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Siesta Key Property Search

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Siesta Key

Siesta Key is a beautiful barrier island eight miles long just offshore of Sarasota, Florida. You will find it alive with tropical atmosphere, blessed with the world's finest, whitest beaches, filled with charming hideaways, and always offering plenty to do - but it is also a place to relax, and let the warm breezes, cool water and soft sand transport you to your personal paradise!

New Listings

6535 Peacock Road, Sarasota image
6535 Peacock Road, Sarasota — 6535 $829,900

Looking for something in the middle of paradise?! GREAT DUPLEX WITH GREAT LOCATION! Located in the highly sought-after community of Great Siesta Key, right in the heart ...

  • Stickney Point Sub SubDv.
  • 34242 Zip Code
1209 Tree Bay Lane, Sarasota image
1209 Tree Bay Lane, Sarasota $1,399,000

A uniquely enchanting setting for private living and entertaining on Siesta Key. This grand courtyard pool home with a guesthouse and deeded beach access will soon become...

  • 4 Beds
  • 3 Baths
  • Tortoise Estates SubDv.
  • 34242 Zip Code
1275 Port Lane, Sarasota image
1275 Port Lane, Sarasota $1,850,000

Stunning bay views, great boating water and a relaxed island vibe come together in this Siesta Key bayfront home showcasing midcentury modern elements. Uniquely situated ...

  • 3 Beds
  • 3 Baths
  • Siesta Key SubDv.
  • 34242 Zip Code
657 Calle De Peru, Sarasota image
657 Calle De Peru, Sarasota $749,900

Rare Opportunity in Siesta Key Village- Lovingly Restored & One Of A Kind Mid-Century Coastal Beach Cottage - Loaded with Character & Charm! Experience Old Florida in thi...

  • 3 Beds
  • 2 Baths
  • Sarasota Beach SubDv.
  • 34242 Zip Code
5361 Siesta Court, Sarasota image
5361 Siesta Court, Sarasota $829,000

Perfectly located Siesta Key home in desirable Siesta Cove neighborhood with quick access to the #1 beach in the USA. Tucked amongst lush Florida landscaping this 3 bedro...

  • 3 Beds
  • 2 Baths
  • Siesta Cove Sub SubDv.
  • 34242 Zip Code
5170 Sandy Beach Avenue, Sarasota image
5170 Sandy Beach Avenue, Sarasota $990,000

Looking for a stunning lot to build your new home on, then look no further than this lot located on a cul-de-sac in the heart of Siesta Key!!! This beautiful lot is near...

  • 3 Beds
  • 2 Baths
  • Sara Sands SubDv.
  • 34242 Zip Code
5950 Midnight Pass Road Unit 103, Sarasota image
5950 Midnight Pass Road Unit 103, Sarasota — 5950 $399,000

This ground floor condo is the perfect investment or weekend getaway destination! You will fall in love with the fabulous Siesta Key location and this designer decorated ...

  • 1 Beds
  • 1 Baths
  • Siesta Beach House SubDv.
  • 34242 Zip Code
9397 Midnight Pass Road Unit 606, Sarasota image
9397 Midnight Pass Road Unit 606, Sarasota — South $599,000

WATERFRONT. QUIET. LIGHT & BRIGHT! Enjoy breathtaking WATER AND NATURE VIEWS of the Gulf of Mexico, Little Sarasota Bay and Jim Neville Marine Preserve. If you seek peac...

  • 2 Beds
  • 2 Baths
  • Pointe On Midnight Pass SubDv.
  • 34242 Zip Code
8977 Midnight Pass Road Unit 519, Sarasota image
8977 Midnight Pass Road Unit 519, Sarasota — Sunrise Cove $549,000

Live the effortless island life away from crowds, enjoying peaceful views from this exceptional waterfront residence at Sunrise Cove on the 5th floor with gulf and bay vi...

  • 2 Beds
  • 2 Baths
  • Sunrise Cove SubDv.
  • 34242 Zip Code
1311 Roberts Bay Lane, Sarasota image
1311 Roberts Bay Lane, Sarasota $800,000

Privacy in the middle of paradise, what more could you want!? A home you will fall in love with, custom designed and loaded with charm is situated on a rare half acre of ...

