12,409

Homes in ZIP Code 34242

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  • /44

    $530,262

    $69K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 753 Sq Ft

    915 Beach Rd Unit 318, Sarasota, FL 34242

    BEACH VIEWS, RENTAL FLEXIBILITY, AND THE ULTIMATE SIESTA KEY LIFESTYLE!Welcome to La Siesta Condominiums, where the sugar-white sands of Siesta Key Beach are quite literally across the street and every day feels like a vacation. Perched on the third floor, this beautifully furnished and move-in ready 2-bedroom, 1-bath condo enjoys sweeping views of the Gulf, beach, and resort-style

    Laura Millslagle PREFERRED SHORE LLC

    915 Beach Rd Unit 318, Sarasota, FL 34242
  • /18

    $8,970 Per Month

    • 1 Bath
    • 435 Sq Ft
    • House for Rent

    6006 Midnight Pass Rd Unit 68, Sarasota, FL 34242

    Starting at $299/night! Explore a luxurious studio-style condominium at Casa Mar, featuring one bathroom and a queen-sized murphy bed. This elegant retreat boasts a fully equipped kitchen that flows into a spacious dining area, ideal for hosting guests. Benefit from the convenience of a private carport just a few steps away from your residence. Casa Mar offers an impressive range of amenities,

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 68, Sarasota, FL 34242
  • /2

    $357,000

    Sold Sep 19, 2025

    1300 N Portofino Dr Unit 208, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 991 Sq Ft
    • Built 1969

    Last Sold Summary

    • 29% Below List Price
    • $360/SF
    • 403 Days On Market

    Current Estimated Value $409,135

    Last Listing Agent Jill Thomas BERKSHIRE HATHAWAY HOMESERVICE

    1300 N Portofino Dr Unit 208, Sarasota, FL 34242
    • /2

      Est $4,790,019

      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

      Last Listing Agent Adnan Dedic COMPASS FLORIDA LLC

  • /37

    $7,950,000

    New Construction $2M PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,206 Sq Ft

    84 Avenida Veneccia Unit 202 & 203, Sarasota, FL 34242

    Virtually Staged. Experience luxury living at its finest in this breathtaking one-of-a-kind new construction condominium nestled directly on the pristine shores of world famous Siesta Beach. Spanning over 6200 square feet, this exclusive residence offers unparalleled opulence and panoramic views of the azure waters and fiery sunsets. Elegance meets convenience with a private elevator whisking you

    Thomas Cail RE/MAX ALLIANCE GROUP

    84 Avenida Veneccia Unit 202 & 203, Sarasota, FL 34242
  • /13

    $8,700 Per Month

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

    6020 Midnight Pass Rd Unit 35, Sarasota, FL 34242

    Toes in the sand and sunshine on your shoulder—welcome home to the spacious one-bedroom Villa 35 at Aloha Kai. This beautifully updated villa features granite countertops in both the kitchen and bath, while the bedroom offers ample space and a large closet. The open-concept layout extends to a front porch enclosed with windows and blinds, providing additional living space and privacy. Located on

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 35, Sarasota, FL 34242
  • /2

    $1,350,000

    Sold Dec 08, 2025

    5880 Midnight Pass Rd Unit 403, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,498 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $901/SF
    • 38 Days On Market

    Current Estimated Value $1,360,972

    Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

    5880 Midnight Pass Rd Unit 403, Sarasota, FL 34242
    • /66

      Est $445,876

      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

      Last Listing Agent Dawn Bear WILLIAM RAVEIS - FLORIDA LLC

  • /21

    $325,000

    Open Sun 12PM - 2PM $24K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 702 Sq Ft

    6703 Midnight Pass Rd Unit 217, Sarasota, FL 34242

    Whether you're looking for a vacation home, rental investment property, or year-round residence, this Sea Winds condo offers excellent value in one of Florida's most beloved beach destinations.Embrace island living in this charming 1 bed room, 1 bath second floor highly rentable condo located in the desirable Sea Winds community on Siesta Key. This condo offers the ability to be rented

