The Siesta Isles Real Estate Market Report

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John Woodward sells Siesta Key
See the newest MLS listings and community information for SIesta Isles on Siesta Key
See all of the recent sales in Siesta Isles

Below is the up to the minute statistics for Siesta Isles on Siesta Key. Included are relevant properties showing days-on-market and cost per square foot, and our lists are sorted by the most recent listing or sales first. Our data is updated every 15 minutes, so you get the most accurate and timely MLS listings possible. Feel free to check back as often as you like or sign up to have this updated report sent monthly or as frequently as possible. Click the 'sign up' button at the top, and your updated information will be delivered to your inbox.

If you want to sell, check out one of our sales in Siesta Isles. Multiple offers and closing for 98% of asking in a couple of weeks are the results everyone wants. See the video you need to help the out-of-town buyer decide.

Siesta Isle values can vary widely. Not all homes are on canals which can affect weight. Also, homes on the market today may result from a tear-down and feature construction that is current code and has many of the modern features you expect with newer construction.

If you have questions, please feel free to contact us!

Address Beds Baths Living ft2 List Price Cost per ft2 DOM
5451 Shadow Lawn Drive 3 3 2,172 $859,000 $395 19 days
5572 Shadow Lawn Drive 4 5 3,523 $4,795,000 $1,361 54 days
813 Idlewild Way 4 3 4,161 $3,795,000 $912 55 days
814 Paradise Way 4 2 1,996 $1,945,000 $974 144 days
5507 Contento Drive 3 3 1,788 $1,599,999 $894 158 days
734 Canal Road 3 2 1,412 $995,000 $704 188 days
Average: 3.5 3.0 2,508 $2,331,499 $873 103 days
Viewing 1 - 6 of 6
Viewing 1 - 6 of 6
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
927 Contento Street 4 4 3,649 $2,300,000 $630 0 days
5448 Azure Way N/A N/A N/A $1,750,000 Unknown 100 days
951 Contento St. 3 3 2,882 $1,890,000 $655 107 days
Average: 3.5 3.5 3,265 $1,980,000 $643 69 days
Viewing 1 - 3 of 3
Viewing 1 - 3 of 3
Address Beds Baths Living ft2 List Price Sold Price Cost per ft2 DOM Sold Date
5560 Shadow Lawn Drive 4 3 2,124 $1,399,000 $1,350,000 $635 513 days 7/20/26
5569 Shadow Lawn Drive 3 2 2,074 $1,250,000 $1,100,000 $530 35 days 7/8/26
819 Paradise Way 3 3 2,505 $2,295,000 $2,225,000 $888 10 days 6/24/26
822 Paradise Way N/A N/A N/A $1,575,000 $1,575,000 Unknown 3 days 6/10/26
5353 Shadow Lawn Drive 3 2 1,596 $933,000 $933,000 $584 1 day 6/1/26
1002 Glebe Lane 3 2 1,808 $1,095,000 $1,050,000 $580 70 days 5/27/26
5362 Shadow Lawn Drive 3 5 4,294 $4,950,000 $4,490,000 $1,045 163 days 5/19/26
5432 Cape Leyte Drive 3 2 1,659 $1,125,000 $1,010,000 $608 336 days 4/21/26
5502 Shadow Lawn Drive 3 4 2,337 $1,295,000 $1,081,500 $462 261 days 3/27/26
5348 Shadow Lawn Drive 3 3 2,477 $1,795,000 $1,650,000 $666 24 days 3/26/26
5353 Cape Leyte Drive N/A N/A N/A $1,750,000 $1,650,000 Unknown 24 days 2/25/26
5587 Shadow Lawn Drive N/A N/A N/A $749,000 $700,000 Unknown 184 days 1/30/26
5223 Shadow Lawn Drive 3 2 1,459 $829,000 $700,000 $479 161 days 12/22/25
5215 Cape Leyte Drive 3 3 2,027 $1,549,000 $1,400,000 $690 55 days 12/1/25
1038 Contento Street 3 2 2,217 $1,625,000 $1,500,000 $676 169 days 12/1/25
Average: 3.1 2.7 2,138 $1,547,047 $1,416,026 $637 117 days
Viewing 1 - 15 of 19
Viewing 1 - 15 of 19
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