Siesta Key, FL Homes

• 

  

  

  /43

  $925,000

  • 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
• 

  Explore Siesta Key

• 

  

  

  /87

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft
  • Condo for Rent

  5631 Midnight Pass Rd Unit 1001, Sarasota, FL 34242

  Live the Siesta Key dream at White Sands Village, just steps from world-renowned Siesta Key Public Beach—famous for its powdery white quartz sand and stunning Gulf sunsets. This beautifully furnished 1-bedroom, 1-bathroom beachside retreat is full of charm and comfort, featuring coastal decor, a nice screened lanai off the living room to enjoy outdoor living, and a covered carport just outside

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 279-3227

  5631 Midnight Pass Rd Unit 1001, Sarasota, FL 34242
• 

  

  /2

  $400,000 Sold Sep 16, 2025

  • 929 Sq Ft
  • $431/SF
  • 63 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  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
• 

  

  

  /42

  Est $856,258 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  5966 Midnight Pass Rd Unit G-42, Sarasota, FL 34242

  5966 Midnight Pass Rd Unit G-42, Sarasota, 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
• 

  

  /54

  $4,500 per month

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

  137 Avenida Messina Unit 2, Sarasota, FL 34242

  Perfectly situated just one block from the heart of Siesta Key Village and a mere two blocks from the pristine white sands of the renowned Siesta Key Beach, this Villa Navarra condominium offers an enviable location. Surrounded by lush tropical landscaping, this rare exclusive gem is one of only 16 units, featuring newer PGT windows and sliding glass doors. Recently renovated with the utmost

  

  Julia Montei

  COLDWELL BANKER REALTY

  (941) 241-4768

  137 Avenida Messina Unit 2, Sarasota, FL 34242
• 

  /2

  $815,000 Sold Sep 15, 2025

  • 2,522 Sq Ft
  • $323/SF
  • 173 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1980

  710 Birdsong Ln, Sarasota, FL 34242

  Island living at it's best. Just a short distance to world famous Siesta Key Beach. This home has had NO flood damage inside the home or garage areas. Custom built by Schrock home builders. Featuring 3 bedrooms, den/office & 2 1/2 baths. Over 2500 sq. ft. under air with an over sized 2 car garage with screen. New roof just installed. Kitchen was remodeled with new cabinets, granite counters,

  Cynthia Bowers COLDWELL BANKER SARASOTA CENT.

  710 Birdsong Ln, Sarasota, FL 34242
• 

  

  /60

  Est $714,598 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft

  5970 Midnight Pass Rd Unit 166, Sarasota, FL 34242

  5970 Midnight Pass Rd Unit 166, Sarasota, FL 34242
• 

  

  /55

  $429,900

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft

  1350 N Portofino Dr Unit 107, Sarasota, FL 34242

  SIESTA HARBOR...55+...BEAUTIFUL CANAL & Intercoastal Water Way with incredible views of boats idling by and BEACH ACCESS. BRING YOUR BOAT up to 30' because it only costs $1,000 ANNUALLY to berth your boat! BUT WAIT till you see this TOTALLY RENOVATED BEAUTIFUL 1 bedroom 2 full bathroom condo! NEW, NEW, NEW...everything is new...Ceramic tile flooring, baseboards, interior doors & hardware, impact

  

  Scotty Ledford

  VUE REALTY, LLC

  (941) 207-7524

  1350 N Portofino Dr Unit 107, Sarasota, FL 34242
• 

  

  /50

  $6,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • Condo for Rent

  5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242

  RARE OPPORTUNITY to RENT THE PENTHOUSE. 3 BEDS/2.5 BATHS full size washer/dryer and a roof top deck with panoramic views available September 2025 stay for a year, 2 or 3+ owner wants this beautiful turnkey home with a BOAT DOCK (no lift yet)RENTED LONG TERM. Owner open to lift discussion. You will enjoy Penthouse end unit in Boca Siesta is located in the heart of Siesta Key the #1 Beach in the