  • 3 Beds
  • 2 Baths
  • North Harbor Sub SubDv.
  • 34242 Zip Code
6300 Midnight Pass Road Unit 701, Sarasota image
6300 Midnight Pass Road Unit 701, Sarasota — Crystal Sands $979,000

This stunning 7th floor unit boasts magnificent Southwest views of Siesta Key’s blue waters and unforgettable sunsets. The unit has been thoughtfully UPDATED with beautif...

  • 2 Beds
  • 2 Baths
  • Crystal Sands SubDv.
  • 34242 Zip Code
759 Birdsong Lane, Sarasota image
759 Birdsong Lane, Sarasota $945,000

Just minutes from Siesta Key's quartz crystal beach this charming home is the perfect place to truly experience Island Living, making every day feel like you’re on vacati...

  • 3 Beds
  • 2 Baths
  • Siestas Bayside SubDv.
  • 34242 Zip Code
513 Givens Street, Sarasota image
513 Givens Street, Sarasota $1,850,000

Very comfortable Siesta-style living inside and out, by the pool and canal. House painted, new ac, courtyard in front for entertaining/relaxed vibe. Courtyard area in fro...

  • 4 Beds
  • 3 Baths
  • Ocean Beach SubDv.
  • 34242 Zip Code
1054 Sun N Sea Drive Unit 104D, Sarasota image
1054 Sun N Sea Drive Unit 104D, Sarasota $409,000

Excellent resort investment property with long term history. The Beach Club at Siesta Key is located just steps away from the sugar sand beach that has made Siesta Key wo...

  • 2 Beds
  • 2 Baths
  • Siesta SubDv.
  • 34242 Zip Code
339 Avenida De Paradisio, Sarasota image
339 Avenida De Paradisio, Sarasota $1,400,000

Amazing opportunity on this waterfront property within walking distance to Siesta Key Beach and Siesta Village! This beautiful single-family home is located in a quiet cu...

  • 3 Beds
  • 2 Baths
  • Paradise Island SubDv.
  • 34242 Zip Code
319 Ogden Street, Sarasota image
319 Ogden Street, Sarasota $1,295,000

Incredible move-in ready home located on the coveted north end of Siesta Key. Explore and walk through this stunning 4 bedroom, 3 bathroom home with the 3D virtual tour...

  • 4 Beds
  • 3 Baths
  • Siesta Rev SubDv.
  • 34242 Zip Code
3821 Flamingo Avenue, Sarasota image
3821 Flamingo Avenue, Sarasota $6,900,000

This magnificent estate on 1 ½ acres on the open Bayfront was originally built in 1925 by John Tuttle with heart pine floors and first cut, clear cut cypress on the beame...

  • 5 Beds
  • 4 Baths
  • Bay Island SubDv.
  • 34242 Zip Code
5151 Windward Avenue, Sarasota image
5151 Windward Avenue, Sarasota $2,950,000

Magnificent canal front home on the north end of Siesta Key. This 2017 custom built Arthur Rutenberg model has 4 bedrooms, 5.5 baths and a media room/5th bedroom. The enc...

  • 4 Beds
  • 5 Baths
  • Sara Sands SubDv.
  • 34242 Zip Code
5911 Midnight Pass Road Unit 505, Sarasota image
5911 Midnight Pass Road Unit 505, Sarasota — 5911 $875,000

Located on the Intracoastal Waterway, Boca Siesta offers resort-style living at its best. This waterfront community is one of Siesta Key's premium locations with lots of ...

  • 2 Beds
  • 2 Baths
  • Boca Siesta SubDv.
  • 34242 Zip Code
1200 E Peppertree Lane Unit 602, Sarasota image
1200 E Peppertree Lane Unit 602, Sarasota — 1200 $849,900

Penthouse on Siesta Key! Stunning views of downtown Sarasota and the Intercoastal Bay. Peppertree is on 16 tropical acres from our own private beach to the bay. It is cen...

  • 2 Beds
  • 2 Baths
  • Peppertree Bay SubDv.
  • 34242 Zip Code
222 Beach Road Unit 3, Sarasota image
222 Beach Road Unit 3, Sarasota — 222 Beach Road $4,395,000 ▲

A rare offering; experience the ultimate lifestyle on Siesta Key. Savor the beach life while making wonderful family memories in this spectacular townhome facing the ocea...

