Siesta Key Real Estate

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Overview

Below are the current Siesta Key, FL real estate listings. Our website allows you to easily search through the 140 single-family homes for sale priced from $499,900 to $21,000,000. Our database is updated throughout the day from the Multiple Listing Service (MLS). BuySarasota.com is committed to providing you with the most up-to-date and freshest local listings on the Internet.

Allen Real Estate Services, Inc. is a full service, boutique real estate brokerage offering specialized service and expertise to customers selling and buying real estate. To learn more about any of these properties or receive email updates when new listings hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!

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MLS® Listing Statistics

Total Listings: 140
Average Price: $3,996,976
Highest Price: $21,000,000
Lowest Price: $499,900
Average Size: 3,315 ft²
Average Price Per Square Foot: $1,108 per ft²

Explore Other Siesta Key Communities

140 Homes for Sale

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Image 0: A4607765

6962 Belgrave Drive, SARASOTA, FL - $2,600,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,224 SQFT
  • 1 DOM
View details More Photos Save

Large Lot On Sailboat Water In Protected Canal With Direct Bay Access. Location: 0.4 Miles To Siesta Key Beach Access 13. Location: 4 Blocks To Dining, Shopping And Entertainment. Location: Less Than 1 Mile To Stickney Point Bridge. Great Loca...

Image 1: A4605608

5143 Oxford Drive, SARASOTA, FL - $2,299,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,830 SQFT
  • 2 DOM
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One Or More Photo(s) Has Been Virtually Staged. This Key West Style Home Has Over Two Hundred Thousand Dollars In Updates And Upgrades! Located On A High And Dry Lot, The Insurance Costs Are A Mere $4,000/annually. This Home – With 4 Bedrooms, Eac...

Image 2: A4607256

49 Island Circle, SARASOTA, FL - $1,050,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,493 SQFT
  • 3 DOM
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Nestled Within The Serene Enclave Of Siesta Key, Where Sun-kissed Shores And Vibrant Island Living Converge, Lies A Haven Of Tranquility Awaiting Your Arrival. Welcome To 49 Island Circle, A Picturesque Retreat With Coastal Charm And Timeless Eleg...

Image 3: A4607515

6911 Point Of Rocks Road, SARASOTA, FL - $2,250,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,300 SQFT
  • 5 DOM
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Location! Location! Location! This Comfortable Pool Home Is Located In The Desirable Area Of Point Of Rocks Which Is A Short Distance South Of Stickney Point Rd On Siesta Key. The Property Sits Across The Street From The Gulf Of Mexico With Beach...

Image 4: A4607696

1132 Crescent Street, SARASOTA, FL - $1,490,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 1,261 SQFT
  • 6 DOM
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Amazing Single Family In Siesta Key. Discover The Allure Of This Enchanting Vintage Pool Home Retreat, Wood Fenced, Nestled Within Strolling Distance Of Crescent Beach Access #13 On The Renowned Siesta Key, Consistently Rated As The Nation’s #1 Be...

Image 5: A4606982

4929 Oxford Drive, SARASOTA, FL - $2,100,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 2,878 SQFT
  • 8 DOM
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Welcome To Your Waterfront Paradise On The Coveted Island Of Siesta Key, Where Coastal Elegance Meets Unparalleled Convenience. This Stunning Residence Boasts All The Features And Amenities Discerning Buyers Crave, Offering A Lifestyle Of Unparall...

Image 6: A4606969

5140 Windward Avenue, SARASOTA, FL - $2,150,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,308 SQFT
  • 10 DOM
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Welcome To Your Private, Gated Garden Oasis Nestled On Boating Water In The Heart Of Siesta Key. This Luxurious Residence Epitomizes The Quintessential Florida Lifestyle, Offering Unparalleled Tranquility And Opulence. Boasting A Seamless Blend Of...

