Siesta Key, FL Homes for Sale

• 

  

  

  /100

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  5855 Midnight Pass Rd Unit 416, Sarasota, FL 34242

  Step into the exclusive waterfront haven of Harbor Towers Yacht and Racquet Club, a true resort paradise that will capture your heart instantly. The building has recently undergone a comprehensive $13 million, four-year hurricane hardening and structural upgrade, completed in 2024. Designed to meet the latest safety standards for hurricane and wind protection, these enhancements include

  

  Suzy Kolaz

  KELLER WILLIAMS ON THE WATER S

  (941) 254-2344

  5855 Midnight Pass Rd Unit 416, Sarasota, FL 34242
• 

  

  

  /33

  $975,000

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

  5600 Beach Way Dr Unit 315, Sarasota, FL 34242

  Are you ready to create your lifestyle in the sun, steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located tun-key, furnished condo end unit is oh so unique on the top floor with views of the beautiful beach and Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! This recently,

  

  Karie Backman

  KELLER WILLIAMS ON THE WATER S

  (941) 401-0728

  5600 Beach Way Dr Unit 315, Sarasota, FL 34242
• 

  

  

  /35

  $850,000

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  5026 Calle Minorga, Siesta Key, FL 34242

  **** Island Vibes with Office Perks—Yes, You Can Have Both! *Market shift = your opportunity to snag a little slice of Siesta Key magic! ?? This adorable 3-bedroom cottage, zoned OPI (Office, Professional, Institutional, Residential), is so versatile it might just be the real estate equivalent of a yoga instructor who also teaches accounting. **Whether you're a massage therapist

  

  Kim Donahue

  PREFERRED SHORE LLC

  (941) 369-9175

  5026 Calle Minorga, Siesta Key, FL 34242
• 

  

  

  /31

  $549,900

  • 1 Bed
  • 1 Bath
  • 531 Sq Ft

  5858 Midnight Pass Rd Unit 27, Sarasota, FL 34242

  Beautifully remodeled 1 bedroom condo located in Beachaven on #1 voted beach, Siesta Key. You can sleep 4 in this unit. This community has a private beach directly on the Gulf of America. Remodeled by Licensed contractor with all necessary permits and building codes. Everything in the unit is new. Cabinetry, flooring, appliances, and furniture. Only steps away from putting your feet in the sand.

  

  Paula Mapp

  MAPP REALTY & INVESTMENT CO

  (941) 231-3520

  5858 Midnight Pass Rd Unit 27, Sarasota, FL 34242
• 

  

  

  /99

  $875,000

  • Land
  • 0.26 Acre
  • $3,365,385 per Acre

  5019 Commonwealth Dr, Sarasota, FL 34242

  A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision—whether you’re seeking a full-time

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 394-0942

  5019 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /48

  $960,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  711 Birdsong Ln, Sarasota, FL 34242

  Located in the heart of Siesta Key, this three-bedroom, two-bath home with a two-car garage offers a rare opportunity to experience island living just one mile from Siesta Key Beach—consistently ranked the #1 beach in the United States for its white quartz sand, turquoise waters, and year-round appeal.This property is perched on an elevated lot that has never experienced flooding. Recent

  

  Julianna Burns

  BERKSHIRE HATHAWAY HOMESERVICE

  (941) 390-4919

  711 Birdsong Ln, Sarasota, FL 34242
• 

  

  /85

  $1,800,000

  • 4 Beds
  • 2 Baths
  • 2,185 Sq Ft

  746 Plymouth St, Sarasota, FL 34242

  Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a lucrative vacation rental, or a full-time residence, this property checks all the boxes. The home’s unique floor plan is flooded with natural light, creating a bright, inviting atmosphere throughout. A rare find, both the home and the garage are

  

  Carla Rayman Kidd

  COLDWELL BANKER REALTY

  (941) 239-2641

  746 Plymouth St, Sarasota, FL 34242
• 

  

  /86

  $1,500,000 Open Sat 12AM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  5830 Midnight Pass Rd Unit 502, Sarasota, FL 34242

