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 120 single-family homes for sale priced from $725,000 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: 120
Average Price: $4,761,865
Highest Price: $29,995,000
Lowest Price: $725,000
Average Size: 3,730 ft²
Average Price Per Square Foot: $1,113 per ft²

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120 Homes for Sale

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Image 0: A4700498

539 Avenida Del Norte, SARASOTA, FL - $5,690,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,195 SQFT
  • 0 DOM
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Virtually Staged. Exquisite New Construction On Siesta Key Redefines Island Luxury! Substantial Progress Has Already Taken Place To Complete This Masterpiece. This Is A Rare Opportunity To Own A Meticulously Designed Custom Residence On A Prime Co...

5451 Shadow Lawn Drive, SARASOTA, FL - $859,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,172 SQFT
  • 11 DOM
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Virtually Staged. Live The Ultimate Island Life In The Highly Sought-after Waterfront Community Of Siesta Isles. Perfectly Positioned Just 0.8 Miles From The Public Parking Lot Of World-famous Siesta Beach, You Can Easily Stroll To The Powdery Whi...

Image 2: A4699085

5215 Hidden Harbor Road, SARASOTA, FL - $7,675,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,337 SQFT
  • 11 DOM
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Ready Now. This Exceptional Waterfront Estate By Dynan Construction, Sarasota's Premier Luxury Builder, Offers A Rare Opportunity To Own A Brand-new Custom Home Without The Wait. Renowned For Impeccable Craftsmanship, Architectural Integrity, And ...

783 Birdsong Lane, SARASOTA, FL - $999,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,905 SQFT
  • 12 DOM
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Experience Coastal Living At Its Finest In This Turnkey-furnished, Three-bedroom, Two-bath Retreat Tucked Away On A Quiet Cul-de-sac In A Private Community Just Minutes From The Beach! This Home Features The Ultimate Outdoor Living Space With Nume...

Image 4: A4698496

565 Commonwealth Place, SARASOTA, FL - $1,895,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,849 SQFT
  • 14 DOM
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Tucked Away On A Quiet Cul-de-sac In One Of Siesta Key's Most Desirable Waterfront Neighborhoods, This Beautifully Maintained Canal-front Residence Offers The Kind Of Island Lifestyle Buyers Dream About. Set On An Exceptional Pie-shaped Homesite W...

3915 Somerset Drive 9, SARASOTA, FL - $2,185,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,758 SQFT
  • 14 DOM
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No Bridges To The Intracoastal Waterway And The Gulf, A Private Deeded Boat Slip With A 10,000-pound Lift, And An Exceptional 720-square-foot Bonus Game Room With A Private Spa Make This Somerset Cove Residence A Rare Opportunity For The Discernin...

471 Island Circle, SARASOTA, FL - $2,100,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,922 SQFT
  • 15 DOM
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Offered For The First Time, 471 Island Circle Is A Private Contemporary Coastal Retreat Designed For Modern Luxury, Effortless Living And The Ease Of A Low-maintenance Siesta Key Lifestyle. Ideally Positioned In The Community Of Palm Island, Close...

Image 7: A4696604

521 Cummings Street, SARASOTA, FL - $1,450,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,500 SQFT
  • 16 DOM
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Tucked Away On A Quiet Cul-de-sac On North Siesta Key, This Key West-inspired Canal-front Retreat Captures The Ease Of Casual Island Living With Boating Water, Inviting Outdoor Spaces And Easy Access To Siesta Village, The Famous White Quartz Sand...

Image 8: G5113633

6925 Bochi Circle, SARASOTA, FL - $2,750,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,796 SQFT
  • 18 DOM
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Experience Island Living At Its Finest In This Exceptional Residence Within The Private, Gated Community Of La Linda On Siesta Key. Just Moments From The Gulf's Turquoise Waters, This Stunning Custom Home Combines Refined Design, Impressive Crafts...

Image 9: A4698813

412 Treasure Boat Way, SARASOTA, FL - $3,699,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,341 SQFT
  • 18 DOM
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Luxury Waterfront Pool Home With Private Dock On Siesta Key Welcome To 412 Treasure Boat Way, An Exceptional Luxury Waterfront Residence That Captures The Very Essence Of Siesta Key Living. Perfectly Positioned Along One Of The Island's Desirab...

Image 10: A4696603

1280 Hidden Harbor Way, SARASOTA, FL - $8,500,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 5,649 SQFT
  • 20 DOM
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Privately Positioned On A Tropical Peninsula On Siesta Key In The Coveted Community Of Hidden Harbor, This Extraordinary Bayfront Estate Captures Sweeping Views Across Sarasota Bay, The Intracoastal Waterway And The Downtown Sarasota Skyline. Set ...

