Sarasota, FL Homes in ZIP Code 34242

• 

  

  

  /56

  $1,895,000

  • 5 Beds
  • 4 Baths
  • 2,510 Sq Ft

  324 Siesta Dr, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Whether you're seeking a sophisticated primary residence or a high-performing Airbnb investment, this fully renovated 5-bedroom, 4-bathroom coastal contemporary pool home offers the best of both worlds! Ideally situated on an oversized corner lot on Siesta Key and located within city limits, this MOVE-IN READY gem qualifies for 7-day minimum

  Angela Lista MICHAEL SAUNDERS & COMPANY

  324 Siesta Dr, Sarasota, FL 34242
• 

  

  

  /27

  $9,900 per month

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

  1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242

  Come and watch the dolphins and manatees on the intercoastal waterway from our lanai! This unit has 2 large bedrooms and 2 full baths. There is a washer and dryer in the unit and a garage to park your car and store all the beach equipment you will need for the beach. It's only a short 10 min. walk down the private deeded beach access to the beautiful white sands of Siesta Key beach. We share

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1365 Siesta Bayside Dr Unit 1365C, Sarasota, FL 34242
• 

  

  /2

  $20,000 Sold Apr 25, 2025

  • 1,900 Sq Ft
  • $11/SF
  • 175 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2009

  915 Seaside Dr Unit 410, Weeks 14-15, Sarasota, FL 34242

  Fractional Ownership. Introducing the Winter Fractional Package, offering 1/16th ownership in a stunning luxury residence on Siesta Key Beach. Now, your dream of owning a beachfront home on America's most celebrated shore can become a reality. Enjoy the benefits of owning a slice of paradise, complete with world-class amenities and services.This exclusive opportunity offers the ultimate in

  Kelly Mooney DOUGLAS ELLIMAN

  915 Seaside Dr Unit 410, Weeks 14-15, Sarasota, FL 34242
• 

  

  

  /25

  Not Listed For Sale

  0 Commonwealth Dr Unit A4538307, Sarasota, FL 34242

  0 Commonwealth Dr Unit A4538307, Sarasota, FL 34242
• 

  

  

  /39

  $625,000

  • 2 Beds
  • 2 Baths
  • 940 Sq Ft

  915 Beach Rd Unit 321, Sarasota, FL 34242

  INVESTOR ALERT!! This is the only 2/2 on the market in LA SIESTA, a development allowing weekly rentals! Offered turnkey furnished, this spacious condo is located DIRECTLY ACROSS from the main entrance of world-renowned Siesta Key Public Beach, providing effortless access to the powdery white sand beach, shimmering Gulf waters, tennis and volleyball courts, food pavilion, playground, and picnic

  Lori Madden MANGROVE REALTY ASSOCIATES

  915 Beach Rd Unit 321, Sarasota, FL 34242
• 

  

  /22

  $7,200 per month

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

  1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242

  Relax in the spacious living area or enjoy a glass of wine on the lanai.This condo is turnkey furnished including washer /dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key!**Taxes and fees not included.

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1351 Siesta Bayside Dr Unit 1351D, Sarasota, FL 34242
• 

  /2

  $625,000 Sold Apr 24, 2025

  • 567 Sq Ft
  • $1102/SF
  • 27 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1957

  1129 Seaside Dr Unit 15, Sarasota, FL 34242

  Step inside this newly remodeled Sea Crest on Siesta Key one-bedroom, one-bath unit to discover volume beamed ceilings and white tile flooring throughout, creating an open and airy layout. The modern kitchen offers sleek cabinetry, stylish tile backsplash, premium appliances, quartz counters and an island/breakfast bar opening to the living area for entertaining. Fully renovated bath with

  Maria Beck MICHAEL SAUNDERS & COMPANY

  1129 Seaside Dr Unit 15, Sarasota, FL 34242
• 

  

  /46

  Est $664,550 Not Listed For Sale

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

  5855 Midnight Pass Rd Unit 708, Sarasota, FL 34242

  5855 Midnight Pass Rd Unit 708, Sarasota, FL 34242
• 

  

