Siesta Isles Sarasota

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12 homes for sale

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Nestled on the picturesque Siesta Key in Sarasota, Siesta Isles is an exclusive waterfront community offering an exceptional collection of homes for sale. Siesta Isles is renowned for its luxurious properties, prime location, and the ultimate coastal lifestyle it provides.

If you're in search of your dream home, Siesta Isles offers an impressive selection of homes for sale that cater to various preferences and lifestyles. The Siesta Isles real estate market boasts an array of luxury homes, each offering its own unique charm and style. From contemporary architectural masterpieces to elegant Mediterranean-inspired estates, Siesta Isles has something to suit every taste.

The homes in Siesta Isles are known for their exquisite craftsmanship and attention to detail. Many of the residences feature spacious layouts, high-end finishes, and state-of-the-art amenities, offering an unparalleled living experience. With a range of options, including single-family homes, buyers can find the perfect property to suit their needs.

Siesta Isles Homes For Sale

Reduced

$4,695,000

$4,999,777

MLS#MFRA4656098

5569 Cape Leyte Dr
Sarasota, FL 34242

3

4

3

5,075 SqFt

Pool

Water Front

0.37 Acres

110 Days

$2,299,000

MLS#MFRA4639209

951 Contento St.
Siesta Key, FL 34242

3

4

2

3,564 SqFt

Pool

Water Front

0.27 Acres

242 Days

Reduced

$1,975,000

$2,495,000

MLS#MFRTB8370902

5430 Avenida Del Mare
Sarasota, FL 34242

3

2

2

2,775 SqFt

Pool

0.3 Acres

183 Days

Reduced

$1,695,000

$1,895,000

MLS#MFRA4636955

5560 Shadow Lawn Dr
Sarasota, FL 34242

4

3

2

3,030 SqFt

Pool

Water Front

0.33 Acres

258 Days

Reduced

$1,625,000

$1,725,000

MLS#MFRA4650938

1038 Contento St
Sarasota, FL 34242

3

2

2

2,994 SqFt

Pool

Water Front

0.31 Acres

154 Days

$1,625,000

MLS#MFRA4662406

5215 Cape Leyte Dr
Sarasota, FL 34242

3

3

2

2,739 SqFt

Pool

Water Front

0.35 Acres

45 Days

Reduced

$1,295,000

$1,399,000

MLS#MFRA4649470

5502 Shadow Lawn Dr
Sarasota, FL 34242

3

4

4,504 SqFt

Water Front

0.33 Acres

167 Days

Reduced

$1,199,000

$1,295,000

MLS#MFRA4649500

5432 Cape Leyte Dr
Sarasota, FL 34242

3

2

2

2,174 SqFt

0.34 Acres

167 Days

Reduced

$1,100,000

$1,299,900

MLS#MFRA4653312

643 Calle Del Otono
Sarasota, FL 34242

2

2

829 SqFt

0.08 Acres

137 Days

Under Contract

$1,099,999

$1,500,000

MLS#MFRA4652128

5385 Avenida Del Mare
Sarasota, FL 34242

3

2

2

3,382 SqFt

Pool

0.17 Acres

149 Days

Reduced

$875,000

$995,000

MLS#MFRA4653522

5223 Shadow Lawn Dr
Sarasota, FL 34242

3

2

1

1,459 SqFt

Pool

0.35 Acres

134 Days

Under Contract

$749,900

$795,000

MLS#MFRN6139320

5369 Shadow Lawn Dr
Sarasota, FL 34242

2

2

1,970 SqFt

Pool

0.28 Acres

111 Days

You may also be interested in Siesta Isles in Fort Myers Beach.

12 Active Listings in Siesta Isles

One of the standout features of Siesta Isles is its waterfront location. Many of the homes in the community offer direct access to the sparkling waters of the Gulf of Mexico or the serene canals that wind through Siesta Key. Imagine waking up to breathtaking sunrise views or spending lazy afternoons boating or kayaking right from your backyard.

Siesta Isles is a haven for those seeking a luxurious coastal lifestyle. The community provides a tranquil and private atmosphere, allowing residents to immerse themselves in the natural beauty that surrounds them. The peaceful ambiance, combined with the convenience of being just minutes away from the world-famous Siesta Beach, makes Siesta Isles a highly desirable place to call home.

Living in Siesta Isles means being part of a close-knit community where neighbors become friends. The community offers a range of amenities, including private beach access, tennis courts, and scenic walking paths, providing residents with opportunities for leisure and relaxation. Whether you prefer lounging on the beach, socializing with neighbors, or exploring the vibrant nearby dining and shopping options, Siesta Isles caters to your every desire.

Siesta Isles is not only a sought-after destination for homeowners but also a smart investment opportunity. The combination of its prime waterfront location, luxurious homes, and the allure of Siesta Key's white sandy beaches ensures that Siesta Isles real estate remains highly coveted.

In conclusion, Siesta Isles offers an extraordinary opportunity to own a luxury waterfront home on Siesta Key. With its impeccable properties, exclusive community atmosphere, and prime location near the vibrant heart of Sarasota, Siesta Isles is the epitome of coastal living. If you're in search of a single-family home in a breathtaking waterfront setting, explore the homes for sale in Siesta Isles and discover the perfect place to call your own.

Siesta Isles Community Summary

Siesta Isles is a waterfront community of single family homes in Sarasota, Florida, with a range of options priced between $749,900 and $4,695,000. There are currently a total of 12 homes for sale in Siesta Isles. The smallest Siesta Isles home presently available is a two bedroom one bathroom residence that is 829 square feet (725SF Under Air living space), and the largest of the Siesta Isles homes currently on the market has four beds and four baths and is a 5,793 square foot (3,180SF Under Air) residence.

The Siesta Isles HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are three commercial airports that serve Siesta Isles - Sarasota Bradenton International (SRQ), which is nine miles away; Punta Gorda (PGD), which is 42 miles away, and Tampa International (TPA), which is 49 miles away.

Siesta Isles real estate activity on the Sarasota MLS during the past year (as of October 2025) reflects eighteen homes changing hands, with an average asking price of $1,690,722 and an average selling price of $1,555,833. This represents a healthy list-to-sell price ratio of 92% and $485 per square foot. During this period, Siesta Isles homes for sale have taken an average of 87 days to sell.

In addition, there are numerous other communities in Sarasota to choose from, or you may browse all available Sarasota Real Estate, including some new construction opportunities. Homes for sale in Siesta Isles are selling quickly. Set up a new listing alert, and we will notify you immediately when a new waterfront home in Siesta Isles hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Florida real estate needs.

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.