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    Siesta Key Real Estate Search

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    Central Florida › Sarasota Metro › Sarasota County › Siesta Key

    Siesta Key Florida

    Siesta Key Homes for Sale

    4266 Higel Avenue, Sarasota image
    4266 Higel Avenue, Sarasota $32,500,000

    Pre-Construction. To be built. This breathtaking estate brings the tranquility of the South Pacific to your own private beach on stunning Siesta Key. The home, being buil...

    • 6 Beds
    • 6.5 Baths
    • Fidder Bayou SubDv.
    • 34242 Zip Code
    3799 Flamingo Avenue, Sarasota image
    3799 Flamingo Avenue, Sarasota $22,000,000

    Discover your very own island paradise on world-famous Siesta Key. Located on the north end of Siesta Key, this awe-inspiring estate was brilliantly created to deliver th...

    • 4 Beds
    • 4.5 Baths
    • Bay Island SubDv.
    • 34242 Zip Code
    8218 Sanderling Road, Sarasota image
    8218 Sanderling Road, Sarasota $16,800,000

    Start living your dream island lifestyle in the ultimate beachfront paradise on Siesta Key. This private resort-like compound rests on over 4-acres between the tranquil b...

    • 6 Beds
    • 7.5 Baths
    • Sanderling Club SubDv.
    • 34242 Zip Code
    1414 Point Crisp Road, Sarasota image
    1414 Point Crisp Road, Sarasota $15,950,000

    Siesta Key coastal home where superlatives are a way of life: 1.2 acres on a peninsula. 360-degree bay views. 546 feet of waterfront on Little Sarasota Bay. Water views f...

    • 6 Beds
    • 8.5 Baths
    • Point Crisp SubDv.
    • 34242 Zip Code
    7722 Sanderling Road, Sarasota image
    7722 Sanderling Road, Sarasota $14,000,000 ▲

    Welcome to Casa Playa Privada Siesta, a waterfront masterpiece located in one of the most coveted Siesta Key gated communities, the Sanderling Club. A Gulf of Mexico be...

    • 2 Beds
    • 3 Baths
    • Sanderling Club SubDv.
    • 34242 Zip Code
    799 Freeling Drive, Sarasota image
    799 Freeling Drive, Sarasota $10,000,000

    AS SEEN ON MANSION GLOBAL!! A one-of-a-kind estate situated on one of the most desirable streets on Bay Island at the north end of Siesta Key. The Freeling Drive Peninsul...

    • 5 Beds
    • 3.5 Baths
    • Siesta Cove Sub SubDv.
    • 34242 Zip Code
    1250 Hidden Harbor Way, Sarasota image
    1250 Hidden Harbor Way, Sarasota $9,995,000

    Experience the epitome of waterfront living at 1250 Hidden Harbor Way, Siesta Key, FL, a custom-built sanctuary where coast elegance meets timeless serenity. Nestled on a...

    • 5 Beds
    • 5.5 Baths
    • Hidden Harbor SubDv.
    • 34242 Zip Code
    7652 Sanderling Road, Sarasota image
    7652 Sanderling Road, Sarasota $9,995,000 ▼

    Life at this gorgeously updated, Siesta Key beach home is a one-of-a-kind experience! Set among lush, Florida-friendly greenery directly overlooking the coastal landscape...

    • 4 Beds
    • 4.5 Baths
    • Sanderling Club SubDv.
    • 34242 Zip Code
    648 Beach Road, Sarasota image
    648 Beach Road, Sarasota $9,790,000

    The ultimate in beachfront living - introducing an exceedingly rare, single-family home offering on the white-sand beaches of world-famous Siesta Key. Enjoy daily walks, ...

    • 2 Beds
    • 2.5 Baths
    • Siesta SubDv.
    • 34242 Zip Code
    8324 Sanderling Road, Sarasota image
    8324 Sanderling Road, Sarasota $9,000,000

    Presiding over sensational views of the Gulf of Mexico behind the private gates of the Sanderling Club, this beachfront property has few equals when it comes to tranquili...

    • 3 Beds
    • 4.5 Baths
    • Sanderling Club SubDv.
    • 34242 Zip Code
    265 Cedar Park Circle, Sarasota image
    265 Cedar Park Circle, Sarasota $8,950,000 ▼

    PRICE IMPROVEMENT! ONE of a KIND! A stunningly beautiful custom home in the very best of locations in coveted Cedar Park Circle on north Siesta Key. A short walk or bike...

