Siesta Key, FL Homes

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  /51

  $585,000

  Under Contract

  • 2 Beds
  • 1.5 Baths
  • 836 Sq Ft

  6154 Midnight Pass Rd Unit B5, Sarasota, FL 34242

  Under contract-accepting backup offers. Rarely does a beautifully renovated, turnkey villa become available at this price in Casa Blanca. Welcome to one of Siesta Key’s most desirable Gulf-side communities. This thoughtfully updated two-bedroom, one-and-a-half-bath villa is bright, inviting, and ready to enjoy from day one. The open floor plan features stylish coastal finishes, an updated kitchen

  

  Renee Nadiv

  WILLIAM RAVEIS - FLORIDA LLC

  6154 Midnight Pass Rd Unit B5, Sarasota, FL 34242
• Explore Siesta Key

• 

  

  

  /49

  $9,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,489 Sq Ft
  • Condo for Rent

  6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242

  ***AVAILABLE MAY 2026 THRU DECEMBER 2026. BOOKED FOR SEASON AND THEN AVAILABLE AGAIN APRIL 2027*** Welcome to the Beach! Prime Siesta Key location. This large, spacious 2 Bedroom/2 Bath split floor plan condo comes with a full-length balcony with views of the gulf and intracoastal waterway, as well as the beautiful sunsets. Available as a monthly rental, the interior boasts a decorative

  

  Anthony DeLuca

  AUDREY RAIN RENTALS, INC

  6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
• 

  

  /2

  $1,761,000

  Sold Nov 10, 2025

  4929 Oxford Dr, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,878 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $612/SF
  • 2 Days On Market

  Current Estimated Value $1,764,947

  Last Listing Agent Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

  4929 Oxford Dr, Sarasota, FL 34242
• 

  

  

  /50

  Est $4,745,459

  Not Listed For Sale

  3954 Roberts Point Rd, Sarasota, FL 34242

  • 5 Beds
  • 5 Baths
  • 4,214 Sq Ft
  • Built 2014

  3954 Roberts Point Rd, Sarasota, FL 34242

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY
• 

  

  

  /92

  $575,000

  $75K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,259 Sq Ft

  5600 Beach Way Dr Unit 201, Sarasota, FL 34242

  SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom

  

  Ashley Nevadomski

  WILLIAM RAVEIS - FLORIDA LLC

  5600 Beach Way Dr Unit 201, Sarasota, FL 34242
• 

  

  /17

  $5,368

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • Condo for Rent

  5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242

  The advertised rate of $5,369/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242
• 

  /2

  $360,000

  Sold Mar 31, 2026

  1250 N Portofino Dr Unit 305, Sarasota, FL 34242

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft
  • Built 1969

  Last Sold Summary

  • 28% Below List Price
  • $462/SF
  • 847 Days On Market

  Current Estimated Value $365,188

  Last Listing Agent Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1250 N Portofino Dr Unit 305, Sarasota, FL 34242
• 

  

  /60

  Est $7,771,905

  Not Listed For Sale

  5131 Jungle Plum Rd, Sarasota, FL 34242

  • 6 Beds
  • 6.5 Baths
  • 6,369 Sq Ft
  • Built 2001

  5131 Jungle Plum Rd, Sarasota, FL 34242

  Last Sold Summary

  • 252 Days On Market

  Last Listing Agent Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY
• 

  

  /38

  $299,000

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242

  Discover one of Siesta Key's best values at White Sands Village, where island living meets exceptional affordability. This beautifully furnished one-bedroom, one-bath condominium is ideally located just across the street from world-famous Siesta Key Beach and only a short stroll to the public beach access. One of the few pet-friendly communities on Siesta Key, White Sands Village welcomes

  

  Renee Nadiv

  WILLIAM RAVEIS - FLORIDA LLC

  5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242
• 

  

  /56

  $17,000 Per Month

  • 5 Beds
  • 5 Baths
  • 3,126 Sq Ft
  • House for Rent

  5624 Cape Leyte Dr, Sarasota, FL 34242

  Prime Siesta Key Waterfront Retreat – Fully Furnished & Walk to the Beach Welcome to 5624 Cape Leyte Drive, a fully furnished luxury beach retreat just a short walk to world-famous Siesta Key Beach. This turnkey property showcases refined coastal elegance with designer furnishings, Italian tile and quartz finishes throughout, and spa-inspired bathrooms featuring rainfall showers. Every detail

  

  Wally Sabrii

  SARASOTA INTERNATIONAL REALTY

  5624 Cape Leyte Dr, Sarasota, FL 34242
• 

  /2

  $1,527,000

  Sold Sep 26, 2025

  5033 Oxford Dr, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 2,496 Sq Ft
  • Built 1960

  Last Sold Summary

  • 24% Below List Price
  • $612/SF
  • 124 Days On Market

  Current Estimated Value $1,607,068

  Last Listing Agent Jackie Eberley COLDWELL BANKER REALTY

  5033 Oxford Dr, Sarasota, FL 34242
• 

  /2

  Est $7,362,208

  Not Listed For Sale

  3960 Roberts Point Rd, Sarasota, FL 34242

  • 4 Beds
  • 7 Baths
  • 5,282 Sq Ft
  • Built 2024

  3960 Roberts Point Rd, Sarasota, FL 34242

  Last Sold Summary

  • 145 Days On Market

  Last Listing Agent Tammy Dentici BRIGHT REALTY
• 

  

