Siesta Key Homes

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Overview

Below are the current Siesta Key, FL real estate listings. Our website allows you to easily search through the 70 single-family homes for sale priced from $829,000 to $32,500,000. 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: 70
Average Price: $4,662,729
Highest Price: $32,500,000
Lowest Price: $829,000
Average Size: 3,890 ft²
Average Price Per Square Foot: $1,102 per ft²

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70 Listings for Sale Siesta Key FL 34242

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Image 0: A4555575

5125 Oakmont Place, SARASOTA, FL - $1,999,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,206 SQFT
  • 0 DOM
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A Wonderful Spacious Find On Siesta Key! This 2 Story, 4 Bedroom, 4 1/2 Bath, 3200 Sq Ft Home, Provides Plenty Of Privacy For Extended Family, Friends Or Renters. There Is An En Suite Master Bedroom On Each Floor, And Two Extra Bedrooms. Both Th...

Image 1: A4559754

739 Edgemere Lane, SARASOTA, FL - $855,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,500 SQFT
  • 0 DOM
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This Is Your Affordable Siesta Beach Getaway! Sited On A Large, Shaded Lot With Plenty Of Room For Pool. So Close To Siesta Village Shops & Dining And The Beach. This Home Is Sure To Please The Family, With An Attached Guest Suite With Separate En...

Image 2: A4559353

1250 Sea Plume Way, SARASOTA, FL - $4,400,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,917 SQFT
  • 1 DOM
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As You Turn Onto Sea Plume Way And Drive Through The Romantic Canopy Of Trees To The End Of The Cul-de-sac You Are Greeted By Moonshine Point, An Idyllic Gated Sanctuary Sprawled Over 172’ Of Water Frontage On Little Sarasota Bay. Enveloped In Maj...

Image 3: A4559667

54 Sandy Hook Road, SARASOTA, FL - $2,199,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,972 SQFT
  • 1 DOM
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Location Location Location! Do Not Miss The Rare Opportunity To Reside On Over Half An Acre In The Highly Desirable Sandy Hook Development On Siesta Key With Its Own Private Deeded Beach Access! This Privately Tucked Away 3 Br 3 Bath Gem Is Enve...

Image 4: A4558879

1172 Horizon View Drive, SARASOTA, FL - $6,995,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,762 SQFT
  • 2 DOM
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Gulf Beachfront Homes Are A Rarity On Siesta Key, And This One Is Very Special! Located On Turtle Beach, This Casual Coastal Designed Home Offers Naturalists The Opportunity To Live Harmoniously On A Shoreline Preserve That Is A Nesting Spot For L...

Image 5: A4559285

129 Edmondson Avenue, SARASOTA, FL - $829,000

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 868 SQFT
  • 3 DOM
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Penny Lane Cottage Is Stunningly Charming. Bright And Full Of Sunshine, You Will Never Want To Leave. This Lovingly Restored Cottage Commands A Shady Corner Lot In One Of The Best Neighborhoods On Siesta Key. The Location Of This Quaint Little H...

Image 6: A4559045

4832 Givens Court, SIESTA KEY, FL - $3,195,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,893 SQFT
  • 4 DOM
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A Gem On Siesta Key. This Large Home Has Been Remodeled And Updated. 5 Bedroom, 4 Bath Home, With Walking Distance To The Beautiful Crystal Quarts Beach And The Village. It Has A Separate Rental Apartment / Mother In-law Suite, Beautifully Renovat...

Image 7: A4558937

624 Waterside Way, SARASOTA, FL - $4,850,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,986 SQFT
  • 4 DOM
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This Fantastic Home Was Designed For Entertaining. Located On A Quiet Cul-de-sac, This Canal-front Home Is Conveniently Located Very Close To The Siesta Key Village, The World-famous White-sand Beach, And Only A Few Minutes By Boat To The Open Wat...

Image 8: A4558490

115 Sand Dollar Lane, SARASOTA, FL - $1,595,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,320 SQFT
  • 5 DOM
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Enjoy Partial Views Of The Sparkling Azure Waters Of The Gulf Of Mexico From This 3,320-square-foot, 3-bedroom, 3.5-bath California Contemporary Home — The Perfect Island Getaway Or Primary Home. Located In The Exclusive Cul-de-sac Community, The ...

Image 9: A4558437

4725 Gleason Avenue, SIESTA KEY, FL - $2,300,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,030 SQFT
  • 5 DOM
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This 3,030 S.f. Canal Front, Pool Home With A Bungalow Feel Is A Mid-century Modern Gem. Built On A Corner Lot In A Fantastic Location On Siesta Key, Less Then 5 Minutes To Siesta Village And The World Renowned #1 Siesta Key Beach. Prefer To Go ...

Image 10: A4558049

5236 Siesta Cove Drive, SARASOTA, FL - $3,950,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,254 SQFT
  • 6 DOM
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A Mid-century Coastal Modern Oasis In Siesta Cove, Siesta Key’s Premier Neighborhood, Highlights 80 Feet Of Waterfront With Convenient Boat Access To Gulf And Bay, With Newer Seawall, Boat dockage, And An Extraordinary Pool That Invites You To Enj...

Image 11: A4558517

116 Sand Dollar Lane, SARASOTA, FL - $3,200,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,040 SQFT
  • 6 DOM
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This Absolutely Breathtaking View From Siesta Key Can Be Yours All Day Every Day! A Single Family Home That Overlooks The Spectacular Gulf Of Mexico On The North End Of Siesta Key. It Is Hard To Believe That There Could Be A Better Location Than T...

