Siesta Key Real Estate

Crescent Beach on Siesta Key

Our website makes it easy to explore all of the Siesta Key real estate listings on the market. Browse through properties below by price range, days on the market or features.

There is a diverse selection of neighborhoods, condos, townhomes and villas to suit the relocating resident, retiree or family seeking that perfect second home.

View Real Estate Listings

Siesta Key Homes | Siesta Key Condos

Homes currently range from $425,000 to $12,950,000. Condos are available starting at $199,900 and going up to $2,700,000. Many of the condominium communities feature extraordinary and luxurious amenities

Waterfront property is always in high demand with Siesta Key real estate buyers. There is a large selection of houses on canals which provide quick access to the Intracoastal and the Gulf of Mexico.

Browse all real estate listings currently available 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.

Siesta Key Homes & Condos For Sale - Updated daily

Showing 1-10 of 525  | 
Page   of 53  
$710,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1260
6268 Midnight Pass #205
Sarasota, FL 34242
MLS #: A4198749
Subdivision: excelsior beach to bay
Just steps from the beach this marvelously updated condo awaits you in move-in condition. Solid walnut cabinetry and quartz counters grace the kitchen and...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$679,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1144
625 Beach Road #203
Sarasota, FL 34242
MLS #: T2889957
Subdivision: tivoli by the sea
Good weekly rental. Siesta Key - The #1 rated Beach in the Great old USA. The unit has Hurricane Shutters and amenities include secure elevator, heated pool,...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$9,800,000
Bedrooms: 6
Baths: 7
Approx Sq Ft: 6553
8423 Midnight Pass Road
Sarasota, FL 34242
MLS #: A4198637
This extraordinary waterfront estate on world-famous Siesta Key epitomizes the very best of refined island living. Majestically poised along the shimmering...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$700,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1285
5830 Midnight Pass Road #305
Sarasota, FL 34242
MLS #: D5920616
Subdivision: jamaica royale tower ii
Location, Location, Location with 300 feet on the crystal blue waters of the Gulf of Mexico. This is your opportunity to own your own piece of paradise. 3rd...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$12,000 / month
1355 Roberts Bay Lane
Sarasota, FL 34242
MLS #: A4198602
Subdivision: north harbor sub
RENOVATED TREE HOUSE ON SIESTA KEY! Pet friendly, HEATED pool home SEASONAL RENTAL. Very private location. 3 spacious bedroom upstairs and one bedroom, one...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$629,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1215
6518 Midnight Pass Road #202
Sarasota, FL 34242
MLS #: A4198962
Subdivision: house sun
House of the Sun located directly on Siesta Key Beach. This lovely 2 Bedroom/2 Bath turnkey furnished condo offers a brand new dishwasher and stove, newer...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
1660 Summerhouse Lane #304 Sarasota, FL 34242
$1,799,000
Bedrooms: 3
Baths: 4
Approx Sq Ft: 2490
1660 Summerhouse Lane #304
Sarasota, FL 34242
MLS #: A4198963
Subdivision: summer cove on siesta
SIESTA KEY SUMMERHOUSE #304!!!
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$1,349,000
Bedrooms: 3
Baths: 2
Approx Sq Ft: 2061
4848 Oxford Drive
Sarasota, FL 34242
MLS #: A4198694
Subdivision: siestas bayside
Just Listed…WATERFRONT PROPERTY on GRAND CANAL! 8 minutes to intercoastal waterway from Key Lot on SIESTA KEY. Situated on a quiet cul-de-sac this 18,000...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$390,000
Bedrooms: 2
Baths: 2
Approx Sq Ft: 1056
5855 Midnight Pass Road #220
Sarasota, FL 34242
MLS #: A4198307
Subdivision: harbor towers
Welcome to paradise! Enjoy resort style living from the amenity-rich Harbor Towers Yacht and Racquet Club located in the heart of Siesta Key. Nestled on the...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$389,000
Bedrooms: 1
Baths: 1
Approx Sq Ft: 624
6020 Midnight Pass Road #41
Sarasota, FL 34242
MLS #: A4183030
Subdivision: aloha kai apts
Beautiful free standing Villa at Aloha Kai, just 95 steps from your door to Crescent Beach at Siesta Key! Unit 41 features Saltillo tile floors, new kitchen in...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Showing 1-10 of 525  | 
Page   of 53  

Contact Us Today

First Name:*
Last Name:*
Email Address:*
Phone:
Questions / Comments:*

Why Choose Siesta Key?

Sand Sculpture on Siesta KeyAnyone can go to a beach - but imagine living on the beach that won the International Sand Contest and was named the 2011 Best Beach in USA. Anyone can find Gulf Coast attractions - but imagine yourself walking among the world-class sand sculptures, or dancing to the beat of the Sunday Drum Circle. Siesta Key can afford all that and much more.

Location and Weather

As a location for a vacation home, second home or full-time residence, Siesta Key is the perfect destination to get away from winter’s chill in Florida’s near-perfect environment.

Winter's daytime temperature averages a comfortable 72 degrees and the overnight lows rarely make it below "light jacket weather." Summer brings abundant sunshine that warms the coastal water. Boating, fishing and swimming are always a  real pleasure.

Things to Do on Siesta Key

Nestled on an 8-mile barrier island between Roberts Bay and the Gulf of Mexico, Siesta Key provides a lush tropical backdrop for relaxation, recreation and socializing with friends and family.

  • The Siesta Key Village, with its casual cafes, shopping and captivating nightlife, delivers a convenient, friendly living experience.
  • The island's proximity to Sarasota makes area attractions easily accessible. Diverse restaurants, championship golf courses, Major League Baseball spring training and cultural venues such as the Florida West Coast Symphony are all nearby.

Take a Video Tour of Siesta Key

As you can see, Siesta Key has so much to offer. You'll appreciate the insight of a locally experienced Realtor team to help you find the home or condo that fits your lifestyle best.

Whether your tastes run contemporary, ranch or Mediterranean-style residences, on the beach, near a golf course or closer to town, our experienced team of Realtors can help you identify listings that suit your lifestyle and budget. Elegant homes, cutting-edge condos and a wide variety of rental properties are all waiting here for you to explore.

Just pack your suitcase and head on down to set forth on an adventure in island living. Come experience the pleasures of living the Siesta Key, Florida lifestyle.

Contact our team today and see how we can help.

Search Sarasota Properties for Sale
Latest From Our Blog
Sunday, July 23, 2017

Longboat Key, Waterfront Condos Available | Sarasota FL

Longboat Key Condos for Sale Beach, Golf, Swimming, Boating, Tennis Lonboat Key condos provide ...  Read More

Local Expertise

Our team of experienced agents will make your home search as enjoyable and stress-free as possible, while delivering the results you demand and deserve.

More Info

Testimonials

Read what a few of our satisfied clients have to say about Annette Smith and her Team of Realtors®.

Read More