12,534

Homes in ZIP Code 34242

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  • /41

    $1,160,000

    • 3 Beds
    • 2 Baths
    • 2,272 Sq Ft

    5345 Siesta Ct, Sarasota, FL 34242

    Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring

    Fred Sassen MICHAEL SAUNDERS & COMPANY

    5345 Siesta Ct, Sarasota, FL 34242
  • /57

    $5,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,361 Sq Ft
    • Condo for Rent

    5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242

    Listing reflects off-season rate. Available August - December 2026. Introducing your dream beachfront getaway in Siesta Key, Florida or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom beachfront condo offers the perfect blend of luxury and relaxation. With direct beach access and tranquil views of the garden and ocean, it's the perfect spot to unwind. Step

    Beth Dilley ASCENDIA REAL ESTATE

    5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242
  • /2

    $1,340,900

    Sold May 15, 2026

    19 Whispering Sands Dr Unit 302, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Below List Price
    • $916/SF
    • 26 Days On Market

    Current Estimated Value $1,322,798

    Last Listing Agent Frank Golio LEGACY BAY PARTNERS

    19 Whispering Sands Dr Unit 302, Sarasota, FL 34242
    • /2

      Est $7,923,070

      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

  • /100

    $2,200,000

    $50K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,195 Sq Ft

    3508 La Paloma Ave, Sarasota, FL 34242

    Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability

    Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

    3508 La Paloma Ave, Sarasota, FL 34242
  • /25

    $6,500 Per Month

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

    1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242

    Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
  • /2

    $600,000

    Sold Jun 09, 2026

    113 Whispering Sands Dr Unit V47, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1968

    Last Sold Summary

    • 14% Below List Price
    • $446/SF
    • 87 Days On Market

    Current Estimated Value $625,314

    Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

    113 Whispering Sands Dr Unit V47, Sarasota, FL 34242
    • /2

      Est $4,912,004

      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

  • /27

    $598,000

    $41K PRICE DROP Pending
    • 1 Bed
    • 1.5 Baths
    • 728 Sq Ft

    5830 Midnight Pass Rd Unit 63, Sarasota, FL 34242

    Under contract-accepting backup offers. Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive.

    Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

    5830 Midnight Pass Rd Unit 63, Sarasota, FL 34242
  • /29

    $5,700 Per Month

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

    1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242

    Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishing dock round out the amenities on our lushly landscaped property. Nestled between palm trees, this ground floor condo does not have a unit above it. Impeccably clean and comfortable with a fully

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
  • /2

    $624,500

    Sold Jan 12, 2026

    9397 Midnight Pass Rd Unit 906, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Built 1975

    Last Sold Summary

    • 7% Below List Price
    • $467/SF
    • 281 Days On Market

    Current Estimated Value $621,727

    Last Listing Agent Jennifer Thompson WILLIAM RAVEIS - FLORIDA LLC

    9397 Midnight Pass Rd Unit 906, Sarasota, FL 34242
    • /66

      Est $448,816

      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

  • /17

    $6,500,000

    $2M PRICE INCREASE
    • Land
    • 2.8 Acres
    • $2,321,429 per Acre

    6559 Peacock Rd, Sarasota, FL 34242

    Property is two parcels totaling 2.86+/- acres. Direct Intracoastal Waterway frontage. Build a large estate/compound or possibly divide into 2 parcels. This south Siesta Key location puts you close to restaurants, shopping and it's only 3 blocks to the beach. All offers are subject to board approval.

    Michael Edwards SOLUTIONS REALTY

    6559 Peacock Rd, Sarasota, FL 34242
  • /89

    $4,700 Per Month

    • 3 Beds
    • 3 Baths
    • 1,867 Sq Ft
    • Condo for Rent

    4900 Ocean Blvd Unit 501, Sarasota, FL 34242

    Welcome to an extraordinary vacation escape in the beautiful surroundings of Siesta Key. This exceptional two-story penthouse condo located in the waterfront community Sandy Cove offers an unforgettable vacation experience with a partial view of the breathtaking Gulf of Mexico! With three-bedrooms, three-bathrooms and two outdoor seating areas, you can soak up the sun and enjoy the tropical

    Beth Dilley ASCENDIA REAL ESTATE

    4900 Ocean Blvd Unit 501, Sarasota, FL 34242
  • /2

    $1,259,000

    Sold Jul 16, 2025

    20 Whispering Sands Dr Unit 406, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft
    • Built 1973

    Last Sold Summary

    • 10% Below List Price
    • $982/SF
    • 61 Days On Market

    Current Estimated Value $1,215,172

    Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

    20 Whispering Sands Dr Unit 406, Sarasota, FL 34242
    • /2

      Est $522,924

      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

  • /76

    $689,000

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

    5855 Midnight Pass Rd Unit 510, Sarasota, FL 34242

    **Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, a premier waterfront community overlooking Little Sarasota Bay with one of the lowest HOA's on the Key. This beautifully maintained turn-key furnished **2-bedroom, 2-bath residence** features a desirable **split floor plan**