  

  Marianne LeBar

  ROSEBAY INTERNATIONAL REALTY, INC

  (941) 294-2866

  5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242
• 

  /2

  $600,000 Sold Sep 15, 2025

  • Land
  • 0.14 Acre
  • $4,285,714 per Acre

  • 183 Days On Market

  4183 Roberts Point Cir Unit Lot 18, Sarasota, FL 34242

  Development opportunity! Lot 18 is in the center of the three adjacent parcels that are for sale in Siesta Key’s private enclave of Roberts Point. The original structure has been demolished. As one of the most affordably priced buildable lots on Siesta Key, this is your chance to make your dream island life a reality. Known for its laid-back island ambience, you will find updated cottages

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  4183 Roberts Point Cir Unit Lot 18, Sarasota, FL 34242
• 

  

  /50

  Est $4,864,176 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,214 Sq Ft

  3954 Roberts Point Rd, Sarasota, FL 34242

  3954 Roberts Point Rd, Sarasota, FL 34242
• 

  

  /63

  $639,000

  • 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 lifestyle. VIEW

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 206-4934

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

  

  /20

  $8,250 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  567 Venice Ln, Siesta Key, FL 34242

  Property Id: 2125810Live the island lifestyle in this beautifully furnished 4-bedroom, 2-bath home ideally located just minutes from both Siesta Key Beach and the vibrant Siesta Village. This spacious residence offers a perfect blend of comfort and convenience, with an open layout designed for entertaining and everyday living.Step outside to your private oasis featuring a large

  567 Venice Ln, Siesta Key, FL 34242
• 

  /2

  $600,000 Sold Sep 15, 2025

  • Land
  • 0.14 Acre
  • $4,285,714 per Acre

  • 183 Days On Market

  4185 Roberts Point Cir Unit Lot 19, Sarasota, FL 34242

  Development opportunity! Lot 19 is the eastern most lot of the three adjacent parcels that are for sale in Siesta Key’s private enclave of Roberts Point. The original structure has been demolished. As one of the most affordably priced buildable lots on Siesta Key, this is your chance to make your dream island life a reality. Known for its laid-back island ambience, you will find updated cottages

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  4185 Roberts Point Cir Unit Lot 19, Sarasota, FL 34242
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  /60

  Est $7,841,104 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 6,369 Sq Ft

  5131 Jungle Plum Rd, Sarasota, FL 34242

  5131 Jungle Plum Rd, Sarasota, FL 34242
• 

  

  /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
• 

  

  /26

  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,131 Sq Ft
  • House for Rent

  5141 Saint Albans Ave, Sarasota, FL 34242

  Available now for an annual or 6-month lease, this furnished home is located in a coveted Siesta Key neighborhood, just moments from Siesta Village and Siesta Beach. It combines rustic charm with modern comfort, featuring a spacious living and dining area, an open kitchen with a breakfast bar, and a screened porch with tropical views. The master bedroom loft includes an en-suite bathroom and

  Anthony Dalesandro BRIGHT REALTY

  5141 Saint Albans Ave, Sarasota, FL 34242
• 

  /2

  $1,640,000 Sold Sep 12, 2025

  • 3,893 Sq Ft
  • $421/SF
  • 31 Days On Market

  • 4 Beds
  • 7 Baths
  • Built 1964

  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
• 

  

  /62

  Est $643,313 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  5600 Beach Way Dr Unit 101, Sarasota, FL 34242

  5600 Beach Way Dr Unit 101, 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

  (941) 214-6182

  222 Beach Rd Unit 7, Sarasota, FL 34242
• 

  

  /18

  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Condo for Rent

  420 Beach Rd Unit 505, Sarasota, FL 34242

  Property Id: 2073016Magical views of Siesta Key's famed Crescent Beach and the Gulf of Mexico await you from this turnkey-furnished, beachfront unit. Be amazed at the direct and unobstructed west-facing views from this beautifully updated Siesta Gulf View property. This unit is directly on the beach and has private access to Siesta Key's white quartz sand and tranquil blue waters. Take in

