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: 439
Average Price: $2,336,684
Highest Price: $26,000,000
Lowest Price: $10,000
Average Size: 2,153 ft²
Average Price Per Square Foot: $871 per ft²

Explore Other Siesta Key Communities

439 Listings for Sale

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Image 0: A4673730

1260 Dolphin Bay Way 401, SARASOTA, FL - $1,750,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,724 SQFT
  • 0 DOM
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Stunning 3-bedroom, 3-bath Residence On The 4th Floor Of Dolphin Bay, Offering Spectacular Wide-water Views Of The Intracoastal. This End-unit Condo Lives Like A Single-family Home With Its Open, Spacious Layout, Light And Bright Floor Plan, And B...

Image 1: A4678087

6006 Midnight Pass Road 44, SARASOTA, FL - $925,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 840 SQFT
  • 0 DOM
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Welcome To Your Siesta Key Beach Escape At 6006 Midnight Pass Rd, Unit 44! This Charming, Fully Furnished 2-bedroom Condo Places You Steps From The World-famous Powdery White Sands And Turquoise Waters Of Siesta Key Beach. Enjoy Direct Private Bea...

Image 2: A4678408

8750 Midnight Pass Road 102, SARASOTA, FL - $489,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 800 SQFT
  • 0 DOM
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Siesta Key Dream Condo Located Directly On The Gulf Of Mexico, Offering Deeded Beach Access And Boat Slip Availability On The Intracoastal Waterway Just Across The Street. This Inviting One-bedroom Residence Features Quartzite Countertops In Both ...

Image 3: A4678257

1166 W Peppertree Drive 112d, SARASOTA, FL - $725,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,120 SQFT
  • 0 DOM
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Located On Siesta Key, This Updated First-floor 2-bedroom, 2-bath Condo At 1166 W Peppertree Drive Offers An Excellent Combination Of Coastal Living And Rental Potential. Just Steps From The World-famous Siesta Key Beach, Residents Enjoy Easy Acce...

Image 4: A4678274

5300 Ocean Boulevard 202, SARASOTA, FL - $1,150,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,372 SQFT
  • 0 DOM
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Step Inside And Unwind In This Updated, Turnkey Luxury Condominium Offering Breathtaking Views Of The #1 Beach In The Country. This Is A Rare Opportunity To Own A Condominium In The Vibrant Heart Of Siesta Key, Just Steps From The World-famous Qua...

Image 5: A4677695

1055 W Peppertree Drive 102aa, SARASOTA, FL - $925,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,163 SQFT
  • 1 DOM
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Rare Opportunity To Own One Of The Most Resilient And Desirable Residences On Siesta Key! This 2-bedroom, 2-bath Condominium Offers 1,163 Square Feet Of Living Space (1,462 Gross Square Feet) And Is Ideally Positioned On The West Side Of The ...

Image 6: A4676938

6342 Midnight Pass Road 423, SARASOTA, FL - $1,300,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,214 SQFT
  • 1 DOM
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Experience Effortless Beachfront Living From This Turnkey-furnished, Second-floor Condominium With Elevator Access And Sweeping Views Of The Turquoise Waters Of The Gulf Of Mexico And The Newly Updated Pool Area. Enjoy Morning Coffee To The Sound ...

Image 7: A4676052

7152 Point Of Rocks Circle, SARASOTA, FL - $6,750,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 4,561 SQFT
  • 1 DOM
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Commanding A Dramatic Gulf-front Position Atop Point Of Rocks, This Extraordinary Coastal Compound Offers A Front-row Seat To Sweeping 180° Panoramic Views And Unforgettable Sunsets Over The Gulf Of Mexico. Built To The Highest Florida Green Build...

Image 8: A4677634

752 Tropical Circle, SARASOTA, FL - $875,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,860 SQFT
  • 2 DOM
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Located On Siesta Key, 752 Tropical Circle Offers Relaxed Island Living In A Private, Palm-filled Setting Just Minutes From The Beach. Framed By Mature Greenery And Tropical Landscaping, This Coastal-style Pool Home Feels Tucked Away While Still C...

Image 9: A4677925

1214 Sea Plume Way, SARASOTA, FL - $1,999,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,681 SQFT
  • 2 DOM
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Welcome To 1214 Sea Plume Way, A Casual And Expansive Waterfront Residence Near South Siesta Key Village. Encompassing 3,681 Interior Square Feet And 6,751 Total Square Feet, This Three-bedroom, Three-bath Home Offers Seamless Access To Sarasota B...

