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: 95
Average Price: $2,019,354
Highest Price: $14,000,000
Lowest Price: $68,750
Average Size: 2,644 ft²
Average Price Per Square Foot: $696 per ft²

Explore Other Siesta Key Communities

Listings for Sale in Siesta Key FL 34242

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Image 0: A4506293

8456 Midnight Pass Road, SARASOTA, FL - $850,000

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 966 SQFT
  • 0 DOM
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Located In The Southern End Of Siesta Key On Heron Lagoon - Perfect For Taking The Kayak Out To Enjoy Our Paradise. Nestled In The Charming Residential Area Of The Island With Multi-million Dollar Homes, New Owners Will Enjoy The Charm And Privacy...

Image 1: A4507446

8710 Midnight Pass Road 203b, SARASOTA, FL - $850,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,650 SQFT
  • 4 DOM
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Beach And Boat Docks! Gulf Front Residence! Spacious, Airy And Granting Spectacular Gulf-front Views. The Living And Dining Room Share An Elegant Space Extending Into What Was Once A Screened Lanai And Has Now Been Merged With The Main Interior Li...

Image 2: A4506829

1285 Oyster Cove Drive, SARASOTA, FL - $4,225,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,253 SQFT
  • 4 DOM
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Follow Your Dreams To This Siesta Key Bayfront Home Newly Remodeled For A Welcoming Fresh Look And Feel. 2021 Improvements Include A New Kitchen, New Baths, Impact-resistant Windows, Wide-plank Wood Floors, New Ac, New Water Heater And New Paint I...

Image 3: A4507587

1221 East Peppertree Drive 226, SARASOTA, FL - $614,900

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,180 SQFT
  • 4 DOM
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Live In Among The Treetops In This Spectacular Peppertree Condo! 2 Bedrooms, 2 Bath, In Unit Laundry. The 1 Car Garage Offer Refuge From The Sun And Has Storage As Well. Views Of The Trees And Heated Pool From This Unit. Access To A Heated Pool On...

Image 4: O5960255

5005 Commonwealth Drive, SARASOTA, FL - $999,999

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,862 SQFT
  • 5 DOM
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Single Family Home On The Very Desirable Commonwealth Dr On Siesta Key. Over 12k Sf Lot That Is Actually Two Buildable Lots Directly Across The Street From The Grand Canal. Fixer Upper Or Build Two Houses And Sell One Of Them And Recover The Costs...

Image 5: A4506481

5185 Sandy Beach Avenue, SARASOTA, FL - $599,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,402 SQFT
  • 5 DOM
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Great Lot And Location On Siesta Key. Walk Or Bike To All Shops, Restaurants And Beaches. Property Being Sold As-is To Investors Or New Build. Seller Makes No Claim As To Condition Of The Property.

Image 6: A4507274

19 Whispering Sands Drive 502, SARASOTA, FL - $985,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,282 SQFT
  • 6 DOM
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This Beautifully Updated Turn-key Furnished Condo Offers True 180 Degree Gulf Views From This 5th Floor 2bd/2ba Unit. The 26 Ft Long Hurricane Glassed & Screened Lanai Offers A Perfect Place To Enjoy Gulf Breezes, Beautiful Sunsets And The Privat...

Image 7: A4507393

5855 Midnight Pass Road 617, SARASOTA, FL - $559,900

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,056 SQFT
  • 6 DOM
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Great 2 Bedroom, 2 Bath Condo Overlooking The Intercoastal. Move In Ready. Resort Style Complex, With 2 Pools 3 Tennis Courts, Bbq Area, Social Room, Work Out Room And Marina.

20 Whispering Sands Drive 504, SARASOTA, FL - $750,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,282 SQFT
  • 8 DOM
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One Or More Photo(s) Has Been Virtually Staged. Imagine Stepping Out On To Your 26 Ft Balcony Overlooking A Private Beach With Endless Gulf Views And Spectacular Sunsets. Have You Dreamed Of Living Where You Can Experience Amazing Soft White Quart...

Image 9: A4506783

5770 Midnight Pass Road 209, SARASOTA, FL - $799,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,337 SQFT
  • 9 DOM
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Wow! What An Amazing Sunset View Overlooking The World-famous Siesta Beach, Pool, Lakes, And Fountains. This Residence Is Turnkey Furnished With A Coastal Vibe, Priced Right And Ready For Immediate Occupancy. Great For Rental Or Making This Proper...

