9,260

Siesta Key, FL Homes

Section Image
  • /51

    $1,365,000

    $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    1260 Dolphin Bay Way Unit 404, Sarasota, FL 34242

    ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a

    Mina Johnson MICHAEL SAUNDERS & COMPANY

    1260 Dolphin Bay Way Unit 404, Sarasota, FL 34242
  • /37

    $10,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft
    • Apartment for Rent

    1125 W Peppertree Dr Unit 102, Sarasota, FL 34242

    A 3 month stay is preferred but will accept a 2 month stay, possible 1 month. Call the office for details.Luxuriously remodeled 2 bedroom 2 full bath unit on the first floor in a gulf side high-rise building.The unit has updated wood tiles throughout, ceiling fans in each room, recessed and updated lighting.The kitchen is fully updated with stainless steel appliances, gorgeous counter

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1125 W Peppertree Dr Unit 102, Sarasota, FL 34242
  • /2

    $1,150,000

    Sold Oct 22, 2025

    4915 Primrose Path, Sarasota, FL 34242

    • 6 Beds
    • 5 Baths
    • 3,549 Sq Ft
    • Built 1960

    Last Sold Summary

    • 38% Below List Price
    • $324/SF
    • 320 Days On Market

    Current Estimated Value $1,301,156

    Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY

    4915 Primrose Path, Sarasota, FL 34242
    • /21

      Est $561,715

      Not Listed For Sale

      5128 Calle Minorga Unit 5128, Sarasota, FL 34242

      • 2 Beds
      • 1 Bath
      • 766 Sq Ft
      • Built 1965
      5128 Calle Minorga Unit 5128, Sarasota, FL 34242

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Frank Harris COAST 2 COAST HOME REALTY, PLLC

  • /76

    $739,000

    $60K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft

    1218 Moonmist Cir Unit S2, Sarasota, FL 34242

    Welcome to your New Home, minutes from the world-renowned Siesta Key Beach, consistently ranked as one of the #1 beaches in the U.S famous for its powdery white quartz sand and crystal-clear Gulf waters. This impeccably remodeled turnkey furnished home offers an exceptional opportunity to enjoy the best of coastal living within the charming Polynesian Gardens community.This, home offers a

    Jayne Appleyard EXP REALTY LLC

    1218 Moonmist Cir Unit S2, Sarasota, FL 34242
  • /38

    $8,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • Condo for Rent

    1275 Siesta Bayside Dr Unit 1275B, Sarasota, FL 34242

    Welcome to this stunning second-level condo nestled within the prestigious Gulf and Bay Club Bayside in the serene enclave of Siesta Key. Boasting breathtaking views of the shimmering lake, this meticulously designed residence offers the epitome of luxurious coastal living.As you step inside, you are greeted by an inviting ambiance that seamlessly blends modern elegance with coastal

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1275 Siesta Bayside Dr Unit 1275B, Sarasota, FL 34242
  • /2

    $630,000

    Sold Mar 27, 2026

    6263 Midnight Pass Rd Unit 105, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft
    • Built 1981

    Last Sold Summary

    • 31% Below List Price
    • $406/SF
    • 374 Days On Market

    Current Estimated Value $648,381

    Last Listing Agent Randy Owens COLDWELL BANKER REALTY

    6263 Midnight Pass Rd Unit 105, Sarasota, FL 34242
    • /64

      Est $590,029

      Not Listed For Sale

      225 Hourglass Way Unit 307, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,271 Sq Ft
      • Built 1969
      225 Hourglass Way Unit 307, Sarasota, FL 34242

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

  • /69

    $1,150,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,498 Sq Ft

    5880 Midnight Pass Rd Unit 605, Sarasota, FL 34242

    Imagine awakening each morning to the gentle symphony of waves caressing powder-white sand on Siesta Key, where the Gulf of Mexico stretches endlessly before you in shimmering turquoise splendor. This exquisite two-bedroom, two-bathroom condominium nestled within the prestigious Casarina community offers a lifestyle that transcends ordinary coastal living. Perched elegantly upon seven acres of

