9,260

Siesta Key, FL Homes

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  • /95

    $1,375,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,449 Sq Ft

    5740 Midnight Pass Rd Unit 104, Sarasota, FL 34242

    Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from

    Tony Andrews ANDREWS & ASSOCIATES REALTY

    5740 Midnight Pass Rd Unit 104, Sarasota, FL 34242
  • /57

    $5,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,361 Sq Ft
    • Condo for Rent

    5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242

    Listing reflects off-season rate. Available August - December 2026. Introducing your dream beachfront getaway in Siesta Key, Florida or as we like to call it... 2 Tickets to Paradise! This stunning 2-bedroom, 2-bathroom beachfront condo offers the perfect blend of luxury and relaxation. With direct beach access and tranquil views of the garden and ocean, it's the perfect spot to unwind. Step

    Beth Dilley ASCENDIA REAL ESTATE

    5760 Midnight Pass Rd Unit 208, Sarasota, FL 34242
  • /2

    $450,000

    Sold Apr 29, 2026

    24 Sandy Cove Rd Unit A6-D, Sarasota, FL 34242

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

    Last Sold Summary

    • 10% Below List Price
    • $802/SF
    • 55 Days On Market

    Current Estimated Value $444,409

    Last Listing Agent Bev Murray BERKSHIRE HATHAWAY HOMESERVICE

    24 Sandy Cove Rd Unit A6-D, Sarasota, FL 34242
    • /2

      Est $1,993,785

      Not Listed For Sale

      5740 Midnight Pass Rd Unit 506, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 2,004 Sq Ft
      • Built 1986
      5740 Midnight Pass Rd Unit 506, Sarasota, FL 34242

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Tina Johns COLDWELL BANKER REALTY

  • /37

    $544,900

    • 1 Bed
    • 1 Bath
    • 728 Sq Ft

    5830 Midnight Pass Rd Unit 43, Sarasota, FL 34242

    Welcome to your own slice of paradise at Jamaica Royale on world-famous Siesta Key. This beautifully updated, turnkey one-bedroom, one-bath villa offers the convenience of ground-floor living in an all-ground-level association, meaning no stairs and no milestone inspections required. Renovated in 2025, this villa is move-in ready and ideally positioned with relaxing views. Jamaica Royale is a

    Mike Winger TIDELINE REAL ESTATE BROKERS

    5830 Midnight Pass Rd Unit 43, Sarasota, FL 34242
  • /25

    $6,500 Per Month

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

    1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242

    Heaven on Siesta Key, in perfect condition, up to date, and simply beautiful. This spacious, first floor one bedroom with a bay/harbor water view from your lanai is immaculate, beautifully decorated and offers every comfort for your favorite vacation stay. The modern kitchen shines with new cabinets, lighting, paint, and kitchen work desk. Elegant bathroom with new walk in shower featuring

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1333 Siesta Bayside Dr Unit 1333D, Sarasota, FL 34242
  • /2

    $2,000,000

    Sold Nov 14, 2025

    0 Solymar Dr, Siesta Key, FL 34242

    • Land
    • 18,730 Sq Ft
    • $4,651,163 per Acre

    Last Sold Summary

    • 71% Below List Price
    • 238 Days On Market

    Last Listing Agent Curtis Ware KW COASTAL LIVING III

    0 Solymar Dr, Siesta Key, FL 34242
    • /2

      Est $1,416,756

      Not Listed For Sale

      6283 Midnight Pass Rd Unit 6283, Sarasota, FL 34242

      • 3 Beds
      • 3 Baths
      • 2,200 Sq Ft
      • Built 1981
      6283 Midnight Pass Rd Unit 6283, Sarasota, FL 34242

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Angela Lista MICHAEL SAUNDERS & COMPANY

  • /75

    $2,450,000

    $250K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,903 Sq Ft

    4712 Ocean Blvd Unit W10, Sarasota, FL 34242

    Repriced $250,000! A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4712 Ocean Blvd Unit W10, Sarasota, FL 34242
  • /29