    Julie Kell COLDWELL BANKER REALTY

    5855 Midnight Pass Rd Unit 510, Sarasota, FL 34242
  • /13

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242

    New photos coming soon! Villa 51 at Aloha Kai is a beautifully updated retreat that offers the perfect setting for your beach getaway. Begin your day with coffee in the light and airy kitchen, then step out to enjoy it on your private front porch or back patio. The spacious living room features designer plantation shutters on the sliding doors, providing both elegance and privacy. The bedroom

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 51, Sarasota, FL 34242
  • /2

    $700,000

    Sold Dec 08, 2025

    4637 Ocean Blvd, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 2,065 Sq Ft
    • Built 1952

    Last Sold Summary

    • 20% Below List Price
    • $339/SF
    • 73 Days On Market

    Current Estimated Value $724,074

    Last Listing Agent Albert Wooster ALBERT WOOSTER & COMPANY

    4637 Ocean Blvd, Sarasota, FL 34242
    • /32

      Est $1,508,917

      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

  • /41

    $598,000

    • 1 Bed
    • 1 Bath
    • 728 Sq Ft

    5830 Midnight Pass Rd Unit 61, Sarasota, FL 34242

    Welcome to a place where mornings begin with the sound of gentle waves and evenings settle into sunsets that linger long after the sky fades. This ground-level villa places you within steps of the Gulf in one of Siesta Key’s most cherished beachfront communities. The interior of this home has been completely transformed with a full remodel, bringing a fresh, modern feel to every room. This

    Domanic Calamese KW COASTAL LIVING III

    5830 Midnight Pass Rd Unit 61, Sarasota, FL 34242
  • /30

    $26,319 Per Month

    • 2 Beds
    • 3 Baths
    • 1,750 Sq Ft
    • Condo for Rent

    915 Seaside Dr Unit 512, Sarasota, FL 34242

    Bask in the sunshine and sit in the pristine crystal white sands on Crescent Beach, rated #1 in the country by Dr. Beach. This beachfront sanctuary offers a fitness center, heated pool, outdoor grotto style whirlpool hot tub, bicycles, kayaks and barbecue grills, the tiki bar offers food from the famous Morton’s and cabanas to shield you from the sun when you want some shade. The unit has top of

    Andy Moore GULF COAST REALTY & MANAGEMENT

    915 Seaside Dr Unit 512, Sarasota, FL 34242
  • /2

    $933,000

    Sold Jun 01, 2026

    5353 Shadow Lawn Dr, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • Built 1960

    Last Sold Summary

    • $585/SF
    • 1 Day On Market

    Current Estimated Value $914,710

    Last Listing Agent Brittany McCord IRONGATE REALTY INC

    5353 Shadow Lawn Dr, Sarasota, FL 34242
    • /2

      Est $3,297,067

      Not Listed For Sale

      9137 Midnight Pass Rd, Sarasota, FL 34242

      • 3 Beds
      • 4 Baths
      • 4,574 Sq Ft
      • Built 2001
      9137 Midnight Pass Rd, Sarasota, FL 34242

      Last Sold Summary

      • 528 Days On Market

  • /68

    $510,000

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

    225 Hourglass Way Unit 202, Sarasota, FL 34242

    Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed

    Harriet Stopher COLDWELL BANKER REALTY

    225 Hourglass Way Unit 202, Sarasota, FL 34242
  • /27

    $2,800 Per Month

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

    6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242

    Welcome to Sunrise Porch Lookout — your peaceful intercoastal retreat in the heart of Siesta Key. This bright and tropical second-floor condo is perfectly situated in the highly sought-after Provincial Gardens community, where Old Florida charm meets serene waterfront beauty. Overlooking the intercoastal waterway and lush park-like lawn, the screened-in wraparound porch is your front-row seat to

    Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

    6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242
  • /2

    $625,000

    Sold Feb 20, 2026

    6150 Midnight Pass Rd Unit 26, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,101 Sq Ft
    • Built 1967

    Last Sold Summary

    • 11% Below List Price
    • $568/SF
    • 54 Days On Market

    Current Estimated Value $643,220

    Last Listing Agent Linda Stowe MICHAEL SAUNDERS & COMPANY

    6150 Midnight Pass Rd Unit 26, Sarasota, FL 34242
    • /67

      Est $1,938,505

      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

  • /61

    $1,100,000

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft

    6234 Midnight Pass Rd Unit 307, Sarasota, FL 34242

    Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site

    Marlene Marshall MICHAEL SAUNDERS & COMPANY

    6234 Midnight Pass Rd Unit 307, Sarasota, FL 34242
  • /52

    $5,525 Per Month

    • 3 Beds
    • 2 Baths
    • 1,822 Sq Ft
    • House for Rent

    726 Birdsong Ln, Sarasota, FL 34242

    AVAILABLE after June 1, 2026! Enjoy your own slice of paradise on World Famous Siesta Key! This beautifully renovated turnkey 3-bedroom, 2-bath heated pool home is just a short distance from the #1-rated beaches and the charming shops and restaurants of Siesta Key Village. Whether you're here for million-dollar sunsets, endless watersports, the famous Sunday Drum Circle, or simply peaceful days

