Siesta Key Real Estate

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Overview

Whether you dream of escaping to your own tropical retreat or living full-time near the warm Gulf of Mexico waters, you'll find it's worthy chasing the dream of Siesta Key. Real estate on this barrier island is dotted amid a landscape offering some of the most gorgeous scenery found in the U.S. However, the beach is by far the most popular amenity here. Condos deliver stunning views of the world-class beach which is truly unlike any other.

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Condos | Single-Family Homes | Lots/Land

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MLS® Listing Statistics

Total Listings: 317
Average Price: $2,392,097
Highest Price: $26,000,000
Lowest Price: $5,000
Average Size: 2,244 ft²
Average Price Per Square Foot: $871 per ft²

Explore Other Siesta Key Communities

317 Listings for Sale

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Image 0: A4701740

1275 Port Lane, SARASOTA, FL - $2,799,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,104 SQFT
  • 0 DOM
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It's All About The View. Some Homes Are Defined By Their Architecture. Others By Their Location. This One Is Defined By What You See The Moment You Walk Through The Front Door. Tucked Away At The End Of One Of Siesta Key's Most Private, Tree-lin...

Image 1: A4702254

6006 Midnight Pass Road 60, SARASOTA, FL - $479,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 708 SQFT
  • 0 DOM
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Beautifully Updated One-bedroom Condo On Siesta Key Enjoy The Best Of Island Living In This Beautifully Updated One-bedroom, One-bath Condominium On Siesta Key. This Inviting Unit Has Been Completely Updated And Features All-new Appliances And A ...

Image 2: A4702733

1141 W Peppertree Drive 1141, SARASOTA, FL - $669,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,083 SQFT
  • 0 DOM
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Discover Effortless Siesta Key Living In This Beautifully Updated And Fully Furnished 2-bedroom, 2-bath Condo In The Highly Desirable Peppertree Bay Community. Located On The Gulf Side And Just Steps From The Tennis And Pickleball Courts, Heated P...

Image 3: A4702888

5178 Oakmont Place, SARASOTA, FL - $2,995,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,755 SQFT
  • 0 DOM
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For The Buyer Who Believes The Best Of Siesta Key Is Experienced By Boat, 5178 Oakmont Place Delivers An Exceptional Combination Of Deep-water Canal Frontage, Estate-sized Privacy, Refined Island Living, And Effortless Access To Sarasota Bay. Set ...

Image 4: A4702765

1001 Point Of Rocks Road 310, SARASOTA, FL - $798,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 858 SQFT
  • 0 DOM
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This Spacious And Well-appointed Beachfront Condominium, Located At The Southern End Of Crescent Beach In One Of Siesta Key's Most Desirable Boutique Resort Communities, Offers An Exceptional Coastal Living Experience. Situated On The Third Floor,...

Image 5: A4682070

4046 Higel Avenue, SARASOTA, FL - $15,500,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,468 SQFT
  • 1 DOM
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Experience Private Beachfront Coastal Luxury At This One-of-one Siesta Key Home, Thoughtfully Curated For Comfort, Style, And Entertainment - By Pham Development. Perfectly Positioned Off The Gulf, With Gorgeous Ocean Views Throughout The Rooms - ...

Image 6: A4702649

1187 Lake House Circle C127, SARASOTA, FL - $824,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,352 SQFT
  • 1 DOM
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Experience Effortless Island Living In This Immaculate, Beautifully Renovated 2-bedroom, 2-bath Residence Ideally Situated Directly Across From World-famous Siesta Key Beach. The Bright, Open Interior Features A Stylish Kitchen With Granite Counte...

Image 7: A4702729

5955 Midnight Pass Road 21e, SARASOTA, FL - $729,500

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,980 SQFT
  • 2 DOM
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Sea Club Ii -only Those Looking For A Relaxing, Quiet And Tranquil Get-away With An "old Florida" Feel. Sea Club Ii Has Private Access To Siesta Key Beach Sand And The Gulf Of America, With A 5-minute Walk Down Community Path. This Unit Is On The ...

