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 176 single-family homes for sale priced from $675,000 to $29,995,000. 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: 176
Average Price: $4,369,061
Highest Price: $29,995,000
Lowest Price: $675,000
Average Size: 3,507 ft²
Average Price Per Square Foot: $1,094 per ft²

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176 Homes for Sale

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Image 0: A4685577

5569 Cape Leyte Drive, SARASOTA, FL - $4,495,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 3,654 SQFT
  • 1 DOM
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Location, Location, Location !!! One Block To The Crystal Sands Of Siesta Key Beach The #1 Beach In The Usa! Or Spend The Day On The Aqua Waters With Two Boats On Lifts Out Back, And 119' Of Frontage On The Grand Canal Leading To The Icw (only...

Image 1: A4685180

157 Garden Lane, SARASOTA, FL - $1,195,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,146 SQFT
  • 1 DOM
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Gorgeous Remodel In The Heart Of Siesta Key And A Short Walk To Shell Beach Access. Located A Very Large Corner Lot On A Dead End Street This Home Has The Space, Size, And All The Amenities For Your Perfect Getaway. This Home Has Character And Cha...

Image 2: A4685652

3941 Hamilton Club Circle 9, SARASOTA, FL - $2,390,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,856 SQFT
  • 1 DOM
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Located In The Highly Sought-after Hamilton Club Community On Siesta Key, This Beautifully Updated 3-bedroom, 3.5-bath Residence Offers The Ideal Blend Of Coastal Comfort, Boating Convenience, And Island Living. A Large Screened-in Porch Overlooki...

Image 3: A4685607

5345 Siesta Court, SARASOTA, FL - $1,160,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,272 SQFT
  • 1 DOM
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Welcome To Siesta Cove On Siesta Key, Just Minutes From World Famous Siesta Key Beach. This Bright, Well Maintained Home Offers Comfortable Island Living In One Of The Area’s Most Desirable Neighborhoods. The Layout Provides Excellent Flexibility ...

Image 4: A4686100

4634 Higel Avenue, SARASOTA, FL - $7,500,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,875 SQFT
  • 1 DOM
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Start Living Your Dream Lifestyle On World-famous Siesta Key In This Pham Development Custom-built Waterfront British West Indies–style Home. Located On A Quiet Street On The North End Of The Key—close To The Beach, Siesta Key Village And Out-of-d...

Image 5: A4686208

8213 Midnight Pass Road, SARASOTA, FL - $2,800,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,328 SQFT
  • 1 DOM
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Experience The Beauty Of Waterfront Living With This Exceptional Home Overlooking The Tranquil Waters Of Little Sarasota Bay. This Unique Siesta Key Property Offers 3,328 Square Feet Of Living Space With Three Bedrooms And Three-and-a-half Bathroo...

Image 6: A4684955

951 Contento St., SIESTA KEY, FL - $2,000,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,882 SQFT
  • 2 DOM
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Deep Boating Water On The Grand Canal And Siesta Key’s World-famous Beaches Just Minutes Away, Experience The Best Of Island Living. This Beautifully Renovated Three-bedroom, Three-bath Waterfront Residence Offers A Peaceful Island Retreat With Ne...

Image 7: A4685222

44 Rockwell Lane, SARASOTA, FL - $6,750,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 5,400 SQFT
  • 5 DOM
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Pre-construction. To Be Built. Call For All Details And Plans. All Info Coming Soon!

Image 8: W7883717

742 Edgemere, SIESTA KEY, FL - $1,750,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,454 SQFT
  • 5 DOM
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Build Or Renovate Discover An Exceptional Waterfront Opportunity In The Coveted Siesta Isles Neighborhood On Siesta Key. Situated On An Oversized Lot At The Intersection Of Two Canals, This Property Offers 118 Feet Of Seawall, Wide Water Views,...

Image 9: A4685107

7108 Midnight Pass Road, SARASOTA, FL - $4,419,000

Residential, Single Family Residence
  • 7 Beds
  • 5 Baths
  • 4,697 SQFT
  • 7 DOM
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A Rare Opportunity Situated On An Expansive 1.8 Acres, This Estate Is Located Behind The Gates Of One Of Siesta Key’s Most Exceptional Estate Settings. Surrounded By Lush Tropical Foliage And Serene Lagoon-style Water Features, The Property Offers...

Image 10: TB8483961

814 Paradise Way, SARASOTA, FL - $2,100,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,996 SQFT
  • 7 DOM
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Exceptional Siesta Key Waterfront Residence Offering A Rare Opportunity To Own A Turn-key, Move-in-ready 4 Bedrooms And 2 Bathrooms Home In One Of The Island’s Most Desirable And Tranquil Locations. Situated On A Quiet Cul-de-sac Along A Grand Can...

Image 11: A4685077

1267 Starboard Lane, SARASOTA, FL - $2,750,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 2,510 SQFT
  • 7 DOM
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A Compelling Canvas For Architectural Vision On The Shores Of Little Sarasota Bay. At The End Of A Quiet Street In The Established Siesta Key Midnight Harbor Neighborhood, 1267 Starboard Lane Offers A Rare Opportunity To Design And Construct A Mod...

