12,534

Homes in ZIP Code 34242

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  • /51

    $639,900

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft

    8735 Midnight Pass Rd Unit 105B, Sarasota, FL 34242

    NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!!Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a

    Melody Davis COLDWELL BANKER REALTY

    8735 Midnight Pass Rd Unit 105B, Sarasota, FL 34242
  • /20

    $5,370 Per Month

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

    6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242

    Starting at $179/night! Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, featuring a king-sized bed in the primary suite and a comfortable sleeper sofa in the living area. This stylish retreat boasts a fully equipped kitchen adjoining a spacious dining area, ideal for entertaining or relaxing meals. Enjoy the convenience of a private carport just steps from your door, while

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242
  • /2

    $570,000

    Sold Aug 01, 2025

    5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1976

    Last Sold Summary

    • 12% Below List Price
    • $495/SF
    • 59 Days On Market

    Current Estimated Value $591,340

    Last Listing Agent Christine Green COLDWELL BANKER REALTY

    5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242
    • /48

      Not Listed For Sale

      915 Seaside Dr Unit 511, Weeks 4-7, Sarasota, FL 34242

      • 4 Beds
      • 4 Baths
      • 2,625 Sq Ft
      • Built 2009
      915 Seaside Dr Unit 511, Weeks 4-7, Sarasota, FL 34242

      Last Sold Summary

      • 13 Days On Market

  • /40

    $463,000

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    5661 Midnight Pass Rd Unit 401, Sarasota, FL 34242

    Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community

    Lisa Blakeney COLDWELL BANKER REALTY

    5661 Midnight Pass Rd Unit 401, Sarasota, FL 34242
  • /51

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,337 Sq Ft
    • Condo for Rent

    5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242

    This luxury Siesta Key beachfront unit in the exclusive Gulf and Bay Club offers full panoramic views of the Gulf of Mexico and the #1 beach in the USA, Siesta Key! This beautifully updated 2-bedroom, 2-bathroom unit features hardwood floors, granite countertops, and an abundance of cabinet space. The bathrooms are elegantly updated with tile and granite counters, making this a truly turnkey

    Robert Bevington SHOWTIME REALTY

    5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
  • /2

    $963,000

    Sold Feb 04, 2026

    1013 W Peppertree Dr Unit 115, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $875/SF
    • 1 Day On Market

    Current Estimated Value $968,604

    Last Listing Agent Karl Helbig SUNREAL ESTATE INC

    1013 W Peppertree Dr Unit 115, Sarasota, FL 34242
    • /56

      Not Listed For Sale

      915 Seaside Dr Unit 501, Weeks 4-5, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 1,625 Sq Ft
      • Built 2009
      915 Seaside Dr Unit 501, Weeks 4-5, Sarasota, FL 34242

      Last Sold Summary

      • 9 Days On Market

  • /29

    $3,950,000

    • 4 Beds
    • 4.5 Baths
    • 4,034 Sq Ft

    847 Freeling Dr, Sarasota, FL 34242

    Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the

    Michelle Ward COMPASS FLORIDA LLC

    847 Freeling Dr, Sarasota, FL 34242
  • /32

    $8,300 Per Month

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

    1200 E Peppertree Ln Unit 402, Sarasota, FL 34242

    This condo is a 30-night minimum.Condo 1200-402 at Peppertree Bay on Siesta KeyThis 2 bedroom, 2 bathrooms recently remodeled, is only steps away from Crescent Beach and is located on the 4th floor.This condo comfortably sleeps 6 guests.The master King bedroom is equipped with a 43'' Smart TV for your entertainment and a ceiling fan. The master bathroom has a walk-in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
  • /2

    $425,000

    Sold Nov 17, 2025

    8750 Midnight Pass Rd Unit 202C, Sarasota, FL 34242

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Built 1980

    Last Sold Summary

    • 21% Below List Price
    • $531/SF
    • 515 Days On Market

    Current Estimated Value $429,355

    Last Listing Agent Steve Daria MAXIM LLC

    8750 Midnight Pass Rd Unit 202C, Sarasota, FL 34242
    • /55

      Not Listed For Sale

      915 Seaside Dr Unit 606, Weeks 6-7, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 1,625 Sq Ft
      • Built 2009
      915 Seaside Dr Unit 606, Weeks 6-7, Sarasota, FL 34242

      Last Sold Summary

      • 9 Days On Market

  • /79

    $4,600,000

    $350K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,303 Sq Ft

    1035 Seaside Dr Unit 603, Sarasota, FL 34242

    Discover the epitome of luxury living at this stunning beachfront residence, offering an unparalleled blend of modern elegance and coastal serenity. Situated on the penthouse level overlooking the pristine quartz sand of Siesta Key’s Crescent Beach, this exclusive location promises breathtaking Gulf views, stunning sunsets, direct beach access, world class amenities and is perfect for those

