Siesta Key, FL Homes

• 

  

  

  /40

  Est $486,373 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
• 

  

  

  /43

  $699,000

  • 2 Beds
  • 2 Baths
  • 921 Sq Ft

  5830 Midnight Pass Rd Unit 89, Sarasota, FL 34242

  Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan unit has porcelain tile throughout, new appliances, hot water heater, interior washer and dryer, all new plumbing (Pex), hurricane impact front door and sliders, new closet doors, bathrooms, and more. Fantastic rental history! The HOA installed a

  Steve Cavanaugh TIDELINE REAL ESTATE BROKERS

  5830 Midnight Pass Rd Unit 89, Sarasota, FL 34242
• 

  

  /2

  $1,110,000 Sold Jun 12, 2025

  • 2,138 Sq Ft
  • $519/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  4818 Givens Ct, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Charming Key West Style Home on World-Renowned Siesta Key Step into coastal elegance with this beautifully maintained 3-bedroom, 2-bath elevated home with a versatile second-story loft, located on a private street with only 8 homes—just short drive down Ocean Blvd to the public beach access.As you ascend the newly updated stairs, you’re

  Lisa Bouck, PA RE/MAX ALLIANCE GROUP

  4818 Givens Ct, Sarasota, FL 34242
• 

  

  

  /54

  Est $971,053 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
• 

  

  

  /61

  $430,000

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242

  SIESTA KEY This 2-bedroom, 2-bath condo overlooking the pool offers the perfect blend of personal paradise and smart opportunity. Located just a short stroll from the world-renowned sugar-white sands of Siesta Key Beach, this property is being sold fully turnkey furnished ready for you or your guests to move in and start enjoying right away! With WEEKLY RENTALS allowed, this condo is ideal for

  Greg Hudson COLDWELL BANKER REALTY

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242
• 

  /2

  $1,300,000 Sold Jun 11, 2025

  • 1,664 Sq Ft
  • $781/SF
  • 81 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  329 Avenida Leona, Sarasota, FL 34242

  LOWEST PRICED MOVE-IN READY WATERFRONT POOL HOME ON SIESTA KEY! PRICE REDUCTION FOR A FAST SALE!A must see and an incredible value on Siesta Key at prime location. BRING ALL REASONABLE OFFERS! Turn-key furnished opportunity to own a completely remodeled immaculate canal front/boat lift/pool home just steps from the No. 1 ranked U.S. beach and Siesta Key Village. Located on a quiet cul-sac

  Randy Owens COLDWELL BANKER REALTY

  329 Avenida Leona, Sarasota, FL 34242
• 

  

  /29

  Est $723,726 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
• 

  

  /40

  $975,000

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

  795 Plymouth St, Sarasota, FL 34242

  Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior filled with natural light, where spacious living areas flow effortlessly into a large open-air pool,

  Courtney Church COLDWELL BANKER REALTY

  795 Plymouth St, Sarasota, FL 34242
• 

  /2

  $1,221,750 Sold Jun 10, 2025

  • Land
  • 0.28 Acre
  • $4,363,393 per Acre

  • 8 Days On Market

  609 Lotus Ln, Sarasota, FL 34242

  Presenting an extraordinary opportunity to build your dream estate on one of Siesta Key’s desirable addresses—609 Lotus Lane, an exceptional canal-front vacant lot just off the prestigious Grand Canal. This quiet, private canal offers deep, navigable waters with direct access to the bay, only one tall (15-foot clearance) bridge away, ideal for the discerning boating enthusiast. Tucked away on a

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  609 Lotus Ln, Sarasota, FL 34242
• 

  

  /66

  Est $477,904 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
• 

  

  /77

  $889,999

  • 2 Beds
  • 2 Baths
  • 1,475 Sq Ft

  6263 Midnight Pass Rd Unit 403, Sarasota, FL 34242

  Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an added staircase leading to a spacious second-story loft. A structural beam has been expertly installed to support the loft, and all ceilings have been raised, enhanced with foam insulation throughout the attic for improved energy efficiency. The kitchen boasts custom solid wood

