Siestas Bayside

Siesta Key Homes for Sale

Siestas Bayside is a single family neighborhood located on the east and west side of Midnight Pass Road. Fourteen homes on the west side of the Pass are on a lagoon where residents enjoy fishing, kayaking and watching the island's wildlife. Houses in this area were build in the 1970s and 1980s with many remodeled through the years. If you are looking for a quaint private community on the Key, check this one out.

On the east side of Midnight Pass, you'll find beautiful larger single family homesites. Many of these luxury homes offer stunning waterfront views, docks, swimming pools and island outdoor living at its best. 

Browse all homes for sale in Siestas Bayside on Siesta Key. Check out your options and call or email us if you would like details on any of these properties. You can also click the "Request More Info" button for a quick reply on any property.

We are here to make your search easy and stress free!

Siestas Bayside January 20, 2019
9
Listed
46
Avg. DOM
$551.23
Avg. $ / Sq.Ft.
$1,499,000
Med. List Price
9 Properties Found.
Sort By:
839 Siesta Key Circle
Sarasota, FL 34242
839 Siesta Key Circle Sarasota, FL 34242
1 of 49
$3,535,000
Subdivision: Siestas Bayside
BEDS
5
BATHS
4
SQ.FT.
5,233
BUILT
1972
ON SITE
12Days
MLS
A4419516
Following an extensive structural remodel in 2014 in which this home was beautifully updated throughout, it has been meticulously maintained. As you enter through the custom-crafted iron doors you...
751 Siesta Key Circle
Sarasota, FL 34242
751 Siesta Key Circle Sarasota, FL 34242
1 of 32
$2,950,000
Subdivision: Siestas Bayside
BEDS
4
BATHS
5
SQ.FT.
4,782
BUILT
2007
ON SITE
19Days
MLS
A4422632
At the branch of two intersecting canals, this remarkable 2007 custom-built residence is poised on sailboat water only minutes from the Intracoastal. The Mediterranean-style four-bedroom home...
750 Siesta Key Circle
Sarasota, FL 34242
750 Siesta Key Circle Sarasota, FL 34242
1 of 25
$2,799,000 ( $100,000 )
Subdivision: Siestas Bayside
BEDS
4
BATHS
5
SQ.FT.
4,213
BUILT
2013
ON SITE
188Days
MLS
A4408397
A stunning 2013 coastal contemporary light and bright waterfront home. Location is the coveted Baypoint-Siesta Key Circle neighborhood. There is no need for your demanding buyers to endure the...
763 Tropical Circle
Sarasota, FL 34242
763 Tropical Circle Sarasota, FL 34242
1 of 25
$1,695,000
Subdivision: Siestas Bayside
BEDS
5
BATHS
7
SQ.FT.
5,060
BUILT
1985
ON SITE
33Days
MLS
A4421731
Resort-style island living on Siesta Key - deep sailboat water with no bridges to the bay, only minutes to the azure waters of the Gulf of Mexico. The long driveway leads to this spacious home where...
538 Venice Lane
Sarasota, FL 34242
Open House
538 Venice Lane Sarasota, FL 34242
1 of 31
$1,499,000
Subdivision: Siestas Bayside
BEDS
3
BATHS
3
SQ.FT.
2,212
BUILT
1975
ON SITE
68Days
MLS
A4419144
Boaters' Delight on the North end of Siesta Key! Tastefully renovated from top to bottom with high ceilings, new kitchens and baths, split plan with over-sized bedrooms, formal living room with...
820 Siesta Key Circle
Sarasota, FL 34242
Open House
820 Siesta Key Circle Sarasota, FL 34242
1 of 50
$1,499,000
Subdivision: Siestas Bayside
BEDS
3
BATHS
3
SQ.FT.
2,318
BUILT
1969
ON SITE
4Days
MLS
A4424412
Immerse yourself in the tropical Key West vibe of this pristine Siesta Key waterfront home.
Just a few steps from this cozy home your boat awaits at your private dock. Nearly
immediate access...
4619 Higel Avenue
Sarasota, FL 34242
Open House
4619 Higel Avenue Sarasota, FL 34242
1 of 50
$1,474,500 ( $74,500 )
Subdivision: Siestas Bayside
BEDS
5
BATHS
4
SQ.FT.
3,370
BUILT
1977
ON SITE
83Days
MLS
A4415833
Bring your boat, bathing suit and beach chair. This modern styled home has lots of privacy and has been remodeled extensively. effective age 10 years. The entire first floor of the property has 10"...
800 Siesta Key Circle
Sarasota, FL 34242
Open House
800 Siesta Key Circle Sarasota, FL 34242
1 of 29
$1,375,000
Subdivision: Siestas Bayside
BEDS
4
BATHS
3
SQ.FT.
2,419
BUILT
1972
ON SITE
7Days
MLS
A4423798
Sailboat water with easy access to Intracoastal, Sarasota Bay & Gulf of Mexico - Siesta Key waterfront living with its casual island elegance makes this one-story home the perfect fit for you and...
695 Tropical Circle
Sarasota, FL 34242
Open House
695 Tropical Circle Sarasota, FL 34242
1 of 33
$714,900
Subdivision: Siestas Bayside
BEDS
3
BATHS
3
SQ.FT.
2,109
BUILT
1980
ON SITE
12Days
MLS
A4422559
Great opportunity to live one mile from Siesta Key beach in the tropical enclave of Siesta Bayside. Rarely available move in ready home situated on an over sized lot with direct access to kayaking...

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