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: 357
Average Price: $2,451,228
Highest Price: $21,000,000
Lowest Price: $28,000
Average Size: 2,119 ft²
Average Price Per Square Foot: $935 per ft²

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357 Listings for Sale

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Image 0: T3512454

5855 Midnight Pass Road 320, SARASOTA, FL - $725,000

Residential, Condo - Hotel
  • 2 Beds
  • 2 Baths
  • 1,056 SQFT
  • 0 DOM
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This Property Has So Much To Offer, Location< Location< Location !!!! Watch Stunning Sunsets Right From Your Balcony Every Clear Evening. Harbor Towers Is A Short Half Mile Walk From The Crescent Beach Of Siesta Key. There Is Also A Troll That Can...

Image 1: A4603830

113 & 125 Big Pass Lane, SARASOTA, FL - $16,000,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,162 SQFT
  • 1 DOM
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A Rare Offering To Purchase Two Gulf Front Building Lots Side By Side (parcel Id Numbers-0080010021 & 0080010023) Where Sarasota’s Big Pass Meets The Gulf Of Mexico Providing One Of The Best Panoramic Views In The Area, Located On A Private Gated ...

Image 2: A4603567

113 & 125 Big Pass Lane, SARASOTA, FL - $16,000,000

A Rare Offering To Purchase Two Gulf Front Building Lots Side By Side (parcel Id Numbers-0080010021 & 0080010023) Where Sarasota’s Big Pass Meets The Gulf Of Mexico Providing One Of The Best Panoramic Views In The Area, Located On A Private Gated ...

Image 3: A4603553

4049 Shell Road, SARASOTA, FL - $5,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,844 SQFT
  • 2 DOM
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A Rare Opportunity To Own A Charming Private Home On Almost An Acre With 84 Ft. Of Seawall Located Directly On Big Pass With Incredible Views Of The Gulf Of Mexico, South Lido Key Beach And Sarasota Bay. The Island Residence Boasts Mature Trees An...

Image 4: A4603231

5317 Siesta Court, SARASOTA, FL - $1,695,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,918 SQFT
  • 3 DOM
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Welcome To Your Dream Home In The Heart Of Siesta Key! Nestled Within The Highly Sought-after Siesta Cove Subdivision, This Stunning Single Level Home Offers A Sophisticated Coastal Living Experience. With 4 Bedrooms, 3 Full Baths, And Nearly 3,0...

Image 5: A4603140

7435 Sanderling Road, SARASOTA, FL - $2,800,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,638 SQFT
  • 4 DOM
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Welcome To Your Exclusive Island Retreat At 7435 Sanderling Road, Where Luxury And Coastal Charm Merge Seamlessly To Create The Ultimate Beach Living Experience. Nestled Behind The Gates Of The Esteemed Sanderling Club, This Spacious Estate Offers...

Image 6: A4602014

6150 Midnight Pass Road Villa4, SARASOTA, FL - $825,000

Residential, Villa
  • 2 Beds
  • 1 Baths
  • 939 SQFT
  • 4 DOM
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Looking For A Vacation Home Or Investment Property? Look No Farther! This 2-bedroom, 1-bath Villa In The Island House Beach Resort Community Is Perfect! This Home Features Tile Flooring Throughout, Ceiling Fans, Dining Space Inside And On The Scre...

Image 7: A4602030

1300 North Portofino Drive 301sai, SARASOTA, FL - $675,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 991 SQFT
  • 4 DOM
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3rd Floor Corner End Unit On The Canal! Rarely Available 2 Bedroom 2 Bath In The Sailfish Building! Pictures Are All From Before The Remodel! Welcome To This Delightful, Nearly Complete Remodel, Ready To Move In Mid-april, 2-bedroom, 2-bathroom ...

Image 8: A4603317

5400 Ocean Boulevard 11-3, SARASOTA, FL - $2,000,000

Residential, Condo - Hotel
  • 2 Beds
  • 2 Baths
  • 1,187 SQFT
  • 5 DOM
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Panoramic Siesta Key Views!!!!! This 2 Bedroom / 2 Bath, 11th Floor Residence Is Located In The Heart Of Siesta Key. The Beach Terrace Building Has One Of The Most Desirable Locations With A Direct Gulf Of Mexico Location. It Nestled At The ...

Image 9: A4603124

9030 Midnight Pass Road 4, SARASOTA, FL - $725,000

Residential, Condominium
  • 2 Beds
  • 3 Baths
  • 1,280 SQFT
  • 5 DOM
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Introducing Your Exquisite Siesta Key Waterfront Retreat! Embrace The Essence Of Beach Living In This Charming 2-bedroom, 2.5-bathroom Waterfront Condo Nestled On The Serene Southern Shores Of Siesta Key, Mere Steps Away From Turtle Beach. Spannin...

