EasyStreet Realty
REALTOR ®
(941) 445-3138
Email Tashina
mobile navigation links

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 941-445-3138.

15 Results

Siesta Isles Sarasota Florida Homes For Sale

Siesta Isles For Sale $1,750,000

Beautiful exterior with lush tropical landscaping and an elegant black garage door at 1031 Contento St, Sarasota, FL 34242
View Details 51 Photos
Aerial view of waterfront property with a backyard pool and dock in a coastal community at 1031 Contento St, Sarasota, FL 34242
Stunning aerial view showcasing the backyard pool and boat dock on waterfront property at 1031 Contento St, Sarasota, FL 34242
Charming exterior with tropical landscaping and a striking black garage door at 1031 Contento St, Sarasota, FL 34242
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1853

  • Year Built

    1971

  • $/SqFt

    $944

Grab your flip flops and sunscreen—this one-of-a-kind home offers the complete island lifestyle. PREMIER SOTHEBY'S INTERNATIONAL REALTY.

Siesta Isles For Sale $4,999,777

Beautiful single-story home featuring tropical landscaping, a brick driveway, and a covered entryway with charming blue doors at 5569 Cape Leyte Dr, Sarasota, FL 34242
View Details 69 Photos
Stunning single-story home featuring a gray garage door, lovely landscaping, and a spacious brick driveway at 5569 Cape Leyte Dr, Sarasota, FL 34242
Charming single-story home with lush landscaping, a gray garage door, and a spacious circular brick driveway at 5569 Cape Leyte Dr, Sarasota, FL 34242
Aerial view of beautiful single-story home with spacious brick driveway, surrounded by lush landscaping and a tranquil canal at 5569 Cape Leyte Dr, Sarasota, FL 34242
On Market For 11 Days

  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    3654

  • Year Built

    2016

  • $/SqFt

    $1,368

Both boats as well as professional Decorator staged furniture, decor, and pictures may be available for separate purchase for "Turn-Key" possession. MICHAEL SAUNDERS & COMPANY.

Siesta Isles For Sale $1,200,000

Charming single-story home featuring a white exterior, pink shutters, mature landscaping, and a spacious driveway at 5572 Shadow Lawn Dr, Sarasota, FL 34242
View Details 50 Photos
Breathtaking aerial view showcases the coastal neighborhood, nearby beach, and this home's waterfront canal location at 5572 Shadow Lawn Dr, Sarasota, FL 34242
Aerial view of a waterfront home on a canal lot with tropical landscaping and easy access to nearby beaches at 5572 Shadow Lawn Dr, Sarasota, FL 34242
Picturesque waterfront view, perfect for boating and observing local wildlife like the serene manatees in the canal at 5572 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 12 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2039

  • Year Built

    1963

  • $/SqFt

    $589

Motivated owner has made this the LOWEST PRICED WATERFRONT HOME IN SIESTA ISLES! RE/MAX ALLIANCE GROUP.

Siesta Isles For Sale $795,000

Charming single-story home nestled among lush trees and landscape, offering a serene coastal ambiance at 5369 Shadow Lawn Dr, Sarasota, FL 34242
View Details 30 Photos
Beautiful aerial view of coastal neighborhood with waterfront homes and canal access to the Gulf of Mexico at 5369 Shadow Lawn Dr, Sarasota, FL 34242
Aerial view of a single-Gathering home with a swimming pool and surrounded by lush greenery and mature trees at 5369 Shadow Lawn Dr, Sarasota, FL 34242
Aerial view of the home showcases its location in a verdant, tree-filled neighborhood near a green sports field at 5369 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 13 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1348

  • Year Built

    1961

  • $/SqFt

    $590

Location, character, and potential - this is your chance to create your dream retreat in one of Siesta Key's most sought-after neighborhoods. ACCARDI & ASSOCIATES REAL ESTA.

Siesta Isles For Sale $994,000

Reduced By $31,000

Charming home with a brick drive, covered parking, and well-maintained landscaping at 5353 Shadow Lawn Dr, Sarasota, FL 34242
View Details 66 Photos
Spacious home with a brick driveway, covered parking, and a detached garage at 5353 Shadow Lawn Dr, Sarasota, FL 34242
An overhead view of a home featuring a screened pool, lush landscaping, and a gray roof at 5353 Shadow Lawn Dr, Sarasota, FL 34242
Stunning aerial view of a waterfront community featuring lush landscapes and direct Gulf access at 5353 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 31 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1596

  • Year Built

    1960

  • $/SqFt

    $623

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

Siesta Isles For Sale $1,695,000

Charming home featuring a brick driveway, lush landscaping, and a two-car garage illuminated by a vibrant sunset at 5581 Shadow Lawn Dr, Sarasota, FL 34242
View Details 81 Photos
Charming single-story home with brick driveway, manicured lawn, and a two-car garage, perfect for modern living at 5581 Shadow Lawn Dr, Sarasota, FL 34242
Aerial shot of a beautiful home with a private pool, lush landscaping, and a brick driveway at 5581 Shadow Lawn Dr, Sarasota, FL 34242
Overhead view showcasing a coastal community with beachfront condos and charming residential homes near the ocean at 5581 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 32 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2120

  • Year Built

    1963

  • $/SqFt

    $800

If you’ve been waiting for the perfect Siesta Key escape, this is it—grab it before it’s gone! MICHAEL SAUNDERS & COMPANY.

