12,534

Homes in ZIP Code 34242

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  • /100

    $4,800,000

    New Construction
    • 4 Beds
    • 5.5 Baths
    • 3,765 Sq Ft

    533 Venice Ln, Sarasota, FL 34242

    Virtually Staged. Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious

    Agent Photo

    Cassandra Meyer

    BRIGHT REALTY

    533 Venice Ln, Sarasota, FL 34242
  • /44

    $6,495 Per Month

    • 3 Beds
    • 3 Baths
    • 2,476 Sq Ft
    • House for Rent

    5456 Azure Way, Siesta Key, FL 34242

    This is an unfurnished 3 bedroom, 3 bathroom home with a screened pool and Grand Canal waterfront in the Siesta Isles community on Siesta Key! This residence features a terracotta tile roof, a paver driveway, an oversized two-car garage, and a stone-accented exterior framed by mature tropical landscaping. Inside, the home offers an open, split-bedroom floor plan with vaulted and cathedral

    5456 Azure Way, Siesta Key, FL 34242
  • /2

    $630,000

    Sold Apr 01, 2026

    8735 Midnight Pass Rd Unit 404B, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft
    • Built 1980

    Last Sold Summary

    • $464/SF

    Current Estimated Value $630,905

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

    8735 Midnight Pass Rd Unit 404B, Sarasota, FL 34242
    • /2

      Est $835,675

      Not Listed For Sale

      1273 Dockside Place Unit 116, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,343 Sq Ft
      • Built 1982
      1273 Dockside Place Unit 116, Sarasota, FL 34242

      Last Sold Summary

      • 41 Days On Market

  • /100

    $4,950,000

    New Construction
    • 4 Beds
    • 5.5 Baths
    • 4,158 Sq Ft

    527 Venice Ln, Sarasota, FL 34242

    Virtually Staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no

    Agent Photo

    Cassandra Meyer

    BRIGHT REALTY

    527 Venice Ln, 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

    $4,750,000

    Sold Jan 22, 2026

    8440 Sanderling Rd, Sarasota, FL 34242

    • Land
    • 1.08 Acres
    • $4,398,148 per Acre

    Last Sold Summary

    • 29% Below List Price
    • 270 Days On Market

    Current Estimated Value $4,912,995

    Last Listing Agent Jeffrey Hinrichs MICHAEL SAUNDERS & COMPANY

    8440 Sanderling Rd, Sarasota, FL 34242
    • /2

      Est $2,420,057

      Not Listed For Sale

      1035 Seaside Dr Unit 408, Sarasota, FL 34242

      • 2 Beds
      • 2.5 Baths
      • 1,646 Sq Ft
      • Built 2023
      1035 Seaside Dr Unit 408, Sarasota, FL 34242

      Last Sold Summary

  • /74

    $15,900,000

    • 4 Beds
    • 4.5 Baths
    • 8,209 Sq Ft

    8132 Sanderling Rd, Sarasota, FL 34242

    Positioned on a rare 1.97-acre Gulf-to-lagoon estate within the exclusive gates of The Sanderling Club, 8132 Sanderling Road offers one of the most extraordinary waterfront lifestyles on Siesta Key. Framed by lush tropical landscaping and introduced by a sweeping palm-lined drive and stately columned façade, this Christner Bros. built residence combines timeless architecture with exceptional

    Joel Schemmel DOUGLAS ELLIMAN

    8132 Sanderling Rd, Sarasota, FL 34242
  • /51

    $3,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft
    • Annual UNfurnished Siesta Key Gulf front 2/2 condo with water views!