  /9

  $799,000

  • Land
  • 0.29 Acre
  • $2,755,172 per Acre

  5587 Shadow Lawn Dr, Sarasota, FL 34242

  Nestled on picturesque Shadow Lawn Drive, this 12,800-square-foot lot offers an exceptional canvas for your custom home. Framed by mature live oaks on the front left and back right corners, the property blends natural beauty with an enviable location.Enjoy the best of Siesta Key living—just an 8-minute stroll to the powdery sands of world-famous Siesta Beach and just over a mile to the

  Nick Gard COLDWELL BANKER REALTY

  5587 Shadow Lawn Dr, Sarasota, FL 34242
• 

  

  /24

  $9,300 per month

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

  1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242

  This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
• 

  /2

  $7,825,000 Sold Apr 22, 2025

  • 6,300 Sq Ft
  • $1242/SF
  • 85 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2002

  3500 Bayou Louise Ln, Sarasota, FL 34242

  EXQUISITE HOME. "Every detail considered" WHERE SARASOTA BAY MEETS THE GULF OF MEXICO. NORTH SIESTA KEY. Do not miss this unparalleled opportunity to own an exquisite waterfront home, where luxury, location, and breathtaking views combine to create the ultimate island sanctuary. This timeless residence, nestled on Big Pass at the entrance to the Gulf of Mexico, promises an exceptional

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  3500 Bayou Louise Ln, Sarasota, FL 34242
• 

  

  /73

  Est $613,569 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,303 Sq Ft

  8773 Midnight Pass Rd Unit 301-G, Sarasota, FL 34242

  8773 Midnight Pass Rd Unit 301-G, Sarasota, FL 34242
• 

  

  /69

  $1,300,000

  • 3 Beds
  • 3.5 Baths
  • 2,798 Sq Ft

  3954 Hamilton Club Cir Unit 14, Siesta Key, FL 34242

  A unique opportunity to renovate and create your dream coastal retreat in one of Siesta Key’s sought-after gated enclaves Hamilton Club, an exclusive boating community on North Siesta Key. Rarely available, this spacious, elevated townhome is one of only 18 residences in a private, pet-friendly, deep-water boating community offering a deeded dock with sailboat-water access—no fixed bridges to

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3954 Hamilton Club Cir Unit 14, Siesta Key, FL 34242
• 

  

  /21

  $9,300 per month

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

  1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242

  This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent bird sightings. Walk right out to an inland waterway and fishing dock. A large, heated pool is just across from the unit. Beach accessories as well as fishing gear and bicycles are available in the private garage.THIS CONDO REQUIRES A TWO WEEK MINIMUM

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242
• 

  /2

  $1,029,000 Sold Apr 22, 2025

  • 816 Sq Ft
  • $1261/SF
  • 214 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  5966 Midnight Pass Rd Unit G-92, Sarasota, FL 34242

  Siesta Key ~ Palm Bay Club ~ 9th Floor ~ Breathtaking "Direct" Siesta Key Beach & Gulf of Mexico Views ~ Direct Siesta Beach Access ~ Rental Income $90K +/- ~ this property is updated throughout (including windows) ~ 1 bedroom / 1 bath / open or closed balcony ~ sold turnkey furnished ~ managed on-site ~ offering an excellent investment with its rare three day minimum rental policy and on-site

  Robert Anderson Jr RE/MAX ALLIANCE GROUP

  5966 Midnight Pass Rd Unit G-92, Sarasota, FL 34242
• 

  

  /41

  Est $729,969 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,421 Sq Ft

  8779 Midnight Pass Rd Unit 303 H, Sarasota, FL 34242

  8779 Midnight Pass Rd Unit 303 H, Sarasota, FL 34242
• 

  

  /62

  $1,890,000

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  1201 Big Oak Ln, Sarasota, FL 34242

  Once in a lifetime opportunity for a turnkey destination vacation home OR a rare short-term rental with high income production capacity! This Siesta Key, canal front, 3-bed 2-bath, coastal style home is absolutely gorgeous from the minute you walk in the door, to the moment you are on the back patio grilling some steaks, all the way until you are enjoying an after-dinner drink by the heated

  Thatcher Miner THE REAL ESTATE STORE

  1201 Big Oak Ln, Sarasota, FL 34242
• 

  

  /27

  $12,000 per month

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

  1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242

  Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
• 

  /2

  $910,000 Sold Apr 22, 2025

  • 1,375 Sq Ft
  • $662/SF
  • 267 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  5300 Ocean Blvd Unit 803, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. ICONIC BEACH, ICONIC BUILDING, INCREDIBLE PRICE! NEW A/C, NEW PAINT! Are you ready for breathtaking views of the Gulf of Mexico from your luxury condominium? Discover a rare chance to own a condominium in the vibrant heart of Siesta Key Village with easy access to the beautiful quartz beach of Siesta Key. The island lifestyle is here for you.