  BRAND NEW A/C The Beach, Elevated this updated 5th floor high above the Gulf a Golden opportunity to own directly on Siesta Key Beach. Rarely available perfectly situated direct beach front with a weekly rental program managed on site 52 weeks a year. Endless BEACH VIEWs in the wrap around deck specific to this unit on the 5th floor you will be well protected from high tides. NEW HURRICANE

  

  Marianne LeBar

  ROSEBAY INTERNATIONAL REALTY, INC

  (941) 253-3534

  5830 Midnight Pass Rd Unit 502, Sarasota, FL 34242
• 

  

  /37

  $679,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  145 Avenida Messina Unit 3, Sarasota, FL 34242

  Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic

  

  Joe Cleary

  RE/MAX ALLIANCE GROUP

  (941) 219-0452

  145 Avenida Messina Unit 3, Sarasota, FL 34242
• 

  

  /52

  $2,450,000

  • 3 Beds
  • 2 Baths
  • 2,539 Sq Ft

  4937 Oxford Dr, Sarasota, FL 34242

  Location, location, location and no water intrusion with great income potential! Welcome to 4937 Oxford Drive, a charming single-family pool home on the Grand Canal nestled in the heart of Siesta Key. This sun-soaked sanctuary invites you to embrace the laid-back lifestyle with a touch of luxury. Discover the allure of Siesta Key living, just moments away from the pristine sands of world-renowned

  

  Roberta Tengerdy, PA

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  (941) 294-3970

  4937 Oxford Dr, Sarasota, FL 34242
• 

  

  /63

  $679,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,557 Sq Ft

  199 Whispering Sands Dr Unit 105, Sarasota, FL 34242

  Your Dream Coastal Retreat Awaits at Whispering Sands – Siesta Key> ** Private Beach @ #1 Beach in USA**Welcome to your beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Whispering Sands community, ideally located in the heart of Siesta Key Village. This stunning residence combines coastal elegance with modern convenience to create the ultimate island

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 206-4934

  199 Whispering Sands Dr Unit 105, Sarasota, FL 34242
• 

  

  /26

  $2,554,250 New Construction

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

  5019 Commonwealth Dr, Sarasota, FL 34242

  Pre-Construction. To be built. An exceptional pre-construction opportunity awaits on Commonwealth Drive, one of Siesta Key’s most coveted and picturesque streets. This .26-acre lot, surrounded by multi-million-dollar homes and lush, mature landscaping, is being offered with thoughtfully crafted custom home plans by Yoder Construction—giving buyers a rare chance to build new in a prime island

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 326-4411

  5019 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /42

  $5,392,000 New Construction

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

  4819 Higel Ave, Sarasota, FL 34242

  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 inside the

  

  Cassandra Meyer

  BRIGHT REALTY

  (941) 231-6297

  4819 Higel Ave, Sarasota, FL 34242
• 

  

  /100

  $2,699,999

  • 4 Beds
  • 3 Baths
  • 3,541 Sq Ft

  5012 Higel Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts

  Rachelle Tirey PREFERRED SHORE LLC

  5012 Higel Ave, Sarasota, FL 34242
• 

  

  /55

  $1,750,000

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

  311 Island Cir, Sarasota, FL 34242

  Welcome to 311 Island Circle, your dream Oasis on one of Siesta Key’s most desirable streets! Nestled on an expansive 22,000 sq ft lot on Palm Island, this property comes with a shiny new 2025 Bintelli golf cart, perfect for zipping over to Siesta Beach or the Village—just a stone's throw away at less than a mile! This stunningly renovated home offers four cozy bedrooms, a dedicated office for

  Tina Ellis COMPASS FLORIDA LLC

  311 Island Cir, Sarasota, FL 34242
• 

  

  /73

  $1,695,000

  • 4 Beds
  • 7 Baths
  • 3,893 Sq Ft

  4831 Primrose Path, Sarasota, FL 34242

  Luxury Canal-Front Oasis in Siesta Key | 4831 Primrose PathUpdated Three-Story Waterfront Retreat with Designer Touches & Flexible Living SpacesDiscover the perfect blend of luxury, comfort, and location at 4831 Primrose Path, a beautifully updated three-story canal-front residence situated on a lush corner lot in one of Siesta Key’s most sought-after neighborhoods. This elegant