    4822 Ocean Blvd, Sarasota, FL 34242

    Annual – Unfurnished | Gulffront Living on Siesta Key Live on the water and enjoy breathtaking Gulf views from this beautiful condo in Siesta Towers. This luxury 11-story, 65-unit beachfront building sits directly on the Gulf of Mexico, offering spectacular panoramic views and an unbeatable island lifestyle. The condo features an open floor plan filled with natural light from large sliding glass

    4822 Ocean Blvd, Sarasota, FL 34242
  • /2

    $1,230,000

    Sold Feb 20, 2026

    5354 Calle Florida, Sarasota, FL 34242

    • 4 Beds
    • 3.5 Baths
    • 2,659 Sq Ft
    • Built 1954

    Last Sold Summary

    • 7% Below List Price
    • $463/SF
    • 96 Days On Market

    Current Estimated Value $1,244,265

    Last Listing Agent Angelica Ridley KW COASTAL LIVING III

    5354 Calle Florida, Sarasota, FL 34242
    • /2

      Est $1,194,551

      Not Listed For Sale

      6312 Midnight Pass Rd Unit 301S, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,009 Sq Ft
      • Built 1968
      6312 Midnight Pass Rd Unit 301S, Sarasota, FL 34242

      Last Sold Summary

      • 11 Days On Market

  • /57

    $2,450,000

    Open House 7/05 $240K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,341 Sq Ft

    4508 Woodside Rd, Sarasota, FL 34242

    The Fastest Open-Water Access Available on Siesta Key Under $2.5 MillionLess than 3 minutes to Sarasota Bay, 95 feet of waterfront, and a 75-foot dock designed for serious boating enthusiasts. If you’ve been searching for a waterfront home that prioritizes boating convenience over lengthy canal runs, this is one of the most compelling opportunities currently available on Siesta Key.Why

    Derek Edwards KELLER WILLIAMS ON THE WATER S

    4508 Woodside Rd, 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

    $575,000

    Sold Apr 27, 2026

    5830 Midnight Pass Rd Unit 94, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 921 Sq Ft
    • Built 1970

    Last Sold Summary

    • 4% Below List Price
    • $624/SF
    • 56 Days On Market

    Current Estimated Value $585,946

    Last Listing Agent Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

    5830 Midnight Pass Rd Unit 94, Sarasota, FL 34242
    • /2

      Est $523,880

      Not Listed For Sale

      6157 Midnight Pass Rd Unit E43, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,101 Sq Ft
      • Built 1974
      6157 Midnight Pass Rd Unit E43, Sarasota, FL 34242

      Last Sold Summary

      • 40 Days On Market

  • /66

    $525,000

    $50K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    4660 Ocean Blvd Unit Q1, Sarasota, FL 34242

    Under contract-accepting backup offers. PRICED TO SELL! NEW impact-rated sliding glass doors were installed in June 2026, providing enhanced storm protection and complementing the home’s existing hurricane-impact windows. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought-after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your

    Halie Monde KW COASTAL LIVING III

    4660 Ocean Blvd Unit Q1, Sarasota, FL 34242
  • /64

    $6,000 Per Month

    • 1 Bed
    • 2 Baths
    • Condo for Rent

    5400 Ocean Blvd, Sarasota, FL 34242

    SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it's best in this beautifully renovated, fifth-floor corner condo directly on world-renowned Siesta Beach, ranked #1 in the U.S. This turnkey furnished 1-bedroom, 1.5-bath retreat features floor-to-ceiling impact sliding glass doors opening to three private balconies, creating over 1,280

    5400 Ocean Blvd, Sarasota, FL 34242
  • /2

    $650,000

    Sold Jul 14, 2025

    4510 Banan Place, Sarasota, FL 34242

    • Land
    • 10,454 Sq Ft
    • $2,708,333 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 163 Days On Market

    Last Listing Agent Michelle Shiver KELLER WILLIAMS ON THE WATER S

    4510 Banan Place, Sarasota, FL 34242
    • /2

      Not Listed For Sale

      600 Beach Rd Unit 1 & 2, Sarasota, FL 34242

      • 6 Beds
      • 6 Baths
      • 2,838 Sq Ft
      • Built 1979
      600 Beach Rd Unit 1 & 2, Sarasota, FL 34242

