12,534

Homes in ZIP Code 34242

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  • /27

    $330,000

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

    6713 Midnight Pass Rd Unit 4, Sarasota, FL 34242

    BACK ON THE MARKET, FINANCING FELL THROUGH. Looking for your piece of paradise? This fully furnished one-bedroom, one-bath unit is near Siesta Key's stunning beaches. Just bring your clothes and toothbrush. Ideal for snowbirds, investors, or those seeking island life. Conveniently located near the Village of Siesta Key's amenities. Brand new A/C May 2026.

    Toni Lyon PREFERRED SHORE LLC

    6713 Midnight Pass Rd Unit 4, Sarasota, FL 34242
  • /26

    $9,300 Per Month

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

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

    Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court view from the lanai. A few of your amenities include your own private garage, a washer and dryer IN THE CONDO, and a fully-equipped kitchen The community offers BBQ grills (6), two tennis courts,

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
  • /2

    $4,690,000

    Sold Apr 06, 2026

    1035 Seaside Dr Unit 501, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 2,631 Sq Ft
    • Built 2023

    Last Sold Summary

    • 10% Below List Price
    • $1,783/SF
    • 105 Days On Market

    Current Estimated Value $4,760,702

    Last Listing Agent David Lehrman THE SARASOTA REAL ESTATE COMP.

    1035 Seaside Dr Unit 501, Sarasota, FL 34242
    • /61

      Est $673,574

      Not Listed For Sale

      6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,068 Sq Ft
      • Built 1968
      6145 Midnight Pass Rd Unit F7, Sarasota, FL 34242

      Last Sold Summary

      • 28 Days On Market

  • /4

    $979,900

    • Land
    • 12,632 Sq Ft
    • $3,378,966 per Acre

    3473 Hamilton Ave, Sarasota, FL 34242

    Some spend years searching for the perfect spot. This is it. A rare buildable lot on Bay Island—known as the gateway to Siesta Key, this intimate 169-home neighborhood at the northern tip of Siesta Key, surrounded by deep turquoise waters and just minutes from everything that makes Sarasota legendary. With Lush mature landscaping that frames the property, create the coastal estate you've always

    Courtland Bartlett BERKSHIRE HATHAWAY HOMESERVICE

    3473 Hamilton Ave, Sarasota, FL 34242
  • /21

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 10, Sarasota, FL 34242

    Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 10, Sarasota, FL 34242
  • /2

    $810,000

    Sold Nov 21, 2025

    1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242

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

    Last Sold Summary

    • 25% Below List Price
    • $696/SF
    • 264 Days On Market

    Current Estimated Value $839,478

    Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242
    • /2

      Est $813,500

      Not Listed For Sale

      6145 Midnight Pass Rd Unit F6, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,212 Sq Ft
      • Built 1968
      6145 Midnight Pass Rd Unit F6, Sarasota, FL 34242

      Last Sold Summary

      • 129 Days On Market

  • /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
  • /19

    $7,920 Per Month

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

    1001 Point of Rocks Rd Unit 308, Sarasota, FL 34242

    Villa 308 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 308, Sarasota, FL 34242
  • /2

    $775,000

    Sold Jul 31, 2025

    3480 Anglin Dr, Sarasota, FL 34242

    • 4 Beds
    • 3 Baths
    • 1,537 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $504/SF
    • 4 Days On Market

    Current Estimated Value $894,156

    Last Listing Agent Andrew Scherer KELLER WILLIAMS ON THE WATER S

    3480 Anglin Dr, Sarasota, FL 34242
    • /63

      Est $636,249

      Not Listed For Sale

      6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,068 Sq Ft
      • Built 1968
      6145 Midnight Pass Rd Unit F3, Sarasota, FL 34242

      Last Sold Summary

      • 83 Days On Market

  • /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
  • /31

    $7,500 Per Month

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

    1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242

    Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The condo is in a Gulf-side High-rise building on the 5th floor. Assigned covered parking located in the parking garage under the building.A luxurious dining area greets you as you enter, that flows through to the living room and out to the lanai. The lanai works as an extended living

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242
  • /2

    $900,000

    Sold Aug 29, 2025

    5108 Saint Albans Ave, Sarasota, FL 34242

    • 3 Beds
    • 3.5 Baths
    • 1,767 Sq Ft
    • Built 1968

    Last Sold Summary

    • 20% Below List Price
    • $509/SF
    • 57 Days On Market

    Current Estimated Value $932,191

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    5108 Saint Albans Ave, Sarasota, FL 34242
    • /2

      Est $1,797,403

      Not Listed For Sale

      1660 Summerhouse Ln Unit 701, Sarasota, FL 34242

      • 3 Beds
      • 3.5 Baths
      • 2,490 Sq Ft
      • Built 2007
      1660 Summerhouse Ln Unit 701, Sarasota, FL 34242

