Siesta Key, FL Homes

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  /94

  $3,195,000

  • 5 Beds
  • 4 Baths
  • 3,260 Sq Ft

  126 Avenida Veneccia, Sarasota, FL 34242

  Just steps from vibrant Siesta Key Village and the world-famous Siesta Key Beach, this rustic coastal getaway offers an exceptional location with endless potential. Zoned RMF1, the property currently features two fully furnished, income-producing apartments ideal for daily, weekly, monthly, or annual rentals. Apartment 126, located on the second level, includes two spacious bedrooms, two

  Tina von Kessel COLDWELL BANKER REALTY

  126 Avenida Veneccia, Sarasota, FL 34242
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  /27

  $6,400 per month

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

  1250 N Portofino Dr Unit 107, Sarasota, FL 34242

  This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and ceramic flooring. Queen size bed in the Master with a walk in closet plus a full wall length closet. The guest bedroom has 2 single beds that can be combined to make a King. Updated bathrooms

  Margaret Young JENNETTE PROPERTIES, INC.

  1250 N Portofino Dr Unit 107, Sarasota, FL 34242
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  /2

  $990,000 Sold Apr 03, 2025

  5159 Oakmont Place, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,953 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $507/SF
  • 47 Days On Market

  Current Estimated Value $935,196

  Last Listing Agent Jenni Burnette COLDWELL BANKER REALTY

  5159 Oakmont Place, Sarasota, FL 34242
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  /2

  Est $1,198,470 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,498 Sq Ft

  5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242

  5880 Midnight Pass Rd Unit 804, Sarasota, FL 34242
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  /70

  $619,000

  • 1 Bed
  • 1 Bath
  • 697 Sq Ft

  925 Beach Rd Unit 109, Sarasota, FL 34242

  Have you ever dreamed of living steps from Siesta Beach, consistently ranked among the top beaches in the U.S.? You've arrived. Experience sunsets and direct beach access from this newly renovated beautiful TURNKEY-FURNISHED one-bedroom, one-bath condo at La Siesta, offering easy access to the white sand and Gulf waters that make this area world-renowned. This condo features an open floor plan

  Jennifer Russo COLDWELL BANKER REALTY

  925 Beach Rd Unit 109, Sarasota, FL 34242
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  /25

  $12,000 per month

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft
  • House for Rent

  5519 Azure Way, Sarasota, FL 34242

  Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you are afforded privacy with water views . Perfect for large and/or multiple families and guests who want to enjoy either the pool or the beach without getting in the car! A brand new beautiful granite topped Kitchen space opens to a family room all

  Catherine Foley JENNETTE PROPERTIES, INC.

  5519 Azure Way, Sarasota, FL 34242
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  /2

  $700,000 Sold Dec 08, 2025

  4637 Ocean Blvd, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft
  • Built 1952

  Last Sold Summary

  • 20% Below List Price
  • $339/SF
  • 73 Days On Market

  Last Listing Agent Albert Wooster ALBERT WOOSTER & COMPANY

  4637 Ocean Blvd, Sarasota, FL 34242
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  /55

  Est $1,149,631 Not Listed For Sale

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

  6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242

  6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242
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  /46

  $369,999

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  6157 Midnight Pass Rd Unit G21, Sarasota, FL 34242

  Discover the best of island living at Bay Oaks on world-famous Siesta Key, where bayside tranquility meets unbeatable convenience. Just moments from the powdery white sands of America’s #1 Beach, this beautifully maintained first-floor 2-bedroom, 1-bath condo offers the ultimate blend of relaxation, location, and rare WEEKLY rental income potential. Perfect as a serene personal retreat, vacation

  Shayla Twit CORCORAN DWELLINGS REALTY

  6157 Midnight Pass Rd Unit G21, Sarasota, FL 34242
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  /2

  $1,700,000 Sold Aug 21, 2025

  1031 Contento St, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,853 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $917/SF
  • 24 Days On Market

  Current Estimated Value $1,641,529

  Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1031 Contento St, Sarasota, FL 34242
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  /86

  Est $638,107 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  6415 Midnight Pass Rd Unit 506, Sarasota, FL 34242

  6415 Midnight Pass Rd Unit 506, Sarasota, FL 34242
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  /54

  $650,000

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

  1255 E Peppertree Dr Unit 506, Sarasota, FL 34242

  You have the best of both worlds with this unit, a View to the East overlooking over the Intracoastal waterway and the Private Beach to the West. As you walk into the dining/living room you will become enchanted with the mesmerizing view. Whether its a daytime view of the intracoastal boats of many sizes and shapes-yachts-sailboats, and dont forget its birds, sea faring animals; or when nighttime