    $5,700 Per Month

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

    1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242

    Charming 2 bedroom/ 2 bath Condo just a short walk to the beach. Come enjoy our key-west style condo with a very rare 2 car garage. Two swimming pools, tennis court, pickleball, workout room and fishing dock round out the amenities on our lushly landscaped property. Nestled between palm trees, this ground floor condo does not have a unit above it. Impeccably clean and comfortable with a fully

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1219 Siesta Bayside Dr Unit 1219C, Sarasota, FL 34242
  • /2

    $585,000

    Sold May 12, 2026

    6154 Midnight Pass Rd Unit A13, Sarasota, FL 34242

    • 2 Beds
    • 1 Bath
    • 875 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $669/SF
    • 46 Days On Market

    Current Estimated Value $603,238

    Last Listing Agent Linda Holley WILLIAM RAVEIS - FLORIDA LLC

    6154 Midnight Pass Rd Unit A13, Sarasota, FL 34242
    • /49

      Est $2,076,904

      Not Listed For Sale

      440 Canal Rd Unit C, Sarasota, FL 34242

      • 4 Beds
      • 3.5 Baths
      • 2,756 Sq Ft
      • Built 2002
      440 Canal Rd Unit C, Sarasota, FL 34242

      Last Sold Summary

      • 251 Days On Market

      Last Listing Agent Jennifer Meshad SARASOTA COAST REALTY INC

  • /94

    $624,900

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    4660 Ocean Blvd Unit Q2, Sarasota, FL 34242

    BEST PRICED GULF-FRONT CONDO on SIESTA KEY, with the LOWEST HOA. Unbeatable proximity to Siesta Key Village, the #1 Beach in America, and Downtown Sarasota. TWO heated GULF FRONT POOLS. Brand new fishing dock. This unit has a BRAND-NEW A/C, is MOVE IN READY and can come partially furnished if you wish (a full list of items is available). Unobstructed GULF VIEWS, forever YOURS! And it’s PET

    Robin Leonardi MICHAEL SAUNDERS & COMPANY

    4660 Ocean Blvd Unit Q2, Sarasota, FL 34242
  • /69

    $10,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,953 Sq Ft
    • House for Rent

    5159 Oakmont Place, Sarasota, FL 34242

    Experience the best of Siesta Key in this beautifully updated, fully furnished vacation home with a private pool, available January through March 2027 only. Beautiful resort-style living, completely renovated interiors, multiple living and dining areas, comfortably sleeps 8-10 at one of Florida's most sought-after beach destinations for the perfect coastal getaway. Inside, the open-concept layout

    Scott Nold TNG PROPERTY MANAGEMENT

    5159 Oakmont Place, Sarasota, FL 34242
  • /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 $862,561

    Last Listing Agent Toni Zarghami KW COASTAL LIVING III

    625 Beach Rd Unit 407, Sarasota, FL 34242
    • /2

      Est $2,640,609

      Not Listed For Sale

      5412 Siesta Cove Dr, Sarasota, FL 34242

      • 4 Beds
      • 3 Baths
      • 3,198 Sq Ft
      • Built 1979
      5412 Siesta Cove Dr, Sarasota, FL 34242

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

  • /46

    $749,000

    $41K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,949 Sq Ft

    1224 Moonmist Cir Unit S3, Sarasota, FL 34242

    Outstanding remodeled and updated freestanding 3/3 villa in private and beautiful Polynesian Gardens. New ceramic tile flooring throughout. Spacious with large rooms plus 259 extra square feet in glassed in lanai/Florida room which can be used as a family room. office or man cave. The updates include a new addition to the villa of approximately 330 additional square feet and a beautiful second

    Stephen Clementi COLDWELL BANKER REALTY

    1224 Moonmist Cir Unit S3, 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

    $690,000

    Sold Aug 25, 2026

    6415 Midnight Pass Rd Unit 211, Sarasota, FL 34242

    • 3 Beds
    • 2.5 Baths
    • 2,358 Sq Ft
    • Built 1975

    Last Sold Summary

    • 26% Below List Price
    • $293/SF
    • 217 Days On Market

    Current Estimated Value $836,889

    Last Listing Agent Mina Johnson MICHAEL SAUNDERS & COMPANY

    6415 Midnight Pass Rd Unit 211, Sarasota, FL 34242
    • /2

      Est $954,125

      Not Listed For Sale

      5780 Midnight Pass Rd Unit 402, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,361 Sq Ft
      • Built 1979
      5780 Midnight Pass Rd Unit 402, Sarasota, FL 34242

