12,534

Homes in ZIP Code 34242

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  • /46

    $1,800,000

    Open Sun 1PM - 4PM
    • 5 Beds
    • 3 Baths
    • 2,233 Sq Ft

    3515 La Paloma Ave, Sarasota, FL 34242

    Positioned on the highly desirable north end of Siesta Key within the city limits, 3515 La Paloma Ave is a fully reimagined coastal retreat blending luxury living with exceptional flexibility and income potential. Just moments from Siesta Key Village, the beach, and the North Bridge, this elevated property offers the ideal balance of privacy, accessibility, and island lifestyle. This rare

    Derek Edwards KELLER WILLIAMS ON THE WATER S

    3515 La Paloma Ave, Sarasota, FL 34242
  • /24

    $7,200 Per Month

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

    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242

    Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
  • /2

    $1,225,000

    Sold Mar 30, 2026

    6140 Midnight Pass Rd Unit 407, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,521 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $805/SF
    • 25 Days On Market

    Current Estimated Value $1,273,885

    Last Listing Agent Brian Partie ENGEL + VOELKERS SARASOTA

    6140 Midnight Pass Rd Unit 407, Sarasota, FL 34242
    • /61

      Est $971,104

      Not Listed For Sale

      1319 Dockside Place Unit 221, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 1,827 Sq Ft
      • Built 1982
      1319 Dockside Place Unit 221, Sarasota, FL 34242

      Last Sold Summary

      • 141 Days On Market

  • /47

    $685,000

    $39K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    4900 Ocean Blvd Unit 201, Sarasota, FL 34242

    Enjoy coastal living in this updated 2-bedroom, 2-bath Siesta Key condo, just minutes from Siesta Key Village and the beach. The second-floor residence features a fresh coastal design and a kitchen remodeled in 2020 with granite countertops, stainless-steel appliances, and a washer/dryer. Natural light fills the space through large sliders that open to two spacious lanais with peaceful water and

    David Broecker PINPOINT REALTY GROUP LLC

    4900 Ocean Blvd Unit 201, Sarasota, FL 34242
  • /17

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242

    New photos coming soon! Villa 48 at Aloha Kai offers the perfect setting for your next beach escape. Located on Siesta Key—a popular barrier island on Florida’s West Coast—this family-friendly, gated resort community is nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its powdery white quartz sand and emerald-green waters, Siesta Key

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242
  • /2

    $985,000

    Sold Apr 22, 2026

    4822 Ocean Blvd Unit 9A, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft
    • Built 1973

    Last Sold Summary

    • 21% Below List Price
    • $686/SF
    • 68 Days On Market

    Current Estimated Value $995,960

    Last Listing Agent Darlene Gamble FINE PROPERTIES

    4822 Ocean Blvd Unit 9A, Sarasota, FL 34242
    • /30

      Not Listed For Sale

      5963 Midnight Pass Rd Unit 331, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,270 Sq Ft
      • Built 1974
      5963 Midnight Pass Rd Unit 331, Sarasota, FL 34242

      Last Sold Summary

      • 66 Days On Market

  • /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 dryer.

    Cheryl Santelli PEPPERTREE BAY REALTY INC

    6012 W Peppertree Way Unit 227B, Sarasota, FL 34242
  • /58

    $8,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,002 Sq Ft
    • House for Rent

    5640 Cape Leyte Dr, Sarasota, FL 34242

    It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been totally updated! So you and your family or friends can enjoy the 3 bedroom and 2 bathroom singly family home. The open floor plan makes plenty of space to cook in the fully equipped kitchen and hang in the living room or the enclosed lanai overlooking the pool! Take a stroll to the

    Beth Dilley ASCENDIA REAL ESTATE

    5640 Cape Leyte Dr, Sarasota, FL 34242
  • /2

    $2,850,000

    Sold Nov 24, 2025

    1216 Northport Dr, Sarasota, FL 34242

    • 4 Beds
    • 3.5 Baths
    • 3,579 Sq Ft
    • Built 2014

    Last Sold Summary

    • $796/SF

    Current Estimated Value $2,957,569

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

    1216 Northport Dr, Sarasota, FL 34242
    • /30

      Est $567,872

      Not Listed For Sale

      5855 Midnight Pass Rd Unit 127, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1976
      5855 Midnight Pass Rd Unit 127, Sarasota, FL 34242