4940 Peaceable Way, SARASOTA, FL - $4,495,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,928 SQFT
  • 11 DOM
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Experience The Epitome Of Siesta Key Living In This Exquisitely Crafted Residence, Perfectly Located Near Siesta Village And The Renowned Pristine Beaches, With Every Conceivable Amenity Nearby. Nestled On A Generous One-third-acre Lot, This 2019 ...

5042 Oxford Drive, SARASOTA, FL - $1,100,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,857 SQFT
  • 12 DOM
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Quietly Located Along A Canopy Road Of Grand Oaks, This 3 Bedroom, 3 Bath Home Is Ready For Your Updating Ideas. Imbued With The Rich Vibrance Of Siesta Key, This Particular Location Is A Favorite For Those Who Value Its Peaceful Ambiance. Terraco...

Image 9: A4606015

1203 North View Drive, SARASOTA, FL - $1,550,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,941 SQFT
  • 12 DOM
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Imagine Having A Home With Space To Entertain, Relax And Be Productive On Siesta Key. This Is Your Chance To Own A Piece Of Paradise In Siesta Cove. Want To Watch The Sunset? Siesta Beach Public Pavilion Is Only 1/2 Mile Away. This Home Has 3941 S...

Image 10: A4606428

1200 Port Lane, SARASOTA, FL - $3,449,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,715 SQFT
  • 14 DOM
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Welcome To Your Waterfront Paradise! Located Along A Serene Canal With Easy Access To Sarasota Bay, The Intracoastal, And The Gulf Of Mexico, This Remarkable Property Offers A Lifestyle Of Luxury And Convenience. Arriving Via A Paver Circular Driv...

Image 11: T3515179

4901 Commonwealth Drive, SARASOTA, FL - $1,398,888

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,523 SQFT
  • 19 DOM
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This Beautifully Renovated Property Was Just Completed In 2024 ! The Home Was A Humble Project Of Ralph A. Erickson In His Earliest Years As An Architect Who Lived On Siesta Key Right Down The Road From Victor Lundy, Sarasota School Of Architec...

Image 12: A4605964

7916 Midnight Pass Road, SARASOTA, FL - $1,500,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,803 SQFT
  • 20 DOM
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Welcome To Your Tranquil Retreat On Siesta Key, Where The Captivating Beauty Of Heron Lagoon Sets The Stage For A Life Of Peaceful Luxury. Located On The Lagoon's Shores, This Exquisite Residence Offers A Harmonious Blend Of Indoor Comfort And Out...

Image 13: A4605544

31 Lands End Lane, SARASOTA, FL - $2,500,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,743 SQFT
  • 21 DOM
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Deep Sailboat Water, No Bridges To Bay Or Gulf!!!! This Is Island Living At Its Best!!! Located On The North End Of Siesta Key, This 4bd/3ba Home Is Surrounded By Lush Tropical Landscaping And 65 Feet Of Deep Sailboat Water Frontage With A 50 Foot...

Image 14: A4605168

430 Island Circle, SARASOTA, FL - $2,950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,205 SQFT
  • 23 DOM
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Your Island Paradise Awaits- Set On Palm Island In The Heart Of Siesta Key, You Won’t Believe This Exquisitely Renovated Waterfront Luxury Home! Mere Blocks To The Crystalline Sands Of Siesta Key Beach And The Lively Siesta Village, This Quiet Isl...

Image 15: A4603881

5422 Siesta Cove Drive, SARASOTA, FL - $3,800,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,071 SQFT
  • 23 DOM
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One Or More Photo(s) Has Been Virtually Staged. Where Phillippi Creek Meets The Intracoastal, There You’ll Find 5422 Siesta Cove Drive, Home To 3 Stories Of Pristine Water Views And Some Of The Best Dolphin And Bird Watching You’ll Find On The Key...

1310 Roberts Bay Lane, SARASOTA, FL - $1,800,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,125 SQFT
  • 24 DOM
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Please Expedite! A Half-acre Property Is A Rare Find In Siesta Key, Offering Everything You've Ever Dreamed Of And More. Don't Miss Out On This Extraordinary Opportunity! Discover Your Slice Of Paradise! Nestled On A Generous Half-acre Of Lush La...