  Brian Ward WATERSIDE REALTY LLC

  6263 Midnight Pass Rd Unit 403, Sarasota, FL 34242
• 

  /2

  $440,000 Sold Jun 10, 2025

  • 751 Sq Ft
  • $586/SF
  • 22 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1976

  5855 Midnight Pass Rd Unit 201, Sarasota, FL 34242

  Say Hello to a Good Buy! Best value -1BD/1BA condo with Open Balcony plus private Florida Room offers fabulous views of the pool area and Intercoastal. Enjoy peace of mind, HVAC, and a new dishwasher in 2024, a new water heater, and a new main electrical panel in 2023. The remodeled condo offers stunning travertine stone floors, granite countertops, stainless steel appliances, and a

  Lynn Brock BROCK REALTY INC.

  5855 Midnight Pass Rd Unit 201, Sarasota, FL 34242
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  /32

  Est $1,321,234 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
• 

  

  /29

  $590,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 25, Sarasota, FL 34242

  Step into luxury with this fully renovated 1 bed, 1 bath condo featuring high-end finishes and thoughtful upgrades throughout. The kitchen features a stunning coastal-inspired backsplash, quartz countertops, soft-close cabinetry, and brand-new stainless steel appliances, all centered around a spacious island. Luxury waterproof vinyl plank (LVP) flooring flows throughout the living area, where

  Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

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

  /2

  $1,568,000 Sold Jun 09, 2025

  • 2,736 Sq Ft
  • $573/SF
  • 49 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1952

  288 Island Cir, Sarasota, FL 34242

  Auction Property. AUCTION - Renovated waterfront home in the heart of Siesta Key on Palm Island

  Derek Billib BILLIB & BILLIB P A

  288 Island Cir, Sarasota, FL 34242
• 

  

  /67

  Est $1,547,391 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
• 

  

  /48

  $619,900

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft

  915 Beach Rd Unit 215, Sarasota, FL 34242

  Come check out this newly renovated turnkey condo that sits just across the street from one of the #1 beaches in America! This 2 bedroom 1 bathroom condo with open floor plan overlooking the pool and courtyard, is perfect for your new home or investment opportunity near the beach. Some updates include, new carpet, light fixtures, furniture, lanai furniture and decor. La Siesta has on site

  Amber Moss John R. Wood Properties

  915 Beach Rd Unit 215, Sarasota, FL 34242
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  /2

  $482,500 Sold Jun 06, 2025

  • 1,012 Sq Ft
  • $477/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  5643 Midnight Pass Rd Unit 909, Sarasota, FL 34242

  Your coastal oasis awaits! This charming 1st floor condo is a short walk away from the award-winning Siesta Key Beach, known for its quartz-filled, cool sand and turquoise waters. This tastefully furnished, spacious 2-bedroom, 2-bath condo is being offered turnkey furnished and features additional storage as well as an in-unit laundry, a thoughtful improvement by the current owners. Whether

  Linda Williams GULF SHORES REALTY

  5643 Midnight Pass Rd Unit 909, Sarasota, FL 34242
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  /36

  Est $1,178,462 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
• 

  

  /46

  $370,000

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  6157 Midnight Pass Rd Unit G21, Sarasota, FL 34242

  On world-renowned Siesta Key, Bay Oaks Condominiums blend bayside serenity with prime island convenience—just moments from the sugar-white sands that made this beach America’s #1. This beautifully maintained first-floor, 2-bedroom, 1-bath residence offers the perfect combination of waterfront tranquility, unbeatable location, and exceptional, rarely available WEEKLY rental potential. Whether

  Shayla Twit CORCORAN DWELLINGS REALTY

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

  $4,400,000 Sold Jun 05, 2025

  • 2,838 Sq Ft
  • $1,550/SF
  • 112 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1979

  600 Beach Rd Unit 1 & 2, Sarasota, FL 34242

  NEW PRICE!! RARE SIESTA KEY BEACHFRONT OPPORTUNITY! This direct Gulf-front property offers private beach access, unobstructed sunset views, and is just a short stroll from the vibrant and eclectic Siesta Village. The property includes two individual, recently renovated 3-bedroom, 2.5-bath homes styled in a charming beach cottage aesthetic. Refinished kitchens and bathrooms include stainless