      Last Sold Summary

      • 328 Days On Market

  • /78

    $699,900

    Open Fri 1PM - 4PM
    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

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

    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 lighting, custom tray ceiling detail,

    Shane Lewis MICHAEL SAUNDERS & COMPANY

    1332 Siesta Bayside Dr Unit 1332C, Sarasota, FL 34242
  • /66

    $7,500 Per Month

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

    116 Vista Hermosa Cir Unit 308, Sarasota, FL 34242

    An Ascendia Property! **Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** Welcome to your BOHO CHIC beach retreat located near the famous Crescent Beach on Siesta Key! You'll feel right at home when you stay in this 2 bedroom, 2 bathroom (sleeps 5) condo. Spend time cooking your favorite meals in the fully stocked kitchen... Cozy up

    Beth Dilley ASCENDIA REAL ESTATE

    116 Vista Hermosa Cir Unit 308, Sarasota, FL 34242
  • /2

    $800,000

    Sold May 28, 2026

    0 Midnight Pass Rd Unit MFRA4692398, Sarasota, FL 34242

    • Land
    • 8,276 Sq Ft
    • $4,210,526 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    0 Midnight Pass Rd Unit MFRA4692398, Sarasota, FL 34242
    • /60

      Est $1,258,670

      Not Listed For Sale

      1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

      • 3 Beds
      • 2.5 Baths
      • 2,110 Sq Ft
      • Built 2007
      1660 Summerhouse Ln Unit 302, Sarasota, FL 34242

      Last Sold Summary

      • 175 Days On Market

  • /35

    $1,170,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,335 Sq Ft

    5790 Midnight Pass Rd Unit 506, Sarasota, FL 34242

    Gulf-front views at the Gulf & Bay Club, resort living on Siesta Key! Ideally on the fifth floor of the A Building in Gulf & Bay Club, this expansive two-bedroom residence showcases sweeping Gulf views and the signature lifestyle only Siesta Key ownership provides. With 1,335 square feet of interior living space and private lanai, this property delivers coastal elegance and remarkable comfort in

    Lisa Gullick PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5790 Midnight Pass Rd Unit 506, Sarasota, FL 34242
  • /34

    $7,920 Per Month

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

    1001 Point of Rocks Rd Unit 408, Sarasota, FL 34242

    Villa 408 at Siesta Sands is the perfect place to slow down and enjoy the best of island living. Bright and comfortable, this thoughtfully designed villa offers an open layout filled with natural light and a calm coastal feel that makes relaxing effortless. The well-equipped kitchen and inviting living areas provide a comfortable setting for easy meals, conversation, and downtime. Take in the

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1001 Point of Rocks Rd Unit 408, Sarasota, FL 34242
  • /2

    $925,000

    Sold Dec 08, 2025

    396 Avenida Madera, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 1,964 Sq Ft
    • Built 1958

    Last Sold Summary

    • 20% Below List Price
    • $471/SF
    • 148 Days On Market

    Current Estimated Value $958,696

    Last Listing Agent Michael Nogueira LUXURY & BEACH REALTY INC

    396 Avenida Madera, Sarasota, FL 34242
    • /57

      Est $1,808,701

      Not Listed For Sale

      1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

      • 3 Beds
      • 3.5 Baths
      • 2,490 Sq Ft
      • Built 2007
      1660 Summerhouse Ln Unit 104, Sarasota, FL 34242

      Last Sold Summary

      • 171 Days On Market

  • /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
  • /11

    $7,470 Per Month

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

    6154 Midnight Pass Rd Unit B03, Sarasota, FL 34242

    Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit B03, Sarasota, FL 34242
  • /2

    $3,990,000

    Sold Aug 12, 2025

    4815 Featherbed Ln, Sarasota, FL 34242

    • 5 Beds
    • 4 Baths
    • 3,329 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $1,199/SF
    • 178 Days On Market

    Current Estimated Value $3,893,932

    Last Listing Agent Marco Guadagnini PREFERRED SHORE LLC

    4815 Featherbed Ln, Sarasota, FL 34242
    • /43

      Est $701,831

      Not Listed For Sale

      1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,365 Sq Ft
      • Built 1974
      1080 W Peppertree Ln Unit 303A, Sarasota, FL 34242

      Last Sold Summary

      • 124 Days On Market

  • /75

    $1,170,000

    $10K PRICE DROP
    • 2 Beds
    • 4 Baths
    • 1,263 Sq Ft

    6266 Midnight Pass Rd Unit 404, Sarasota, FL 34242

    RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle.

