Homes in ZIP Code 34242

• 

  

  

  /60

  $2,249,000

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  5361 Siesta Ct, Sarasota, FL 34242

  Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable

  David James CHARLES RUTENBERG REALTY INC

  5361 Siesta Ct, Sarasota, FL 34242
• 

  

  

  /32

  $8,300 per month

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Condo for Rent

  1200 E Peppertree Ln Unit 402, Sarasota, FL 34242

  This condo is a 30-night minimum.Condo 1200-402 at Peppertree Bay on Siesta KeyThis 2 bedroom, 2 bathrooms recently remodeled, is only steps away from Crescent Beach and is located on the 4th floor.This condo comfortably sleeps 6 guests.The master King bedroom is equipped with a 43'' Smart TV for your entertainment and a ceiling fan. The master bathroom has a walk-in

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
• 

  

  /2

  $5,600,000 Sold Jan 22, 2026

  251 Cedar Park Cir, Sarasota, FL 34242

  • 4 Beds
  • 3.5 Baths
  • 3,446 Sq Ft
  • Built 2013

  Last Sold Summary

  • 7% Below List Price
  • $1,625/SF
  • 20 Days On Market

  Current Estimated Value $5,844,799

  Last Listing Agent Steve Wexler PREMIER SOTHEBY'S INTERNATIONAL REALTY

  251 Cedar Park Cir, Sarasota, FL 34242
• 

  

  

  /84

  Est $619,211 Not Listed For Sale

  5600 Beach Way Dr Unit 113, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Built 1970

  5600 Beach Way Dr Unit 113, Sarasota, FL 34242

  Last Sold Summary

  • 14% Below List Price
  • $560/SF
  • 86 Days On Market

  Last Sold Price $717,500

  Last Listing Agent Lisa Garcia COLDWELL BANKER REALTY
• 

  

  

  /43

  $1,749,000

  • 3 Beds
  • 3 Baths
  • 2,780 Sq Ft

  1021 Crescent St Unit 1, Sarasota, FL 34242

  Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal

  Zain Hartman HARTMAN REAL ESTATE & COMPANY

  1021 Crescent St Unit 1, Sarasota, FL 34242
• 

  

  /21

  $8,010 per month

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft
  • Townhouse for Rent

  6023 W Peppertree Way Unit 235, Sarasota, FL 34242

  This property is a 30 night minimum.6023 WPW is a Gulf-side Townhouse unit, located approx. 60 yards away from Crescent Beach.Living room TV is mounted on the wall. This unit will have a flight of stairs.Approx. 1400 Sq. Ft. (1500 including the lanai) Condo Summary:Bedding: Master Bedroom: King - Guest Bedroom: 2 TwinsElectronics: Living-room: 32 inch Flat Panel - Master

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6023 W Peppertree Way Unit 235, Sarasota, FL 34242
• 

  /2

  $630,000 Sold Apr 30, 2025

  5239 Winding Way, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1958

  Last Sold Summary

  • 33% Below List Price
  • $417/SF
  • 69 Days On Market

  Current Estimated Value $665,617

  Last Listing Agent Brian Cirillo BALDWIN PARK REALTY LLC

  5239 Winding Way, Sarasota, FL 34242
• 

  /2

  Est $687,291 Not Listed For Sale

  8735 Midnight Pass Rd Unit 606B, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft
  • Built 1980

  8735 Midnight Pass Rd Unit 606B, Sarasota, FL 34242

  Last Sold Summary

  • 11% Below List Price
  • $571/SF
  • 49 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Cynthia Bowers COLDWELL BANKER SARASOTA CENT.
• 

  

  /56

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  6518 Midnight Pass Rd Unit 310, Sarasota, FL 34242

  Reduced 30K! The Best Views Currently Available at House of the Sun! Rarely available 3rd-floor unit in the always desirable and impeccably managed House of the Sun on Siesta Key. Positioned far forward on the north side of the building, this residence enjoys some of the best Gulf and beach views currently on the market. From both the living room and the lanai, take in sweeping views of the Gulf

  Mike Winger TIDELINE REAL ESTATE BROKERS

  6518 Midnight Pass Rd Unit 310, Sarasota, FL 34242
• 

  

  /17

  $8,010 per month

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Condo for Rent

  1200 E Peppertree Ln Unit 406, Sarasota, FL 34242

  This property is a 30 night minimum. Central property, High-rise style unit with 2 Bedrooms and 2 Bathrooms. All rental properties are turn-key furnished and include washer & dryer. Fully equipped kitchens, Internet access, beach access, tennis courts and exercise facilities available, access to two swimming pools. No pets are permitted on the property.

