Siesta Key, FL Homes

• 

  

  

  /42

  $945,000

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

  20 Whispering Sands Dr Unit 301, Sarasota, FL 34242

  Discover coastal luxury like never before with this immaculate beachfront condo at Whispering Sands. This newly renovated residence boasts two bedrooms and two bathrooms, each designed with sophisticated touches that promise comfort and elegance. From the moment you enter, be greeted by newly installed plank tile floors and expansive, redesigned living spaces illuminated by recessed LED

  Dion Souza SARABAY REAL ESTATE INC

  20 Whispering Sands Dr Unit 301, Sarasota, FL 34242
• 

  

  

  /27

  $6,400 per month

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft
  • Condo for Rent

  1250 N Portofino Dr Unit 107, Sarasota, FL 34242

  This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and ceramic flooring. Queen size bed in the Master with a walk in closet plus a full wall length closet. The guest bedroom has 2 single beds that can be combined to make a King. Updated bathrooms

  Margaret Young JENNETTE PROPERTIES, INC.

  1250 N Portofino Dr Unit 107, Sarasota, FL 34242
• 

  

  /2

  $950,000 Sold Dec 30, 2024

  • 2,291 Sq Ft
  • $415/SF
  • 166 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1978

  5309 Siesta Ct, Sarasota, FL 34242

  No Flooding or Water Intrusion during recent storms (per Sellers) – this Island home located moments away from renowned Siesta Key Beach. Situated only a half mile from white sandy beaches of Siesta Key this island gem in SIESTA COVE beckons with its idyllic surroundings. The residence waiting for your finishing touches features 4 bedrooms, 3 full bathrooms, 2-car attached garage and a NEW ROOF

  Dana Cook Westmark MICHAEL SAUNDERS & COMPANY

  5309 Siesta Ct, Sarasota, FL 34242
• 

  

  

  /39

  Est $818,369 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 939 Sq Ft

  6150 Midnight Pass Rd Unit 17, Sarasota, FL 34242

  6150 Midnight Pass Rd Unit 17, Sarasota, FL 34242
• 

  

  

  /48

  $1,675,000

  • 4 Beds
  • 2.5 Baths
  • 2,598 Sq Ft

  749 Tropical Cir, Sarasota, FL 34242

  Siesta Key sanctuary, a coastal retreat with modern luxury. Discover a private tropical paradise in this contemporary, renovated four-bedroom, 2.5-bath pool home, ideally on nearly half an acre in one of Siesta Key’s sought-after communities. Designed with elegance and ease in mind, this stunning concrete block residence blends timeless charm with modern upgrades, offering the ultimate coastal

  Judie Berger PREMIER SOTHEBYS INTL REALTY

  749 Tropical Cir, Sarasota, FL 34242
• 

  

  /25

  $12,000 per month

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft
  • House for Rent

  5519 Azure Way, Sarasota, FL 34242

  Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you are afforded privacy with water views . Perfect for large and/or multiple families and guests who want to enjoy either the pool or the beach without getting in the car! A brand new beautiful granite topped Kitchen space opens to a family room all

  Catherine Foley JENNETTE PROPERTIES, INC.

  5519 Azure Way, Sarasota, FL 34242
• 

  /2

  $458,000 Sold Dec 27, 2024

  • 1,287 Sq Ft
  • $356/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  6415 Midnight Pass Rd Unit 206, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. UNBELIEVEABLE OPPORTUNITY to Seize the Moment for the Savy Buyer to Purchase this 2 Bedroom, 2 Bath Condo and Turn it Into the Beach Beauty of Your Dreams! Rarely Does an OPPORTUNITY Come Along to Renovate and Update a Property Like this at Such a Low, Low Price. Located in The Anchorage, a Well-Maintained Building which was Re-plumbed in 2020, and

  Deborah Miller RE/MAX PLATINUM

  6415 Midnight Pass Rd Unit 206, Sarasota, FL 34242
• 

  

  /48

  Est $750,559 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  6140 Midnight Pass Rd Unit D8, Sarasota, FL 34242

