Sarasota, FL Homes in ZIP Code 34242

• 

  

  

  /49

  $649,000

  • 2 Beds
  • 2 Baths
  • 921 Sq Ft

  5830 Midnight Pass Rd Unit 108, Sarasota, FL 34242

  Never been rented wonderful gulf side attached villa in an all ground level association. This completely updated, open floor plan unit has had newly installed porcelain tile throughout, new hurricane impact sliders, new appliances, hot water heater, interior washer and dryer, all new plumbing, including under slab, as well as a new A/C installed in November of 2022. The HOA installed a new roof

  John Dooley RE/MAX ALLIANCE GROUP

  5830 Midnight Pass Rd Unit 108, Sarasota, FL 34242
• 

  

  

  /35

  $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
• 

  

  /2

  $1,100,000 Sold May 01, 2025

  • 1,731 Sq Ft
  • $635/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2015

  3911 Roberts Point Rd, Sarasota, FL 34242

  Custom built by the current owner in 2015, the contemporary design exudes warmth and natural light inside. In a highly desirable location on the North End of Siesta Key, this 3 bedroom 2 bathroom home has thoughtful details throughout. From the Brazilian Cumaru flooring to the vaulted ceilings with oversized hurricane rated windows, you will realize the value. The open-concept kitchen features

  Barbara May MICHAEL SAUNDERS & COMPANY

  3911 Roberts Point Rd, Sarasota, FL 34242
• 

  

  

  /49

  Est $679,983 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 975 Sq Ft

  1140 W Peppertree Ln Unit 114, Sarasota, FL 34242

  1140 W Peppertree Ln Unit 114, Sarasota, FL 34242
• 

  

  

  /59

  $1,175,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242

  Gulf Views, Poolside Charm & Prime Weekly Rental Potential on Siesta KeyWelcome to Siesta Breakers, your ticket to coastal living with incredible flexibility — whether you're looking for a high-performing short-term rental, a seasonal escape, or a place to call home year-round.This fully furnished bright and breezy 2-bedroom, 2-bath condo sits on the 5th floor of the north

  Josh Jankowski CORCORAN DWELLINGS REALTY

  6480 Midnight Pass Rd Unit 503, Sarasota, FL 34242
• 

  

  /27

  $6,300 per month

  • 2 Beds
  • 2 Baths
  • 959 Sq Ft
  • Condo for Rent

  1326 Siesta Bayside Dr Unit 1326D, Sarasota, FL 34242

  Welcome to your dream coastal retreat at Gulf & Bay Bayside in Siesta Key, Florida! Nestled within this exclusive waterfront community, this exquisite two-bedroom condo offers a perfect blend of luxurious living and breathtaking views.As you step into this meticulously designed residence, you are greeted by an open-concept living space adorned with tasteful coastal decor. The living area,

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1326 Siesta Bayside Dr Unit 1326D, Sarasota, FL 34242
• 

  /2

  $630,000 Sold Apr 30, 2025

  • 1,512 Sq Ft
  • $417/SF
  • 69 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  5239 Winding Way, Sarasota, FL 34242

  ***PRICE IMPROVMENT*** ***PRICE IMPROVEMET*** Discover your own private oasis at 5239 Winding Way, just minutes from Siesta Beach. Come and see for yourself this lovely and charming home that is an absolute MUST SEE! Nestled in a canopy-protected neighborhood, this property features a spacious open floor plan that connects the kitchen and living areas, creating a perfect space for entertaining

  Brian Cirillo BALDWIN PARK REALTY LLC

  5239 Winding Way, Sarasota, FL 34242
• 

  

  /41

  Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,463 Sq Ft

  5400 Ocean Blvd Unit 14-2 & 14-3, Sarasota, FL 34242

  5400 Ocean Blvd Unit 14-2 & 14-3, Sarasota, FL 34242
• 

  

  /89

  $555,000

  • 2 Beds
  • 1.5 Baths
  • 975 Sq Ft

  1036 W Peppertree Ln Unit 113B, Sarasota, FL 34242

  Awesome deal on Siesta Key. This turnkey 2BR/1.5 BA unit is ready for new owner. New wood laminate flooring in living, dining and 2nd bedroom. Gulfside 1st level Garden unit is close to pool, beach, fitness center, clubhouse & more. Unit had minor water intrusion through the hurricanes. They are replacing the hurricane sliders which have been ordered and will be installed in August. The

  Peggy Wellman MICHAEL SAUNDERS & COMPANY

  1036 W Peppertree Ln Unit 113B, Sarasota, FL 34242
• 

  