Image 8: A4702465

604 Norsota Way, SARASOTA, FL - $4,190,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,536 SQFT
  • 3 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...

Image 9: A4702107

5641 Midnight Pass Road 902, SARASOTA, FL - $299,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 797 SQFT
  • 3 DOM
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Discover One Of Siesta Key's Best Values At White Sands Village, Where Island Living Meets Exceptional Affordability. This Beautifully Furnished One-bedroom, One-bath Condominium Is Ideally Located Just Across The Street From World-famous Siesta K...

Image 10: A4702538

5770 Midnight Pass Road 301, SARASOTA, FL - $1,099,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,337 SQFT
  • 3 DOM
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Welcome To Gulf & Bay, Siesta Key’s Premier Gated Condominium Complex. If You Are Looking For A Great Investment Or The Perfect Place To Call Home, Look No Further. Located In The Heart Of Siesta Key, Completely Drenched In The Riches Of Beach Li...

Image 11: A4702455

5600 Beach Way Drive 111, SARASOTA, FL - $689,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,282 SQFT
  • 4 DOM
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Virtually Staged. Some Photos Have Been Virtually Staged To Illustrate The Property's Potential. Furnishings Shown Are For Visualization Purposes Only And Are Not Included In The Sale. Welcome To Beach Way, Where Island Living Begins Just Steps...

Image 12: A4701533

420 Beach Road 508, SARASOTA, FL - $1,300,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,316 SQFT
  • 6 DOM
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Virtually Staged. Rarely Available 5th-floor Residence In Siesta Gulf View’s Coveted 08 Stack. This Exceptional Beach Retreat Showcases An Extended Wrap Balcony With Unobstructed West And South Panoramic Views Of Siesta Key’s White-sand Beaches An...

Image 13: A4702270

104 Avenida Veneccia 171, SARASOTA, FL - $3,990,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 3,222 SQFT
  • 6 DOM
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Exceptional Investment Opportunity Featuring Six Fully Renovated Units Just Steps From The World-famous Shores Of Siesta Key Beach! Currently Operating As An Established Vacation Rental, This Unique Property Offers Six Private One-bedroom, One-bat...

Image 14: A4702241

4034 Roberts Point Road, SARASOTA, FL - $8,190,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 5,095 SQFT
  • 7 DOM
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A Double Waterfront, 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. S...

656 Tropical Circle, SARASOTA, FL - $4,150,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,238 SQFT
  • 8 DOM
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Completed In 2025, This Exceptional Residence Offers A Rare Opportunity To Step Into A Brand-new Partially Furnished Home Without The Wait. As Opportunities To Purchase Newly Built Homes On Siesta Key Become Increasingly Limited, This Home Deliver...

6154 Midnight Pass Road 6-c, SARASOTA, FL - $719,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,064 SQFT
  • 9 DOM
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Welcome To Paradise, Your Own Spot At Siesta Key Beach! Cozy And Well-appointed For A Long Stay Or A Short Time Too. This Villa Has The Larger Square Footage (1064 Sq Ft) In The Casa Blanca Community. The Property Is Part Of The Onsite Rental P...

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,676 SQFT
  • 9 DOM
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With Gulf Sunset Views, And 3-minute 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 Ho...

Image 18: A4700902

4114 Roberts Point Circle, SARASOTA, FL - $1,150,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,165 SQFT
  • 13 DOM
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Set Along A Quiet Bayou In Roberts Point, One Of North Siesta Key’s Most Coveted And Established Neighborhoods, This Well-cared-for Waterfront Residence Offers An Appealing Combination Of Immediate Livability, Flexible Space And Exceptional Future...

Image 19: A4701519

4114 Roberts Point Circle, SARASOTA, FL - $1,150,000

Land, Land
  • 13 DOM
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An Exceptional Opportunity To Create A Custom Waterfront Residence In One Of North Siesta Key’s Most Desirable Neighborhoods. Surrounded By Substantial Luxury Homes, This Property Offers A Peaceful Bayou Setting With Direct Water Access To Sarasot...

