9,168

Siesta Key, FL Homes

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    • /47

      Est $815,342 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,224 Sq Ft

      4532 Ocean Blvd Unit 209, Sarasota, FL 34242

      4532 Ocean Blvd Unit 209, Sarasota, FL 34242
  • /62

    $535,000

    • 2 Beds
    • 2 Baths
    • 991 Sq Ft

    1250 N Portofino Dr Unit 208, Sarasota, FL 34242

    Second Floor CORNER END UNIT ON THE CANAL! This is the One You've Been Waiting For on Siesta Key, 2 bedroom 2 bathroom condo next to the Heated Pool and an easy walk across the street to our Private Beach Access through Crescent Arms! Welcome to this delightful, ready to move in 2-bedroom, 2-bath canal front condominium, ideally situated near the Stickney Point Bridge on Siesta Key. Easy on and

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1250 N Portofino Dr Unit 208, Sarasota, FL 34242
  • /2

    $1,910,000 Sold Apr 21, 2025

    • 1,919 Sq Ft
    • $995/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1979

    5780 Midnight Pass Rd Unit 501, Sarasota, FL 34242

    Your dream home awaits — this rarely available, turnkey furnished, 3 bedrooms, with 2 1⁄2 baths, offers 1919 sq ft of luxurious living space. This stunning end unit at the prestigious Gulf & Bay Club boasts expansive windows filling the condo with natural light and providing breathtaking views of the freshwater lakes and fountains. The open kitchen is the heart of the condo featuring Corian

    Tina Johns COLDWELL BANKER REALTY

    5780 Midnight Pass Rd Unit 501, Sarasota, FL 34242
    • /52

      Est $952,431 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,495 Sq Ft

      1334 Siesta Bayside Dr Unit 1334B, Sarasota, FL 34242

      1334 Siesta Bayside Dr Unit 1334B, Sarasota, FL 34242
  • /75

    $5,900,000

    • 7 Beds
    • 9 Baths
    • 3,600 Sq Ft

    119 Avenida Messina, Sarasota, FL 34242

    Luxury Living in the Heart of Siesta Key!This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living.The main living area is open, airy, and filled with natural light, creating an

    Curtis Ware KW COASTAL LIVING III

    119 Avenida Messina, Sarasota, FL 34242
  • /2

    $1,960,000 Sold Apr 21, 2025

    • 1,316 Sq Ft
    • $1,489/SF
    • 26 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    420 Beach Rd Unit 407, Sarasota, FL 34242

    Step into the realm of unparalleled luxury at this one-of-a-kind organic modern beachfront condo, a meticulously designed and professionally finished residence that has been transformed down to the framing by the designer and builder as their personal home. Offered fully furnished, this 3-bedroom, 2-bathroom masterpiece boasts a coveted Gulf-front location with expansive water views and private

    Anthony Dalesandro BRIGHT REALTY

    420 Beach Rd Unit 407, Sarasota, FL 34242
    • /50

      Est $474,587 Not Listed For Sale

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

      5667 Midnight Pass Rd Unit 304, Sarasota, FL 34242

      5667 Midnight Pass Rd Unit 304, Sarasota, FL 34242
  • /69

    $3,500,000

    • 6 Beds
    • 4.5 Baths
    • 4,699 Sq Ft

    1240 Solitude Ln, Sarasota, FL 34242

    Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach!This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams.Culinary

    Karl Helbig SUNREAL ESTATE INC

    1240 Solitude Ln, Sarasota, FL 34242
  • /2

    $3,100,000 Sold Apr 18, 2025

    • 2,533 Sq Ft
    • $1,224/SF
    • 76 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2017

    601 Lotus Ln, Sarasota, FL 34242

    Indulge in the epitome of waterfront luxury living at this exceptional custom-built residence on Siesta’s grand canal, a five-minute boat ride to open water. Crafted by NC Ferguson with meticulous attention to detail and completed in 2017, this three-bedroom plus office home blends sleek contemporary finishes with comforting style, offering peace of mind with recent hurricane specifications,