  • 3 Beds
  • 3 Baths
  • 0222 Beach Rd SubDv.
  • 34242 Zip Code
5961 Midnight Pass Road Unit 325, Sarasota image
5961 Midnight Pass Road Unit 325, Sarasota — 5961 $1,199,000

Unbelievable! A unit like this hasn't been on the market in over 10 years! This is the anomaly property you have been waiting for. Almost double the size of a standa...

  • 2 Beds
  • 2 Baths
  • Palm Bay Club SubDv.
  • 34242 Zip Code
6703 Midnight Pass Road Unit 107, Sarasota image
6703 Midnight Pass Road Unit 107, Sarasota — B $349,900 ▲

Fabulous Fully Furnished First Floor Condo on Siesta Key! Across the street from the famous Siesta Key Beach! Voted #1 Beach in the USA! HVAC and Windows less than 1 year...

  • 1 Beds
  • 1 Baths
  • Sea Winds SubDv.
  • 34242 Zip Code
5400 Ocean Boulevard Unit 10-2, Sarasota image
5400 Ocean Boulevard Unit 10-2, Sarasota — 5400 $1,165,000

This is it! Once in a lifetime opportunity at the iconic Terrace on Siesta Key! Designed by the renowned Frank Folsom Smith, the Terrace offers some of the most unparalle...

  • 1 Beds
  • 1 Baths
  • Terrace SubDv.
  • 34242 Zip Code
3536 Bayou Louise Lane, Sarasota image
3536 Bayou Louise Lane, Sarasota $6,975,000

One of the best locations in Sarasota on the coveted north end of Siesta Key, this Gulf-front estate has it all. Enjoy endless views of the Gulf of Mexico, Big Pass, Sout...

  • 4 Beds
  • 4 Baths
  • Siesta Rev SubDv.
  • 34242 Zip Code
3484 Hamilton Avenue, Sarasota image
3484 Hamilton Avenue, Sarasota $1,249,000

Siesta Key, Bay Island, home on double corner lot. Crystal sands of Shell Beach are only a walk or bike away! This 3 bedroom, 2 bath home upstairs, and downstairs with an...

  • 5 Beds
  • 3 Baths
  • Bay Island Park SubDv.
  • 34242 Zip Code
469 Canal Road Unit 469, Sarasota image
469 Canal Road Unit 469, Sarasota $2,050,000

•*´¨SIESTA KEY`*•.¸¸.•WEEKLY RENTAL•.¸¸.•*´CANAL FRONT¨`*•.¸PRIVATE DOCK / LIFT¸.•*** •*´BEACH VIEWS¨`*•.¸PRIVATE ELEVATOR¸.••.¸1/2 MILE TO VILLAGE¸.•*´ ...

  • 3 Beds
  • 3 Baths
  • Grand Siesta SubDv.
  • 34242 Zip Code
3916 N Shell Road, Sarasota image
3916 N Shell Road, Sarasota $4,350,000

Paradise awaits in this private retreat located in the desirable North End of Siesta Key. Custom built in 2017, this one of a kind home is minutes from Siesta Key beach/v...

  • 4 Beds
  • 3 Baths
  • Siesta Rev SubDv.
  • 34242 Zip Code
5911 Midnight Pass Road Unit 405, Sarasota image
5911 Midnight Pass Road Unit 405, Sarasota — Boca Siesta $775,000

A resort lifestyle with endless boating opportunities and captivating water views is your everyday reality in this freshly remodeled condominium in Boca Siesta. Appreciat...

  • 2 Beds
  • 2 Baths
  • Boca Siesta SubDv.
  • 34242 Zip Code
221 Garden Lane, Sarasota image
221 Garden Lane, Sarasota $1,650,000

Whether you make this Siesta Key Beauty your home, your winter get-away or a guest retreat, it will be the perfect choice. Just a short walk to Shell Beach or take the tr...