Image 10: A4677852

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

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,353 SQFT
  • 2 DOM
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Pre-construction. To Be Built. Discover An Extraordinary Opportunity Of An Expansive Double-lot On North Siesta Key With This New Construction, Transitional Modern-style Luxury Home By Pham Development. Nestled On An Expansive 170 Feet Of Deep Wat...

Image 11: A4677763

6005 Midnight Pass Road N4, SARASOTA, FL - $799,999

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,400 SQFT
  • 2 DOM
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Perfect Snowbird Getaway! Mid Siesta Key, Highly Sought After, Free-standing Villa With It’s Own Private Courtyard Front, Side And Rear. Maintenance Free Condo Lifestyle That Feels Like A Single Family Home. Situated In Provincial Gardens On A...

Image 12: A4677773

915 Seaside Drive 511, Weeks 16-17, SARASOTA, FL - $60,000

Residential, Condominium
  • 4 Beds
  • 4 Baths
  • 2,625 SQFT
  • 3 DOM
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Fractional Ownership. Experience Elevated Beachfront Living With This Deluxe, Guaranteed Gulf View, Spring (april) Fractional Ownership Opportunity—offering One-sixteenth Ownership On Siesta Key Beach, Consistently Ranked As America’s #1 Beach. Th...

Image 13: A4677740

5353 Cape Leyte Drive, SARASOTA, FL - $1,995,000

Build Your Dream Home On This Stunning Deep Waterfront Cleared 15000 Sqft Lot On Siesta Keys Grand Canal. 10,000 Lbs Boat Lift Already In Place And Room For A Second Boat Or Water Toys. Located On A Quiet Cul-de-sac, 154 Feet Of Water Frontage Wi...

Image 14: A4676582

8977 S Midnight Pass Road S 222, SARASOTA, FL - $589,900

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,093 SQFT
  • 3 DOM
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Luxury Waterfront Living Spectacular Views, Resort-style Amenities Wake To Breathtaking Sunrises Over Little Sarasota Bay And The Intracoastal Waterway. This Fully Remodeled And Furnished 2-bedroom, 2-bath Condo Offers 1,093 Square Feet Of ...

Image 15: A4676221

1163 Coquille Street 207, SARASOTA, FL - $1,065,000

Residential, Townhouse
  • 2 Beds
  • 2 Baths
  • 1,760 SQFT
  • 3 DOM
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Tucked Within A Charming Gulf-side Community Of Just 27 Residences, This Unique And Rarely Available Townhouse On Siesta Key Is In Model Condition And Offers Private Access To One Of The Most Celebrated Beaches In The Country. With 1,760 Square Fe...

Image 16: A4676979

6204 Midnight Pass Road 205, SARASOTA, FL - $779,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,173 SQFT
  • 5 DOM
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Welcome To Your Slice Of Paradise At Siesta Dunes Beach Community. This Beautifully Maintained 2-bedroom, 2-bath End-unit Is Located On The Second Floor And Is Offered Turnkey Furnished, Making It Ideal As A Vacation Getaway, Investment Property, ...

Image 17: A4677414

5855 Midnight Pass Road 327, SARASOTA, FL - $669,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,165 SQFT
  • 5 DOM
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Experience The Ultimate In Coastal Living At Harbor Towers Yacht & Racquet Club-- A Resort-style Waterfront Community On Siesta Key. This Two-bedroom, Two-bathroom West-facing Condo Offers Breathtaking Gulf Views And Has Been Thoughtfully Upgraded...

Image 18: A4677134

5880 Midnight Pass Road 710, SARASOTA, FL - $1,695,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,713 SQFT
  • 5 DOM
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Wake Each Morning To The Soothing Rhythm Of The Sea In This Stunning Gulf-front Condominium, Where Glorious, Unobstructed Views Sweep Across Lushly Manicured Grounds, The Shimmering Pool, Powder-soft Beach, And The Sparkling Waters Of The Gulf. Th...

Image 19: A4653716

35 Sandy Cove Road 2a, SARASOTA, FL - $1,100,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,254 SQFT
  • 5 DOM
View details More Photos Save

Sandy Cove – Mid-century Modern Gulf Front Paradise: Period-preserved Mid-century Architecture Meets Breathtaking Gulf Front Water Views In This Exceptional Siesta Key Residence. Located In Sandy Cove, A Hidden Gem And Distinguished 1970s Developm...

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 January 15th, 2026 at 5:10pm EST.

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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