  420 Beach Rd Unit 505, Sarasota, FL 34242
• 

  /2

  $650,000 Sold Sep 12, 2025

  • 1,287 Sq Ft
  • $505/SF
  • 11 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242

  Deeded beach access, intracoastal waterway frontage with boat dockage, prime location AND a stunningly renovated condominium. What more could you want? Enjoy Siesta Key’s famous sunsets and holiday fireworks shows in comfort from this 5th floor beautifully renovated and immaculate 2-bedroom 2-bath furnished condominium with partial gulf views. No need to take on a remodel here, all of it has been

  Mina Johnson MICHAEL SAUNDERS & COMPANY

  6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242
• 

  

  /72

  Est $646,128 Not Listed For Sale

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

  101 Whispering Sands Dr Unit 206, Sarasota, FL 34242

  101 Whispering Sands Dr Unit 206, 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
• 

  

  /33

  $17,000 per month

  • 4 Beds
  • 3 Baths
  • 2,838 Sq Ft
  • House for Rent

  5334 Calle Florida, Sarasota, FL 34242

  Beautiful home that was rebuilt in 1997 located on Palm Island on Siesta Key. Palm Island is considered the “heart of Siesta Key”. When the home was rebuilt it was raised 10 feet above ground. This home is a short walk to Siesta Beach, which has been named the #1 Beach in the USA numerous times. It is also just minutes from the Village that has restaurants, shopping, etc. You would have access to

  Pat Gillum RE/MAX ALLIANCE GROUP

  5334 Calle Florida, Sarasota, FL 34242
• 

  /2

  $825,000 Sold Sep 12, 2025

  • 1,934 Sq Ft
  • $427/SF
  • 169 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  514 Ralph St, Sarasota, FL 34242

  Huge Price Reduction.....Motivated Seller.....Location and opportunity...Don't miss this 4 bedroom, 3 bath pool home that sits on a well positioned larger lot with 97 ft. of canal access. The home was impacted by hurricane Helene but has been remediated and is ready for renovations, redesign or rebuild. The existing open floor plan features a large kitchen and dining area, living room with wood

  Tim Yocum, Sr COLDWELL BANKER REALTY

  514 Ralph St, Sarasota, FL 34242
• 

  

  /36

  Est $857,659 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  1600 Cove II Place Unit 420, Sarasota, FL 34242

  1600 Cove II Place Unit 420, Sarasota, FL 34242
• 

  

  /45

  $57,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242

  Fractional Ownership. Winter Fractional Package, with 1/16th shares of ownership! Your dream of a new luxury home on Siesta Key Beach can now be a reality; an enviable lifestyle on America's top-rated beach! Here is your opportunity to own a piece of paradise without giving up all the amenities and services. An enviable lifestyle on America's top-rated beach! Your dream of a new luxury home on

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 352-1199

  915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242
• 

  

  /70

  $7,500 per month

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

  1137 N Moonmist Ct Unit L7, Sarasota, FL 34242

  This is a short term rental. Listing reflects peak season rate. Available peak season months: January 2026, February 2026, April 2026. Welcome to The Blue Luna, a serene stand-alone villa nestled in the tropical paradise of Polynesian Gardens on Siesta Key. This two-bedroom, two-bathroom home has been thoughtfully decorated with a calming, coastal blue palette that reflects the soft light of the

  Beth Dilley ASCENDIA REAL ESTATE

  1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
• 

  /2

  $425,000 Sold Sep 11, 2025

  • 975 Sq Ft
  • $436/SF
  • 234 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1973

  6029 E Peppertree Way Unit 116, Sarasota, FL 34242

  Savor your coffee while enjoying the breathtaking views of the bay! Welcome to the wonderful community of Peppertree Bay on Siesta Key. This is an incredible opportunity to own a 2-bedroom, 1.5-bathroom turnkey condo that awaits your personal touch! High and dry and no damage from the storms. Located on the second floor, it features stunning bay views from your lanai and offers private beach

