9,260

Siesta Key, FL Homes

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  • /54

    $629,000

    • 1 Bed
    • 1 Bath
    • 612 Sq Ft

    6334 Midnight Pass Rd Unit 41, Sarasota, FL 34242

    Siesta Royale is a Beachfront complex on Siesta Key located on the world famous Crescent Beach. This unit is Located right by the pool and close to the beach. This unit has been updated with High end laminant flooring throughout, new appiances, Granite counters and all new impact windows with beautiful finishing touches that makes you feel like you are really on vacation. Perfect for investment

    Tom Ward WATERSIDE REALTY LLC

    6334 Midnight Pass Rd Unit 41, Sarasota, FL 34242
  • /20

    $5,370 Per Month

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

    6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242

    Starting at $179/night! Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, featuring a king-sized bed in the primary suite and a comfortable sleeper sofa in the living area. This stylish retreat boasts a fully equipped kitchen adjoining a spacious dining area, ideal for entertaining or relaxing meals. Enjoy the convenience of a private carport just steps from your door, while

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 53, 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 $1,175,959

    Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

    5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242
    • /2

      Est $390,207

      Not Listed For Sale

      1300 N Portofino Dr Unit 205, Sarasota, FL 34242

      • 1 Bed
      • 2 Baths
      • 780 Sq Ft
      • Built 1969
      1300 N Portofino Dr Unit 205, Sarasota, FL 34242

      Last Sold Summary

      • 217 Days On Market

      Last Listing Agent Michael Albano, PA COLDWELL BANKER REALTY

  • /51

    $639,000

    Open House 6/01 $58K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,306 Sq Ft

    6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242

    Under contract-accepting backup offers. PRICE REDUCTION for this bright and airy south-facing penthouse! Coveted for its soaring ceilings and the opportunity to add a bona fide upper-level third bedroom, this bayside penthouse offers exciting potential to create a luxurious full-time residence or home away from home. It has been well-maintainted with some thoughtful updates over the years

    Joan Winters EXIT KING REALTY

    6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242
  • /51

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,337 Sq Ft
    • Condo for Rent

    5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242

    This luxury Siesta Key beachfront unit in the exclusive Gulf and Bay Club offers full panoramic views of the Gulf of Mexico and the #1 beach in the USA, Siesta Key! This beautifully updated 2-bedroom, 2-bathroom unit features hardwood floors, granite countertops, and an abundance of cabinet space. The bathrooms are elegantly updated with tile and granite counters, making this a truly turnkey

    Robert Bevington SHOWTIME REALTY

    5740 Midnight Pass Rd Unit 303, 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 $804,225

    Last Listing Agent Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    37 Sandy Cove Rd Unit 3B, Sarasota, FL 34242
    • /68

      Est $1,187,025

      Not Listed For Sale

      6236 Midnight Pass Rd Unit 407, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 1,924 Sq Ft
      • Built 1979
      6236 Midnight Pass Rd Unit 407, Sarasota, FL 34242

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Dion Souza SARABAY REAL ESTATE INC

  • /58

    $1,589,000

    • 2 Beds
    • 2 Baths
    • 2,042 Sq Ft

    1280 Dolphin Bay Way Unit 402, Sarasota, FL 34242

    Welcome to Dolphin Bay, one of Siesta Key's premier waterfront communities, where luxury coastal living meets breathtaking scenery. This beautifully maintained 2-bedroom, 2-bath residence offers 2,217 square feet of thoughtfully designed living space with panoramic views of the Intracoastal Waterway, downtown Sarasota, and beyond.Filled with natural light, the open-concept floor plan was

