Siesta Isles Homes For Sale | Siesta Key, FL

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Siesta Isles Community Guide

Amenities include canals. Siesta Isles is a 305-home community in Siesta Key, built 1959-2024.

Siesta Isles Real Estate in Siesta Key, FL

Siesta Isles homes for sale include about 300 residences spread across 185 acres between Hidden Harbor Road and Beach Road, deed-restricted since the neighborhood’s original 1960s development. Nearly four miles of dredged canals wind through the community, connecting to Roberts Bay and, through the Grand Canal’s single fixed bridge, straight out to Sarasota Bay and the Gulf. Homesites run generously large here, typically 12,000 to 16,000 square feet, mostly classic Florida ranch homes alongside newer Mediterranean-inspired rebuilds.

A voluntary HOA runs on modest dues, mainly covering entrance beautification. Pets are welcome, and about half of home sales here are waterfront, private docks and pools common throughout. You’re about 0.8 miles to Siesta Beach and 1.5 miles to Siesta Village, with downtown Sarasota roughly 15 minutes away for arts, dining, and shopping.

Key Facts:

932 Contento Cir, Siesta Key, FL 34242, USA

Residences: 305

Price Range:$640k-$5.0M
Year Built:1959 – 2024
Size (Sq. Ft.):1,384 – 4,294
Min. Lease:1 Month
Leases/ Year:12
Gated:✖ No
Pool:✖ No
Fences:✖ No
Golf Course: ✖ No
CDD Fee:✖ No

*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

Amenities Includes:

Canals

Community Fee Includes:

None

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Additional Siesta Isles Neighborhood Information

Siesta Isles has the best of both worlds, close to Siesta Beach with its white silky sand with many homes also having boat access directly in the backyard.  Fishing, paddle boarding, kayaking, jet skiing or just relaxing on your private dock is what living in paradise is all about.  It is easy to entertain family and guests from beautiful lanais, private pools and beautiful green lawns.  Many residents have renovated their homes with newer modern conveniences and home expansions. The home owners endeavor to bring the Florida sunshine indoors with a wall of gleaming windows. Pets are welcome.

There is no shortage of things to do on this barrier island. Siesta Village is a great place to meander through stores, pick up souvenirs, go to a day spa, enjoy a snack or casual dining.  The evening brings on a vibrant nightlife with bars and live music.  Within a 15 minutes drive, residents can enjoy downtown Sarasota known for the arts community, theater, galleries, botanical gardens or just enjoy the scenery of this great culturally infused city. “Location, Location, Location” in the heart of Siesta Key makes Siesta Isles such a special community to call home.

Siesta Isles Frequently Asked Questions

Siesta Isles Real Estate


How large is the Siesta Isles neighborhood in Siesta Key?

Siesta Isles is about 305 homes, built between 1958 – present.

Is Siesta Isles in Siesta Key a gated community?

No, Siesta Isles is not a gated community.

Is Siesta Isles in Siesta Key a maintenance-free neighborhood?

The homeowners are responsible for their own yard care.

Does Siesta Isles allow fences?

Yes, some homes in Siesta Isles have fencing.

What public beach access point is closest to Siesta Isles?

Siesta Isles is located across the street from the main entrance to the Siesta Key public beach.

How far is Siesta Isles from downtown Sarasota?

Siesta Isles is located about 7 miles from downtown Sarasota.

How far is the Sarasota International Airport from Siesta Isles?

Siesta Isles is located about 11 miles from the Sarasota International Airport.

*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

Insight For Siesta Isles

Learn our thoughts as professional Sarasota Realtors for the pros, cons, lifestyle, and proximity to beaches, shopping, and downtown.