    • 5 Beds
    • 5.5 Baths
    • Cocoanut Bayou SubDv.
    • 34242 Zip Code
    749 Freeling Drive, Siesta Key image
    749 Freeling Drive, Siesta Key $7,995,000 ▼

    Welcome to Casa della Fontana, a stunning waterfront retreat nestled in the heart of the highly coveted Siesta Key in Florida. This Mediterranean-style masterpiece boasts...

    • 4 Beds
    • 5.5 Baths
    • Bay Island Shores SubDv.
    • 34242 Zip Code
    1172 Horizon View Drive, Sarasota image
    1172 Horizon View Drive, Sarasota $6,995,000

    Gulf beachfront homes are a rarity on Siesta Key, and this one is very special! Located on Turtle Beach, this Casual Coastal designed home offers naturalists the opportun...

    • 4 Beds
    • 3.5 Baths
    • Tortoise Estates SubDv.
    • 34242 Zip Code
    119 Avenida Messina, Sarasota image
    119 Avenida Messina, Sarasota $6,900,000

    Under Construction. The construction start date is Mid October 2022, with completion estimated Fall of 2023. This is both an amazing and rare opportunity to own a luxury ...

    • 7 Beds
    • 7.5 Baths
    • Mira Mar Beach SubDv.
    • 34242 Zip Code
    7340 Point Of Rocks Road, Sarasota image
    7340 Point Of Rocks Road, Sarasota $6,800,000 ▼

    Delight in a captivating, private Gulf-front lifestyle with breathtaking views in this fully renovated Gulf-front estate perched 12 feet above the water on tranquil Point...

    • 6 Beds
    • 6.5 Baths
    • Point Of Rocks SubDv.
    • 34242 Zip Code
    100 Ogden Street, Sarasota image
    100 Ogden Street, Sarasota $6,800,000 ▼

    Celebrate the art of modern living in this remarkable 0.68-acre impeccable waterfront estate on North Siesta Key. The main residence is a 4,755-square-foot modernist mast...

    • 5 Beds
    • 4.5 Baths
    • Siesta SubDv.
    • 34242 Zip Code
    3722 Flamingo Avenue, Sarasota image
    3722 Flamingo Avenue, Sarasota $6,750,000 ▲

    Under Construction. A dream home built by well-respected Voigt Brothers Construction on 95 ft of water frontage. Great boating waters on Hanson Bayou with easy access and...

    • 5 Beds
    • 5.5 Baths
    • Bay Island SubDv.
    • 34242 Zip Code
    147 Avenida Veneccia, Sarasota image
    147 Avenida Veneccia, Sarasota $6,725,000

    This newly constructed Siesta Key home features high-end finishes and a sophisticated design, offering breathtaking views of the Gulf of Mexico and Siesta Key Beach. As y...

    • 6 Beds
    • 6.5 Baths
    • Mira Mar Beach SubDv.
    • 34242 Zip Code
    141 Avenida Veneccia, Sarasota image
    141 Avenida Veneccia, Sarasota $6,485,000

    Welcome to High Tide, a brand-new home just a two-minute walk from the beach! The private backyard oasis has a stunning pool, an inviting spa, and a waterslide! Relax by ...

    • 6 Beds
    • 5.5 Baths
    • Mira Mar Beach SubDv.
    • 34242 Zip Code
    8201 Midnight Pass Road, Sarasota image
    8201 Midnight Pass Road, Sarasota $5,999,995 ▼

    Coastal luxury meets contemporary sophistication in this waterfront home in one of the most desirable Sarasota zip codes - 34242 - Siesta Key which is world-renown for ha...

    • 4 Beds
    • 3 Baths
    • Ocean View SubDv.
    • 34242 Zip Code
    661 Beach Road Unit A&B, Sarasota image
    661 Beach Road Unit A&B, Sarasota — 661 Beach $5,999,990 ▼

    Welcome to one of the best beach homes on world-famous Siesta Key. This exquisite multi-family vacation home is situated perfectly with grand views of the Gulf of Mexico ...

    • 6 Beds
    • 6 Baths
    • Beachview SubDv.
    • 34242 Zip Code
    5823 Riegels Harbor Road, Sarasota image
    5823 Riegels Harbor Road, Sarasota $5,800,000

    Pass through the private gates of Riegels Landing and enjoy the plush, mature landscaping of this beautiful, deep water boating community. Located on a protected harbor, ...

    • 4 Beds
    • 4.5 Baths
    • Riegels Landing SubDv.
    • 34242 Zip Code
    3954 Roberts Point Road, Sarasota image
    3954 Roberts Point Road, Sarasota $5,750,000 ▼

    Located on a quiet street on the north end of world-famous Siesta Key, this impressive estate embodies the true essence of island living. Bring your clothes, move right i...

