Sarasota, FL Homes in ZIP Code 34242

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  /37

  $3,288,000

  • 3 Beds
  • 3.5 Baths
  • 2,885 Sq Ft

  5169 Sandy Shore Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. LIVE IN PARADISE | Turnkey Siesta Key waterfront luxury home on wide canal with dock and boat lift. View 3D Tour. Built in 2015 by award-winning builder Lee Wetherington and elevated at 10.5 feet, this 3 bed plus den, 3.5 bath canal-front home offers quality construction, impact-rated windows, a 20kW generator, and private dock with lift—just

  Andy Barnhardt WATERSIDE REALTY LLC

  5169 Sandy Shore Ave, Sarasota, FL 34242
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  /74

  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • House for Rent

  1224 S View Dr, Sarasota, FL 34242

  Stunning Renovated Home for Long-Term Rent in Siesta Cove. Discover your dream coastal lifestyle in this beautifully renovated single-family home located in the exclusive neighborhood of Siesta Cove, just steps away from the acclaimed Siesta Key Beach—voted the number one beach in the United States! This elegant residence boasts 3 spacious bedrooms and 2 luxurious bathrooms, offering a high

  Beth Dilley ASCENDIA REAL ESTATE

  1224 S View Dr, Sarasota, FL 34242
• 

  

  /2

  $455,000 Sold Jun 30, 2025

  • 1,357 Sq Ft
  • $335/SF
  • 66 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  8701 Midnight Pass Rd Unit 206A, Sarasota, FL 34242

  Endless Potential in a Prime Location! Located in the highly desirable Turtle Bay on South Siesta Key, this two-bedroom, two-bath condo is a blank canvas- original and ready for its new owner to bring their vision to life. With stunning views of Little Sarasota Bay from the living room and private balcony, this unit offers the perfect foundation to create your dream coastal retreat. Enjoy access

  Samantha Jennen PREFERRED SHORE LLC

  8701 Midnight Pass Rd Unit 206A, Sarasota, FL 34242
• 

  

  

  /46

  Est $713,881 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  1166 W Peppertree Dr Unit 112, Sarasota, FL 34242

  1166 W Peppertree Dr Unit 112, Sarasota, FL 34242
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  /100

  $699,000

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

  6415 Midnight Pass Rd Unit 909, Sarasota, FL 34242

  Stunning Intracoastal and Gulf views from this rare 9th-floor corner unit on Siesta Key.Welcome to Unit #909 at The Anchorage—a beautifully updated condo offering breathtaking panoramic views of the Intracoastal Waterway and Gulf glimpses from three private balconies. This light-filled corner unit is perched on the 9th floor and designed to capture peaceful coastal living from every

  Crystal Saly RE/MAX PLATINUM

  6415 Midnight Pass Rd Unit 909, Sarasota, FL 34242
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  /18

  $12,600 per month

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • House for Rent

  301 Avenida Madera Unit B, Sarasota, FL 34242

  Current Availability: 4/6/2025 This is THE location! Just steps to the Village cafe and the Hub Bar and Grille, and a short walk to the beach. Our 2 bedroom 2 bath beautifully updated property offers a coastal theme and open floor plan. A queen size sofa bed and an auto -inflatable queen size EZ Bed, makes this home comfortable to sleep 6 occupants. Granite countertops, stainless steel

  Robert Bevington SHOWTIME REALTY

  301 Avenida Madera Unit B, Sarasota, FL 34242
• 

  /2

  $1,300,000 Sold Jun 30, 2025

  • 1,886 Sq Ft
  • $689/SF
  • 98 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  5402 Shadow Lawn Dr, Sarasota, FL 34242

  Enjoy true Florida living on Siesta Key on this high & dry lot in beautiful Siesta Isles. This one level home offers nearly 1900 sf of living space set on a 104' wide deep-water canal lot with access to Roberts Bay, the Intracoastal, and the Gulf of Mexico. NO STORM DAMAGE during the recent hurricanes! Move right in and update it to make it your own. Offering a Split Plan of 3 bedrooms, two full

  Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

  5402 Shadow Lawn Dr, Sarasota, FL 34242
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  /92

  Est $528,401 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 561 Sq Ft

  25 Sandy Cove Rd Unit 1-H, Sarasota, FL 34242

  25 Sandy Cove Rd Unit 1-H, Sarasota, FL 34242
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  /59

  $730,000

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

  5855 Midnight Pass Rd Unit 520, Sarasota, FL 34242

  Wow, WHAT A VIEW! Gulf and sunset views from both bedrooms and the living room of this 5th-floor condo. Beautifully turnkey furnished, this large 2 bedroom, 2 bath condo boasts a double master layout, an extended living room/sunroom, and a gorgeously updated kitchen with stainless steel appliances and granite counter tops. Both bathrooms have also been exquisitely updated to maximize space and

  Shana Hamel NEXTHOME EXCELLENCE

  5855 Midnight Pass Rd Unit 520, Sarasota, FL 34242
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  /34

  $12,600 per month

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • House for Rent

  301 Avenida Madera Unit A, Sarasota, FL 34242

  Current Availability: 5/19/2024-5/25/2024, 5/30/2024-6/7/2024, 6/23/2024-7/26/2024, 8/24/2024-10/25/2024, 11/3/2024-11/7/2024, 11/17/2024-12/5/2024 If you are looking for the perfect location for your next vacation, then your search is over! This 2 bedroom, 2 bath property features a prime location within The Village of Siesta Key and is a few blocks to the beach. Beautifully updated, this home

  Robert Bevington SHOWTIME REALTY

  301 Avenida Madera Unit A, Sarasota, FL 34242
• 

  /2

  $1,860,000 Sold Jun 30, 2025

  • 3,721 Sq Ft
  • $500/SF
  • 118 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1964

  5376 Shadow Lawn Dr, Sarasota, FL 34242

  BRING ALL THE FAMILY - MOVE IN READY! Florida living on this high & dry lot on Siesta Key. Your own private tropical deep-water canal frontage. Large saltwater pool and spa, private screened courtyard adjacent to a large game room and theater room – perfect for entertaining. NO STORM DAMAGE during the recent hurricanes! This 4 BR spacious home offers 3700+ sq. ft. of living space including two

  Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

  5376 Shadow Lawn Dr, Sarasota, FL 34242
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  /47

  Est $2,083,130 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,358 Sq Ft

  6906 Bochi Cir, Sarasota, FL 34242

  6906 Bochi Cir, Sarasota, FL 34242
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  /76

  $1,999,999

  • 3 Beds
  • 3 Baths
  • 3,681 Sq Ft

  1214 Sea Plume Way, Sarasota, FL 34242

  This South Siesta Key Village spacious island home offers over 3,600 interior square feet, a beautiful and inviting south-facing screened lanai with heated pool, separate covered patio deck with jacuzzi, 10,000-pound boat lift, floating jet ski dock, gulf beach access close via Point of Rocks and just a short stroll to the South Village of Siesta Key. There are numerous windows and volume

  Lori Carey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1214 Sea Plume Way, Sarasota, FL 34242
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  /79

  $7,000 per month

  • 4 Beds
  • 3 Baths
  • 2,439 Sq Ft
  • House for Rent

  4852 Featherbed Ln, Sarasota, FL 34242

  SIESTA KEY, Sarasota, Single Family Pool Home….Well-positioned for convenience and natural attractions . . . and dinners are breezy on your patio! The advantages of this appealing home in the Siesta area of Siesta Key become apparent while you are still walking the perimeter. The clear blue pool and the patio are a perfect pairing of amenities, supporting a variety of social activities and

  Jane Hunter JENNETTE PROPERTIES INC

  4852 Featherbed Ln, Sarasota, FL 34242
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  /2

  $600,000 Sold Jun 30, 2025

  • 1,421 Sq Ft
  • $422/SF
  • 141 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  8779 Midnight Pass Rd Unit 504H, Sarasota, FL 34242

  Stunning Penthouse with Full Bay Views in Island Reef, Siesta Key!Experience luxury coastal living in this spectacular penthouse at Island Reef, one of Siesta Key’s premier Beach-to-Bay communities. Boasting wraparound panoramic water views, this unit offers some of the best vistas in the entire complex.This beautifully updated 2-bedroom, 2-bathroom condo features luxury vinyl