Image 10: A4506775

8779 Midnight Pass Road 503h, SARASOTA, FL - $689,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,303 SQFT
  • 9 DOM
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This Island Reef Gem On The South End Of Siesta Key Is Being Sold Turn-key Furnished And Offers The Best Of Florida Living With Bay Views And Gulf Beach Access Amidst A Park-like Setting Of Sprawling Green Lawns And Resort-style Features. Chock F...

Image 11: A4505371

270 Island Circle, SARASOTA, FL - $2,195,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,277 SQFT
  • 9 DOM
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Casual Elegance In The Heart Of Siesta Key By The Beach. This Fabulous Four-bedroom, Three-bath, Three-car Garage Home On Boating Water Has All The Right Components, Plus A Perfect Location, Close To The Quartz-crystal White Sands Of World-famous ...

5290 Avenida Navarra, SARASOTA, FL - $5,100,000

Residential, Single Family Residence
  • 7 Beds
  • 7 Baths
  • 3,652 SQFT
  • 11 DOM
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Exquisite Design And Luxury Finishes Can Be Seen From Every Corner Of This Brand-new Home On Siesta Key. As You Step Up To The Second Floor You Will Appreciate The Open Entertaining Space And Wet Bar Right Off The Expansive Sliding Glass Doors. Th...

Image 13: A4505987

9011 Midnight Pass Road 228, SARASOTA, FL - $409,900

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 783 SQFT
  • 11 DOM
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Water Views Direct Intracoastal Waterway From Everywhere! Imagine Yourself Enjoying The Sunrise Over Little Sarasota Bay Every Morning And The Sunset At Turtle Beach Each Evening! Beautiful Sunrise Cove You Can Have The Best Of Both Worlds Offers ...

Image 14: A4506122

5750 Midnight Pass Road 407, SARASOTA, FL - $1,150,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,337 SQFT
  • 12 DOM
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Gulf & Bay Club Is One Of Siesta Key’s Finest Resort-like Communities. Located In The Highly Desirable Building E On The 4th Floor. This 2 Bedroom/2 Bathroom Unit Is Move In Ready. The Kitchen Has Ample Storage With A Dinette Area And Breakfast ...

Image 15: A4506585

738 Siesta Key Circle, SARASOTA, FL - $1,995,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,397 SQFT
  • 13 DOM
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This Beautiful Spanish-style Home On Siesta Key Is Perfectly Located On A Deep-water Canal That's Minutes To The Intracoastal Waterway, And With No Fixed Bridges, You'll Quickly Get Out To The Gulf Of Mexico. The Location In Siesta's Bayside Could...

6287 Midnight Pass Road 405, SARASOTA, FL - $585,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,306 SQFT
  • 14 DOM
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Live The Florida Dream In This Fabulous Siesta Key Condo With Beach To Bay Access . Amenities Abound , Including Tennis And Pickle Ball Courts, Fishing Pier And 2 Swimming Pools And Fitness Center . Charming, Sun-filled , Courtyard View With A ...

Image 17: A4506476

765 Siesta Key Circle, SARASOTA, FL - $2,000,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,446 SQFT
  • 16 DOM
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Remember When It Was Not So Difficult To Find A Piece Of Property Where You Could Enjoy Spacious Retreats With Family And Friends? What About A Place Where You, Your Family And Friends Could Enjoy Bbq's While Sipping A Tall, Cool Drink From The Ba...

Image 18: A4505753

3726 Flamingo Avenue, SARASOTA, FL - $6,800,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,000 SQFT
  • 16 DOM
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Move Right In And Revel In The Relaxed Island Lifestyle. Enjoy Waterfront Living At Its Best In This Beautiful 2019 Custom-built Home By Jonas Yoder Homes Set On One Lot With An Adjacent Second Buildable Waterfront Lot Immediately To The North. S...

Image 19: A4506448

722 Siesta Key Circle, SARASOTA, FL - $1,395,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,869 SQFT
  • 17 DOM
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Incredible Building Site. Demo The Existing House And Build Your Dream Home On Siesta Key Circle Located Off The Grand Canal. No Bridges To The Bay , So Bring Your Sailboat, Boat, And Water Toys. This Is Some Of The Best Boating Water On The Gu...

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 26th, 2021 at 12:35pm 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 $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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