Homes for Sale in 34242

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  /75

  $5,450,000

  $450K PRICE DROP

  • 7 Beds
  • 9 Baths
  • 4,198 Sq Ft

  119 Avenida Messina, Sarasota, FL 34242

  Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless

  Curtis Ware KW COASTAL LIVING III

  119 Avenida Messina, Sarasota, FL 34242
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  /92

  $575,000

  $75K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,259 Sq Ft

  5600 Beach Way Dr Unit 201, Sarasota, FL 34242

  SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom

  

  Ashley Nevadomski

  WILLIAM RAVEIS - FLORIDA LLC

  5600 Beach Way Dr Unit 201, Sarasota, FL 34242
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  /52

  $489,000

  $36K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  5681 Midnight Pass Rd Unit 104, Sarasota, FL 34242

  Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features

  Rachelle Tirey PREFERRED SHORE LLC

  5681 Midnight Pass Rd Unit 104, Sarasota, FL 34242
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  /73

  $5,685,000

  $1M PRICE DROP

  • 5 Beds
  • 7 Baths
  • 6,928 Sq Ft

  5132 Jungle Plum Rd, Sarasota, FL 34242

  Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm

  Joel Schemmel DOUGLAS ELLIMAN

  5132 Jungle Plum Rd, Sarasota, FL 34242
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  /27

  $330,000

  $105K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 598 Sq Ft

  6713 Midnight Pass Rd Unit 4, Sarasota, FL 34242

  BACK ON THE MARKET, FINANCING FELL THROUGH. Looking for your piece of paradise? This fully furnished one-bedroom, one-bath unit is near Siesta Key's stunning beaches. Just bring your clothes and toothbrush. Ideal for snowbirds, investors, or those seeking island life. Conveniently located near the Village of Siesta Key's amenities. Brand new A/C May 2026.

  Toni Lyon PREFERRED SHORE LLC

  6713 Midnight Pass Rd Unit 4, Sarasota, FL 34242
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  /53

  $2,190,000

  • 3 Beds
  • 2 Baths
  • 1,763 Sq Ft

  6512 Midnight Pass Rd Unit 303, Sarasota, FL 34242

  Welcome to luxurious, maintenance-free beachfront living at prestigious Crescent Siesta Key Condominiums. This 1,800-square-foot turnkey-furnished unit offers three bedrooms, two full baths, a laundry room and two large balconies, one with beach views, and the other overlooking the second-level Crescent pool/courtyard. The inviting open floor plan includes a large dining room. The kitchen is open

  Ziad Sleit PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6512 Midnight Pass Rd Unit 303, Sarasota, FL 34242
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  /57

  $2,900,000

  $300K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,854 Sq Ft

  238 Island Cir, Sarasota, FL 34242

  Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously

  Thomas Cail RE/MAX ALLIANCE GROUP

  238 Island Cir, Sarasota, FL 34242
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  /86

  $1,299,000

  $151K PRICE DROP

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

  5920 Midnight Pass Rd Unit 406, Sarasota, FL 34242

  TOWER RESIDENCE IN SARASOTA SURF AND RACQUET CLUB. 2BR/2BA in a Gulf & Beach Front Community – Resort Style Amenities – Proven Vacation Rental – Move In Ready - Enjoy the island lifestyle in one of Siesta Key’s most desirable beach front communities, located directly on Crescent Beach, the powdery white sand shoreline that makes Siesta Key world-famous. This beautifully appointed 4th-floor

  Greg Hudson COLDWELL BANKER REALTY

  5920 Midnight Pass Rd Unit 406, Sarasota, FL 34242
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  /95

  $16,000,000

  New Construction

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

  7324 Point of Rocks Rd, Sarasota, FL 34242

  Newly completed Gulf-front coastal contemporary home on prestigious Siesta Key by Murray Homes. This 5BR/5BA/1HB residence offers approx. 5,500 sq. ft. of living space plus 2,600 sq. ft. of recreational non-conforming space. Features include a gourmet kitchen with large island, walk-in pantry, wine refrigerator, and built-in coffee system, opening to a spacious great room with fireplace. Smart

  Karen Chandler MICHAEL SAUNDERS & COMPANY

  7324 Point of Rocks Rd, Sarasota, FL 34242
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  /49

  $1,000,000

  $500K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,996 Sq Ft

  1374 Moonmist Dr Unit B1, Sarasota, FL 34242

  A $500K price reduction - don't wait! A rarely available bayfront opportunity to create your dream retreat on Siesta Key. Experience the allure of waterfront living in this detached bayfront villa, poised for a fresh vision in the desirable Polynesian Gardens community on Siesta Key. One of only 11 exclusive bayfront residences, this end-unit villa offers sweeping, unobstructed views of the

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1374 Moonmist Dr Unit B1, Sarasota, FL 34242
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  /27

