9,352

Siesta Key, FL Homes

Section Image
  • /42

    $1,385,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,334 Sq Ft

    5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242

    Welcome to an exceptional new offering in the highly sought-after Sarasota Surf & Racquet Club. Perfectly positioned on the 7th floor of the coveted tower building, this beautifully upgraded two-bedroom, two-bath residence captures expansive views and cooling Gulf breezes while delivering a refined, move-in-ready coastal experience. The thoughtfully renovated kitchen has been redesigned to

    Rudy Dudon MICHAEL SAUNDERS & COMPANY

    5920 Midnight Pass Rd Unit 704, Sarasota, FL 34242
  • /21

    $5,370 Per Month

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

    6006 Midnight Pass Rd Unit 54, Sarasota, FL 34242

    Starting from $179/night! Experience the charm of Villa 54, a 1-bedroom, 1-bathroom retreat at Casa Mar. Relax in the luxurious king-sized bed in the master bedroom, complemented by a cozy sleeper sofa in the spacious living area. Prepare gourmet meals in the fully equipped kitchen that seamlessly flows into an elegant dining space, perfect for entertaining or quiet meals. Outside, enjoy the

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 54, Sarasota, FL 34242
  • /2

    $690,000

    Sold Nov 24, 2025

    114 Whispering Sands Dr Unit V21, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,387 Sq Ft
    • Built 1968

    Last Sold Summary

    • 5% Below List Price
    • $497/SF
    • 0 Days On Market

    Current Estimated Value $685,050

    Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

    114 Whispering Sands Dr Unit V21, Sarasota, FL 34242
    • /36

      Not Listed For Sale

      5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 1,270 Sq Ft
      • Built 1974
      5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242

      Last Sold Summary

      • 0 Days On Market

  • /2

    $3,400,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 3,200 Sq Ft

    4183 Roberts Point Cir Unit Lot 18, Sarasota, FL 34242

    Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside

    Holly Wikfors 1ST CLASS REAL ESTATE SUNCOAST

    4183 Roberts Point Cir Unit Lot 18, Sarasota, FL 34242
  • /40

    $5,000 Per Month

    • 2 Beds
    • 3 Baths
    • 1,493 Sq Ft
    • House for Rent

    605 Lotus Ln, Sarasota, FL 34242

    Siesta Key Waterfront Luxury Rental * Grand Canal • Private Dock • Pool • Boat Lift • Move-In Ready * Live the Ultimate Florida Waterfront Lifestyle. Now available For Immediate Move-in — a beautifully remodeled 2 Bedroom, 21⁄2 Bath home located directly on the Grand Canal in Siesta Key * Property Highlights: 2 Bedrooms | 21⁄2 Bathrooms * 21⁄2 Car Garage with Epoxy Painted Floors * Brand New

    Justin Shirley SHIRLEY INTERNATIONAL REALTY

    605 Lotus Ln, Sarasota, FL 34242
  • /2

    $895,000

    Sold Jun 05, 2026

    635 Tropical Cir, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 2,255 Sq Ft
    • Built 1983

    Last Sold Summary

    • 31% Below List Price
    • $397/SF
    • 163 Days On Market

    Current Estimated Value $967,931

    Last Listing Agent Tami Cashi COLDWELL BANKER REALTY

    635 Tropical Cir, Sarasota, FL 34242
    • /47

      Est $705,825

      Not Listed For Sale

      1101 Lake House Cir Unit C-206, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,352 Sq Ft
      • Built 1981
      1101 Lake House Cir Unit C-206, Sarasota, FL 34242

      Last Sold Summary

      • 154 Days On Market

  • /75

    $875,000

    Open Sun 1PM - 4PM $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,041 Sq Ft

    6140 Midnight Pass Rd Unit 101, Sarasota, FL 34242

    Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 1⁄2

    Suki Scollo COLDWELL BANKER REALTY

    6140 Midnight Pass Rd Unit 101, Sarasota, FL 34242
  • /11

    $7,500 Per Month

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

    6154 Midnight Pass Rd Unit 104, Sarasota, FL 34242

    Watch the magnificent sunsets over blue gulf waters from the lanai of a newly, up-dated, completely renovated, and re-decorated ground floor apartment on the white sands of Crescent Beach on Siesta Key. The 2 bedroom, 2 bathroom, apartment sleeps 4. The beds can be arranged as 1 King and 2 twin beds pushed together to form 1 Large Queen with advance notice to the office. The kitchen is granite

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 104, Sarasota, FL 34242
  • /2

    $1,425,000

    Sold May 20, 2026

    704 Tropical Cir, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 2,073 Sq Ft
    • Built 1976

    Last Sold Summary

    • 4% Above List Price
    • $687/SF
    • 7 Days On Market

    Current Estimated Value $1,390,685

    Last Listing Agent Jeffrey Hinrichs MICHAEL SAUNDERS & COMPANY

    704 Tropical Cir, Sarasota, FL 34242
    • /2

      Not Listed For Sale

      5966 Midnight Pass Rd Unit G-92, Sarasota, FL 34242

      • 1 Bed
      • 1 Bath
      • 816 Sq Ft
      • Built 1970
      5966 Midnight Pass Rd Unit G-92, Sarasota, FL 34242

