Homes in ZIP Code 34242

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  /66

  $650,000

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft

  6006 Midnight Pass Rd Unit 44, Sarasota, FL 34242

  Welcome to your Siesta Key Beach escape at 6006 Midnight Pass Rd, Unit 44! This charming, fully furnished 2-bedroom condo places you steps from the world-famous powdery white sands and turquoise waters of Siesta Key Beach. Enjoy direct private beach access, breathtaking Gulf views, and endless sunsets right from this coveted coastal community. Inside, an open and inviting layout features vaulted

  Michael Mitchell MITCHELL REAL ESTATE

  6006 Midnight Pass Rd Unit 44, Sarasota, FL 34242
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  /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
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  /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
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  /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
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  /51

  $2,295,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,676 Sq Ft

  518 Venice Ln, Sarasota, FL 34242

  Under contract-accepting backup offers. ELEGANT SIESTA KEY WATERFRONT RETREAT - Welcome to a truly distinguished canal-front residence, where timeless design meets the effortless beauty of waterfront living. Set beneath majestic oaks and tropical landscaping, the canopied circular paver driveway greets you. This exquisite pool home offers privacy, sophistication and an extraordinary outdoor

  Pamela Pileggi PREFERRED SHORE LLC

  518 Venice Ln, Sarasota, FL 34242
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  /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
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  /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
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  /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.
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  /62

  $4,995,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 6,827 Sq Ft

  749 Freeling Dr, Sarasota, FL 34242

  Under contract-accepting backup offers. Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor

  Nikki Taylor DOUGLAS ELLIMAN

  749 Freeling Dr, Sarasota, FL 34242
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  /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
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  /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
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  /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
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  /57

  $1,399,000

  • 2 Beds
  • 2 Baths
  • 1,667 Sq Ft

  854 Norsota Way, Sarasota, FL 34242

  Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value

  Wendy Egan MICHAEL SAUNDERS & COMPANY

  854 Norsota Way, Sarasota, FL 34242
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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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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  /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
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  /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.
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
• 

  

  /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

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