    Dion Souza SARABAY REAL ESTATE INC

    5880 Midnight Pass Rd Unit 605, Sarasota, FL 34242
  • /20

    $3,150 Per Month

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

    1250 N Portofino Dr Unit 302, Sarasota, FL 34242

    55+ Harbor View Haven on Siesta Key w/beach access! Discover relaxation and adventure at our Siesta Harbor condo on Siesta Key. This bright 2 bedroom unit offers modern comfort and stunning harbor views from the screened porch. Enjoy deeded beach access and watch breathtaking sunsets. You'll have access to amenities like a fishing pier, boat slips, a pool, and clubhouse activities. Whether you're

    Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

    1250 N Portofino Dr Unit 302, Sarasota, FL 34242
  • /2

    $470,000

    Sold Mar 02, 2026

    116 Pass Key Rd Unit 116, Sarasota, FL 34242

    • 1 Bed
    • 1 Bath
    • 656 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Below List Price
    • $716/SF
    • 5 Days On Market

    Current Estimated Value $464,687

    Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S

    116 Pass Key Rd Unit 116, Sarasota, FL 34242
    • /2

      Est $2,143,471

      Not Listed For Sale

      5159 Oxford Dr, Sarasota, FL 34242

      • 3 Beds
      • 4 Baths
      • 2,692 Sq Ft
      • Built 1996
      5159 Oxford Dr, Sarasota, FL 34242

      Last Sold Summary

      • 122 Days On Market

      Last Listing Agent Andrew Foltz PREFERRED SHORE LLC

  • /54

    $874,000

    $121K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 928 Sq Ft

    5400 Ocean Blvd Unit 9-4, Sarasota, FL 34242

    Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 9-4, Sarasota, FL 34242
  • /38

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    4660 Ocean Blvd Unit G1, Sarasota, FL 34242

    Discover your sunlit retreat in the desirable waterfront community of Sea Village on Siesta Key! This ground-floor, 2-bedroom, 2-bathroom condo offers a bright and spacious living environment. The open kitchen is perfect for those who enjoy cooking, and the living area provides ample space for relaxation and entertaining. Each bedroom is a comfortable haven with custom closets for added

    Beth Dilley ASCENDIA REAL ESTATE

    4660 Ocean Blvd Unit G1, Sarasota, FL 34242
  • /2

    $770,000

    Sold Jul 08, 2026

    1055 W Peppertree Dr Unit 102AA, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft
    • Built 1974

    Last Sold Summary

    • 17% Below List Price
    • $662/SF
    • 129 Days On Market

    Current Estimated Value $832,720

    Last Listing Agent Tanya Stutzman REALTY HUB

    1055 W Peppertree Dr Unit 102AA, Sarasota, FL 34242
    • /55

      Est $1,091,636

      Not Listed For Sale

      6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,214 Sq Ft
      • Built 1977
      6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242

      Last Sold Summary

      • 87 Days On Market

      Last Listing Agent Tom Ward WATERSIDE REALTY LLC

  • /78

    $680,000

    $20K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    1332 Siesta Bayside Dr Unit 1332C, Sarasota, FL 34242

    Under contract-accepting backup offers. Turnkey furnished and beautifully updated, this 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed

    Shane Lewis MICHAEL SAUNDERS & COMPANY

    1332 Siesta Bayside Dr Unit 1332C, Sarasota, FL 34242
  • /31

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    1125 W Peppertree Dr Unit 605, Sarasota, FL 34242

    2 BR - 2 BA - 6 Person Max - Pond View - Gulf-side High-rise - Approx. 150 yards from beachThis property is a 30 night minimum.Unit 1125-605 offers assigned covered parking under the building.The master bedroom offers a King bed and a walk-in glass door shower with 2 vanities.The guest bedroom offers 2 twin beds and a walk-in glass door shower with one vanity.Enjoy the futon

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1125 W Peppertree Dr Unit 605, Sarasota, FL 34242
  • /2

    $785,000

    Sold Jun 10, 2026

    6063 E Peppertree Way Unit 111, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,115 Sq Ft
    • Built 1972

    Last Sold Summary

    • 17% Below List Price
    • $704/SF
    • 129 Days On Market

    Current Estimated Value $747,992

    Last Listing Agent Eliza Miller PEPPERTREE BAY REALTY INC

    6063 E Peppertree Way Unit 111, Sarasota, FL 34242
    • /2

      Est $8,094,390

      Not Listed For Sale

      241 Cedar Park Cir, Sarasota, FL 34242

      • 5 Beds
      • 8 Baths
      • 6,838 Sq Ft
      • Built 1998
      241 Cedar Park Cir, Sarasota, FL 34242