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  4831 Primrose Path, Sarasota, FL 34242
• 

  

  /57

  $475,000

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft

  1257 S Portofino Dr Unit 306, Sarasota, FL 34242

  Live the Florida dream in this fully furnished, designer-finished 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering deeded beach access to world-famous Siesta Key Beach just across the street. Situated on the third floor with picturesque water views, this beautifully updated unit features granite countertops, white shaker cabinetry, stainless steel

  Toni Zarghami KW COASTAL LIVING III

  1257 S Portofino Dr Unit 306, Sarasota, FL 34242
• 

  

  /51

  $775,000

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

  1240 Siesta Bayside Dr Unit 1240C, Sarasota, FL 34242

  Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~

  Gina LaRouche COLDWELL BANKER REALTY

  1240 Siesta Bayside Dr Unit 1240C, Sarasota, FL 34242
• 

  

  /56

  $3,199,900

  • 4 Beds
  • 3.5 Baths
  • 2,952 Sq Ft

  222 Beach Rd Unit 7, Sarasota, FL 34242

  Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf

  Kelly Mooney DOUGLAS ELLIMAN

  222 Beach Rd Unit 7, Sarasota, FL 34242
• 

  

  /76

  $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 PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3799 Flamingo Ave, Sarasota, FL 34242
• 

  

  /73

  $6,900,000

  • 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 PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5132 Jungle Plum Rd, Sarasota, FL 34242
• 

  

  /42

  $410,000

  • 1 Bed
  • 1 Bath
  • 656 Sq Ft

  105 Pass Key Rd Unit 105, Sarasota, FL 34242

  ATTENTION: ALL BEACH LOVERS!! Want to own a piece of paradise? Here is your chance!! This FIRST FLOOR 1+ bdrm is located in a private gulf front community. (That is PET FRIENDLY too!) This secluded enclave offers oceanfront panoramic views and just two blocks to Siesta Key VILLAGE! NO hurricane damage and NO upcoming assessments! New AC, hot water tank and hurricane sliders! Your condo boasts

  Laura Rodriguez COLDWELL BANKER REALTY

  105 Pass Key Rd Unit 105, Sarasota, FL 34242
• 

  

  /40

  $715,000

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft

  1001 Beach Rd Unit A203, Sarasota, FL 34242

  $34K Price Reduction + Seller Paying $45K Assessment! Strong Rental Income – Across from Siesta Beach!Totally updated 2 bed / 2 bath condo in the West Tower of “Our House at the Beach”, directly across from Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor in 2024. This second-floor unit offers incredible natural light and nearly 270 degrees of wraparound views thanks to 46 feet of

  Mike Winger RE/MAX PLATINUM

  1001 Beach Rd Unit A203, Sarasota, FL 34242
• 

  

  /100

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft

  6415 Midnight Pass Rd Unit 909, Sarasota, FL 34242

  Stunning Intracoastal and Gulf views from this rare 9th-floor corner unit on Siesta Key.Welcome to Unit #909 at The Anchorage—a beautifully updated condo offering breathtaking panoramic views of the Intracoastal Waterway and Gulf glimpses from three private balconies. This light-filled corner unit is perched on the 9th floor and designed to capture peaceful coastal living from every

  Crystal Saly RE/MAX PLATINUM

  6415 Midnight Pass Rd Unit 909, Sarasota, FL 34242
• 

  

  /49

  $1,349,000

  • 3 Beds
  • 3 Baths
  • 1,963 Sq Ft

  710 Treasure Boat Way, Sarasota, FL 34242

  BRAND NEW VINYL BOARD ON BOARD PRIVACY FENCE WITH REINFORCED POSTS TO SUSTAIN HEAVY WINDS HAS BEEN INSTALLED . BRAND NEW WELL PUMP AND TANK FOR THE SPRINKLER SYSTEM HAS BEEN INSTALED. BEAUTIFULLY UPDATED LANDSCAPE IS ON THE WAY !! THIS GEM STANDS UNTOUCHED BY THE RECENT HURRICANES. ABSOLUTELY NO DAMAGE !!Your own resort awaits you in the most sought-after Siesta Key. This Paradise has everything