  Heidi Lusk COLDWELL BANKER REALTY

  8779 Midnight Pass Rd Unit 504H, Sarasota, FL 34242
• 

  

  /17

  Est $1,435,484 Not Listed For Sale

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

  6912 Bochi Cir, Sarasota, FL 34242

  6912 Bochi Cir, Sarasota, FL 34242
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  /71

  $2,950,000

  • 3 Beds
  • 3.5 Baths
  • 3,328 Sq Ft

  8213 Midnight Pass Rd, Sarasota, FL 34242

  Discover your dream home overlooking the picturesque Little Sarasota Bay! This exquisite single-family property, built in 1952, boasts 3,328 square feet of elegant living space, featuring 3 bedrooms and 3.5 baths. The first floor includes a spacious primary bedroom suite with a luxurious ensuite bath and a second ensuite bedroom, perfect for guests or family. The third bedroom is situated on the

  Richard Tyson PREFERRED SHORE LLC

  8213 Midnight Pass Rd, Sarasota, FL 34242
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  /41

  $15,500 per month

  • 4 Beds
  • 4 Baths
  • 5,060 Sq Ft
  • House for Rent

  1202 Sharswood Ln, Sarasota, FL 34242

  Annual, partially furnished single-family pool home is available for lease on Siesta Key. In the gated community of Spice Bay, this four-bedroom plus den London Bay home is 5,000 square feet of tasteful luxury. The small community of Spice Bay has a private dock on Sarasota Bay and the home comes with a 14,000-pound boat lift plus two floating jet ski docks. The home features a gourmet kitchen,

  Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1202 Sharswood Ln, Sarasota, FL 34242
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  /2

  $1,075,000 Sold Jun 30, 2025

  • 1,337 Sq Ft
  • $804/SF
  • 186 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  5770 Midnight Pass Rd Unit 705, Sarasota, FL 34242

  Welcome to Gulf & Bay Club, the premiere Siesta Key condo complex nestled on 32 acres with 800 ft of private beach! Located in the middle of the C Building on the top floor, this condo offers fabulous views, both day and night, of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of Mexico beyond. Take in the views on the Lanai, or sip your coffee in the

  Tina Johns COLDWELL BANKER REALTY

  5770 Midnight Pass Rd Unit 705, Sarasota, FL 34242
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  /68

  Est $674,170 Not Listed For Sale

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

  101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242

  101 Whispering Sands Dr Unit 204TRO, Sarasota, FL 34242
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  /74

  $2,497,000

  • 3 Beds
  • 3.5 Baths
  • 2,766 Sq Ft

  7665 Sanderling Rd, Sarasota, FL 34242

  Photos 1–3 showcase preliminary renderings of a proposed architectural concept for this exceptional property. Envisioned as a modern coastal retreat, the design celebrates the relaxed luxury of mid-century architecture while maximizing the natural beauty of its surroundings. This residence is a modern coastal retreat set on over an acre and blends luxury with the charm of mid-century design.

  Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  7665 Sanderling Rd, Sarasota, FL 34242
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  /51

  $8,900 per month

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft
  • Condo for Rent

  1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242

  Experience coastal living at its finest in this 3-bedroom, 2-bathroom second-floor lakefront condo located in the desirable Gulf and Bay Club Bayside community in Siesta Key. With breathtaking views of the lake, pool, and tennis court from the screened-in lanai, this home is a perfect retreat. The kitchen is equipped with stainless-steel appliances, and the adjacent dining table offers a great

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242
• 

  /2

  $1,970,000 Sold Jun 27, 2025

  • 2,088 Sq Ft
  • $943/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1970

  5966 Midnight Pass Rd Unit G-51 & G-58, Sarasota, FL 34242

  BREATHTAKING amazing Gulf of Mexico views and ONCE IN A LIFETIME OPPORTUNITY for this ONE-OF-A-KIND condominium residence in the desirable Gulffront Tower building in the Palm Bay Club on the island of Siesta Key. This turnkey furnished residence is a combined 2-bedroom unit with the adjacent 1-bedroom unit, redesigned to create a fabulous 2-bedroom plus den/study, which could be converted back