  6140 Midnight Pass Rd Unit D8, Sarasota, FL 34242
• 

  

  /61

  $4,175,000

  • 4 Beds
  • 6 Baths
  • 4,087 Sq Ft

  3916 N Shell Rd, Sarasota, FL 34242

  *RARE OPPORTUNITY*Motivated sellers! In fact, they are moving right next door! The sellers are nearing completion of their new home, which was deliberately designed and positioned to preserve the breathtaking Gulf views of this beachfront retreat. Feel the captivating energy of this home from the moment you enter the private gate to the meticulously landscaped grounds, including

  Ryan Skrzypkowski COLDWELL BANKER REALTY

  3916 N Shell Rd, Sarasota, FL 34242
• 

  /2

  $900,000 Sold Dec 26, 2024

  • 1,307 Sq Ft
  • $689/SF
  • 21 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1961

  337 Avenida Madera, Sarasota, FL 34242

  Large canal front lot in Siesta Village walk to beach, shops and dining. Build your dream home here and bring your boat. Priced to sell, well below comps. Bring you cash buyer/ builders to this rare opportunity in the heart of world famous Siesta Village! Seller may finance qualified buyers with min 30% down.

  Bob Stahlschmidt II BRIGHT REALTY

  337 Avenida Madera, Sarasota, FL 34242
• 

  

  /57

  Est $795,680 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft

  6140 Midnight Pass Rd Unit B1, Sarasota, FL 34242

  6140 Midnight Pass Rd Unit B1, Sarasota, FL 34242
• 

  

  /25

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  6140 Midnight Pass Rd, Sarasota, FL 34242

  Nice Villa with Hurricane Windows and Doors, New bathroom and flooring, New appliances. 2 pools and not tupHorizons West Villa

  Stephen Hachey FLAT FEE MLS REALTY

  6140 Midnight Pass Rd, Sarasota, FL 34242
• 

  /2

  $2,700,000 Sold Dec 20, 2024

  • 2,973 Sq Ft
  • $908/SF
  • 44 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2019

  4866 Commonwealth Dr, Siesta Key, FL 34242

  Come live the good life on Siesta Key in this spectacular Grand Canal- front home with water views, boat dock, bay access & gorgeous salt pool with travertine decking & custom summer kitchen. Casual elegance is exuded in every room of this 3 BR, 3.5 BA home, from the 1200 sq. ft. sprawling European style open kitchen to the full wall of glass sliders opening to the expansive outdoor living space.

  Sue Silberbusch COMPASS FLORIDA LLC

  4866 Commonwealth Dr, Siesta Key, FL 34242
• 

  

  /14

  Est $789,860 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft

  6140 Midnight Pass Rd Unit A7, Sarasota, FL 34242

  6140 Midnight Pass Rd Unit A7, Sarasota, FL 34242
• 

  

  /69

  $600,000

  • 2 Beds
  • 2 Baths
  • 991 Sq Ft

  1250 N Portofino Dr Unit 201, Sarasota, FL 34242

  Experience breathtaking views from this stunning, fully remodeled 2-bedroom, 2-bath waterfront condo with Deeded Beach Access! Natural light pours into this corner unit through hurricane impact windows and doors, highlighting the gorgeous canal and Bay vistas. Thoughtfully renovated throughout, this home is move-in ready, offering the perfect space to enjoy the best of Florida living. The open,

  Jessica Bow RE/MAX PLATINUM

  1250 N Portofino Dr Unit 201, Sarasota, FL 34242
• 

  /2

  $10,350,000 Sold Dec 20, 2024

  • 6,838 Sq Ft
  • $1514/SF
  • 1 Day On Market

  • 5 Beds
  • 8 Baths
  • Built 1998

  241 Cedar Park Cir, Sarasota, FL 34242

  A True Island Estate…This picture perfect home is located in The Exclusive Cocoanut Bayou neighborhood. An intimate community with estate sized parcels, deep water docks, canopy lined streets and even a gated private beach. This home was redesigned by Clifford Schultz and could be featured in House Beautiful. The gated parcel is almost 2/3 of an acre, complete with mature tropical landscaping.

