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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Siesta Key condos | Siesta Key homes | Siesta Key land

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MLS® Listing Statistics

Total Listings: 103
Average Price: $1,875,115
Highest Price: $14,000,000
Lowest Price: $68,750
Average Size: 2,525 ft²
Average Price Per Square Foot: $710 per ft²

Explore Other Siesta Key Communities

Listings for Sale in Siesta Key FL 34242

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Image 0: A4497462

9000 Blind Pass Road 304b, SARASOTA, FL - $875,000

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 1,411 SQFT
  • 0 DOM
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Investor Alert-high Rental Volumes. Rarely Available 3 Bedroom Direct Beachfront Condo With Weekly Rentals On Siesta Key. Fisherman's Cove Offers On-site Boat Slips- An Ultra Rare Combination Of Beachfront And Boat Access Gross Rentals Range From...

Image 1: A4497243

305 Beach Road 305-1, SARASOTA, FL - $2,350,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,725 SQFT
  • 0 DOM
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Rarely Available - Experience The Very Best Of Siesta Key From This Spectacular Home With Amazing Roof-top Living. Ideally Located Just Across The Street From World Renowned Siesta Beach, Enjoy Some Of The Best Sunset Views Anywhere. This Immacu...

Image 2: A4496579

4027 Roberts Point Road, SARASOTA, FL - $3,295,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,663 SQFT
  • 2 DOM
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Water Water Everywhere! Walk In The House And Don't Be Surprised To See Dolphins Jumping In The Water Adjacent To One Of Two Back Decks. This 3-story House--with An Elevator--is Like Living In A Resort, Complete With An Extended Sea Wall, Boat H...

Image 3: T3300790

8424 Midnight Pass Road, SARASOTA, FL - $3,999,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 5,240 SQFT
  • 2 DOM
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Siesta Key Custom Built Waterfront Home. This 2 Story Modern Home With Basement Sits On 1 Full Flat Acre And Offers 200' (aprox) Of Unobstructed Panoramic Water Views On Widest Part Of Heron Bay. New Upgrades Just Completed In 2020 Include Tile An...

Image 4: A4496173

338 Avenida Milano, SARASOTA, FL - $849,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,316 SQFT
  • 2 DOM
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Beaches!, Boating! & Bistros!! Great Seasonal Getaway Or Investment Located On A Quiet Cul De Sac. This Tropical Paradise In "the Village" Is The Siesta Key Property You Have Been Looking For. Beaches!- You Are A Short Walk To World Famous Siesta...

Image 5: A4496955

1275 Port Lane, SARASOTA, FL - $1,850,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,104 SQFT
  • 5 DOM
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Stunning Bay Views, Great Boating Water And A Relaxed Island Vibe Come Together In This Siesta Key Bayfront Home Showcasing Midcentury Modern Elements. Uniquely Situated At The End Of A Private, Tree-lined Street Towards The Southern End Of Siesta...

Image 6: A4495693

5361 Siesta Court, SARASOTA, FL - $829,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,594 SQFT
  • 6 DOM
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Perfectly Located Siesta Key Home In Desirable Siesta Cove Neighborhood With Quick Access To The #1 Beach In The Usa. Tucked Amongst Lush Florida Landscaping This 3 Bedroom, 2 1/2 Bath Pool Home Will Define True Island Living. The Kitchen Has Gran...

Image 7: A4496408

759 Birdsong Lane, SARASOTA, FL - $945,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,872 SQFT
  • 7 DOM
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Just Minutes From Siesta Key's Quartz Crystal Beach This Charming Home Is The Perfect Place To Truly Experience Island Living, Making Every Day Feel Like You’re On Vacation. Walking In Front Door Of This Seemingly Quaint Home You Are Stunned By S...

Image 8: A4496847

6300 Midnight Pass Road 701, SARASOTA, FL - $979,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,240 SQFT
  • 7 DOM
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This Stunning 7th Floor Unit Boasts Magnificent Southwest Views Of Siesta Key’s Blue Waters And Unforgettable Sunsets. The Unit Has Been Thoughtfully Updated With Beautiful Marble Kitchen Countertops, New Flooring, New Stainless Steel Appliances, ...

Image 9: A4497050

1311 Roberts Bay Lane, SARASOTA, FL - $800,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,002 SQFT
  • 7 DOM
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Privacy In The Middle Of Paradise, What More Could You Want!? A Home You Will Fall In Love With, Custom Designed And Loaded With Charm Is Situated On A Rare Half Acre Of Land On Siesta Key, Perched Between Sarasota Bay, World Famous Siesta Key Bea...

