Homes in ZIP Code 34242

• 

  

  

  /56

  $1,995,000

  • 3 Beds
  • 2.5 Baths
  • 2,233 Sq Ft

  5155 Hidden Harbor Rd, Sarasota, FL 34242

  Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded.Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating

  Matt Buttner LIST NOW REALTY, LLC

  5155 Hidden Harbor Rd, Sarasota, FL 34242
• 

  

  

  /19

  $5,500 per month

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

  1255 E Peppertree Dr Unit 501, Sarasota, FL 34242

  Welcome to this beautifully remodeled Bayside Mid-rise unit. This spacious 2-bedroom, 2-bathroom condo is situated on the 5th floor, As you step inside, you'll be greeted by a tastefully decorated living area with modern furnishings and a serene coastal color palette. The open-concept design seamlessly connects the living, dining, and kitchen areas, creating a perfect space for relaxation and

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1255 E Peppertree Dr Unit 501, Sarasota, FL 34242
• 

  

  /2

  $1,175,000 Sold Feb 10, 2026

  19 Whispering Sands Dr Unit 1204, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Built 1973

  Last Sold Summary

  • 9% Below List Price
  • $917/SF
  • 9 Days On Market

  Current Estimated Value $1,271,573

  Last Listing Agent Chelsa Vahtomin COLDWELL BANKER REALTY

  19 Whispering Sands Dr Unit 1204, Sarasota, FL 34242
• 

  

  /2

  Est $540,627 Not Listed For Sale

  1257 S Portofino Dr Unit 406, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft
  • Built 1968

  1257 S Portofino Dr Unit 406, Sarasota, FL 34242

  Last Sold Summary

  • 8% Below List Price
  • $630/SF
  • 22 Days On Market

  Last Sold Price $585,000

  Last Listing Agent Curtis Ware KW COASTAL LIVING III
• 

  

  

  /87

  $13,900,000

  • 6 Beds
  • 8 Baths
  • 8,358 Sq Ft

  1192 Horizon View Dr, Sarasota, FL 34242

  Exclusive Gulf Coast Luxury Beachfront Estate with Private Gulf Access and Endless Ocean ViewsWelcome to one of the Gulf Coast’s most private and luxurious beachfront estates—an extraordinary opportunity toown a rare stretch of direct Gulf frontage in Florida. Tucked away at the end of a quiet cul-de-sac and secured behinddual gated entrances, this expansive oceanfront property is

  Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  1192 Horizon View Dr, Sarasota, FL 34242
• 

  

  /15

  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft
  • Condo for Rent

  1255 E Peppertree Dr Unit 101, Sarasota, FL 34242

  This property is a 30 night minimum.This 2 bedroom, 2 bath is located on the first floor in a bay-side mid-rise and is approximately 75 yards from the Bay.The master bedroom has a king bed, a 20 inch TV, a ceiling fan, and access to the extended living lanai. The updated master bathroom has new finishes and a walk-in glass door shower with a removable shower head.The guest bedroom has

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1255 E Peppertree Dr Unit 101, Sarasota, FL 34242
• 

  /2

  $3,200,000 Sold Jul 31, 2025

  8030 Midnight Pass Rd, Sarasota, FL 34242

  • 4 Beds
  • 6 Baths
  • 3,720 Sq Ft
  • Built 2024

  Last Sold Summary

  • 15% Below List Price
  • $860/SF
  • 245 Days On Market

  Current Estimated Value $3,039,985

  Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  8030 Midnight Pass Rd, Sarasota, FL 34242
• 

  /2

  Est $731,290 Not Listed For Sale

  8773 Midnight Pass Rd Unit 206G, Sarasota, FL 34242

  • 3 Beds
  • 2.5 Baths
  • 1,875 Sq Ft
  • Built 1981

  8773 Midnight Pass Rd Unit 206G, Sarasota, FL 34242

  Last Sold Summary

  • 6% Below List Price
  • $416/SF
  • 109 Days On Market

  Last Sold Price $780,000

  Last Listing Agent Stuart Francis EXP REALTY LLC
• 

  

  /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
• 

  

  /22

  $6,000 per month

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

  1255 E Peppertree Dr Unit 403, Sarasota, FL 34242

  This property is a 30 night minimum.This stunning, updated 2 bedroom, 2 bath is located in a bay-side mid-rise unit and is approximately 75 yards from the bay.The master bedroom has a king bed, a TV, and pocket sliding glass doors that gives access to the extended lanai living. The master bathroom has a walk-in glass door shower with grab bars and a beautiful granite vanity.The guest