    Scott Nold TNG REAL ESTATE

    726 Birdsong Ln, Sarasota, FL 34242
  • /2

    $1,700,000

    Sold Aug 21, 2025

    1031 Contento St, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,853 Sq Ft
    • Built 1971

    Last Sold Summary

    • 3% Below List Price
    • $917/SF
    • 24 Days On Market

    Current Estimated Value $1,701,032

    Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1031 Contento St, Sarasota, FL 34242
    • /2

      Est $3,057,639

      Not Listed For Sale

      864 Siesta Dr, Sarasota, FL 34242

      • 3 Beds
      • Built 1955
      864 Siesta Dr, Sarasota, FL 34242

      Last Sold Summary

      • 34 Days On Market

  • /79

    $1,335,000

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft

    5880 Midnight Pass Rd Unit 206, Sarasota, FL 34242

    Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key’s famous Crescent Beach. This stunning TURNKEY FURNISHED and updated unit includes an open concept kitchen with high-end custom soft-close cabinetry, designer hardware and granite countertops. The great room was extended to incorporate the balcony into the living space creating an open and airy feeling

    Suki Scollo COLDWELL BANKER REALTY

    5880 Midnight Pass Rd Unit 206, Sarasota, FL 34242
  • /11

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242

    Villa 38 at Aloha Kai offers a spacious living area that opens onto an enclosed porch—perfect for enjoying your morning coffee. Its unique design features beamed ceilings and eclectic furnishings, creating a charming beach bungalow atmosphere. The fully equipped kitchen has everything you need to prepare meals to enjoy on the patio, and a convenient walk-in shower adds to your comfort. Located on

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242
  • /2

    $660,000

    Sold Feb 26, 2026

    1131 Lake House Cir Unit C114, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft
    • Built 1981

    Last Sold Summary

    • $488/SF

    Current Estimated Value $662,716

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

    1131 Lake House Cir Unit C114, Sarasota, FL 34242
    • /2

      Est $2,424,333

      Not Listed For Sale

      530 Freeling Dr, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 2,152 Sq Ft
      • Built 1957
      530 Freeling Dr, Sarasota, FL 34242

      Last Sold Summary

      • 34 Days On Market

  • /48

    $4,275,000

    $675K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,232 Sq Ft

    1035 Seaside Dr Unit 305, Sarasota, FL 34242

    Discover Coastal Luxury at Ten35 Seaside! Welcome to Ten35 Seaside on Siesta Key, where elegance meets the Gulf of Mexico. Unit #305 is a direct Gulf-front retreat offering 3 bedrooms, 3.5 bathrooms, and 2,232 square feet of beautifully designed living space. This residence is the epitome of modern coastal living, featuring an open-concept floor plan with seamless transitions between spaces. The

    David Lehrman THE SARASOTA REAL ESTATE COMP.

    1035 Seaside Dr Unit 305, Sarasota, FL 34242
  • /28

    $5,370 Per Month

    • 2 Beds
    • 1.5 Baths
    • 840 Sq Ft
    • House for Rent

    6006 Midnight Pass Rd Unit 44, Sarasota, FL 34242

    Starting at $179/night! Step into luxury and comfort at our newly renovated 2-bedroom, 1.5-bathroom condo, perfectly designed for your next getaway. This vibrant space features a fully equipped kitchen ready for your culinary adventures and a private carport just steps from the unit for hassle-free parking. Recently updated in Summer 2023, the condo comfortably accommodates up to six guests with

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 44, Sarasota, FL 34242
  • /2

    $875,000

    Sold Sep 25, 2025

    5780 Midnight Pass Rd Unit 710, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,361 Sq Ft
    • Built 1979

    Last Sold Summary

    • 20% Below List Price
    • $643/SF
    • 493 Days On Market

    Current Estimated Value $905,133

    Last Listing Agent Carol Thomas MICHAEL SAUNDERS & COMPANY

    5780 Midnight Pass Rd Unit 710, Sarasota, FL 34242
    • /33

      Est $7,953,371

      Not Listed For Sale

      799 Freeling Dr, Sarasota, FL 34242

      • 5 Beds
      • 5 Baths
      • 7,636 Sq Ft
      • Built 1994
      799 Freeling Dr, Sarasota, FL 34242

      Last Sold Summary

      • 71 Days On Market

Showing Results 641 - 680, Page 17 of 18

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