      Last Sold Summary

      • 368 Days On Market

  • /72

    $2,795,000

    $200K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,201 Sq Ft

    5303 Hidden Harbor Rd, Sarasota, FL 34242

    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 waterfront lots and brick paver streets shaded

    Walter Shepherd COLDWELL BANKER REALTY

    5303 Hidden Harbor Rd, Sarasota, FL 34242
  • /10

    $7,500 Per Month

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

    6154 Midnight Pass Rd Unit C05, 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 C05, Sarasota, FL 34242
  • /2

    $575,000

    Sold Mar 13, 2026

    5860 Midnight Pass Rd Unit 40, Sarasota, FL 34242

    • 1 Bed
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $553/SF
    • 10 Days On Market

    Current Estimated Value $574,342

    Last Listing Agent Keith Redding WILLIAM RAVEIS - FLORIDA LLC

    5860 Midnight Pass Rd Unit 40, Sarasota, FL 34242
    • /46

      Est $604,611

      Not Listed For Sale

      141 Avenida Messina Unit 1, Sarasota, FL 34242

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

      Last Sold Summary

      • 119 Days On Market

  • /53

    $1,890,000

    $110K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,882 Sq Ft

    951 Contento St, Sarasota, FL 34242

    New low price and potential seller financing! Deep boating water on the Grand Canal and Siesta Key’s world-famous beaches just minutes away, experience the best of island living. This beautifully renovated three-bedroom, three-bath waterfront residence offers a peaceful island retreat with nearly 2,900 square feet of living space plus a private office, ideal for everyday living and entertaining.

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    951 Contento St, Sarasota, FL 34242
  • /45

    $2,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft
    • Condo for Rent

    8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242

    Available June 1 2026 at this time. Experience the best of Beach to Bay Luxury Resort-Style Living in this beautifully designed 2-bedroom, 2-bathroom condo located in the sought-after Island Reef Association on Turtle Beach, Siesta Key. This spacious unit has been professionally designed and is offered fully turnkey furnished, with exceptional attention to detail and high-end finishes throughout.

    Robert Bevington SHOWTIME REALTY

    8776 Midnight Pass Rd Unit C307, Sarasota, FL 34242
  • /2

    $1,350,000

    Sold Jun 17, 2026

    4939 Commonwealth Dr, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 2,090 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $646/SF
    • 75 Days On Market

    Current Estimated Value $1,371,296

    Last Listing Agent Jessica Hoffman COLDWELL BANKER REALTY

    4939 Commonwealth Dr, Sarasota, FL 34242
    • /33

      Est $570,518

      Not Listed For Sale

      137 Avenida Messina Unit 2, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 900 Sq Ft
      • Built 1966
      137 Avenida Messina Unit 2, Sarasota, FL 34242

      Last Sold Summary

      • 42 Days On Market

  • /56

    $1,135,000

    • 2 Beds
    • 2 Baths
    • 1,365 Sq Ft

    1080 W Peppertree Ln Unit 305A, Sarasota, FL 34242

    Rarely available beach-view residence with deeded access to the renowned shores of Siesta Key Beach. Located on the third floor, this bright and inviting unit features a versatile layout, including a pull-out sofa on the lanai with a privacy partition—perfect for creating a comfortable third sleeping area for guests.The well-designed split floor plan offers a spacious dining area, an eat-in

    Eliza Miller PEPPERTREE BAY REALTY INC

    1080 W Peppertree Ln Unit 305A, Sarasota, FL 34242
  • /15

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 2, Sarasota, FL 34242

    Villa 2 at Aloha Kai is beautifully situated on Siesta Key, a popular barrier island along Florida’s West Coast. This family-friendly, gated resort community is nestled in the heart of Crescent Beach, which is ranked as the number one beach in the continental United States. Known for its dazzling white quartz sand and vibrant emerald-green waters, Siesta Key is among Florida’s top vacation