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1255 E Peppertree Dr Unit 403, Sarasota, FL 34242
• 

  /2

  $2,875,000 Sold Oct 24, 2025

  5169 Sandy Shore Ave, Sarasota, FL 34242

  • 3 Beds
  • 3.5 Baths
  • 2,885 Sq Ft
  • Built 2015

  Last Sold Summary

  • 18% Below List Price
  • $997/SF
  • 219 Days On Market

  Current Estimated Value $2,850,854

  Last Listing Agent Andy Barnhardt WATERSIDE REALTY LLC

  5169 Sandy Shore Ave, Sarasota, FL 34242
• 

  

  /64

  Est $5,170,202 Not Listed For Sale

  609 Norsota Way, Sarasota, FL 34242

  • 4 Beds
  • 3 Baths
  • 2,701 Sq Ft
  • Built 1982

  609 Norsota Way, Sarasota, FL 34242

  Last Sold Summary

  • 19% Below List Price
  • $2,369/SF
  • 43 Days On Market

  Last Sold Price $6,400,000

  Last Listing Agent Douglas Black PREFERRED SHORE LLC
• 

  

  /60

  $2,735,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 4,254 Sq Ft

  5236 Siesta Cove Dr, Sarasota, FL 34242

  Under contract-accepting backup offers. No Hurricane or Flood Damage. A coastal modern oasis in Siesta Cove, Siesta Key’s premier neighborhood, highlights 80 feet of waterfront with convenient boat access to Gulf and Bay, with newer seawall, boat dockage, and an extraordinary pool that invites you to enjoy Siesta Key’s relaxed lifestyle. Breathtaking Sarasota Bay vistas along the many peaceful

  Bradley Kayser COLDWELL BANKER REALTY

  5236 Siesta Cove Dr, Sarasota, FL 34242
• 

  

  /26

  $7,000 per month

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

  1200 E Peppertree Ln Unit 602, Sarasota, FL 34242

  This property is a 30 night minimum.1200-602 is a Penthouse unit in a Bay-side Mid-rise, located approximately 150 yards away from the Bay with a view of the waterway and downtown Sarasota in the distance. Approx. 1200 Sq. Ft. (1462 including the lanai)Lanai has a twin daybed with a trundle, eating area, and desk setup for remote work. Assigned covered parking located in parking garage

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1200 E Peppertree Ln Unit 602, Sarasota, FL 34242
• 

  /2

  $1,400,000 Sold Jul 28, 2025

  309 Avenida Milano, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,439 Sq Ft
  • Built 1974

  Last Sold Summary

  • $973/SF
  • 64 Days On Market

  Current Estimated Value $1,325,318

  Last Listing Agent Tim Yocum, Sr COLDWELL BANKER REALTY

  309 Avenida Milano, Sarasota, FL 34242
• 

  

  /77

  Est $646,836 Not Listed For Sale

  6145 Midnight Pass Rd Unit F-1, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1968

  6145 Midnight Pass Rd Unit F-1, Sarasota, FL 34242

  Last Sold Summary

  • 10% Below List Price
  • $669/SF
  • 20 Days On Market

  Last Sold Price $715,000

  Last Listing Agent Suki Scollo COLDWELL BANKER REALTY
• 

  

  /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
• 

  

  /41

  $12,030 per month

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

  1001 Point of Rocks Rd Unit 609, Sarasota, FL 34242

  Villa 609 at Siesta Sands is an inviting island escape designed for rest, comfort, and easy coastal living. This light-filled villa offers an open, spacious layout with a calming beach-inspired style that helps you settle in and unwind from the moment you arrive. The thoughtfully arranged kitchen and living areas create a welcoming space for everything from quiet mornings to relaxed evenings

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1001 Point of Rocks Rd Unit 609, Sarasota, FL 34242
• 

  /2

  $975,000 Sold Dec 09, 2025

  568 Venice Ln, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 1,818 Sq Ft
  • Built 1975

  Last Sold Summary

  • 13% Below List Price
  • $536/SF
  • 141 Days On Market

  Current Estimated Value $1,010,526

  Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

  568 Venice Ln, Sarasota, FL 34242
• 

  