  $895,000

  $90K PRICE DROP

  • Land
  • 11,325 Sq Ft
  • $3,442,308 per Acre

  8504 Heron Lagoon Cir, Sarasota, FL 34242

  Have you ever built a bonfire on the beach and had 50 of your closest family and friends over for a beach party? This happens no where else on Siesta Key. Residents in the neighborhood enjoy the unique privilege of crossing Heron Lagoon via a private bridge to the sands of Siesta Key beach. There’s a cabana for storing your beach chairs, kayaks and water toys. It’s a one minute walk from your

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  8504 Heron Lagoon Cir, Sarasota, FL 34242
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  /35

  $3,250,000

  New Construction

  • 4 Beds
  • 4 Baths
  • 3,146 Sq Ft

  4903 Commonwealth Dr, Siesta Key, FL 34242

  Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This stunning custom residence is now nearing completion, with anticipated delivery in September 2026. Every detail has been thoughtfully curated to deliver an exceptional luxury living experience. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living

  Morgan Marziali NCC PROPERTIES LLC

  4903 Commonwealth Dr, Siesta Key, FL 34242
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  /75

  $2,995,000

  $505K PRICE DROP

  • 3 Beds
  • 4.5 Baths
  • 3,743 Sq Ft

  732 Siesta Dr, Sarasota, FL 34242

  Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional

  Jay Mitchell COLDWELL BANKER REALTY

  732 Siesta Dr, Sarasota, FL 34242
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  /34

  $2,240,000

  $352K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 1,670 Sq Ft

  462 Island Cir, Sarasota, FL 34242

  Beaches, Boating & Bistros. This 3 bedroom, 3 bathroom home has it all. Beaches: Located on Palm Island, an Island on an Island only a 2-minute walk to the world-famous cool quartz sands of Siesta Beach (Beach Access #10). You can walk for miles along the sparkling Gulf waters and watch the dolphins play. Kick back on the white sand, go swimming in the clear water, or simply admire the sunset —

  Dan Miller PREFERRED SHORE LLC

  462 Island Cir, Sarasota, FL 34242
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  /13

  $2,995,000

  $205K PRICE DROP

  • Land
  • 26,571 Sq Ft
  • $4,909,836 per Acre

  5225 Hidden Harbor Rd, Sarasota, FL 34242

  An exclusive opportunity awaits on Siesta Key—a .6-acre homesite in the prestigious Hidden Harbor community. With 144 feet of prime canal frontage, this property offers direct access to the sparkling waters of Sarasota Bay, making it a boater’s paradise. As you arrive, a tree-canopied, pavered street winds through a secluded enclave of luxurious estate homes, setting the stage for the ultimate

  Loyd Robbins LOYD ROBBINS & CO. LLC

  5225 Hidden Harbor Rd, Sarasota, FL 34242
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  /20

  $2,999,000

  New Construction $2M PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,735 Sq Ft

  7401-B Midnight Pass Rd, Sarasota, FL 34242

  Pre-Construction. To be built. Seller Will Consider All Offers. Pre-construction new construction land and home package offered with Yoder Homes as the builder, ideally located for Siesta Key–area waterfront living with direct Sarasota Bay access. This all–concrete block home is thoughtfully designed with high-end luxury finishes, including a Thermador appliance package, designer lighting, solid

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  7401-B Midnight Pass Rd, Sarasota, FL 34242
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  /65

  $8,000,000

  New Construction

  • 8 Beds
  • 8.5 Baths
  • 4,997 Sq Ft

  7007 Point of Rocks Rd, Sarasota, FL 34242

  Investor's Dream - Short term rentals allowed here at this amazing Siesta Key home. Designed specifically to cater to large groups, this brand new home comes fully furnished and ready to produce an impressive income. Just steps away from Siesta Key's public beach access onto Crescent Beach, all the boxes are checked here. 8 bedrooms, all en suite with 8 bathrooms and a powder room too. Amazing

  Lisa Warren OWN SRQ LLC

  7007 Point of Rocks Rd, Sarasota, FL 34242
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  /31

  $2,350,000

  $850K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,795 Sq Ft

  5331 Siesta Cove Dr, Sarasota, FL 34242

  Virtually Staged. One or more photo(s) have been virtually staged. Immerse yourself in the tranquility of 5331 Siesta Cove Drive, a stunning jewel situated on a corner lot in the premier Siesta Key neighborhood. With a Mediterranean architectural aesthetic that radiates finesse, this residence features a stunningly crafted exterior adorned with European copper domes perfectly poised on an

  Mary Tardi LOKATION

  5331 Siesta Cove Dr, Sarasota, FL 34242
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  /29

  $1,299,000

  $1K PRICE DROP

  • Land
  • 13,068 Sq Ft
  • $4,330,000 per Acre

  8534 Heron Lagoon Cir, Sarasota, FL 34242

  A 2-minute walk across your private footbridge to secluded beach access, this 12,684-square-foot homesite in Heron Lagoon offers a rare opportunity to build a striking modern coastal residence in one of Siesta Key’s most intimate waterfront communities.To bring the vision to life, custom 3D renderings have been created showcasing an elevated design featuring clean architectural lines,