  Tammy Garner COLDWELL BANKER REALTY

  241 Cedar Park Cir, Sarasota, FL 34242
• 

  

  /33

  Est $1,130,087 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,234 Sq Ft

  5920 Midnight Pass Rd Unit 307, Sarasota, FL 34242

  5920 Midnight Pass Rd Unit 307, Sarasota, FL 34242
• 

  

  /50

  $1,129,000

  • 2 Beds
  • 2 Baths
  • 852 Sq Ft

  6342 Midnight Pass Rd Unit 212, Sarasota, FL 34242

  Nestled in the sought-after MIDNIGHT COVE community on the beachside of Siesta Key, this charming condominium offers the perfect blend of beachfront living and modern convenience. BEST NEWS OF ALL - - NO HURRICANE DAMAGE, WATER OR SAND IN THIS UNIT! Located at 6342 Midnight Pass Road, this unit is part of a gulf-to-bay property renowned for its prime location just steps from the powdery sugar

  Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  6342 Midnight Pass Rd Unit 212, Sarasota, FL 34242
• 

  /2

  $585,000 Sold Dec 19, 2024

  • 929 Sq Ft
  • $630/SF
  • 22 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  1257 S Portofino Dr Unit 406, Sarasota, FL 34242

  Immerse yourself in a world of elegance and serenity with this stunning condo in the sought-after Siesta Harbor 55+ community. This beautifully updated 2-bedroom, 2-bathroom retreat is a true gem, featuring luxurious vinyl flooring that exudes style and comfort. The recently remodeled kitchen is a showstopper, with sleek white cabinetry and marble countertops, creating a modern, sophisticated

  Curtis Ware KW COASTAL LIVING III

  1257 S Portofino Dr Unit 406, Sarasota, FL 34242
• 

  

  /27

  Est $617,118 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  5132 Calle Minorga Unit 5132, Sarasota, FL 34242

  5132 Calle Minorga Unit 5132, Sarasota, FL 34242
• 

  

  /42

  $794,000

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  1239 Siesta Bayside Dr Unit 1239C, Sarasota, FL 34242

  Welcome to 1239 Siesta Bayside Drive, a beautifully updated 2-bedroom, 2-bath ground-floor condo in the desirable Gulf & Bay Club Bayside community on Siesta Key. This charming complex offers a distinct Key West vibe and exceptional amenities, including multiple heated pools, a fitness center, grilling areas, and tennis/pickleball courts. Located directly across from the world-renowned Siesta

  Ryan Carson RE/MAX ALLIANCE GROUP

  1239 Siesta Bayside Dr Unit 1239C, Sarasota, FL 34242
• 

  /2

  $739,500 Sold Dec 18, 2024

  • 1,100 Sq Ft
  • $672/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  5961 Midnight Pass Rd Unit 306, Sarasota, FL 34242

  Your island retreat is here! This bayside two bedroom, two bathroom walkout unit at the Palm Bay Club on Siesta Key offers the ideal island lifestyle with incredible investment potential. Oversized tile is the clean, low maintenance foundation to this charming, coastal inspired abode that provides respite between your sandy Siesta adventures. A generous kitchen features neutral, wood toned

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5961 Midnight Pass Rd Unit 306, Sarasota, FL 34242
• 

  

  /21

  Est $574,460 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 766 Sq Ft

  5128 Calle Minorga Unit 5128, Sarasota, FL 34242

  5128 Calle Minorga Unit 5128, Sarasota, FL 34242
• 

  

  /41

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,387 Sq Ft

  6285 Midnight Pass Rd Unit 201, Sarasota, FL 34242

  Welcome to this beautifully updated 2-bedroom, 2-bath condo in the highly desirable Excelsior Beach to Bay Resort. Nestled in a serene, park- like setting with private beach access to the world-famous Crescent Beach, this Bayside end-unit offers the perfect blend ofrelaxation and resort-style living. From the moment you step inside, you’ll be captivated by the lushly landscaped grounds, tranquil