    Bob Stahlschmidt II BRIGHT REALTY

    6266 Midnight Pass Rd Unit 404, Sarasota, FL 34242
  • /31

    $2,995 Per Month

    • 2 Beds
    • 2 Baths
    • 1,029 Sq Ft
    • Condo for Rent

    9393 Midnight Pass Rd Unit 806, Sarasota, FL 34242

    Newly remodeled unit with stainless steel appliances and granite counter tops. Beautiful Florida room with an amazing view. It also has a kayak that is available for any tenants to use. Annual lease now avail $2195/mo. Off Season Rental April - December $2195 month and Seasonal December -March $3600 month 3 month minimum rental required!

    Pamala Casey CASEY REALTY CORPORATION

    9393 Midnight Pass Rd Unit 806, Sarasota, FL 34242
  • /2

    $357,000

    Sold Sep 19, 2025

    1300 N Portofino Dr Unit 208, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 991 Sq Ft
    • Built 1969

    Last Sold Summary

    • 29% Below List Price
    • $360/SF
    • 403 Days On Market

    Current Estimated Value $406,119

    Last Listing Agent Jill Thomas BERKSHIRE HATHAWAY HOMESERVICE

    1300 N Portofino Dr Unit 208, Sarasota, FL 34242
    • /41

      Est $1,305,227

      Not Listed For Sale

      6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

      • 4 Beds
      • 3 Baths
      • 1,976 Sq Ft
      • Built 1967
      6150 Midnight Pass Rd Unit 40, Sarasota, FL 34242

      Last Sold Summary

      • 89 Days On Market

  • /11

    $1,275,000

    $225K PRICE DROP
    • Land
    • 36,154 Sq Ft
    • $1,536,145 per Acre

    7247 Turnstone Rd, Sarasota, FL 34242

    Welcome to an extraordinary opportunity within the Sanderling Club, one of Siesta Key’s most prestigious and renowned gated communities. Nestled along the coveted Gulf of Mexico coastline, this enclave is celebrated for its unrivaled privacy, beautiful natural old Florida lanes, and rare beach-to-bay access giving a lifestyle few communities can offer.This nearly one-acre homesite is truly one of

    Cole Collins COLDWELL BANKER REALTY

    7247 Turnstone Rd, Sarasota, FL 34242
  • /34

    $6,500 Per Month

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

    420 Beach Rd Unit 502, Sarasota, FL 34242

    Turnkey furnished beachfront retreat on Siesta Key, one-month minimum rental. Greet each morning to the sound of the Gulf and close every evening beneath a glowing horizon and dazzling sunset from this gulf-front residence at Siesta Gulf View. Two bedrooms and two baths, this home opens onto a 31-foot screened and glass-enclosed lanai that runs the full width of the unit, framing an uninterrupted

    Joanna Benante MICHAEL SAUNDERS & COMPANY

    420 Beach Rd Unit 502, Sarasota, FL 34242
  • /2

    $700,000

    Sold Aug 27, 2025

    1228 Siesta Bayside Dr Unit 1228C, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Built 1988

    Last Sold Summary

    • 18% Below List Price
    • $547/SF
    • 155 Days On Market

    Current Estimated Value $708,576

    Last Listing Agent Fred Sieger Jr COMPASS FLORIDA LLC

    1228 Siesta Bayside Dr Unit 1228C, Sarasota, FL 34242
    • /33

      Est $764,210

      Not Listed For Sale

      6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,220 Sq Ft
      • Built 1967
      6150 Midnight Pass Rd Unit 35, Sarasota, FL 34242

      Last Sold Summary

      • 17 Days On Market

  • /67

    $1,649,000

    $81K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,901 Sq Ft

    156 Siesta Dr, Sarasota, FL 34242

    Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at

    Curtis Ware KW COASTAL LIVING III

    156 Siesta Dr, Sarasota, FL 34242
  • /48

    $10,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft
    • Condo for Rent

    6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242

    Your Gulf-View Getaway at Siesta Breakers awaits!Wake up to the sparkling blue waters of the Gulf of Mexico in this welcoming 2-bedroom condo at Siesta Breakers on Siesta Key. Just a short stroll brings you to the world-famous Siesta Key Beach, where you can sink your toes into powdery soft whit e sand and swim in crystal-clear waters.If lounging by the pool is more your style,

    Robert Bevington SHOWTIME REALTY

    6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
  • /2

    $1,350,000

    Sold Dec 08, 2025

    5880 Midnight Pass Rd Unit 403, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,498 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $901/SF
    • 38 Days On Market

    Current Estimated Value $1,334,229

    Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

    5880 Midnight Pass Rd Unit 403, Sarasota, FL 34242
    • /59

      Est $643,690

      Not Listed For Sale

      6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,101 Sq Ft
      • Built 1967
      6150 Midnight Pass Rd Unit 18, Sarasota, FL 34242

      Last Sold Summary

      • 73 Days On Market

Showing Results 561 - 600, Page 15 of 18

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