12,516

Homes in ZIP Code 34242

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  • /85

    $1,500,000

    • 4 Beds
    • 3 Baths
    • 2,185 Sq Ft

    746 Plymouth St, Sarasota, FL 34242

    Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a vacation rental, or a full-time residence, this property checks all the boxes. The interior style will delight those who love mid-century modern decor! The home’s unique floor plan is flooded with natural light, creating a bright, inviting

    Agent Photo

    Carla Rayman Kidd

    COLDWELL BANKER REALTY

    (941) 239-2641

    746 Plymouth St, Sarasota, FL 34242
  • /47

    $9,975 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Furnished, Yearly 4bd Home on Siesta Key

    3919 Roberts Point Rd, Sarasota, FL 34232

    Located on Siesta Key with just a 3 minute walk to Shell Beach, this 2-story home is available NOW & FURNISHED for an ANNUAL LEASE.The kitchen flows seamlessly with an OPEN LAYOUT into the expansive living and dining areas filled with NATURAL LIGHT from the large sliding glass doors opening to the SCREENED-IN LANAI.The POOL & HOT TUB/SPA, also screened-in, are framed by lush

    3919 Roberts Point Rd, Sarasota, FL 34232
  • /2

    $500,500 Sold May 01, 2026

    1125 W Peppertree Dr Unit 302, Sarasota, FL 34242

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

    Last Sold Summary

    • 5% Below List Price
    • $430/SF
    • 25 Days On Market

    Current Estimated Value $529,671

    Last Listing Agent Christine Green COLDWELL BANKER REALTY

    1125 W Peppertree Dr Unit 302, Sarasota, FL 34242
    • /47

      Est $824,749 Not Listed For Sale

      1321 Dockside Place, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,307 Sq Ft
      • Built 1982
      1321 Dockside Place, Sarasota, FL 34242

      Last Sold Summary

      • 9% Below List Price
      • $692/SF
      • 3 Days On Market
      • Last Sold Price $905,000
      • Dec 18, 2023

      Last Listing Agent Tyler Shanahan COLDWELL BANKER REALTY

  • /54

    $80,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    915 Seaside Dr Unit 312, Weeks 8-9, Sarasota, FL 34242

    Fractional Ownership. Introducing the Winter Fractional Package, offering 1/16th ownership in a stunning luxury residence on Siesta Key Beach. Now, your dream of owning a beachfront home on America's most celebrated shore can become a reality. Enjoy the benefits of owning a slice of paradise, complete with world-class amenities and services. This exclusive opportunity offers the ultimate in

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    (941) 389-0934

    915 Seaside Dr Unit 312, Weeks 8-9, Sarasota, FL 34242
  • /16

    $3,200 Per Month

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

    4660 Ocean Blvd Unit P1, Sarasota, FL 34242

    Price Reduced! Turnkey Furnished Waterfront Condo on Siesta Key Enjoy stunning views of Big Pass and the Gulf from this beautifully updated condo in Sea Village. This light-filled unit features new floors, crown molding, hurricane-impact sliders, and an open living/dining layout. The kitchen offers wood cabinetry, granite countertops, a breakfast bar, and quality appliances. The primary suite

    Nelson Reyes SHOWTIME REALTY

    4660 Ocean Blvd Unit P1, Sarasota, FL 34242
  • /2

    $570,000 Sold May 01, 2026

    8767 Midnight Pass Rd Unit 403F, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,303 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $437/SF
    • 123 Days On Market

    Current Estimated Value $595,411

    Last Listing Agent John Brink BRIGHT REALTY

    8767 Midnight Pass Rd Unit 403F, Sarasota, FL 34242
    • /2

      Est $6,965,783 Not Listed For Sale

      1250 Hidden Harbor Way, Sarasota, FL 34242

      • 5 Beds
      • 5.5 Baths
      • 7,506 Sq Ft
      • Built 2002
      1250 Hidden Harbor Way, Sarasota, FL 34242

      Last Sold Summary

      • 4% Below List Price
      • $966/SF
      • 502 Days On Market
      • Last Sold Price $7,250,000
      • Sep 20, 2024