Image 12: A4558393

648 Beach Road, SARASOTA, FL - $9,790,000

Residential, Single Family Residence
  • 2 Beds
  • 4 Baths
  • 4,750 SQFT
  • 9 DOM
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The Ultimate In Beachfront Living - Introducing An Exceedingly Rare, Single-family Home Offering On The White-sand Beaches Of World-famous Siesta Key. Enjoy Daily Walks, Warm, Gentle Gulf Breezes And Endless Water Views. After A Fun-filled Florida...

5166 Oxford Drive, SARASOTA, FL - $950,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,291 SQFT
  • 12 DOM
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Located On Lots 13 & 14, Your Tropical Paradise Awaits In This Canopy-tree Lined Street Just Minutes From Siesta Village And The World's Number One Beach -- Siesta Key Beach. Nice Split Plan, Open Great Room/dining/kitchen Perfect For Entertain...

3455 Anglin Drive, SARASOTA, FL - $2,350,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,558 SQFT
  • 13 DOM
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Absolutely Ideal! Completely Renovated 3-bedroom, 3.5 Bath Pool Home On Siesta Key’s Coveted Bay Island. Every Detail Is Meticulously Executed And Move-in Ready! From The Circular Driveway, You Are Welcomed By Antique Wooden Gates That Open To A G...

Image 15: A4557237

270 Island Circle, SARASOTA, FL - $2,990,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,277 SQFT
  • 15 DOM
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Fall In Love With This Siesta Key Home On Heart-shaped Palm Island, Known To The Locals As "an Island Within An Island." This Magnificent Turn-key, Four-bedroom, Three-bath, Canal Front, Mediterranean Style Home Is Just A Short Distance To The Sof...

Image 16: A4557831

651 Avenida Del Norte, SARASOTA, FL - $2,795,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,526 SQFT
  • 16 DOM
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Every So Often, A Truly Exceptional Property Comes Along. Welcome To 651 Avenida Del Norte On Siesta Key, Where Every Element Is Unique And Unlike Anything Else On The Island. Totally Custom, This Key-west Style Canal Home Comes Complete With Its ...

Image 17: A4555451

3799 Flamingo Avenue, SARASOTA, FL - $22,000,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 8,138 SQFT
  • 17 DOM
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Discover Your Very Own Island Paradise On World-famous Siesta Key. Located On The North End Of Siesta Key, This Awe-inspiring Estate Was Brilliantly Created To Deliver The Perfect Balance Between Architecture, Design, And Home Décor While Taking F...

Image 18: A4556325

5023 Windward Avenue, SARASOTA, FL - $3,675,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,873 SQFT
  • 22 DOM
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Pre-construction. To Be Built. The Award-winning Team At Allegra Homes Invites You To Explore 5023 Windward On The Key. Coming Soon, You Will Be Greeted By A Gorgeous Curb Appeal With Mature Designer Landscaping And 3 Car Garage With Pavered Drive...

Image 19: A4556758

417 Avenida De Mayo, SARASOTA, FL - $1,885,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,385 SQFT
  • 25 DOM
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Location, Location...! Adjacent To Siesta Key Village With Its Restaurants And Bars Yet Only A Few Hundred Yards Away From Siesta Key Beach, One Of The Best Beaches In The Country. This 3-bedroom/3 Baths Canal-front Pool Home Offers The Perfect Lo...

Image 20: A4555983

1372 Point Crisp Road, SARASOTA, FL - $5,750,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,928 SQFT
  • 26 DOM
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Experience The Perfect Escape In This Stunning, One Of A Kind, Modern Home Situated On The Exclusive Point Crisp Peninsula On World-famous Siesta Key.  this Timeless Masterpiece With Walls Of Glass And Expansive North -south Bay Views, Has An Open...

Image 21: A4555107

238 Island Circle, SARASOTA, FL - $3,235,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,854 SQFT
  • 27 DOM
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Stunning Canal Front Renovation Located On Palm Island (a Short Walk To The Beach-access 10) With All The Best Siesta Key Has To Offer. This 4 Bedroom, 4 Bathroom Home Stuns As Soon As You Enter The Property And The Threshold With A Custom Mahogan...

Image 22: A4555185

5823 Riegels Harbor Road, SARASOTA, FL - $5,800,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 6,196 SQFT
  • 29 DOM
View details More Photos Save

Pass Through The Private Gates Of Riegels Landing And Enjoy The Plush, Mature Landscaping Of This Beautiful, Deep Water Boating Community. Located On A Protected Harbor, Direct To The Intracoastal Waterway, This Recently Remodeled Custom Home Take...

Image 23: A4555728

214 Island Circle, SARASOTA, FL - $2,987,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,615 SQFT
  • 35 DOM
View details More Photos Save

Custom Siesta Key Waterfront Home, Located On Palm Island. This Island Retreat Is Just Minutes To Siesta Key Beach, Siesta Village, Shops And Restaurants. Four Bedroom, Three And A Half Bath Single Family Home Is Chic But Casual, Comfortable And B...

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 February 4th, 2023 at 12:18am EST.

Siesta Key Homes 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 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 a wide range of single family home options to suit almost budget and lifestyle. Homes on Siesta Key range from the $400,000's to over $8,000,000.

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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