  Marci McFarland MICHAEL SAUNDERS & COMPANY

  6285 Midnight Pass Rd Unit 201, Sarasota, FL 34242
• 

  /2

  $1,220,000 Sold Dec 17, 2024

  • 1,562 Sq Ft
  • $781/SF
  • 83 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1982

  5880 Midnight Pass Rd Unit 508, Sarasota, FL 34242

  FRONT FACING BEACHFRONT VIEW! **New impact front door and sidelight window (Aug. '24) Welcome to Unit 508 in the highly sought-after Casarina on Siesta Key! Casarina boasts some of the most beautiful landscaping on all of Siesta Key and on 7 acres, making you feel like you're living in a private resort. Private, deeded beach access allows for a more tranquil experience while enjoying one of the

  Julia Montei COLDWELL BANKER REALTY

  5880 Midnight Pass Rd Unit 508, Sarasota, FL 34242
• 

  

  /64

  Est $662,162 Not Listed For Sale

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

  225 Hourglass Way Unit 307, Sarasota, FL 34242

  225 Hourglass Way Unit 307, Sarasota, FL 34242
• 

  

  /32

  $550,000

  • 2 Beds
  • 2 Baths
  • 991 Sq Ft

  1257 S Portofino Dr Unit 208, Sarasota, FL 34242

  This appealing corner residence located on the second level in the Albacore Building inside SIESTA HARBOR offers the convenience of a walk-up or elevator access. This home boasts a large covered balcony showcasing stunning canal views and beautiful landscaping. Community docks are available on a first come first serve basis; accommodating boats up to 30 ft. Deep water canal with direct access

  Ingrid Caruso COLDWELL BANKER REALTY

  1257 S Portofino Dr Unit 208, Sarasota, FL 34242
• 

  /2

  $1,100,000 Sold Dec 16, 2024

  • 1,134 Sq Ft
  • $970/SF
  • 4 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2017

  4949 Commonwealth Dr, Sarasota, FL 34242

  High and Dry… and being sold Furnished!! This spectacular custom-designed home is the vision of award-winning designer Cheryl Gaddie. Located in the heart of Siesta Key, this contemporary home offers an open floor plan and flex space for guests or a home office. The elevated structure utilizes sustainable building materials, hurricane-rated windows, and top-of-the-line appliances. The oversized

  Barbara May MICHAEL SAUNDERS & COMPANY

  4949 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /72

  Est $648,933 Not Listed For Sale

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

  225 Hourglass Way Unit 205, Sarasota, FL 34242

  225 Hourglass Way Unit 205, Sarasota, FL 34242
• 

  

  /57

  $1,950,000

  • Land
  • 0.61 Acre
  • $3,196,721 per Acre

  5112 Jungle Plum Rd, Sarasota, FL 34242

  Attention architecture enthusiasts, this Mid-Century Modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyond minor landscaping impacts and minimal water in the garage. Set on a lush .61-acre lot in the Hidden Harbor neighborhood, this jungle oasis offers an unparalleled living experience. The property

  Mike Warm PREMIER SOTHEBYS INTL REALTY

  5112 Jungle Plum Rd, Sarasota, FL 34242
• 

  /2

  $900,000 Sold Dec 16, 2024

  • 1,464 Sq Ft
  • $615/SF
  • 80 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  19 Whispering Sands Dr Unit 302, Sarasota, FL 34242

  This unit had no storm damage!Discover the epitome of beachfront living in this splendidly remodeled 2-bedroom, 2-bathroom condo, with full Gulf views and private beach access on world-renowned Siesta Key. Feel the embrace of luxury as you step inside and take in the all-new, turtle-grade tinted impact windows and sliding glass doors, combining beauty and safety. Bask in the perfect balance

  Josie Cline MICHAEL SAUNDERS & COMPANY

  19 Whispering Sands Dr Unit 302, Sarasota, FL 34242
• 

  