    Mary Zilinskiy COLDWELL BANKER REALTY

    1280 Dolphin Bay Way Unit 402, Sarasota, FL 34242
  • /54

    $5,995 Per Month

    • 3 Beds
    • 2 Baths
    • 1,835 Sq Ft
    • House for Rent

    4237 Higel Ave, Sarasota, FL 34242

    Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the

    Joleisy Machado-Gonzales RELAX PROPERTY GROUP, LLC

    4237 Higel Ave, Sarasota, FL 34242
  • /2

    $2,050,000

    Sold May 04, 2026

    513 Venice Ln, Sarasota, FL 34242

    • 5 Beds
    • 3.5 Baths
    • 3,009 Sq Ft
    • Built 1993

    Last Sold Summary

    • 10% Below List Price
    • $681/SF
    • 118 Days On Market

    Current Estimated Value $2,006,245

    Last Listing Agent Curtis Ware KW COASTAL LIVING III

    513 Venice Ln, Sarasota, FL 34242
    • /74

      Est $862,908

      Not Listed For Sale

      20 Whispering Sands Dr Unit 205, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,282 Sq Ft
      • Built 1973
      20 Whispering Sands Dr Unit 205, Sarasota, FL 34242

      Last Sold Summary

      • 111 Days On Market

      Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

  • /38

    $986,000

    $64K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 782 Sq Ft

    711 Beach Rd Unit 408, Sarasota, FL 34242

    **This is the One! Coastal Contemporary Beachside Living!** Fantastic price for this stunning Penthouse-level, 4th-floor residence at Sunset Royale with beautiful unobstructed Gulf-facing views! Enjoy every sunrise and sunset! Ideally positioned just across the street from world-renowned Siesta Key Beach. This truly move-in ready condo has been beautifully renovated throughout, offering a

    Ryan Miller HARRY ROBBINS ASSOC INC

    711 Beach Rd Unit 408, Sarasota, FL 34242
  • /26

    $7,999 Per Month

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

    4660 Ocean Blvd Unit Q, Sarasota, FL 34242

    FULL GULF & SUNSET VIEWS | TURNKEY FURNISHED | WALK TO SIESTA VILLAGE & BEACHSeasonal rental available for January, February and March of 2027. Taxes are not included in the rent. Two small dogs allowed!You will be WOWED by the breathtaking full Gulf and sunset views from this TURNKEY FURNISHED Siesta Key residence! Ideally located within walking distance of the vibrant Siesta Village and

    Paul Svilokos RENTPRO MANAGEMENT LLC

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

    $2,800,000

    Sold Aug 20, 2026

    276 Island Cir, Sarasota, FL 34242

    • 4 Beds
    • 3 Baths
    • 2,292 Sq Ft
    • Built 2026

    Last Sold Summary

    • 10% Below List Price
    • $1,222/SF
    • 290 Days On Market

    Current Estimated Value $2,226,333

    Last Listing Agent Michael Cella CELLA'S REAL ESTATE INC

    276 Island Cir, Sarasota, FL 34242
    • /2

      Est $1,908,013

      Not Listed For Sale

      5125 Oxford Dr, Sarasota, FL 34242

      • 4 Beds
      • 4 Baths
      • 2,704 Sq Ft
      • Built 1992
      5125 Oxford Dr, Sarasota, FL 34242

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Joel Schemmel DOUGLAS ELLIMAN

  • /100

    $5,249,000

    $501K PRICE DROP
    • 8 Beds
    • 10 Baths
    • 4,681 Sq Ft

    316 Beach Rd, Sarasota, FL 34242

    Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout.Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms,

    Curtis Ware KW COASTAL LIVING III

    316 Beach Rd, Sarasota, FL 34242
  • /32

    $8,300 Per Month

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

    1200 E Peppertree Ln Unit 402, Sarasota, FL 34242

    This condo is a 30-night minimum.Condo 1200-402 at Peppertree Bay on Siesta KeyThis 2 bedroom, 2 bathrooms recently remodeled, is only steps away from Crescent Beach and is located on the 4th floor.This condo comfortably sleeps 6 guests.The master King bedroom is equipped with a 43'' Smart TV for your entertainment and a ceiling fan. The master bathroom has a walk-in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
  • /2

    $875,000

    Sold Jan 15, 2026

    757 Beach Rd Unit 300, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,181 Sq Ft
    • Built 1970

    Last Sold Summary

    • $741/SF

    Current Estimated Value $865,849

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

    757 Beach Rd Unit 300, Sarasota, FL 34242
    • /2

      Est $992,963

      Not Listed For Sale

      5300 Ocean Blvd Unit 803, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,375 Sq Ft
      • Built 1973
      5300 Ocean Blvd Unit 803, Sarasota, FL 34242