  Carolyn Donnelly COLDWELL BANKER REALTY

  5966 Midnight Pass Rd Unit G-51 & G-58, Sarasota, FL 34242
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  /84

  Est $595,122 Not Listed For Sale

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

  5600 Beach Way Dr Unit 113, Sarasota, FL 34242

  5600 Beach Way Dr Unit 113, Sarasota, FL 34242
• 

  

  /55

  $1,695,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,146 Sq Ft

  311 Island Cir, Sarasota, FL 34242

  Under contract-accepting backup offers. Welcome to 311 Island Circle, your dream Oasis on one of Siesta Key’s most desirable streets! Nestled on an expansive 22,000 sq ft lot on Palm Island, this property comes with a shiny new 2025 Bintelli golf cart, perfect for zipping over to Siesta Beach or the Village—just a stone's throw away at less than a mile! This stunningly renovated home offers four

  Tina Ellis COMPASS FLORIDA LLC

  311 Island Cir, Sarasota, FL 34242
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  /36

  $2,000 per month

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft
  • Condo for Rent

  1300 N Portofino Dr Unit 205, Sarasota, FL 34242

  Available now through Dec 2025 for $2,000 per month. Available Jan-Mar 2026 for $6,000 per month. Welcome to your dream coastal escape in beautiful Siesta Harbor on Siesta Key! This turnkey furnished; spacious one-bedroom, two-bath condo is available now through October 2025. Perfectly situated along a peaceful canal, it offers stunning water views and a truly relaxing atmosphere. Just a short

  Jonathan OSteen O'STEEN GROUP INC

  1300 N Portofino Dr Unit 205, Sarasota, FL 34242
• 

  /2

  $1,100,000 Sold Jun 27, 2025

  • 2,519 Sq Ft
  • $437/SF
  • 83 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1957

  4857 Primrose Path, Sarasota, FL 34242

  Welcome to your dream home in the highly sought-after Harmony subdivision! This stunning single-family residence is situated on a serene canal, featuring an impressive 120' of newer concrete seawall, perfect for those looking to embrace the waterfront lifestyle. Bring your boats and jet skis, as you can easily add your own dock, allowing for quick access to Sarasota Bay and the breathtaking blue

  Nadiya Marisol-Pote MICHAEL SAUNDERS & COMPANY

  4857 Primrose Path, Sarasota, FL 34242
• 

  /2

  Est $1,441,323 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft

  312 Calle Miramar Unit S1, Sarasota, FL 34242

  312 Calle Miramar Unit S1, Sarasota, FL 34242
• 

  

  /73

  $1,695,000 Pending

  • 4 Beds
  • 7 Baths
  • 3,893 Sq Ft

  4831 Primrose Path, Sarasota, FL 34242

  Under contract-accepting backup offers. Luxury Canal-Front Oasis in Siesta Key | 4831 Primrose PathUpdated Three-Story Waterfront Retreat with Designer Touches & Flexible Living SpacesDiscover the perfect blend of luxury, comfort, and location at 4831 Primrose Path, a beautifully updated three-story canal-front residence situated on a lush corner lot in one of Siesta Key’s most

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  4831 Primrose Path, Sarasota, FL 34242
• 

  

  /22

  $5,750 per month

  • 2 Beds
  • 2 Baths
  • 1,583 Sq Ft
  • House for Rent

  7303 Midnight Pass Rd, Sarasota, FL 34242

  Siesta Key Long-Term Rental – Walk to the Beach!Welcome to your island escape on south Siesta Key! This beautifully maintained 2-bedroom, 2-bathroom home offers over 1,500 square feet of living space and a rare 2-car garage. Ideally located just minutes from Crescent Beach and Turtle Beach, you’ll enjoy the best of Siesta Key living—sun, sand, and serenity.Fully furnished and

  Drew Jacobsen THE SARASOTA REAL ESTATE COMP.