Image 10: A4603520

1048 West Peppertree Lane 118b, SARASOTA, FL - $747,500

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 975 SQFT
  • 5 DOM
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Welcome To Your New Piece Of Paradise In Peppertree Bay At Siesta Key! This Charming 2-bedroom, 2-bathroom Condo Is Located On The Coveted Gulf Side Of Peppertree Bay With A Short Walk To The White Sands Of Siesta Key Beach. Step Inside To Find A ...

Image 11: A4603563

4832 Primrose Path, SARASOTA, FL - $1,675,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,897 SQFT
  • 5 DOM
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Welcome To Your Charming Mid-century Waterfront Retreat Nestled Into A Quiet, Low Traffic Neighborhood Yet Just A Stone's Throw Away From Siesta Beach, Consistently Voted The Usa's #1 Beach, And The Quaint (and Fun) Siesta Village. Enter The Home ...

Image 12: A4602894

8779 Midnight Pass Road 504h, SARASOTA, FL - $689,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,370 SQFT
  • 6 DOM
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Penthouse With Full Bay View !! This Fabulous Island Reef Condo Has Some Of The Best Water Views In The Complex. Island Reef Is A Premier Beach To Bay Condo Complex, Located On South Siesta Key. This Unit Has Been Updated With Luxury Vinyl Floorin...

Image 13: A4602902

1125 West Peppertree Drive 706, SARASOTA, FL - $930,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,163 SQFT
  • 6 DOM
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Location, Location, Location. Nestled In The Much Sought After Community Of Peppertree Bay, This 7th Floor Condo Offers Spectacular Views Of Siesta Key And Sarasota. With The Ever-changing Views By Day And The Magical Glistening Views Of An Even...

Image 14: A4601287

1020 Sun N Sea Drive 206b, SARASOTA, FL - $750,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 800 SQFT
  • 6 DOM
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Welcome To Beach Club At Siesta Key, Where An Exceptional Investment Opportunity Awaits Mere Steps From The Iconic Siesta Key Beach. This 2-bedroom, 2-bathroom Second-floor Condo Boasts A Proven Track Record In Short-term Rentals, Ensuring A Stead...

Image 15: A4600911

915 Seaside Drive 412, SARASOTA, FL - $2,700,000

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 1,750 SQFT
  • 7 DOM
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Welcome To Your Lucrative Investment Opportunity On Siesta Key Beach! Discover The Perfect Blend Of Luxury Living And Investment Potential With This Stunning 3-bedroom, 2-bathroom Condominium, Managed By The Esteemed Hyatt Vacation Club And Boasti...

Image 16: A4601948

5322 Cape Leyte Drive, SARASOTA, FL - $1,550,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,995 SQFT
  • 7 DOM
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Nestled In The Heart Of Picturesque Siesta Key, This Stunning Turnkey 3-bedroom, 3-bathroom Single-family Home Offers The Perfect Blend Of Luxury, Comfort, And Convenience. As You Step Inside, You're Greeted By An Expansive Open Concept Living Are...

Image 17: A4602592

5400 Ocean Boulevard 8-5, SARASOTA, FL - $749,000

Residential, Condominium
  • 1 Baths
  • 522 SQFT
  • 7 DOM
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The Terrace Is Renowned As One Of Siesta Key's Most Iconic Addresses, Famed For Its Exquisite Beauty And Coveted Location. Residents Are Treated To A Wealth Of Amenities, Including An Elevated Heated Saltwater Pool, A Fitness Center, A Welcoming C...

Image 18: A4602854

915 Seaside Drive 511, Weeks 2-3, SARASOTA, FL - $99,000

Residential, Condominium
  • 4 Beds
  • 4 Baths
  • 2,625 SQFT
  • 8 DOM
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Fractional Ownership. Winter Fractional Package, With 1/16th Shares Of Ownership! Your Dream Of A New Luxury Home On Siesta Key Beach Can Now Be A Reality; An Enviable Lifestyle On America's Top-rated Beach! Here Is Your Opportunity To Own A Piece...

3458 Anglin Drive, SARASOTA, FL - $3,000,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,513 SQFT
  • 8 DOM
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Welcome To Bay Island, The Gateway To Siesta Key! This Beautiful Home Is The Beginning Of Enjoying The Siesta Key Lifestyle. The Tropical Landscaping Of The Property Alone Will Make You Feel Like You Are On Vacation. The Home Sits On 2 Lots -loca...

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 March 19th, 2024 at 3:49am 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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