Siesta Key, FL Homes

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  /48

  $1,795,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,477 Sq Ft

  5348 Shadow Lawn Dr, Sarasota, FL 34242

  Under contract-accepting backup offers. Set along the Grand Canal in Siesta Isles, this inviting waterfront pool home offers an effortless blend of space, comfort and classic island living. Thoughtfully designed on a single level, the approximately 2,477-square-foot residence features a desirable three-way split floor plan with three private bedroom suites, three baths, a dedicated office or den,

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5348 Shadow Lawn Dr, Sarasota, FL 34242
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  /16

  $3,400 per month

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

  4660 Ocean Blvd Unit P1, Sarasota, FL 34242

  Long term rental turnkey furnished waterfront condo in the desirable Sea Village community. Enjoy stunning views of Big Pass and the Gulf, plus easy access to the community pool. The home features travertine flooring, crown molding, hurricane-rated sliders, plantation shutters, and an open living/dining layout. The kitchen includes wood cabinetry, granite countertops, a breakfast bar, and quality

  Nelson Reyes SHOWTIME REALTY

  4660 Ocean Blvd Unit P1, Sarasota, FL 34242
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  /2

  $500,000 Sold Feb 13, 2026

  5219 Calle de Rio, Siesta Key, FL 34242

  • Land
  • 0.16 Acre
  • $3,125,000 per Acre

  Last Sold Summary

  • 23% Below List Price
  • 405 Days On Market

  Current Estimated Value $579,656

  Last Listing Agent Robert Bevington SHOWTIME REALTY

  5219 Calle de Rio, Siesta Key, FL 34242
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  /78

  Est $659,404 Not Listed For Sale

  105 Whispering Sands Dr Unit V48, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1970

  105 Whispering Sands Dr Unit V48, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $557/SF
  • 9 Days On Market

  Last Sold Price $749,000

  Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY
• 

  

  

  /31

  $550,000 Pending

  • 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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  /65

  $3,500 per month

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

  1250 N Portofino Dr Unit 303, Sarasota, FL 34242

  Available for season 2026! Welcome to Coastal Living at its finest, perfectly nestled on the sought after barrier island of Siesta Key. Updated unit offers serene water views, abundant natural light and the relaxed elegance that defines Florida living. Located in a meticulously maintained waterfront community, this spacious unit features an open and inviting layout ideal for seasonal

  Angela Bailey MONARCH PROPERTY GROUP LLC

  1250 N Portofino Dr Unit 303, Sarasota, FL 34242
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  /2

  $1,450,000 Sold Jun 23, 2025

  420 Beach Rd Unit 502, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1980

  Last Sold Summary

  • 18% Below List Price
  • $1,102/SF
  • 56 Days On Market

  Current Estimated Value $1,394,493

  Last Listing Agent Anthony Dalesandro BRIGHT REALTY

  420 Beach Rd Unit 502, Sarasota, FL 34242
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  /51

  Est $1,018,249 Not Listed For Sale

  115 Sand Dollar Ln, Sarasota, FL 34242

  • 3 Beds
  • 3.5 Baths
  • 3,320 Sq Ft
  • Built 1982

  115 Sand Dollar Ln, Sarasota, FL 34242

  Last Sold Summary

  • 4% Above List Price
  • $294/SF
  • 324 Days On Market

  Last Sold Price $975,000

  Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY
• 

  /2

  $900,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,254 Sq Ft

  37 Sandy Cove Rd Unit 3B, Sarasota, FL 34242

  If you're seeking a spacious condo on Siesta Key with incredible gulf front views, look no further. This exceptional residence is located in Sandy Cove, a hidden gem of Siesta Key and a distinguished mid-century modern development designed by locally renowned architect Frank Folsom Smith. Ideally situated close to Siesta Key Village—just a short walk away—the community features its own private

  Mickey Kiernan MICHAEL SAUNDERS & COMPANY

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

  

  /19

  $7,500 per month

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • House for Rent

  143 Whispering Sands Dr, Sarasota, FL 34242

  Available for season 2027! This 2 bedroom 2 bath villa with easy ground floor entry features tile flooring in the main living areas and plush new carpeting in the bedrooms. The stylish galley kitchen has been fully updated with custom white cabinetry, granite countertops and backsplash, recessed lighting, and brand-new GE appliances, perfect for preparing meals after a day at the beach.Enjoy