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1200 E Peppertree Ln Unit 406, Sarasota, FL 34242
• 

  /2

  $1,950,000 Sold Dec 18, 2025

  5430 Avenida Del Mare, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft
  • Built 1951

  Last Sold Summary

  • 22% Below List Price
  • $970/SF
  • 225 Days On Market

  Current Estimated Value $1,841,031

  Last Listing Agent Jonathan Minerick HOMECOIN.COM

  5430 Avenida Del Mare, Sarasota, FL 34242
• 

  /2

  Not Listed For Sale

  915 Seaside Dr Unit 402, Weeks 28-29, Sarasota, FL 34242

  • 2 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Built 2009

  915 Seaside Dr Unit 402, Weeks 28-29, Sarasota, FL 34242

  Last Sold Summary

  • $7/SF
  • 159 Days On Market

  Last Sold Price $13,000

  Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN
• 

  

  /69

  $2,695,000

  • 5 Beds
  • 3.5 Baths
  • 3,205 Sq Ft

  430 Island Cir, Sarasota, FL 34242

  Welcome to 430 Island Circle, where island living feels both luxurious and refreshingly relaxed. Set on Palm Island, the “heart of Siesta Key”, just moments from the sugar-white sands of Siesta Key Beach, this home offers the perfect balance of modern comfort and coastal charm. Completely reimagined from top to bottom, this five bedroom, three and a half bathroom residence opens with sun-filled

  Jesse Bauer KW COASTAL LIVING III

  430 Island Cir, Sarasota, FL 34242
• 

  

  /17

  $8,400 per month

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Condo for Rent

  1200 E Peppertree Ln Unit 206, Sarasota, FL 34242

  his property is a 30-night minimum.This 2-bedroom, 2 bath has benefits of both sides being located on the bay side with beach access and on the second floor.The master bedroom has a king bed with a 50 inch flat screen TV, a ceiling fan, and access to the lanai. The master bathroom is a walk-in shower with a glass door and a grab bar.The guest bedroom has a king size bed with a 32 inch

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1200 E Peppertree Ln Unit 206, Sarasota, FL 34242
• 

  /2

  $4,095,000 Sold Jan 26, 2026

  5078 Sandy Beach Ave, Sarasota, FL 34242

  • 4 Beds
  • 4 Baths
  • 3,164 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Below List Price
  • $1,294/SF
  • 2 Days On Market

  Current Estimated Value $3,290,187

  Last Listing Agent Darlene Gamble FINE PROPERTIES

  5078 Sandy Beach Ave, Sarasota, FL 34242
• 

  /2

  Est $1,330,359 Not Listed For Sale

  312 Calle Miramar Unit S1, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 2008

  312 Calle Miramar Unit S1, Sarasota, FL 34242

  Last Sold Summary

  • 11% Below List Price
  • $984/SF
  • 1 Day On Market

  Last Sold Price $1,495,000

  Last Listing Agent Christa Spalding COLDWELL BANKER REALTY
• 

  

  /90

  $2,450,000 Open Sat 4PM - 7PM

  • 3 Beds
  • 2 Baths
  • 2,276 Sq Ft

  4508 Woodside Rd, Sarasota, FL 34242

  Luxury Exclusive Living – Boaters’ Paradise Welcome to 4508 Woodside Rd., a true waterfront retreat on Siesta Key offering privacy, boating convenience, and refined coastal living. Positioned on one of the deepest canals on the island, this home delivers three-minute access to the Intracoastal and Sarasota Bay. With 95 feet of water frontage and a 75-foot new dock, this is a legitimate boater’s

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  4508 Woodside Rd, Sarasota, FL 34242
• 

  

  /21

  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,324 Sq Ft
  • House for Rent

  6026 E Peppertree Way Unit 221A, Sarasota, FL 34242

  This property is a 30 night minimum.6026 EPW is a Large garden unit, located on the Bay-side of Midnight Pass.Open porch lanai. This specific unit has a garage.Located about 35 yards away from the Bay.Approx. 1250 Sq. Ft. (1350 including the lanai). Condo Summary:Bedding: Master bedroom: King - Guest Bedroom: 2 TwinsElectronics: Living room: 70 inch Flat Screen - Master

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6026 E Peppertree Way Unit 221A, Sarasota, FL 34242
• 

  /2

  $659,000 Sold Dec 05, 2025

  1020 Sun N Sea Dr Unit 104B, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 752 Sq Ft
  • Built 2009

  Last Sold Summary

  • 2% Below List Price
  • $876/SF
  • 158 Days On Market

  Last Listing Agent Audrey Townsend WINKLER REALTY GROUP LLC

  1020 Sun N Sea Dr Unit 104B, Sarasota, FL 34242
• 

  /2

  Est $461,584 Not Listed For Sale

  110 Vista Hermosa Cir Unit 304, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1971

  110 Vista Hermosa Cir Unit 304, Sarasota, FL 34242

  Last Sold Summary

  • 13% Below List Price
  • $542/SF
  • 12 Days On Market

  Last Sold Price $531,000

  Last Listing Agent Denise Barbato COLDWELL BANKER REALTY
• 

  