  Diane Goodwin EXP REALTY LLC

  5300 Ocean Blvd Unit 803, Sarasota, FL 34242
• 

  

  /58

  Est $2,036,696 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,012 Sq Ft

  1310 Old Stickney Point Rd Unit EP3, Sarasota, FL 34242

  1310 Old Stickney Point Rd Unit EP3, Sarasota, FL 34242
• 

  

  /19

  $785,000

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  753 Tropical Cir, Sarasota, FL 34242

  Siesta Key house! This three bedroom, two bath, two car garage home with a swimming pool sits high and dry in the most elevated neighborhood on Siesta Key. This house is built on a concrete block 5ft stem wall and did NOT flood in 2024. Behind the lot line there is a natural retention swale to control potential water. Minutes to beautiful Siesta Key beach, and the Village. Invest in this land

  Patrick Ritchey RE/MAX ALLIANCE GROUP

  753 Tropical Cir, Sarasota, FL 34242
• 

  

  /26

  $6,900 per month

  • 2 Beds
  • 1 Bath
  • 959 Sq Ft
  • Condo for Rent

  1204 Siesta Bayside Dr Unit 1204D, Sarasota, FL 34242

  This lovely well-maintained and upgraded condo in a gated community, is located on the ground floor and offers one bedroom plus an additional den furnished as a small guest bedroom. The condo is turnkey furnished including washer /dryer and private garage, an approximate 5-minute walk, via deeded, walking access across the street, to the #1 beach in the U.S.A., Siesta Key! Choose to enjoy two

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1204 Siesta Bayside Dr Unit 1204D, 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 ½ 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
• 

  

  /19

  Not Listed For Sale

  0 Azure Way, Sarasota, FL 34242

  0 Azure Way, 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
• 

  

  /36

  $9,300 per month

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

  1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242

  Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute walk. Tile floors throughout and completely re-decorated and furnished with many amenities for your family’s enjoyment. King bed in the master and two doubles in the guest room.*Taxes and fees not included.

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1272 Siesta Bayside Dr Unit 1272C, Sarasota, FL 34242
• 

  /2

  $1,960,000 Sold Apr 21, 2025

  • 1,316 Sq Ft
  • $1489/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
• 

  

  /44

  Est $677,387 Not Listed For Sale

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

  5600 Beach Way Dr Unit 213, Sarasota, FL 34242

  5600 Beach Way Dr Unit 213, Sarasota, FL 34242
• 

  

  /33

  $795,000

  • Land
  • 0.15 Acre
  • $5,300,000 per Acre

  5531 Calle Del Verano, Sarasota, FL 34242

  LOCATION, LOCATION, LOCATION!!! THIS LOT IS ONLY 2 BLOCKS TO SIESTA KEY BEACH, WITH NO HOA'S!Come see the possibilities of this lot to build your dream home. This location gives you a short walk, or use of the Frog Hop to the village, or a Sunset walk on the beach. This home DID take on water, and is UNINHABITABLE to live in. Both buildings on the property will be locked, and unavailable

  Mary Kassen PREFERRED SHORE LLC

  5531 Calle Del Verano, Sarasota, FL 34242
• 

  

  /31

  $9,300 per month

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

  1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242

  Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key*Taxes and fees not included.

