
Siesta Isles is a waterfront development made up of two small man made islands in the center of Siesta Key just north of Siesta Key Beach. Before this real estate was developed, the center of Siesta Key was extremely low and any storm surge would not have the means to recede. Though the canals that surround the community do provide limited access to the Intracoastal Waterway for small watercraft, the primary function of these canals was to provide the earth needed to raise the level of the home sites and to act as a means of drainage for the island in the event of a storm surge.
There are 295 homes in Siesta Isles, many with swimming pools and screened-in lanais. Most of the Siesta Isles homes were built in the 1960’s and 70’s and are primarily Florida Ranch designs that were very popular during that era. Prices for the homes in the community range from $400,000 for the smaller residences to nearly $2 million for the newer and larger homes. The residences located in Siesta Isles can be found on Azure Way, Contento Street, Shadow Lawn Way, Cape Leyte Drive, Idlewild Way, and Cape Aqua Drive.
At the Great International White Sand Beach Challenge held in 1987, Siesta Key Beach was recognized as having the whitest and finest sand in the world. The Siesta Isles homes located on the southern end of the community are within walking distance to this amazing beach, the rest of the homes are within a short bike ride.
Being centrally located, residents of Siesta Isles are close to the best of everything Siesta Key has to offer. From the fine restaurants and beach nightlife found in Siesta Key Village to the amazing white sandy beaches found on the island, Siesta Isles is close to it all. As a result of the “moat” that surrounds these castles, the community is tranquil and extremely safe.
Siesta Isles Real Estate for Sale
Below are all of the current real estate listings available for sale in Siesta Isles.
Please contact me if you would like to schedule a tour of any of the listed properties.
MLS# A3955134 View Property Details Add to Favorites View Map
- 5401 SHADOW LAWN DR
- Price: $450,000
- Zip Code: 34242
- 1539 Square Feet
- Subdivision: SIESTA ISLES UNIT 4
- Bedrooms: 3 Baths: 2
- Have you ever dreamed of living near the best beach in the USA? Don't miss this opportunity to live a short distance from the fine white quartz sand and gentle warm breezes of the Gulf of Mexico. The deed restricted community of SIESTA ISLES is a tr ... Read More
- Listing courtesy of: COLDWELL BANKER RES R E
MLS# A3952567 View Property Details Add to Favorites View Map
- 1031 CONTENTO ST
- Price: $599,000
- Zip Code: 34242
- 1853 Square Feet
- Subdivision: SIESTA ISLES UNIT 8
- Bedrooms: 3 Baths: 2
- Siesta Key canal-front home at a great price, on a quiet cul de sac. ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3952510 View Property Details Add to Favorites View Map
- 5557 SHADOW LAWN DR
- Price: $649,900
- Zip Code: 34242
- 2100 Square Feet
- Subdivision: SIESTA ISLES UNIT 7
- Bedrooms: 3 Baths: 2+
- Take a drive onto Siesta Key and imagine yourself owning a slice of Paradise within walking distance to the #1 beach in the world! If you listen closely this house is calling your name. As you enter through the beautiful marble grand entry way, the ... Read More
- Listing courtesy of: ROSEBAY INTERNATIONAL, INC
MLS# A3950445 View Property Details Add to Favorites View Map
- 5310 CAPE LEYTE DR
- Price: $699,000
- Zip Code: 34242
- 2348 Square Feet
- Subdivision: SIESTA ISLES UNIT 2
- Bedrooms: 3 Baths: 3
- Beautiful home just minutes away from the beach! ... Read More
- Listing courtesy of: RE/MAX ALLIANCE GROUP
MLS# A3956224 View Property Details Add to Favorites View Map
- 5219 CAPE LEYTE DR
- Price: $799,000
- Zip Code: 34242
- 1954 Square Feet
- Subdivision: SIESTA ISLES UNIT 1
- Bedrooms: 3 Baths: 3