  Karlenn Peluso Realtor & Designs PREFERRED SHORE LLC

  8534 Heron Lagoon Cir, Sarasota, FL 34242
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  /17

  $4,650,000

  New Construction $250K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,723 Sq Ft

  5174 Sandy Cove Ave, Sarasota, FL 34242

  Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand

  Troy Jenkins REALTY EXECUTIVES GALLERY

  5174 Sandy Cove Ave, Sarasota, FL 34242
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  /22

  $1,399,000

  • Land
  • 18,295 Sq Ft
  • $3,330,952 per Acre

  0 Sharswood Ln, Sarasota, FL 34242

  This is an exceptional opportunity to develop your custom home in an exclusive gated waterfront community just a few minutes from Siesta Key Beach, world-famous for its white powdery quartz sand. This elevated large private lot comes with a deeded boat slip on the bay, offering luxury indoor and outdoor living and a high-quality lifestyle. This is the last available lot in Space Bay, one of the

  Mariana Georgieva HORIZON REALTY INTERNATIONAL

  0 Sharswood Ln, Sarasota, FL 34242
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  /99

  $5,392,000

  New Construction Open Sun 1PM - 3PM

  • 4 Beds
  • 6 Baths
  • 4,220 Sq Ft

  4819 Higel Ave, Sarasota, FL 34242

  Virtually Staged. New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step

  

  Cassandra Meyer

  BRIGHT REALTY

  4819 Higel Ave, Sarasota, FL 34242
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  /37

  $7,950,000

  New Construction $2M PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 6,206 Sq Ft

  84 Avenida Veneccia Unit 202 & 203, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Experience luxury living at its finest in this breathtaking one-of-a-kind new construction condominium nestled directly on the pristine shores of world famous Siesta Beach. Spanning over 6200 square feet, this exclusive residence offers unparalleled opulence and panoramic views of the azure waters and fiery sunsets. Elegance meets convenience with a

  Thomas Cail RE/MAX ALLIANCE GROUP

  84 Avenida Veneccia Unit 202 & 203, Sarasota, FL 34242
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  /48

  $699,900

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  5855 Midnight Pass Rd Unit 617, Sarasota, FL 34242

  Don't miss out on this chance to own a piece of paradise! This 6th floor condo offers an open floor plan, allowing for natural light to stream through and illuminate every room. The lanai provides a tranquil setting to enjoy the beautiful view of the Intracoastal Waterway. The condo is turnkey furnished, making it move-in ready and perfect for those looking for a hassle-free transition. With

  Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

  5855 Midnight Pass Rd Unit 617, Sarasota, FL 34242
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  /44

  $790,000

  $120K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  1020 Sun N Sea Dr Unit 206B, Sarasota, FL 34242

  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 world-renowned. This is the perfect beach getaway and a no-hassle financial investment. This property looks and feels brand new. The deeded Beach Access and a functional floor plan make this residence ideally suited for a vacation

  Tammy Campbell RE/MAX REALTY UNLIMITED

  1020 Sun N Sea Dr Unit 206B, Sarasota, FL 34242
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  /15

  $4,795,000

  New Construction $800K PRICE INCREASE

  • 4 Beds
  • 4.5 Baths
  • 3,995 Sq Ft

  601 Tremont St, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Under Construction. Set in a hammock of old growth oak trees and mature landscaping, this masterpiece of a home sits on over 1/3 of an acre and is located on one of the most treasured streets on Siesta Key. It is just a short walk from The Out-of-Door Academy, minutes from the world-famous Siesta Key Village and another few blocks to our cherished

  Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

  601 Tremont St, Sarasota, FL 34242
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  /33

  $499,000

  $4K PRICE INCREASE

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  6157 Midnight Pass Rd Unit E22, Sarasota, FL 34242

  BEAUTIFUL 1 BEDROOM 1 BATH UNIT IN BAY OAKS on SIESTA KEY ** TURNKEY FURNISHED ** 1 WEEK RENTALS ALLOWED ** The waves crash, the sand is sugar-coated and the sunsets are striking on Siesta Key.. There is no better location to invest in a 2nd home or investment property. This condo is located on the 2nd floor of building E in Bay Oaks. You will love the large open kitchen and expansive design of

  Justin Shirley SHIRLEY INTERNATIONAL REALTY

  6157 Midnight Pass Rd Unit E22, Sarasota, FL 34242
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  /17

  $6,500,000

  $2M PRICE INCREASE

  • Land
  • 2.8 Acres
  • $2,321,429 per Acre

  6559 Peacock Rd, Sarasota, FL 34242

  Property is two parcels totaling 2.86+/- acres. Direct Intracoastal Waterway frontage. Build a large estate/compound or possibly divide into 2 parcels. This south Siesta Key location puts you close to restaurants, shopping and it's only 3 blocks to the beach. All offers are subject to board approval.

  Michael Edwards SOLUTIONS REALTY

  6559 Peacock Rd, Sarasota, FL 34242

Showing Results 321 - 348, Page 9 of 9