Siesta Key, FL Homes

• 

  

  

  /78

  $3,449,000

  • 4 Beds
  • 5 Baths
  • 4,194 Sq Ft

  611 Tremont St, Sarasota, FL 34242

  A spectacular offering on one of Siesta Key’s most coveted streets, this stunning canal-front residence on Tremont Street represents a truly special opportunity to own a home that seamlessly blends boating, timeless island charm, and refined coastal living. Tucked beneath mature trees in a quiet, established enclave known for its old Siesta character, the property offers private canal frontage

  Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

  611 Tremont St, Sarasota, FL 34242
• 

  

  

  /91

  $14,000 per month

  • 4 Beds
  • 3 Baths
  • 2,341 Sq Ft
  • House for Rent

  412 Treasure Boat Way, Sarasota, FL 34242

  Discover your dream home with this exquisite single family residence available for annual rental. This remarkable property redefines elegance and comfort, featuring stunning one-of-a-kind architecture that combines exceptional design with spacious living. Crafted for discerning tenants who appreciate the finer things in life, the home boasts four generously sized bedrooms and three luxurious

  Beth Dilley ASCENDIA REAL ESTATE

  412 Treasure Boat Way, Sarasota, FL 34242
• 

  

  /2

  $1,640,000 Sold Sep 12, 2025

  4831 Primrose Path, Sarasota, FL 34242

  • 4 Beds
  • 7 Baths
  • 3,893 Sq Ft
  • Built 1964

  Last Sold Summary

  • 9% Below List Price
  • $421/SF
  • 31 Days On Market

  Current Estimated Value $1,628,690

  Last Listing Agent Derek Edwards KELLER WILLIAMS ON THE WATER S

  4831 Primrose Path, Sarasota, FL 34242
• 

  

  /2

  Est $1,679,831 Not Listed For Sale

  5536 Contento Dr, Sarasota, FL 34242

  • 4 Beds
  • 2.5 Baths
  • 2,527 Sq Ft
  • Built 1969

  5536 Contento Dr, Sarasota, FL 34242

  Last Sold Summary

  • 15% Below List Price
  • $778/SF
  • 32 Days On Market

  Last Sold Price $1,965,000

  Last Listing Agent Mark Coppens EXP REALTY LLC
• 

  

  

  /49

  $1,250,000 Pending

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

  6342 Midnight Pass Rd Unit 423, Sarasota, FL 34242

  Under contract-accepting backup offers. Experience effortless beachfront living from this turnkey-furnished, second-floor condominium with elevator access and sweeping views of the turquoise waters of the Gulf of Mexico and the newly updated pool area. Enjoy morning coffee to the sound of the surf and spectacular sunsets with uninterrupted shoreline views. BEST OF ALL - THIS UNIT SUSTAINED NO

  Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

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

  

  /13

  $7,500 per month

  • 4 Beds
  • 3 Baths
  • 2,392 Sq Ft
  • House for Rent

  306 Island Cir, Sarasota, FL 34242

  Available now. Lovely pool home with canal water frontage located in Siesta Key's peaceful and secluded neighborhood of PalmIsland. Completely renovated with new kitchen, bathrooms, and floor coverings throughout this island retreat. Walk four blocks to the crystalsands of world famous Siesta Beach, and just a short walk to the Village. Beautiful backyard with spacious patio, heated

  Timothy Bloch QUEST PROPERTIES INC

  306 Island Cir, Sarasota, FL 34242
• 

  /2

  $2,000,000 Sold Dec 19, 2025

  3925 Hamilton Club Cir Unit 7, Sarasota, FL 34242

  • 3 Beds
  • 3.5 Baths
  • 2,884 Sq Ft
  • Built 1994

  Last Sold Summary

  • 13% Below List Price
  • $693/SF
  • 51 Days On Market

  Current Estimated Value $2,148,602

  Last Listing Agent Barbara Dumbaugh MICHAEL SAUNDERS & COMPANY

  3925 Hamilton Club Cir Unit 7, Sarasota, FL 34242
• 

  

  /85

  Est $2,962,744 Not Listed For Sale

  5330 Siesta Cove Dr, Sarasota, FL 34242

  • 4 Beds
  • 4 Baths
  • 4,680 Sq Ft
  • Built 1977

  5330 Siesta Cove Dr, Sarasota, FL 34242

  Last Sold Summary

  • 10% Below List Price
  • $705/SF
  • 95 Days On Market

  Last Sold Price $3,300,000

  Last Listing Agent Denise Mei Michael Saunders
• 

  

  /54

  $643,000 Open House 7/02

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft

  6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242

  Tremendous value for this 4th floor condo for sale at the Excelsior Beach to Bay Complex! Coveted for its soaring ceilings and the opportunity to add a bona fide 3rd bedroom, you can redesign this bayside penthouse into a luxurious home/home away from home. Take your time as there have been updates, it's in great condition and quite lovely as is. This particular unit faces south and is filled

  Joan Winters EXIT KING REALTY

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

  

  /18

  $12,600 per month

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • House for Rent

  301 Avenida Madera Unit B, Sarasota, FL 34242

  Current Availability: 4/6/2025 This is THE location! Just steps to the Village cafe and the Hub Bar and Grille, and a short walk to the beach. Our 2 bedroom 2 bath beautifully updated property offers a coastal theme and open floor plan. A queen size sofa bed and an auto -inflatable queen size EZ Bed, makes this home comfortable to sleep 6 occupants. Granite countertops, stainless steel