- Just a short stroll to the #1 Beach in the USA from this wonderfully maintained and updated Siesta Key home. Surrounded by mature landscaping and nature, this charming home is nestled on a 15947sf (1481.5 m?) premium lot with a beautiful view down th ... Read More
- Listing courtesy of: QUANTUM REALTY SOLUTIONS
MLS# A3952293 View Property Details Add to Favorites View Map
- 5633 CAPE LEYTE DR
- Price: $799,900
- Zip Code: 34242
- 2228 Square Feet
- Subdivision: SIESTA ISLES
- Bedrooms: 4 Baths: 3
- Close to Siesta Beach, extensive dock and lift!! Don't miss this beautiful canal front home that's a block and a half to Siesta Beach and has 101 ft. on the grand canal with an incredible 14,000 lb. boat lift!4 bedrooms and 3 full baths, tastefully ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3940976 View Property Details Add to Favorites View Map
- 816 IDLEWILD WAY
- Price: $824,999
- Zip Code: 34242
- 3481 Square Feet
- Subdivision: SIESTA ISLES UNIT 5
- Bedrooms: 3 Baths: 3
- This distinctive waterfront home represents a unique opportunity to acquire an architecturally significant Mid-Century modern home from the SARASOTA SCHOOL OF ARCHITECTURE situated in a convenient location on Siesta Key. The No.1 Best Beach in the U ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3954618 View Property Details Add to Favorites View Map
- 819 PARADISE WAY
- Price: $939,900
- Zip Code: 34242
- 2505 Square Feet
- Subdivision: SIESTA ISLES
- Bedrooms: 4 Baths: 2+
- A tropical paradise awaits you on world-famous Siesta Key in this meticulously maintained and updated pool home located on the Grand Canal. The wide, circular drive takes you to a large covered entryway with leaded glass inset door, side lights and t ... Read More
- Listing courtesy of: MICHAEL SAUNDERS & COMPANY
MLS# A3955011 View Property Details Add to Favorites View Map
- 800 IDLEWILD WAY
- Price: $1,099,000
- Zip Code: 34242
- 3307 Square Feet
- Subdivision: SIESTA ISLES UNIT 5
- Bedrooms: 3 Baths: 4
- Paradise found just walking distance from the #1 rated beach in the USA, Siesta Key. This 1989 built home has been totally and carefully remodeled. The kitchen with all wood cabinets is truly a cook's kitchen and designed for interaction with family ... Read More
- Listing courtesy of: COLDWELL BANKER RES R E
MLS# A3955526 View Property Details Add to Favorites View Map
- 5353 CAPE LEYTE DR
- Price: $1,299,000
- Zip Code: 34242
- 3000 Square Feet
- Subdivision: SIESTA ISLES UNIT 2
- Bedrooms: 3 Baths: 3
- Waterfront dream on Grand Canal Bay. Lush new tropical landscaping and mature landscaping on over a 15,000 sq foot lot. New wrought iron fence along the side of the property. Complete interior/exterior renovation in 2004, including new kitchen, grani ... Read More
- Listing courtesy of: RE/MAX PLATINUM REALTY
MLS# A3954635 View Property Details Add to Favorites View Map
- 5525 AZURE WAY
- Price: $1,380,000
- Zip Code: 34242
- 3952 Square Feet
- Subdivision: SIESTA ISLES UNIT 6
- Bedrooms: 4 Baths: 4
- This opportunity does not come along very often. Situatied on 2 lots with over 380 ft of seawalled canal front. Room to dock a large boat. Also davits for smaller boat, with water and electric. Just steps from the No #1 beach in the US. This beautif ... Read More
- Listing courtesy of: RE/MAX ALLIANCE GROUP
MLS# A3933012 View Property Details Add to Favorites View Map
- 5415 AZURE WAY
- Price: $1,500,000
- Zip Code: 34242
- 3063 Square Feet
- Subdivision: SIESTA ISLES UNIT 6
- Bedrooms: 3 Baths: 2+
- An incredible home with an incredible location. Casually elegant 3,063 sq ft Siesta Key waterfront home affords wide panoramic views on the Grand Canal's deep boating water and located on a desirable cul-de-sac just 2 blocks to the white sands of Sie ... Read More
- Listing courtesy of: SIGNATURE SOTHEBYS INTERNAT'L