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Tammy Garner COLDWELL BANKER REALTY

  • /54

    $399,000

    • 1 Bed
    • 1 Bath
    • 656 Sq Ft

    115 Pass Key Rd Unit 115, Sarasota, FL 34242

    Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless

    Tim Yocum, Sr COLDWELL BANKER REALTY

    115 Pass Key Rd Unit 115, Sarasota, FL 34242
  • /21

    $5,370 Per Month

    • 1 Bed
    • 1 Bath
    • 708 Sq Ft
    • House for Rent

    6006 Midnight Pass Rd Unit 54, Sarasota, FL 34242

    Starting from $179/night! Experience the charm of Villa 54, a 1-bedroom, 1-bathroom retreat at Casa Mar. Relax in the luxurious king-sized bed in the master bedroom, complemented by a cozy sleeper sofa in the spacious living area. Prepare gourmet meals in the fully equipped kitchen that seamlessly flows into an elegant dining space, perfect for entertaining or quiet meals. Outside, enjoy the

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 54, Sarasota, FL 34242
  • /2

    $762,000

    Sold Jan 14, 2026

    4894 Oxford Dr, Sarasota, FL 34242

    • 3 Beds
    • 2.5 Baths
    • 1,831 Sq Ft
    • Built 1967

    Last Sold Summary

    • 13% Below List Price
    • $416/SF
    • 63 Days On Market

    Current Estimated Value $1,318,480

    Last Listing Agent Marc Overfelt FLORIDA BAY REALTY INC

    4894 Oxford Dr, Sarasota, FL 34242
    • /2

      Est $4,855,662

      Not Listed For Sale

      5418 Siesta Cove Dr, Sarasota, FL 34242

      • 5 Beds
      • 5.5 Baths
      • 4,230 Sq Ft
      • Built 2020
      5418 Siesta Cove Dr, Sarasota, FL 34242

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Adnan Dedic COMPASS FLORIDA LLC

  • /83

    $17,650,000

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

    3799 Flamingo Ave, Sarasota, FL 34242

    Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    3799 Flamingo Ave, Sarasota, FL 34242
  • /11

    $7,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,043 Sq Ft
    • Apartment for Rent

    6154 Midnight Pass Rd Unit 104, Sarasota, FL 34242

    Watch the magnificent sunsets over blue gulf waters from the lanai of a newly, up-dated, completely renovated, and re-decorated ground floor apartment on the white sands of Crescent Beach on Siesta Key. The 2 bedroom, 2 bathroom, apartment sleeps 4. The beds can be arranged as 1 King and 2 twin beds pushed together to form 1 Large Queen with advance notice to the office. The kitchen is granite

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 104, Sarasota, FL 34242
  • /2

    $1,700,000

    Sold May 11, 2026

    1660 Summerhouse Ln Unit 402, Sarasota, FL 34242

    • 3 Beds
    • 2.5 Baths
    • 2,110 Sq Ft
    • Built 2007

    Last Sold Summary

    • 10% Below List Price
    • $806/SF
    • 32 Days On Market

    Current Estimated Value $1,674,385

    Last Listing Agent Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

    1660 Summerhouse Ln Unit 402, Sarasota, FL 34242
    • /66

      Est $441,317

      Not Listed For Sale

      1300 N Portofino Dr Unit 202, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 991 Sq Ft
      • Built 1969
      1300 N Portofino Dr Unit 202, Sarasota, FL 34242

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Dawn Bear WILLIAM RAVEIS - FLORIDA LLC

  • /57

    $25,000,000

    New Construction $3M PRICE INCREASE Pending
    • 5 Beds
    • 6.5 Baths
    • 6,301 Sq Ft

    4050 Higel Ave, Siesta Key, FL 34242

    Under contract-accepting backup offers. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and

    Faith Stutzman PHAM REALTY GROUP LLC

    4050 Higel Ave, Siesta Key, FL 34242
  • /12

    $6,900 Per Month

    • 2 Beds
    • 1 Bath
    • 941 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242