      Last Sold Summary

      • 581 Days On Market

      Last Listing Agent Stephanie Kitsemble CHARLES RUTENBERG REALTY INC

  • /30

    $869,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,253 Sq Ft

    6300 Midnight Pass Rd Unit 21, Sarasota, FL 34242

    Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully

    Bev Murray BERKSHIRE HATHAWAY HOMESERVICE

    6300 Midnight Pass Rd Unit 21, Sarasota, FL 34242
  • /11

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242

    Villa 38 at Aloha Kai offers a spacious living area that opens onto an enclosed porch—perfect for enjoying your morning coffee. Its unique design features beamed ceilings and eclectic furnishings, creating a charming beach bungalow atmosphere. The fully equipped kitchen has everything you need to prepare meals to enjoy on the patio, and a convenient walk-in shower adds to your comfort. Located on

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 38, Sarasota, FL 34242
  • /2

    $595,000

    Sold May 12, 2026

    5855 Midnight Pass Rd Unit 404, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1976

    Last Sold Summary

    • 8% Below List Price
    • $516/SF
    • 8 Days On Market

    Current Estimated Value $597,639

    Last Listing Agent Anna Williams SHOWTIME REALTY

    5855 Midnight Pass Rd Unit 404, Sarasota, FL 34242
    • /24

      Est $991,166

      Not Listed For Sale

      1185 Coquille St Unit 305, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,760 Sq Ft
      • Built 1983
      1185 Coquille St Unit 305, Sarasota, FL 34242

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Betsy De Manio COLDWELL BANKER REALTY

  • /53

    $669,900

    $105K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 939 Sq Ft

    6150 Midnight Pass Rd Unit 38, Sarasota, FL 34242

    Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment

    Domanic Calamese KW COASTAL LIVING III

    6150 Midnight Pass Rd Unit 38, Sarasota, FL 34242
  • /28

    $5,370 Per Month

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

    6006 Midnight Pass Rd Unit 44, Sarasota, FL 34242

    Starting at $179/night! Step into luxury and comfort at our newly renovated 2-bedroom, 1.5-bathroom condo, perfectly designed for your next getaway. This vibrant space features a fully equipped kitchen ready for your culinary adventures and a private carport just steps from the unit for hassle-free parking. Recently updated in Summer 2023, the condo comfortably accommodates up to six guests with

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 44, Sarasota, FL 34242
  • /2

    $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 $1,205,337

    Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

    5740 Midnight Pass Rd Unit 402, Sarasota, FL 34242
    • /44

      Est $1,413,474

      Not Listed For Sale

      4832 Primrose Path, Sarasota, FL 34242

      • 3 Beds
      • 2 Baths
      • 1,897 Sq Ft
      • Built 1971
      4832 Primrose Path, Sarasota, FL 34242

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jenny Evans ASCENDIA REAL ESTATE

  • /63

    $999,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,905 Sq Ft

    783 Birdsong Ln, Sarasota, FL 34242

    Under contract-accepting backup offers. Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through

    Lori Lockhart COLDWELL BANKER REALTY

    783 Birdsong Ln, Sarasota, FL 34242
  • /10

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit 13, Sarasota, FL 34242

    This is a fun tropically decorated beach villa that will put a smile on your face when you walk in!! This unit can easily occupy up to 6. We have recently remodeled the kitchen and both bathrooms. The master bedroom features a king size bed with a new pillow top mattress. The master bath is new with a roman walk in shower. There is an LCD TV, DVD player and a nice closet. The second bedroom has a

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 13, Sarasota, FL 34242
  • /2