  • 4 Beds
  • 4 Baths
  • Siesta Rev SubDv.
  • 34242 Zip Code
3446 Anglin Drive, Sarasota image
3446 Anglin Drive, Sarasota $1,495,000

Attention all Investors! Bay Isle pool home is a rarity as it resides in the only area on Siesta Keys where weekly rentals are legally permitted. The home will stun you,...

  • 4 Beds
  • 3 Baths
  • Bay Island Park SubDv.
  • 34242 Zip Code
6326 Midnight Pass Road Unit 105, Sarasota image
6326 Midnight Pass Road Unit 105, Sarasota — 6326 $725,000

Welcome home to this updated 2 bed/2 bath condominium in highly desirable El Presidente, ideally situated on Siesta Key's world famous Crescent Beach. Modern updates mee...

  • 2 Beds
  • 2 Baths
  • El Presidente SubDv.
  • 34242 Zip Code
160 Garden Lane, Sarasota image
160 Garden Lane, Sarasota $650,000

Here is your chance to own a Siesta Key duplex bungalow with a history of long-term rental income. This location is highly desirable within minutes of the world-famous be...

  • 2 Beds
  • 2 Baths
  • Siesta Rev SubDv.
  • 34242 Zip Code
8423 Midnight Pass Road, Sarasota image
8423 Midnight Pass Road, Sarasota $7,995,000

Escape to your very own private island paradise on world-famous Siesta Key. Majestically poised along the shimmering waters of the Intracoastal Waterway sits this masterf...

  • 6 Beds
  • 6 Baths
  • Siesta Key SubDv.
  • 34242 Zip Code
6150 Midnight Pass Road Unit Unit 10 A&B, Sarasota image
6150 Midnight Pass Road Unit Unit 10 A&B, Sarasota — Unit 10 A&B $1,350,000

Great investment opportunity with this proven income producing property on Siesta Key Beach. The Island House Beach Resort is a beautifully maintained beachside complex. ...

  • 4 Beds
  • 3 Baths
  • Island House SubDv.
  • 34242 Zip Code
6518 Midnight Pass Road Unit 512, Sarasota image
6518 Midnight Pass Road Unit 512, Sarasota — House Of The Sun $1,100,000

Very Rarely Available Top Floor Gulf Front Unit. Owners have held this real estate since 1986! Located at the very top corner of the entire building! Highest and best G...

  • 2 Beds
  • 2 Baths
  • House Of The Sun (Was Known As Haleakala) SubDv.
  • 34242 Zip Code
1020 Sun N Sea Drive Unit 206B, Sarasota image
1020 Sun N Sea Drive Unit 206B, Sarasota $449,000

Excellent resort investment property with long term history. The Beach Club at Siesta Key is located just steps away from the sugar sand beach that has made Siesta Key wo...

  • 2 Beds
  • 2 Baths
  • Siesta SubDv.
  • 34242 Zip Code
910 Seaside Drive Unit 102A, Sarasota image
910 Seaside Drive Unit 102A, Sarasota — 910 $409,000

Excellent resort investment property with long term history. The Beach Club at Siesta Key is located just steps away from the sugar sand beach that has made Siesta Key wo...

  • 2 Beds
  • 2 Baths
  • Siesta SubDv.
  • 34242 Zip Code
1087 W Peppertree Drive Unit 221D, Sarasota image
1087 W Peppertree Drive Unit 221D, Sarasota — 1087 $799,000

Gulfside garden downstairs unit with steps; 2 bedroom 2 bath with garage and lake view! You will love this split-level unit with great room size and floor plan. Short w...

  • 2 Beds
  • 2 Baths
  • Peppertree Bay SubDv.
  • 34242 Zip Code
915 Seaside Drive Unit 402, Weeks 2-3, Sarasota image
915 Seaside Drive Unit 402, Weeks 2-3, Sarasota — Hyatt Residences On Siesta Key $68,750

Fractional Ownership. Winter Fractional Package, with 1/16th shares of ownership! Your dream of a new luxury home on Siesta Key Beach can now be a reality; an enviable li...

  • 2 Beds
  • 3 Baths
  • Siesta Key Beach Residences SubDv.
  • 34242 Zip Code
901 Beach Road Unit 202, Sarasota image
901 Beach Road Unit 202, Sarasota — 901 $499,000

This spectacular 2 bedroom 1 bath condo, directly facing magnificent Siesta Key Beach, where the sugary sand never disappoints. This condo has easy access to Siesta villa...

