Homes in ZIP Code 34242

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  /62

  $4,995,000

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

  749 Freeling Dr, Sarasota, FL 34242

  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 living, boat docking, and privacy.

  Nikki Taylor DOUGLAS ELLIMAN

  749 Freeling Dr, Sarasota, FL 34242
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  /38

  $15,000 per month

  • 3 Beds
  • 3 Baths
  • 1,898 Sq Ft
  • Condo for Rent

  22 Sandy Cove Rd Unit 10-5, Sarasota, FL 34242

  RATES AND AVAILABILITY VARY. AVAILABLE SEASON 2026! Welcome to a completely renovated, light-filled penthouse in the exclusive Sandy Cove community — where coastal design meets breathtaking Gulf views in every direction. This professionally managed 3-bedroom, 3-bath residence is fully turnkey furnished and thoughtfully designed for relaxed, upscale living.Every inch of the home has been

  Cole Collins COLDWELL BANKER REALTY

  22 Sandy Cove Rd Unit 10-5, 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

  Last Listing Agent Jonathan Minerick HOMECOIN.COM

  5430 Avenida Del Mare, Sarasota, FL 34242
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  /64

  Est $4,606,804 Not Listed For Sale

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

  609 Norsota Way, Sarasota, FL 34242

  609 Norsota Way, Sarasota, FL 34242
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  /57

  $1,499,000

  • 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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  /36

  $14,000 per month

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft
  • House for Rent

  211 Island Cir, Sarasota, FL 34242

  AVAILABLE for 2026... Jan., Feb and April Fantastic pool home located .4 mile from Siesta Beach access! Enjoy this completely renovated 3 bedroom / 2bath pool home in Palm Island on Siesta Key. With comfort in mind, vacation memories are waiting to be made here! All furnishings, appliances and flooring are new and decorated in coastal colors. Enjoy a morning walk to the powdery sand beach less

  Brenda Cozy COLDWELL BANKER REALTY

  211 Island Cir, 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 COLDWELL BANKER REALTY

  1020 Sun N Sea Dr Unit 104B, Sarasota, FL 34242
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  /77

  Est $651,432 Not Listed For Sale

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

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

  6145 Midnight Pass Rd Unit F-1, Sarasota, FL 34242
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  /41

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft

  1001 Beach Rd Unit A203, Sarasota, FL 34242

  Price Drop of 20K - best price for a Tower Unit in Our House at the Beach !Strong Rental Income – Across from Siesta Beach! Totally updated 2 bed / 2 bath condo in the West Tower of “Our House at the Beach”, directly across from Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor in 2024. This second-floor unit offers incredible natural light and nearly 270 degrees of wraparound views thanks

  Mike Winger TIDELINE REAL ESTATE BROKERS

  1001 Beach Rd Unit A203, Sarasota, FL 34242
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  /45

  $12,000 per month

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft
  • House for Rent

  4879 Commonwealth Dr, Sarasota, FL 34242

  Lease 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
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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

  Last Listing Agent Justin Harris REAL BROKER, LLC

  5223 Shadow Lawn Dr, Sarasota, FL 34242
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  /66

  Est $529,839 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 561 Sq Ft

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

  23 Sandy Cove Rd Unit B1-G, Sarasota, FL 34242
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  /100

  $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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  /76

  $3,500 per month

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft
  • Condo for Rent

  1700 Cove II Place Unit 310, Sarasota, FL 34242

  Available 3500.00 Monthly - September 17th 2026 through December 31st 2026... Available January 2026 - 5,000.00 May be rented weekly. l – Stunning Water Views & Deeded Beach Access | Siesta Keyplus taxes and fees. Welcome to your perfect beach getaway! This 2-bedroom, 1.5-bath condo in Midnight Cove II offers breathtaking water views from both the unit and the spacious patio, along with

  Robert Bevington SHOWTIME REALTY

  1700 Cove II Place Unit 310, Sarasota, FL 34242
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  /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 $1,568,993

