Siesta Key Real Estate

  • Description
  • Listings
  • Map
  • Contact

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.

Search all Listings below or search by property type:
Condos | Single-Family Homes | Lots/Land

… Read More

MLS® Listing Statistics

Total Listings: 315
Average Price: $2,374,658
Highest Price: $26,000,000
Lowest Price: $5,000
Average Size: 2,241 ft²
Average Price Per Square Foot: $865 per ft²

Explore Other Siesta Key Communities

315 Listings for Sale

Map Save this Search
Sort listings by:New Listings First
Image 0: A4702465

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

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,536 SQFT
  • 0 DOM
View details More Photos Save

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 1: A4702107

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

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 797 SQFT
  • 0 DOM
View details More Photos Save

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 2: A4702455

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

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,282 SQFT
  • 1 DOM
View details More Photos Save

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 3: A4702538

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

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,337 SQFT
  • 1 DOM
View details More Photos Save

Welcome To Gulf & Bay, Siesta Key’s Premier Gated Condominium Complex. Located In The Heart Of Siesta Key, Completely Drenched In The Riches Of Beach Living. Your New Condominium Is An End Unit. Light And Bright With Outstanding Storybook Views Of...

Image 4: A4701533

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

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,316 SQFT
  • 2 DOM
View details More Photos Save

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 5: A4702270

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

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 3,222 SQFT
  • 3 DOM
View details More Photos Save

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 6: A4702241

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

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 5,095 SQFT
  • 4 DOM
View details More Photos Save

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...

Image 7: A4702119

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,676 SQFT
  • 5 DOM
View details More Photos Save

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 8: A4701595

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

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,238 SQFT
  • 5 DOM
View details More Photos Save

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...

Image 9: A4701043

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

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,064 SQFT
  • 6 DOM
View details More Photos Save

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...

Image 10: A4700902

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

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,165 SQFT
  • 10 DOM
View details More Photos Save

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 11: A4701519

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

Land, Land
  • 10 DOM
View details More Photos Save

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...

Image 12: A4700263

430 Island Circle, SARASOTA, FL - $2,800,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,205 SQFT
  • 10 DOM
View details More Photos Save

Privately Set On Palm Island In The Heart Of Siesta Key, This Residence Offers An Exceptional Combination Of Generous Living Space, Thoughtful Design And Effortless Access To The Island’s Most Celebrated Destinations. Just A Short Distance From Th...

Image 13: A4699552

3799 Flamingo Avenue, SARASOTA, FL - $17,650,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 8,138 SQFT
  • 10 DOM
View details More Photos Save

Four Seasons Hotel In Bali Or Private Estate? Set On More Than An Acre Of Coveted Waterfront Property Along The Prestigious North End Of Siesta Key, This Extraordinary Balinese-inspired Estate Is A Rare Sanctuary Where Timeless Architecture, Unpar...

Image 14: A4701744

3550 Bayou Louise Lane, SARASOTA, FL - $11,900,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,325 SQFT
  • 10 DOM
View details More Photos Save

Pre-construction. To Be Built. Pre-construction. To Be Built. The Lot Is Also Available As Vacant Land (mls #a4682294) ($6.7m). Introducing The Miller Floorplan Designed By Award Winning Konstant Architecture (plans Complete And Available), A To B...

5125 Sandy Beach Avenue, SARASOTA, FL - $1,295,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,216 SQFT
  • 10 DOM
View details More Photos Save

Island Living Begins Here. Thoughtfully Updated And Meticulously Maintained, This Exceptional 2,216-square-foot, Three-bedroom-plus-studio, Two-bathroom Residence Seamlessly Blends Modern Comforts With Timeless Coastal Appeal In The Heart Of Siest...

Image 16: A4701636

5600 Beach Way Drive 109, SARASOTA, FL - $689,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,282 SQFT
  • 10 DOM
View details More Photos Save

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. Experience The Best Of Siesta Key Living In This Beautifully Renovated First-...

5143 Sandy Beach Avenue, SARASOTA, FL - $1,795,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,244 SQFT
  • 11 DOM
View details More Photos Save

Just Bring Your Wardrobe! Welcome To This Beautifully Updated And Fully Furnished And Equipped 4-bedroom, 3-bath Cottage-style Home In One Of Siesta Key’s Most Sought-after Neighborhoods - Just A Short Stroll To Public Beach Access At Top-rated...

Image 18: A4700379

1280 Dolphin Bay Way 402, SARASOTA, FL - $1,589,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 2,042 SQFT
  • 12 DOM
View details More Photos Save

Welcome To Dolphin Bay, One Of Siesta Key's Premier Waterfront Communities, Where Luxury Coastal Living Meets Breathtaking Scenery. This Beautifully Maintained 2-bedroom, 2-bath Residence Offers 2,217 Square Feet Of Thoughtfully Designed Living Sp...

5830 Midnight Pass Road 43, SARASOTA, FL - $544,900

Residential, Villa
  • 1 Bed
  • 1 Bath
  • 728 SQFT
  • 12 DOM
View details More Photos Save

Welcome To Your Own Slice Of Paradise At Jamaica Royale On World-famous Siesta Key. This Beautifully Updated, Turnkey One-bedroom, One-bath Villa Offers The Convenience Of Ground-floor Living In An All-ground-level Association, Meaning No Stairs A...

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 11th, 2026 at 8:07am 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.

Search Condos by Complex

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!

Map of Siesta Key

Save this Search
Sort listings by:New Listings First
Sort listings by: Price

Ask a Question. We are here to help!

Please provide a valid email address.