  /96

  $449,900

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft

  1257 S Portofino Dr Unit 104, Sarasota, FL 34242

  Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats

  

  Suzy Kolaz

  KELLER WILLIAMS ON THE WATER S

  1257 S Portofino Dr Unit 104, Sarasota, FL 34242
• 

  

  /17

  $2,369

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 333 Sq Ft
  • Condo for Rent

  60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242

  The advertised rate of $2,369/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  60 Avenida Veneccia Unit SI FL2-ID1591442P, Siesta Key, FL 34242
• 

  /2

  $1,275,000

  Sold Mar 30, 2026

  5750 Midnight Pass Rd Unit 704, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,335 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Below List Price
  • $955/SF
  • 30 Days On Market

  Current Estimated Value $1,279,173

  Last Listing Agent Adnan Dedic COMPASS FLORIDA LLC

  5750 Midnight Pass Rd Unit 704, Sarasota, FL 34242
• 

  /2

  Est $696,822

  Not Listed For Sale

  5961 Midnight Pass Rd Unit 306, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1974

  5961 Midnight Pass Rd Unit 306, Sarasota, FL 34242

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY
• 

  

  /97

  $2,600,000

  • 4 Beds
  • 3 Baths
  • 2,689 Sq Ft

  339 Treasure Boat Way, Sarasota, FL 34242

  Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find

  

  Tonna Gruber

  KW SUNCOAST

  339 Treasure Boat Way, Sarasota, FL 34242
• 

  

  /20

  $5,564

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • Condo for Rent

  6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242

  The advertised rate of $5,564/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 18, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
• 

  /2

  $1,075,000

  Sold Mar 24, 2026

  6140 Midnight Pass Rd Unit 601, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Built 1967

  Last Sold Summary

  • 20% Below List Price
  • $693/SF
  • 175 Days On Market

  Current Estimated Value $1,139,908

  Last Listing Agent Suki Scollo COLDWELL BANKER REALTY

  6140 Midnight Pass Rd Unit 601, Sarasota, FL 34242
• 

  /2

  Not Listed For Sale

  5963 Midnight Pass Rd Unit 344, Sarasota, FL 34242

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

  5963 Midnight Pass Rd Unit 344, Sarasota, FL 34242

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Cheryl Santelli PEPPERTREE BAY REALTY INC
• 

  

  /27

  $849,000

  $141K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  5026 Calle Minorga, Siesta Key, FL 34242

  A rare opportunity in the heart of Siesta Key Village, this furnished 3-bedroom cottage offers something few properties on the island can: the ability to combine location, flexibility, and potential business use in one highly visible setting.Zoned OPI—Office, Professional, and Institutional—the property is among a limited number of Village locations where certain businesses may legally

  

  Kim Donahue

  MEDWAY REALTY

  5026 Calle Minorga, Siesta Key, FL 34242
• 

  

  /20

  $9,466

  Total Monthly Price

  • 3 Beds
  • 3 Baths
  • 1,732 Sq Ft
  • Condo for Rent

  5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242

  The advertised rate of $9,467/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 19, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  5780 Midnight Pass Rd Unit SI ID1591412P, Siesta Key, FL 34242
• 

  /2

  $522,500

  Sold Jun 02, 2026

  5830 Midnight Pass Rd Unit 25, Sarasota, FL 34242

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft
  • Built 1962

  Last Sold Summary

  • 16% Below List Price
  • $718/SF
  • 255 Days On Market

  Current Estimated Value $506,992

  Last Listing Agent Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

  5830 Midnight Pass Rd Unit 25, Sarasota, FL 34242
• 

  

  /72

  Est $600,664

  Not Listed For Sale

  101 Whispering Sands Dr Unit 206, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1969

  101 Whispering Sands Dr Unit 206, Sarasota, FL 34242

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY
• 

  

  /35

  $699,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1200 E Peppertree Ln Unit 302, Sarasota, FL 34242

  PRICE IMPROVEMENT OF $40.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. This sought-after split-plan residence offers bright open living spaces, exceptional privacy, and the convenience of effortless island living with resort-style Gulf-to-Bay amenities just moments from world-famous Siesta Beach. Offered fully turnkey furnished, this beautifully

  

  Renee Nadiv

  WILLIAM RAVEIS - FLORIDA LLC

  1200 E Peppertree Ln Unit 302, Sarasota, FL 34242
• 

  

  /20

  $13,770

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 2,206 Sq Ft
  • Condo for Rent