      Last Sold Summary

      • 214 Days On Market

  • /41

    $975,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,859 Sq Ft

    630 Venice Ln, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Nestled near the gentle waters of Roberts Bay, this enchanting Siesta Key home rests on a quiet cul de sac street where the only sounds are the whisper of palms and the laughter of neighbors walking by. T location captures the essence of island life — peaceful, private, and just moments from where the sun dips into the Gulf. A short stroll or quick

    Rudy Dudon MICHAEL SAUNDERS & COMPANY

    630 Venice Ln, Sarasota, FL 34242
  • /12

    $6,900 Per Month

    • 2 Beds
    • 1 Bath
    • 941 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242

    Enjoy the beach life in this recently upgraded villa just a few steps from beautiful Siesta Key Beach. The entire villa has been newly painted and contains all new windows, window treatments and flooring. The master bedroom features a queen bed with new coastal furniture, and the guest bedroom has 2 twin beds. Both bedrooms also have new pillow top mattresses and bed coverings. The living room

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242
  • /2

    $1,175,000

    Sold Feb 10, 2026

    19 Whispering Sands Dr Unit 1204, Sarasota, FL 34242

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

    Last Sold Summary

    • 9% Below List Price
    • $917/SF
    • 9 Days On Market

    Current Estimated Value $1,189,254

    Last Listing Agent Chelsa Vahtomin COLDWELL BANKER REALTY

    19 Whispering Sands Dr Unit 1204, Sarasota, FL 34242
    • /44

      Est $648,427

      Not Listed For Sale

      5600 Beach Way Dr Unit 213, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,282 Sq Ft
      • Built 1970
      5600 Beach Way Dr Unit 213, Sarasota, FL 34242

      Last Sold Summary

      • 141 Days On Market

  • /98

    $8,500,000

    Open Fri 1PM - 4PM
    • 5 Beds
    • 4.5 Baths
    • 5,095 Sq Ft

    4034 Roberts Point Rd, Sarasota, FL 34242

    A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a

    Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

    4034 Roberts Point Rd, Sarasota, FL 34242
  • /38

    $9,350 Per Month

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

    Unlisted Address

    Make yourself at home in our spacious two bedroom, two bath second floor condo located at the beautiful Gulf and Bay Club Bayside. The Key West style cluster buildings afford you a quiet residential feel while you are just a short walk to the powdery white quartz sand of the world famous Siesta Key/Crescent Beach.New to the rental program, our condo has previously been owner occupied and

    Andy Moore GULF COAST REALTY & MANAGEMENT

    Unlisted Address
  • /2

    $1,120,000

    Sold Apr 23, 2026

    5790 Midnight Pass Rd Unit 406, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,433 Sq Ft
    • Built 1979

    Last Sold Summary

    • 7% Below List Price
    • $782/SF
    • 3 Days On Market

    Current Estimated Value $1,161,605

    Last Listing Agent linda duquette ENGEL & VOELKERS VENICE DOWNTOWN

    5790 Midnight Pass Rd Unit 406, Sarasota, FL 34242
    • /2

      Est $747,089

      Not Listed For Sale

      6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,263 Sq Ft
      • Built 1980
      6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242

      Last Sold Summary

      • 81 Days On Market

  • /59

    $1,300,000

    Open Sat 1PM - 4PM
    • 2 Beds
    • 2 Baths
    • 1,908 Sq Ft

    5128 Oxford Dr, Sarasota, FL 34242

    Nestled beneath majestic oak trees, this beautifully updated home offers a serene retreat just moments from Siesta Key Village and one of America's most celebrated beaches. Tastefully furnished and decorated, this residence underwent extensive renovations in recent years and features a newly installed roof, new impact rated windows, restored terrazzo flooring complemented by updated tile

    Jessica Hoffman COLDWELL BANKER REALTY

    5128 Oxford Dr, Sarasota, FL 34242
  • /15

    $8,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,363 Sq Ft
    • Condo for Rent

    460 Beach Rd Unit A1, Sarasota, FL 34242

    Available May 2026. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the unit, take a walk along the

    Brenda Cozy COLDWELL BANKER REALTY

    460 Beach Rd Unit A1, Sarasota, FL 34242
  • /2

    $4,000,000

    Sold Apr 08, 2026

    7707 Midnight Pass Rd, Sarasota, FL 34242

    • Land
    • 2 Acres
    • $2,000,000 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 462 Days On Market

    Current Estimated Value $4,347,733

    Last Listing Agent Lisa Maria 1ST VISION REALTY OF FLORIDA I

    7707 Midnight Pass Rd, Sarasota, FL 34242
    • /2

      Not Listed For Sale

      5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,164 Sq Ft
      • Built 1970
      5966 Midnight Pass Rd Unit G-73, Sarasota, FL 34242