    Roger Pettingell COLDWELL BANKER REALTY

    601 Lotus Ln, Sarasota, FL 34242
    • /28

      Est $790,846 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,122 Sq Ft

      757 Beach Rd Unit 310, Sarasota, FL 34242

      757 Beach Rd Unit 310, Sarasota, FL 34242
  • /49

    $5,985,000

    • 8 Beds
    • 6.5 Baths
    • 4,094 Sq Ft

    538 Canal Rd, Sarasota, FL 34242

    Welcome to Sea Spray, a beach and boaters paradise with a private dock across the street and just a block from the famous Siesta Key beach! This eight-bedroom and six-and-a-half-bathroom home boasts a spectacular backyard built like a private waterpark with a Private Resort Style Heated Pool featuring a Rock Water Slide, Waterfall, Grotto, Swim-up bar, Sun Shelf, and Spa. Pack your bags for the

    Constantine Stratos COLDWELL BANKER REALTY

    538 Canal Rd, Sarasota, FL 34242
  • /2

    $1,600,000 Sold Apr 16, 2025

    • 2,200 Sq Ft
    • $727/SF
    • 49 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1981

    6283 Midnight Pass Rd Unit 6283, Sarasota, FL 34242

    Discover this RARE and exquisite waterfront condominium home with deeded beach access on Siesta Key! Offering over 36 feet of unparalleled intracoastal water views, this masterpiece is located at Excelsior Beach to Bay. This furnished 3-bedroom, 3-bathroom end-unit residence is situated above your private 2-CAR GARAGE and is located directly on the intracoastal waterway. With hurricane impact

    Angela Lista MICHAEL SAUNDERS & COMPANY

    6283 Midnight Pass Rd Unit 6283, Sarasota, FL 34242
    • /2

      Est $745,971 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 925 Sq Ft

      5900 Midnight Pass Rd Unit 201, Sarasota, FL 34242

      5900 Midnight Pass Rd Unit 201, Sarasota, FL 34242
  • /65

    $495,000

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1300 N Portofino Dr Unit 103, Sarasota, FL 34242

    Welcome to your slice of paradise on world-renowned Siesta Key! Located just steps from the powdery white sands of the #1 beach in the U.S., this beautifully updated 2-bedroom, 2-bathroom condo in the highly desirable Siesta Harbor 55+ community is the ultimate coastal retreat. Bright, spacious, and thoughtfully designed, this residence features stylish luxury vinyl flooring, a beautifully

    Rachelle Golden MICHAEL SAUNDERS & COMPANY

    1300 N Portofino Dr Unit 103, Sarasota, FL 34242
  • /2

    $615,000 Sold Apr 16, 2025

    • 1,352 Sq Ft
    • $455/SF
    • 222 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    1125 Lake House Cir Unit C112, Sarasota, FL 34242

    ** THIS HOME WAS NOT AFFECTED BY THE PAST STORMS AND IS MOVE IN READY! ** BREATHTAKING WATERFRONT CONDO WITH PANORAMIC LAKE VIEWS LOCATED ACROSS THE STREET FROM SIESTA KEY BEACH! This stunning condo is everything you have been looking for. The high ceilings, large sliding glass doors and bi-level floor plan gives this home a light, bright and open feeling. When you walk in you will be pleasantly

    Kayla Lamb NEXTHOME EXCELLENCE

    1125 Lake House Cir Unit C112, Sarasota, FL 34242
    • /36

      Est $637,931 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 921 Sq Ft

      5830 Midnight Pass Rd Unit 86, Sarasota, FL 34242

      5830 Midnight Pass Rd Unit 86, Sarasota, FL 34242
  • /49

    $997,000

    • 2 Beds
    • 2 Baths
    • 1,094 Sq Ft

    385 Avenida Madera, Sarasota, FL 34242

    Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors

    Dan Miller PREFERRED SHORE LLC

    385 Avenida Madera, Sarasota, FL 34242
  • /2

    $470,000 Sold Apr 15, 2025

    • 1,101 Sq Ft
    • $427/SF
    • 40 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    6157 Midnight Pass Rd Unit E43, Sarasota, FL 34242