6901 Bochi Circle, SARASOTA, FL - $2,595,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,729 SQFT
  • 26 DOM
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Under Construction. Discover Unparalleled Luxury In La Linda Estates On Siesta Key Island, Where Your Modern Home In A Private Gated Community, Moments From The Ocean Is Being Built With Water Views. These Meticulously Designed Residences Boast 4 ...

6907 Bochi Circle, SARASOTA, FL - $2,825,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,970 SQFT
  • 26 DOM
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Under Construction. Immerse Yourself In The Epitome Of Luxury Living At La Linda Estates – A Prestigious Enclave Of Exquisite Homes Nestled On The Renowned Siesta Key Island. Your Dream Home Awaits In This Exclusive Gated Community With Water View...

6918 Bochi Circle, SARASOTA, FL - $2,825,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,970 SQFT
  • 26 DOM
View details More Photos Save

Under Construction. Immerse Yourself In The Epitome Of Luxury Living At La Linda Estates – A Prestigious Enclave Of Exquisite Homes Nestled On The Renowned Siesta Key Island. Your Dream Home Awaits In This Exclusive Gated Community With Water View...

1270 Tree Bay Lane, SARASOTA, FL - $4,500,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,548 SQFT
  • 26 DOM
View details More Photos Save

One Or More Photo(s) Has Been Virtually Staged. Offering Unparalleled Privacy And Tranquility, This Over ½ Acre Wall-enclosed Siesta Key Estate Home Embodies Exclusivity And Sophistication. On The Market For The First Time, This Custom-built Fam...

5218 Winding Way, SARASOTA, FL - $499,900

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 944 SQFT
  • 26 DOM
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Uncover The Potential Of Siesta Key Living: Embrace The Unique Opportunity To Create Your Own Paradise Just A Mile From The World-renowned Siesta Key Beach. This Property, Nestled In The Serene And Canopy-covered Twin Oak Pond Neighborhood, Offers...

Image 22: A4603869

5250 Calle De Rio, SIESTA KEY, FL - $1,095,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,000 SQFT
  • 30 DOM
View details More Photos Save

Come Live The Island Life! This Home Is Situated On A Large Corner Lot In One Of The Most Desirable Locations On Siesta Key, Just Behind The Siesta Key Village. Walk Or Bike To The Beach, Enjoy Every Sunset At Your Favorite Beach Access, Head Into...

Image 23: A4604271

767 Tropical Circle, SARASOTA, FL - $4,350,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,011 SQFT
  • 32 DOM
View details More Photos Save

Welcome To Paradise Found On Siesta Key, The Epitome Of Coastal Living. Situated On 108 Feet Of Deep Sailboat Waterfront On The Grand Canal, This Meticulously Renovated 5,011 Square-foot Luxury Home Awaits You. With No Fixed Bridge And Direct Acce...

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 24th, 2024 at 12:19am EDT.

Siesta Key Description (continued)

Siesta Key is surrounded by water with the Gulf of Mexico to the west and Sarasota Bay to the east. There are many options for your next waterfront house or cottage including canal front, bayfront, Gulf-front and beach front property in private neighborhoods such as the Sanderling Club and Solymar. Boat lovers have many options with many homes directly on Sarasota Bay and almost 50 miles of canals.

The North end of Siesta Key is considered by many to be the most desirable because of its prime location. Residents have quick and easy access to the mainland and downtown Sarasota. There are a wide range of single-family home options to suit almost budget and lifestyle. Prices range from the $700,000's to over $10,000,000.

Contact us for all your real estate needs.

Neighborhoods

Siesta Key has a variety of neighborhoods to suite almost every budget and lifestyle. For more information on the area, visit our Siesta Key real estate page.

Learn more about our professional expertise and our 30 year company history. Explore our buyer services tailored to your needs... or find out how to get started. If you are ready to take the next step, just Contact us below and we'll schedule your free phone consultation.

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