      Last Listing Agent Kim Ogilvie Michael Saunders

  • /53

    $59,000

    • 3 Beds
    • 3 Baths
    • 2,255 Sq Ft

    915 Seaside Dr Unit 607, Weeks 14-15, Sarasota, FL 34242

    Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    (941) 352-4595

    915 Seaside Dr Unit 607, Weeks 14-15, 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

    $1,075,000 Sold Apr 13, 2026

    567 Venice Ln, Sarasota, FL 34242

    • 4 Beds
    • 2 Baths
    • 1,915 Sq Ft
    • Built 1971

    Last Sold Summary

    • 10% Below List Price
    • $561/SF
    • 100 Days On Market

    Current Estimated Value $1,150,488

    Last Listing Agent Conner Ashley PREFERRED SHORE LLC

    567 Venice Ln, Sarasota, FL 34242
    • /85

      Est $547,765 Not Listed For Sale

      8779 Midnight Pass Rd Unit 202H, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,485 Sq Ft
      • Built 1980
      8779 Midnight Pass Rd Unit 202H, Sarasota, FL 34242

      Last Sold Summary

      • 4% Above List Price
      • $354/SF
      • 175 Days On Market
      • Last Sold Price $525,000
      • Apr 03, 2024

      Last Listing Agent Marlene Marshall Michael Saunders

  • /61

    $3,750,000

    • 5 Beds
    • 5 Baths
    • 4,190 Sq Ft

    8008 Midnight Pass Rd, Sarasota, FL 34242

    Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave. Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs

    Agent Photo

    Jeff Lauer

    EXP REALTY LLC

    (941) 389-0753

    8008 Midnight Pass Rd, 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

    $800,000 Sold Apr 21, 2026

    6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $749/SF
    • 38 Days On Market

    Current Estimated Value $826,986

    Last Listing Agent Kristina Waskom MICHAEL SAUNDERS & COMPANY

    6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242
    • /72

      Est $1,404,060 Not Listed For Sale

      22 Sandy Cove Rd Unit 502, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 1,876 Sq Ft
      • Built 1969
      22 Sandy Cove Rd Unit 502, Sarasota, FL 34242

      Last Sold Summary

      • 12% Below List Price
      • $853/SF
      • 360 Days On Market
      • Last Sold Price $1,600,000
      • Oct 06, 2023

      Last Listing Agent Jackie Eberley COLDWELL BANKER REALTY

  • /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

    Agent Photo

    Daniel Hut

    HUT REALTY, LLC

    (941) 292-7027

    6006 Midnight Pass Rd Unit 51, 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

    $2,650,000 Sold Oct 14, 2025

    512 Treasure Boat Way, Sarasota, FL 34242

    • 4 Beds
    • 4.5 Baths
    • 5,078 Sq Ft
    • Built 1979

    Last Sold Summary

    • 11% Below List Price
    • $522/SF
    • 88 Days On Market

    Current Estimated Value $2,609,494

    Last Listing Agent Derek Edwards KELLER WILLIAMS ON THE WATER S

    512 Treasure Boat Way, Sarasota, FL 34242
    • /4

      Not Listed For Sale

      3423 Seagrape Dr, Sarasota, FL 34242

      3423 Seagrape Dr, Sarasota, FL 34242

      Last Sold Summary

      • 8 Days On Market
      • Last Sold Price $870,000
      • Oct 24, 2023

      Last Listing Agent Samantha Jennen PREFERRED SHORE LLC

  • /52

    $584,500

    • 2 Beds
    • 2 Baths
    • 1,287 Sq Ft

    6415 Midnight Pass Rd Unit 705, Sarasota, FL 34242

    Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor

    Agent Photo

    Anthony DeLuca

    DELUCA REALTY INC

    (941) 419-2073

    6415 Midnight Pass Rd Unit 705, Sarasota, FL 34242
  • /75

    $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

    $1,300,000 Sold Jan 30, 2026

    5750 Midnight Pass Rd Unit 508, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,471 Sq Ft
    • Built 1984

    Last Sold Summary

    • 7% Below List Price
    • $884/SF
    • 107 Days On Market

    Current Estimated Value $1,312,451

    Last Listing Agent Kathleen Griffin MICHAEL SAUNDERS & COMPANY

    5750 Midnight Pass Rd Unit 508, Sarasota, FL 34242
    • /33

      Est $642,622 Not Listed For Sale

      8735 Midnight Pass Rd Unit 306B, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,357 Sq Ft
      • Built 1980
      8735 Midnight Pass Rd Unit 306B, Sarasota, FL 34242