      Last Sold Summary

      • 267 Days On Market

      Last Listing Agent Diane Goodwin EXP REALTY LLC

  • /54

    $745,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    5855 Midnight Pass Rd Unit 420, Sarasota, FL 34242

    Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This

    Mihaela Dragan FINE PROPERTIES

    5855 Midnight Pass Rd Unit 420, Sarasota, FL 34242
  • /55

    $7,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,439 Sq Ft
    • House for Rent

    4852 Featherbed Ln, Sarasota, FL 34242

    Welcome to your slice of paradise on Siesta Key, where island charm, relaxation, and convenience come together for the perfect beach getaway.This beautifully maintained 4-bedroom, 3-bathroom home is designed for making memories with family and friends. Spend your days lounging by the private heated saltwater pool, fire up the grill for an evening BBQ, or explore the island on the two

    Catherine Mitchell SANDRONI HOLDINGS REAL ESTATE LLC

    4852 Featherbed Ln, Sarasota, FL 34242
  • /2

    $1,125,000

    Sold Feb 19, 2026

    5916 Midnight Pass Rd Unit 102, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $959/SF
    • 6 Days On Market

    Current Estimated Value $1,104,552

    Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

    5916 Midnight Pass Rd Unit 102, Sarasota, FL 34242
    • /40

      Est $1,622,039

      Not Listed For Sale

      599 Commonwealth Ln, Sarasota, FL 34242

      • 4 Beds
      • 3 Baths
      • 2,156 Sq Ft
      • Built 1972
      599 Commonwealth Ln, Sarasota, FL 34242

      Last Sold Summary

      • 142 Days On Market

      Last Listing Agent Andrew Bers PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /69

    $3,675,000

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,788 Sq Ft

    3939 Higel Ave, Sarasota, FL 34242

    Now Offered At a Refined Price — Modern Siesta Key Living. Set on the north end of Siesta Key, this striking modernist residence offers the rare balance of island serenity and seamless access to the mainland, placing vibrant downtown Sarasota, Southside Village, and the area’s cultural and dining destinations just minutes away—while the azure waters of the Gulf of Mexico and Siesta Key’s

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3939 Higel Ave, Sarasota, FL 34242
  • /11

    $8,250 Per Month

    • 2 Beds
    • 2 Baths
    • 1,043 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242

    Welcome to this beautifully updated, Gulf-facing apartment located directly on the soft white sands of Crescent Beach. Designed for comfort and relaxation, this spacious unit offers sweeping views of the Gulf of Mexico and nightly sunsets that are nothing short of spectacular. Whether you're lounging in the tastefully decorated living room or enjoying a quiet moment on the private, screened-in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242
  • /2

    $450,000

    Sold Dec 19, 2025

    1350 N Portofino Dr Unit 208, Sarasota, FL 34242

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

    Last Sold Summary

    • 18% Below List Price
    • $484/SF
    • 188 Days On Market

    Current Estimated Value $459,571

    Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

    1350 N Portofino Dr Unit 208, Sarasota, FL 34242
    • /70

      Est $1,941,534

      Not Listed For Sale

      4099 Higel Ave, Sarasota, FL 34242

      • 6 Beds
      • 5 Baths
      • 4,223 Sq Ft
      • Built 1991
      4099 Higel Ave, Sarasota, FL 34242

      Last Sold Summary

      • 268 Days On Market

      Last Listing Agent Joshua Beckmann BECKMANN REAL ESTATE

  • /43

    $515,000

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

    5619 Midnight Pass Rd Unit 503, Sarasota, FL 34242

    Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds. Ideally located directly across from world-famous Siesta Key Beach where you will conveniently find pickleball, tennis, volleyball and a playground. This turn-key, pet-friendly furnished completely remodeled 2/2 condominium