      Last Sold Summary

      • 112 Days On Market

  • /100

    $2,249,000

    $451K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,541 Sq Ft

    5012 Higel Ave, Sarasota, FL 34242

    Virtually Staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals

    Rachelle Tirey PREFERRED SHORE LLC

    5012 Higel Ave, Sarasota, FL 34242
  • /16

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 4, Sarasota, FL 34242

    Villa 4 at Aloha Kai is the perfect beach getaway—light, bright, and designed to help you rest and relax. Spend your days lounging by the pool, soaking up the sun on the beach, or getting lost in a good book—the choice is yours. All you need is a willingness to unwind; everything else is provided for your comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 4, Sarasota, FL 34242
  • /2

    $729,000

    Sold Oct 17, 2025

    1240 Siesta Bayside Dr Unit 1240C, Sarasota, FL 34242

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

    Last Sold Summary

    • 6% Below List Price
    • $570/SF
    • 96 Days On Market

    Current Estimated Value $718,207

    Last Listing Agent Gina LaRouche COLDWELL BANKER REALTY

    1240 Siesta Bayside Dr Unit 1240C, Sarasota, FL 34242
    • /39

      Est $2,044,975

      Not Listed For Sale

      340 Canal Rd Unit B, Sarasota, FL 34242

      • 4 Beds
      • 2.5 Baths
      • 2,234 Sq Ft
      • Built 2005
      340 Canal Rd Unit B, Sarasota, FL 34242

      Last Sold Summary

      • 17 Days On Market

  • /73

    $5,985,000

    $915K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 6,928 Sq Ft

    5132 Jungle Plum Rd, Sarasota, FL 34242

    Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm

    Joel Schemmel DOUGLAS ELLIMAN

    5132 Jungle Plum Rd, Sarasota, FL 34242
  • /40

    $6,500 Per Month

    • 3 Beds
    • 4 Baths
    • 2,168 Sq Ft
    • House for Rent

    1256 Riegels Landing Dr, Sarasota, FL 34242

    This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full

    Christopher Davenport STARLINK REALTY INC

    1256 Riegels Landing Dr, Sarasota, FL 34242
  • /2

    $460,000

    Sold Dec 04, 2025

    5649 Midnight Pass Rd Unit 804, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Built 1975

    Last Sold Summary

    • 4% Below List Price
    • $455/SF
    • 92 Days On Market

    Current Estimated Value $467,807

    Last Listing Agent Janet Trefry RE/MAX ALLIANCE GROUP

    5649 Midnight Pass Rd Unit 804, Sarasota, FL 34242
    • /2

      Est $1,896,876

      Not Listed For Sale

      3927 Somerset Dr, Sarasota, FL 34242

      • 3 Beds
      • 3.5 Baths
      • 2,758 Sq Ft
      • Built 1990
      3927 Somerset Dr, Sarasota, FL 34242

      Last Sold Summary

      • 64 Days On Market

  • /49

    $1,050,000

    $22K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,168 Sq Ft

    611 Venice Ln, Sarasota, FL 34242

    Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space and a 2-car garage, there is room for full-time living, a vacation getaway, or a high-demand rental.Built of concrete block, this Ruth Richmond home offers peace of mind with major updates already done: brand new metal roof

    Christine Pope MICHAEL SAUNDERS & COMPANY

    611 Venice Ln, Sarasota, FL 34242
  • /76

    $4,000 Per Month

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

    8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242

    Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious 2 bedrooms, 2 baths, laundry in residence, carport, and guest parking. Tile flooring throughout the condo. Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks

    Erick Shumway RE/MAX ALLIANCE GROUP

    8770 Midnight Pass Rd Unit 302B, Sarasota, FL 34242
  • /2

    $865,000

    Sold Mar 05, 2026

    315 Avenida de Paradisio, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Below List Price
    • $591/SF
    • 105 Days On Market