  Parvathi Ganduri 1ST CLASS REAL ESTATE GULF TO BAY

  710 Treasure Boat Way, Sarasota, FL 34242
• 

  

  /59

  $730,000

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

  5855 Midnight Pass Rd Unit 520, Sarasota, FL 34242

  Wow, WHAT A VIEW! Gulf and sunset views from both bedrooms and the living room of this 5th-floor condo. Beautifully turnkey furnished, this large 2 bedroom, 2 bath condo boasts a double master layout, an extended living room/sunroom, and a gorgeously updated kitchen with stainless steel appliances and granite counter tops. Both bathrooms have also been exquisitely updated to maximize space and

  Shana Hamel NEXTHOME EXCELLENCE

  5855 Midnight Pass Rd Unit 520, Sarasota, FL 34242
• 

  

  /74

  $4,495,000 New Construction

  • 4 Beds
  • 6 Baths
  • 5,238 Sq Ft

  656 Tropical Cir, Sarasota, FL 34242

  Welcome to Tropical Circle nestled away in a quiet neighborhood centrally located on Siesta Key. Designed and built by Jeff Tucker, Design 2 Build, this home combines elegance with functionality not to mention it also sits upon 15+ ft of elevation. With easy access from either bridge, minutes from world renowned Siesta Key Beach, close to Out of Door Academy and a quick ride to Siesta Key Village

  Carey Hibbs HARRY ROBBINS ASSOC INC

  656 Tropical Cir, Sarasota, FL 34242
• 

  

  /65

  $1,599,900

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft

  5790 Midnight Pass Rd Unit 104, Sarasota, FL 34242

  Welcome to the Gulf & Bay Club. Here you will experience the ultimate in coastal living with this luxury, maintenance-free beachfront condo located directly on world-renowned Siesta Beach in Sarasota, Florida. This fully renovated 2-bedroom, 2-bathroom residence showcases designer finishes and top-of-the-line appliances, offering a seamless blend of modern elegance and relaxed beachside

  Jon Patella WAGNER REALTY

  5790 Midnight Pass Rd Unit 104, Sarasota, FL 34242
• 

  

  /66

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft

  5760 Midnight Pass Rd Unit 404, Sarasota, FL 34242

  Welcome to your dream coastal retreat! This beautifully furnished updated 2-bedroom, 2-bathroom condo, complete with a versatile bonus room, is nestled in the exclusive Gulf and Bay Club on Siesta Key. The owners poured their hearts into renovating this home with sleek, modern furnishings, creating a space that feels both luxurious and inviting. Imagine unwinding on your screened-in lanai,

  Miao Whiteside BERKSHIRE HATHAWAY HOMESERVICE

  5760 Midnight Pass Rd Unit 404, Sarasota, FL 34242
• 

  

  /63

  $1,599,000

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

  5740 Midnight Pass Rd Unit 405, Sarasota, FL 34242

  Welcome to Unit 405 in the highly sought-after Building F at Gulf & Bay Club, where breathtaking Gulf views and refined upgrades set the stage for an exceptional Siesta Key lifestyle. This spacious 2-bedroom, 2-bath residence showcases sweeping panoramas of the Gulf of Mexico, perfectly framed by hurricane-impact windows and sliding glass doors that fill the living spaces with natural light and

  Drew Jacobsen THE SARASOTA REAL ESTATE COMP.

  5740 Midnight Pass Rd Unit 405, Sarasota, FL 34242
• 

  

  /54

  $775,000

  • 2 Beds
  • 2 Baths
  • 939 Sq Ft

  6150 Midnight Pass Rd Unit 38, Sarasota, FL 34242

  Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment

  Domanic Calamese KW COASTAL LIVING III

  6150 Midnight Pass Rd Unit 38, Sarasota, FL 34242
• 

  

  /45

  $749,900

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

  6265 Midnight Pass Rd Unit 205, Sarasota, FL 34242

  Don’t miss this rare opportunity to own a beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Excelsior community on world-famous Siesta Key Beach. This spacious unit offers an open-concept layout with coastal-inspired finishes, updated kitchen and baths, in-unit laundry, and a private screened lanai.Enjoy resort-style amenities including two heated pools, tennis and