    Jessica Fabre COLDWELL BANKER REALTY

    6703 Midnight Pass Rd Unit 217, Sarasota, FL 34242
  • /20

    $5,070 Per Month

    • 1 Bath
    • 435 Sq Ft
    • House for Rent

    6006 Midnight Pass Rd Unit 10, Sarasota, FL 34242

    Starting at $169/night. Discover the perfect beach getaway at our charming studio, ideally located on the beautiful Siesta Key. Just steps from the pristine white sands of Siesta Beach, this cozy, well-appointed retreat is perfect for couples or solo travelers seeking a relaxing escape. The studio features a comfortable queen-size bed, a cozy seating area, and a flat-screen TV for your

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 10, Sarasota, FL 34242
  • /2

    $820,000

    Sold May 05, 2026

    9397 Midnight Pass Rd Unit 901, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft
    • Built 1975

    Last Sold Summary

    • 9% Below List Price
    • $503/SF
    • 39 Days On Market

    Current Estimated Value $812,712

    Last Listing Agent Andrea Eck CAPITAL REAL ESTATE ENTERPRISE

    9397 Midnight Pass Rd Unit 901, Sarasota, FL 34242
    • /2

      Est $514,913

      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

      Last Listing Agent Deborah Miller RE/MAX PALM

  • /54

    $1,150,000

    • 4 Beds
    • 3 Baths
    • 2,165 Sq Ft

    4114 Roberts Point Cir, Sarasota, FL 34242

    Set along a quiet bayou in Roberts Point, one of North Siesta Key’s most coveted and established neighborhoods, this well-cared-for waterfront residence offers an appealing combination of immediate livability, flexible space and exceptional future potential. Enjoy the home as it is, thoughtfully update it over time or create an entirely new island retreat among the neighborhood’s impressive

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4114 Roberts Point Cir, Sarasota, FL 34242
  • /21

    $5,370 Per Month

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

    6006 Midnight Pass Rd Unit 71, Sarasota, FL 34242

    Starting at $179/night! Welcome to your vibrant beachside retreat! This charming ground-level condo features a spacious bedroom with a king bed, a sleeper sofa in the living room, and a full bathroom—perfect for relaxation and adventure. Whip up delicious meals in the fully equipped kitchen and enjoy them in the cozy dining area nearby. Convenience is at your fingertips with your own private

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 71, Sarasota, FL 34242
  • /2

    $630,000

    Sold Mar 06, 2026

    8701 Midnight Pass Rd Unit 104, Sarasota, FL 34242

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

    Last Sold Summary

    • 3% Below List Price
    • $464/SF
    • 202 Days On Market

    Current Estimated Value $637,378

    Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    8701 Midnight Pass Rd Unit 104, Sarasota, FL 34242
    • /2

      Est $1,086,437

      Not Listed For Sale

      614 Tropical Cir, Sarasota, FL 34242

      • 5 Beds
      • 3.5 Baths
      • 3,362 Sq Ft
      • Built 1983
      614 Tropical Cir, Sarasota, FL 34242

      Last Sold Summary

      • 144 Days On Market

      Last Listing Agent Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

  • /94

    $1,349,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 2,691 Sq Ft

    3942 Hamilton Club Cir Unit 13, Sarasota, FL 34242

    Under contract-accepting backup offers. Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as well as the beautiful Marina make Hamilton Club a truly unique lifestyle. Inspired by the architcture of Bermuda with its close ties to 17th Century Great Britian is recognised by its striking

    Barbara Dumbaugh MICHAEL SAUNDERS & COMPANY

    3942 Hamilton Club Cir Unit 13, Sarasota, FL 34242
  • /26

    $9,225 Per Month

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

    1125 W Peppertree Dr Unit 402, Sarasota, FL 34242

    Stylish 2-Bedroom, 2-Bathroom Condo in Peppertree Bay - Siesta Key, FLLooking for the perfect vacation getaway? This stunning 2-bedroom, 2-bathroom condo in the desirable Peppertree Bay community is just what you need! Nestled on the fourth floor, this high-rise retreat offers tranquil pond views and a serene atmosphere.The unit features assigned covered parking under the building for

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1125 W Peppertree Dr Unit 402, Sarasota, FL 34242
  • /2

    $1,725,000

    Sold Mar 09, 2026

    9211 Midnight Pass Rd Unit 6, Sarasota, FL 34242

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $1,057/SF
    • 6 Days On Market

    Current Estimated Value $1,695,719

    Last Listing Agent Nina Escueta FINE PROPERTIES

    9211 Midnight Pass Rd Unit 6, Sarasota, FL 34242
    • /32

      Est $1,458,917

      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

      Last Listing Agent Doug Parks MICHAEL SAUNDERS & COMPANY

  • /47

    $1,450,000

    • 3 Beds
    • 2 Baths
    • 1,916 Sq Ft

    622 Tropical Cir, Sarasota, FL 34242

    Beautifully reimagined and thoughtfully updated, this modern coastal residence on Siesta Key offers the relaxed island lifestyle so many buyers are seeking, with a wonderful blend of style, comfort and low-maintenance living. Set on an oversized lot in a peaceful neighborhood near the world-famous white quartz sands of Siesta Beach and the charm of Siesta Village, this move-in-ready home feels

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    622 Tropical Cir, Sarasota, FL 34242
  • /61

    $12,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,511 Sq Ft
    • House for Rent

    307 Avenida de Paradisio, Sarasota, FL 34242

    Welcome to your dream escape on Siesta Key—a completely reimagined coastal retreat designed to make every moment unforgettable.Tucked away on a quiet stretch of Avenida de Parasido, this stunning 3-bedroom, 2-bath home has been fully remodeled from top to bottom with brand-new, designer furnishings. Everything is fresh, pristine, and waiting, be among the very first to experience it.Step

    Beth Dilley ASCENDIA REAL ESTATE

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

    $1,340,000

    Sold Jun 29, 2026

    20 Whispering Sands Dr Unit 1102, Sarasota, FL 34242

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

    Last Sold Summary

    • 4% Below List Price
    • $915/SF
    • 83 Days On Market

    Current Estimated Value $1,322,777

    Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

    20 Whispering Sands Dr Unit 1102, Sarasota, FL 34242
    • /2

      Est $1,173,413

      Not Listed For Sale

      3737 Bayou Louise Ln, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 1,960 Sq Ft
      • Built 1997
      3737 Bayou Louise Ln, Sarasota, FL 34242

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Joey Lamielle RE/MAX ALLIANCE GROUP

  • /68

    $479,000

    • 1 Bed
    • 1 Bath
    • 708 Sq Ft

    6006 Midnight Pass Rd Unit 60, Sarasota, FL 34242

    Beautifully Updated One-Bedroom Condo on Siesta KeyEnjoy the best of island living in this beautifully updated one-bedroom, one-bath condominium on Siesta Key. This inviting unit has been completely updated and features all-new appliances and a new water heater, offering a fresh, move-in-ready interior.The community offers an impressive selection of on-site amenities, including:• Two

    Dawn Lacey LACEY REALTY INC

    6006 Midnight Pass Rd Unit 60, Sarasota, FL 34242
  • /24

    $7,600 Per Month

    • 2 Beds
    • 1 Bath
    • 959 Sq Ft
    • Condo for Rent

    1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242

    Gulf and Bay Club Bayside is one of the most attractive condominium units on Siesta Key. This beautifully remodeled unit offers luxury accommodations at a reasonable cost. Offering a beautiful lake view and steps to the resort-style pool. You will enjoy your stay every minute.Enjoy all of the luxurious amenities this unit has to offer, from comfortable King size bed to the comfy

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242
  • /2

    $420,000

    Sold Jan 05, 2026

    6350 Midnight Cove Rd Unit 710, Sarasota, FL 34242

    • 2 Beds
    • 1.5 Baths
    • 860 Sq Ft
    • Built 1979

    Last Sold Summary

    • 14% Below List Price
    • $488/SF
    • 30 Days On Market

    Current Estimated Value $454,873

    Last Listing Agent Nancie Kalin MICHAEL SAUNDERS & COMPANY

    6350 Midnight Cove Rd Unit 710, Sarasota, FL 34242
    • /2

      Est $3,363,984

      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

      Last Listing Agent David Lehrman THE SARASOTA REAL ESTATE COMP.

  • /22

    $575,000

    $415K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 1,550 Sq Ft

    3615 Higel Ave, Sarasota, FL 34242

    An exceptional opportunity on coveted Siesta Key, this duplex property with two units is offered as-is, with flexibility to restore the existing structure or rebuild to suit your vision. Situated on an expansive lot just minutes from Shell Beach and Siesta Key Public Beach, the property offers convenient access to world-famous sand beaches, dining, and shopping. Whether you are a builder,

    Tammy Hall GENSTONE REALTY

    3615 Higel Ave, Sarasota, FL 34242
  • /21

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 1,122 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 20, Sarasota, FL 34242

    Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 20, Sarasota, FL 34242
  • /2

    $852,500

    Sold Jan 07, 2026

    5780 Midnight Pass Rd Unit 303, Sarasota, FL 34242

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

    Last Sold Summary

    • 4% Below List Price
    • $626/SF
    • 20 Days On Market

    Current Estimated Value $882,430

    Last Listing Agent Curtis Ware KW COASTAL LIVING III

    5780 Midnight Pass Rd Unit 303, Sarasota, FL 34242
    • /67

      Est $1,938,374

      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

      Last Listing Agent Glenn Brown RE/MAX ALLIANCE GROUP

  • /100

    $6,300,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,841 Sq Ft

    1355 Roberts Bay Ln, Sarasota, FL 34242

    NEW 2026 MODERN TROPICAL ESTATE | 5 BEDROOMS | 2 PRIMARY SUITES | 3-CAR GARAGE | POOL CABANA | INTRACOASTAL VIEWSCompleted in 2026 by CribbsCo Development, this modern tropical residence makes an architectural statement with an approximately 9.5' x 9' Sapele wood pivot entry door handcrafted in the U.S. Two primary suites feature custom finished walk-in closets. The upstairs main primary

    Carolyn LoBue PREFERRED SHORE LLC

    1355 Roberts Bay Ln, Sarasota, FL 34242
  • /15

    $6,900 Per Month

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

    6154 Midnight Pass Rd Unit B07, Sarasota, FL 34242

    Welcome to Villa B07! This unit has been completely renovated with all new flooring, walls, windows, doors, kitchen cabinets, granite countertop, state-of-the-art stainless-steel appliances, a new full bath with walk-in shower and new vanity, new half bath with new vanity, and a new hot/cold shower on the outside of the villa. The two bedrooms sleep 4 comfortably but there is a queen-sized

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit B07, Sarasota, FL 34242
  • /2

    $650,000

    Sold Nov 25, 2025

    5963 Midnight Pass Rd Unit 355, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Built 1974

    Last Sold Summary

    • 21% Below List Price
    • $650/SF
    • 199 Days On Market

    Current Estimated Value $650,030

    Last Listing Agent Mary Beth Hudson COLDWELL BANKER REALTY

    5963 Midnight Pass Rd Unit 355, Sarasota, FL 34242
    • /2

      Est $2,939,813

      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

      Last Listing Agent Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

  • /15

    $5,250,000

    New Construction $700K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,250 Sq Ft

    7233 Midnight Pass Rd, Sarasota, FL 34242

    Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes

    Kiki Bowers COLDWELL BANKER REALTY

    7233 Midnight Pass Rd, Sarasota, FL 34242
  • /30

    $8,970 Per Month

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

    6020 Midnight Pass Rd Unit 1, Sarasota, FL 34242

    Villa 1 at Aloha Kai is ideally situated on Siesta Key, a popular barrier island along Florida’s West Coast. Nestled within the family-friendly, gated resort community of Aloha Kai, it lies in the heart of Crescent Beach—ranked the number one beach in the continental United States. Renowned for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s premier vacation

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 1, Sarasota, FL 34242
  • /2

    $1,125,000

    Sold Mar 31, 2026

    6342 Midnight Pass Rd Unit 423, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,214 Sq Ft
    • Built 1977

    Last Sold Summary

    • 13% Below List Price
    • $927/SF
    • 49 Days On Market

    Current Estimated Value $1,127,038

    Last Listing Agent Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    6342 Midnight Pass Rd Unit 423, Sarasota, FL 34242
    • /2

      Est $2,744,000

      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

      Last Listing Agent Barbara May MICHAEL SAUNDERS & COMPANY

Showing Results 601 - 640, Page 16 of 18

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