  /66

  $525,000 Open Fri 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  4660 Ocean Blvd Unit Q1, Sarasota, FL 34242

  PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath

  Halie Monde KW COASTAL LIVING III

  4660 Ocean Blvd Unit Q1, Sarasota, FL 34242
• 

  

  /16

  $8,800 per month

  • 2 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • House for Rent

  6030 E Peppertree Way Unit 222A, Sarasota, FL 34242

  This property is a 30 night minimum. 6030 is a small garden unit, located on the Bayside of Midnight Pass Ground Floor unit. 2 bedroom, 2 bath unit . Approx. 1250 Sq. Ft. (1350 including the lanai). Bedding:Master bedroom: KingGuest Bedroom: Queen Electronics:Living room: 32 inch Flat PanelMaster Bedroom: 20 inchGuest Bedroom: 12 inch Bathrooms:Master: ShowerGuest:

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6030 E Peppertree Way Unit 222A, Sarasota, FL 34242
• 

  /2

  $700,000 Sold Dec 22, 2025

  5223 Shadow Lawn Dr, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • Built 1967

  Last Sold Summary

  • 30% Below List Price
  • $480/SF
  • 161 Days On Market

  Current Estimated Value $725,098

  Last Listing Agent Justin Harris REAL BROKER, LLC

  5223 Shadow Lawn Dr, Sarasota, FL 34242
• 

  /2

  Est $866,405 Not Listed For Sale

  8770 Midnight Pass Rd Unit B304, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,886 Sq Ft
  • Built 1975

  8770 Midnight Pass Rd Unit B304, Sarasota, FL 34242

  Last Sold Summary

  • 14% Below List Price
  • $533/SF
  • 25 Days On Market

  Last Sold Price $1,005,000

  Last Listing Agent Colleen Finnegan RE/MAX
• 

  

  /100

  $2,499,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 3 Baths
  • 3,541 Sq Ft

  5012 Higel Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts

  Rachelle Tirey PREFERRED SHORE LLC

  5012 Higel Ave, Sarasota, FL 34242
• 

  

  /15

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Condo for Rent

  1255 E Peppertree Dr Unit 306, Sarasota, FL 34242

  2 BR - 2 BA - 6 Person Max - High-rise - Greenbelt View This property is a 30 night minimum.1255 - 306 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.Hardwood floors on the lanai. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft. (1375 including the lanai) Condo Summary:Bedding: Master Bedroom: King - Guest Bedroom:

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1255 E Peppertree Dr Unit 306, Sarasota, FL 34242
• 

  /2

  $1,595,000 Sold Sep 02, 2025

  5121 Oxford Dr, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 2,270 Sq Ft
  • Built 1983

  Last Sold Summary

  • $703/SF
  • 1 Day On Market

  Current Estimated Value $1,568,278

  Last Listing Agent Mark Coppens EXP REALTY LLC

  5121 Oxford Dr, Sarasota, FL 34242
• 

  /2

  Est $384,102 Not Listed For Sale

  9397 Midnight Pass Rd Unit PH3, Sarasota, FL 34242

  • 1 Bed
  • 1 Bath
  • 946 Sq Ft
  • Built 1975

  9397 Midnight Pass Rd Unit PH3, Sarasota, FL 34242

  Last Sold Summary

  • 2% Below List Price
  • $412/SF
  • 63 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Jennifer Putnam COLDWELL BANKER SARASOTA CENT.
• 

  

  /61

  $1,200,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,433 Sq Ft

  5790 Midnight Pass Rd Unit 406, Sarasota, FL 34242

  Under contract-accepting backup offers. Experience quintessential Siesta Key living at 5790 Midnight Pass Rd, Unit 406, a beautifully updated 2-bedroom, 2-bath residence with sweeping Gulf views and an unbeatable location just minutes from the sugar-white sands and the energy of Siesta Village. Inside, a thoughtfully designed layout offers a spacious living and dining area that flows to the

  linda duquette ENGEL & VOELKERS VENICE DOWNTOWN

  5790 Midnight Pass Rd Unit 406, Sarasota, FL 34242
• 

  

  /30

  $6,100 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  1255 E Peppertree Dr Unit 601, Sarasota, FL 34242