      Last Sold Summary

      • 141 Days On Market

  • /40

    $690,000

    • 1 Bed
    • 1 Bath
    • 522 Sq Ft

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242

    BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home,

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 8-05, Sarasota, FL 34242
  • /24

    $9,300 Per Month

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

    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242

    This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
  • /2

    $2,875,000

    Sold Oct 24, 2025

    5169 Sandy Shore Ave, Sarasota, FL 34242

    • 3 Beds
    • 3.5 Baths
    • 2,885 Sq Ft
    • Built 2015

    Last Sold Summary

    • 18% Below List Price
    • $997/SF
    • 219 Days On Market

    Current Estimated Value $2,921,624

    Last Listing Agent Andy Barnhardt WATERSIDE REALTY LLC

    5169 Sandy Shore Ave, Sarasota, FL 34242
    • /2

      Est $549,429

      Not Listed For Sale

      5600 Beach Way Dr Unit 107, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,182 Sq Ft
      • Built 1970
      5600 Beach Way Dr Unit 107, Sarasota, FL 34242

      Last Sold Summary

      • 79 Days On Market

  • /26

    $800,000

    $95K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242

    Under contract-accepting backup offers. Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management

    Alex Chau COLDWELL BANKER REALTY

    6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242
  • /12

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 59, Sarasota, FL 34242

    Villa 59 at Aloha Kai invites you to kick back and escape the traffic and long lines—no need to leave the property! Enjoy the pristine beach, the refreshing pool, and your fully equipped kitchen, all designed to make your stay effortless and relaxing. The comfortable furnishings and soothing neutral colors create a welcoming atmosphere where you can truly feel at home. Savor your morning coffee

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 59, Sarasota, FL 34242
  • /2

    $1,400,000

    Sold Jul 28, 2025

    309 Avenida Milano, Sarasota, FL 34242

    • 3 Beds
    • 2 Baths
    • 1,439 Sq Ft
    • Built 1974

    Last Sold Summary

    • $973/SF
    • 64 Days On Market

    Current Estimated Value $1,379,966

    Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

    309 Avenida Milano, Sarasota, FL 34242
    • /72

      Est $5,190,640

      Not Listed For Sale

      5119 Jungle Plum Rd, Sarasota, FL 34242

      • 4 Beds
      • 4 Baths
      • 4,131 Sq Ft
      • Built 2012
      5119 Jungle Plum Rd, Sarasota, FL 34242

      Last Sold Summary

      • 96 Days On Market

  • /24

    $558,000

    • 1 Bed
    • 1 Bath
    • 728 Sq Ft

    5830 Midnight Pass Rd Unit 48, Sarasota, FL 34242

    Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential.Thoughtfully updated throughout, the stunning kitchen

    Eliza Miller PEPPERTREE BAY REALTY INC

    5830 Midnight Pass Rd Unit 48, Sarasota, FL 34242
  • /24

    $7,200 Per Month

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

    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242

    Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
  • /2

    $975,000

    Sold Dec 09, 2025

    568 Venice Ln, Sarasota, FL 34242

    • 3 Beds
    • 3 Baths
    • 1,818 Sq Ft
    • Built 1975

    Last Sold Summary

    • 13% Below List Price
    • $536/SF
    • 141 Days On Market

    Current Estimated Value $1,041,190

    Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

    568 Venice Ln, Sarasota, FL 34242
    • /2

      Est $2,088,617

      Not Listed For Sale

      452 Canal Rd, Sarasota, FL 34242

      • 5 Beds
      • 3.5 Baths
      • 3,384 Sq Ft
      • Built 2008
      452 Canal Rd, Sarasota, FL 34242

      Last Sold Summary

      • 29 Days On Market

  • /52

    $499,000

    $61K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft

    1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

    Under contract-accepting backup offers. Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank

    Mina Johnson MICHAEL SAUNDERS & COMPANY

    1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
  • /17

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242

    New photos coming soon! Villa 48 at Aloha Kai offers the perfect setting for your next beach escape. Located on Siesta Key—a popular barrier island on Florida’s West Coast—this family-friendly, gated resort community is nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its powdery white quartz sand and emerald-green waters, Siesta Key

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242
  • /2

    $869,000

    Sold Mar 12, 2026

    795 Plymouth St, Sarasota, FL 34242

    • 4 Beds
    • 2.5 Baths
    • 1,967 Sq Ft
    • Built 1986

    Last Sold Summary

    • 24% Below List Price
    • $442/SF
    • 181 Days On Market

    Current Estimated Value $893,812

    Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

    795 Plymouth St, Sarasota, FL 34242
    • /45

      Est $1,442,018

      Not Listed For Sale

      313 Beach Rd Unit 313S1, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,555 Sq Ft
      • Built 2009
      313 Beach Rd Unit 313S1, Sarasota, FL 34242

      Last Sold Summary

      • 82 Days On Market

Showing Results 241 - 280, Page 7 of 18

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