12,409

Homes in ZIP Code 34242

Section Image
  • /40

    $630,000

    $60K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 522 Sq Ft

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242

    BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERREDiscover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise.Whether you call Sarasota or

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242
  • /20

    $7,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,305 Sq Ft
    • Meticulous Gulf front condo with unobstructed views of the clear blue water.

    4660 Ocean Blvd, Siesta Key, FL 34242

    FULL GULF & SUNSET VIEWS | TURNKEY FURNISHED | WALK TO SIESTA VILLAGE & BEACHSeasonal rental available for January, February and March of 2027. Taxes are not included in the rent. You will be WOWED by the breathtaking full Gulf and sunset views from this TURNKEY FURNISHED Siesta Key residence! Ideally located within walking distance of the vibrant Siesta Village and the world-famous,

    4660 Ocean Blvd, Siesta Key, FL 34242
  • /2

    $2,500,000

    Sold Apr 15, 2026

    5770 Midnight Pass Rd Unit 608, Sarasota, FL 34242

    • 3 Beds
    • 2.5 Baths
    • 2,085 Sq Ft
    • Built 1980

    Last Sold Summary

    • $1,199/SF
    • 3 Days On Market

    Current Estimated Value $2,417,098

    Last Listing Agent Sylvia Wilk PREFERRED SHORE LLC

    5770 Midnight Pass Rd Unit 608, Sarasota, FL 34242
    • /2

      Est $521,294

      Not Listed For Sale

      1257 S Portofino Dr Unit 406, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 929 Sq Ft
      • Built 1968
      1257 S Portofino Dr Unit 406, Sarasota, FL 34242

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Curtis Ware KW COASTAL LIVING III

  • /39

    $400,000

    Pre-Foreclosure
    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    116 Vista Hermosa Cir Unit 108C, Sarasota, FL 34242

    Your Siesta Key Lifestyle Awaits — The Time to Own Is Now!Welcome to one of Sarasota’s most sought-after coastal destinations, where the beauty of Siesta Key is right outside your door. This completely updated ground-floor residence captures the true essence of coastal living with a soft, neutral palette and a relaxed, welcoming atmosphere. This property sets itself apart from all the

    Tracy Pierce MICHAEL SAUNDERS & COMPANY

    116 Vista Hermosa Cir Unit 108C, Sarasota, FL 34242
  • /49

    $4,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,438 Sq Ft
    • House for Rent

    5253 Avenida Del Mare, Sarasota, FL 34242

    Listing price reflects off season rate, in season rates will be higher. Escape to paradise at this beautiful vacation retreat located on the coveted north end of Siesta Key. Nestled in a quiet residential neighborhood, this spacious and elegantly appointed home offers the perfect blend of privacy, comfort, and convenience—just minutes from world-famous Siesta Key Beach and Siesta Key Village.

    Beth Dilley ASCENDIA REAL ESTATE

    5253 Avenida Del Mare, Sarasota, FL 34242
  • /2

    $2,025,000

    Sold Apr 10, 2026

    7665 Sanderling Rd, Sarasota, FL 34242

    • 3 Beds
    • 3.5 Baths
    • 2,766 Sq Ft
    • Built 1953

    Last Sold Summary

    • 37% Below List Price
    • $732/SF
    • 541 Days On Market

    Current Estimated Value $2,056,047

    Last Listing Agent Joel Schemmel DOUGLAS ELLIMAN

    7665 Sanderling Rd, Sarasota, FL 34242
    • /2

      Est $577,713

      Not Listed For Sale

      1048 W Peppertree Ln Unit 118B, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 975 Sq Ft
      • Built 1974
      1048 W Peppertree Ln Unit 118B, Sarasota, FL 34242

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Marc Rasmussen CORCORAN DWELLINGS REALTY

  • /24

    $558,000

    • 1 Bed
    • 1 Bath
    • 728 Sq Ft

    5830 Midnight Pass Rd Unit 48, Sarasota, FL 34242

    Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential.Thoughtfully updated throughout, the stunning kitchen