  Jake Wittmer THE SUNSHINE STATE COMPANY

  6265 Midnight Pass Rd Unit 205, Sarasota, FL 34242
• 

  

  /78

  $2,600,000

  • 4 Beds
  • 3.5 Baths
  • 2,757 Sq Ft

  3959 Somerset Dr, Sarasota, FL 34242

  BOATERS: this one is rare! On deep, protected water in Cocoanut Bayou with no fixed bridges. This fully remodeled home on Siesta Key’s north end includes a deeded dock with water, electric, and a 20,000-pound lift—holds up to a 38' boat—with fast access to Sarasota Bay and the Gulf in under 10 minutes. Inside and out, this free-standing four-bedroom, 3.5-bath home has been thoughtfully upgraded.

  Peter Mason PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3959 Somerset Dr, Sarasota, FL 34242
• 

  

  /16

  $995,000

  • 2 Beds
  • 2 Baths
  • 1,498 Sq Ft

  5880 Midnight Pass Rd Unit 202, Sarasota, FL 34242

  Seize this opportunity to own a second-floor condominium in the heart of Siesta Key, at one of the beach's widest, most breathtaking stretches. Spacious 1,500-square-foot getaway is mid-kitchen remodel, offered as-is at an unbeatable price for a swift sale, ideal for those eager to personalize their coastal escape! Choose your colors, finishes, and design touches to transform this gem into your

  Maureen Morris PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5880 Midnight Pass Rd Unit 202, Sarasota, FL 34242
• 

  

  /55

  $719,000 Open Fri 1PM - 3PM

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

  101 Whispering Sands Dr Unit 307, Sarasota, FL 34242

  Experience the pinnacle of coastal luxury in this completely updated, FULLY FURNISHED end-unit condo located in the relaxing community of Whispering Sands on Siesta Key. Overlooking a tranquil lagoon and offering private beachfront access, this 2-bedroom, 2-bath residence seamlessly blends modern comfort with serene island living. This rare end-unit offers extra privacy and natural light, along

  Todd Goodman KELLER WILLIAMS ON THE WATER S

  101 Whispering Sands Dr Unit 307, Sarasota, FL 34242
• 

  

  /52

  $875,000

  • 2 Beds
  • 2 Baths
  • 1,253 Sq Ft

  6300 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  Rarely available beach villa on Siesta Key in Crystal Sands. Experience the ultimate in island living with this beautifully renovated, free-standing villa in Crystal Sands — a sought-after beachfront community ideally positioned on the powdery white sands of world-renowned Siesta Beach. Offering the privacy and comfort of a single-family home with ease of condominium ownership, this rare

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6300 Midnight Pass Rd Unit 5, Sarasota, FL 34242
• 

  

  /53

  $800,000

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft

  1255 E Peppertree Dr Unit 507, Sarasota, FL 34242

  Magnificent water views! It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous

  Ethel Lovelace MICHAEL SAUNDERS & COMPANY

  1255 E Peppertree Dr Unit 507, Sarasota, FL 34242
• 

  

  /41

  $730,000

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

  1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242

  Paradise awaits at Gulf & Bay Club Bayside on Siesta Key. FIRST-FLOOR, TURNKEY FURNISHED, 2-bedroom, 2-bathroom residence includes a deep one-car GARAGE. Flexibility of weekly rentals, perfect for personal enjoyment or as a lucrative income-producing property. Located in a popular gated community just steps from DEEDED BEACH ACCESS to world-famous Siesta Key and Crescent Beach. This home invites

  Dana Cook Westmark MICHAEL SAUNDERS & COMPANY

  1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
• 

  

  /26

  $875,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  5855 Midnight Pass Rd Unit 621, Sarasota, FL 34242

  Breathtaking Gulf Views and Spectacular Sunsets Await!Perched on the 6th floor, this beautifully updated condo offers sweeping views of the Gulf and stunning nightly sunsets. The building has recently completed a $12 million structural renovation, featuring all-new hurricane-impact windows and sliding glass doors, along with fresh exterior stucco and paint—making it one of the most modern and