    Condo being sold Turn-Key! Welcome to Paradise on Siesta Key!This charming 2-bedroom, 2-bathroom condo offers 1,101 square feet of coastal living at its finest. Nestled in the heart of Siesta Key, this home is perfect for those seeking a relaxing island retreat or an ideal investment opportunity.Step inside to discover an open kitchen with granite countertops, a convenient

    Frank Harris COAST 2 COAST HOME REALTY, PLLC

    6157 Midnight Pass Rd Unit E43, Sarasota, FL 34242
    • /57

      Est $1,139,571 Not Listed For Sale

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

      1240 Dolphin Bay Way Unit 303, Sarasota, FL 34242

      1240 Dolphin Bay Way Unit 303, Sarasota, FL 34242
  • /48

    $549,900

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft

    1116 S Moonmist Ct Unit M12, Sarasota, FL 34242

    Welcome to your tropical retreat on Siesta Key! This beautifully maintained turnkey furnished 2-bedroom, 2-bathroom villa in the desirable Polynesian Gardens community offers the perfect blend of island charm and effortless comfort. Perched on an elevated lot, it features a freshly repainted interior, breezy coastal decor, and all-tile flooring for easy, care-free living. Offering 1,120 total

    Christina Gaskill COLDWELL BANKER REALTY

    1116 S Moonmist Ct Unit M12, Sarasota, FL 34242
  • /2

    $2,100,000 Sold Apr 14, 2025

    • 2,758 Sq Ft
    • $761/SF
    • 64 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1990

    3927 Somerset Dr, Sarasota, FL 34242

    This gorgoeus home is being sold FULLY furnished, has a dedicated boat dock/lift, pool, private elevator, in a gated community! Somerset Cove is located on the coveted north end of the world-famous Siesta Key, in Sarasota, FL just a short distance to Shell Beach. This premier community, with only eleven (11) homes on property, is island living at its finest! As you pass through the electronic

    Patrick Dipinto, III COLDWELL BANKER REALTY

    3927 Somerset Dr, Sarasota, FL 34242
    • /77

      Est $1,229,764 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,740 Sq Ft

      5319 Siesta Cove Dr, Sarasota, FL 34242

      5319 Siesta Cove Dr, Sarasota, FL 34242
  • /55

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,271 Sq Ft

    101 Whispering Sands Dr Unit 307, Sarasota, FL 34242

    Experience the pinnacle of coastal luxury in this completely updated, FULLY FURNISHED end-unit condo located in the relaxing community of Whispering Sands on Siesta Key. Overlooking a tranquil lagoon and offering private beachfront access, this 2-bedroom, 2-bath residence seamlessly blends modern comfort with serene island living. This rare end-unit offers extra privacy and natural light, along

    Todd Goodman KELLER WILLIAMS ON THE WATER S

    101 Whispering Sands Dr Unit 307, Sarasota, FL 34242
  • /2

    $870,000 Sold Apr 14, 2025

    • 1,361 Sq Ft
    • $639/SF
    • 79 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242

    RESORT STYLE LIVING IN THIS EXQUISITELY RENOVATED 2-BEDROOM/2-BATH CONDO. THE LANAI FRAMES THE VIEW OF THE SPARKLING WATERS OF GULF OF MEXICO & AMAZING SUNSETS. OPEN FLOOR PLAN WITH SPACIOUS LIVING ROOM/DINING ROOM WITH SLIDERS TO THE LANAI. KITCHEN FEATURES QUARTZ COUNTERS, ALL STAINLESS STEEL APPLIANCES, DECORATIVE TILE BACKSPLASH & WOOD PAINTED CABINETRY WITH ADJACENT BREAKFAST ROOM. LARGE