    • 5 Beds
    • 5 Baths
    • Siesta Rev SubDv.
    • 34242 Zip Code
    4634 Higel Avenue, Sarasota image
    4634 Higel Avenue, Sarasota $5,250,000

    One or more photo(s) has been virtually staged. Under Construction. Introducing an exquisite new construction home nestled in the heart of Siesta Key. Built by M&J Pham D...

    • 4 Beds
    • 4.5 Baths
    • Ocean Beach SubDv.
    • 34242 Zip Code
    8415 Midnight Pass Road, Sarasota image
    8415 Midnight Pass Road, Sarasota $5,100,000 ▼

    Discover la Casa del Orchidee, an extraordinary island paradise. This spectacular walled and gated private estate is sited directly on Siesta Key’s Sarasota Bay and Intra...

    • 5 Beds
    • 5.5 Baths
    • 34242 Zip Code
    3920 Roberts Point Road, Sarasota image
    3920 Roberts Point Road, Sarasota $4,999,000

    Introducing an exquisite waterfront open floor plan retreat, nestled in the heart of Siesta Key, Sarasota, FL - a distinctive sanctuary that captures the essence of coast...

    • 4 Beds
    • 4.5 Baths
    • Siesta Rev SubDv.
    • 34242 Zip Code
    601 Tremont Street, Sarasota image
    601 Tremont Street, Sarasota $4,750,000

    One or more photo(s) has been virtually staged. Under Construction. Introducing an exquisite new construction home nestled in the heart of Siesta Key. Built by M&J Pham D...

    • 4 Beds
    • 4.5 Baths
    • Siesta Bayside SubDv.
    • 34242 Zip Code
    8802 Midnight Pass Road, Sarasota image
    8802 Midnight Pass Road, Sarasota — Tramonto $4,750,000

    One or more photo(s) has been virtually staged. Under Construction. Introducing another luxurious home by M&J Pham Development on Siesta Key. An exquisite residence that ...

    • 4 Beds
    • 4.5 Baths
    • Tortoise Estates SubDv.
    • 34242 Zip Code
    3200 Higel Avenue, Sarasota image
    3200 Higel Avenue, Sarasota $4,650,000

    Tucked away on a private lane on the northern tip of Siesta Key on Sarasota’s Big Pass, at the mouth of the Gulf of Mexico, is the Blue Lantern, a historic Sarasota locat...

    • 4 Beds
    • 2.5 Baths
    • Siesta Rev SubDv.
    • 34242 Zip Code
    5174 Sandy Cove Avenue, Sarasota image
    5174 Sandy Cove Avenue, Sarasota $4,599,000 ▼

    Pre-Construction. To be built. This coastal contemporary home to be built sits on a canal on Siesta Key with direct gulf access and only one bridge to the intercoastal. ...

    • 5 Beds
    • 4.5 Baths
    • Sara Sands SubDv.
    • 34242 Zip Code
    9269 Blind Pass Road, Sarasota image
    9269 Blind Pass Road, Sarasota $4,500,000

    BEACH AND BAY VIEWS AND ACCESS with dock and 10,000 lb. boat lift. Welcome to Villa de Tramonti located on the exclusive southernmost tip of Siesta Key Blind Pass. Reflec...

    • 4 Beds
    • 4.5 Baths
    • Siesta SubDv.
    • 34242 Zip Code
    5310 Avenida Del Mare, Sarasota image
    5310 Avenida Del Mare, Sarasota $4,500,000

    Under Construction. Behold the breathtaking design that is 5310 Avenida del Mare, an exquisite new construction home located in the heart of Siesta Key. A sophisticated a...

    • 5 Beds
    • 5.5 Baths
    • Sarasota Beach SubDv.
    • 34242 Zip Code
    1250 Sea Plume Way, Sarasota image
    1250 Sea Plume Way, Sarasota $4,400,000

    As you turn onto Sea Plume Way and drive through the romantic canopy of trees to the end of the cul-de-sac you are greeted by Moonshine Point, an idyllic gated sanctuary ...

    • 4 Beds
    • 3.5 Baths
    • Mangroves Sub The SubDv.
    • 34242 Zip Code
    5121 Hidden Harbor Road, Sarasota image
    5121 Hidden Harbor Road, Sarasota $4,350,000

    One or more photo(s) has been virtually staged. Experience the ultimate luxury, waterfront estate located in the secluded community of Hidden Harbor on Siesta Key. This 4...