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

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

    $655,000

    Sold May 06, 2026

    1054 Sun N Sea Dr Unit 106D, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft
    • Built 2009

    Last Sold Summary

    • 1% Below List Price
    • $819/SF
    • 9 Days On Market

    Last Listing Agent Josie Cline WILLIAM RAVEIS - FLORIDA LLC

    1054 Sun N Sea Dr Unit 106D, Sarasota, FL 34242
    • /2

      Est $7,441,529

      Not Listed For Sale

      3200 Higel Ave, Sarasota, FL 34242

      • 4 Beds
      • 2.5 Baths
      • 2,383 Sq Ft
      • Built 1951
      3200 Higel Ave, Sarasota, FL 34242

      Last Sold Summary

      • 76 Days On Market

  • /45

    $949,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft

    1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242

    Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities.Spanning nearly

    Roger Pettingell COLDWELL BANKER REALTY

    1350 Siesta Bayside Dr Unit 1350B, Sarasota, FL 34242
  • /24

    $5,370 Per Month

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

    6006 Midnight Pass Rd Unit 22, Sarasota, FL 34242

    Starting at $179/night. Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, where comfort and style meet just steps from the beach. The spacious primary suite features a king-sized bed, while the fully equipped kitchen flows seamlessly into a generous dining area and inviting living room, perfect for relaxing or entertaining. Step outside to enjoy a screened-in lanai furnished

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 22, Sarasota, FL 34242
  • /2

    $1,100,000

    Sold Aug 05, 2025

    554 Canal Rd, Sarasota, FL 34242

    • 2 Beds
    • 1 Bath
    • 1,085 Sq Ft
    • Built 1945

    Last Sold Summary

    • 21% Below List Price
    • $1,014/SF
    • 119 Days On Market

    Current Estimated Value $1,134,134

    Last Listing Agent Curtis Ware KW COASTAL LIVING III

    554 Canal Rd, Sarasota, FL 34242
    • /62

      Est $697,860

      Not Listed For Sale

      6145 Midnight Pass Rd Unit Villa F-8, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,212 Sq Ft
      • Built 1968
      6145 Midnight Pass Rd Unit Villa F-8, Sarasota, FL 34242

      Last Sold Summary

      • 115 Days On Market

  • /34

    $7,499,000

    • 4 Beds
    • 4 Baths
    • 4,015 Sq Ft

    7816 Sanderling Rd, Sarasota, FL 34242

    Experience coastal luxury at its finest at 7816 Sanderling Road, an exceptional residence nestled within the prestigious Sanderling Club on Siesta Key. Perfectly positioned in one of Sarasota's most exclusive beachfront communities, this property offers private beach access, unparalleled water views, timeless architecture, and a serene Gulf Coast setting. Set on an expansive 0.8-acre homesite,

    Marc Martinangelo MJI Realty Group LLC

    7816 Sanderling Rd, Sarasota, FL 34242
  • /39

    $4,700 Per Month

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

    8625 Midnight Pass Rd Unit 305B, Sarasota, FL 34242

    Siesta Key! Newly renovated and fully furnished 1BR/1BA condo set in a relaxed, resort-style waterfront community on Siesta Key. This gulf/beach-to-bay condominium features expansive boat docks (no extra usage fee), two heated pools (bay & gulf/beach side), private/individual gulf/beach side cabanas, kayak racks, 2 BBQ grill patios, exquisite sunrises & sunsets & so much more ~ everything a

    Aurelia Gilbert COLDWELL BANKER REALTY

    8625 Midnight Pass Rd Unit 305B, Sarasota, FL 34242
  • /2

    $720,000

    Sold Feb 05, 2026

    0 Avenida Leona, Siesta Key, FL 34242

    • Land
    • 7,840 Sq Ft
    • $4,000,000 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 226 Days On Market