  Last Listing Agent Mark Coppens EXP REALTY LLC

  5121 Oxford Dr, Sarasota, FL 34242
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  /41

  Est $666,149 Not Listed For Sale

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

  141 Avenida Messina Unit 3, Sarasota, FL 34242

  141 Avenida Messina Unit 3, Sarasota, FL 34242
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  /67

  $3,500,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 3,471 Sq Ft

  5058 Windward Ave, Siesta Key, FL 34242

  This custom-built home received the “Best Overall” award in the 2021 Manatee and Sarasota County Parade of Homes. Experience the pinnacle of Siesta Key waterfront living in this 2019-built masterpiece by Nutter Custom Construction. Designed with precision and built to last, this solar-powered coastal retreat sits on high elevation and spans over 3,400 living square feet, offering 3 bedrooms, 3

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  5058 Windward Ave, Siesta Key, FL 34242
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  /55

  $5,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • House for Rent

  4946 Commonwealth Dr, Sarasota, FL 34242

  Short Term Rental-Not available January-April of 2026 Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun. Imagine sipping your morning coffee on the private

  Beth Dilley ASCENDIA REAL ESTATE

  4946 Commonwealth Dr, Sarasota, FL 34242
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  /2

  $1,000,000 Sold Mar 24, 2025

  6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1970

  Last Sold Summary

  • 13% Below List Price
  • $787/SF
  • 46 Days On Market

  Current Estimated Value $1,004,980

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

  6300 Midnight Pass Rd Unit 810, Sarasota, FL 34242
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  /2

  Est $739,394 Not Listed For Sale

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

  1315 Siesta Bayside Dr Unit B, Sarasota, FL 34242

  1315 Siesta Bayside Dr Unit B, Sarasota, FL 34242
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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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  /91

  $14,000 per month

  • 4 Beds
  • 3 Baths
  • 2,341 Sq Ft
  • House for Rent

  412 Treasure Boat Way, Sarasota, FL 34242

  Discover your dream home with this exquisite single family residence available for annual rental. This remarkable property redefines elegance and comfort, featuring stunning one-of-a-kind architecture that combines exceptional design with spacious living. Crafted for discerning tenants who appreciate the finer things in life, the home boasts four generously sized bedrooms and three luxurious

  Beth Dilley ASCENDIA REAL ESTATE

  412 Treasure Boat Way, 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

  Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

  114 Whispering Sands Dr Unit V21, Sarasota, FL 34242
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  /41

  Est $629,244 Not Listed For Sale

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

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

  8701 Midnight Pass Rd Unit 304A, Sarasota, FL 34242
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  /59

  $2,950,000

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

  5236 Siesta Cove Dr, Sarasota, FL 34242

  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 panoramic patio terraces provide endless

  Bradley Kayser COLDWELL BANKER REALTY

  5236 Siesta Cove Dr, Sarasota, FL 34242
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  /28

  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,303 Sq Ft
  • Condo for Rent

  8767 Midnight Pass Rd Unit 106F, Sarasota, FL 34242

  Spacious two-bedroom Condo in Sarasota Florida on Siesta Key with deeded beach access! 2024 Trip Advisors named Siesta Key beaches the second-best in the United States and ninth best in the World. The Gulf side, private beach is less than a 5-minute walk within the confines of the Island Reef Condo Assoc. The Bay side is less congested than the Gulf Side and your pool, grill, shuffleboard, tennis

  Vincent Muzychko EXP REALTY LLC

  8767 Midnight Pass Rd Unit 106F, Sarasota, FL 34242
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  /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 $522,606

  Last Listing Agent Scotty Ledford VUE REALTY, LLC

  6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
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  /94

  Est $3,334,393 Not Listed For Sale

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

  8217 Midnight Pass Rd, Sarasota, FL 34242

  8217 Midnight Pass Rd, Sarasota, FL 34242
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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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  /24

  $7,500 per month

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

  6006 Midnight Pass Rd Unit 21, Sarasota, FL 34242

  Discover your beachside retreat on world-famous Siesta Key! This beautifully updated 1-bedroom, 1-bath ground-floor condo in the sought-after Casa Mar community offers the ultimate in coastal convenience—just a short stroll to private deeded beach access and the whi te sands of Siesta Beach. Step inside to a smoke-free, pet-free unit featuring wood plank flooring, modern leather furnishings, and