622 Tropical Circle, SARASOTA, FL - $1,450,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,916 SQFT
  • 20 DOM
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Beautifully Reimagined And Thoughtfully Updated, This Modern Coastal Residence On Siesta Key Offers The Relaxed Island Lifestyle So Many Buyers Are Seeking, With A Wonderful Blend Of Style, Comfort And Low-maintenance Living. Set On An Oversized L...

Image 12: A4698367

4634 Higel Avenue, SARASOTA, FL - $6,990,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,875 SQFT
  • 22 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...

810 Plymouth Street, SARASOTA, FL - $1,600,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,165 SQFT
  • 23 DOM
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Your Island Escape Awaits! Masterfully Renovated And Beautifully Styled, This Turnkey-furnished And Move-in Ready 2-bedroom, 2-bathroom, 1-car Garage Pool/spa Coastal Residence Offers An Unmatched Island Lifestyle On Siesta Key. Positioned On A T...

617 Calle De Peru, SARASOTA, FL - $902,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,560 SQFT
  • 24 DOM
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Exceptional Opportunity Just A Short Steps Away From Siesta Village And The World-famous Siesta Key Beach, Consistently Ranked Among The Best Beaches In The United States. Situated On A Rare Double Lot, This Property Offers Endless Possibilities—r...

604 Norsota Way, SARASOTA, FL - $4,490,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,536 SQFT
  • 25 DOM
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Currently Under Renovation. Welcome To An Exceptional Newly Updated Residence On He Highly Coveted Bay Island Neighborhood On North Siesta Key, Where Timeless Coastal Architecture And Modern Luxury Come Together In One Of Siesta Key’s Most Desirab...

5128 Oxford Drive, SARASOTA, FL - $1,300,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,908 SQFT
  • 26 DOM
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Nestled Beneath Majestic Oak Trees, This Beautifully Updated Home Has A Flexible Floor Plan. It Boasts Multiple Sleeping Areas That Comfortably Accommodates Visiting Family And Guests. Tastefully Furnished And Decorated, This Residence Underwent ...

Image 17: A4694822

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

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,353 SQFT
  • 27 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 ...

617 Siesta Drive, SARASOTA, FL - $949,900

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,709 SQFT
  • 27 DOM
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Bank Owned... Located In Highly Desirable Bay Island Subdivision The Gateway To Siesta Key... This 4 Bedroom 4 Bath Is Located Within The City Limits Sarasota With Allow Short Term Rentals. Upgrades Include A Metal Roof With Solar Panels, Crown Mo...

Image 19: A4697653

4034 Roberts Point Road, SARASOTA, FL - $8,500,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 5,095 SQFT
  • 30 DOM
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A Rare Offering On The Exclusive Enclave Of Roberts Point Road, This Fully Remodeled In 2023 Waterfront Estate Embodies Refined Coastal Luxury, Encompassing 5,458 Square Feet With 5 Bedrooms, 4 Full Bathrooms, And 1 Half Bath. Showcasing Water Fro...

Image 20: A4694017

8132 Sanderling Road, SARASOTA, FL - $15,900,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 8,209 SQFT
  • 30 DOM
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Inspired By The Timeless Grandeur Of Louisiana's Legendary Oak Alley Plantation, This Extraordinary Gulf-to-lagoon Estate Is One Of The Most Architecturally Distinctive Residences On Siesta Key. Positioned On A Rare 1.97-acre Gulf-to-bay Homesite ...

8800 Midnight Pass Road, SARASOTA, FL - $3,690,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,676 SQFT
  • 35 DOM
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With Gulf Sunset Views, And Walkable Private Beach Access, This New Construction Modern Beach House On Siesta Key Mixes A Sought-after Location With Modern Luxury. Experience The Best Of Coastal Living In This Brand-new 4 Bed, 4.5 Bath Home With W...

Image 22: A4692839

8501 Midnight Pass Road, SARASOTA, FL - $29,995,000

Residential, Single Family Residence
  • 6 Beds
  • 10 Baths
  • 12k SQFT
  • 42 DOM
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Set Across Nearly Three Acres Of Pristine Waterfront On Siesta Key, Crystal Waters Is The Most Significant Private Estate In Sarasota—a Once-in-a-generation Offering That Redefines Luxury Living On Florida’s Gulf Coast. With Extraordinary Scale, A...

3942 Hamilton Club Circle 13, SARASOTA, FL - $1,349,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,691 SQFT
  • 45 DOM
View details More Photos Save

Siesta Key, Exclusive Gated Community Of Only 18 Homes With Marina, Pool And Tennis All Within A Private, Lush, Tropical Paradise . Walking Paths Around The Lagoon As Well As The Beautiful Marina Make Hamilton Club A Truly Unique Lifestyle. Inspir...

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 22nd, 2026 at 4:22am 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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Map of Siesta Key

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