    Eliza Miller PEPPERTREE BAY REALTY INC

    5830 Midnight Pass Rd Unit 48, Sarasota, FL 34242
  • /25

    $2,500 Per Month

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

    111 Pass Key Rd, Siesta Key, FL 34242

    Siesta Key condo on Big Pass in extremely quiet complex — yet only a 5-minute walk to Siesta Village — due to a 30-day minimum rental per HOA that keeps out the short-term renters and partiers, ensuring a year-round peaceful experience!In this tree-lined “Old Florida” seaside getaway sits an updated 1 Bed 1 Bath, first floor condo, in Sandy Cove II in beautiful Sarasota, FL. A quiet and

    111 Pass Key Rd, Siesta Key, FL 34242
  • /2

    $1,400,000

    Sold May 15, 2026

    915 Seaside Dr Unit 604, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • Built 2009

    Last Sold Summary

    • 18% Below List Price
    • $729/SF
    • 481 Days On Market

    Current Estimated Value $1,472,049

    Last Listing Agent Matthew Hickey EXP REALTY LLC

    915 Seaside Dr Unit 604, Sarasota, FL 34242
    • /2

      Est $723,348

      Not Listed For Sale

      8773 Midnight Pass Rd Unit 206G, Sarasota, FL 34242

      • 3 Beds
      • 2.5 Baths
      • 1,875 Sq Ft
      • Built 1981
      8773 Midnight Pass Rd Unit 206G, Sarasota, FL 34242

      Last Sold Summary

      • 109 Days On Market

      Last Listing Agent Stuart Francis EXP REALTY LLC

  • /71

    $625,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,462 Sq Ft

    206 Hourglass Way Unit V10, Sarasota, FL 34242

    Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for

    Harriet Stopher COLDWELL BANKER REALTY

    206 Hourglass Way Unit V10, Sarasota, FL 34242
  • /54

    $9,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,835 Sq Ft
    • Condo for Rent

    1389 Siesta Bayside Dr Unit 1389F, Sarasota, FL 34242

    Indulge in opulent coastal living with this luxurious 3-bedroom, 2-bathroom second-floor, two-level condo in the prestigious Gulf & Bay Club Bayside on Siesta Key, Florida. This impeccably designed residence offers a unique and spacious layout, with the primary bedroom occupying its own private floor for the utmost in privacy and elegance.As you enter, the living room, dining room, and

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1389 Siesta Bayside Dr Unit 1389F, Sarasota, FL 34242
  • /2

    $1,500,000

    Sold Dec 01, 2025

    1038 Contento St, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 2,217 Sq Ft
    • Built 1972

    Last Sold Summary

    • 13% Below List Price
    • $677/SF
    • 169 Days On Market

    Current Estimated Value $1,538,822

    Last Listing Agent Sara Leicht SARASELLSSARASOTA.COM

    1038 Contento St, Sarasota, FL 34242
    • /64

      Est $5,154,590

      Not Listed For Sale

      609 Norsota Way, Sarasota, FL 34242

      • 4 Beds
      • 3 Baths
      • 2,701 Sq Ft
      • Built 1982
      609 Norsota Way, Sarasota, FL 34242

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Douglas Black PREFERRED SHORE LLC

  • /65

    $8,000,000

    New Construction
    • 8 Beds
    • 8.5 Baths
    • 4,997 Sq Ft

    7007 Point of Rocks Rd, Sarasota, FL 34242

    Investor's Dream - Short term rentals allowed here at this amazing Siesta Key home. Designed specifically to cater to large groups, this brand new home comes fully furnished and ready to produce an impressive income. Just steps away from Siesta Key's public beach access onto Crescent Beach, all the boxes are checked here. 8 bedrooms, all en suite with 8 bathrooms and a powder room too. Amazing

    Lisa Warren OWN SRQ LLC

    7007 Point of Rocks Rd, Sarasota, FL 34242
  • /42

    Call for Price

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

    797 Beach Rd Unit 305, Sarasota, FL 34242

    Welcome to Your Slice of Paradise – Crescent Royale 3053D Tour URL: AVAILABILITY, PRICING and BOOKING HERE: Note: 7 day minimum required booking.Fully remodeled and infused with a modern coastal flair, this deluxe one-bedroom, one-bath condo is the ultimate Siesta Key escape. With over 820 square feet of bright, open living space, you’ll find all the bells and

