Siesta Key, FL Homes

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  $7,500,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,875 Sq Ft

  4634 Higel Ave, Sarasota, FL 34242

  Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home

  Faith Stutzman PHAM REALTY GROUP LLC

  4634 Higel Ave, Sarasota, FL 34242
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  /41

  $5,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • House for Rent

  5577 Contento Dr, Sarasota, FL 34242

  This is a short term rental. Listing reflects off season rate. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone. Step inside to a meticulously designed interior with thoughtful updates throughout,

  Beth Dilley ASCENDIA REAL ESTATE

  5577 Contento Dr, Sarasota, FL 34242
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  $629,900 Sold Aug 25, 2025

  925 Beach Rd Unit 408, Sarasota, FL 34242

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

  Last Sold Summary

  • 2% Below List Price
  • $837/SF
  • 22 Days On Market

  Current Estimated Value $612,595

  Last Listing Agent Debbie Hering DEBBIE HERING REALTY & ASSOC.

  925 Beach Rd Unit 408, Sarasota, FL 34242
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  /2

  Est $3,087,189 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% Above List Price
  • $829/SF
  • 0 Days On Market

  • Last Sold Price $3,025,000
  • Jan 21, 2025

  Last Listing Agent Mark McCann, PA Michael Saunders
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  $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
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  $7,000 Per Month

  • 2 Beds
  • 1 Bath
  • 959 Sq Ft
  • Condo for Rent

  1360 Siesta Bayside Dr, Sarasota, FL 34242

  This fabulous one bedroom, plus a full sleep-in den, provides additional space for a quiet sitting room or a guest retreat. Relax in the spacious living area or enjoy a glass of wine on the lanai.The condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world- renowned white sandy beach on the

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1360 Siesta Bayside Dr, Sarasota, FL 34242
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  /2

  $1,075,000 Sold Nov 24, 2025

  5073 Higel Ave, Sarasota, FL 34242

  • 3 Beds
  • 3.5 Baths
  • 2,920 Sq Ft
  • Built 1958

  Last Sold Summary

  • 23% Below List Price
  • $368/SF
  • 166 Days On Market

  Current Estimated Value $1,168,507

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5073 Higel Ave, Sarasota, FL 34242
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  /64

  Est $1,363,974 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% Above List Price
  • $421/SF
  • 113 Days On Market

  • Last Sold Price $1,350,000
  • May 30, 2024

  Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  /38

  $986,000

  • 1 Bed
  • 1 Bath
  • 782 Sq Ft

  711 Beach Rd Unit 408, Sarasota, FL 34242

  **This is the One! Coastal Contemporary Beachside Living!** Fantastic price for this stunning Penthouse-level, 4th-floor residence at Sunset Royale with beautiful unobstructed Gulf-facing views! Enjoy every sunrise and sunset! Ideally positioned just across the street from world-renowned Siesta Key Beach. This truly move-in ready condo has been beautifully renovated throughout, offering a

  Ryan Miller HARRY ROBBINS ASSOC INC

  711 Beach Rd Unit 408, Sarasota, FL 34242
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  /34

  $8,000 Per Month

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

  1382 Siesta Bayside Dr Unit 1382C, Sarasota, FL 34242

  Experience luxury waterfront living in this stunning 2-bedroom, 2-bathroom condo situated on the second level of Gulf & Bay Club Bayside in Siesta Key, Florida. Boasting breathtaking views of the bay, this meticulously designed residence boasts comfort. Step into a spacious living area adorned with coastal finishes and large windows that invite an abundance of natural light. The open-concept

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1382 Siesta Bayside Dr Unit 1382C, Sarasota, FL 34242
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  /2

  $835,000 Sold Mar 16, 2026

  625 Beach Rd Unit 407, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1975

  Last Sold Summary

  • 10% Below List Price
  • $730/SF
  • 96 Days On Market

  Current Estimated Value $902,703

  Last Listing Agent Toni Zarghami KW COASTAL LIVING III

  625 Beach Rd Unit 407, Sarasota, FL 34242
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  Est $1,228,733 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

