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Homes for Sale in Siesta Key

Sarasota County, Florida — Updated daily from Stellar MLS

372

Active Listings

$1,848,808

Avg. List Price

$349,000$8,500,000

Price Range

145

Avg. Days on Market

Latest Listings in Siesta Key

Showing 48 of 372 active homes for sale in Siesta Key, Sarasota County.

5683 MIDNIGHT PASS ROADActive

$349,000

5683 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

1 Bed1 Bath797 sq ft Sqft
4508 WOODSIDE ROADActive

$2,450,000

4508 WOODSIDE ROAD

SARASOTA, FL 34242

3 Bed2 Bath2,341 sq ft Sqft
4938 COMMONWEALTH DRIVEActive

$2,695,000

4938 COMMONWEALTH DRIVE

SARASOTA, FL 34242

4 Bed4 Bath2,169 sq ft Sqft
5830 MIDNIGHT PASS ROADActive

$679,000

5830 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath921 sq ft Sqft
8911 MIDNIGHT PASS ROADActive

$559,000

8911 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,093 sq ft Sqft
8764 MIDNIGHT PASS ROADActive

$1,300,000

8764 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,883 sq ft Sqft
5012 HIGEL AVENUEActive

$2,249,000

5012 HIGEL AVENUE

SARASOTA, FL 34242

4 Bed3 Bath3,541 sq ft Sqft
5681 MIDNIGHT PASS ROADActive

$489,000

5681 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,012 sq ft Sqft

Looking for the right home?

Barrett Henry can help. 23+ years of experience.

Call (813) 733-7907
225 HOURGLASS WAYActive

$510,000

225 HOURGLASS WAY

SARASOTA, FL 34242

2 Bed2 Bath1,271 sq ft Sqft
218 PASS KEY ROADActive

$645,000

218 PASS KEY ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,175 sq ft Sqft
8750 MIDNIGHT PASS ROADActive

$649,000

8750 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,232 sq ft Sqft
85 AVENIDA MESSINAActive

$5,390,000

85 AVENIDA MESSINA

SARASOTA, FL 34242

6 Bed7 Bath3,504 sq ft Sqft
119 AVENIDA MESSINAActive

$5,450,000

119 AVENIDA MESSINA

SARASOTA, FL 34242

7 Bed9 Bath4,198 sq ft Sqft
528 RALPH STREETActive

$1,250,000

528 RALPH STREET

SIESTA KEY, FL 34242

3 Bed2 Bath1,796 sq ft Sqft
6263 MIDNIGHT PASS ROADActive

$849,000

6263 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,475 sq ft Sqft
8625 MIDNIGHT PASS ROADActive

$525,000

8625 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,160 sq ft Sqft

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6703 MIDNIGHT PASS ROADActive

$424,900

6703 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath964 sq ft Sqft
6140 MIDNIGHT PASS ROADActive

$925,000

6140 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

1 Bed1 Bath1,000 sq ft Sqft
630 VENICE LANEActive

$975,000

630 VENICE LANE

SARASOTA, FL 34242

4 Bed2 Bath1,859 sq ft Sqft
5780 MIDNIGHT PASS ROADActive

$999,000

5780 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,361 sq ft Sqft
5103 WINDWARD AVENUEActive

$3,475,000

5103 WINDWARD AVENUE

SARASOTA, FL 34242

3 Bed5 Bath3,034 sq ft Sqft
5740 MIDNIGHT PASS ROADActive

$1,375,000

5740 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,449 sq ft Sqft
5507 CONTENTO DRIVEActive

$1,599,999

5507 CONTENTO DRIVE

SARASOTA, FL 34242

3 Bed3 Bath1,788 sq ft Sqft
558 VENICE LANEActive

$4,485,000

558 VENICE LANE

SARASOTA, FL 34242

5 Bed5 Bath4,132 sq ft Sqft
5760 MIDNIGHT PASS ROADActive

$1,100,000

5760 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,361 sq ft Sqft
5880 MIDNIGHT PASS ROADActive

$1,850,000

5880 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

3 Bed2 Bath2,165 sq ft Sqft
4034 ROBERTS POINT ROADActive

$8,500,000

4034 ROBERTS POINT ROAD

SARASOTA, FL 34242

5 Bed5 Bath5,095 sq ft Sqft
810 PLYMOUTH STREETActive

$1,600,000

810 PLYMOUTH STREET

SARASOTA, FL 34242

2 Bed2 Bath1,165 sq ft Sqft
4819 HIGEL AVENUEActive

$5,392,000

4819 HIGEL AVENUE

SARASOTA, FL 34242

4 Bed6 Bath4,220 sq ft Sqft
1240 DOLPHIN BAY WAYActive

$1,199,000

1240 DOLPHIN BAY WAY

SARASOTA, FL 34242

3 Bed3 Bath2,200 sq ft Sqft
533 VENICE LANEActive

$4,800,000

533 VENICE LANE

SARASOTA, FL 34242

4 Bed6 Bath3,765 sq ft Sqft
527 VENICE LANEActive

$4,950,000

527 VENICE LANE

SARASOTA, FL 34242

4 Bed6 Bath4,158 sq ft Sqft
8779 MIDNIGHT PASS ROADActive

$735,000

8779 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,303 sq ft Sqft
117 PASS KEY ROADActive