    797 Beach Rd Unit 305, Sarasota, FL 34242
  • /2

    $1,954,700

    Sold May 28, 2026

    5024 Commonwealth Dr, Sarasota, FL 34242

    • 3 Beds
    • 3.5 Baths
    • 2,468 Sq Ft
    • Built 2003

    Last Sold Summary

    • 30% Below List Price
    • $792/SF
    • 320 Days On Market

    Current Estimated Value $1,945,862

    Last Listing Agent Gabi Charity CHARITY & WEISS INTERNATIONAL LLC

    5024 Commonwealth Dr, Sarasota, FL 34242
    • /77

      Est $633,591

      Not Listed For Sale

      6145 Midnight Pass Rd Unit F-1, Sarasota, FL 34242

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

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

  • /93

    $550,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,271 Sq Ft

    225 Hourglass Way Unit 103, Sarasota, FL 34242

    Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish,

    Harriet Stopher COLDWELL BANKER REALTY

    225 Hourglass Way Unit 103, Sarasota, FL 34242
  • /28

    $7,050 Per Month

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft
    • Condo for Rent

    1055 W Peppertree Dr Unit 703AA, Sarasota, FL 34242

    This luxurious condo is in a Gulf-side High-rise and is located on the 7th floor. This condo has 2 bedrooms and 2 full bathrooms.A fully equipped kitchen awaits you with cabinet lighting, a ceiling fan and a breakfast bar for 3. It is supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and a Keurig.The formal dining room

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1055 W Peppertree Dr Unit 703AA, Sarasota, FL 34242
  • /2

    $1,250,000

    Sold Apr 30, 2026

    5770 Midnight Pass Rd Unit 404, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,337 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Below List Price
    • $935/SF
    • 37 Days On Market

    Current Estimated Value $1,249,995

    Last Listing Agent Tina Johns COLDWELL BANKER REALTY

    5770 Midnight Pass Rd Unit 404, Sarasota, FL 34242
    • /66

      Est $514,408

      Not Listed For Sale

      23 Sandy Cove Rd Unit B1-G, Sarasota, FL 34242

      • 1 Bed
      • 1 Bath
      • 561 Sq Ft
      • Built 1967
      23 Sandy Cove Rd Unit B1-G, Sarasota, FL 34242

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  • /46

    $1,800,000

    • 5 Beds
    • 3 Baths
    • 2,233 Sq Ft

    3515 La Paloma Ave, Sarasota, FL 34242

    A standout Siesta Key property offering space, privacy, versatility, and strong income potential in one exceptional package. Set on an oversized double lot within the city limits, 3515 La Paloma is an elevated coastal retreat just minutes from Siesta Key Beach, Siesta Village, and the North Bridge.Thoughtfully updated with high-end finishes throughout, the home offers nearly 3,000 square

    Derek Edwards KELLER WILLIAMS ON THE WATER S

    3515 La Paloma Ave, Sarasota, FL 34242
  • /22

    $2,100 Per Month

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

    5855 Midnight Pass Rd, Sarasota, FL 34242

    Do you dream of living footsteps from Siesta Key beaches all year round? Come check out this wonderful 1-bedroom and 1 bathroom furnished condo on Siesta Key with a view of the ocean. The condo located at Harbor Towers Yacht and Racquet Club has been completely updated with a new kitchen and modern theme. Enjoy your mornings looking out at the ocean from your screened-in patio. As a tenant you

    5855 Midnight Pass Rd, Sarasota, FL 34242
  • /2

    $3,450,000

    Sold Jun 02, 2026

    5263 Avenida de Cortez, Sarasota, FL 34242

    • 4 Beds
    • 3.5 Baths
    • 3,122 Sq Ft
    • Built 2018

    Last Sold Summary

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

    Current Estimated Value $3,388,772

    Last Listing Agent Jessica Hoffman COLDWELL BANKER REALTY

    5263 Avenida de Cortez, Sarasota, FL 34242
    • /41

      Est $641,678

      Not Listed For Sale

      141 Avenida Messina Unit 3, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,016 Sq Ft
      • Built 1966
      141 Avenida Messina Unit 3, Sarasota, FL 34242