  /47

  Est $748,802 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  6267 Midnight Pass Rd Unit 107, Sarasota, FL 34242

  6267 Midnight Pass Rd Unit 107, Sarasota, FL 34242
• 

  

  /43

  $2,295,000

  • 3 Beds
  • 3 Baths
  • 2,585 Sq Ft

  449 Canal Rd, Sarasota, FL 34242

  Siesta Key Trifecta: Beach, Grand Canal, & Village! Escape to your own island paradise on world-famous Siesta Key! This 3 bedroom/3 bath townhouse is perfectly located on the Grand Canal plus just one block to beautiful, Siesta Key Beach with its powdery white, quartz sand & turquoise waters as well as strolling distance to the iconic Siesta Village filled with restaurants, live music, &

  Joseph Kesslak COLDWELL BANKER REALTY

  449 Canal Rd, Sarasota, FL 34242
• 

  /2

  $800,000 Sold Dec 13, 2024

  • 1,713 Sq Ft
  • $467/SF
  • 22 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1949

  627 Avenida Del Norte, Sarasota, FL 34242

  Siesta Key Gem! WATERFRONT HOUSE priced for the LOT VALUE! Canal front with NEW composite dock. Large swimming pool with cage. Three Bedrooms and Four Bathrooms. No expense was spared on renovating this concrete block Florida bungalow. Flooded by Helene, however most of the home is in great shape. The composite dock (2024), roof (2020), pool and screened pool cage, fencing, and the shed on it's

  Pamela Hembree LUXURY & BEACH REALTY INC

  627 Avenida Del Norte, Sarasota, FL 34242
• 

  

  /55

  Est $1,191,761 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft

  6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242

  6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242
• 

  

  /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
• 

  /2

  $1,667,500 Sold Dec 12, 2024

  • 1,849 Sq Ft
  • $902/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  565 Commonwealth Place, Sarasota, FL 34242

  Welcome to this tropical waterfront gem in an idyllic location with direct access to Sarasota Bay, the Intracoastal Waterway and near world-famous Siesta Beach. This wonderful three-bedroom, two-bath island residence has wonderful curb appeal, nestled on an upscale cul-de-sac on Siesta Key and is a perfect primary or second home. The paver drive and walkway lead to a covered entry leading to the

  Judie Berger PREMIER SOTHEBYS INTL REALTY

  565 Commonwealth Place, Sarasota, FL 34242
• 

  

  /86

  Est $659,919 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  6415 Midnight Pass Rd Unit 506, Sarasota, FL 34242

  6415 Midnight Pass Rd Unit 506, Sarasota, FL 34242
• 

  

  /65

  $899,000

  • 1 Bed
  • 1 Bath
  • 1,010 Sq Ft

  6140 Midnight Pass Rd Unit 103, Sarasota, FL 34242

  Put your toes in the sand on your private Siesta Key beach. Make this full west-facing unit your little piece of paradise. Views of gulf, beach, sunsets and gulf-side pool and spa. This TURNKEY FURNISHED condo gives you an elevated view to enjoy watching dolphins, beach activity, and those fabulous Siesta Key sunsets. With over 1,000 sq. feet, this one-bedroom packs a big punch. The high

  Celinda Scollo COLDWELL BANKER REALTY

  6140 Midnight Pass Rd Unit 103, Sarasota, FL 34242
• 

  /2

  $730,000 Sold Dec 12, 2024

  • 1,263 Sq Ft
  • $578/SF
  • 81 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

  50K PRICE REDUCTION!! PRICED TO SELL!! Beach Side!! Great Location! Turn-Key. Endless Summers on Siesta Key!! Your own private beach! With access to all the amenities of the Bayside. Excelsior offers resort style living with 2 heated pools, each with a whirlpool, Tennis, Pickle Ball, Shuffleboard, and Fitness center. Enjoy beach to bay living; fishing off the beach or the intracoastal, as you

  Jack McSweeney COLDWELL BANKER REALTY

  6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

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