Siesta Isles Homes For Sale in Siesta Key, FL.
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Our Personal Siesta Isles Insights

Sarasota FL. Homes For Sale
"Pros" icon - Happy Face

Pros

  • Fantastic location in the heart of Siesta Key
  • Walkable to the beach
  • Many canal front homes in the neighborhood
traffic jam
"Cons" icon - Indifferent Face

Considerations

  • Higher traffic area due to superb location
shopping district near UTC Mall
"Shopping" icon - Shopping Bag

Shopping

  • Grocery store is 3.3 miles
  • Siesta Village is 1.4 miles
  • Nearest mall is 4.9 miles
Siesta Key Beach Residences Condos in Siesta Key, FL. - Beach
"Beach" icon - Beach and umbrella

Beach

Couple Outdoor Dining
"Lifestyle" icon - Fork & Knife

Lifestyle

  • Great neighborhood for boaters and fishing
  • Beach vacation vibe
  • Both fine dining and casual beach bars within minutes
One Park Condos in Downtown Sarasota, FL - Exterior of Building at Sunset
"Downtown" icon - Downtown buildings

Downtown Sarasota

  • 7.1 miles
  • 17 minute drive

Siesta Key Neighborhoods Index

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Explore Siesta Key FL. Neighborhoods

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1-12 of 41 Filtered Results
  • Banyan Club Homes For Sale in Siesta Key, FL.

    Banyan Club

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    13

    N/A

    1979 - 1982

    8-12 Months

    1

    Amenities:

    Pool, Tennis Court, Maintenance-Free Landscaping.

    Learn More
  • Bay Island Homes For Sale in Siesta Key, FL.

    Bay Island

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    166

    1,500 - 8,138

    1925 - 2024

    1 Week

    52

    $1.0M-$18.0M

    Amenities:

    Waterfront.

    Learn More
  • Bay Island Shores Homes For Sale in Siesta Key, FL.

    Bay Island Shores

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    60

    2,943 - 6,827

    1952 - 2015

    1 Week

    52

    $2.4M-$7.0M

    Amenities:

    Waterfront.

    Learn More
  • Bayou Louise Homes For Sale in Siesta Key, FL.

    Bayou Louise

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    25

    N/A

    1940 - 1988

    1 Week

    52

    Amenities:

    Waterfront

    Learn More
  • Blind Pass Homes For Sale in Siesta Key, FL.

    Blind Pass

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    12

    2,256 - 15,000

    1954 - 2010

    1 Week

    52

    $1.3M-$8.5M

    Amenities:

    Waterfront

    Learn More
  • Cocoanut Bayou Homes For Sale in Siesta Key, FL.

    Cocoanut Bayou

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    50

    3,147 - 6,838

    1950 - 2012

    No Minimum

    52

    $3.0M-$10.0M

    Amenities:

    Waterfront

    Learn More
  • Fiddler Bayou Homes For Sale in Siesta Key, FL.

    Fiddler Bayou

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    11

    1,700 - 8,600

    1950 - 2008

    No Minimum

    No Minimum

    $400k-$15.0M

    Amenities:

    No HOA

    Learn More
  • Gulf Water View Homes For Sale in Siesta Key, FL.

    Gulf Water View

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    250

    1,869 - 7,052

    1950 - 2024

    Varies

    Varies

    $500k-$3.0M

    Amenities:

    No HOA in most neighborhoods

    Learn More
  • Harmony Homes For Sale in Siesta Key, FL.

    Harmony

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    96

    1,930 - 5,078

    1955 - 2024

    1 Month

    12

    $995k-$4.5M

    Amenities:

    No HOA

    Learn More
  • Hidden Harbor Homes For Sale in Siesta Key, FL.

    Hidden Harbor

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    45

    1,358 - 8,165

    1954 - 2024

    1 Month

    12

    $1.6M-$15.0M

    Amenities:

    Waterfront, Deed Restrictions, Homes with Boat Docks.

    Learn More
  • Mangroves Homes For Sale in Siesta Key, FL.

    Mangroves

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    27

    2,567 - 3,917

    1975 - 1989

    8-12 Months

    1

    $1.1M-$3.5M

    Amenities:

    Waterfront

    Learn More
  • Midnight Harbor Homes For Sale in Siesta Key, FL.

    Midnight Harbor

    Total Homes:

    Size (SqFt.):

    Year Built:

    Min. Lease:

    Leases/ Yr:

    Pricing:

    13

    2,522 - 5,142

    1951 - 2006

    No Minimum

    No Minimum

    $1.9M-$4.5M

    Amenities:

    Waterfront

    Learn More
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