Siesta Key, FL Multifamily Homes & Duplexes for Sale

/35
$6,425,000
- 8 Beds
- 8 Baths
- 6,490 Sq Ft
544 Canal Rd, Sarasota, FL 34242

SIESTA KEY INVESTMENT PROPERTY. Great location! Welcome to the Wildflower. Just steps from the #1 Beach in USA. Nestled within a tropical oasis, this charming 8 plex 4 ground level units and 4 second level units, with 8 parking spaces offers a unique blend of comfort and natural beauty. Surrounded by vibrant tropical flora, enter the common area courtyard centered around a sparkling heated pool,

Katie Cintron COLDWELL BANKER REALTY

544 Canal Rd, Sarasota, FL 34242
/41
$1,895,000
- 4 Beds
- 3 Baths
- 2,450 Sq Ft
4879 Commonwealth Dr, Sarasota, FL 34242

Own a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly

Daniel Petrilla PREFERRED SHORE LLC

4879 Commonwealth Dr, Sarasota, FL 34242
/46
$2,450,000
- 1,920 Sq Ft
308 Canal Rd, Sarasota, FL 34242

Welcome to Salty Summer & Summer Salt, a fantastic duplex with a shared pool perfectly located minutes from the turquoise waters and powder-soft sands of the Gulf and steps from Siesta Village, which offers a variety of shops and restaurants. With two bedrooms and two bathrooms in each unit, this home is perfect for your beach getaway, so pack your bags and enjoy a dream island vacation on Siesta

Constantine Stratos COLDWELL BANKER REALTY

308 Canal Rd, Sarasota, FL 34242
/96
$6,499,500
- 10 Beds
- 10 Baths
- 7,052 Sq Ft
1204 Derby Ln, Sarasota, FL 34242

Welcome to an unparalleled luxury coastal retreat in the heart of SIESTA KEY, home to Tripadvisor’s #1 Beach in America! This turn-key luxury vacation rental boasts a potential $966,192 in first-year cash flow ($575,000+ from rental income and up to $391,192 from 100 percent bonus depreciation, reinstated by the Big Beautiful Bill), making it an extraordinary investment opportunity. Built in 2017

Jeffrey Stuben CHARLES RUTENBERG REALTY INC

1204 Derby Ln, Sarasota, FL 34242

Florida Siesta Key

Why Live in Siesta Key

Siesta Key, located on a barrier island off the coast of Sarasota, Florida, is renowned for its pristine Siesta Beach, which boasts white quartz sand and was ranked the No. 2 beach in the United States by TripAdvisor in 2023. The island spans 8 miles, with most homes and activities concentrated on the north end, particularly around the downtown area and the quaint village district. This area features a variety of unique shops, restaurants, and nightclubs, enhancing the island's vibrant local flavor. Residents enjoy great walkability and a convenient trolley service that traverses the island. Housing options on Siesta Key include modern styles, Spanish Mediterraneans, ranch-style homes, cozy cottages, coastal-style homes, and several condominium complexes with amenities like pools and tennis courts. Dining highlights include the Toasted Mango Café, Miguel’s, and Captain Curt’s Crab & Oyster Bar, located roughly 3 miles south along the Midnight Pass corridor. The island also offers attractions such as Crescent Beach and Turtle Beach, with facilities for tennis, volleyball, and fishing. Education is served by the highly rated Out-of-Door Academy on the island and top-rated Sarasota County Schools, including Southside Elementary, Brookside Middle, and Riverview High. Siesta Key is accessible via the Siesta Key North Bridge and the Stickney Point Bascule Bridge, with the Sarasota Bradenton International Airport just 10 miles away.

Learn more about living in Siesta Key

Home Trends in Siesta Key, FL

On average, homes in Siesta Key, FL sell after 99 days on the market compared to the national average of 51 days. The median sale price for homes in Siesta Key, FL over the last 12 months is $1,125,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,125,000

Median Single Family Sale Price

$1,822,500

Median Townhouse Sale Price

$2,100,000

Median 2 Bedroom Sale Price

$808,750

Median 1 Bedroom Sale Price

$489,000

Average Price Per Sq Ft

$776

Number of Homes for Sale

149

Last 12 months Home Sales

138

Months of Supply

13.00

Median List Price

$1,224,500

Median Change From 1st List Price

11%

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Siesta Key, there are currently 4 multi-family homes for sale, providing an appealing investment opportunity for buyers. With multi-family homes priced between $1,895,000 to $6,499,500, there's a range to accomodate every budget. As of July, 2025 the median home price in Siesta Key is $1,224,500, while the average sale price is $1,513,122, offering insights into the local housing market. On average, multi-family homes spend 99 days listed before being sold. Multi-family homes include a variety of property types, from duplexes, triplexes, and fourplexes, to apartment complexes, all within a single building divided to accommodate multiple families living separately. These multi-family properties for sale offer investors the chance to generate rental income. Whether you're considering a duplex for a beginner investment or an apartment complex for a more substantial venture, there are investment properties available to meet your requirements. Explore the range of multi-family homes for sale in Siesta Key, FL.

Siesta Key Types of Homes for Sale

Siesta Key Real Estate Listings

Siesta Key New Construction Homes

More About Living in Siesta Key

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