Siesta Key, FL Homes for Sale with Acreage

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  $649,000

  • 2 Beds
  • 2 Baths
  • 921 Sq Ft

  5830 Midnight Pass Rd Unit 107, Sarasota, FL 34242

  Welcome to your slice of paradise at Jamaica Royale on world famous Siesta Key Beach. This completely remodeled 2 bedroom, 2 bath condo offers the perfect blend of coastal elegance and income producing potential. The stunning kitchen features quartz countertops, custom wood cabinetry, stainless steel appliances, dining space, and a laundry closet with stackable washer and dryer, ideal for

  Jennifer Bright BRIGHT REALTY

  5830 Midnight Pass Rd Unit 107, Sarasota, FL 34242
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  $2,450,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,940 Sq Ft

  6140 Midnight Pass Rd Unit 904, Sarasota, FL 34242

  Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom

  Suki Scollo COLDWELL BANKER REALTY

  6140 Midnight Pass Rd Unit 904, Sarasota, FL 34242
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  $525,000

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft

  1300 N Portofino Dr Unit 406, Sarasota, FL 34242

  BEAUTIFUL RENOVQTION ON THE CANAL! WATERVIEWS! Live the Florida dream in this recently remodeled CANAL-FRONT home, designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with picturesque water views, this beautifully updated unit features gorgeous

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1300 N Portofino Dr Unit 406, Sarasota, FL 34242
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  $2,750,000

  • 5 Beds
  • 5.5 Baths
  • 3,524 Sq Ft

  4839 Givens Ct, Sarasota, FL 34242

  **Rare Siesta Key Estate Compound | 4 Lots | Guest House + Studio | Minutes to Beach & Village** A truly exceptional offering on Siesta Key—this private multi-residence estate spans four combined lots, creating a rare sense of space, flexibility, and opportunity just moments from the world-renowned Siesta Beach and vibrant Siesta Key Village. The main residence features 3 bedrooms and 3.5 baths,

  Caroline Amory COLDWELL BANKER REALTY

  4839 Givens Ct, Sarasota, FL 34242
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  $1,395,000

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  5770 Midnight Pass Rd Unit 601, Sarasota, FL 34242

  An exquisite, fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is in C Building with direct beach access just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head

  Sylvia Wilk PREFERRED SHORE LLC

  5770 Midnight Pass Rd Unit 601, Sarasota, FL 34242
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  $1,350,000 Open Sun 12PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft

  5920 Midnight Pass Rd Unit 1003, Sarasota, FL 34242

  Great Opportunity at Sarasota Surf & Racquet Club!! Beautifully turn-key furnished 2BR/2BA condo with a split bedroom floorplan for privacy in Tower 10 Unit 3 right on the beach with a gorgeous view of the Gulf and the beautiful quartz sand beach and shoreline. The onsite rental management team takes care of your investment. You use it when you want and enjoy the great revenue stream coming your

  Jay Mitchell COLDWELL BANKER REALTY

  5920 Midnight Pass Rd Unit 1003, Sarasota, FL 34242
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  $729,000

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  1220 Siesta Bayside Dr Unit 1220A, Sarasota, FL 34242

  Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the

  Jennifer Bright BRIGHT REALTY

  1220 Siesta Bayside Dr Unit 1220A, Sarasota, FL 34242
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  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft

  20 Whispering Sands Dr Unit 1201, Sarasota, FL 34242

  A truly RARE offering, this TOP floor, GULF FRONT penthouse residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every

  Harriet Stopher COLDWELL BANKER REALTY

  20 Whispering Sands Dr Unit 1201, Sarasota, FL 34242
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  $609,000

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242

  Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an OPEN CONCEPT floor plan, this light-filled condo showcases a bright, sophisticated 2023/2024 REMODELED kitchen featuring quartz countertops, stainless Samsung appliances, an impressive 8' breakfast bar with seating for 3, soft

  Harriet Stopher COLDWELL BANKER REALTY

  199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242
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  /37

  $585,000

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  1400 Cove II Place Unit 631F, Sarasota, FL 34242

  Welcome to the most adorable condo on world famous SIESTA KEY. Start enjoying the island lifestyle in this TURNKEY condo with GREAT WATER VIEWS and pool views! ***WEEKLY RENTALS***Very comfortable open floor plan with balcony to sip your cocktails and relax. The PRIVATE DEEDED BEACH ACCESS to the quartz sand Siesta beach in priceless. Midnight Cove offers tennis, pickleball, barbecue areas,

  Livya Hament PREFERRED SHORE LLC

  1400 Cove II Place Unit 631F, Sarasota, FL 34242
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  $475,000

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  101 Whispering Sands Dr Unit 107, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome to affordable GULF FRONT living! This is the BEST PRICED CONDO in Whispering Sands. The sellers are also willing to offer a $60,000 SELLER CREDIT with an acceptable offer, to offset any future improvements or assessments. This recently updated, 2 bed/2 bath, DOUBLE LANAI CORNER unit is nestled in the southwest corner of

  Harriet Stopher COLDWELL BANKER REALTY

  101 Whispering Sands Dr Unit 107, Sarasota, FL 34242
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  $1,895,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft

  6140 Midnight Pass Rd Unit 501, Sarasota, FL 34242

  Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and

  Suki Scollo COLDWELL BANKER REALTY

  6140 Midnight Pass Rd Unit 501, Sarasota, FL 34242
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  /21

  $575,000

  • 1 Bed
  • 1 Bath
  • 524 Sq Ft

  1020 Sun and Sea Dr Unit 102, Siesta Key, FL 34242

  Welcome to Beach Club at Siesta Key, where an unbeatable investment opportunity awaits just steps from the world-renowned Siesta Key Beach. This charming 1-bedroom, 1-bathroom first-floor condo is the ideal blend of personal escape and income-generating property, boasting a successful history in short-term rentals. As you step inside this fully furnished, turnkey unit, you’re greeted by an open

  Cole Collins COLDWELL BANKER REALTY

  1020 Sun and Sea Dr Unit 102, Siesta Key, FL 34242
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  $500,000

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  225 Hourglass Way Unit 106, Sarasota, FL 34242

  Step into your own island retreat with this rare ground floor END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for

  Harriet Stopher COLDWELL BANKER REALTY

  225 Hourglass Way Unit 106, Sarasota, FL 34242
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  $1,589,000

  • 2 Beds
  • 2 Baths
  • 2,217 Sq Ft

  1280 Dolphin Bay Way Unit 503, Sarasota, FL 34242

  Experience endless panoramic views of downtown Sarasota and Sarasota Bay from the climate-controlled balcony of this newly renovated top-floor residence in the gated community of Dolphin Bay on Siesta Key. This spacious condo offers over 2,200 square feet of beautifully updated living space, featuring 2 bedrooms, 2 bathrooms, and a den, all enhanced by vaulted ceilings that create an open and

  Mary Zilinskiy COLDWELL BANKER REALTY

  1280 Dolphin Bay Way Unit 503, Sarasota, FL 34242
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  $1,295,000

  • 1 Bed
  • 1.5 Baths
  • 928 Sq Ft

  5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242

  New price! Experience the ultimate in Siesta Key beachfront living. Directly on world-renowned Siesta Beach, rated #1 in the U.S. and #4 worldwide by TripAdvisor, this stunning fifth-floor corner residence captures the essence of luxury coastal living. Recently renovated to perfection, this one-bedroom, 1.5-bath condominium offers a rare combination of modern sophistication, coastal elegance and

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242
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  /18

  $599,000

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft

  925 Beach Rd Unit 310, Sarasota, FL 34242

  Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!

  Colin Mooney BRICK STREET REALTY

  925 Beach Rd Unit 310, Sarasota, FL 34242
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  $18,500,000

  • 4 Beds
  • 6 Baths
  • 8,138 Sq Ft

  3799 Flamingo Ave, Sarasota, FL 34242

  Relax and take in the positive energy of Lotus-style living in this one-of-a-kind Balinese-inspired resort compound on north end of the world-famous Siesta Key. Nothing is needed to begin your Zen journey as the property comes completely furnished down to dishes, silverware and a Buddha living wall. The coexistence of indoor and outdoor space blends over 8,000 square feet of indoor space with

  Joel Schemmel DOUGLAS ELLIMAN

  3799 Flamingo Ave, Sarasota, FL 34242
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  /15

  $16,100,000

  • Land
  • 1.34 Acres
  • $12,014,925 per Acre

  113 & 125 Big Pass Ln, Siesta Key, FL 34242

  A RARE OFFERING to purchase two Gulf Front building lots side by side (Parcel ID Numbers-0080010021 & 0080010023) where Sarasota’s Big Pass meets the Gulf of Mexico providing one of the best panoramic views in the area, located on a private gated lane. Combine both lots for a total of close to 1.4 acres with approximately 215 feet of seawall and design a world class estate that has one of the

  Andrew Martell KELLER WILLIAMS ON THE WATER S

  113 & 125 Big Pass Ln, Siesta Key, FL 34242
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  /20

  $589,000

  • 2 Beds
  • 2 Baths
  • 1,091 Sq Ft

  1250 N Portofino Dr Unit 408, Sarasota, FL 34242

  Welcome to Siesta Harbor, one of Siesta Key’s most desirable waterfront condominium communities. This beautifully updated 2-bedroom, 2-bath residence in the Marlin House building offers a light-filled open floor plan with serene water views and direct access to the community’s private marina and boat docks. The spacious living area flows seamlessly into the dining room and remodeled kitchen,

  Sonya Kis HARBOUR SHORES REALTY

  1250 N Portofino Dr Unit 408, Sarasota, FL 34242
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  $420,000

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242

  BAY OAKS - JUST MINUTES FROM WORLD FAMOUS SIESTA KEY BEACH. Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With weekly rentals allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and move-in ready.Enjoy poolside views from your screened porch, low HOA fees, and

  Greg Hudson COLDWELL BANKER REALTY

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242
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  $1,225,000 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  6140 Midnight Pass Rd Unit 603, Sarasota, FL 34242

  Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length

  Suki Scollo COLDWELL BANKER REALTY

  6140 Midnight Pass Rd Unit 603, Sarasota, FL 34242
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  $9,900,000

  • 3 Beds
  • 3.5 Baths
  • 2,548 Sq Ft

  684 Freeling Dr, Sarasota, FL 34242

  Welcome to the most exclusive waterfront offering in Sarasota—an extraordinary canvas for a visionary estate. Set on nearly 1.5 acres with an unrivaled 400 feet of water frontage overlooking the pristine expanse of Roberts Bay, this North Siesta Key property presents an exceptionally rare opportunity to craft a world-class residence in one of Florida’s most sought-after enclaves.With 64,529

  Toni Zarghami KW COASTAL LIVING III

  684 Freeling Dr, Sarasota, FL 34242

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