    • 4 Beds
    • 4 Baths
    • Hidden Harbor SubDv.
    • 34242 Zip Code
    5300 Avenida Del Mare, Sarasota image
    5300 Avenida Del Mare, Sarasota $4,250,000

    Under Construction. Sophisticated and sleek, welcome to 5300 Avenida del Mare, a dazzling new construction home located in the heart of Siesta Key. A modern exterior will...

    • 4 Beds
    • 4.5 Baths
    • Sarasota Beach SubDv.
    • 34242 Zip Code
    5227 Calle Menorca, Sarasota image
    5227 Calle Menorca, Sarasota $3,985,000

    This Siesta Key Oasis is a MUST SEE! Conveniently located only a block away from the famous Siesta Key Village and a stroll away from the world-renowned beautiful white ...

    • 5 Beds
    • 5 Baths
    • Sarasota Beach SubDv.
    • 34242 Zip Code
    9137 Midnight Pass Road, Sarasota image
    9137 Midnight Pass Road, Sarasota $3,985,000 ▼

    Welcome to this exquisite waterfront residence in Siesta Key, Florida, boasting an unparalleled sense of spaciousness with captivating Bay views. Combining the elegance o...

    • 3 Beds
    • 5 Baths
    • Siesta Plat SubDv.
    • 34242 Zip Code
    8223 Midnight Pass Road, Sarasota image
    8223 Midnight Pass Road, Sarasota $3,950,000

    Siesta Key is among Florida’s finest barrier islands and home to this superb, gated waterfront property with a brand new private boat dock. From its spectacular vantage p...

    • 4 Beds
    • 4 Baths
    • Ocean View SubDv.
    • 34242 Zip Code
    5236 Siesta Cove Drive, Sarasota image
    5236 Siesta Cove Drive, Sarasota $3,900,000 ▼

    A mid-century coastal modern oasis in Siesta Cove, Siesta Key’s premier neighborhood, highlights 80 feet of waterfront with convenient boat access to Gulf and Bay, with n...

    • 4 Beds
    • 4.5 Baths
    • Siesta Cove Sub SubDv.
    • 34242 Zip Code
    5263 Avenida De Cortez, Sarasota image
    5263 Avenida De Cortez, Sarasota $3,800,000

    This Beach Home on Siesta Key is a total GEM. Everything on your wish list. Walk across to your private BOAT DOCK or walk to the Sugar Powder Beach of Siesta Key Beach. Y...

    • 4 Beds
    • 3.5 Baths
    • Siesta Beach SubDv.
    • 34242 Zip Code
    601 Lotus Lane, Sarasota image
    601 Lotus Lane, Sarasota $3,695,000 ▼

    Island retreat. Waterfront lifestyle. Solid construction. Experience the allure of Siesta Key living from this exceptionally built custom home in one of the most desirabl...

    • 3 Beds
    • 3 Baths
    • Siestas Bayside Waterside SubDv.
    • 34242 Zip Code
    5023 Windward Avenue, Sarasota image
    5023 Windward Avenue, Sarasota $3,675,000

    Pre-Construction. To be built. The award-winning team at Allegra Homes invites you to explore 5023 Windward on the Key. Coming soon, you will be greeted by a gorgeous cur...

    • 4 Beds
    • 4.5 Baths
    • Sara Sands SubDv.
    • 34242 Zip Code
    117 Beach Road, Sarasota image
    117 Beach Road, Sarasota $3,500,000

    Don't miss this incredible opportunity to own a coveted spot on Beach Rd! This remarkable property consists of a two-bedroom, two-bath main house, and a one-bedroom, one-...

    • 3 Beds
    • 3 Baths
    • Mira Mar Beach SubDv.
    • 34242 Zip Code
    5212 Siesta Cove Drive, Sarasota image
    5212 Siesta Cove Drive, Sarasota $3,495,000 ▼

    A premiere waterfront location in sought-after Siesta Cove with open views and no bridges to the Bay! MAJOR renovations have been completed to this magnificent coastal-st...

    • 5 Beds
    • 6.5 Baths
    • Siesta Cove Sub SubDv.
    • 34242 Zip Code
    8377 Midnight Pass Road, Sarasota image
    8377 Midnight Pass Road, Sarasota $3,399,000 ▼

    SIESTA KEY ~ STUNNING SINGLE FAMILY HOME ~ PANORAMIC BAY VIEWS WITH A NEW DOCK SYSTEM ~ BAY / INTERCOSTAL / GULF ACCESS ~ NEW POOL PLANS PART OF PHOTOS ~ METICULOUS CONDI...