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1241 Siesta Bayside Dr Unit 1241A, Sarasota, FL 34242
• 

  /2

  $1,701,000 Sold Apr 18, 2025

  • 2,837 Sq Ft
  • $600/SF
  • 16 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1950

  527 Freeling Dr, Sarasota, FL 34242

  Dreaming of waterfront living on Siesta Key? This rare and exclusive Bay Island property is your chance to create the home of your dreams while basking in one of Sarasota's most prized locations. With an impressive 70 feet of seawall and sailboat water, this oversized 12,900-square-foot lot is as exceptional as it gets. Enjoy direct access to Sarasota Bay with quick entry to Big Pass and the Gulf

  Josie Cline MICHAEL SAUNDERS & COMPANY

  527 Freeling Dr, Sarasota, FL 34242
• 

  

  /72

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242

  1640 Summerhouse Ln Unit 502B, Sarasota, FL 34242
• 

  

  /51

  $750,000

  • 2 Beds
  • 1.5 Baths
  • 834 Sq Ft

  6020 Midnight Pass Rd Unit 49, Sarasota, FL 34242

  Welcome to your coastal retreat on world-renowned Siesta Key! Located in the highly sought-after Aloha Kai beachfront community, this updated 2-bedroom, 1.5-bath villa is offered turnkey furnished and ready to enjoy. This property allows for short-term rentals, offering exceptional potential as both a personal getaway and income-producing investment. The villa has been thoughtfully updated with a

  Connor Meckley PREFERRED SHORE LLC

  6020 Midnight Pass Rd Unit 49, Sarasota, FL 34242
• 

  

  /30

  $7,000 per month

  • 2 Beds
  • 1 Bath
  • 959 Sq Ft
  • Condo for Rent

  1360 Siesta Bayside Dr, Sarasota, FL 34242

  This fabulous one bedroom, plus a full sleep-in den, provides additional space for a quiet sitting room or a guest retreat. Relax in the spacious living area or enjoy a glass of wine on the lanai.The condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key's world- renowned white sandy beach on the

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1360 Siesta Bayside Dr, Sarasota, FL 34242
• 

  /2

  $3,100,000 Sold Apr 18, 2025

  • 2,533 Sq Ft
  • $1224/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
• 

  

  /48

  Est $684,018 Not Listed For Sale

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

  199 Whispering Sands Dr Unit 202, Sarasota, FL 34242

  199 Whispering Sands Dr Unit 202, Sarasota, FL 34242
• 

  

  /96

  $4,900,000

  • 4 Beds
  • 4 Baths
  • 3,632 Sq Ft

  8592 Hidden Lagoon Rd, Sarasota, FL 34242

  ON THE GULF, ON THE BEACH! One of a kind 4-bedroom 4- bath beach/gulf front home directly facing the beautiful gulf waters of world-famous Siesta Key with your own 100 feet of private beach to enjoy. Unrestricted views and access to the beach in your backyard make this one of the most highly desirable locations on Siesta Key. This property is very private and is located on the quiet south end of

  Diane Shane ROBERTS REALTY INC

  8592 Hidden Lagoon Rd, Sarasota, FL 34242
• 

  

  /31

  $9,300 per month

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

  1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242

  Deeded Walking Access Directly to the Beach!New on the rental program - Beautifully updated 2-bedroom near the pool, tennis courts and path to the beach! Please be one of our first Guests!The moment you arrive at Gulf & Bay Club Bayside, you’ll appreciate the beauty, serenity, and charm of this "Key West” style village. Located on the bay across the street from world-famous Siesta

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1269 Siesta Bayside Dr Unit 1269-C, Sarasota, FL 34242
• 

  /2

  $1,200,000 Sold Apr 18, 2025

  • 1,632 Sq Ft
  • $735/SF
  • 388 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  9207 Midnight Pass Rd Unit 4, Sarasota, FL 34242

  **New Stainless Steel Kitchen Appliances Installed** Welcome to your oasis at the end of Midnight Pass! Nestled along the shores of Little Sarasota Bay and the Jim Neville marine Preserve, this meticulously maintained 3-bedroom, 2.5-bathroom condo/townhouse offers a waterfront lifestyle beyond compare.One of the standout features of this residence is its proximity to Turtle Beach and

  Naomi Rapp-Howell EXIT KING REALTY

  9207 Midnight Pass Rd Unit 4, Sarasota, FL 34242
• 

  

  /41

  Est $1,297,266 Not Listed For Sale

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

  19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242

  19 Whispering Sands Dr Unit 1005, Sarasota, FL 34242

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