  Patti O Grady WATERSIDE REALTY LLC

  1255 E Peppertree Dr Unit 506, Sarasota, FL 34242
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  /2

  $875,000 Sold Sep 25, 2025

  5780 Midnight Pass Rd Unit 710, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft
  • Built 1979

  Last Sold Summary

  • 20% Below List Price
  • $643/SF
  • 493 Days On Market

  Last Listing Agent Carol Thomas MICHAEL SAUNDERS & COMPANY

  5780 Midnight Pass Rd Unit 710, Sarasota, FL 34242
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  /40

  Est $494,292 Not Listed For Sale

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

  5681 Midnight Pass Rd Unit 103, Sarasota, FL 34242

  5681 Midnight Pass Rd Unit 103, Sarasota, FL 34242
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  /31

  $550,000

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

  1140 S Moonmist Ct Unit M5, Sarasota, FL 34242

  FULLY renovated and appointed, in 2025, villa. Offered turnkey furnished, ready to use or rent for the season! The Polynesian Gardens community is well located on Siesta Key's south end; Walking distance to shopping, dining, nightlife of Captain Curt's corner, coffee and ice cream shops, grocery store, public beach access, boat rentals, and all things Siesta Key! Grab a golf cart or Free Trolly

  Heide Crino BLUESRQ REAL ESTATE INC

  1140 S Moonmist Ct Unit M5, Sarasota, FL 34242
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  /2

  $8,100,000 Sold Feb 27, 2025

  3960 Roberts Point Rd, Sarasota, FL 34242

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

  Last Sold Summary

  • 9% Below List Price
  • $1,534/SF
  • 145 Days On Market

  Current Estimated Value $7,453,107

  Last Listing Agent Tammy Dentici BRIGHT REALTY

  3960 Roberts Point Rd, Sarasota, FL 34242
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  /54

  Est $979,517 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft

  4660 Ocean Blvd Unit K1, Sarasota, FL 34242

  4660 Ocean Blvd Unit K1, Sarasota, FL 34242
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  /46

  $2,450,000

  • 1,920 Sq Ft

  308 Canal Rd, Sarasota, FL 34242

  Welcome to Salty Summer & Summer Salt, a fantastic duplex with a shared pool perfectly located minutes from the turquoise waters and powder-soft sands of the Gulf and steps from Siesta Village, which offers a variety of shops and restaurants. With two bedrooms and two bathrooms in each unit, this home is perfect for your beach getaway, so pack your bags and enjoy a dream island vacation on Siesta

  Constantine Stratos COLDWELL BANKER REALTY

  308 Canal Rd, Sarasota, FL 34242
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  /2

  $500,000 Sold Nov 21, 2025

  4189 Roberts Point Cir, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,757 Sq Ft
  • Built 1930

  Last Sold Summary

  • 38% Below List Price
  • $285/SF
  • 315 Days On Market

  Last Listing Agent Shane Lewis MICHAEL SAUNDERS & COMPANY

  4189 Roberts Point Cir, Sarasota, FL 34242
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  /29

  Est $735,526 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  1087 Lake House Cir Unit C104, Sarasota, FL 34242

  1087 Lake House Cir Unit C104, Sarasota, FL 34242
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  /40

  $1,495,000

  • 4 Beds
  • 3 Baths
  • 2,165 Sq Ft

  4114 Roberts Point Cir, Sarasota, FL 34242

  Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the

  Kelley Callaway MICHAEL SAUNDERS & COMPANY

  4114 Roberts Point Cir, Sarasota, FL 34242
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  /2

  $712,000 Sold Nov 21, 2025

  5600 Beach Way Dr Unit 304, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Below List Price
  • $602/SF
  • 72 Days On Market

  Last Listing Agent Janell Stuckwisch EXP REALTY LLC

  5600 Beach Way Dr Unit 304, Sarasota, FL 34242
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  /66

  Est $464,308 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 991 Sq Ft

  1300 N Portofino Dr Unit 202, Sarasota, FL 34242

  1300 N Portofino Dr Unit 202, Sarasota, FL 34242
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  /88

  $2,199,000

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

  513 Venice Ln, Sarasota, FL 34242

  Welcome to coastal living on Siesta Key. Set along a peaceful canal, 513 Venice Lane blends relaxed comfort, making it ideal as a full-time home, vacation property, or income-producing retreat. With 5 bedrooms, 3.5 baths, multiple indoor/outdoor living spaces, a heated pool with spa, and private dockage, this home captures the best of waterfront living.The main level features two bedrooms,

  Curtis Ware KW COASTAL LIVING III

  513 Venice Ln, Sarasota, FL 34242
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  /2

  $875,000 Sold May 19, 2025

  1900 Cove II Place Unit 135, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,238 Sq Ft
  • Built 1979

  Last Sold Summary

  • $707/SF

  Current Estimated Value $825,914

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

  1900 Cove II Place Unit 135, Sarasota, FL 34242
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  /32

  Est $1,442,033 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,277 Sq Ft

  4708 Ocean Blvd Unit E1, Sarasota, FL 34242

  4708 Ocean Blvd Unit E1, Sarasota, FL 34242
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  /49

  $1,500,000

  • 2 Beds
  • 2 Baths
  • 1,996 Sq Ft

  1374 Moonmist Dr Unit B1, Sarasota, FL 34242

  A rare bayfront opportunity to create your dream retreat in Polynesian Gardens on Siesta Key. Experience the allure of waterfront living in this rarely available detached bayfront villa, poised for a fresh vision in the desirable Polynesian Gardens community on Siesta Key. One of only 11 exclusive bayfront residences, this end-unit villa offers sweeping, unobstructed views of the Intracoastal