  • 2 Beds
  • 1 Baths
  • La Siesta SubDv.
  • 34242 Zip Code
915 Beach Road Unit 117, Sarasota image
915 Beach Road Unit 117, Sarasota — 915 $400,000

This very cute 1 bedroom, 1 bath unit located in La Siesta, across the street from the absolutely stunning white soft sandy Siesta Beach. This special home is now availab...

  • 1 Beds
  • 1 Baths
  • La Siesta SubDv.
  • 34242 Zip Code
6300 Midnight Pass Road Unit 806, Sarasota image
6300 Midnight Pass Road Unit 806, Sarasota — 6300 $1,150,000

Crystal Sands offers the best beach views on Siesta Key. Every room provides unobstructed enchanting views of sunsets and the glittering lights of downtown Sarasota in th...

  • 2 Beds
  • 2 Baths
  • Crystal Sands SubDv.
  • 34242 Zip Code
6905 Point Of Rocks Road, Sarasota image
6905 Point Of Rocks Road, Sarasota $3,499,000 ▲

Fantastic income producing property just steps to world famous Siesta Beach. This 4 unit building consists of 2 2 bedroom 2 bath units and 2 1 bedroom 1 bath units. The...

  • Point Of Rocks Terrace SubDv.
  • 34242 Zip Code
6342 Midnight Pass Road Unit 320, Sarasota image
6342 Midnight Pass Road Unit 320, Sarasota — 3 $1,115,000

Sweeping Gulf of Mexico views create a captivating scene within this coastally inspired condominium. A picture-perfect vision of paradise is just beyond your screened lan...

  • 2 Beds
  • 1 Baths
  • Midnight Cove Ph 1 & 2 SubDv.
  • 34242 Zip Code
6140 Midnight Pass Road Unit 208, Sarasota image
6140 Midnight Pass Road Unit 208, Sarasota — 6140 $1,189,000

Immerse yourself in the breathtaking views of Siesta Key’s world-famous white sand beach and shimmering ocean from this rarely available extra-large furnished corner unit...

  • 2 Beds
  • 2 Baths
  • Horizons West SubDv.
  • 34242 Zip Code
5966 Midnight Pass Road Unit G-54, Sarasota image
5966 Midnight Pass Road Unit G-54, Sarasota — Grand Tower $750,000

This beautiful condo, located in the sought-after Grand Tower of the Palm Bay Club has breathtaking views of the famous Siesta Key Beach from both the bedroom and living ...

  • 1 Beds
  • 1 Baths
  • Palm Bay Club SubDv.
  • 34242 Zip Code
1334 Roberts Bay Lane, Sarasota image
1334 Roberts Bay Lane, Sarasota $1,975,000 ▼

Discover this enchanting waterfront property nestled in a quiet tree-canopied community close to the powdery white beaches of Siesta Key and the Gulf of Mexico, on deep b...

  • 4 Beds
  • 3 Baths
  • North Harbor Sub SubDv.
  • 34242 Zip Code
5830 Midnight Pass Road Unit 19, Sarasota image
5830 Midnight Pass Road Unit 19, Sarasota — Jamaica Royale $450,000

Welcome and relax in this open floor plan that allows the sunlight to flow continuously throughout, providing a warm and inviting ambience experienced the moment you walk...

  • 1 Beds
  • 1 Baths
  • Jamaica Royale SubDv.
  • 34242 Zip Code
4972 Ocean Boulevard, Sarasota image
4972 Ocean Boulevard, Sarasota $800,000

Walk to Siesta Key Beaches! Walk to The Village! Canal Front with Gulf Access! Total 1/2 Acre Cleared lot with permitted boat dock on property.

  • Siesta SubDv.
  • 34242 Zip Code
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Siesta Key Info

  • Web Cam
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  • Beach Yoga
  • Visit Siesta

 

 

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Jan & Scott Langa - Broker Associates    
Coldwell Banker Residential Real Estate
423 St Armands Circle
Sarasota, Fl, 34236
(j) 941-404-0802 (s) 941-404-0835



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