  Maureen Plichta STRINGER MANAGEMENT INC

  143 Whispering Sands Dr, Sarasota, FL 34242
• 

  /2

  $465,000 Sold Dec 18, 2025

  1125 N Moonmist Ct Unit L5, Sarasota, FL 34242

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1968

  Last Sold Summary

  • 32% Below List Price
  • $415/SF
  • 321 Days On Market

  Current Estimated Value $477,889

  Last Listing Agent Kari Klein KW COASTAL LIVING III

  1125 N Moonmist Ct Unit L5, Sarasota, FL 34242
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  /67

  Est $1,030,771 Not Listed For Sale

  1033 Shadow Lawn Way, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,103 Sq Ft
  • Built 1960

  1033 Shadow Lawn Way, Sarasota, FL 34242

  Last Sold Summary

  • 3% Below List Price
  • $506/SF
  • 69 Days On Market

  Last Sold Price $1,065,000

  Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  /60

  $25,000,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 6,301 Sq Ft

  4050 Higel Ave, Siesta Key, FL 34242

  Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and designed to deliver resort-level living on one

  Faith Stutzman PHAM REALTY GROUP LLC

  4050 Higel Ave, Siesta Key, FL 34242
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  /36

  $7,500 per month

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

  5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242

  Discover your own slice of paradise at Jamaica Royale! This beautifully updated and tastefully decorated 1-bedroom, 1-bathroom condo is just steps from the refreshing waters of heated Pool #1 and a short stroll to the world-famous, powdery whit e sands of Siesta Key Beach. Enjoy the convenience of your assigned covered parking space located right outside your door.Inside, the condo is

  Robert Bevington SHOWTIME REALTY

  5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242
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  /2

  $1,300,000 Sold Jun 30, 2025

  5402 Shadow Lawn Dr, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,886 Sq Ft
  • Built 1962

  Last Sold Summary

  • 12% Below List Price
  • $689/SF
  • 98 Days On Market

  Current Estimated Value $1,250,392

  Last Listing Agent Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

  5402 Shadow Lawn Dr, Sarasota, FL 34242
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  /2

  Est $2,961,571 Not Listed For Sale

  850 Siesta Key Cir, Sarasota, FL 34242

  • 5 Beds
  • 5 Baths
  • 3,647 Sq Ft
  • Built 2005

  850 Siesta Key Cir, Sarasota, FL 34242

  Last Sold Summary

  • 2% Below List Price
  • $829/SF
  • 0 Days On Market

  Last Sold Price $3,025,000

  Last Listing Agent Mark McCann, PA Michael Saunders
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  /76

  $1,299,900

  • 2 Beds
  • 2 Baths
  • 1,915 Sq Ft

  1260 Dolphin Bay Way Unit 403, Sarasota, FL 34242

  Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and

  Stacey Andrews ANDREWS & ASSOCIATES REALTY

  1260 Dolphin Bay Way Unit 403, Sarasota, FL 34242
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  /70

  $7,500 per month

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

  1137 N Moonmist Ct Unit L7, Sarasota, FL 34242

  This is a short term rental. Listing reflects peak season rate. Available peak season months: January 2026, February 2026, April 2026. Welcome to The Blue Luna, a serene stand-alone villa nestled in the tropical paradise of Polynesian Gardens on Siesta Key. This two-bedroom, two-bathroom home has been thoughtfully decorated with a calming, coastal blue palette that reflects the soft light of the

  Beth Dilley ASCENDIA REAL ESTATE

  1137 N Moonmist Ct Unit L7, Sarasota, FL 34242
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  /2

  $303,500 Sold Apr 28, 2025

  5641 Midnight Pass Rd Unit 903, Sarasota, FL 34242

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft
  • Built 1975

  Last Sold Summary

  • 13% Below List Price
  • $381/SF
  • 45 Days On Market

  Current Estimated Value $306,135

  Last Listing Agent Mary Jo Violett MICHAEL SAUNDERS & COMPANY

  5641 Midnight Pass Rd Unit 903, Sarasota, FL 34242
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  /64

  Est $1,342,088 Not Listed For Sale

  5125 Oakmont Place, Sarasota, FL 34242

  • 4 Beds
  • 4.5 Baths
  • 3,206 Sq Ft
  • Built 1977

  5125 Oakmont Place, Sarasota, FL 34242

  Last Sold Summary

  • 1% Below List Price
  • $421/SF
  • 113 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  /44