  • 9% Below List Price
  • $736/SF
  • 93 Days On Market

  • Last Sold Price $1,350,000
  • Sep 20, 2023

  Last Listing Agent Victoria Chartrand COLDWELL BANKER REALTY
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  /100

  $5,499,000

  • 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. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout.Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms,

  Curtis Ware KW COASTAL LIVING III

  316 Beach Rd, Sarasota, FL 34242
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  /16

  $7,500 Per Month

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

  6020 Midnight Pass Rd Unit 29, Sarasota, FL 34242

  If the beach is calling your name, Villa 29 at Aloha Kai is the perfect retreat. Whether you’re grabbing a towel and heading to the shore or curling up with a good book by the pool, you’ll find plenty of sunshine and tranquility to enjoy. Unwind on your screened porch or sink into the comfort of a king-size bed as you rest and recharge. For your convenience, this villa also includes a washer and

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 29, Sarasota, FL 34242
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  $1,200,000 Sold Aug 29, 2025

  5740 Midnight Pass Rd Unit 402, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft
  • Built 1986

  Last Sold Summary

  • 17% Below List Price
  • $898/SF
  • 180 Days On Market

  Current Estimated Value $1,177,529

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5740 Midnight Pass Rd Unit 402, Sarasota, FL 34242
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  /2

  Est $1,636,635 Not Listed For Sale

  5598 Siesta Estates Ct, Sarasota, FL 34242

  • 6 Beds
  • 5.5 Baths
  • 3,924 Sq Ft
  • Built 2000

  5598 Siesta Estates Ct, Sarasota, FL 34242

  Last Sold Summary

  • 1% Below List Price
  • $420/SF
  • 353 Days On Market

  • Last Sold Price $1,650,000
  • Apr 01, 2025

  Last Listing Agent Darren Duffy RE/MAX
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  /54

  $1,350,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft

  19 Whispering Sands Dr Unit 302, Sarasota, FL 34242

  Under contract-accepting backup offers. Experience the ultimate beachfront lifestyle in this stunning two-bedroom, two-bathroom condo that's been completely renovated with fresh style and modern touches. With 1,464 square feet of thoughtfully designed living space, this home offers breathtaking full views of the Gulf of Mexico and pristine beach right outside your door. Step inside to discover a

  Frank Golio SARASOTA REALTY CENTER LLC

  19 Whispering Sands Dr Unit 302, Sarasota, FL 34242
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  $5,000 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft
  • Condo for Rent

  6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242

  Variable rent based on season

  Terry Dorrity INTEGRITY INVESTMENTS REALTY

  6157 Midnight Pass Rd Unit D32, Sarasota, FL 34242
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  /2

  $1,050,000 Sold Mar 31, 2026

  6208 Midnight Pass Rd Unit 202, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1979

  Last Sold Summary

  • $913/SF
  • 0 Days On Market

  Current Estimated Value $987,134

  Last Listing Agent Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

  6208 Midnight Pass Rd Unit 202, Sarasota, FL 34242
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  /59

  Est $668,513 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

  • 7% Below List Price
  • $576/SF
  • 2 Days On Market

  • Last Sold Price $715,000
  • Apr 29, 2024

  Last Listing Agent Suki Scollo COLDWELL BANKER REALTY
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  /72

  $615,000

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

  113 Whispering Sands Dr Unit V47, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. NEW PRICE! Discover the ease of island living in this newly REMODELED 3BR/2BA villa with garage in the premier GULF FRONT property of Whispering Sands! As a rare freestanding villa, this residence offers the privacy of no shared walls and lives like a single family residence. Every detail has been thoughtfully curated, from the reimagined open

  Harriet Stopher COLDWELL BANKER REALTY

  113 Whispering Sands Dr Unit V47, Sarasota, FL 34242
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  $8,200 Per Month

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

  1343 Siesta Bayside Dr Unit 1343C, Sarasota, FL 34242

  Welcome to your coastal retreat at Gulf & Bay Club Bayside in Siesta Key, Florida! Nestled on the second level, this 2-bedroom, 2-bathroom condo offers a perfect blend of comfort and breathtaking views of the bay and boat slip.As you step into this meticulously designed space, you'll immediately be drawn to the open-concept living area bathed in natural light. The coastal vibes are