    Enjoy the beach life in this recently upgraded villa just a few steps from beautiful Siesta Key Beach. The entire villa has been newly painted and contains all new windows, window treatments and flooring. The master bedroom features a queen bed with new coastal furniture, and the guest bedroom has 2 twin beds. Both bedrooms also have new pillow top mattresses and bed coverings. The living room

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242
  • /2

    $625,000

    Sold Oct 24, 2025

    199 Whispering Sands Dr Unit 105, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,557 Sq Ft
    • Built 1970

    Last Sold Summary

    • 8% Below List Price
    • $401/SF
    • 62 Days On Market

    Current Estimated Value $623,042

    Last Listing Agent Tracy Srodes FINE PROPERTIES

    199 Whispering Sands Dr Unit 105, Sarasota, FL 34242
    • /2

      Est $520,377

      Not Listed For Sale

      6415 Midnight Pass Rd Unit 206, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,287 Sq Ft
      • Built 1975
      6415 Midnight Pass Rd Unit 206, Sarasota, FL 34242

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Deborah Miller RE/MAX PALM

  • /76

    $1,299,900

    • 2 Beds
    • 2 Baths
    • 1,915 Sq Ft

    1260 Dolphin Bay Way Unit 403, Sarasota, FL 34242

    Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and

    Stacey Andrews ANDREWS & ASSOCIATES REALTY

    1260 Dolphin Bay Way Unit 403, Sarasota, FL 34242
  • /38

    $9,350 Per Month

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    Unlisted Address

    Make yourself at home in our spacious two bedroom, two bath second floor condo located at the beautiful Gulf and Bay Club Bayside. The Key West style cluster buildings afford you a quiet residential feel while you are just a short walk to the powdery white quartz sand of the world famous Siesta Key/Crescent Beach.New to the rental program, our condo has previously been owner occupied and

    Andy Moore GULF COAST REALTY & MANAGEMENT

    Unlisted Address
  • /2

    $860,000

    Sold Oct 03, 2025

    1055 Beach Rd Unit B302, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 1981

    Last Sold Summary

    • 7% Below List Price
    • $714/SF
    • 262 Days On Market

    Current Estimated Value $876,849

    Last Listing Agent Michele Tanner PREFERRED SHORE LLC

    1055 Beach Rd Unit B302, Sarasota, FL 34242
    • /32

      Est $1,456,337

      Not Listed For Sale

      4708 Ocean Blvd Unit E1, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 2,277 Sq Ft
      • Built 1981
      4708 Ocean Blvd Unit E1, Sarasota, FL 34242

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Doug Parks MICHAEL SAUNDERS & COMPANY

  • /99

    $4,000,000

    • 2 Beds
    • 2.5 Baths
    • 2,374 Sq Ft

    5400 Ocean Blvd Unit 15 1-4, Sarasota, FL 34242

    Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 15 1-4, Sarasota, FL 34242
  • /34

    $6,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,022 Sq Ft
    • Condo for Rent

    420 Beach Rd Unit 706, Sarasota, FL 34242

    Experience elevated beachfront living in this rarely available, higher-floor, 2,415-square-foot Gulf-front retreat. Offered as a long-term rental. This expansive three-bedroom, two-bathroom unit seamlessly blends refined comfort with panoramic Gulf views, catering to the most discerning rental client. Triple sliding glass windows flood the open-concept living area with natural light, capturing

    Katie Cintron COLDWELL BANKER REALTY

    420 Beach Rd Unit 706, Sarasota, FL 34242
  • /2

    $1,600,000

    Sold Mar 12, 2026

    5121 Sandy Shore Ave, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 2,726 Sq Ft
    • Built 2000

    Last Sold Summary

    • $587/SF

    Current Estimated Value $1,608,725

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    5121 Sandy Shore Ave, Sarasota, FL 34242
    • /67

      Est $1,872,666

      Not Listed For Sale

      4960 Commonwealth Dr, Sarasota, FL 34242

      • 3 Beds
      • 3.5 Baths
      • 3,063 Sq Ft
      • Built 2004
      4960 Commonwealth Dr, Sarasota, FL 34242

      Last Sold Summary

      • 241 Days On Market

      Last Listing Agent Glenn Brown RE/MAX ALLIANCE GROUP

Showing Results 361 - 400, Page 10 of 18

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