  Robert Bevington SHOWTIME REALTY

  301 Avenida Madera Unit B, Sarasota, FL 34242
• 

  /2

  $1,520,000 Sold Sep 02, 2025

  4408 Midnight Pass Rd, Sarasota, FL 34242

  • 4 Beds
  • 3.5 Baths
  • 2,611 Sq Ft
  • Built 1951

  Last Sold Summary

  • 10% Below List Price
  • $582/SF
  • 124 Days On Market

  Last Listing Agent Michelle Shiver KELLER WILLIAMS ON THE WATER S

  4408 Midnight Pass Rd, Sarasota, FL 34242
• 

  

  /50

  Est $551,977 Not Listed For Sale

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft
  • Built 1979

  Unlisted Address

  Last Sold Summary

  • 19% Below List Price
  • $678/SF
  • 10 Days On Market

  Last Sold Price $685,000

  Last Listing Agent Steven McNally WATERSIDE REALTY LLC
• 

  

  /100

  $5,750,000

  • 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.Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting.The top floor serves as the heart of the home,

  Curtis Ware KW COASTAL LIVING III

  316 Beach Rd, Sarasota, FL 34242
• 

  

  /34

  $12,600 per month

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • House for Rent

  301 Avenida Madera Unit A, Sarasota, FL 34242

  Current Availability: 5/19/2024-5/25/2024, 5/30/2024-6/7/2024, 6/23/2024-7/26/2024, 8/24/2024-10/25/2024, 11/3/2024-11/7/2024, 11/17/2024-12/5/2024 If you are looking for the perfect location for your next vacation, then your search is over! This 2 bedroom, 2 bath property features a prime location within The Village of Siesta Key and is a few blocks to the beach. Beautifully updated,

  Robert Bevington SHOWTIME REALTY

  301 Avenida Madera Unit A, Sarasota, FL 34242
• 

  /2

  $1,577,000 Sold Dec 04, 2025

  5164 Windward Ave, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft
  • Built 1974

  Last Sold Summary

  • 12% Below List Price
  • $800/SF
  • 92 Days On Market

  Current Estimated Value $1,593,863

  Last Listing Agent Taylor Thompson WILLIAM RAVEIS REAL ESTATE

  5164 Windward Ave, Sarasota, FL 34242
• 

  

  /49

  Est $501,066 Not Listed For Sale

  26 Sandy Cove Rd Unit 6H, Sarasota, FL 34242

  • 1 Bed
  • 1 Bath
  • 561 Sq Ft
  • Built 1968

  26 Sandy Cove Rd Unit 6H, Sarasota, FL 34242

  Last Sold Summary

  • 15% Below List Price
  • $1,052/SF
  • 88 Days On Market

  Last Sold Price $590,000

  Last Listing Agent Suki Scollo COLDWELL BANKER REALTY
• 

  

  /26

  $8,900,000

  • Land
  • 1.2 Acres
  • $7,416,667 per Acre

  4105 Shell Rd, Sarasota, FL 34242

  Siesta Key North end with 140+ feet of panoramic views. Seawall and rip wrap secured Gulf Front estate parcel. Discover a rare opportunity on Sarasota's coveted "Gold Coast" with this expansive Gulf-front property. Spanning 52,121 square feet with 141 feet of direct Gulf frontage, this lot provides the perfect canvas for your custom waterfront home. Enjoy unobstructed, sweeping vistas and

  Michael Hays MICHAEL SAUNDERS & COMPANY

  4105 Shell Rd, Sarasota, FL 34242
• 

  

  /79

  $7,000 per month

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

  4852 Featherbed Ln, Sarasota, FL 34242

  SIESTA KEY, Sarasota, Single Family Pool Home....Well-positioned for convenience and natural attractions . . . and dinners are breezy on your patio! The advantages of this appealing home in the Siesta area of Siesta Key become apparent while you are still walking the perimeter. The clear blue pool and the patio are a perfect pairing of amenities, supporting a variety of social activities and

  Jane Hunter JENNETTE PROPERTIES INC

  4852 Featherbed Ln, Sarasota, FL 34242
• 

  /2

  $735,000 Sold Nov 05, 2025

  717 Treasure Boat Way, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,978 Sq Ft
  • Built 1973

  Last Sold Summary

  • 18% Below List Price
  • $372/SF
  • 175 Days On Market

  Current Estimated Value $772,306

  Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  717 Treasure Boat Way, Sarasota, FL 34242
• 

  /2

  Est $1,551,846 Not Listed For Sale

  4820 Higel Ave, Sarasota, FL 34242

  • 4 Beds
  • 3 Baths
  • 2,672 Sq Ft
  • Built 1972

  4820 Higel Ave, Sarasota, FL 34242

  Last Sold Summary

  • 6% Below List Price
  • $618/SF
  • 23 Days On Market

  Last Sold Price $1,650,000

  Last Listing Agent Ryan Skrzypkowski COLDWELL BANKER REALTY

Showing Results 681 - 720, Page 18 of 18