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1343 Siesta Bayside Dr Unit 1343C, Sarasota, FL 34242
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  $1,835,000 Sold Jan 29, 2026

  5880 Midnight Pass Rd Unit 910, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,713 Sq Ft
  • Built 1982

  Last Sold Summary

  • 6% Below List Price
  • $1,071/SF
  • 23 Days On Market

  Current Estimated Value $1,774,266

  Last Listing Agent Michael A Martino KELLER WILLIAMS ON THE WATER S

  5880 Midnight Pass Rd Unit 910, Sarasota, FL 34242
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  /2

  Est $1,792,408 Not Listed For Sale

  5531 Contento Dr, Sarasota, FL 34242

  • 5 Beds
  • 4 Baths
  • 3,653 Sq Ft
  • Built 1966

  5531 Contento Dr, Sarasota, FL 34242

  Last Sold Summary

  • $493/SF
  • 212 Days On Market

  • Last Sold Price $1,800,000
  • Mar 28, 2025

  Last Listing Agent Kim Ogilvie Michael Saunders
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  /54

  $765,000

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

  5855 Midnight Pass Rd Unit 420, Sarasota, FL 34242

  Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This

  Mihaela Dragan FINE PROPERTIES

  5855 Midnight Pass Rd Unit 420, Sarasota, FL 34242
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  /26

  $10,230 Per Month

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

  6154 Midnight Pass Rd Unit 202, Sarasota, FL 34242

  Completely remodeled in 2019. Endless Gulf views from every room. TWO queen sized beds in Master, two twins in second bedroom means plenty of space for your family, and everything is new and sparkling clean! Additional Person fees may apply. Enjoy a dip in one of the largest pools on Siesta Key! This second floor apartment has direct gulf views for stunning sunsets of the only beach to be voted

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit 202, Sarasota, FL 34242
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  /54

  $861,360 Sold May 15, 2025

  19 Whispering Sands Dr Unit 303, Sarasota, FL 34242

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

  Last Sold Summary

  • 9% Below List Price
  • $672/SF
  • 1 Day On Market

  Current Estimated Value $840,467

  Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

  19 Whispering Sands Dr Unit 303, Sarasota, FL 34242
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  Est $1,110,689 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

  • 3% Above List Price
  • $540/SF
  • 4 Days On Market

  • Last Sold Price $1,075,000
  • May 31, 2024

  Last Listing Agent Kristine Niehaus COLDWELL BANKER REALTY
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  $1,600,000

  • Land
  • 25,264 Sq Ft
  • $2,758,621 per Acre

  0 Ocean Blvd, Sarasota, FL 34242

  Future Land Use: Residential. Now positioned at market for immediate sale - build your dream home on this waterfront estate homesite. PRICED TO SELL! Recently reduced by $550,000, this 0.58-acre Siesta Key homesite with canal frontage now represents one of the most compelling values on the market! Cleared - .58 acre homesite. Rare Canal-Front Opportunity on Siesta Key – Last Available Raw Land

  Lisa Shepard BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  0 Ocean Blvd, Sarasota, FL 34242
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  /19

  $8,300 Per Month

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

  6020 Midnight Pass Rd Unit 39, Sarasota, FL 34242

  Paradise is found at Villa 39 at Aloha Kai! Meticulously renovated, this villa stands out with its beamed ceilings and open floor plan, creating a cozy and inviting atmosphere from the moment you step inside this exceptional beach retreat. The primary bedroom features relaxing coastal decor and a spa-like private bath, while guests will feel equally comfortable in the thoughtfully designed living

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 39, Sarasota, FL 34242
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  $630,000 Sold Jan 07, 2026

  753 Tropical Cir, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft
  • Built 1979

  Last Sold Summary

  • 21% Below List Price
  • $372/SF
  • 82 Days On Market

  Current Estimated Value $706,974

  Last Listing Agent Patrick Ritchey RE/MAX ALLIANCE GROUP

  753 Tropical Cir, Sarasota, FL 34242
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  /2

  Est $806,097 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

  • 3% Above List Price
  • $613/SF
  • 37 Days On Market

  • Last Sold Price $780,000
  • Jan 14, 2025

  Last Listing Agent Esti Baughen COLDWELL BANKER REALTY
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  $2,975,000