    Rudy Dudon MICHAEL SAUNDERS & COMPANY

    1035 Seaside Dr Unit 603, Sarasota, FL 34242
  • /77

    $8,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,286 Sq Ft
    • Condo for Rent

    8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242

    Look no further than Siesta Key's "Island Reef" for your annual vacation getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to the beach. The Siesta Key village and local dining are just a stroll away. The property has a beautiful community pool, tennis courts, shuffleboard, and more. The stylish decorum and nicely

    Erick Shumway RE/MAX ALLIANCE GROUP

    8770 Midnight Pass Rd Unit 402B, Sarasota, FL 34242
  • /2

    $550,000

    Sold Nov 12, 2025

    5222 Winding Way, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,137 Sq Ft
    • Built 1963

    Last Sold Summary

    • 3% Below List Price
    • $484/SF
    • 35 Days On Market

    Current Estimated Value $578,817

    Last Listing Agent Robert Moffatt MICHAEL SAUNDERS & COMPANY

    5222 Winding Way, Sarasota, FL 34242
    • /36

      Not Listed For Sale

      5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 1,270 Sq Ft
      • Built 1974
      5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

      Last Sold Summary

      • 0 Days On Market

  • /48

    $2,895,000

    • 5 Beds
    • 7 Baths
    • 2,801 Sq Ft

    6910 Midnight Pass Rd Unit B, Sarasota, FL 34242

    There Is Only One.Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back.Positioned just moments from beach access located at the end of the street, Point of Rocks is a

    Rudy Dudon MICHAEL SAUNDERS & COMPANY

    6910 Midnight Pass Rd Unit B, Sarasota, FL 34242
  • /11

    $8,250 Per Month

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

    6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242

    Welcome to this beautifully updated, Gulf-facing apartment located directly on the soft white sands of Crescent Beach. Designed for comfort and relaxation, this spacious unit offers sweeping views of the Gulf of Mexico and nightly sunsets that are nothing short of spectacular. Whether you're lounging in the tastefully decorated living room or enjoying a quiet moment on the private, screened-in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 201, 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 $1,275,856

    Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY

    4915 Primrose Path, Sarasota, FL 34242
    • /36

      Est $692,722

      Not Listed For Sale

      8776 Midnight Pass Rd Unit C103, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,338 Sq Ft
      • Built 1975
      8776 Midnight Pass Rd Unit C103, Sarasota, FL 34242

      Last Sold Summary

      • 120 Days On Market

  • /40

    $549,900

    • 2 Beds
    • 1.5 Baths
    • 860 Sq Ft

    1500 Cove II Place Unit 531, Sarasota, FL 34242

    Experience the ultimate Siesta Key lifestyle in this turnkey-furnished condominium at Midnight Cove II, ideally situated on beautiful Crescent Beach. Enjoy stunning water and pool views from your private balcony while taking advantage of the community's highly sought after weekly rental program, making this an exceptional investment opportunity, vacation retreat, or personal getaway.The open

    Kimberly Eudy RE/MAX PALM REALTY OF VENICE

    1500 Cove II Place Unit 531, Sarasota, FL 34242
  • /45

    $11,000 Per Month

    • 3 Beds
    • 3 Baths
    • 3,324 Sq Ft
    • House for Rent

    681 Avenida de Mayo, Sarasota, FL 34242

    Park your Boat behind your home .... Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply

    Colette Jay HORIZON REALTY INTERNATIONAL

    681 Avenida de Mayo, 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 $651,353

    Last Listing Agent Randy Owens COLDWELL BANKER REALTY

    6263 Midnight Pass Rd Unit 105, Sarasota, FL 34242
    • /47

      Est $705,825

      Not Listed For Sale

      1101 Lake House Cir Unit C-206, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,352 Sq Ft
      • Built 1981
      1101 Lake House Cir Unit C-206, Sarasota, FL 34242

      Last Sold Summary

      • 154 Days On Market

  • /72

    $500,000

    • 2 Beds
    • 2 Baths
    • 1,303 Sq Ft

    8773 Midnight Pass Rd Unit 302G, Sarasota, FL 34242

    Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two

    Marlene Marshall MICHAEL SAUNDERS & COMPANY

    8773 Midnight Pass Rd Unit 302G, Sarasota, FL 34242
  • /22

    $9,550 Per Month

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

    1125 W Peppertree Dr Unit 407, Sarasota, FL 34242

    Discover modern comfort in this stylishly updated 2BR/2BA vacation rental condo. Perfect for relaxation and rejuvenation, this well-appointed space offers everything you need for a memorable getaway. Enjoy garden views from the lanai. Modern amenities include new coastal-inspired furniture and stainless steel appliances. Enjoy community pool access for refreshing dips after beach days. Bask in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1125 W Peppertree Dr Unit 407, 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 $467,305

    Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S

    116 Pass Key Rd Unit 116, Sarasota, FL 34242
    • /41

      Est $674,798

      Not Listed For Sale

      8779 Midnight Pass Rd Unit 303 H, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,421 Sq Ft
      • Built 1980
      8779 Midnight Pass Rd Unit 303 H, Sarasota, FL 34242

      Last Sold Summary

      • 0 Days On Market

  • /74

    $1,100,000

    Open Sun 1PM - 4PM $75K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,361 Sq Ft

    5760 Midnight Pass Rd Unit 209, Sarasota, FL 34242

    Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bed, 2-bath condo offering modern finishes and thoughtful upgrades throughout. The kitchen features

    Tina Johns COLDWELL BANKER REALTY

    5760 Midnight Pass Rd Unit 209, Sarasota, FL 34242
  • /96

    $4,500 Per Month

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

    1257 S Portofino Dr Unit 38, Sarasota, FL 34242

    Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or your morning coffee from the

    Kay Esposito SIGNATURE REALTY ASSOCIATES

    1257 S Portofino Dr Unit 38, 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 $751,332

    Last Listing Agent Eliza Miller PEPPERTREE BAY REALTY INC

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

      Not Listed For Sale

      5966 Midnight Pass Rd Unit G-92, Sarasota, FL 34242

      • 1 Bed
      • 1 Bath
      • 816 Sq Ft
      • Built 1970
      5966 Midnight Pass Rd Unit G-92, Sarasota, FL 34242

      Last Sold Summary

      • 214 Days On Market

  • /99

    $690,000

    $105K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 816 Sq Ft

    797 Beach Rd Unit 509, Sarasota, FL 34242

    PENTHOUSE" OPPORTUNITY on the 5th Floor of Building 797 in Sought After & Gated CRESCENT ROYALE! As you walk through the door you will be astounded with the beautiful views of the Gulf of Mexico & Siesta Beach! Own your own piece of Siesta Key and enjoy the gorgeous nightly sunsets on the top floor. This updated unit has been well maintained and tastefully furnished, updated with a functional

    Sandy Gamble Hulvat WATERSIDE REALTY LLC

    797 Beach Rd Unit 509, Sarasota, FL 34242
  • /36

    $18,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft
    • House for Rent

    1001 Point of Rocks Rd Unit 212, Sarasota, FL 34242

    Villa 212 at Siesta Sands invites you to enjoy a peaceful coastal escape designed for comfort and relaxation. Bright and welcoming, this charming villa features an open layout filled with natural light and a breezy, beach-inspired atmosphere that makes it easy to unwind as soon as you arrive. The fully equipped kitchen and cozy living spaces are ideal for both casual meals and laid-back evenings.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1001 Point of Rocks Rd Unit 212, Sarasota, FL 34242
  • /2

    $595,000

    Sold Apr 14, 2026

    8630 Midnight Pass Rd Unit 103A, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,115 Sq Ft
    • Built 1970

    Last Sold Summary

    • 10% Below List Price
    • $534/SF
    • 125 Days On Market

    Current Estimated Value $600,591

    Last Listing Agent Larry Starr SVN COMMERCIAL ADVISORY GROUP

    8630 Midnight Pass Rd Unit 103A, Sarasota, FL 34242
    • /44

      Est $648,427

      Not Listed For Sale

      5600 Beach Way Dr Unit 213, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,282 Sq Ft
      • Built 1970
      5600 Beach Way Dr Unit 213, Sarasota, FL 34242

      Last Sold Summary

      • 141 Days On Market

  • /76

    $29,995,000

    • 6 Beds
    • 10 Baths
    • 12,000 Sq Ft

    8501 Midnight Pass Rd, Sarasota, FL 34242

    Set across nearly three acres of pristine waterfront on Siesta Key, Crystal Waters is the most significant private estate in Sarasota—a once-in-a-generation offering that redefines luxury living on Florida’s Gulf Coast. With extraordinary scale, architectural pedigree, and 217 feet of direct Sarasota Bay frontage, this landmark property represents a level of craftsmanship, beauty, and exclusivity

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    8501 Midnight Pass Rd, Sarasota, FL 34242
  • /9

    $7,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242

    njoy your stay at our remodeled private (no shared walls) detached large 2 bedroom 2 bath villa on Siesta Key (Villa "C15" at Casa Blanca Vacation Rentals (CBVR) - no common walls, 1100 sq ft, sleeps 6). We remodeled C15 with a new air conditioner system, kitchen appliances, bedroom/living room/dining room/lanai furniture, new mattresses & Laura Ashley bedding, new plates/dishes/glasses, new

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 15, 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 $1,315,066

    Last Listing Agent Marc Overfelt FLORIDA BAY REALTY INC

    4894 Oxford Dr, Sarasota, FL 34242
    • /2

      Est $747,089

      Not Listed For Sale

      6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,263 Sq Ft
      • Built 1980
      6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

      Last Sold Summary

      • 81 Days On Market

Showing Results 401 - 440, Page 11 of 18

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