    Last Listing Agent Ron Pepka KW SUNCOAST

    0 Avenida Leona, Siesta Key, FL 34242
    • /2

      Est $4,037,486

      Not Listed For Sale

      5310 Avenida Del Mare, Siesta Key, FL 34242

      • 5 Beds
      • 8 Baths
      • 3,759 Sq Ft
      • Built 2023
      5310 Avenida Del Mare, Siesta Key, FL 34242

      Last Sold Summary

      • 132 Days On Market

  • /38

    $1,375,000

    Pending
    • Land
    • 36,590 Sq Ft
    • $1,636,905 per Acre

    8555 Heron Lagoon Cir, Sarasota, FL 34242

    Under contract-accepting backup offers. Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access! CLEARED LOT READY TO BUILD ON!Unlock the potential of this over 3⁄4-acre corner lot with private beach access, nestled on the world-renowned Siesta Key! This is truly a once-in-a-lifetime chance to secure one of the largest privately owned parcels on Siesta Key. The home on

    Conner Ashley PREFERRED SHORE LLC

    8555 Heron Lagoon Cir, Sarasota, FL 34242
  • /15

    $8,370 Per Month

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

    6154 Midnight Pass Rd Unit 14, 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 14, Sarasota, FL 34242
  • /2

    $615,000

    Sold Dec 26, 2025

    6150 Midnight Pass Rd Unit 12, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 939 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $655/SF
    • 13 Days On Market

    Current Estimated Value $624,046

    Last Listing Agent Glenn Brown RE/MAX ALLIANCE GROUP

    6150 Midnight Pass Rd Unit 12, Sarasota, FL 34242
    • /58

      Est $664,634

      Not Listed For Sale

      8735 Midnight Pass Rd Unit 406B, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,357 Sq Ft
      • Built 1980
      8735 Midnight Pass Rd Unit 406B, Sarasota, FL 34242

      Last Sold Summary

      • 62 Days On Market

  • /52

    $1,400,000

    Pending
    • 5 Beds
    • 4 Baths
    • 2,510 Sq Ft

    324 Siesta Dr, Sarasota, FL 34242

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to the #1 beach in the US and top 50 in the world- Siesta Key, FL. Whether you're seeking a primary residence or a high-performing Airbnb investment, this fully renovated 5-bedroom, 4-bathroom coastal contemporary pool home offers the best of both worlds! Ideally situated on an oversized corner lot on

    Angela Lista MICHAEL SAUNDERS & COMPANY

    324 Siesta Dr, Sarasota, FL 34242
  • /43

    $16,770 Per Month

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

    1001 Point of Rocks Rd Unit 412, Sarasota, FL 34242

    Villa 412 at Siesta Sands offers a comfortable coastal escape where relaxation comes naturally. Bright and airy, this inviting villa features an open floor plan with a light, beach-inspired atmosphere that creates an easygoing setting from the moment you arrive. The well-equipped kitchen and welcoming living spaces are perfect for enjoying slow mornings and laid-back evenings. Experience the

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1001 Point of Rocks Rd Unit 412, Sarasota, FL 34242
  • /2

    $640,000

    Sold Oct 06, 2025

    5369 Shadow Lawn Dr, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,348 Sq Ft
    • Built 1961

    Last Sold Summary

    • 19% Below List Price
    • $475/SF
    • 78 Days On Market

    Current Estimated Value $682,727

    Last Listing Agent Nancy Drake ACCARDI & ASSOCIATES REAL ESTATE

    5369 Shadow Lawn Dr, Sarasota, FL 34242
    • /68

      Est $1,627,617

      Not Listed For Sale

      1035 Seaside Dr Unit 310, Sarasota, FL 34242

      • 3 Beds
      • 2.5 Baths
      • 1,747 Sq Ft
      • Built 2023
      1035 Seaside Dr Unit 310, Sarasota, FL 34242

      Last Sold Summary

      • 71 Days On Market

Showing Results 361 - 400, Page 10 of 18

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