  • 4 Beds
  • 3 Baths
  • 1,803 Sq Ft

  527 Beach Rd, Sarasota, FL 34242

  Discover an exceptional income-generating property in the heart of coveted Siesta Key right on Beach Road! This fully renovated raised multi-unit compound features a spacious 2-bedroom, 2-bathroom unit and a 2-bedroom, 1-bathrooom unit (side by side). An impressive gross income in 2023 and n 2024 (despite hurricane-related downtime), this turnkey investment provides immediate cash flow. Note:

  Steven Koleno BEYCOME OF FLORIDA LLC

  527 Beach Rd, Sarasota, FL 34242
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  /21

  $8,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Apartment for Rent

  5623 Midnight Pass Rd Unit 615, Sarasota, FL 34242

  Newly remodeled and furnished “Bougie beach bungalow” on Siesta Key Island. This Condo will “wow” you from the first moment you enter. Just say Alexa turn lights on and your command will be answered. This condo is on the first floor and it’s just a few minutes walk from the siesta key public beach access. The community is very welcoming to all guest and has a heated pool year-round and also many

  Stephanie Fox EXP REALTY LLC

  5623 Midnight Pass Rd Unit 615, Sarasota, FL 34242
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  /2

  $660,000 Sold Sep 17, 2025

  6415 Midnight Pass Rd Unit 909, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 1975

  Last Sold Summary

  • 12% Below List Price
  • $512/SF
  • 187 Days On Market

  Current Estimated Value $659,482

  Last Listing Agent Crystal Saly RE/MAX PALM

  6415 Midnight Pass Rd Unit 909, Sarasota, FL 34242
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  /90

  Est $1,465,039 Not Listed For Sale

  5310 Hidden Harbor Rd, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,295 Sq Ft
  • Built 1977

  5310 Hidden Harbor Rd, Sarasota, FL 34242

  Last Sold Summary

  • 2% Below List Price
  • $628/SF

  • Last Sold Price $1,442,000

  Last Listing Agent Margaret Young JENNETTE PROPERTIES, INC.
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  /71

  $500,000

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft

  6157 Midnight Pass Rd Unit B12, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Waterfront Siesta Key condo with breathtaking Sarasota Bay intracoastal views and weekly rentals allowed. This rare 2BR/2.5BA Bay Oaks residence is a remarkable opportunity for a buyer with vision to transform a diamond in the rough into a spectacular waterfront getaway, full-time residence, or investment property. Positioned directly on the water,

  Jessica Burdick LOYD ROBBINS & CO. LLC

  6157 Midnight Pass Rd Unit B12, Sarasota, FL 34242
• 

  

  /23

  $8,550 Per Month

  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 27, Sarasota, FL 34242

  Welcome to Villa #27, your home away from home on beautiful Crescent Beach, Siesta Key. As one of Aloha Kai’s closest villas to the Gulf of Mexico, you are just steps away from the top-rated beach in the United States. The villa’s décor is comfy and casual, featuring two sofas, a dining table that seats six, and an open kitchen—perfect for relaxing evenings in. Kick back and enjoy a late-night

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 27, Sarasota, FL 34242
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  $500,000 Sold Feb 13, 2026

  5219 Calle de Rio, Siesta Key, FL 34242

  • Land
  • 6,969 Sq Ft
  • $3,125,000 per Acre

  Last Sold Summary

  • 23% Below List Price
  • 405 Days On Market

  Current Estimated Value $498,363

  Last Listing Agent Robert Bevington SHOWTIME REALTY

  5219 Calle de Rio, Siesta Key, FL 34242
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  Est $1,506,569 Not Listed For Sale

  395 Avenida Milano, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 2,143 Sq Ft
  • Built 1962

  395 Avenida Milano, Sarasota, FL 34242

  Last Sold Summary

  • 14% Below List Price
  • $817/SF
  • 0 Days On Market

  • Last Sold Price $1,750,000
  • Apr 29, 2024

  Last Listing Agent Jonathan Abrams Michael Saunders

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