    • 4 Beds
    • 3 Baths
    • Ocean View SubDv.
    • 34242 Zip Code
    701 Treasure Boat Way, Sarasota image
    701 Treasure Boat Way, Sarasota $3,200,000

    Enjoy the Siesta Key lifestyle in this beautifully appointed seldom used perfectly situated canal front residence; freshly painted in and out with refreshened landscaping...

    • 3 Beds
    • 2.5 Baths
    • Siestas Bayside Waterside SubDv.
    • 34242 Zip Code
    746 Siesta Drive, Sarasota image
    746 Siesta Drive, Sarasota $3,200,000 ▼

    New price - $550,000 reduction! An exceptional location for serious boaters who value deep sailboat water and quick access to Sarasota Bay, Big Pass and the Gulf of Mexic...

    • 6 Beds
    • 3.5 Baths
    • Bay Island Shores SubDv.
    • 34242 Zip Code
    116 Sand Dollar Lane, Sarasota image
    116 Sand Dollar Lane, Sarasota $3,200,000

    This absolutely breathtaking view from Siesta Key can be yours all day every day! A single family home that overlooks the spectacular Gulf of Mexico on the north end of S...

    • 4 Beds
    • 3.5 Baths
    • Banyan Club SubDv.
    • 34242 Zip Code
    543 Beach Road, Sarasota image
    543 Beach Road, Sarasota $3,100,000

    OWNER FINANCING AVAILABLE! One of the last original buildings on Beach Road, this charming cottage on Siesta Key is now for sale. It’s ideally located steps from the worl...

    • 2 Beds
    • 1 Baths
    • Sarasota Beach SubDv.
    • 34242 Zip Code
    231 Garden Lane, Sarasota image
    231 Garden Lane, Sarasota $3,000,000 ▼

    Beautiful Siesta Key home that offers tons of rental potential along with the ability to sleep 10 of your family members while on vacation. Once you step inside of your g...

    • 5 Beds
    • 5 Baths
    • Siesta Rev SubDv.
    • 34242 Zip Code
    100 Pierson Lane, Sarasota, Siesta Key image
    100 Pierson Lane, Sarasota, Siesta Key $3,000,000 ▼

    Paradise found! Serenity and privacy abound in this secluded tropical, gated, waterfront estate situated on the highly sought after north end of Siesta Key Island. Only 3...

    • 4 Beds
    • 4 Baths
    • Siesta Rev SubDv.
    • 34242 Zip Code
    5132 Sandy Shore Avenue, Sarasota image
    5132 Sandy Shore Avenue, Sarasota — 5132 Sandy Share Ave $2,999,000 ▼

    Combining stylish residential living with the allure of a world-renowned beach destination five minutes away, this beautiful Siesta Key property is perfect for families a...

    • 3 Beds
    • 3 Baths
    • Sara Sands SubDv.
    • 34242 Zip Code
    214 Island Circle, Sarasota image
    214 Island Circle, Sarasota $2,986,000 ▼

    Custom Siesta Key waterfront home, located on Palm Island, Siesta Key. This island retreat is just minutes to Siesta Key Beach, Siesta Village, shops and restaurants. Fou...

    • 4 Beds
    • 3.5 Baths
    • Sarasota Beach SubDv.
    • 34242 Zip Code
    4833 Featherbed Lane, Sarasota image
    4833 Featherbed Lane, Sarasota $2,978,000 ▼

    Live the dream in this delightful island home with broad water views along a T-shaped canal and the tropical splendor of Siesta Key. Exquisite waterfront living envelops...

    • 4 Beds
    • 4 Baths
    • Harmony Sub SubDv.
    • 34242 Zip Code
    270 Island Circle, Sarasota image
    270 Island Circle, Sarasota — 270 $2,890,000 ▼

    FALL IN LOVE with this Siesta Key home on HEART-Shaped Palm Island, known to the locals as "an Island within an Island." This Four-Bedroom, Three-Bath, Canal Front, Medit...

    • 4 Beds
    • 3 Baths
    • Sarasota Beach SubDv.
    • 34242 Zip Code
    5215 Hidden Harbor Road, Sarasota image
    5215 Hidden Harbor Road, Sarasota $2,850,000 ▼

    Sailboat water on Siesta Key with direct access to the intercoastal waterway. This is a rare property in Hidden Harbor on a canal with a boat dock on protected water. The...