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1374 Moonmist Dr Unit B1, Sarasota, FL 34242
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  /2

  $650,000 Sold Oct 03, 2025

  5964 Midnight Pass Rd Unit N-16 (AKA # 135), Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • Built 1975

  Last Sold Summary

  • 8% Above List Price
  • $513/SF
  • 10 Days On Market

  Last Listing Agent Marcia Van Ginhoven REDFIN CORPORATION

  5964 Midnight Pass Rd Unit N-16 (AKA # 135), Sarasota, FL 34242
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  /67

  Est $1,691,016 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,063 Sq Ft

  4960 Commonwealth Dr, Sarasota, FL 34242

  4960 Commonwealth Dr, Sarasota, FL 34242
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  /46

  $3,100,000 New Construction

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

  276 Island Cir, Sarasota, FL 34242

  Under Construction. Flooring is in! Interior and exterior just painted! On schedule to be completed March 2026. Photos are of previous model, finishings may vary. Located just half a mile from the world-famous Siesta Key Beach, this brand-new coastal retreat is nestled on Palm Island, one of the Key’s most coveted waterfront enclaves. Sophisticated yet welcoming, this four bedroom, three bathroom

  Michael Cella CELLA'S REAL ESTATE INC

  276 Island Cir, Sarasota, FL 34242
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  /2

  $2,210,000 Sold Mar 17, 2025

  5235 Siesta Cove Dr, Sarasota, FL 34242

  • 4 Beds
  • 4.5 Baths
  • 3,889 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Below List Price
  • $568/SF
  • 18 Days On Market

  Current Estimated Value $2,111,654

  Last Listing Agent Jen Topjun COLDWELL BANKER REALTY

  5235 Siesta Cove Dr, Sarasota, FL 34242
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  /36

  Est $1,228,817 Not Listed For Sale

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

  5790 Midnight Pass Rd Unit 608, Sarasota, FL 34242

  5790 Midnight Pass Rd Unit 608, Sarasota, FL 34242
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  /19

  $699,000 Pending

  • Land
  • 0.41 Acre
  • $1,704,878 per Acre

  753 Tropical Cir, Sarasota, FL 34242

  Under contract-accepting backup offers. LOT LISTING FOR MLS #A4657180 This three bedroom, two bath, two car garage home with a swimming pool sits high and dry in the most elevated neighborhood on Siesta Key. This house is built on a concrete block 5ft stem wall and did NOT flood in 2024. Behind the lot line there is a natural retention swale to control potential water. Minutes to beautiful Siesta

  Patrick Ritchey RE/MAX ALLIANCE GROUP

  753 Tropical Cir, Sarasota, FL 34242
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  /2

  $825,000 Sold Sep 12, 2025

  514 Ralph St, Sarasota, FL 34242

  • 4 Beds
  • 3 Baths
  • 1,934 Sq Ft
  • Built 1957

  Last Sold Summary

  • 30% Below List Price
  • $427/SF
  • 169 Days On Market

  Current Estimated Value $847,813

  Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

  514 Ralph St, Sarasota, FL 34242
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  /35

  Est $636,341 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 940 Sq Ft

  915 Beach Rd Unit 114, Sarasota, FL 34242

  915 Beach Rd Unit 114, Sarasota, FL 34242
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  /12

  $5,400,000 New Construction

  • 3 Beds
  • 4 Baths
  • 4,154 Sq Ft

  70 Avenida Veneccia Unit 204, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Under Construction. One or more photos have been virtually staged. Currently under construction with an estimated completion in the first half of 2026, Sunset Beach embodies the pinnacle of luxurious beachfront living on Siesta Key. Nestled within a neighborhood-inspired enclave surrounded by newly built homes, it offers a prime location just steps

  David Lehrman THE SARASOTA REAL ESTATE COMP.

  70 Avenida Veneccia Unit 204, Sarasota, FL 34242
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  /2

  $690,000 Sold Aug 14, 2025

  6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 894 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Below List Price
  • $772/SF
  • 10 Days On Market

  Current Estimated Value $677,845

  Last Listing Agent Halie Monde KELLER WILLIAMS ON THE WATER S

  6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242
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  /76

  Est $615,359 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  5855 Midnight Pass Rd Unit 505, Sarasota, FL 34242

  5855 Midnight Pass Rd Unit 505, Sarasota, FL 34242
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  /69

  $1,295,000

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

  625 Beach Rd Unit 602, Sarasota, FL 34242

  DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent opportunity to own a piece of Siesta Key while enjoying personal

  Susanne Losso COLDWELL BANKER REALTY

  625 Beach Rd Unit 602, Sarasota, FL 34242
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  /2

  $585,000 Sold Dec 01, 2025

  1080 W Peppertree Ln Unit 602A, Sarasota, FL 34242

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

  Last Sold Summary

  • 16% Below List Price
  • $503/SF
  • 142 Days On Market

  Last Listing Agent Lisa Beach WATERSIDE REALTY LLC

  1080 W Peppertree Ln Unit 602A, Sarasota, FL 34242

Showing Results 441 - 480, Page 12 of 18