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 164 single-family homes for sale priced from $499,900 to $31,500,000. 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: 164
Average Price: $3,399,605
Highest Price: $31,500,000
Lowest Price: $499,900
Average Size: 3,128 ft²
Average Price Per Square Foot: $971 per ft²

Explore Other Siesta Key Communities

164 Homes for Sale

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Image 0: A4644645

1241 Big Oak Lane, SARASOTA, FL - $2,600,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,848 SQFT
  • 0 DOM
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Welcome To 1241 Big Oak Lane, A Stunning Waterfront Property On One Of Siesta Key’s Most Private And Desirable Streets. Boasting Nearly 200 Feet Of Frontage Directly On The Bay-front Of Sarasota And A Deep Water Canal, This Home Is A Boater’s Drea...

Image 1: A4644708

4941 Commonwealth Drive, SARASOTA, FL - $1,850,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,744 SQFT
  • 0 DOM
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Welcome To Your Tropical Beach House Retreat On Siesta Key! This Stunning 3 Story, 4-bedroom, 4.5-bath Ensuite Key West-style Home Was Built In 2007 By A Local Builder As His Personal Residence, Ensuring Unmatched Craftsmanship And Attention To De...

Image 2: A4642975

3916 North Shell Road, SARASOTA, FL - $4,375,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,087 SQFT
  • 1 DOM
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Prestigious North Siesta Key Beachfront Paradise. Nestled Within An Exclusive Gated Enclave On The Coveted North End Of Siesta Key, This Architectural Masterpiece Stands Just Steps From Beach Access #1, Offering The Ultimate Luxury Island Lifestyl...

Image 3: A4644675

749 Tropical Circle, SARASOTA, FL - $1,675,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,598 SQFT
  • 1 DOM
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Siesta Key Sanctuary – A Coastal Retreat With Modern Luxury. Discover A Private Tropical Paradise In This Contemporary, Renovated Four-bedroom, 2.5-bath Pool Home, Ideally Situated On Nearly Half An Acre In One Of Siesta Key’s Most Sought-after Co...

Image 4: A4643388

1364 Point Crisp Road, SARASOTA, FL - $5,900,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,562 SQFT
  • 4 DOM
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Welcome To 1364 Point Crisp, A Breathtaking Waterfront Home On One Of The Most Private And Interesting Streets On Siesta Key. With Only Seven Homes On This Secluded Section Of Road, You’ll Enjoy Peace, Quiet, And Incredible Views Of Little Sarasot...

Image 5: C7505610

5239 Siesta Cove Drive, SARASOTA, FL - $1,375,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,333 SQFT
  • 7 DOM
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Nestled In The Highly Sought-after Siesta Cove Neighborhood Of Sarasota, 5239 Siesta Cove Drive Is A Stunning Property Offering An Exceptional Blend Of Luxury, Tranquility, And Prime Location. This Beautifully Updated 4-bedroom, 4-bathroom Residen...

Image 6: A4643350

288 Island Circle, SARASOTA, FL - $2,700,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,736 SQFT
  • 7 DOM
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Auction Property. Auction - Seller Offering Property Via Online Auction. Bid Online Beginning Monday, April 14th With A Starting Bid Of $950k. Preview Weekend Begins Friday, April 11th To View This Beautiful Home On Palm Island In The Heart Of S...

6924 Bochi Circle, SARASOTA, FL - $2,950,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,970 SQFT
  • 8 DOM
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Under Construction. **introducing La Linda - A Premier Enclave Of Luxury Living On Siesta Key** Discover La Linda, An Exclusive Collection Of Eight Custom-built, Modern Homes Offering Breathtaking Gulf Views Just Off Ocean Boulevard. Nestled In T...

4903 Commonwealth Drive, SARASOTA, FL - $3,250,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,146 SQFT
  • 9 DOM
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Pre-construction. To Be Built. An Opportunity To Own A Custom Home On Siesta Key Built By Nutter Custom Construction. Limited Time During The Pre-construction Phase To Influence Selections. This Beautifully Designed Coastal Contemporary Home Has 3...

Image 9: A4643447

684 Freeling Drive, SARASOTA, FL - $5,500,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,548 SQFT
  • 9 DOM
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An Extraordinary Chance To Own One Of Sarasota’s Most Coveted Waterfront Homesites, This 29,902-square-foot Parcel Offers An Unparalleled Setting For A Custom Estate On North Siesta Key. With 61 Feet Of Water Frontage Along The Pristine Expanse Of...

7345 Pine Needle Road, SARASOTA, FL - $1,250,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,034 SQFT
  • 11 DOM
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This Is Your Unique Opportunity To Restore A Four-bedroom Home Or Build A Custom Masterpiece—on A Corner Lot—behind The Gates Of The Sanderling Club, The Iconic And Only 24-hour Guard-gated Single-family Home Community On Siesta Key. This Expansiv...

