Siesta Isles Homes

How would you like to live on “Contento Drive”?  That’s just one of the streets that aptly describes the Siesta Isles neighborhood on Siesta Key. Within easy walking or biking distance of the famous award-winning crystal sands of Crescent Beach, this deed-restricted neighborhood offers homes that range in price from $450,000 to just over $1 million.  With almost four miles of canals, most homes offer private boat dockage, perfect for easy, breezy days on the water.  The neighborhood is actually built on two islands within the key, accessible by Contento Drive and Azure Way. Many homes here have been remodeled to reflect a contemporary and elegant island style, with some homes being rebuilt completely.  Within easy biking distance to Siesta Village or a short drive to all that the Sarasota mainland offers, if you are looking for a stylish island lifestyle, consider Siesta Isles for your new address.

Siesta Isles Homes for Sale

All Listings$400,000 - $500,000$500,000 - $600,000
$600,000 - $700,000$700,000 - $800,000$800,000 - $900,000
$900,000 - $1,000,000Over $1,000,000
11 Properties Found. Showing Page 1 of 2
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An Incredible Home With An Incredible Location....

$1,500,000
3 br, 3 ba, 3,063 ft² Siesta Isles Unit 6 Days on Market: 596
Price:
$1,500,000
City:
Sarasota
Beds:
3
Baths:
3
Subdivision:
Siesta Isles Unit 6
MLS® #:
A3933012
Days on Market:
596
Premier Sotheby's Intl. Realty
Provider:
Premier Sotheby's Intl. Realty

An Incredible Home With An Incredible Location. Casually Elegant 3,063 Sq Ft Siesta Key Waterfron...

Sarasota, FL Real Estate: Residential Property for Sale in SIESTA ISLES UNIT 6

Waterfront Dream On Grand Canal Bay. Lush New T...

$1,299,000
3 br, 3 ba, 3,000 ft² Siesta Isles Unit 2 Days on Market: 107
Price:
$1,299,000
City:
Sarasota
Beds:
3
Baths:
3
Subdivision:
Siesta Isles Unit 2
MLS® #:
A3955526
Days on Market:
107
Re/max Platinum Realty
Provider:
Re/max Platinum Realty

Waterfront Dream On Grand Canal Bay. Lush New Tropical Landscaping And Mature Landscaping On Over...

MLS®# A3955526: Sarasota Residential Real Estate for Sale at 5353 Cape Leyte Dr in SIESTA ISLES UNIT 2

A Tropical Paradise Awaits You On World-famous ...

$919,999
4 br, 3 ba, 2,505 ft² Siesta Isles Days on Market: 125
Price:
$919,999
City:
Sarasota
Beds:
4
Baths:
3
Subdivision:
Siesta Isles
MLS® #:
A3954618
Days on Market:
125
Michael Saunders & Company
Provider:
Michael Saunders & Company

A Tropical Paradise Awaits You On World-famous Siesta Key In This Meticulously Maintained And Upd...

MLS®# A3954618: Sarasota Residential Real Estate for Sale at 819 Paradise Way in SIESTA ISLES

Spectacular Long Canal Views Make This Home The...

$895,900
3 br, 3 ba, 1,977 ft² Siesta Isles Days on Market: 57
Price:
$895,900
City:
Sarasota
Beds:
3
Baths:
3
Subdivision:
Siesta Isles
MLS® #:
A3958087
Days on Market:
57
Michael Saunders & Company
Provider:
Michael Saunders & Company

Spectacular Long Canal Views Make This Home The Best Choice On Siesta Key. Located In Siesta Isl...

MLS®# A3958087: Sarasota Residential Real Estate for Sale at 5232 Shadow Lawn Dr in SIESTA ISLES

The Best Of The Beach And Boating. Situated On ...

$849,900
3 br, 2 ba, 2,201 ft² Siesta Isles Unit 8 Days on Market: 28
Price:
$849,900
City:
Sarasota
Beds:
3
Baths:
2
Subdivision:
Siesta Isles Unit 8
MLS® #:
A3959437
Days on Market:
28
Michael Saunders & Company
Provider:
Michael Saunders & Company

The Best Of The Beach And Boating. Situated On A Cul De Sac This Home Is Less Than 2 Miles To Si...

MLS®# A3959437: Sarasota Residential Real Estate for Sale at 1038 Contento St in SIESTA ISLES UNIT 8

Close To Siesta Beach, Extensive Dock And Lift!...

$787,000
4 br, 3 ba, 2,228 ft² Siesta Isles Days on Market: 177
Price:
$787,000
City:
Sarasota
Beds:
4
Baths:
3
Subdivision:
Siesta Isles
MLS® #:
A3952293
Days on Market:
177
Michael Saunders & Company
Provider:
Michael Saunders & Company

Close To Siesta Beach, Extensive Dock And Lift!! Don't Miss This Beautiful Canal Front Home That...

MLS®# A3952293: Sarasota Residential Real Estate for Sale at 5633 Cape Leyte Dr in SIESTA ISLES

Just A Short Stroll To The #1 Beach In The Usa ...

$749,000
3 br, 3 ba, 1,954 ft² Siesta Isles Unit 1 Days on Market: 93
Price:
$749,000
City:
Sarasota
Beds:
3
Baths:
3
Subdivision:
Siesta Isles Unit 1
MLS® #:
A3956224
Days on Market:
93
Quantum Realty Solutions
Provider:
Quantum Realty Solutions

Just A Short Stroll To The #1 Beach In The Usa From This Wonderfully Maintained And Updated Siest...

MLS®# A3956224: Sarasota Residential Real Estate for Sale at 5219 Cape Leyte Dr in SIESTA ISLES UNIT 1

Take A Drive Onto Siesta Key And Imagine Yourse...

$639,900
3 br, 3 ba, 2,100 ft² Siesta Isles Unit 7 Days on Market: 175
Price:
$639,900
City:
Sarasota
Beds:
3
Baths:
3
Subdivision:
Siesta Isles Unit 7
MLS® #:
A3952510
Days on Market:
175
Rosebay International, Inc
Provider:
Rosebay International, Inc

Take A Drive Onto Siesta Key And Imagine Yourself Owning A Slice Of Paradise Within Walking Dista...

MLS®# A3952510: Sarasota Residential Real Estate for Sale at 5557 Shadow Lawn Dr in SIESTA ISLES UNIT 7

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Need more information about Sarasota Real Estate?

Contact Jaime Carrion today at 941-928-8892 if you need additional information on any of the properties listed above or with any questions you may have. Search Sarasota MLS listings for homes or condos in other Sarasota communities.

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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.

Listing information last updated on May 23rd, 2012 at 12:55pm EDT.