  Heidi Scholten MEDWAY REALTY

  5855 Midnight Pass Rd Unit 621, Sarasota, FL 34242
• 

  

  /55

  $1,975,000

  • 3 Beds
  • 3 Baths
  • 2,210 Sq Ft

  868 Siesta Key Cir, Sarasota, FL 34242

  PRICE IMPROVEMENT... This island-style, ranch waterfront home offers an incredible opportunity to renovate and make it your own. While it did take on water during Hurricanes Helene and Milton, it boasts several key updates including a newer roof, fresh exterior paint, impact windows and doors, vaulted ceilings, and charming plantation shutters—just a few of the features that make this Siesta Key

  Jennifer Thompson WILLIAM RAVEIS REAL ESTATE

  868 Siesta Key Cir, Sarasota, FL 34242

Showing Results 1 - 40, Page 1 of 8

Why Live in Siesta Key

Siesta Key, located on a barrier island off the coast of Sarasota, Florida, is renowned for its pristine Siesta Beach, which boasts white quartz sand and was ranked the No. 2 beach in the United States by TripAdvisor in 2023. The island spans 8 miles, with most homes and activities concentrated on the north end, particularly around the downtown area and the quaint village district. This area features a variety of unique shops, restaurants, and nightclubs, enhancing the island's vibrant local flavor. Residents enjoy great walkability and a convenient trolley service that traverses the island. Housing options on Siesta Key include modern styles, Spanish Mediterraneans, ranch-style homes, cozy cottages, coastal-style homes, and several condominium complexes with amenities like pools and tennis courts. Dining highlights include the Toasted Mango Café, Miguel’s, and Captain Curt’s Crab & Oyster Bar, located roughly 3 miles south along the Midnight Pass corridor. The island also offers attractions such as Crescent Beach and Turtle Beach, with facilities for tennis, volleyball, and fishing. Education is served by the highly rated Out-of-Door Academy on the island and top-rated Sarasota County Schools, including Southside Elementary, Brookside Middle, and Riverview High. Siesta Key is accessible via the Siesta Key North Bridge and the Stickney Point Bascule Bridge, with the Sarasota Bradenton International Airport just 10 miles away.

Learn more about living in Siesta Key

Frequently Asked Questions

What is the average home price in Siesta Key, FL?

Homes for sale in Siesta Key, FL have an average home price of $1,676,857.

How many homes have sold over the last 12 months in Siesta Key, FL?

3 homes have sold in Siesta Key, FL over the last 12 months.

Is Siesta Key, FL a safe city?

In general, the safest neighborhood in Siesta Key, FL with lower crime scores is Coral Cove/Holiday Harbor.

What are the most popular zip codes in Siesta Key, FL?

The most popular zip codes in Siesta Key, FL include 34242, 34231, 34239, 34236 and 34233.

What are the most popular neighborhoods in Siesta Key, FL?

The most popular neighborhood in Siesta Key, FL with the most homes for sale is Coral Cove/Holiday Harbor.

How much do you need to make to afford a house in Siesta Key?

The median home price in Siesta Key is $1,300,000. If you put a 20% down payment of $260,000 and had a 30-year fixed mortgage with an interest rate of 6.74%, your estimated principal and interest payment would be $6,740 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $289K a year to afford the median home price in Siesta Key.

How are the schools in Siesta Key, FL?

Siesta Key, FL has highly rated public and private schools. Some of the best schools in Siesta Key based on Niche Grades are Out-Of-Door Academy, Phillippi Shores Elementary School and Riverview High School. The neighborhood in Siesta Key with the highest rated schools is Coral Cove/Holiday Harbor. Browse all the schools in Siesta Key, FL to learn more.

Home Trends in Siesta Key, FL

On average, homes in Siesta Key, FL sell after 45 days on the market compared to the national average of 70 days. The median sale price for homes in Siesta Key, FL over the last 12 months is $1,035,000.

Housing Trends

Median Sale Price

$1,035,000

Median Single Family Sale Price

$1,035,000

Average Price Per Sq Ft

$666

Number of Homes for Sale

1

Last 12 months Home Sales

3

Months of Supply

4.00

Median List Price

$1,300,000

Median Change From 1st List Price

3%