    • 4 Beds
    • 4 Baths
    • Hidden Harbor SubDv.
    • 34242 Zip Code
    8424 Midnight Pass Road, Sarasota image
    8424 Midnight Pass Road, Sarasota $2,799,999

    One or more photo(s) has been virtually staged. This private waterfront one-acre estate features a coastal contemporary home on the residential south side of Siesta Key a...

    • 3 Beds
    • 3.5 Baths
    • Siesta SubDv.
    • 34242 Zip Code
    8008 Midnight Pass Road, Sarasota image
    8008 Midnight Pass Road, Sarasota $2,795,000

    Eight years young and beautifully updated to rival new construction, this fabulous, gated waterfront Siesta Key estate offers abundant space with 4 bedrooms, 5 full baths...

    • 4 Beds
    • 5 Baths
    • Mira Mar Sub SubDv.
    • 34242 Zip Code
    7309 Pine Needle Road, Sarasota image
    7309 Pine Needle Road, Sarasota $2,700,000

    This cherished family home has been well-adored for the past two decades, and now presents a golden opportunity rarely available in the prestigious Sanderling Club, the o...

    • 6 Beds
    • 6.5 Baths
    • Sanderling Club SubDv.
    • 34242 Zip Code
    472 Island Circle, Siesta Key image
    472 Island Circle, Siesta Key $2,650,000

    On beautiful Palm Island in the heart of Siesta Key and just 2 blocks from world famous Siesta Key Beach, you'll find this fantastic one-of-a-kind modern island home with...

    • 4 Beds
    • 3.5 Baths
    • Sarasota Beach SubDv.
    • 34242 Zip Code
    1214 Sea Plume Way, Sarasota image
    1214 Sea Plume Way, Sarasota $2,600,000

    SIESTA KEY VIBES await you in this spacious, light filled contemporary 3/3 pool home on a protected canal with DIRECT ACCESS TO THE INTRACOASTAL! This 3-story home is lo...

    • 3 Beds
    • 3 Baths
    • Mangroves Sub The SubDv.
    • 34242 Zip Code
    6930 Bochi Circle, Sarasota image
    6930 Bochi Circle, Sarasota $2,550,000

    Under Construction. Welcome to Paradise! Live the Life of Luxury at The La Linda Siesta Key Estates. A new construction residence of 13 executive homes with an elegant an...

    • 4 Beds
    • 4.5 Baths
    • Coronas Park SubDv.
    • 34242 Zip Code
    6924 Bochi Circle, Sarasota image
    6924 Bochi Circle, Sarasota $2,550,000

    Pre-Construction. To be built. Welcome to Paradise! Live the Life of Luxury at The La Linda Siesta Key Estates. A new construction residence of 13 executive homes with an...

    • 4 Beds
    • 4.5 Baths
    • Coronas Park SubDv.
    • 34242 Zip Code
    4193 Roberts Point Circle, Sarasota image
    4193 Roberts Point Circle, Sarasota $2,490,000 ▼

    Welcome to your dream home on Roberts Point, where coastal living meets luxury. This beautifully designed “Kristi” Model by award-winning luxury custom builder, Allegra H...

    • 4 Beds
    • 3.5 Baths
    • Roberts Point SubDv.
    • 34242 Zip Code
    1252 Riegels Landing Drive, Sarasota image
    1252 Riegels Landing Drive, Sarasota $2,425,000

    Just inside the gates of the prestigious Riegels Landing, this grand residence presents the opportunity to live with privacy in a lush landscape with the conveniences and...

    • 3 Beds
    • 2 Baths
    • Riegels Landing SubDv.
    • 34242 Zip Code
    3435 Seagrape Drive, Sarasota image
    3435 Seagrape Drive, Sarasota $2,390,000 ▼

    Discover this Bay Island residence that will transport you back into a majestic moment of time on Siesta Key. Situated on almost half an acre, this renovated 1936 Florida...

    • 5 Beds
    • 4.5 Baths
    • Bay Island SubDv.
    • 34242 Zip Code
    6913 Bochi Circle, Sarasota image
    6913 Bochi Circle, Sarasota $2,350,000

    Pre-Construction. To be built. Don't miss out on these beautiful New builds. Welcome to Paradise! Live the Life of Luxury at The La Linda Siesta Key Estates. A new constr...

    • 4 Beds
    • 4.5 Baths
    • Coronas Park SubDv.
    • 34242 Zip Code
    4947 Commonwealth Drive, Sarasota image
    4947 Commonwealth Drive, Sarasota — 4947 $2,300,000

    Experience tropical sophistication in this 4-bedroom, 4.5-bath West Indies-style Siesta Key residence close to the white-quartz sands of world-renowned Siesta Beach. Buil...