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 August 14th, 2026 at 7:08pm EDT.

Siesta Key Description (continued)

Voted "One of the World's Best Beaches" by the Travel Channel, Crescent Beach (the main beach at Siesta Key) possesses some distinctive qualities. As you stroll along the shore, you're sure to notice the sand looks and feels quite different than that of other beaches.

It's not the typical crushed shells or coral. This glistening, powdery-white sand is made of 99% genuine crystal-quartz. Confirmed by Harvard University's geology department, the quartz allows the sand to remain cool even on a scorching summer afternoon. Getting from the beach to your car or waterfront condo is always a leisurely walk rather than a mad dash.

Just imagine waking up to the gentle crashing of waves rather than a blaring alarm and finding that a gorgeous day awaits. What does the day hold? Anything you want! Living in maintenance-free bayfront or beachfront condos guarantees you'll have nothing on your "honey-do" list. Without the hassles of yard work or home upkeep, you're free to explore the key, make friends with a native dolphin, photograph exotic birds or just sit back and take in the show, compliments of Mother Nature. You may opt to rent your condo when it's not in use which will help offset expenses. Currently, prices for condos range from $400,000 to over $4,000,000.

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The Lifestyle

Siesta Key HomeHouses in this area open the door to a lifestyle that's more attitude than routine. Everything about Siesta Key reflects relaxed, fine casual living at its best. As a pedestrian- and bicycle-friendly town, the island is easy to get around. With a quaint oceanfront village in the heart of the area, you can quickly find everything you're looking for.

Meander through the "Village" and you'll encounter an abundance of sidewalk cafes, specialty restaurants, day spas, grocery stores, drugstores, florists and much more. But Siesta Key is more than shops, condos and homes for sale. It's also a fascinating source of natural beauty.

Natural Beauty

With mild highs that range from 70 in the winter to 92 in summer, full-time, vacation and retired residents find the perfect setting for wildlife encounters in the wetlands and woodlands nearby. With inspiring views - including that of the Point of Rocks limestone formation - and excellent snorkeling, nature lovers have plenty to choose from. In addition, outdoor enthusiasts have access to all things water, including extensive boating opportunities, scuba diving, fishing and much more.

If water is your passion, Siesta Key is meant for you. Surrounded by water with the Gulf of Mexico to the west and Sarasota Bay to the east, this area opens its arms wide to those who seek adventure on the waves. Boat lovers have many options with plenty of waterfront homes for sale directly on Sarasota Bay. Almost 50 miles of canals give you enormous possibilities. There are many options for your next waterfront home, including canal-front, bay-front, oceanfront and beachfront property in private neighborhoods, such as the Sanderling Club and Solymar.

The north end of the island is considered by many to be the most desirable because of its prime location. You'll have quick and easy access to the mainland and downtown Sarasota. Homes for sale range from around $700,000 to over $10,000,000. Contact me today and I'll arrange a personal tour of any of the waterfront homes for sale you desire. We have been involved in home sales here for over 30 years.

Neighborhoods on Siesta Key Florida

Find information on neighborhoods below. Looking for a home where you can walk to the Village and beach? For your convenience, we also set up a page exclusively with homes near the Siesta Key Village.

Siesta key beach SunsetWith a population of about 12,000 full time residents and double that with snow birds and tourists, Siesta Key keeps busy throughout the year. Many of the residents live here to enjoy this charming, amicable and resplendent beach. Whether you live here year round or just visiting, everyone can indulge in water activities such as parasailing, snorkeling, jet skiing, boating, fishing, kayaking and many more. For those who want to shop or eat out, the Village offers an eclectic array of possibilities. This hotspot is lined with cafes, casual stores and even has live music. This barrier island has all of the amenities but with a carefree and laid back atmosphere.

More Information & Resources

We help buyers from around the world who are interested Siesta Key properties. Complete the simple form at the bottom of the page to have one of our experienced and friendly agents contact you. We are here to help you with all of your real estate needs!

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