    Kadie Nolan PREFERRED SHORE LLC

    5619 Midnight Pass Rd Unit 503, Sarasota, FL 34242
  • /45

    $11,000 Per Month

    • 3 Beds
    • 3 Baths
    • 3,324 Sq Ft
    • House for Rent

    681 Avenida de Mayo, Sarasota, FL 34242

    Park your Boat behind your home .... Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply

    Colette Jay HORIZON REALTY INTERNATIONAL

    681 Avenida de Mayo, Sarasota, FL 34242
  • /2

    $3,600,000

    Sold May 12, 2026

    329 Beach Rd Unit B, Sarasota, FL 34242

    • 5 Beds
    • 7 Baths
    • 4,563 Sq Ft
    • Built 2020

    Last Sold Summary

    • 9% Below List Price
    • $789/SF
    • 58 Days On Market

    Current Estimated Value $3,628,317

    Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

    329 Beach Rd Unit B, Sarasota, FL 34242
    • /75

      Est $1,880,037

      Not Listed For Sale

      5400 Ocean Blvd Unit 9-3, Sarasota, FL 34242

      • 2 Beds
      • 3 Baths
      • 1,437 Sq Ft
      • Built 1970
      5400 Ocean Blvd Unit 9-3, Sarasota, FL 34242

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Christopher Davenport STARLINK REALTY INC

  • /15

    $970,000

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft

    1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242

    Experience coastal living and investment potential in this beautifully appointed 3-bedroom, 2-bathroom townhome, ideally located in the highly sought-after Gulf and Bay Club Bayside community on Siesta Key. Just minutes from the world-renowned beaches and Siesta Key Village, this property offers the perfect blend of relaxation and convenience to shopping, dining and entertainment. This turn-key

    Amy Nadell COLDWELL BANKER REALTY

    1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242
  • /22

    $9,550 Per Month

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

    1125 W Peppertree Dr Unit 407, Sarasota, FL 34242

    Discover modern comfort in this stylishly updated 2BR/2BA vacation rental condo. Perfect for relaxation and rejuvenation, this well-appointed space offers everything you need for a memorable getaway. Enjoy garden views from the lanai. Modern amenities include new coastal-inspired furniture and stainless steel appliances. Enjoy community pool access for refreshing dips after beach days. Bask in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1125 W Peppertree Dr Unit 407, Sarasota, FL 34242
  • /2

    $925,000

    Sold Jun 22, 2026

    625 Beach Rd Unit 602, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Built 1975

    Last Sold Summary

    • 29% Below List Price
    • $809/SF
    • 176 Days On Market

    Current Estimated Value $963,905

    Last Listing Agent Susanne Losso COLDWELL BANKER REALTY

    625 Beach Rd Unit 602, Sarasota, FL 34242
    • /63

      Est $3,566,819

      Not Listed For Sale

      5349 Hidden Harbor Rd, Sarasota, FL 34242

      • 4 Beds
      • 5 Baths
      • 4,457 Sq Ft
      • Built 1972
      5349 Hidden Harbor Rd, Sarasota, FL 34242

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Stacy Hanan MICHAEL SAUNDERS & COMPANY

  • /44

    $546,662

    $52K 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
  • /96

    $4,500 Per Month

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

    1257 S Portofino Dr Unit 38, Sarasota, FL 34242

    Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or your morning coffee from the

    Kay Esposito SIGNATURE REALTY ASSOCIATES

    1257 S Portofino Dr Unit 38, Sarasota, FL 34242
  • /2

    $810,000

    Sold Nov 21, 2025

    1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242

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

    Last Sold Summary

    • 25% Below List Price
    • $696/SF
    • 264 Days On Market

    Current Estimated Value $841,317

    Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242
    • /2

      Est $1,518,668

      Not Listed For Sale

      716 Tropical Cir, Sarasota, FL 34242

      • 4 Beds
      • 3.5 Baths
      • 2,732 Sq Ft
      • Built 1980
      716 Tropical Cir, Sarasota, FL 34242

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Stacey King MICHAEL SAUNDERS & COMPANY

Showing Results 441 - 480, Page 12 of 18

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