  /54

  $9,500 per month

  • 3 Beds
  • 2 Baths
  • 1,835 Sq Ft
  • Condo for Rent

  1389 Siesta Bayside Dr Unit 1389F, Sarasota, FL 34242

  Indulge in opulent coastal living with this luxurious 3-bedroom, 2-bathroom second-floor, two-level condo in the prestigious Gulf & Bay Club Bayside on Siesta Key, Florida. This impeccably designed residence offers a unique and spacious layout, with the primary bedroom occupying its own private floor for the utmost in privacy and elegance.As you enter, the living room, dining room, and

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1389 Siesta Bayside Dr Unit 1389F, Sarasota, FL 34242
• 

  /2

  $1,175,000 Sold Apr 30, 2025

  • 2,147 Sq Ft
  • $547/SF
  • 76 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1979

  1211 N View Dr, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. This home had no water intrusion nor structural damage through hurricanes. Welcome to this beautifully updated home in the highly sought-after Siesta Cove neighborhood on Siesta Key, just a short distance from the world-renowned Siesta Beach and the vibrant Siesta Key Village, offering an array of shopping, dining, and entertainment options. This

  Thomas Cail RE/MAX ALLIANCE GROUP

  1211 N View Dr, Sarasota, FL 34242
• 

  

  /38

  Est $616,554 Not Listed For Sale

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

  199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242

  199 Whispering Sands Dr Unit 204WAT, Sarasota, FL 34242
• 

  

  /27

  $1,200,000

  • Land
  • 0.37 Acre
  • $3,243,243 per Acre

  4920 Higel Ave, Sarasota, FL 34242

  Opportunity Awaits on this .37 of an acre (approximate dimensions 100' x 158') on Siesta Key with Western Exposure. The existing structure is ready to be removed and a new home would be best suited for this great lot. Current structure features 3BR/2BA with a pool ~ but the home did suffer severe water damage and is now being "sold as is" for lot value only. This nice, oversized lot has a great

  Tony Andrews ANDREWS & ASSOCIATES REALTY

  4920 Higel Ave, Sarasota, FL 34242
• 

  

  /35

  $7,400 per month

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

  1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242

  Indulge in the ultimate coastal lifestyle with this charming 2-bedroom, 2-bathroom first-level condo in the heart of Gulf & Bay Club Bayside on Siesta Key, Florida. As you enter, the coastal vibes welcome you into a thoughtfully designed space adorned with beach-inspired decor and sunlit interiors. Step through the sliding glass doors onto your private screened-in lanai, where the gentle

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242
• 

  /2

  $303,500 Sold Apr 28, 2025

  • 797 Sq Ft
  • $381/SF
  • 45 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1975

  5641 Midnight Pass Rd Unit 903, Sarasota, FL 34242

  Lowest price condo on Siesta Key. Rarely available first-floor 1/1 condo located right across the street from Siesta Key public beach in beautiful White Sands Village. This affordable and well-maintained community with pavers throughout the roadways and carport areas is a hidden gem. Onsite management, heated pool, community boat docks that are available on a first-come basis for a small fee, and

  Mary Jo Violett MICHAEL SAUNDERS & COMPANY

  5641 Midnight Pass Rd Unit 903, Sarasota, FL 34242
• 

  

  /36

  Est $698,007 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,338 Sq Ft

  8776 Midnight Pass Rd Unit C103, Sarasota, FL 34242

  8776 Midnight Pass Rd Unit C103, Sarasota, FL 34242
• 

  

  /35

  $5,995,000

  • 8 Beds
  • 8 Baths
  • 6,490 Sq Ft

  544 Canal Rd, Sarasota, FL 34242

  SIESTA KEY INVESTMENT PROPERTY. Great location! Welcome to the Wildflower. Just steps from the #1 Beach in USA. Nestled within a tropical oasis, this charming 8 plex 4 ground level units and 4 second level units, with 8 parking spaces offers a unique blend of comfort and natural beauty. Surrounded by vibrant tropical flora, enter the common area courtyard centered around a sparkling heated pool,

  Katie Cintron COLDWELL BANKER REALTY

  544 Canal Rd, Sarasota, FL 34242
• 

  

  /36

  $9,500 per month

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

  1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242

  Welcome to your elevated sanctuary in paradise – a second-floor two-bedroom condo at Gulf & Bay Bayside on the enchanting Siesta Key, Florida. Upon entering, you're immediately greeted by an open-concept living space that seamlessly integrates the interior with the scenic beauty beyond. The living area, adorned with coastal-inspired décor, invites you to relax in comfort while large