  Robert Bevington SHOWTIME REALTY

  6006 Midnight Pass Rd Unit 21, Sarasota, FL 34242
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  /2

  $549,900 Sold Jan 29, 2025

  8897 Midnight Pass Rd Unit 506, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1973

  Last Sold Summary

  • $468/SF
  • 11 Days On Market

  Current Estimated Value $514,510

  Last Listing Agent Lisa Frizol THE KEYES COMPANY - SARASOTA

  8897 Midnight Pass Rd Unit 506, Sarasota, FL 34242
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  /68

  Est $537,273 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  1600 Cove II Place Unit 421, Sarasota, FL 34242

  1600 Cove II Place Unit 421, Sarasota, FL 34242
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  /84

  $3,750,000

  • 4 Beds
  • 4 Baths
  • 5,091 Sq Ft

  1202 Sharswood Ln, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Nestled within the exclusive gated Siesta Key waterfront enclave of Spice Bay, home to just 14 residences, The Somerset by London Bay Homes defines the pinnacle of coastal contemporary luxury with distinctive West Indies architecture. This two-story, four-bedroom estate harmonizes seamlessly with its lush tropical surroundings, offering serene

  Paul Heim PREMIER SOTHEBYS INTL REALTY

  1202 Sharswood Ln, Sarasota, FL 34242
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  /14

  $7,500 per month

  • 4 Beds
  • 3 Baths
  • 2,392 Sq Ft
  • House for Rent

  306 Island Cir, Sarasota, FL 34242

  Available now. Lovely pool home with canal water frontage located in Siesta Key's peaceful and secluded neighborhood of PalmIsland. Completely renovated with new kitchen, bathrooms, and floor coverings throughout this island retreat. Walk four blocks to the crystalsands of world famous Siesta Beach, and just a short walk to the Village. Beautiful backyard with spacious patio, heated

  Timothy Bloch QUEST PROPERTIES INC

  306 Island Cir, Sarasota, FL 34242
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  /2

  $1,300,000 Sold Apr 10, 2025

  546 Freeling Dr, Sarasota, FL 34242

  • Land
  • 0.27 Acre
  • $4,814,815 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 50 Days On Market

  Current Estimated Value $1,832,676

  Last Listing Agent Barbara May MICHAEL SAUNDERS & COMPANY

  546 Freeling Dr, Sarasota, FL 34242
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  /42

  Est $789,505 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 816 Sq Ft

  5966 Midnight Pass Rd Unit G-62, Sarasota, FL 34242

  5966 Midnight Pass Rd Unit G-62, Sarasota, FL 34242
• 

  

  /78

  $5,300,000

  • 4 Beds
  • 5 Baths
  • 4,006 Sq Ft

  7647 Sanderling Rd, Sarasota, FL 34242

  An architectural masterpiece reimagined for those with a passion for modernist living. The Ness House, named for its original owners who worked with architect Tim Seibert on a 1971 renovation, was originally built in 1961 using the innovative Lambo lithic poured concrete method developed by builder John Lambie Sr.—a pioneering example of Sarasota School of Architecture design. It features an

  Joel Schemmel DOUGLAS ELLIMAN

  7647 Sanderling Rd, Sarasota, FL 34242
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  /18

  $12,600 per month

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • House for Rent

  301 Avenida Madera Unit B, Sarasota, FL 34242

  Current Availability: 4/6/2025 This is THE location! Just steps to the Village cafe and the Hub Bar and Grille, and a short walk to the beach. Our 2 bedroom 2 bath beautifully updated property offers a coastal theme and open floor plan. A queen size sofa bed and an auto -inflatable queen size EZ Bed, makes this home comfortable to sleep 6 occupants. Granite countertops, stainless steel

  Robert Bevington SHOWTIME REALTY

  301 Avenida Madera Unit B, Sarasota, FL 34242
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  /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 $2,516,667

  Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  8030 Midnight Pass Rd, Sarasota, FL 34242
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  /68

  Est $4,252,882 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,206 Sq Ft

  1035 Seaside Dr Unit 601, Sarasota, FL 34242

  1035 Seaside Dr Unit 601, Sarasota, FL 34242

Showing Results 201 - 240, Page 6 of 18