123 Faubel Street, SARASOTA, FL - $1,299,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,359 SQFT
  • 11 DOM
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Stay High And Dry At This Incredible Opportunity On The North End Of World-famous Siesta Key (no Damage From Any Of Sarasota’ Recent Hurricanes). Come To This Property At The End Of A Quiet Dead-end Street And Make It Your Island Getaway Or Use It...

116 Garden Lane, SARASOTA, FL - $2,300,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,971 SQFT
  • 12 DOM
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*modern Luxury, Minimal Upkeep—the Perfect Siesta Key Escape* Luxury Meets Practicality In This Stunning, Low-maintenance Siesta Key Home On The Quiet And Desirable North End. Designed For Modern Lifestyles, This Contemporary Retreat Offers Breath...

Image 13: A4641162

514 Ralph Street, SARASOTA, FL - $1,175,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 1,934 SQFT
  • 12 DOM
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Location And Opportunity...don't Miss This 4 Bedroom, 3 Bath Pool Home That Sits On A Well Positioned Larger Lot With 97 Ft. Of Canal Access. The Home Was Impacted By Hurricane Helene But Has Been Remediated And Is Ready For Renovations, Redesign ...

Image 14: A4641990

3935 North Shell Road, SARASOTA, FL - $17,950,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 5,532 SQFT
  • 13 DOM
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This Listing Includes The Home At 3935 N Shell Rd & The Lot At 0 Solymar Dr (id #0078030037) One Of The Last Gulf Front Buildable Lots On Siesta Key! 197 Linear Feet Of Zero-entry Natural Beach Frontage. Nestled Along The Pristine Gulf Coastline,...

Image 15: A4640849

732 Siesta Drive, SARASOTA, FL - $3,500,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 3,743 SQFT
  • 14 DOM
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Extraordinary Waterfront Property With Expansive Intracoastal Waterway Views Located On The Sought After North End Of Siesta Key. Now Is The Perfect Opportunity To Build Your Dream Waterfront Estate On This Exceptional Almost One-half Acre Lot In ...

Image 16: A4641726

309 Avenida Milano, SARASOTA, FL - $1,400,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,439 SQFT
  • 14 DOM
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Location And Excellence Combined....don't Miss The Opportunity To Own This Stunning 3 Bedroom, 2 Bath Pool Home With 75 Ft. Of Canal Access. The Home Is Located Steps From The Vibrant Village Of Siesta Key And The #1 Beach In The Usa And # 4 In Th...

Image 17: A4642259

4205 Higel Avenue, SARASOTA, FL - $8,000,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 7,003 SQFT
  • 14 DOM
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Palm Beach Meets Siesta Key, A Waterfront Masterpiece. A Stunning Palladian Villa With A Modern Twist, This Gated Waterfront Estate On The Protected Deep Waters Of Cocoanut Bayou Offers An Unparalleled Blend Of Luxury, Elegance And Coastal Serenit...

603 Tremont St, SARASOTA, FL - $4,988,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,996 SQFT
  • 15 DOM
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Perfectly Positioned In The Heart Of Siesta Key, This Masterfully Crafted New Construction Estate By M&j Pham Development Epitomizes Modern Luxury And Architectural Brilliance, Offering 3,996 Square Feet Of Exquisitely Designed Living Space With 4...

Image 19: A4640232

5250 Calle De Rio, SARASOTA, FL - $970,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,000 SQFT
  • 15 DOM
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Location, Location, Location! Just A Short Two-block Stroll From Siesta Key's Vibrant Village, You'll Find Yourself Surrounded By A Delightful Array Of Casual And Fine Dining Restaurants, Lively Shops, And Bars With Nightly Live Music. Yet, This C...

Image 20: A4641791

462 Island Circle, SARASOTA, FL - $1,888,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,670 SQFT
  • 15 DOM
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Beaches, Boating & Bistros. This 3 Bedroom, 3 Bathroom Home Has It All. Beaches: Located On Palm Island, An Island On An Island Only A 2-minute Walk To The World-famous Cool Quartz Sands Of Siesta Beach (beach Access #10). You Can Walk For Miles A...

4940 Peaceable Way, SARASOTA, FL - $3,200,000

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

Image 22: A4640876

940 Siesta Key Place, SARASOTA, FL - $2,200,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,451 SQFT
  • 16 DOM
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Exclusive Waterfront Estate On North Siesta Key. Discover An Unparalleled Waterfront Retreat On The Highly Coveted North Siesta Key, Where Luxury And Tranquility Converge. This Extraordinary Property Boasts Over 300 Feet Of Pristine Water Frontag...

Image 23: A4641428

5169 Sandy Shore Avenue, SARASOTA, FL - $3,500,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,885 SQFT
  • 16 DOM
View details More Photos Save

One Or More Photo(s) Has Been Virtually Staged. Tucked Away On A Quiet Cul-de-sac In One Of Siesta Key’s Most Sought-after Neighborhoods, This Custom-built Waterfront Home By Renowned Luxury Builder Lee Wetherington Is A True Architectural Masterp...

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 15th, 2025 at 10:34pm 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.

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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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