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /52

    $699,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft

    6012 W Peppertree Way Unit 227B, Sarasota, FL 34242

    Gulf-Side Condo on Siesta Key! Don’t miss this great opportunity to own a beautiful condo with a pool view and just steps from the beach. This spacious first-floor unit features 2 bedrooms and 2 bathrooms, high ceilings, and generously sized rooms that provide plenty of space for family and guests. The condo also includes a private garage and the convenience of an in-unit washer and

    Cheryl Santelli PEPPERTREE BAY REALTY INC

    6012 W Peppertree Way Unit 227B, Sarasota, FL 34242
  • /45

    $9,500 Per Month

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

    1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242

    Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242
  • /2

    $2,680,000

    Sold May 15, 2026

    4881 Oxford Dr, Siesta Key, FL 34242

    • 4 Beds
    • 4 Baths
    • 2,819 Sq Ft
    • Built 2020

    Last Sold Summary

    • 7% Below List Price
    • $951/SF
    • 74 Days On Market

    Last Listing Agent Darlene Gamble FINE PROPERTIES

    4881 Oxford Dr, Siesta Key, FL 34242
    • /2

      Est $915,594

      Not Listed For Sale

      1315 Siesta Bayside Dr Unit B, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,660 Sq Ft
      • Built 1988
      1315 Siesta Bayside Dr Unit B, Sarasota, FL 34242

      Last Sold Summary

      • 124 Days On Market

      Last Listing Agent Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /72

    $2,650,000

    $345K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 3,201 Sq Ft

    5303 Hidden Harbor Rd, Sarasota, FL 34242

    Under contract-accepting backup offers. Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its

    Walter Shepherd COLDWELL BANKER REALTY

    5303 Hidden Harbor Rd, Sarasota, FL 34242
  • /69

    $4,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Condo for Rent

    9393 Midnight Pass Rd Unit P4, Sarasota, FL 34242

    Enjoy awe-inspiring sunrises and sunsets from this furnished 2-bedroom, 2-bath penthouse condo at the southernmost end of Siesta Key, offered as a 3-month, 6-month, or annual rental. This corner unit offers extra windows and water views from every room, filling the space with natural light and showcasing breathtaking sunrises over Neville Preserve on Little Sarasota Bay and spectacular sunsets

    Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

    9393 Midnight Pass Rd Unit P4, Sarasota, FL 34242
  • /20

    $560,000

    Sold Sep 15, 2026

    643 Calle de Peru, Sarasota, FL 34242

    • Land
    • 6,098 Sq Ft
    • $4,000,000 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 78 Days On Market

    Current Estimated Value $649,280

    Last Listing Agent Rachelle Tirey PREFERRED SHORE LLC

    643 Calle de Peru, Sarasota, FL 34242
    • /41

      Est $622,916

      Not Listed For Sale

      8701 Midnight Pass Rd Unit 304A, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,357 Sq Ft
      • Built 1980
      8701 Midnight Pass Rd Unit 304A, Sarasota, FL 34242

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Joey Lamielle RE/MAX ALLIANCE GROUP

  • /24

    $575,000

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242

    PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an

    Daniel Hut HUT REALTY, LLC

    6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242
  • /30

    $5,370 Per Month

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

    6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242

    Starting at $179/night! Welcome to your vibrant beachside retreat—a newly renovated 1-bedroom, 1-bathroom escape thoughtfully designed for modern comfort and coastal style. Featuring a luxurious king bed and a fully equipped kitchen with a cozy nearby dining space, this inviting getaway is your perfect base for both relaxation and adventure. Convenience begins with your own private carport just

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242
  • /2

    $500,000

    Sold Aug 11, 2026

    4660 Ocean Blvd Unit Q1, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1971

    Last Sold Summary

    • 13% Below List Price
    • $417/SF
    • 303 Days On Market

    Current Estimated Value $594,444

    Last Listing Agent Halie Monde KW COASTAL LIVING III

    4660 Ocean Blvd Unit Q1, Sarasota, FL 34242
    • /94

      Est $3,400,875

      Not Listed For Sale

      8217 Midnight Pass Rd, Sarasota, FL 34242

      • 4 Beds
      • 4.5 Baths
      • 3,411 Sq Ft
      • Built 2013
      8217 Midnight Pass Rd, Sarasota, FL 34242

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Glenn Brown RE/MAX ALLIANCE GROUP

Showing Results 241 - 280, Page 7 of 18

How to Buy a Home How to Finance a Home How to Sell a Home