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242
• 

  /2

  $1,630,000 Sold Apr 28, 2025

  • 1,782 Sq Ft
  • $915/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  320 Avenida Leona, Sarasota, FL 34242

  CANAL FRONT home only a 2 minute walk to Siesta Key Village loaded with upgrades and a BRIGHT, OPEN layout that's ideal for entertaining. Features include custom kitchen with quartz countertops, tile backsplash and stainless appliances, tile flooring throughout, impact sliders and windows, 6-panel doors, custom closets with motion-sensor lighting. Three bedrooms plus an office with a HUGE

  Ryan Vlasic COLDWELL BANKER REALTY

  320 Avenida Leona, Sarasota, FL 34242
• 

  

  /31

  Est $533,651 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  1110 S Moonmist Ct Unit M-11, Sarasota, FL 34242

  1110 S Moonmist Ct Unit M-11, Sarasota, FL 34242
• 

  

  /23

  $3,950,000

  • Land
  • 0.52 Acre
  • $7,596,154 per Acre

  542 Freeling Dr, Sarasota, FL 34242

  Boating access and large lot opportunity. This rare 22,671 SF (.52 acres) lot on Siesta Key offers a unique opportunity to build your dream home in one of the most sought-after areas. Fit up to a 42-foot boat on the private dock, and boat off the canal into Roberts Bay. There is 170 ft of waterfront to enjoy. This property is a short drive past the north bridge, in a mature and developed luxe

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  542 Freeling Dr, Sarasota, FL 34242
• 

  

  /41

  $7,600 per month

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

  1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242

  Welcome to our recently updated two-bedroom, two-bathroom second-floor unit in Gulf and Bay - Bayside on Siesta Key. This stunning condo offers a host of modern features and stylish enhancements that will elevate your vacation experience to new heights. With vaulted ceilings creating an open and airy atmosphere, you'll find that every corner of this unit has been thoughtfully designed for your

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
• 

  /2

  $835,000 Sold Apr 28, 2025

  • 1,803 Sq Ft
  • $463/SF
  • 115 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  7916 Midnight Pass Rd, Sarasota, FL 34242

  Property just assessed post storm by appraiser and priced at lot value. Appraisal came in post-storm at $942,000-$1,155,000. Home is easily able to be remodeled, as it has an excellent floor plan and is a ready canvas. This tranquil retreat on Siesta Key rests on over one-third of an acre, where the captivating beauty of Heron Lagoon sets the stage for a life of peaceful luxury. On the lagoon's

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  7916 Midnight Pass Rd, Sarasota, FL 34242
• 

  

  /47

  Est $722,010 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  1101 Lake House Cir Unit C-206, Sarasota, FL 34242

  1101 Lake House Cir Unit C-206, Sarasota, FL 34242
• 

  

  /22

  $1,300,000

  • Land
  • 0.32 Acre
  • $4,062,500 per Acre

  838 Norsota Way, Sarasota, FL 34242

  Rare Siesta Key Land Opportunity!Location, location, location! This rare 13,939 sq. ft. (.32 acres) lot on Siesta Key offers a unique opportunity to build your dream home in one of the most sought-after areas. Just a short drive past the north bridge, this lot sits on one of the key's most established streets, surrounded by opulent, grand homes in the Bay Island neighborhood.With the

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  838 Norsota Way, Sarasota, FL 34242
• 

  

  /30

  $7,700 per month

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft
  • Condo for Rent

  1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242

  A spacious two bedroom/two bath ground floor home with attached garage. Relax on the private south-facing lanai overlooking a lake featuring a fountain and frequent visits by numerous water birds. After a long day enjoy HDTV and high-speed internet ready to stream your favorite programs. Wireless internet is also available throughout Bayside and at the pools. The living area is tiled, and the

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
• 

  /2

  $650,000 Sold Apr 28, 2025

  • 1,453 Sq Ft
  • $447/SF
  • 209 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  631 Venice Ln, Sarasota, FL 34242

  Welcome to great potential and endless possibilities on Siesta Key. This three bedroom, 2 bath pool home on one third of an acre in the Waterside East neighborhood is conveniently located for easy access on and off the island via the north bridge, and just a short bike ride to the vibrant Siesta Key Village and the world-famous Siesta Key beach. Enjoyed as a permanent residence by the current

  Kelly Rosenberg COLDWELL BANKER REALTY

  631 Venice Ln, Sarasota, FL 34242
• 

  

  /69

  Est $695,366 Not Listed For Sale

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

  5855 Midnight Pass Rd Unit 704, Sarasota, FL 34242

  5855 Midnight Pass Rd Unit 704, Sarasota, FL 34242
• 

  