  255-601 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.This unit does not have a bed in the guest bedroom, it will have a sleeper sofa. Open kitchen floor plan with stainless steel appliances. Open porch lanai. Guest bedroom TV is mounted on the wall. Dual sink vanity in the master bathroom, seat in the master bathroom shower. Assigned covered parking located in

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1255 E Peppertree Dr Unit 601, Sarasota, FL 34242
• 

  /2

  $20,000 Sold Mar 03, 2026

  915 Seaside Dr Unit 511, Weeks 2-3, Sarasota, FL 34242

  • 4 Beds
  • 4 Baths
  • 2,625 Sq Ft
  • Built 2009

  Last Sold Summary

  • 43% Below List Price
  • $8/SF
  • 51 Days On Market

  Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN

  915 Seaside Dr Unit 511, Weeks 2-3, Sarasota, FL 34242
• 

  /2

  Est $653,272 Not Listed For Sale

  8779 Midnight Pass Rd Unit 404H, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,421 Sq Ft
  • Built 1980

  8779 Midnight Pass Rd Unit 404H, Sarasota, FL 34242

  Last Sold Summary

  • 11% Below List Price
  • $517/SF
  • 41 Days On Market

  Last Sold Price $735,000

  Last Listing Agent Ryan Heers COLDWELL BANKER REALTY
• 

  

  /32

  $595,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 52, Sarasota, FL 34242

  An investor’s dream! Discover unbeatable income potential with this fully renovated 1 bed, 1 bath condo at Jamaica Royale—a proven high-performing rental generating up to $58,000 annually and already secured with over $30,000 in bookings for 2026. Whether you're seeking a profitable income property, a personal beach retreat, or both, this turnkey unit is positioned to deliver.The spacious

  Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

  5830 Midnight Pass Rd Unit 52, Sarasota, FL 34242
• 

  

  /38

  $9,390 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • House for Rent

  1001 Point of Rocks Rd Unit 309, Sarasota, FL 34242

  Villa 309 at Siesta Sands invites you to enjoy a peaceful coastal escape designed for comfort and relaxation. Bright and welcoming, this charming villa features an open layout filled with natural light and a breezy, beach-inspired atmosphere that makes it easy to unwind as soon as you arrive. The fully equipped kitchen and cozy living spaces are ideal for both casual meals and laid-back evenings.

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1001 Point of Rocks Rd Unit 309, Sarasota, FL 34242
• 

  /2

  $690,000 Sold Nov 24, 2025

  114 Whispering Sands Dr Unit V21, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,387 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Below List Price
  • $497/SF
  • 0 Days On Market

  Current Estimated Value $684,655

  Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

  114 Whispering Sands Dr Unit V21, Sarasota, FL 34242
• 

  

  /27

  Est $710,427 Not Listed For Sale

  5964 Midnight Pass Rd Unit 141, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft
  • Built 1975

  5964 Midnight Pass Rd Unit 141, Sarasota, FL 34242

  Last Sold Summary

  • 11% Below List Price
  • $762/SF
  • 0 Days On Market

  Last Sold Price $795,000

  Last Listing Agent Linda Stowe Michael Saunders
• 

  

  /27

  $639,000

  • 1 Bed
  • 1.5 Baths
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 63, Sarasota, FL 34242

  Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly

  Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

  5830 Midnight Pass Rd Unit 63, Sarasota, FL 34242
• 

  

  /19

  $7,920 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  1001 Point of Rocks Rd Unit 308, Sarasota, FL 34242

  Villa 308 at Siesta Sands invites you to enjoy a peaceful coastal escape designed for comfort and relaxation. Bright and welcoming, this charming villa features an open layout filled with natural light and a breezy, beach-inspired atmosphere that makes it easy to unwind as soon as you arrive. The fully equipped kitchen and cozy living spaces are ideal for both casual meals and laid-back evenings.

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1001 Point of Rocks Rd Unit 308, Sarasota, FL 34242
• 

  /2

  $550,000 Sold May 27, 2025

  6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft
  • Built 1967

  Last Sold Summary

  • $735/SF
  • 1 Day On Market

  Current Estimated Value $528,168

  Last Listing Agent Scotty Ledford VUE REALTY, LLC

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

  

  /53

  Est $494,373 Not Listed For Sale

  44 Sandy Cove Rd Unit A4, Sarasota, FL 34242

  • 1 Bed
  • 1 Bath
  • 561 Sq Ft
  • Built 1968

  44 Sandy Cove Rd Unit A4, Sarasota, FL 34242

  Last Sold Summary

  • 13% Below List Price
  • $1,007/SF
  • 3 Days On Market

  Last Sold Price $565,000

  Last Listing Agent Veronica Murphy KELLER WILLIAMS ON THE WATER S

Showing Results 201 - 240, Page 6 of 18