    • 4 Beds
    • 4.5 Baths
    • Siesta Beach SubDv.
    • 34242 Zip Code
    5182 Sandy Beach Avenue, Sarasota image
    5182 Sandy Beach Avenue, Sarasota $2,295,000 ▼

    Savor Siesta Key living just moments from the award-winning white sands of the beach in this 3BR + office/4.5BA waterfront home. Perfectly positioned on a sprawling, beau...

    • 3 Beds
    • 4.5 Baths
    • Sara Sands SubDv.
    • 34242 Zip Code
    5046 Windward Avenue, Sarasota image
    5046 Windward Avenue, Sarasota $2,100,000

    Welcome to your spacious Siesta Key canal front home in the highly sought-after Sara Sands neighborhood. From the moment you enter this professionally remodeled mid-centu...

    • 3 Beds
    • 3 Baths
    • Sara Sands SubDv.
    • 34242 Zip Code
    4725 Gleason Avenue, Siesta Key image
    4725 Gleason Avenue, Siesta Key $2,025,000 ▼

    This 3,030 S.F. Canal Front, Pool home with a Bungalow feel is a Mid-Century Modern Gem. Built on a corner lot in a Fantastic Location on Siesta Key, less then 5 minute...

    • 3 Beds
    • 3 Baths
    • Ocean Beach SubDv.
    • 34242 Zip Code
    5125 Oakmont Place, Sarasota image
    5125 Oakmont Place, Sarasota $1,999,000

    A wonderful spacious find on Siesta Key! This 2 story, 4 bedroom, 4 1/2 bath, 3200 sq ft home, provides plenty of privacy for extended family, friends or renters. There...

    • 4 Beds
    • 4.5 Baths
    • Siesta Beach SubDv.
    • 34242 Zip Code
    4185 Roberts Point Circle, Sarasota image
    4185 Roberts Point Circle, Sarasota $1,900,000

    This is your opportunity to own in the highly coveted and rarely available Roberts Point neighborhood nestled on the north end of Siesta Key. Known for its laid-back isla...

    • 3 Beds
    • 2 Baths
    • Roberts Point SubDv.
    • 34242 Zip Code
    1201 Big Oak Lane, Sarasota image
    1201 Big Oak Lane, Sarasota $1,899,999 ▼

    HUGE PRICE REDUCTION ON THIS Siesta Key canal front property with NO BRIDGE to the intracoastal Waterway. START MAKING MONEY THE MINUTE YOU CLOSE WITH THIS HIGH INCOME PR...

    • 3 Beds
    • 2 Baths
    • Secluded Harbour SubDv.
    • 34242 Zip Code
    763 Siesta Drive, Sarasota image
    763 Siesta Drive, Sarasota $1,850,000

    Enter through Secured Gates to one of Bay Island’s original Florida Bungalows beautifully restored and set upon a 1/4 acre private oasis. The three bedroom Main house an...

    • 4 Beds
    • 3 Baths
    • Bay Island SubDv.
    • 34242 Zip Code
    5169 Oxford Drive, Sarasota image
    5169 Oxford Drive, Sarasota $1,750,000

    Welcome to your dream home on Siesta Key where luxury meets convenience. This stunning 3-bedroom/3-bath home is located on the Grand Canal and has been fully renovated in...

    • 3 Beds
    • 3 Baths
    • Siesta Beach SubDv.
    • 34242 Zip Code
    417 Avenida De Mayo, Sarasota image
    417 Avenida De Mayo, Sarasota $1,750,000 ▼

    Location, location...! Adjacent to Siesta Key Village with its restaurants and bars yet only a few hundred yards away from Siesta Key Beach, one of the best beaches in th...

    • 3 Beds
    • 3 Baths
    • Sarasota Beach SubDv.
    • 34242 Zip Code
    512 Venice Lane, Sarasota image
    512 Venice Lane, Sarasota $1,749,000 ▼

    One or more photo(s) has been virtually staged. Completely reimagined & renovated waterfront home on Siesta Key * Rare deep water with protected harborage * A very short ...

    • 3 Beds
    • 2 Baths
    • Siesta Bayside SubDv.
    • 34242 Zip Code
    4104 Roberts Point Road, Sarasota image
    4104 Roberts Point Road, Sarasota $1,749,000

    Located in one of Siesta Key’s most desirable neighborhoods, this casually elegant, low-maintenance home is afforded extra privacy on a tropically landscaped, corner lot ...