4939 Commonwealth Drive, SARASOTA, FL - $1,450,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,090 SQFT
  • 8 DOM
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You Can Bike To The Beach From This Fully Renovated Coastal Contemporary Home In A Highly Desirable Siesta Key Community Just Minutes From World-famous Siesta Key Beach. Ideal As A Primary Residence, Second Home, Rental Investment, Or Multigenerat...

Image 13: A4682396

546 Freeling Drive, SARASOTA, FL - $12,500,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,353 SQFT
  • 9 DOM
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Pre-construction. To Be Built. Discover An Extraordinary Opportunity To Own An Expansive Double Lot Of 0.52 Acres On North Siesta Key With This Single-story, New Construction Transitional Modern-style Luxury Home By Pham Development. Offering 170 ...

Image 14: A4684757

700 Tropical Circle, SARASOTA, FL - $1,750,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,341 SQFT
  • 10 DOM
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Welcome To Your Private Waterfront Oasis, A Meticulously Renovated Home Set On A Super Private .41-acre Lot Defined By Lush, Mature Greenery In One Of Siesta Key’s Most Sought-after Neighborhoods. The Residence Sits At A 9 Foot Elevation!! The In...

4839 Givens Court, SARASOTA, FL - $2,750,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,524 SQFT
  • 11 DOM
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Private Siesta Key Tropical Estate. Picture Yourself Living And Entertaining Friends And Family At Your Key West-style Home, Wrapped Around A Sparkling Saltwater Pool With A Guest Residence And Studio Apartment- All Nestled In Lush Native Landscap...

Image 16: A4683758

4938 Commonwealth Drive, SARASOTA, FL - $3,050,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,169 SQFT
  • 12 DOM
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Experience The Pinnacle Of Waterfront Luxury On Siesta Key’s Prestigious Grand Canal. This Meticulously Reimagined Residence At 4938 Commonwealth Drive Offers A Rare Blend Of Modern Sophistication, Structural Integrity, And Complete Peace Of Mind....

Image 17: A4683051

3460 Flamingo Avenue, SARASOTA, FL - $7,749,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 6,030 SQFT
  • 13 DOM
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Under Construction. An Extraordinary Opportunity Awaits On The Coveted North End Of Siesta Key. Currently Under Construction And Scheduled For Completion In Late 2026, This Magnificent Waterfront Estate Offers The Rare Chance To Personalize Finish...

3360 Higel Avenue, SARASOTA, FL - $1,600,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,006 SQFT
  • 14 DOM
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Welcome To The Home You've Been Waiting For! Your Opportunity To Own A Fully Updated Island Retreat Pool Home On World-famous Siesta Key. Imagine Waking Up Minutes From Powdery White Quartz Sand Beaches, Spending Your Afternoons Poolside Under The...

Image 19: A4684098

515 Avenida De Mayo, SARASOTA, FL - $812,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,346 SQFT
  • 15 DOM
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Lowest Priced Waterfront On Siesta At Time Of Listing In Siesta Village Just Several Blocks To Famous Siesta Village, Shops Dining And Beach. Build Your Waterfront Dream Home Here Or Possibly Rehab Existing Home. Boatable Canal To Icw With Seawall...

329 Beach Road B, SARASOTA, FL - $3,950,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,563 SQFT
  • 16 DOM
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There Is Only One — The Upper Deck. Some Homes Are Designed To Be Admired. Others Are Designed To Frame Extraordinary Views. Upper Deck Was Conceived To Do Something More Deliberate — To Position Its Owner Above The Expected. Rising In Measured Pr...

316 Beach Road, SARASOTA, FL - $5,750,000

Residential, Single Family Residence
  • 8 Beds
  • 10 Baths
  • 4,681 SQFT
  • 16 DOM
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Just Steps From The Shoreline, This Coastal Home Offers Deeded Beach Access And Sweeping Panoramic Views Of The Gulf. Thoughtfully Designed Across Three Living Levels And Serviced By A Private Elevator, The Home Features 8 Bedrooms, 8 Full Baths,...

5610 Avenida Del Mare, SARASOTA, FL - $6,400,000

Residential, Single Family Residence
  • 8 Beds
  • 9 Baths
  • 5,313 SQFT
  • 17 DOM
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Prime Siesta Key Investment Opportunity Or Dream Family Compound Just Steps From The World-famous Siesta Key Public Beach! This Exceptional Multi-family Property Features Two Beautifully Updated Duplexes (totaling 8 Bedrooms And 8.5 Baths Across 5...

Image 23: N6143036

5303 Hidden Harbor Road, SARASOTA, FL - $2,795,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 3,201 SQFT
  • 21 DOM
View details More Photos Save

Now Is Your Opportunity To Own This Waterfront Tropical Oasis On Siesta Key In The Highly Sought After Exclusive Community Of Hidden Harbor. Comprised Of Just 36 Homes, Hidden Harbor Located On The North End Of Siesta Key, Is One Of The Most Uniqu...

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 14th, 2026 at 4:23pm 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.

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