Road A544, SARASOTA, FL - $2,250,000

Residential, Townhouse
  • 3 Beds
  • 4 Baths
  • 2,611 SQFT
  • 3 DOM
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Gulf-front Luxury Townhome With Private Beach Access On Siesta Key! Soak In The Breathtaking, Unobstructed Views Of The Gulf And Iconic Siesta Beach From Every Level Of This Three-story, Turn-key Furnished Townhouse-style Condominium. Perfectly Po...

Image 4: A4657246

6310 Midnight Pass Road 405n, SARASOTA, FL - $715,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 894 SQFT
  • 3 DOM
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Welcome To 6310 Midnight Pass Rd #405n, An Exceptional Opportunity To Own A Turnkey Furnished, Income-producing Beach Retreat In The Highly Sought-after Crescent Arms Community On Siesta Key. This Rarely Available 2-bedroom, 2-bathroom Condo Offer...

Image 5: A4657053

5855 Midnight Pass Road 416, SARASOTA, FL - $695,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,056 SQFT
  • 5 DOM
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Step Into The Exclusive Waterfront Haven Of Harbor Towers Yacht And Racquet Club, A True Resort Paradise That Will Capture Your Heart Instantly. The Building Has Recently Undergone A Comprehensive $13 Million, Four-year Hurricane Hardening And Str...

Image 6: A4658309

6962 Belgrave Drive, SARASOTA, FL - $2,475,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,224 SQFT
  • 6 DOM
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Fabulous Siesta Key Property On Protected Canal With Direct Intracoastal And Little Sarasota Bay Access. The Star Of This Property Is The Protected Canal With Cement Seawall And Dock Just 5 Homes From The Intracoastal Waterway. Easy Gulf Access V...

Image 7: A4658093

4920 Higel Avenue, SARASOTA, FL - $1,200,000

Opportunity Awaits On This .37 Of An Acre (approximate Dimensions 100' X 158') On Siesta Key With Western Exposure. The Existing Structure Is Ready To Be Removed And A New Home Would Be Best Suited For This Great Lot. Current Structure Features 3b...

Image 8: A4658248

6480 Midnight Pass Road 503, SARASOTA, FL - $1,175,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,265 SQFT
  • 7 DOM
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Gulf Views, Poolside Charm & Prime Weekly Rental Potential On Siesta Key Welcome To Siesta Breakers, Your Ticket To Coastal Living With Incredible Flexibility — Whether You're Looking For A High-performing Short-term Rental, A Seasonal Escape, ...

Image 9: A4658500

5830 Midnight Pass Road 108, SARASOTA, FL - $649,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 921 SQFT
  • 7 DOM
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Never Been Rented Wonderful Gulf Side Attached Villa In An All Ground Level Association. This Completely Updated, Open Floor Plan Unit Has Had Newly Installed Porcelain Tile Throughout, New Hurricane Impact Sliders, New Appliances, Hot Water Heate...

Image 10: A4656527

8710 Midnight Pass Road 205, SARASOTA, FL - $749,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,232 SQFT
  • 7 DOM
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Discover This Beautifully Updated Two-bedroom, Two-bath Residence In Tortuga, One Of Siesta Key’s Beloved Beachfront Communities. Step Inside This 1,232-square-foot Retreat And Immediately Notice Thoughtful Touches Throughout. The Open-concept Lay...

Image 11: A4658092

4920 Higel Avenue, SARASOTA, FL - $1,200,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,072 SQFT
  • 8 DOM
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Opportunity Awaits On This .37 Of An Acre (approximate Dimensions 100' X 158') On Siesta Key With Western Exposure. The Existing Structure Is Ready To Be Removed And A New Home Would Be Best Suited For This Great Lot. Current Structure Features 3b...

1036 West Peppertree Lane 113b, SARASOTA, FL - $555,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 975 SQFT
  • 8 DOM
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Awesome Deal On Siesta Key. This Turnkey 2br/1.5 Ba Unit Is Ready For New Owner. New Wood Laminate Flooring In Living, Dining And 2nd Bedroom. Gulfside 1st Level Garden Unit Is Close To Pool, Beach, Fitness Center, Clubhouse & More. Unit Had Mi...

Image 13: A4658159

542 Freeling Drive, SARASOTA, FL - $3,950,000

Boating Access And Large Lot Opportunity. This Rare 22,671 Sf (.52 Acres) Lot On Siesta Key Offers A Unique Opportunity To Build Your Dream Home In One Of The Most Sought-after Areas. Fit Up To A 42-foot Boat On The Private Dock, And Boat Off The ...

Image 14: A4657368

8701 Midnight Pass Road 104, SARASOTA, FL - $675,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,357 SQFT
  • 9 DOM
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The Best Of Bayfront Living On Siesta Key With Deeded Beach Access And Boat Slips. Experience The Best Of Island Living In This Impeccably Renovated Bayfront Residence At Turtle Bay, Ideally On The Serene Southern End Of World-renowned Siesta Key....

753 Tropical Circle, SARASOTA, FL - $799,000

Land, Land
  • 10 DOM
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Lot Listing For Mls #a4657180 This Three Bedroom, Two Bath, Two Car Garage Home With A Swimming Pool Sits High And Dry In The Most Elevated Neighborhood On Siesta Key. This House Is Built On A Concrete Block 5ft Stem Wall And Did Not Flood In 202...

838 Norsota Way, SARASOTA, FL - $1,350,000

Land, Land
  • 11 DOM
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Rare Siesta Key Land Opportunity! Location, Location, Location! This Rare 13,939 Sq. Ft. (.32 Acres) Lot On Siesta Key Offers A Unique Opportunity To Build Your Dream Home In One Of The Most Sought-after Areas. Just A Short Drive Past The North B...

311 Island Circle, SARASOTA, FL - $1,895,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,146 SQFT
  • 12 DOM
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Welcome To 311 Island Circle, Your Dream Oasis On One Of Siesta Key’s Most Desirable Streets! Nestled On An Expansive 22,000 Sq Ft Lot On Palm Island, This Property Comes With A Shiny New 2025 Binetti Golf Cart, Perfect For Zipping Over To Siesta ...

324 Siesta Drive, SARASOTA, FL - $1,895,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 2,510 SQFT
  • 14 DOM
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One Or More Photo(s) Has Been Virtually Staged. Whether You're Seeking A Sophisticated Primary Residence Or A High-performing Airbnb Investment, This Fully Renovated 5-bedroom, 4-bathroom Coastal Contemporary Pool Home Offers The Best Of Both Worl...

8977 Midnight Pass Road 224, SARASOTA, FL - $549,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,368 SQFT
  • 14 DOM
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Welcome To Your Slice Of Paradise At Sunrise Cove. It Starts With The Light. From The Moment You Step Into This Rarely Available Second-floor End Unit, You're Greeted By An Abundance Of Natural Sunlight And Sweeping Views Of The Bay. With Almos...

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 July 17th, 2025 at 8:19am 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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