    Betsy Campbell MICHAEL SAUNDERS & COMPANY

    5780 Midnight Pass Rd Unit 408, Sarasota, FL 34242
    • /83

      Est $6,585,169 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,649 Sq Ft

      1280 Hidden Harbor Way, Sarasota, FL 34242

      1280 Hidden Harbor Way, Sarasota, FL 34242
  • /37

    $685,000

    • 2 Beds
    • 2 Baths
    • 929 Sq Ft

    1350 N Portofino Dr Unit 402, Sarasota, FL 34242

    UNUSALLLY AVAILABLE! DIRECT INTRACOASTAL VIEW! Stunning ICW Water View on Siesta Key with direct, full view of the Intracoastal Waterway and private beach access across the street. Sought-after Tarpon Building in Siesta Harbor 55+ Community with only 8 units facing directly to the main Intracoastal waterway-- Views are Outstanding! Open Floor Plan, large open dining and living room leading to

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1350 N Portofino Dr Unit 402, Sarasota, FL 34242
  • /2

    $3,300,000 Sold Apr 10, 2025

    • 3,362 Sq Ft
    • $982/SF
    • 14 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2009

    317 Beach Rd, Sarasota, FL 34242

    ONE-OF-A-KIND IN THE HEART OF SIESTA KEY! With more than 3,300 square feet of beautifully designed living space, this meticulously maintained 4-bed, 3.5-bath single-family home is move-in ready and available for a quick close, as it sustained NO storm damage. From the moment you arrive, the classic architecture, tile roof and detailed craftsmanship are bound to leave a lasting impression. The

    Christa Spalding COLDWELL BANKER REALTY

    317 Beach Rd, Sarasota, FL 34242
    • /47

      Est $453,395 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      6006 Midnight Pass Rd Unit 56, Sarasota, FL 34242

      6006 Midnight Pass Rd Unit 56, Sarasota, FL 34242
  • /17

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,577 Sq Ft

    782 Birdsong Ln, Sarasota, FL 34242

    Opportunity knocks in one of the most sought-after locations on Siesta Key! Roof in good shape and impact windows throughout the home. This prime property offers the perfect chance to create your ideal coastal retreat. Situated just moments from world-famous Siesta Key Beach, this lot presents a blank canvas for a stunning new build or a visionary renovation. Currently, the property features a

    Joey Lamielle RE/MAX ALLIANCE GROUP

    782 Birdsong Ln, Sarasota, FL 34242
  • /2

    $2,300,000 Sold Apr 10, 2025

    • 4,071 Sq Ft
    • $565/SF
    • 299 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1979

    5422 Siesta Cove Dr, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Home has sustained significant water damage on the first floor. Rehab or build your dream home on 90 feet of water frontage in Siesta Cove, a highly sought after neighborhood on the North end of Siesta Key. Unobstructed views of the Intracoastal, Phillippi creek and downtown. 10 minute walk to the public beach, biking distance to the village.

    Tori Harless COLDWELL BANKER REALTY

    5422 Siesta Cove Dr, Sarasota, FL 34242
    • /33

      Est $481,944 Not Listed For Sale

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

      5673 Midnight Pass Rd Unit 201, Sarasota, FL 34242

      5673 Midnight Pass Rd Unit 201, Sarasota, FL 34242
  • /41

    $1,500,000

    • 3 Beds
    • 3 Baths
    • 1,658 Sq Ft

    5169 Oxford Dr, Sarasota, FL 34242

    Welcome to 5169 Oxford Drive, a beautifully renovated waterfront home located in the heart of Siesta Key, Sarasota. This 3-bedroom, 3-bathroom residence offers the perfect blend of coastal charm and modern luxury, thoughtfully updated in 2021 with high-end finishes throughout. Inside, you'll find over 2,000 square feet of open living space featuring soaring ceilings, crown molding, and luxury

