Siesta Key Luxury Homes for Sale
Every luxury home currently for sale in Siesta Key — pulled live from the Stellar MLS and updated continuously. Pair this with the free Siesta Key market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
24+ Luxury Homes in Siesta Key
$3,690,000
8800 Midnight Pass Rd
Sarasota, FL 34242
4 bd · 5 ba · 3,676 sqft
Tortoise Estates
MLS ID #A4707232, PHAM REALTY GROUP LLC.
Listing provided by Stellar MLS
$3,995,000
1035 Seaside Dr #502
Sarasota, FL 34242
4 bd · 3 ba · 2,385 sqft
Ten35 Seaside
MLS ID #A4704110, PREMIER SOTHEBY'S INTERNATIONAL REALTY.
Listing provided by Stellar MLS
$2,795,000
5178 Oakmont Pl
Sarasota, FL 34242
3 bd · 3 ba · 2,755 sqft
Siesta Beach
MLS ID #A4702888, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
$2,190,000
6512 Midnight Pass Rd #303
Sarasota, FL 34242
3 bd · 2 ba · 1,763 sqft
Crescent Siesta Key
MLS ID #A4652317, PREMIER SOTHEBY'S INTERNATIONAL REALTY.
Listing provided by Stellar MLS
$2,350,000
5331 Siesta Cove Dr
Sarasota, FL 34242
3 bd · 4 ba · 3,795 sqft
Siesta Cove Sub
MLS ID #A4628363, LOKATION.
Listing provided by Stellar MLS
$1,199,000
5740 Midnight Pass Rd #307
Sarasota, FL 34242
2 bd · 2 ba · 1,466 sqft
Gulf & Bay Club Ph 6
MLS ID #A4680695, WATERSIDE REALTY LLC.
Listing provided by Stellar MLS
$1,300,000
420 Beach Rd #508
Sarasota, FL 34242
2 bd · 2 ba · 1,316 sqft
Siesta Gulf View
MLS ID #A4701533, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$2,350,000
7345 Pine Needle Rd
Sarasota, FL 34242
4 bd · 4 ba · 2,977 sqft
Sanderling Club
MLS ID #A4690626, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$2,199,000
4708 Ocean Blvd #E4
Sarasota, FL 34242
3 bd · 3 ba · 2,277 sqft
Windward Passage
MLS ID #A4707998, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$26,000,000
7366 Point Of Rocks Rd
Sarasota, FL 34242
5 bd · 7 ba · 10,600 sqft
Siesta Key
MLS ID #A4673754, DOUGLAS ELLIMAN.
Listing provided by Stellar MLS
$1,850,000
5880 Midnight Pass Rd #907
Sarasota, FL 34242
3 bd · 2 ba · 2,165 sqft
Casarina
MLS ID #A4694262, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$2,250,000
6140 Midnight Pass Rd #904
Sarasota, FL 34242
2 bd · 2 ba · 1,940 sqft
Horizons West
MLS ID #A4682903, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$4,295,000
3920 Roberts Point Rd
Sarasota, FL 34242
4 bd · 5 ba · 2,780 sqft
Siesta Rev Of
MLS ID #A4706874, PREFERRED SHORE LLC.
Listing provided by Stellar MLS
$4,699,000
1140 Seaside Dr #301 & Penthouse
Siesta Key, FL 34242
6 bd · 5 ba · 4,015 sqft
Beach House Residences
MLS ID #A4677378, PREMIER SOTHEBY'S INTERNATIONAL REALTY.
Listing provided by Stellar MLS
$1,400,000
8302 Midnight Pass Rd
Sarasota, FL 34242
4 bd · 2 ba · 1,659 sqft
Ocean View
MLS ID #A4707555, WILLIAM RAVEIS - FLORIDA LLC.
Listing provided by Stellar MLS
$2,349,000
4508 Woodside Rd
Sarasota, FL 34242
3 bd · 2 ba · 2,341 sqft
Siestas Bayside Waterside Wood
MLS ID #A4674684, KELLER WILLIAMS ON THE WATER S.
Listing provided by Stellar MLS
$1,800,000
3515 La Paloma Ave
Sarasota, FL 34242
5 bd · 3 ba · 2,233 sqft
Siesta Rev Of
MLS ID #A4689037, KELLER WILLIAMS ON THE WATER S.
Listing provided by Stellar MLS
$3,400,000
8008 Midnight Pass Rd
Sarasota, FL 34242
5 bd · 5 ba · 4,190 sqft
Mira Mar Sub
MLS ID #A4672889, EXP REALTY LLC.
Listing provided by Stellar MLS
$3,400,000
70 Island Cir
Sarasota, FL 34242
5 bd · 4 ba · 3,457 sqft
Sarasota Beach
MLS ID #A4700218, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$2,900,000
3913 Roberts Point Rd
Sarasota, FL 34242
4 bd · 5 ba · 2,793 sqft
Bay Island
MLS ID #A4705453, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$1,495,000
7340 Pine Needle Rd
Sarasota, FL 34242
0.8 acres
Sanderling Club
MLS ID #A4693329, COMPASS FLORIDA LLC.
Listing provided by Stellar MLS
$1,450,000
6796 Sarasea Cir #3
Sarasota, FL 34242
3 bd · 3 ba · 2,223 sqft
Sandy Toes Twnhs
MLS ID #A4704946, KELLER WILLIAMS ON THE WATER S.
Listing provided by Stellar MLS
$4,500,000
1142 Windsong Ln #B
Sarasota, FL 34242
5 bd · 7 ba · 3,891 sqft
1142 Windsong Lane Land Condo
MLS ID #A4696657, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
$4,500,000
1142 Windsong Ln #A
Sarasota, FL 34242
5 bd · 7 ba · 3,891 sqft
1140 Windsong Lane Land Condo
MLS ID #A4696648, MICHAEL SAUNDERS & COMPANY.
Listing provided by Stellar MLS
More Siesta Key Homes for Sale
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 2, 2026 at 4:05 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA