9,352

Siesta Key, FL Homes

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  • /51

    $1,395,000

    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    1260 Dolphin Bay Way Unit 404, Sarasota, FL 34242

    ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a

    Mina Johnson MICHAEL SAUNDERS & COMPANY

    1260 Dolphin Bay Way Unit 404, Sarasota, FL 34242
  • /38

    $15,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,898 Sq Ft
    • Condo for Rent

    22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242

    RATES AND AVAILABILITY VARY. AVAILABLE SEASON 2026! Welcome to a completely renovated, light-filled penthouse in the exclusive Sandy Cove community — where coastal design meets breathtaking Gulf views in every direction. This professionally managed 3-bedroom, 3-bath residence is fully turnkey furnished and thoughtfully designed for relaxed, upscale living.Every inch of the home has been

    Cole Collins COLDWELL BANKER REALTY

    22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242
  • /2

    $650,000

    Sold Aug 22, 2025

    670 Venice Ln, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 2,114 Sq Ft
    • Built 1971

    Last Sold Summary

    • 34% Below List Price
    • $307/SF
    • 118 Days On Market

    Current Estimated Value $823,347

    Last Listing Agent Debbie Lane RE/MAX ALLIANCE GROUP

    670 Venice Ln, Sarasota, FL 34242
    • /55

      Est $1,128,069

      Not Listed For Sale

      6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,214 Sq Ft
      • Built 1977
      6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242

      Last Sold Summary

      • 87 Days On Market

  • /76

    $739,000

    $60K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft

    1218 Moonmist Cir Unit S2, Sarasota, FL 34242

    Welcome to your New Home, minutes from the world-renowned Siesta Key Beach, consistently ranked as one of the #1 beaches in the U.S famous for its powdery white quartz sand and crystal-clear Gulf waters. This impeccably remodeled turnkey furnished home offers an exceptional opportunity to enjoy the best of coastal living within the charming Polynesian Gardens community.This, home offers a

    Jayne Appleyard EXP REALTY LLC

    1218 Moonmist Cir Unit S2, 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
  • /76

    $4,325,000

    Sold Apr 17, 2026

    750 Siesta Key Cir, Sarasota, FL 34242

    • 4 Beds
    • 4.5 Baths
    • 4,213 Sq Ft
    • Built 2013

    Last Sold Summary

    • 11% Below List Price
    • $1,027/SF
    • 52 Days On Market

    Current Estimated Value $4,252,425

    Last Listing Agent Rich Polese COMPASS FLORIDA LLC

    750 Siesta Key Cir, 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

  • /62

    $775,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    6204 Midnight Pass Rd Unit 205, Sarasota, FL 34242

    Welcome to your slice of paradise at Siesta Dunes Beach Community. This beautifully maintained 2-bedroom, 2-bath end-unit is located on the second floor and is offered turnkey furnished, making it ideal as a vacation getaway, investment property, or full-time residence. Being an end unit, the condo is filled with extra natural light and offers a charming peek-a-boo ocean view to remind you just

    Christine Green COLDWELL BANKER REALTY

    6204 Midnight Pass Rd Unit 205, 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

    $2,500,000

    Sold Dec 04, 2025

    91 Avenida Veneccia, Sarasota, FL 34242

    • 5 Beds
    • 4 Baths
    • 2,498 Sq Ft
    • Built 1946

    Last Sold Summary

    • 28% Below List Price
    • $1,001/SF
    • 202 Days On Market

    Current Estimated Value $2,529,868

    Last Listing Agent Jay Travis RE/MAX ALLIANCE GROUP

    91 Avenida Veneccia, 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

  • /69

    $1,150,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,498 Sq Ft

    5880 Midnight Pass Rd Unit 605, Sarasota, FL 34242

    Imagine awakening each morning to the gentle symphony of waves caressing powder-white sand on Siesta Key, where the Gulf of Mexico stretches endlessly before you in shimmering turquoise splendor. This exquisite two-bedroom, two-bathroom condominium nestled within the prestigious Casarina community offers a lifestyle that transcends ordinary coastal living. Perched elegantly upon seven acres of

    Dion Souza SARABAY REAL ESTATE INC

    5880 Midnight Pass Rd Unit 605, 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

    $1,650,000

    Sold Mar 26, 2026

    5348 Shadow Lawn Dr, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 2,477 Sq Ft
    • Built 1964

    Last Sold Summary

    • 8% Below List Price
    • $666/SF
    • 24 Days On Market

    Current Estimated Value $1,680,696

    Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5348 Shadow Lawn Dr, 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

  • /54

    $874,000

    $121K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 928 Sq Ft

    5400 Ocean Blvd Unit 9-4, Sarasota, FL 34242

    Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 9-4, 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

    $625,000

    Sold Sep 30, 2025

    1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Built 1988

    Last Sold Summary

    • 16% Below List Price
    • $553/SF
    • 115 Days On Market

    Current Estimated Value $642,125

    Last Listing Agent Marni Hayden CHROME REALTY LLC

    1311 Siesta Bayside Dr Unit 1311A, 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

  • /78

    $699,900

    Open Fri 1PM - 4PM
    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    1332 Siesta Bayside Dr Unit 1332C, Sarasota, FL 34242

    Turnkey furnished and beautifully updated, this 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail,

    Shane Lewis MICHAEL SAUNDERS & COMPANY

    1332 Siesta Bayside Dr Unit 1332C, 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

    $635,000

    Sold Jan 30, 2026

    1255 E Peppertree Dr Unit 506, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,462 Sq Ft
    • Built 1972

    Last Sold Summary

    • 15% Below List Price
    • $434/SF
    • 256 Days On Market

    Current Estimated Value $652,765

    Last Listing Agent Patti O Grady WATERSIDE REALTY LLC

    1255 E Peppertree Dr Unit 506, 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

  • /35

    $1,170,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,335 Sq Ft

    5790 Midnight Pass Rd Unit 506, Sarasota, FL 34242

    Gulf-front views at the Gulf & Bay Club, resort living on Siesta Key! Ideally on the fifth floor of the A Building in Gulf & Bay Club, this expansive two-bedroom residence showcases sweeping Gulf views and the signature lifestyle only Siesta Key ownership provides. With 1,335 square feet of interior living space and private lanai, this property delivers coastal elegance and remarkable comfort in

    Lisa Gullick PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5790 Midnight Pass Rd Unit 506, Sarasota, FL 34242
  • /46

    $3,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,381 Sq Ft
    • House for Rent

    1387 Moonmist Dr Unit G-2, Sarasota, FL 34242

    Island Living at Its Finest – Beautiful 2-Bedroom Villa on Siesta KeyExperience the best of Siesta Key living in this charming and beautifully maintained 2-bedroom, 2-bath villa located in the highly desirable Polynesian Gardens community. Available with a 6-month minimum lease, this inviting residence offers the perfect combination of comfort, convenience, and the relaxed coastal lifestyle

    Mark Singer FINE PROPERTIES

    1387 Moonmist Dr Unit G-2, Sarasota, FL 34242
  • /2

    $520,000

    Sold Apr 02, 2026

    1140 S Moonmist Ct Unit M5, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1968

    Last Sold Summary

    • 5% Below List Price
    • $451/SF
    • 118 Days On Market

    Current Estimated Value $520,279

    Last Listing Agent Heide Crino BLUESRQ REAL ESTATE INC

    1140 S Moonmist Ct Unit M5, 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

  • /54

    $399,000

    • 1 Bed
    • 1 Bath
    • 656 Sq Ft

    115 Pass Key Rd Unit 115, Sarasota, FL 34242

    Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless

    Tim Yocum, Sr COLDWELL BANKER REALTY

    115 Pass Key Rd Unit 115, Sarasota, FL 34242
  • /31

    $9,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Condo for Rent

    1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242

    Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key*Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
  • /2

    $632,500

    Sold Nov 12, 2025

    1200 E Peppertree Ln Unit 607, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1973

    Last Sold Summary

    • 27% Below List Price
    • $527/SF
    • 306 Days On Market

    Current Estimated Value $649,429

    Last Listing Agent Eliza Miller PEPPERTREE BAY REALTY INC

    1200 E Peppertree Ln Unit 607, Sarasota, FL 34242
    • /36

      Est $1,342,030

      Not Listed For Sale

      5790 Midnight Pass Rd Unit 608, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,433 Sq Ft
      • Built 1979
      5790 Midnight Pass Rd Unit 608, Sarasota, FL 34242

      Last Sold Summary

      • 19 Days On Market

  • /75

    $1,170,000

    $10K PRICE DROP
    • 2 Beds
    • 4 Baths
    • 1,263 Sq Ft

    6266 Midnight Pass Rd Unit 404, Sarasota, FL 34242

    RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle.

    Bob Stahlschmidt II BRIGHT REALTY

    6266 Midnight Pass Rd Unit 404, Sarasota, FL 34242
  • /14

    $8,370 Per Month

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

    6020 Midnight Pass Rd Unit 54, Sarasota, FL 34242

    Villa 54 at Aloha Kai is your ideal beach retreat, spacious, sun-filled, and designed for total relaxation. This corner villa features an open floor plan with abundant natural light, custom cabinetry, and thoughtful upgrades throughout. The updated kitchen includes stainless steel appliances and is fully equipped to make meal prep easy, while the in-unit washer and dryer add everyday convenience

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 54, Sarasota, FL 34242
  • /2

    $1,150,000

    Sold Aug 28, 2025

    5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,335 Sq Ft
    • Built 1979

    Last Sold Summary

    • 11% Below List Price
    • $861/SF
    • 12 Days On Market

    Current Estimated Value $1,164,812

    Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

    5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242
    • /35

      Est $606,766

      Not Listed For Sale

      915 Beach Rd Unit 114, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 940 Sq Ft
      • Built 1972
      915 Beach Rd Unit 114, Sarasota, FL 34242

      Last Sold Summary

      • 23 Days On Market

  • /57

    $25,000,000

    New Construction $3M PRICE INCREASE Pending
    • 5 Beds
    • 6.5 Baths
    • 6,301 Sq Ft

    4050 Higel Ave, Siesta Key, FL 34242

    Under contract-accepting backup offers. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and

    Faith Stutzman PHAM REALTY GROUP LLC

    4050 Higel Ave, Siesta Key, FL 34242
  • /26

    $9,300 Per Month

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

    1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242

    Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court view from the lanai. A few of your amenities include your own private garage, a washer and dryer IN THE CONDO, and a fully-equipped kitchen The community offers BBQ grills (6), two tennis courts,

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
  • /2

    $800,000

    Sold Apr 06, 2026

    37 Sandy Cove Rd Unit 3B, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,254 Sq Ft
    • Built 1967

    Last Sold Summary

    • 11% Below List Price
    • $638/SF
    • 0 Days On Market

    Current Estimated Value $809,163

    Last Listing Agent Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    37 Sandy Cove Rd Unit 3B, Sarasota, FL 34242
    • /40

      Est $1,690,910

      Not Listed For Sale

      1260 Dolphin Bay Way Unit 301, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 1997
      1260 Dolphin Bay Way Unit 301, Sarasota, FL 34242

      Last Sold Summary

      • 35 Days On Market

Showing Results 401 - 440, Page 11 of 18

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