Image 10: W7832492

8977 Midnight Pass Road 519, SARASOTA, FL - $549,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,190 SQFT
  • 7 DOM
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Live The Effortless Island Life Away From Crowds, Enjoying Peaceful Views From This Exceptional Waterfront Residence At Sunrise Cove On The 5th Floor With Gulf And Bay Views. This Upgraded 2 Bedroom/2 Bath Condo Is Perfectly Positioned To Capture ...

1054 Sun N Sea Drive 104d, SARASOTA, FL - $409,000

Residential, Condo - Hotel
  • 2 Beds
  • 2 Baths
  • 800 SQFT
  • 8 DOM
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Excellent Resort Investment Property With Long Term History. The Beach Club At Siesta Key Is Located Just Steps Away From The Sugar Sand Beach That Has Made Siesta Key World-renowned. This Is The Perfect Beach Getaway And A No Hassle Financial Inv...

Image 12: A4496959

513 Givens Street, SARASOTA, FL - $1,850,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,600 SQFT
  • 8 DOM
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Very Comfortable Siesta-style Living Inside And Out, By The Pool And Canal. House Painted, New Ac, Courtyard In Front For Entertaining/relaxed Vibe. Courtyard Area In Front Could Also Be Used For Rv Parking. No Grass Only Seashells Which Is Very ...

Image 13: A4496707

339 Avenida De Paradisio, SARASOTA, FL - $1,400,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,716 SQFT
  • 9 DOM
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Amazing Opportunity On This Waterfront Property Within Walking Distance To Siesta Key Beach And Siesta Village! This Beautiful Single-family Home Is Located In A Quiet Cul De Sac And Has Everything You Need To Enjoy The Florida Lifestyle. The Cana...

Image 14: A4495626

221 Garden Lane, SARASOTA, FL - $1,650,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,692 SQFT
  • 10 DOM
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Whether You Make This Siesta Key Beauty Your Home, Your Winter Get-away Or A Guest Retreat, It Will Be The Perfect Choice. Just A Short Walk To Shell Beach Or Take The Trolley To Siesta Key Village Or To The World Famous #1 Siesta Key Beach. Lush ...

Image 15: A4496035

469 Canal Road 469, SARASOTA, FL - $2,050,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,036 SQFT
  • 10 DOM
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•*´¨siesta Key`*•.¸¸.•weekly Rental•.¸¸.•*´canal Front¨`*•.¸private Dock / Lift¸.•*** •*´beach Views¨`*•.¸private Elevator¸.••.¸1/2 Mile To Village¸.•*´ •*´¨siesta Key Public Beach Access #8 Accross The Street`*•.¸¸.love The Lo...

Image 16: A4495811

5151 Windward Avenue, SARASOTA, FL - $2,950,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,547 SQFT
  • 10 DOM
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Magnificent Canal Front Home On The North End Of Siesta Key. This 2017 Custom Built Arthur Rutenberg Model Has 4 Bedrooms, 5.5 Baths And A Media Room/5th Bedroom. The Enclosed Heated Saltwater Pool/spa And Outdoor Kitchen Overlooks The Private Doc...

Image 17: A4496308

3821 Flamingo Avenue, SARASOTA, FL - $6,900,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 5,806 SQFT
  • 10 DOM
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This Magnificent Estate On 1 ½ Acres On The Open Bayfront Was Originally Built In 1925 By John Tuttle With Heart Pine Floors And First Cut, Clear Cut Cypress On The Beamed Ceiling And Fireplace Surround Of The Magnificent Living Room. This Exquisi...

319 Ogden Street, SARASOTA, FL - $1,295,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,432 SQFT
  • 10 DOM
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Incredible Move-in Ready Home Located On The Coveted North End Of Siesta Key. Explore And Walk Through This Stunning 4 Bedroom, 3 Bathroom Home With The 3d Virtual Tour. This Home Was Completely Rebuilt In 2006/2007 And Has Enjoyed More Recent ...

1200 East Peppertree Lane 602, SARASOTA, FL - $849,900

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,163 SQFT
  • 12 DOM
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Penthouse On Siesta Key! Stunning Views Of Downtown Sarasota And The Intercoastal Bay. Peppertree Is On 16 Tropical Acres From Our Own Private Beach To The Bay. It Is Centrally Located In The Heart Of Siesta Key. This 2 Bedroom 2 Bathroom Condo Ha...

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 April 15th, 2021 at 6:45am 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 $200,000 to over $3,000,000.

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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 $400,000 to over $8,000,000. 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

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