Below you can view all the homes for sale in the Siesta Isles subdivision located in Sarasota Florida. Listings in Siesta Isles are updated daily from data we receive from the Tampa multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Siesta Isles, give us a call at 813-335-0328.

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Siesta Isles Sarasota Florida Homes For Sale

Siesta Isles For Sale $2,399,000

Beautiful two-story home with lush landscaping, large driveway and an attached two-car garage at 815 Paradise Way, Sarasota, FL 34242
Beautiful two-story home with lush landscaping, large driveway and an attached two-car garage at 815 Paradise Way, Sarasota, FL 34242
Charming home surrounded by mature trees and landscaped yard at 815 Paradise Way, Sarasota, FL 34242
On Market Today
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3677

  • Year Built

    1961

  • $/SqFt

    $652

The backyard is fully fenced for pets and the home did not have any water intrusion during hurricanes and sits at 8 ft elevation per the elevation certificate. COMMUNITY REALTY ASSOCIATES.

Siesta Isles For Sale $3,995,000

Contemporary two-story home showcasing a pristine white exterior with dark window frames at 927 Contento St, Sarasota, FL 34242
Waterfront home with a dock, boat lift, and pool under construction at 927 Contento St, Sarasota, FL 34242
Stunning waterfront property featuring a private dock and a pool under construction at 927 Contento St, Sarasota, FL 34242
On Market For 8 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3649

  • Year Built

    2024

  • $/SqFt

    $1,095

Photo renderings are for illustration purposes only and should not be used as representation of the home's precise or actual features. Call today for more information. PREFERRED SHORE LLC.

Siesta Isles For Sale $2,750,000

Two-story home with tile roof, landscaped yard, and driveway at 5376 Shadow Lawn Dr, Sarasota, FL 34242
Inviting pool area with lounge chairs and spa at 5376 Shadow Lawn Dr, Sarasota, FL 34242
Covered patio with fire pit table and seating at 5376 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 19 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3721

  • Year Built

    1964

  • $/SqFt

    $739

Move in today and start enjoying paradise! BERKSHIRE HATHAWAY HOMESERVICE.

Siesta Isles For Sale $1,475,000

Relaxing patio with brick pavers and outdoor dining furniture at 5402 Shadow Lawn Dr, Sarasota, FL 34242
Bright, single-story home with a spacious driveway at 5402 Shadow Lawn Dr, Sarasota, FL 34242
Waterfront backyard with gazebo, patio furniture, and canal access at 5402 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 19 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1886

  • Year Built

    1962

  • $/SqFt

    $782

Room for POOL and BOAT LIFT. BERKSHIRE HATHAWAY HOMESERVICE.

Siesta Isles For Sale $1,265,000

Reduced By $60,000

Mid-century modern home with carport and large yard at 5602 Cape Leyte Dr, Sarasota, FL 34242
Ranch style home with mature landscaping at 5602 Cape Leyte Dr, Sarasota, FL 34242
House exterior showcasing tropical landscaping at 5602 Cape Leyte Dr, Sarasota, FL 34242
On Market For 21 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2111

  • Year Built

    1960

  • $/SqFt

    $599

A rare opportunity to own prime real estate in this highly sought-after area! PREMIER SOTHEBYS INTL REALTY.

Siesta Isles For Sale $1,895,000

Inviting screened pool area with turquoise water, patio furniture, and a beautiful sunset at 5560 Shadow Lawn Dr, Sarasota, FL 34242
Charming single-story home with stone accents and well-manicured lawn at 5560 Shadow Lawn Dr, Sarasota, FL 34242
Bird's eye view of a single-story house on a canal at 5560 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 29 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2124

  • Year Built

    1970

  • $/SqFt

    $892

Whether seeking a serene retreat or a lively lifestyle, this Siesta Key gem has it all. PREMIER SOTHEBYS INTL REALTY.

Siesta Isles For Sale $1,195,000

Brick paver driveway leads to a ranch style home with carport at 5353 Shadow Lawn Dr, Sarasota, FL 34242
Aerial view showing home, pool, and lush landscaping at 5353 Shadow Lawn Dr, Sarasota, FL 34242
Aerial view showcasing the property's location near water at 5353 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 39 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1596

  • Year Built

    1960

  • $/SqFt

    $749

Schedule a showing today to the one-of-a-kind listing that you could call HOME! IRONGATE REALTY INC.

Siesta Isles For Sale $2,200,000

Welcoming foyer with a light blue door, decorative rug, and unique art pieces at 5576 Contento Dr, Sarasota, FL 34242
Bright kitchen with white cabinets, stainless steel appliances, and a cozy dining area at 5576 Contento Dr, Sarasota, FL 34242
Updated kitchen featuring white shaker cabinets, stainless steel appliances, and a dining table at 5576 Contento Dr, Sarasota, FL 34242
On Market For 64 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1921

  • Year Built

    1968

  • $/SqFt

    $1,145

Providing the perfect balance of island living and a leisure lifestyle. PREMIER SOTHEBYS INTL REALTY.

Siesta Isles Pended $1,150,000

Reduced By $100,000

Aerial view of condo building and single Gathering home by the beach at 5624 Cape Leyte Dr, Sarasota, FL 34242
Aerial view of single Gathering home with ocean view at 5624 Cape Leyte Dr, Sarasota, FL 34242
Aerial view of single Gathering home with ocean view at 5624 Cape Leyte Dr, Sarasota, FL 34242
On Market For 96 Days
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2550

  • Year Built

    1963

  • $/SqFt

    $451

Flood water entered the home. Current home had water intrusion. SILVER PALM REALTY.

Siesta Isles For Sale $2,195,000

Reduced By $255,000

Two-story waterfront home with brick driveway and garage at 5531 Contento Dr, Sarasota, FL 34242
Bird's eye view of waterfront home with private pool at 5531 Contento Dr, Sarasota, FL 34242
Living room with contemporary furniture and access to patio at 5531 Contento Dr, Sarasota, FL 34242
On Market For 198 Days
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3653

  • Year Built

    1966

  • $/SqFt

    $601

Storms caused only minor exterior damage with a skim of wind-blown water in garage. MICHAEL SAUNDERS & COMPANY.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 813-335-0328 and speak with one of our real estate consultants.

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