  $1,390,000

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

  4114 Roberts Point Cir, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Seller is motivated! 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

  Kelley Callaway MICHAEL SAUNDERS & COMPANY

  4114 Roberts Point Cir, Sarasota, FL 34242
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  /57

  $7,900 per month

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

  4660 Ocean Blvd Unit N1, Sarasota, FL 34242

  Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota, FL 34242. Immerse yourself in the tranquil beauty of the Gulf Coast, where pristine sands meet crystal-clear waters.This exquisite 2-bedroom, 2-bathroom condo is your ticket to an unforgettable retreat. Step into your sun-drenched sanctuary, tastefully furnished to embody comfort and

  Robert Bevington SHOWTIME REALTY

  4660 Ocean Blvd Unit N1, Sarasota, FL 34242
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  /2

  $5,250,000 Sold Feb 05, 2026

  216 Tenacity Ln, Sarasota, FL 34242

  • 3 Beds
  • 4 Baths
  • 2,454 Sq Ft
  • Built 1980

  Last Sold Summary

  • 9% Below List Price
  • $2,139/SF
  • 2 Days On Market

  Current Estimated Value $4,894,989

  Last Listing Agent Robert Ruiz WILLIAM RAVEIS REAL ESTATE

  216 Tenacity Ln, Sarasota, FL 34242
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  /36

  Est $1,215,450 Not Listed For Sale

  1345 Siesta Bayside Dr Unit 1345F, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,835 Sq Ft
  • Built 1988

  1345 Siesta Bayside Dr Unit 1345F, Sarasota, FL 34242

  Last Sold Summary

  • 10% Below List Price
  • $736/SF
  • 93 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Victoria Chartrand COLDWELL BANKER REALTY
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  /88

  $2,199,000 Pending

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

  513 Venice Ln, Sarasota, FL 34242

  Under contract-accepting backup offers. 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

  Curtis Ware KW COASTAL LIVING III

  513 Venice Ln, Sarasota, FL 34242
• 

  

  /34

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft
  • House for Rent

  6005 Midnight Pass Rd Unit S4, Sarasota, FL 34242

  Welcome to your bright and inviting Siesta Key vacation retreat! Enjoy deeded beach access to the stunning Siesta Key Beach, just steps away, where sun and surf await. Relax by Siesta Key’s largest heated pool or unwind in the lush, park-like setting with peaceful bay views. Explore the nearby vibrant Village on Siesta Key, filled with diverse dining, unique shops, and lively events. With

  Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

  6005 Midnight Pass Rd Unit S4, Sarasota, FL 34242
• 

  /2

  $690,000 Sold Feb 18, 2026

  1159 Lake House Cir Unit C120, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1981

  Last Sold Summary

  • $510/SF
  • 248 Days On Market

  Current Estimated Value $676,836

  Last Listing Agent Dan Miller PREFERRED SHORE LLC

  1159 Lake House Cir Unit C120, Sarasota, FL 34242
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  /59

  Est $683,898 Not Listed For Sale

  5860 Midnight Pass Rd Unit 19, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Built 1971

  5860 Midnight Pass Rd Unit 19, Sarasota, FL 34242

  Last Sold Summary

  • 4% Below List Price
  • $576/SF
  • 2 Days On Market

  Last Sold Price $715,000

  Last Listing Agent Suki Scollo COLDWELL BANKER REALTY
• 

  

  /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
• 

  

  /23

  $3,600 per month

  • 3 Beds
  • 2 Baths
  • 1,737 Sq Ft
  • Condo for Rent

  1255 Dockside Place Unit 211, Sarasota, FL 34242

  Welcome to your ideal Siesta Key retreat! This charming 2-bedroom, 2-bath condo comfortably sleeps up to 6 guests and is just a short walk from the world-famous Siesta Key Beach. Whether you’re looking to relax or stay active, this inviting property offers everything you need for an unforgettable vacation.The Space:Step inside this peaceful condo featuring a spacious main bedroom with

  Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

  1255 Dockside Place Unit 211, Sarasota, FL 34242
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  /2

  $815,000 Sold Mar 23, 2026

  6285 Midnight Pass Rd Unit 307, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,461 Sq Ft
  • Built 1981

  Last Sold Summary

  • 8% Below List Price
  • $558/SF
  • 17 Days On Market

  Current Estimated Value $876,256

  Last Listing Agent Trish Wittmus BERKSHIRE HATHAWAY HOMESERVICE

  6285 Midnight Pass Rd Unit 307, Sarasota, FL 34242
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  /80

  Est $1,083,907 Not Listed For Sale

  5790 Midnight Pass Rd Unit 205, Sarasota, FL 34242

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

  5790 Midnight Pass Rd Unit 205, Sarasota, FL 34242

  Last Sold Summary

  • 6% Below List Price
  • $805/SF
  • 15 Days On Market

  Last Sold Price $1,153,000

  Last Listing Agent Mary Beth Hudson COLDWELL BANKER REALTY
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  /45

  $3,100,000 New Construction

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

  276 Island Cir, Sarasota, FL 34242

  Under Construction. Entering final stages! Update as of 3/2/26: Almost all of the cabinetry has been installed. The tile work in the bathrooms has been completed. The flooring, trim, and doors are installed. The interior and exterior have been painted. The home is on schedule to be completed early April 2026. Photos are of a previous model, finishings may vary. Located just half a mile from the

  Michael Cella CELLA'S REAL ESTATE INC

  276 Island Cir, Sarasota, FL 34242
• 

  

  /20

  $3,150 per month

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

  1250 N Portofino Dr Unit 302, Sarasota, FL 34242

  55+ Harbor View Haven on Siesta Key w/beach access!Discover relaxation and adventure at our Siesta Harbor condo on Siesta Key. This bright 2 bedroom unit offers modern comfort and stunning harbor views from the screened porch. Enjoy deeded beach access and watch breathtaking sunsets. You'll have access to amenities like a fishing pier, boat slips, a pool, and clubhouse activities. Whether

  Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

  1250 N Portofino Dr Unit 302, Sarasota, FL 34242
• 

  /2

  $650,000 Sold Jan 16, 2026

  5830 Midnight Pass Rd Unit 89, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 921 Sq Ft
  • Built 1970

  Last Sold Summary

  • 7% Below List Price
  • $706/SF
  • 117 Days On Market

  Current Estimated Value $660,928

  Last Listing Agent Steve Cavanaugh TIDELINE REAL ESTATE BROKERS

  5830 Midnight Pass Rd Unit 89, Sarasota, FL 34242
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  /7

  Est $1,100,868 Not Listed For Sale

  4929 Peaceable Way, Sarasota, FL 34242

  • 4 Beds
  • 2 Baths
  • 1,989 Sq Ft
  • Built 1974

  4929 Peaceable Way, Sarasota, FL 34242

  Last Sold Summary

  • 2% Above List Price
  • $540/SF
  • 4 Days On Market

  Last Sold Price $1,075,000

  Last Listing Agent Kristine Niehaus COLDWELL BANKER REALTY
• 

  /2

  $645,000

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  6154 Midnight Pass Rd Unit 7, Sarasota, FL 34242

  Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or

  Joel Schemmel DOUGLAS ELLIMAN

  6154 Midnight Pass Rd Unit 7, Sarasota, FL 34242
• 

  

  /27

  $2,800 per month

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

  6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242

  Welcome to Sunrise Porch Lookout — your peaceful intercoastal retreat in the heart of Siesta Key. This bright and tropical second-floor condo is perfectly situated in the highly sought-after Provincial Gardens community, where Old Florida charm meets serene waterfront beauty. Overlooking the intercoastal waterway and lush park-like lawn, the screened-in wraparound porch is your front-row seat to

  Susan Saltalamacchia CONCESSION REAL ESTATE COMP.

  6005 Midnight Pass Rd Unit N13, Sarasota, FL 34242
• 

  /2

  $840,000 Sold May 16, 2025

  1273 Dockside Place Unit 116, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,343 Sq Ft
  • Built 1982

  Last Sold Summary

  • 7% Below List Price
  • $625/SF
  • 41 Days On Market

  Current Estimated Value $813,560

  Last Listing Agent Robert Ruiz WILLIAM RAVEIS REAL ESTATE

  1273 Dockside Place Unit 116, Sarasota, FL 34242
• 

  /2

  Est $761,558 Not Listed For Sale

  5211 Avenida de Cortez, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1960

  5211 Avenida de Cortez, Sarasota, FL 34242

  Last Sold Summary

  • 2% Below List Price
  • $613/SF
  • 37 Days On Market

  Last Sold Price $780,000

  Last Listing Agent Esti Baughen COLDWELL BANKER REALTY

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