    Current Estimated Value $893,337

    Last Listing Agent Jason Skowronski COMPASS FLORIDA LLC

    315 Avenida de Paradisio, Sarasota, FL 34242
    • /2

      Est $614,939

      Not Listed For Sale

      8767 Midnight Pass Rd Unit 203F, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,303 Sq Ft
      • Built 1979
      8767 Midnight Pass Rd Unit 203F, Sarasota, FL 34242

      Last Sold Summary

      • 89 Days On Market

  • /45

    $549,000

    • 1 Bed
    • 1 Bath
    • 728 Sq Ft

    5830 Midnight Pass Rd Unit 51, Sarasota, FL 34242

    Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. Fantastic opportunity to own your own slice of paradise. This 1 bed, 1 bath villa located at Jamaica Royale is ready for immediate occupancy. This beachfront complex is the perfect place to relax and unwind. Featuring 3 pools, beachfront lounge chairs, grills, shuffleboard, and other

    Steve Cavanaugh TIDELINE REAL ESTATE BROKERS

    5830 Midnight Pass Rd Unit 51, Sarasota, FL 34242
  • /60

    $15,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,259 Sq Ft
    • House for Rent

    5516 Avenida Del Mare, Sarasota, FL 34242

    This is a short term rental. Listing reflects peak season rate. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kids downstairs and a relaxing haven for adults

    Beth Dilley ASCENDIA REAL ESTATE

    5516 Avenida Del Mare, Sarasota, FL 34242
  • /2

    $800,000

    Sold Dec 19, 2025

    6300 Midnight Pass Rd Unit 2, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Below List Price
    • $617/SF
    • 127 Days On Market

    Current Estimated Value $790,559

    Last Listing Agent Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6300 Midnight Pass Rd Unit 2, Sarasota, FL 34242
    • /2

      Not Listed For Sale

      915 Seaside Dr Unit 607, Weeks 16-17, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 2,255 Sq Ft
      • Built 2009
      915 Seaside Dr Unit 607, Weeks 16-17, Sarasota, FL 34242

      Last Sold Summary

      • 40 Days On Market

  • /56

    $1,995,000

    $195K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 2,233 Sq Ft

    5155 Hidden Harbor Rd, Sarasota, FL 34242

    Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded.Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating

    Matt Buttner LIST NOW REALTY, LLC

    5155 Hidden Harbor Rd, Sarasota, FL 34242
  • /16

    $9,000 Per Month

    • 2 Beds
    • 2 Baths
    • 672 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 53, Sarasota, FL 34242

    Beach or pool today? Or perhaps you'd rather stay in and enjoy a good book on the charming porch of Villa 53 at Aloha Kai. This beautifully remodeled retreat features an updated kitchen and bath, paired perfectly with coastal-inspired furnishings that create a relaxing home away from home. The spacious bedroom offers generous closet space, ensuring comfort and convenience during your stay.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 53, Sarasota, FL 34242
  • /2

    $5,800,000

    Sold Apr 07, 2026

    3550 Flamingo Ave, Sarasota, FL 34242

    • 4 Beds
    • 6 Baths
    • 4,711 Sq Ft
    • Built 2025

    Last Sold Summary

    • 17% Below List Price
    • $1,231/SF
    • 676 Days On Market

    Current Estimated Value $3,332,000

    Last Listing Agent Barbara May MICHAEL SAUNDERS & COMPANY

    3550 Flamingo Ave, Sarasota, FL 34242
    • /2

      Est $793,400

      Not Listed For Sale

      5855 Midnight Pass Rd Unit 722, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,211 Sq Ft
      • Built 1976
      5855 Midnight Pass Rd Unit 722, Sarasota, FL 34242

      Last Sold Summary

      • 80 Days On Market

Showing Results 161 - 200, Page 5 of 18

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