  5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242

  The advertised rate of $13,771/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 13, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it

  5165 Sandy Cove Ave Unit SI ID1578384P, Siesta Key, FL 34242
• 

  /2

  $1,200,000

  Sold Jul 08, 2026

  604 Avenida de Mayo, Sarasota, FL 34242

  • 4 Beds
  • 4 Baths
  • 2,173 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Below List Price
  • $552/SF
  • 164 Days On Market

  Current Estimated Value $1,237,936

  Last Listing Agent Dan DeSoto, Jr MICHAEL SAUNDERS & COMPANY

  604 Avenida de Mayo, Sarasota, FL 34242
• 

  

  /36

  Est $817,142

  Not Listed For Sale

  1600 Cove II Place Unit 420, Sarasota, FL 34242

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft
  • Built 1979

  1600 Cove II Place Unit 420, Sarasota, FL 34242

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Peter Lev EXCEPTIONS REALTY
• 

  

  /50

  $625,000

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242

  Welcome to Casa Blanca, one of Siesta Key's most sought-after beachfront communities. This beautifully renovated two-bedroom, one-bath villa is ideally located on the Gulf side of Midnight Pass Road, just steps from the world-famous white quartz sands and turquoise waters of Crescent Beach. Situated near Point of Rocks, residents and guests enjoy some of the island's best beach walking, shelling,

  

  Jennifer Thompson

  COLDWELL BANKER REALTY

  6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242
• 

  

  /15

  $2,579

  Total Monthly Price

  • Studio
  • 1 Bath
  • Condo for Rent

  60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242

  The advertised rate of $2,580/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 15, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  60 Avenida Veneccia Unit SI ID1591521P, Siesta Key, FL 34242
• 

  /2

  $1,290,000

  Sold Feb 19, 2026

  20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Built 1973

  Last Sold Summary

  • 14% Below List Price
  • $1,006/SF
  • 86 Days On Market

  Current Estimated Value $1,264,614

  Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

  20 Whispering Sands Dr Unit 1205, Sarasota, FL 34242
• 

  

  /47

  Est $809,614

  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

  • 3 Days On Market

  Last Listing Agent Tyler Shanahan COLDWELL BANKER REALTY
• 

  

  /38

  $509,000

  • 2 Beds
  • 2 Baths
  • 998 Sq Ft

  220 Pass Key Rd Unit 220, Sarasota, FL 34242

  Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after waterfront communities.Bring your vision and transform this well-located residence into the coastal getaway you've always imagined. Whether you're looking for a winter escape from the cold, a seasonal home to enjoy for years

  

  Jeff Lauer

  EXP REALTY LLC

  220 Pass Key Rd Unit 220, Sarasota, FL 34242
• 

  

  /20

  $5,564

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • Condo for Rent

  6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242

  The advertised rate of $5,564/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 18, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  6265 Midnight Pass Rd Unit SI FL2-ID1545741P, Siesta Key, FL 34242
• 

  /2

  $570,000

  Sold Aug 03, 2026

  915 Beach Rd Unit 215, Sarasota, FL 34242

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Below List Price
  • $757/SF
  • 81 Days On Market

  Current Estimated Value $565,688

  Last Listing Agent Amber Moss RE/MAX REALTY TEAM

  915 Beach Rd Unit 215, Sarasota, FL 34242
• 

  /2

  Est $7,140,359

  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

  • 502 Days On Market

  Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY
• 

  

  /55

  $334,900

  $95K PRICE DROP Pending

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft

  1350 N Portofino Dr Unit 107, Sarasota, FL 34242

  Welcome to Siesta Harbor, a highly desirable 55+ waterfront community on world-famous Siesta Key, where spectacular canal and Intracoastal Waterway views create the perfect backdrop for relaxed coastal living. Located directly across the street from deeded beach access, you'll enjoy the best of both worlds—boating from your backyard and one of America's top-rated beaches just steps away. This

  

  Scotty Ledford

  VUE REALTY, LLC

  1350 N Portofino Dr Unit 107, Sarasota, FL 34242
• 

  

  /20

  $6,789

  Total Monthly Price

  • 4 Beds
  • 3 Baths
  • 1,797 Sq Ft
  • Condo for Rent

  5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242

  The advertised rate of $6,789/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 30, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242
• 

  /2

  $1,000,000

  Sold Jan 29, 2026

  4920 Higel Ave, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft
  • Built 1957

  Last Sold Summary

  • 17% Below List Price
  • $483/SF
  • 159 Days On Market

  Current Estimated Value $1,089,183

  Last Listing Agent Tony Andrews ANDREWS & ASSOCIATES REALTY

  4920 Higel Ave, Sarasota, FL 34242
• 

  /2

  Est $1,137,456

  Not Listed For Sale

  6312 Midnight Pass Rd Unit 102S, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft
  • Built 1968

  6312 Midnight Pass Rd Unit 102S, Sarasota, FL 34242

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Kristina Rain MICHAEL SAUNDERS & COMPANY

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