    • 3 Beds
    • 2.5 Baths
    • Roberts Point SubDv.
    • 34242 Zip Code
    8115 Midnight Pass Road, Sarasota image
    8115 Midnight Pass Road, Sarasota $1,700,000

    Direct Little Sarasota Bay Waterfront cottage with deep water dock, and a charming Key West style is on the market! It has a private outdoor deck with immaculate water vi...

    • 3 Beds
    • 2 Baths
    • Mira Mar Beach SubDv.
    • 34242 Zip Code
    5202 Winding Way, Sarasota image
    5202 Winding Way, Sarasota $1,695,000

    Pre-Construction. To be built. Discover the Ultimate in modern Luxury Living in this stunning Preconstruction home situated on a 10K+ lot on Siesta Key. With nearly 2300 ...

    • 3 Beds
    • 3.5 Baths
    • Twin Oak Pond SubDv.
    • 34242 Zip Code
    5070 Commonwealth Drive, Sarasota image
    5070 Commonwealth Drive, Sarasota $1,675,000 ▼

    One or more photo(s) has been virtually staged. This luxurious, COMPLETELY RENOVATED, BEAUTIFUL pool home is nestled in a private, incredible neighborhood on the magical ...

    • 3 Beds
    • 2 Baths
    • Siesta Beach SubDv.
    • 34242 Zip Code
    5579 Cape Aqua Drive, Sarasota image
    5579 Cape Aqua Drive, Sarasota $1,654,000 ▼

    Situated on one of the largest lots near the beach, this Florida style home with salt water pool and spa is in the sought after Siesta Isles neighborhood in the heart of ...

    • 2 Beds
    • 2 Baths
    • Siesta SubDv.
    • 34242 Zip Code
    5355 Calle Florida, Sarasota image
    5355 Calle Florida, Sarasota $1,465,000

    Two separate lots! This home, quaint, charming, loved, is located just over the bridge to the heart shaped Palm Island, the "HEART OF SIESTA KEY". A short walk to the pri...

    • 3 Beds
    • 2 Baths
    • Sarasota Beach SubDv.
    • 34242 Zip Code
    5516 Avenida Del Mare, Sarasota image
    5516 Avenida Del Mare, Sarasota $1,400,000

    Florida's most sought-after coastal destinations. This exquisite 3-bedroom, 2-bathroom home boasts luxurious living space, designed with modern flair and an exceptional a...

    • 3 Beds
    • 2 Baths
    • Sarasota Beach SubDv.
    • 34242 Zip Code
    115 Sand Dollar Lane, Sarasota image
    115 Sand Dollar Lane, Sarasota $1,395,000 ▼

    Wow, a $200,000 price improvement! Enjoy partial views of the sparkling azure waters of the Gulf of Mexico from this 3,320-square-foot, 3-bedroom, 3.5-bath California con...

    • 3 Beds
    • 3.5 Baths
    • Banyan Club SubDv.
    • 34242 Zip Code
    831 Siesta Drive, Sarasota image
    831 Siesta Drive, Sarasota $1,200,000 ▼

    Your own piece of Paradise, on the north end of Siesta Key, with easy access to all the wonderful amenities in the Village and the world class Crescent Beach. Additionall...

    • 3 Beds
    • 2 Baths
    • A L  Jukes SubDv.
    • 34242 Zip Code
    1033 Shadow Lawn Way, Sarasota image
    1033 Shadow Lawn Way, Sarasota $1,180,000 ▼

    Grab your shades, flip-flops and sunscreen; in just half a mile, you’ll feel powdery white quartz sand in your toes at world-famous Siesta Key Beach, where you’ll be mesm...

    • 3 Beds
    • 2 Baths
    • Siesta Isles SubDv.
    • 34242 Zip Code
    1020 Glebe Lane, Sarasota image
    1020 Glebe Lane, Sarasota $1,050,000

    Siesta Key Beach House, 4BD/2BA, 2-Car Garage, Private Pool, Xeriscape yard. Ride, walk, jog or skate 5 minutes to Siesta Key Public Beach. Built in 1975 this single st...

    • 4 Beds
    • 2 Baths
    • Siesta Isles SubDv.
    • 34242 Zip Code
    4421 Ocean Boulevard, Sarasota image
    4421 Ocean Boulevard, Sarasota $1,000,000

    This charming three bedroom two and a half bath pool home situated on Lake Nancy is one of only two single family residences on Siesta Key listed for one million or under...

    • 3 Beds
    • 2 Baths
    • Ocean Beach SubDv.
    • 34242 Zip Code
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