  7303 Midnight Pass Rd, Sarasota, FL 34242
• 

  /2

  $4,000,000 Sold Jun 26, 2025

  • 4,989 Sq Ft
  • $802/SF
  • 441 Days On Market

  • Built 2018

  645 Beach Rd, Siesta Key, FL 34242

  Featuring the highly coveted RMF zoning, this property offers legal short term rentals-a rarity across the region and a game-changer for income potential. Set on high ground, it has proven its durability by remaining high and dry during recent hurricanes, providing unmatched security and peace of mind.The property comes fully turnkey furnished, ensuring a seamless and effortless

  Cole Collins COLDWELL BANKER REALTY

  645 Beach Rd, Siesta Key, FL 34242
• 

  

  /27

  Est $738,559 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft

  5964 Midnight Pass Rd Unit 141, Sarasota, FL 34242

  5964 Midnight Pass Rd Unit 141, Sarasota, FL 34242
• 

  

  /48

  $715,000 Pending

  • 2 Beds
  • 2 Baths
  • 894 Sq Ft

  6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242

  Under contract-accepting backup offers. Welcome to 6310 Midnight Pass Rd #405N, an exceptional opportunity to own a turnkey furnished, income-producing beach retreat in the highly sought-after Crescent Arms community on Siesta Key. This rarely available 2-bedroom, 2-bathroom condo offers partial Gulf views from the spacious screened lanai and is just steps from private deeded beach access to

  Halie Roberson KELLER WILLIAMS ON THE WATER S

  6310 Midnight Pass Rd Unit 405N, Sarasota, FL 34242
• 

  

  /40

  $8,500 per month

  • 3 Beds
  • 4 Baths
  • 2,168 Sq Ft
  • House for Rent

  1256 Riegels Landing Dr, Sarasota, FL 34242

  This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full

  Christopher Davenport STARLINK REALTY INC

  1256 Riegels Landing Dr, Sarasota, FL 34242
• 

  /2

  $990,000 Sold Jun 25, 2025

  • 1,464 Sq Ft
  • $676/SF
  • 117 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242

  ***PRICE REDUCED*** This stunning beachfront condo offers a rare combination of luxury, convenience, and breathtaking natural beauty. Nestled on the powdery soft white sands of Siesta Key Beach, this end unit features an additional window which floods the space with an abundance of natural light and provides panoramic views of the sparkling Gulf of Mexico.This condo isn’t just a home;

  Christa Spalding COLDWELL BANKER REALTY

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242
• 

  

  /53

  Est $521,359 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 561 Sq Ft

  44 Sandy Cove Rd Unit A4, Sarasota, FL 34242

  44 Sandy Cove Rd Unit A4, Sarasota, FL 34242
• 

  

  /65

  $4,645,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 4,641 Sq Ft

  3465 Gulfmead Dr, Sarasota, FL 34242

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. *Located on the north end of Siesta Key, this custom-built luxury waterfront home sits on a very private lot, surrounded by lush tropical landscaping and mature coconut palms. Perfectly positioned on a coastal playground just off Big Pass, it offers deep-water access, boating convenience, and serene natural

  Karen Whitaker PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3465 Gulfmead Dr, Sarasota, FL 34242
• 

  

  /59

  $8,000 per month

  • 4 Beds
  • 3 Baths
  • 3,963 Sq Ft
  • House for Rent

  1102 Horizon View Dr, Sarasota, FL 34242

  Don't miss this spectacular custom Italian-designed four-bedroom, three-bathroom home for rent! Located in the beautiful, quiet, and highly sought-after Tortoise Estates. The home comes with deeded access directly to the beach and sparkling gulf waters. It is only steps from the marina, boat dock, and kayaking. It is a short bike or trolley ride to the heart of Siesta Village, with all the best

  Domanic Calamese KW COASTAL LIVING III

  1102 Horizon View Dr, Sarasota, FL 34242
• 

  /2

  $1,335,000 Sold Jun 25, 2025

  • 1,335 Sq Ft
  • $1000/SF
  • 131 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  5790 Midnight Pass Rd Unit 602, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Location, Location, Location!***SPECTACULAR POOL, BEACH & GULF VIEWS***Welcome to the highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach (voted America's #1 beach by Trip Advisor)! This is where you'll find this completely updated condo with gorgeous beach and gulf views! Where you'll be just steps to private beach

  Jamie Mullis COLDWELL BANKER REALTY

  5790 Midnight Pass Rd Unit 602, Sarasota, FL 34242
• 

  

  /20

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 5,986 Sq Ft

  84 Avenida Veneccia Unit 202 & 203, Sarasota, FL 34242

  84 Avenida Veneccia Unit 202 & 203, Sarasota, FL 34242

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