    $750,000

    Sold May 21, 2026

    4822 Ocean Blvd Unit 2A, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft
    • Built 1973

    Last Sold Summary

    • 12% Below List Price
    • $523/SF
    • 175 Days On Market

    Current Estimated Value $757,861

    Last Listing Agent Beth Dilley ASCENDIA REAL ESTATE

    4822 Ocean Blvd Unit 2A, Sarasota, FL 34242
    • /67

      Est $674,430

      Not Listed For Sale

      140 Whispering Sands Dr Unit V40, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,264 Sq Ft
      • Built 1968
      140 Whispering Sands Dr Unit V40, Sarasota, FL 34242

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

  • /61

    $2,800,000

    • 4 Beds
    • 3.5 Baths
    • 3,205 Sq Ft

    430 Island Cir, Sarasota, FL 34242

    Privately set on Palm Island in the heart of Siesta Key, this residence offers an exceptional combination of generous living space, thoughtful design and effortless access to the island’s most celebrated destinations. Just a short distance from the powdery, white quartz sands of Siesta Beach and the boutiques, dining and lively atmosphere of Siesta Village, this beautifully reimagined waterfront

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    430 Island Cir, Sarasota, FL 34242
  • /39

    $3,995 Per Month

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Welcome to this Siesta Key Florida fully furnished town house for rent, located on the barrier island of Siesta Key Florida #1 beach in USA, made famous for its pure quartz sugar sand. A truly tropical beach front community Sandy Cove in Siesta Key with private fishing pier, small private beach and beautiful ocean view, and only one block from Siesta Key Village. A rarely available 2 bedroom two

    Matthew fehniger JJF REALTY INC

    Unlisted Address
  • /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 $1,049,220

    Last Listing Agent Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

    6208 Midnight Pass Rd Unit 202, Sarasota, FL 34242
    • /2

      Est $1,010,997

      Not Listed For Sale

      1260 Dolphin Bay Way Unit 303, Sarasota, FL 34242

      • 2 Beds
      • 2 Baths
      • 1,915 Sq Ft
      • Built 1997
      1260 Dolphin Bay Way Unit 303, Sarasota, FL 34242

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Maureen Doherty MICHAEL SAUNDERS & COMPANY

  • /59

    $2,695,000

    $355K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,169 Sq Ft

    4938 Commonwealth Dr, Sarasota, FL 34242

    "Prepare to be captivated by this fully renovated masterpiece, offering an unparalleled blend of modern luxury and coastal sophistication. Featuring an extra 1,300 square feet of finished, legal nonconforming space in addition to the official tax record, this property offers exceptional value at under $800/sq ft when including this spectacular bonus square footage. Perfectly designed for upscale

    Maurice Menager MICHAEL SAUNDERS & COMPANY

    4938 Commonwealth Dr, Sarasota, FL 34242
  • /27

    $5,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft
    • Apartment for Rent

    1055 W Peppertree Dr Unit 802AA, Sarasota, FL 34242

    Steps from beautiful Crescent Beach, this fully renovated 2 bedroom 2 full bathroom unit is located in Gulf-side High-rise on the 8th floor. Step into the extended living lanai area to experience wrap around views of the gulf. Enjoy a window bench, choice of comfy loveseats, or dine with a view of the blue waters and white sand.An updated kitchen with stainless steel appliances peeks through

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1055 W Peppertree Dr Unit 802AA, Sarasota, FL 34242
  • /2

    $590,000

    Sold Jun 05, 2026

    1169 W Peppertree Dr Unit 118A, Sarasota, FL 34242

    • 2 Beds
    • 2 Baths
    • 1,083 Sq Ft
    • Built 1974

    Last Sold Summary

    • 9% Below List Price
    • $545/SF
    • 64 Days On Market

    Current Estimated Value $591,189

    Last Listing Agent Brian Ward WATERSIDE REALTY LLC

    1169 W Peppertree Dr Unit 118A, Sarasota, FL 34242
    • /2

      Est $530,807

      Not Listed For Sale

      6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242

      • 1 Bed
      • 1 Bath
      • 748 Sq Ft
      • Built 1967
      6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Scotty Ledford VUE REALTY, LLC

Showing Results 641 - 680, Page 17 of 18

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