Siesta Isles For Sale $875,000

Reduced By $120,000

Charming yellow single-story home featuring a blue garage door and well-manicured lawn and arched entry at 5223 Shadow Lawn Dr, Sarasota, FL 34242
View Details 82 Photos
Charming yellow home with a well-manicured lawn and mature palm trees in the front yard at 5223 Shadow Lawn Dr, Sarasota, FL 34242
Charming yellow single-story home with a blue garage door and nice landscaping at 5223 Shadow Lawn Dr, Sarasota, FL 34242
Aerial view of the property nestled among lush greenery and landscaping in a quiet neighborhood at 5223 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 36 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1459

  • Year Built

    1967

  • $/SqFt

    $600

- Prime Siesta Isles location - 1 mile to Siesta Key Beach - Private cul-de-sac lot - One-car garage - Competitive price in Siesta Isles This one is priced to move—schedule your showing now before it’s gone. REAL BROKER, LLC.

Siesta Isles For Sale $1,725,000

Charming single-Gathering home with a red-tiled roof, brick driveway, and tropical landscaping at 1038 Contento St, Sarasota, FL 34242
View Details 97 Photos
Stunning aerial view of waterfront home with red tile roof along a tranquil canal at 1038 Contento St, Sarasota, FL 34242
Scenic aerial view of waterfront property nestled amongst lush trees and a winding canal at 1038 Contento St, Sarasota, FL 34242
Scenic aerial view of waterfront property nestled amongst lush trees and a winding canal at 1038 Contento St, Sarasota, FL 34242
On Market For 56 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2217

  • Year Built

    1972

  • $/SqFt

    $778

Selling Turn Key! Great Rental Income! SARASELLSSARASOTA.COM.

Siesta Isles For Sale $1,000,000

Charming single-story home with palm trees, a brick facade, and a well-manicured lawn at 734 Canal Rd, Sarasota, FL 34242
View Details 52 Photos
This aerial view showcases the property's proximity to the beach, surrounded by lush trees in a vibrant neighborhood at 734 Canal Rd, Sarasota, FL 34242
A inviting entrance featuring a quaint walkway, screened doorway, and light blue window accents at 734 Canal Rd, Sarasota, FL 34242
Spacious living room features a large window, with open wall studs for remodeling at 734 Canal Rd, Sarasota, FL 34242
On Market For 61 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1412

  • Year Built

    1963

  • $/SqFt

    $708

Unlock the potential to create a one-of-a-kind island residence just moments from world-renowned Siesta Beach. PREMIER SOTHEBYS INTL REALTY.

Siesta Isles Pended $1,580,000

Reduced By $120,000

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 62 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2397

  • Year Built

    1969

  • $/SqFt

    $659

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 $1,389,000

Reduced By $10,000

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 69 Days

  • Bedrooms

    3

  • Full Bath(s)

    4

  • Sq. Ft.

    2337

  • Year Built

    1961

  • $/SqFt

    $594

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

Siesta Isles For Sale $999,999

Reduced By $195,001

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 54 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 with blue accents, built-in shelving, and tile flooring; a cozy and inviting space at 5525 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 126 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1644

  • Year Built

    1964

  • $/SqFt

    $608

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

Siesta Isles Pended $1,995,000

Reduced By $755,000

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
Private pool and jacuzzi with waterfront views, palm trees, and blue lounge furniture 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 122 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3721

  • Year Built

    1964

  • $/SqFt

    $536

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

Siesta Isles Pended $1,350,000

Reduced By $125,000

Aerial view of a charming single-Gathering home with a dock, pool, and lush landscaping at 5402 Shadow Lawn Dr, Sarasota, FL 34242
View Details 54 Photos
Outdoor dining area with a table, chairs, and view of the lush backyard and waterfront at 5402 Shadow Lawn Dr, Sarasota, FL 34242
Charming single-Gathering home exterior with a gazebo, dock, and beautifully landscaped yard at 5402 Shadow Lawn Dr, Sarasota, FL 34242
Cozy gazebo with a table and chairs overlooking the waterfront, a perfect spot for relaxation at 5402 Shadow Lawn Dr, Sarasota, FL 34242
On Market For 146 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 160 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.

  • 1

Viewing HOMES 1 to 15 of 15

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 941-445-3138 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$3,661,737
$2,887,500
76
0.0%
52.6%
122

Bradenton
$745,742
$595,500
1635
0.7%
60.1%
95

Bradenton Beach
$3,041,655
$2,999,000
29
0.0%
65.5%
154

Cortez
$1,410,214
$1,499,000
21
0.0%
42.9%
101

Ellenton
$559,650
$507,450
62
1.6%
64.5%
77

Englewood
$661,054
$467,000
577
1.2%
63.3%
123

Holmes Beach
$2,812,285
$1,872,500
124
0.0%
57.3%
120

Lakewood Ranch
$969,637
$700,000
461
0.0%
61.0%
105

Longboat Key
$4,276,032
$2,347,500
122
0.8%
54.9%
147

Myakka City
$1,431,651
$1,080,000
41
0.0%
53.7%
119

Nokomis
$1,075,235
$589,000
407
0.5%
70.5%
126

North Port
$390,189
$359,000
1075
1.1%
59.2%
131

Osprey
$1,581,497
$1,022,500
74
1.4%
51.4%
113

Palmetto
$582,575
$417,000
393
1.5%
66.4%
87

Parrish
$511,435
$438,990
929
0.8%
61.6%
97

Terra Ceia
$1,608,564
$1,272,500
14
7.1%
71.4%
106

Venice
$569,894
$499,000
1011
0.5%
67.1%
119

EasyStreet

Call to Schedule a Showing

(941) 445-3138

(941) 445-3138