      Last Sold Summary

      • 13% Below List Price
      • $542/SF
      • 33 Days On Market
      • Last Sold Price $735,000
      • Apr 12, 2024

      Last Listing Agent Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /36

    $580,000 Pre-Foreclosure

    • 2 Beds
    • 2 Baths
    • 1,165 Sq Ft

    165 Vista Hermosa Cir Unit 24A, Sarasota, FL 34242

    Experience the best of Siesta Key in this beautifully updated, freestanding two-bedroom, two-bath villa located in the desirable Vista Hermosa community. Filled with natural light, this stand-alone villa feels like a private home while offering the ease of low-maintenance island living. Recent renovations include tile flooring throughout, stainless steel appliances, furnishings and a new a/c,

    Agent Photo

    Lorrie Miller

    EXP REALTY LLC

    (941) 384-0768

    165 Vista Hermosa Cir Unit 24A, 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

    $1,100,000 Sold Jun 27, 2025

    4857 Primrose Path, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 2,519 Sq Ft
    • Built 1957

    Last Sold Summary

    • 37% Below List Price
    • $437/SF
    • 83 Days On Market

    Current Estimated Value $1,048,333

    Last Listing Agent Nadiya Marisol-Pote DALTON WADE INC

    4857 Primrose Path, Sarasota, FL 34242
    • /40

      Est $729,506 Not Listed For Sale

      8773 Midnight Pass Rd Unit 506G, Sarasota, FL 34242

      • 2 Beds
      • 2.5 Baths
      • 1,768 Sq Ft
      • Built 1981
      8773 Midnight Pass Rd Unit 506G, Sarasota, FL 34242

      Last Sold Summary

      • 15% Below List Price
      • $486/SF
      • 9 Days On Market
      • Last Sold Price $860,000
      • Sep 15, 2023

      Last Listing Agent Carol Thomas Michael Saunders

  • /60

    $1,995,000

    • 4 Beds
    • 3.5 Baths
    • 2,971 Sq Ft

    116 Garden Ln, Sarasota, FL 34242

    Effortless Island Living on Siesta Key’s Coveted North End.Discover the perfect blend of modern luxury and low-maintenance living in thiscontemporary coastal retreat, ideally located on the quiet North End of Siesta Key.Enjoy deeded beach access, mesmerizing Gulf and Big Pass views, and effortlessproximity to Siesta Village, the North Bridge, and downtown Sarasota.Built in

    Agent Photo

    Gerard Healy

    WILLIAM RAVEIS REAL ESTATE

    (941) 337-4899

    116 Garden Ln, Sarasota, FL 34242
  • /15

    $5,000 Per Month

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

    1255 E Peppertree Dr Unit 306, Sarasota, FL 34242

    2 BR - 2 BA - 6 Person Max - High-rise - Greenbelt View This property is a 30 night minimum.1255 - 306 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.Hardwood floors on the lanai. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft. (1375 including the lanai) Condo Summary:Bedding: Master Bedroom: King - Guest Bedroom:

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1255 E Peppertree Dr Unit 306, Sarasota, FL 34242
  • /2

    $650,000 Sold Jul 30, 2025

    813 Plymouth St, Sarasota, FL 34242

    • 3 Beds
    • 2.5 Baths
    • 2,919 Sq Ft
    • Built 1953

    Last Sold Summary

    • 43% Below List Price
    • $223/SF
    • 130 Days On Market

    Current Estimated Value $1,005,948

    Last Listing Agent Georgia Salaverri COMPASS FLORIDA LLC

    813 Plymouth St, Sarasota, FL 34242
    • /66

      Est $511,455 Not Listed For Sale

      9393 Midnight Pass Rd Unit 202, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,029 Sq Ft
      • Built 1975
      9393 Midnight Pass Rd Unit 202, Sarasota, FL 34242