  /66

  Est $554,210 Not Listed For Sale

  23 Sandy Cove Rd Unit B1-G, Sarasota, FL 34242

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

  23 Sandy Cove Rd Unit B1-G, Sarasota, FL 34242

  Last Sold Summary

  • 21% Below List Price
  • $1,246/SF
  • 24 Days On Market

  Last Sold Price $699,000

  Last Listing Agent Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC
• 

  

  /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
• 

  

  /18

  $6,500 per month

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

  1255 E Peppertree Dr Unit 305, Sarasota, FL 34242

  his property is a 30 night minimum.1255 - 305 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.Open kitchen floor plan. Dual sink vanity in Master bathroom. Living room has a sleeper sofa available. Condo is located on third floor. Equipped with Xfinity cable service and free Wi-Fi. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft.

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1255 E Peppertree Dr Unit 305, Sarasota, FL 34242
• 

  /2

  $869,000 Sold Mar 12, 2026

  795 Plymouth St, Sarasota, FL 34242

  • 4 Beds
  • 2.5 Baths
  • 1,967 Sq Ft
  • Built 1986

  Last Sold Summary

  • 24% Below List Price
  • $442/SF
  • 181 Days On Market

  Current Estimated Value $930,039

  Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

  795 Plymouth St, Sarasota, FL 34242
• 

  

  /41

  Est $647,265 Not Listed For Sale

  141 Avenida Messina Unit 3, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft
  • Built 1966

  141 Avenida Messina Unit 3, Sarasota, FL 34242

  Last Sold Summary

  • 14% Below List Price
  • $741/SF
  • 1 Day On Market

  Last Sold Price $752,500

  Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY
• 

  

  /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
• 

  

  /33

  $6,000 per month

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

  1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242

  Welcome to your slice of paradise in Gulf & Bay Club Bayside, a highly sought-after community located on beautiful Siesta Key, Florida. Professionally managed by Gulf Coast Vacation rentals, this first-floor 2-bedroom, 2-bathroom lakefront condo offers the perfect blend of coastal charm and resort-style living. From the moment you step inside, you’ll be greeted by a beachy, relaxed vibe that

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242
• 

  /2

  $1,300,000 Sold Jun 11, 2025

  329 Avenida Leona, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft
  • Built 1972

  Last Sold Summary

  • 20% Below List Price
  • $781/SF
  • 81 Days On Market

  Current Estimated Value $1,253,993

  Last Listing Agent Randy Owens COLDWELL BANKER REALTY

  329 Avenida Leona, Sarasota, FL 34242
• 

  /2

  Est $928,216 Not Listed For Sale

  1315 Siesta Bayside Dr Unit B, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,660 Sq Ft
  • Built 1988

  1315 Siesta Bayside Dr Unit B, Sarasota, FL 34242

  Last Sold Summary

  • 3% Below List Price
  • $577/SF
  • 124 Days On Market

  Last Sold Price $958,000

  Last Listing Agent Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY
• 

  

  /45

  $3,000,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,186 Sq Ft

  9265 Blind Pass Rd, Sarasota, FL 34242

  Under contract-accepting backup offers. Gulf-to-Bay elegance meets relaxed coastal sophistication in this elevated, sailboat-access waterfront retreat, ideally positioned within one of Siesta Key’s most exclusive gated enclaves. Set in a rare peninsula neighborhood offering true Gulf-to-Bay living, this Caribbean-inspired residence delivers exceptional privacy, sweeping water views, and direct

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  9265 Blind Pass Rd, Sarasota, FL 34242
• 

  

  /10

  $8,340 per month

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242

  C6 is a lovely unit, has been remodeled and is awaiting your arrival. It can accommodate up to 6. The spacious living room/dining room has all new furniture, including a large couch, two recliners, coffee, and end tables. In the dining area you will find a new dining table and chairs and a ceiling fan. There is also a wall-mounted 55” UHD Smart TV. The very large Master Bedroom has a king-size

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242
• 

  /2

  $640,000 Sold Dec 08, 2025

  141 Avenida Messina Unit 4, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,035 Sq Ft
  • Built 1966

  Last Sold Summary

  • 8% Below List Price
  • $618/SF
  • 60 Days On Market

  Current Estimated Value $641,800

  Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP

  141 Avenida Messina Unit 4, Sarasota, FL 34242
• 

  