    John Chalkias CHARLES RUTENBERG REALTY ORLANDO

    5169 Oxford Dr, Sarasota, FL 34242
  • /2

    $807,500 Sold Apr 09, 2025

    • 1,173 Sq Ft
    • $688/SF
    • 12 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    6202 Midnight Pass Rd Unit 201, Sarasota, FL 34242

    Nestled in the heart of Siesta Key, this beautifully updated and turnkey furnished corner garden unit at the iconic Siesta Dunes Resort offers the perfect blend of comfort, style, and location. Situated on the second floor, this 2-bedroom, 2-bathroom unit has been meticulously updated to provide a luxurious coastal retreat.Interior Features / updates include:*Luxury Vinyl Flooring

    Ryan Carson RE/MAX ALLIANCE GROUP

    6202 Midnight Pass Rd Unit 201, Sarasota, FL 34242
    • /78

      Est $675,802 Not Listed For Sale

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

      105 Whispering Sands Dr Unit V48, Sarasota, FL 34242

      105 Whispering Sands Dr Unit V48, Sarasota, FL 34242
  • /43

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 1,582 Sq Ft

    310 Avenida Milano, Sarasota, FL 34242

    Discover the potential of this canal-front property, perfectly positioned just steps from Siesta Key Village and minutes from the island’s world-famous beach. This rare offering presents the perfect opportunity for visionaries, builders, or investors to renovate the existing home or build your custom luxury retreat in one of Sarasota’s most desirable coastal communities. With 75 linear feet of

    Domanic Calamese KW COASTAL LIVING III

    310 Avenida Milano, Sarasota, FL 34242
  • /2

    $1,125,000 Sold Apr 07, 2025

    • 1,645 Sq Ft
    • $684/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    1341 Siesta Bayside Dr Unit 1341B, Sarasota, FL 34242

    Nestled in the highly coveted Gulf & Bay Club Bayside, this 3-bedroom, 2-bathroom townhouse-style condominium offers breathtaking water views, resort-style living, and the flexibility of weekly rentals – perfect for personal enjoyment or as a lucrative income-producing property. Situated along the peaceful Intracoastal Waterway, this 1,645 sf. property blends comfort, luxury, and income potential

    Christiana Kopetzky MICHAEL SAUNDERS & COMPANY

    1341 Siesta Bayside Dr Unit 1341B, Sarasota, FL 34242
    • /51

      Est $1,087,556 Not Listed For Sale

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

      115 Sand Dollar Ln, Sarasota, FL 34242

      115 Sand Dollar Ln, Sarasota, FL 34242
  • /46

    $949,900

    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    30 Island Cir, Sarasota, FL 34242

    -Premier Waterfront Lot on Coveted Palm Island- Presenting a rare and exclusive opportunity to build your dream estate at 30 Island Circle, located in one of Sarasota’s most prestigious Siesta Key enclaves—Palm Island. This southern facing canal-front lot offers 58 feet of pristine water frontage on a quiet, dead-end canal with no through boat traffic, creating a private and peaceful

    Jason Cooper COLDWELL BANKER REALTY

    30 Island Cir, Sarasota, FL 34242
  • /2

    $965,000 Sold Apr 04, 2025

    • 1,737 Sq Ft
    • $556/SF
    • 165 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    1271 Dockside Place Unit 215, Sarasota, FL 34242

    Experience coastal living in this HIGH and DRY waterfront 3-bedroom, 2-bathroom condo on the sought-after Siesta Key. Perfectly positioned just steps from the renowned Siesta Key Beach, this second-floor gem offers unparalleled access to sun and sand, while a private boat slip and lift awaits your boating adventures.This turnkey-furnished condo is meticulously designed for both relaxation

    Debra Forkan COLDWELL BANKER REALTY

    1271 Dockside Place Unit 215, Sarasota, FL 34242
    • /67

      Est $1,032,559 Not Listed For Sale

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

      1033 Shadow Lawn Way, Sarasota, FL 34242

      1033 Shadow Lawn Way, Sarasota, FL 34242

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