  /41

  $1,895,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft

  4879 Commonwealth Dr, Sarasota, FL 34242

  Own a Rare Piece of Sarasota's Architectural History on Siesta Key!Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly

  Daniel Petrilla PREFERRED SHORE LLC

  4879 Commonwealth Dr, Sarasota, FL 34242
• 

  

  /24

  $4,500 per month

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

  1318 Siesta Bayside Dr Unit C, Siesta Key, FL 34242

  Enjoy our beautiful holiday retreat on Siesta Key Island, with private access to the stunning whites sands of Crescent Beach – Previously voted No. 1 beach in USA! Our 2 bed/2 bath condo located in this uniquely designed low rise ‘Key West’ style complex has ground floor access with sheltered South facing Garden – free WIFI throughout the condo. While away your lazy days on our fishing dock when

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1318 Siesta Bayside Dr Unit C, Siesta Key, FL 34242
• 

  /2

  $590,000 Sold Apr 25, 2025

  • 1,287 Sq Ft
  • $458/SF
  • 17 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  6415 Midnight Pass Rd Unit 508, Sarasota, FL 34242

  Real estate is always about location, and your new condominium has it. No need for a car when you live here! Leave your condo, down the elevator and walk out the front door of The Anchorage to the Daiquiri Deck, Captain Curt’s Crab & Oyster Bar, plus a variety of other restaurants and shops along with the Siesta Key Marina and private access to Siesta Key Beach! If you are looking for

  Anthony DeLuca DELUCA REALTY INC

  6415 Midnight Pass Rd Unit 508, Sarasota, FL 34242
• 

  

  /6

  Not Listed For Sale

  0 Venice Ln Unit 4,5, Sarasota, FL 34242

  0 Venice Ln Unit 4,5, Sarasota, FL 34242
• 

  

  /44

  $3,990,000

  • 8 Beds
  • 8.5 Baths
  • 4,380 Sq Ft

  646 Calle Del Otono, Sarasota, FL 34242

  Nearly Complete New Construction on Siesta Key!Just steps from the sugar-white sands of Siesta Key Beach and a short stroll to Siesta Village, 646 Calle del Otono offers an exceptional opportunity to own a brand-new coastal estate nearing completion in one of Sarasota’s most walkable, high-demand locations.Designed with both style and function in mind, this expansive residence

  Curtis Ware KW COASTAL LIVING III

  646 Calle Del Otono, Sarasota, FL 34242
• 

  

  /24

  $7,200 per month

  • 2 Beds
  • 2 Baths
  • 959 Sq Ft
  • Condo for Rent

  1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242

  Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
• 

  /2

  $1,200,000 Sold Apr 25, 2025

  • 2,111 Sq Ft
  • $568/SF
  • 50 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  5602 Cape Leyte Dr, Sarasota, FL 34242

  Nestled in the highly sought-after Siesta Isle neighborhood, this exceptional 14,000+ sq. ft. corner lot presents an unparalleled opportunity to create your dream home just steps from the main entrance of world-renowned Siesta Key Beach. Whether you choose to remodel the existing two-bedroom, two-bath single-family home to your specifications or build an exquisite custom estate, this prime

  Ben Angerami PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5602 Cape Leyte Dr, Sarasota, FL 34242
• 

  

  /20

  Est $570,880 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  1600 Cove II Place Unit 423, Sarasota, FL 34242

  1600 Cove II Place Unit 423, Sarasota, FL 34242
• 

  

  /85

  $625,000

  • 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
• 

  

  /23

  $6,900 per month

  • 2 Beds
  • 2 Baths
  • 959 Sq Ft
  • Condo for Rent

  1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242

  This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
• 

  /2

  $1,250,000 Sold Apr 25, 2025

  • 2,237 Sq Ft
  • $559/SF
  • 102 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  9122 Midnight Pass Rd Unit 33, Sarasota, FL 34242

  Experience the pinnacle of Siesta Key living. Relish spectacular mango sunsets and colorful sunrises from east and west-facing balconies in this fabulous three-bedroom, two-bath, 2,237-square-foot luxury waterfront condominium on south Siesta Key. With breathtaking gulf views, this rarely available residence is in one of the island’s most desirable buildings, offering privacy of single-family

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  9122 Midnight Pass Rd Unit 33, Sarasota, FL 34242
• 

  

  /23

  Est $673,778 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  137 Avenida Messina Unit 1, Sarasota, FL 34242

  137 Avenida Messina Unit 1, Sarasota, FL 34242

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