  /41

  Est $605,045 Not Listed For Sale

  8701 Midnight Pass Rd Unit 304A, Sarasota, FL 34242

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

  8701 Midnight Pass Rd Unit 304A, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $505/SF
  • 10 Days On Market

  Last Sold Price $685,000

  Last Listing Agent Joey Lamielle RE/MAX
• 

  

  /61

  $3,657,625 New Construction

  • 3 Beds
  • 4.5 Baths
  • 3,034 Sq Ft

  5103 Windward Ave, Sarasota, FL 34242

  Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white

  Karen Greco GRECO REAL ESTATE

  5103 Windward Ave, Sarasota, FL 34242
• 

  

  /14

  $8,970 per month

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit B02, Sarasota, FL 34242

  Find your Happy Place here in this LARGE 2 bedroom/2 bathroom, private entrance villa. There is new granite in the kitchen which is fully equipped. The master bedroom is furnished with a king size bed. The master vanity for the ladies comes with a hairdryer. The master bath features a walk-in shower with new tile and granite, all new from top to bottom. The second bedroom provides two double

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit B02, Sarasota, FL 34242
• 

  /2

  $1,375,000 Sold May 09, 2025

  702 Treasure Boat Way, Sarasota, FL 34242

  • 4 Beds
  • 2.5 Baths
  • 2,299 Sq Ft
  • Built 2007

  Last Sold Summary

  • 14% Below List Price
  • $598/SF
  • 193 Days On Market

  Current Estimated Value $1,321,337

  Last Listing Agent Mark Borg LIST WITH 1 REALTY

  702 Treasure Boat Way, Sarasota, FL 34242
• 

  

  /94

  Est $3,359,472 Not Listed For Sale

  8217 Midnight Pass Rd, Sarasota, FL 34242

  • 4 Beds
  • 4.5 Baths
  • 3,411 Sq Ft
  • Built 2013

  8217 Midnight Pass Rd, Sarasota, FL 34242

  Last Sold Summary

  • 13% Below List Price
  • $1,136/SF
  • 7 Days On Market

  Last Sold Price $3,875,000

  Last Listing Agent Glenn Brown RE/MAX
• 

  

  /56

  $1,370,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,335 Sq Ft

  5750 Midnight Pass Rd Unit 704, Sarasota, FL 34242

  Under contract-accepting backup offers. Poised above the world-famous quartz sands of Siesta Key, this penthouse-level residence delivers a front-row seat to the Gulf of Mexico—where breathtaking beach views, refined modern design, and resort-style living come together in one extraordinary coastal retreat. Welcome to 5750 Midnight Pass Road, Unit #704, a top-floor, move-in-ready condominium

  Adnan Dedic COMPASS FLORIDA LLC

  5750 Midnight Pass Rd Unit 704, Sarasota, FL 34242
• 

  

  /34

  $9,390 per month

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

  1001 Point of Rocks Rd Unit 508, Sarasota, FL 34242

  Villa 508 at Siesta Sands is a serene island retreat designed for effortless comfort and relaxation. Filled with natural light, this charming villa features an open, airy layout and a soft coastal style that immediately sets a calm, vacation-ready mood. The fully equipped kitchen and comfortable living areas create an inviting space for easy meals, downtime, and time together. Enjoy the simple

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1001 Point of Rocks Rd Unit 508, Sarasota, FL 34242
• 

  /2

  $1,630,000 Sold Apr 28, 2025

  320 Avenida Leona, Sarasota, FL 34242

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft
  • Built 1964

  Last Sold Summary

  • 12% Below List Price
  • $915/SF
  • 47 Days On Market

  Current Estimated Value $1,465,115

  Last Listing Agent Ryan Vlasic COLDWELL BANKER REALTY

  320 Avenida Leona, Sarasota, FL 34242
• 

  /2

  Est $2,410,995 Not Listed For Sale

  1358 Roberts Bay Ln, Siesta Key, FL 34242

  • 4 Beds
  • 6 Baths
  • 5,034 Sq Ft
  • Built 1978

  1358 Roberts Bay Ln, Siesta Key, FL 34242

  Last Sold Summary

  • 7% Below List Price
  • $516/SF
  • 0 Days On Market

  Last Sold Price $2,600,000

  Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

Showing Results 241 - 280, Page 7 of 18