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 813-527-9259.

9 Results

Siesta Isles Sarasota Florida Homes For Sale

Siesta Isles For Sale $1,700,000

Charming single-story home featuring a brick driveway and beautiful landscaping with mature palm trees at 1014 Contento St, Sarasota, FL 34242
View Details 58 Photos
Inviting single-story home featuring manicured landscaping, a brick driveway, and mature tropical palm trees at 1014 Contento St, Sarasota, FL 34242
Inviting single-story home with manicured landscaping, mature tropical palm trees, and a well-kept lawn at 1014 Contento St, Sarasota, FL 34242
Charming entryway with a brick walkway, lush landscaping, and a bright green front door and white shutters at 1014 Contento St, Sarasota, FL 34242
On Market For 2 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2397

  • Year Built

    1969

  • $/SqFt

    $709

This is a solid home waiting for someone to update and begin creating memories. Schedule your showing today. PREMIER SOTHEBYS INTL REALTY.

Siesta Isles For Sale $1,399,000

Charming home with a gravel driveway and mature landscaping offering a serene setting at 5502 Shadow Lawn Dr, Sarasota, FL 34242
View Details 30 Photos
Spacious driveway leading to a unique home design with ample parking at 5502 Shadow Lawn Dr, Sarasota, FL 34242
Aerial view of a waterfront home with lush greenery and canal access at 5502 Shadow Lawn Dr, Sarasota, FL 34242
A waterfront property with a dock and lush landscaping, perfect for relaxation at 5502 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 8 Days

  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    2337

  • Year Built

    1961

  • $/SqFt

    $599

The current home experienced some water intrusion during Hurricane Helene (but not Milton). PREFERRED SHORE LLC.

Siesta Isles For Sale $1,195,000

Charming brick and siding home featuring a large, paved driveway and a well-manicured front yard at 5525 Shadow Lawn Dr, Sarasota, FL 34242
View Details 58 Photos
Attractive brick and siding home with a beautiful paved driveway and a tropical landscaped front yard at 5525 Shadow Lawn Dr, Sarasota, FL 34242
This beautiful home has a brick and siding exterior, paved driveway, and well-maintained landscaping at 5525 Shadow Lawn Dr, Sarasota, FL 34242
Bright living room featuring tile floors, large windows, and a mirrored wall for an open and airy feel at 5525 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 65 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1644

  • Year Built

    1964

  • $/SqFt

    $727

Rentals are allowed with one month minimum. Make this your island getaway. MICHAEL SAUNDERS & COMPANY.

Siesta Isles Pended $1,300,000

Charming one-story home with a well-maintained lawn, lush landscaping, and mature trees at 822 Paradise Way, Sarasota, FL 34242
View Details 4 Photos
Scenic waterfront view with lush green lawn and sparkling water on a sunny day at 822 Paradise Way, Sarasota, FL 34242
Covered outdoor patio featuring serene water views and plenty of natural light at 822 Paradise Way, Sarasota, FL 34242
Stunning water view showcasing serene canal with beautiful landscaping and clear blue skies at 822 Paradise Way, Sarasota, FL 34242
On Market For 22 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1517

  • Year Built

    1962

  • $/SqFt

    $857

Come see why they call this street Paradise Way! COLDWELL BANKER REALTY.

Siesta Isles For Sale $3,995,000

Modern two-story home featuring a clean white facade and large windows at 927 Contento St, Sarasota, FL 34242
View Details 69 Photos
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 78 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 $2,200,000

Reduced By $550,000

Aerial view of waterfront home with private pool and dock at 5376 Shadow Lawn Dr, Sarasota, FL 34242
View Details 68 Photos
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 89 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3721

  • Year Built

    1964

  • $/SqFt

    $591

Located in beautiful Siesta Isles, a boating community with 4 miles of canal front saltwater waterways with access to Roberts Bay, the Intracoastal, and the Gulf. BERKSHIRE HATHAWAY HOMESERVICE.

Siesta Isles For Sale $1,350,000

Reduced By $125,000

Charming outdoor seating area with brick pavers, table, chairs, and lush greenery, perfect for relaxation and entertaining at 5402 Shadow Lawn Dr, Sarasota, FL 34242
View Details 54 Photos
Waterfront home featuring a gazebo, dock with chairs, lush landscaping, and views of the canal at 5402 Shadow Lawn Dr, Sarasota, FL 34242
Picturesque gazebo overlooking the water, features a charming table and chairs for relaxing and enjoying scenic views at 5402 Shadow Lawn Dr, Sarasota, FL 34242
Lovely exterior of a single-story home boasting a spacious driveway and illuminated by the warm hues of a sunset at 5402 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 86 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1886

  • Year Built

    1962

  • $/SqFt

    $716

Room for POOL and BOAT LIFT. BERKSHIRE HATHAWAY HOMESERVICE.

Siesta Isles For Sale $1,695,000

Reduced By $200,000

Single-story home with a stone accent wall, lush landscaping, and a tranquil sunset backdrop at 5560 Shadow Lawn Dr, Sarasota, FL 34242
View Details 47 Photos
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 99 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2124

  • Year Built

    1970

  • $/SqFt

    $798

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

Siesta Isles For Sale $2,200,000

Beautiful waterfront home with a private pool and lush tropical landscaping, perfect for outdoor entertaining at 5576 Contento Dr, Sarasota, FL 34242
View Details 58 Photos
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 134 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.

  • 1

Viewing HOMES 1 to 9 of 9

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 813-527-9259 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$3,714,601
$2,860,000
90
0.0%
46.7%
102

Bradenton
$759,754
$600,000
1717
0.8%
57.7%
87

Bradenton Beach
$3,602,239
$2,999,000
33
0.0%
48.5%
146

Cortez
$1,464,510
$1,400,000
21
0.0%
28.6%
75

Ellenton
$567,511
$499,900
55
1.8%
67.3%
77

Englewood
$678,603
$479,000
673
0.7%
58.2%
100

Holmes Beach
$2,707,490
$1,795,000
123
1.6%
45.5%
93

Lakewood Ranch
$992,379
$724,945
468
0.0%
67.5%
106

Longboat Key
$3,967,305
$2,495,000
145
0.7%
53.8%
108

Myakka City
$1,879,378
$1,200,000
28
0.0%
46.4%
135

Nokomis
$1,073,084
$599,000
434
0.2%
64.3%
112

North Port
$381,922
$360,000
1228
1.1%
60.2%
121

Osprey
$1,592,710
$1,049,000
93
0.0%
51.6%
102

Palmetto
$565,776
$419,000
427
0.7%
67.4%
82

Parrish
$513,525
$446,550
1013
0.6%
62.3%
91

Terra Ceia
$1,476,050
$1,092,500
18
5.6%
66.7%
100

Venice
$598,119
$514,450
1192
0.5%
64.8%
101

EasyStreet

Call to Schedule a Showing

(813) 527-9259

(813) 527-9259