Siesta Estates Homes For Sale | Siesta Key, FL

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Siesta Estates Community Guide

Siesta Estates, built 1995-2019 in Siesta Key, offers homes 2,156 – 7,263 sq ft with a gated entrance.

Siesta Estates Real Estate in Siesta Key, FL

Siesta Estates homes for sale sit in a small, exclusive gated community in the heart of Siesta Key, fewer than 20 residences built by award-winning local builder John Cannon between 1997 and 2017. Two-story homes here showcase exceptional quality and high-end finishes, brick paver driveways, manicured landscaping, and tall trees give the streetscape genuine curb appeal, and every residence is unique rather than repeating a template.

Maintenance stays optional through the HOA, so you can choose lock-and-leave living or handle your own yard. Wide open floor plans transition easily from indoor living to outdoor space, bringing in natural light and Siesta Key’s tropical ambiance throughout. Siesta Village’s shops and restaurants sit close by, and Sarasota-Bradenton International Airport runs under 30 minutes away.

Key Facts:

20 Residences

Price Range:$750k-$6.0M
Year Built:1995 – 2000
Size (Sq. Ft.):2,156 – 7,263
Min. Lease:No Minimum
Leases/ Year:No Minimum
Gated:✔ Yes
Pool:✖ No
Fences:✔ Yes
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:

80โ€ฒ of water frontage, Direct access to Bay

Community Fee Includes:

Low HOA fee โ€“ Common are maintenance.

Additional Siesta Estates Neighborhood Information

Siesta Key Beach is located less than one mile away from Siesta Estates.  Residents have the ability relax on the silky sandy beach, sunbathe, and jump through the waves or watch the dolphins and manatees swim through the clear blue water.  Breathtaking sunsets can also be seen from the beach.

Siesta Estates is across the street from Siesta Key Beach, which offers beach volleyball, a playground, picnic area and concession.  Also nearby is Siesta Village that includes charming clothing stores, beach swimwear, souvenir shops, spas, sidewalk cafes, restaurants and a vibrant nightlife.  Residents take a break from the beach and join the many festivities Siesta Village promotes throughout the year. Golfers have no problems finding challenging courses. Downtown Sarasota has a small town feel but is unique with the many art and theatrical venues this Cultural Coast has to offer.  The Sarasota Bradenton International Airport is less than 30 minutes from Siesta Key.

Siesta Estates is a truly breathtaking resort-style destination that can be you forever home.

Siesta Estates Frequently Asked Questions

Siesta Estates Real Estate


How large is the Siesta Estates neighborhood in Siesta Key?

Siesta Estates is about 20 exclusive homes, built between 1997-2017.

Is Siesta Estates in Siesta Key a gated community?

Yes, Siesta Estates is a gated community.

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

Yes, the HOA can maintain the resident’s basic yard care if they choose.

What public beach access point is closest to Siesta Estates?

Siesta Estates is located about 0.5 miles from the main public beach entrance.

How far is Siesta Estates from downtown Sarasota?

Siesta Estates is located about 6.5 miles from downtown Sarasota.

How far is the Sarasota International Airport from Siesta Estates?

Siesta Estates is located about 10.5 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 Estates

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

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

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

Pros

  • Maintenance-free community (optional)
  • Walking distance to the beach
  • John Cannon built homes
traffic jam
"Cons" icon - Indifferent Face

Considerations

  • No waterfront lot options.
shopping district near UTC Mall
"Shopping" icon - Shopping Bag

Shopping

  • Grocery store is 2.6 miles
  • Siesta Village is 1.7 miles
  • Nearest mall is 4.3 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

  • No yard maintenance here.
  • Beach vacation vibe
  • Many dining options available close by
One Park Condos in Downtown Sarasota, FL - Exterior of Building at Sunset
"Downtown" icon - Downtown buildings

Downtown Sarasota

  • 6.5 miles
  • 16 minute drive

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Homes For Sale in Siesta Estates

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  • Market valuations for Siesta Estates owners.
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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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