$425,000

117 PASS KEY ROAD

SARASOTA, FL 34242

1 Bed1 Bath656 sq ft Sqft
137 AVENIDA MESSINAActive

$625,000

137 AVENIDA MESSINA

SARASOTA, FL 34242

2 Bed2 Bath900 sq ft Sqft
115 PASS KEY ROADActive

$399,000

115 PASS KEY ROAD

SARASOTA, FL 34242

1 Bed1 Bath656 sq ft Sqft
101 WHISPERING SANDS DRIVEActive

$679,000

101 WHISPERING SANDS DRIVE

SARASOTA, FL 34242

2 Bed2 Bath1,271 sq ft Sqft
1224 MOONMIST CIRCLEActive

$749,000

1224 MOONMIST CIRCLE

SARASOTA, FL 34242

3 Bed3 Bath1,949 sq ft Sqft
1257 PORTOFINO DRIVEActive

$449,900

1257 PORTOFINO DRIVE

SARASOTA, FL 34242

1 Bed2 Bath780 sq ft Sqft
3942 HAMILTON CLUB CIRCLEActive

$1,349,000

3942 HAMILTON CLUB CIRCLE

SARASOTA, FL 34242

3 Bed4 Bath2,691 sq ft Sqft
5451 SHADOW LAWN DRIVEActive

$859,000

5451 SHADOW LAWN DRIVE

SARASOTA, FL 34242

3 Bed3 Bath2,172 sq ft Sqft
5880 MIDNIGHT PASS ROADActive

$1,150,000

5880 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,642 sq ft Sqft
5600 BEACH WAY DRIVEActive

$595,000

5600 BEACH WAY DRIVE

SARASOTA, FL 34242

2 Bed2 Bath1,182 sq ft Sqft
7345 PINE NEEDLE ROADActive

$2,350,000

7345 PINE NEEDLE ROAD

SARASOTA, FL 34242

4 Bed4 Bath2,977 sq ft Sqft
8779 MIDNIGHT PASS ROADActive

$595,000

8779 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,485 sq ft Sqft
6146 MIDNIGHT PASS ROADActive

$1,500,000

6146 MIDNIGHT PASS ROAD

SARASOTA, FL 34242

2 Bed2 Bath1,204 sq ft Sqft
5322 CALLE DE LA SIESTAActive

$4,900,000

5322 CALLE DE LA SIESTA

SARASOTA, FL 34242

9 Bed11 Bath4,437 sq ft Sqft
4925 PRIMROSE PATHActive

$1,695,000

4925 PRIMROSE PATH

SARASOTA, FL 34242

4 Bed3 Bath2,609 sq ft Sqft
View All 372 Listings in Siesta Key

Listing information provided by Stellar MLS. IDX information is for personal, non-commercial use only. Data is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal.

Explore Siesta Key Real Estate

Selling in Siesta Key?

Barrett Henry, REALTOR® and Broker Associate at REMAX Collective

I've helped dozens of families buy and sell in Siesta Key. Here's what I tell every client: know the neighborhoods, understand the pricing, and work with someone who knows Sarasota County inside and out. My name is Barrett Henry, and I'm a licensed Broker Associate with REMAX Collective with 23+ years of real estate experience. Call me at (813) 733-7907 — I'd love to help you find your next home.

About Siesta Key, Florida

About Siesta Key

Siesta Key is a residential community in Sarasota, Sarasota County, Florida (ZIP 34231, 34232, 34233, 34234, 34235, 34236, 34237, 34238, 34239, 34240, 34242, 34243). The neighborhood offers homes with convenient access to major roads and local amenities.

What to Expect in Siesta Key

Homes in Siesta Key serve a range of buyers — from first-time purchasers exploring FHA loan options with 3.5% down to families seeking more space. The neighborhood is served by Sarasota County Schools. School assignments depend on your specific address — Barrett can confirm exact zones for any property.

Use the mortgage calculator to estimate your monthly payment based on current rates.

Interested in Siesta Key?

Barrett Henry has 23+ years of real estate experience and knows every neighborhood in Sarasota. Call for current listings, recent sales data, and a personalized tour.

(813) 733-7907  |  Schedule a Tour

Living in Siesta Key

Siesta Key residents enjoy the lifestyle that makes Sarasota a popular Tampa Bay community. Easy access to shopping, dining, parks, and schools — all within a manageable commute to Tampa and the greater metro area.

Helpful Resources for Siesta Key Home Buyers

Siesta Key Resources & Guides

Everything you need to buy, sell, or invest in Siesta Key, Sarasota County real estate.

Florida Loan Programs

Compare mortgage options available to Siesta Key home buyers.

Recent Articles About Siesta Key

Recently Sold Homes in Siesta Key

See what homes recently sold for in Siesta Key to understand current market values.

Homes for Rent in Siesta Key

Showing 12 of 270 rental listings in Siesta Key, Sarasota County.

View All 270 Rentals in Siesta Key

Frequently Asked Questions About Siesta Key

What is the average home price in Siesta Key, FL?

Home prices in Siesta Key vary by neighborhood, property type, and condition. Browse current active listings above for the most up-to-date pricing. Contact Barrett Henry at (813) 733-7907 for a personalized market analysis.

Is Siesta Key a good place to live?

Siesta Key is located in Sarasota County, Florida. World-famous #1 beach with luxury waterfront homes and resort-style living. With access to Tampa Bay's job market, beaches, and amenities, Siesta Key is a popular choice for families, retirees, and investors.

How do I buy a home in Siesta Key?

Start by getting pre-approved for a mortgage, then work with a local REALTOR® who knows the Siesta Key market. Barrett Henry and The NOW Team have 23+ years of experience helping buyers in Sarasota County. Call (813) 733-7907 to get started.

What ZIP codes are in Siesta Key?

Siesta Key covers ZIP codes 34242. Each ZIP code may include different neighborhoods and school zones.

Nearby Communities

Looking for homes in Siesta Key?

Barrett Henry, REALTOR® — 23+ years of real estate experience

Call (813) 733-7907TextContact