      Last Sold Summary

      • 5% Below List Price
      • $525/SF
      • 142 Days On Market
      • Last Sold Price $540,000
      • May 30, 2024

      Last Listing Agent Robert Ruiz WILLIAM RAVEIS REAL ESTATE

  • /79

    $1,725,000

    • 3 Beds
    • 3.5 Baths
    • 2,080 Sq Ft

    548 Beach Rd Unit A540, Sarasota, FL 34242

    This beautifully renovated Tiffany Sands townhome on Siesta Key offers the perfect blend of space, style, and an unbeatable location with serene beach views. Featuring 3 bedrooms and 3.5 baths, the open and inviting floor plan is designed for both comfort and effortless coastal living, with each spacious bedroom offering its own walk-in closet. A versatile first-floor bonus room, complete with a

    Agent Photo

    Jennifer Thompson

    WILLIAM RAVEIS REAL ESTATE

    (941) 265-8533

    548 Beach Rd Unit A540, 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

    $3,000,000 Sold Oct 15, 2025

    137 Big Pass Ln, Sarasota, FL 34242

    • 5 Beds
    • 4.5 Baths
    • 4,486 Sq Ft
    • Built 2006

    Last Sold Summary

    • 30% Below List Price
    • $669/SF
    • 148 Days On Market

    Last Listing Agent Dion Souza SARABAY REAL ESTATE INC

    137 Big Pass Ln, Sarasota, FL 34242
    • /72

      Est $609,953 Not Listed For Sale

      8767 Midnight Pass Rd Unit 204F, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,421 Sq Ft
      • Built 1979
      8767 Midnight Pass Rd Unit 204F, Sarasota, FL 34242

      Last Sold Summary

      • 5% Below List Price
      • $450/SF
      • 8 Days On Market
      • Last Sold Price $640,000
      • Feb 12, 2024

      Last Listing Agent Dan Miller PREFERRED SHORE LLC

  • /59

    $125,000

    • 3 Beds
    • 3 Baths
    • 1,780 Sq Ft

    915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242

    Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    (941) 256-2943

    915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242
  • /25

    $12,296 Per Month

    • 2 Beds
    • 2 Baths
    • 1,319 Sq Ft
    • House for Rent

    6046 W Peppertree Way Unit 223B, Sarasota, FL 34242

    Welcome to your luxurious retreat nestled by the poolside! This stunning 2-bedroom, 2-bathroom condo on the 1st floor offers a perfect blend of comfort, style, and convenience. Step into the beautifully renovated living space, where every detail has been carefully curated to create an inviting atmosphere. The open-concept layout seamlessly connects the living, dining, and kitchen areas, making it

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6046 W Peppertree Way Unit 223B, Sarasota, FL 34242
  • /2

    $1,640,000 Sold Mar 24, 2026

    5880 Midnight Pass Rd Unit 710, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft
    • Built 1982

    Last Sold Summary

    • 3% Below List Price
    • $957/SF
    • 27 Days On Market

    Current Estimated Value $1,670,634

    Last Listing Agent Kristina Rain MICHAEL SAUNDERS & COMPANY

    5880 Midnight Pass Rd Unit 710, Sarasota, FL 34242
    • /67

      Est $2,424,507 Not Listed For Sale

      304 Calle Miramar Unit 2, Sarasota, FL 34242

      • 4 Beds
      • 3.5 Baths
      • 3,236 Sq Ft
      • Built 2009
      304 Calle Miramar Unit 2, Sarasota, FL 34242

      Last Sold Summary

      • 12% Below List Price
      • $853/SF
      • 44 Days On Market
      • Last Sold Price $2,760,000
      • Aug 16, 2023

      Last Listing Agent Kristy Hall DALTON WADE INC

Showing Results 121 - 160, Page 4 of 18

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