  Robert Ruiz WILLIAM RAVEIS REAL ESTATE

  600 Beach Rd Unit 1 & 2, Sarasota, FL 34242
• 

  

  /35

  Est $624,732 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
• 

  

  /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
• 

  /2

  $850,000 Sold Jun 05, 2025

  • 1,471 Sq Ft
  • $578/SF
  • 165 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242

  Rarely available first-floor condo. Take your groceries, golf clubs & luggage directly into your convenient located ground floor unit no waiting for the elevator. Or, walk right outside your condo to the Gulf front pool and barbeque grill....then a few more steps to the crystal white sands of world-famous Siesta Key beach. This nicely maintained and easy-to-care-for unit is light and bright. The

  Peg Davant PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5750 Midnight Pass Rd Unit 105, Sarasota, FL 34242
• 

  

  /76

  Est $608,363 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
• 

  

  /52

  $546,000

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

  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 flooring, and a generous 29-foot lanai.

  Mina Johnson MICHAEL SAUNDERS & COMPANY

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

  /2

  $2,250,000 Sold Jun 03, 2025

  • 1,848 Sq Ft
  • $1,218/SF
  • 49 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  1241 Big Oak Ln, Sarasota, FL 34242

  Welcome to 1241 Big Oak Lane, a stunning waterfront property on one of Siesta Key’s most private and desirable streets. Boasting nearly 200 feet of frontage directly on the bay-front of Sarasota and a Deep water Canal, this home is a boater’s dream, offering breathtaking water views and endless possibilities. Located in a rare RMF-zoned area, the property allows for completely legal short-term

  Anthony Dalesandro BRIGHT REALTY

  1241 Big Oak Ln, Sarasota, FL 34242
• 

  

  /49

  Est $648,764 Not Listed For Sale

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

  5855 Midnight Pass Rd Unit 209, Sarasota, FL 34242

  5855 Midnight Pass Rd Unit 209, Sarasota, FL 34242
• 

  

  /15

  $350,000

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  6157 Midnight Pass Rd Unit A51, Sarasota, FL 34242

  Looking for a vacation home that also produces income? This one is for you! A charming updated GROUND floor condo featuring 2 rentable bedrooms and 1 bathroom making this the LOWEST priced unit in the Bay Oaks complex. This unit comes completely furnished, allows short term 1 WEEK RENTALS and already has a high rating and excellent cash flow with VRBO #911238. The condo is equipped with a full

  Natalie Spencer TAM BAY REALTY LLC

  6157 Midnight Pass Rd Unit A51, Sarasota, FL 34242
• 

  /2

  $875,000 Sold Jun 02, 2025

  • 1,472 Sq Ft
  • $594/SF
  • 65 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1966

  6005 Midnight Pass Rd Unit N8, Sarasota, FL 34242

  Experience a perfect blend of condo convenience and the comfort of a home with old Florida charm in this free-standing villa located in the sought-after Provincial Gardens on Siesta Key. Turnkey furnished and ready for rental, this villa boasts 2 bedrooms, 2 baths, and 1,472 square feet of living space. Additional special features include the bright and airy "Florida room" and stunning terrazzo

  Cathy Loeppke CORCORAN DWELLINGS REALTY

  6005 Midnight Pass Rd Unit N8, Sarasota, FL 34242
• 

  

  /34

  Est $1,095,242 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,557 Sq Ft

  5579 Cape Aqua Dr, Sarasota, FL 34242

  5579 Cape Aqua Dr, Sarasota, FL 34242
• 

  

  /35

  $559,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 46, Sarasota, FL 34242

  Welcome to your ultimate coastal retreat! This stunning 1-bedroom, 1-bathroom ground floor condo has been completely renovated with no expense spared. Step into the beautifully updated kitchen, featuring soft-close cabinetry, a spacious island, elegant quartz countertops, and gold finishes. The open concept living space boasts new luxury waterproof vinyl flooring, perfect for coastal living.

  Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

  5830 Midnight Pass Rd Unit 46, Sarasota, FL 34242
• 

  /2

  $425,000 Sold May 30, 2025

  • 1,163 Sq Ft
  • $365/SF
  • 88 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  1255 E Peppertree Dr Unit 402, Sarasota, FL 34242

  Your Slice of Paradise Awaits at Siesta Key!Live the dream on the #1 beach in the USA with this adorable 4th-floor condo. This 2-bedroom, 2-bath gem offers a serene pool view and direct beach access, making it the perfect place to unwind. Move right in – it’s fully furnished and features luxurious vinyl flooring, new carpet, and fresh paint throughout.Relax on your enclosed lanai,

  Cheryl Santelli PEPPERTREE BAY REALTY INC

  1255 E Peppertree Dr Unit 402, Sarasota, FL 34242
• 

  

  /55

  Est $839,823 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  777 Beach Rd Unit 5A, Sarasota, FL 34242

  777 Beach Rd Unit 5A, Sarasota, FL 34242
• 

  

  /51

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  460 Beach Rd Unit B2, Sarasota, FL 34242

  This beach front opportunity in spindrift does not come around often! With a prime Siesta beachfront unit within a three building, six unit complex that is only a five minute walk from Siesta key village. If you're looking for your own quiet place away from tourist crowds and large associations, then this unit is for you. This unit overlooks the pool with the stunning backdrop of your own piece

  Tamatha Spangler NORTHGROUP REAL ESTATE, INC

  460 Beach Rd Unit B2, Sarasota, FL 34242
• 

  /2

  $670,000 Sold May 28, 2025

  • 1,352 Sq Ft
  • $496/SF
  • 23 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  1113 Lake House Cir Unit C110, Sarasota, FL 34242

  Rarely available, this recently fully-renovated lake-front townhome is steps away from the crystal sands of Siesta Key Beach! Beautifully updated with a Coastal Chic interior, this end unit townhouse lives large. Light & bright with high ceilings, an open floor plan & four sets of glass sliders inviting the Gulf breezes inside makes each new day a delight. This 2-bedroom, 2-full bathroom home

  Jennifer Putnam COLDWELL BANKER SARASOTA CENT.

  1113 Lake House Cir Unit C110, Sarasota, FL 34242
• 

  

  /24

  Est $878,304 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 899 Sq Ft

  6300 Midnight Pass Rd Unit 406, Sarasota, FL 34242

  6300 Midnight Pass Rd Unit 406, Sarasota, FL 34242
• 

  

  /58

  $475,000

  • 1 Bed
  • 1 Bath
  • 751 Sq Ft

  5855 Midnight Pass Rd Unit 314, Sarasota, FL 34242

  Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, the Harbor Towers Yach and Racquet Club is a resort-style community offering a long list of amenities including two heated pools, club house with adjacent outdoor grilling patio, state-of-the-art Fitness Center with treadmills, elliptical trainers, free weights, and sauna;

  Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE

  5855 Midnight Pass Rd Unit 314, Sarasota, FL 34242
• 

  /2

  $550,000 Sold May 27, 2025

  • 748 Sq Ft
  • $735/SF
  • 1 Day On Market

  • 1 Bed
  • 1 Bath
  • Built 1967

  6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242

  SIESTA KEY INTERCOASTAL WATERFRONT, WATERVIEW...Welcome to Paradise in PROVINCIAL GARDENS, a small 26 unit enclave. You will love the MILLION DOLLAR VIEW from this quaint, Mid-Century Modern one bedroom, one bath first floor condo with Florida room addition overlooking the community park, NEW fishing pier with new sea wall and the Intercoastal channel. Deeded beach access and Olympic pool use

  Scotty Ledford VUE REALTY, LLC

  6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
• 

  

  /28

  Est $846,642 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,253 Sq Ft

  6300 Midnight Pass Rd Unit 3, Sarasota, FL 34242

  6300 Midnight Pass Rd Unit 3, Sarasota, FL 34242

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