  Cheryl Santelli PEPPERTREE BAY REALTY INC

  6029 E Peppertree Way Unit 116, Sarasota, FL 34242
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  /62

  Est $581,160 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 872 Sq Ft

  5962 Midnight Pass Rd Unit 132, Sarasota, FL 34242

  5962 Midnight Pass Rd Unit 132, Sarasota, FL 34242
• 

  

  /54

  $80,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  915 Seaside Dr Unit 312, Weeks 8-9, Sarasota, FL 34242

  Fractional Ownership. Introducing the Winter Fractional Package, offering 1/16th ownership in a stunning luxury residence on Siesta Key Beach. Now, your dream of owning a beachfront home on America's most celebrated shore can become a reality. Enjoy the benefits of owning a slice of paradise, complete with world-class amenities and services. This exclusive opportunity offers the ultimate in

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 389-0934

  915 Seaside Dr Unit 312, Weeks 8-9, Sarasota, FL 34242
• 

  

  /17

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  6327 Midnight Pass Rd Unit 999, Sarasota, FL 34242

  Tenant has access to all amenities located within Midnight Cove II such as tennis courts, swimming pool and grilling/picnic area.

  Michelle Lentini EXCEPTIONS REALTY

  6327 Midnight Pass Rd Unit 999, Sarasota, FL 34242
• 

  /2

  $800,000 Sold Sep 10, 2025

  • 1,282 Sq Ft
  • $624/SF
  • 135 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  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
• 

  

  /53

  Est $2,058,210 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,796 Sq Ft

  6925 Bochi Cir, Sarasota, FL 34242

  6925 Bochi Cir, Sarasota, FL 34242
• 

  

  /46

  $695,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  141 Avenida Messina Unit 4, Sarasota, FL 34242

  The absolute best of both worlds! About a 2/3 mile walk to the gulf beach access and about 100 feet to the Siesta Key Village! This second-floor condo was completely renovated in 2020. The owners created a stunning home away from home that features a relaxing front sliding glass-enclosed patio that can be opened to enjoy the gentle gulf breezes. The opened kitchen has lightly veined white quartz

  

  Joe Cleary

  RE/MAX ALLIANCE GROUP

  (941) 336-4378

  141 Avenida Messina Unit 4, Sarasota, FL 34242
• 

  

  /77

  $6,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,012 Sq Ft
  • Townhouse for Rent

  357 Tierra Mar Ln Unit 5, Sarasota, FL 34242

  Siesta Key Furnished Annual Rental. You will love living in this quiet enclave of 6 homes, tucked away from all of the hustle and bustle but walkable to all of the many dining, shopping and entertainment venues the vibrant Siesta Key Village offers! This amazing Townhome lives like a private residence and offers 3 bedrooms, and 2 and one half baths. This gorgeous home is tastefully decorated and

  Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

  357 Tierra Mar Ln Unit 5, Sarasota, FL 34242
• 

  /2

  $1,450,000 Sold Sep 05, 2025

  • 2,041 Sq Ft
  • $710/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  221 Tenacity Ln, Sarasota, FL 34242

  The stunning three-bedroom, two-bathroom Spanish-style villa stands as a testament to resilience and quality. Experience peace of mind knowing this beautiful home endured no storm damage, standing high and dry with top-notch construction that allowed for zero impact from recent storms. Purchase with confidence, as this beachside sanctuary continues to shine. Nestled on a serene, private lane

  Jennifer Thompson WILLIAM RAVEIS REAL ESTATE

  221 Tenacity Ln, Sarasota, FL 34242
• 

  

  /35

  Est $2,008,946 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,774 Sq Ft

  6900 Bochi Cir, Sarasota, FL 34242

  6900 Bochi Cir, Sarasota, FL 34242

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