Homes in ZIP Code 34242

• 

  

  

  /44

  $115,000

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242

  Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 4-7), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242
• 

  

  

  /17

  $5,368

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • Condo for Rent

  5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242

  The advertised rate of $5,369/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  5760 Midnight Pass Rd Unit SI ID1545688P, Siesta Key, FL 34242
• 

  

  /2

  $770,000

  Sold Jul 02, 2026

  6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Built 1979

  Last Sold Summary

  • 14% Below List Price
  • $616/SF
  • 181 Days On Market

  Current Estimated Value $787,434

  Last Listing Agent Alex Chau COLDWELL BANKER REALTY

  6236 Midnight Pass Rd Unit 305, Sarasota, FL 34242
• 

  

  

  /58

  Est $905,643

  Not Listed For Sale

  8735 Midnight Pass Rd Unit 101B, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 1,972 Sq Ft
  • Built 1980

  8735 Midnight Pass Rd Unit 101B, Sarasota, FL 34242

  Last Sold Summary

  • 189 Days On Market

  Last Listing Agent Barbara A Milian, P.A. MICHAEL SAUNDERS & COMPANY
• 

  

  

  /99

  $5,392,000

  New Construction Open Sun 1PM - 3PM

  • 4 Beds
  • 6 Baths
  • 4,220 Sq Ft

  4819 Higel Ave, Sarasota, FL 34242

  Virtually Staged. New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step

  

  Cassandra Meyer

  BRIGHT REALTY

  4819 Higel Ave, Sarasota, FL 34242
• 

  

  /20

  $4,219

  Total Monthly Price

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

  153 Vista Hermosa Cir Unit SI ID1578381P, Sarasota, FL 34242

  The advertised rate of $4,220/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 18, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  153 Vista Hermosa Cir Unit SI ID1578381P, Sarasota, FL 34242
• 

  /2

  $1,400,000

  Sold Dec 18, 2025

  4865 Featherbed Ln, Sarasota, FL 34242

  • 4 Beds
  • 4 Baths
  • 4,482 Sq Ft
  • Built 1955

  Last Sold Summary

  • 26% Below List Price
  • $312/SF
  • 348 Days On Market

  Current Estimated Value $1,584,909

  Last Listing Agent Janet Boyden PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4865 Featherbed Ln, Sarasota, FL 34242
• 

  /2

  Est $446,165

  Not Listed For Sale

  6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft
  • Built 1974

  6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242

  Last Sold Summary

  • 86 Days On Market

  Last Listing Agent Julia Montei COLDWELL BANKER REALTY
• 

  

  /100

  $4,800,000

  New Construction Open Sun 1PM - 3PM

  • 4 Beds
  • 5.5 Baths
  • 3,765 Sq Ft

  533 Venice Ln, Sarasota, FL 34242

  Virtually Staged. Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious

  

  Cassandra Meyer

  BRIGHT REALTY

  533 Venice Ln, Sarasota, FL 34242
• 

  

  /23

  $4,138

  Total Monthly Price

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

  6703 Midnight Pass Rd Unit SI FL2-ID1591488P, Sarasota, FL 34242

  The advertised rate of $4,139/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 15, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  6703 Midnight Pass Rd Unit SI FL2-ID1591488P, Sarasota, FL 34242
• 

  /2

  $859,000

  Sold Apr 15, 2026

  4822 Ocean Blvd Unit 8D, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $597/SF
  • 7 Days On Market

  Current Estimated Value $872,773

  Last Listing Agent Darlene Gamble FINE PROPERTIES

  4822 Ocean Blvd Unit 8D, Sarasota, FL 34242
• 

  /2

  Est $526,259

  Not Listed For Sale

  8701 Midnight Pass Rd Unit 206A, Sarasota, FL 34242

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

  8701 Midnight Pass Rd Unit 206A, Sarasota, FL 34242

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Samantha Jennen PREFERRED SHORE LLC
• 

  

  /100

  $4,950,000

  New Construction Open Sun 1PM - 3PM

  • 4 Beds
  • 5.5 Baths
  • 4,158 Sq Ft

  527 Venice Ln, Sarasota, FL 34242

  Virtually Staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream.This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no

  

  Cassandra Meyer

  BRIGHT REALTY

  527 Venice Ln, Sarasota, FL 34242
• 

  

  /11

  $2,350

  Total Monthly Price

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

  3985 Roberts Point Rd Unit Siesta Key Apartment, Siesta Key, FL 34242

  Fully furnished, intercoastal waterfront detached garage apartment on one of the most desirable streets on far north end of Siesta Key. Could be set up as 1 or 2 bedroom. Month to month lease available, discount for longer commitments. All standard services and utilities included in rent price. Price includes one bay of a two car garage for covered parking. Unlimited pool and dock use 7a-9p

  3985 Roberts Point Rd Unit Siesta Key Apartment, Siesta Key, FL 34242
• 

  /2

  $815,000

  Sold Apr 28, 2026

  6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1967

  Last Sold Summary

  • 7% Below List Price
  • $763/SF
  • 157 Days On Market

  Current Estimated Value $811,757

  Last Listing Agent Jaci Krawtschenko PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242
• 

  /2

  Est $664,222

  Not Listed For Sale

  8735 Midnight Pass Rd Unit 306B, Sarasota, FL 34242

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

  8735 Midnight Pass Rd Unit 306B, Sarasota, FL 34242

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Dion Souza SARABAY REAL ESTATE INC
• 

  

  /46

  $649,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 3, Sarasota, FL 34242

  Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan. Upgrades galore!! Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest

  Steve Cavanaugh TIDELINE REAL ESTATE BROKERS

  5830 Midnight Pass Rd Unit 3, Sarasota, FL 34242
• 

  

  /20

  $3,402

  Total Monthly Price

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

  6703 Midnight Pass Rd Unit SI FL2-ID1591504P, Sarasota, FL 34242

  The advertised rate of $3,402/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 6, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  6703 Midnight Pass Rd Unit SI FL2-ID1591504P, Sarasota, FL 34242
• 

  /2

  $480,000

  Sold Jul 16, 2026

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Built 1972

  Last Sold Summary

  • 14% Below List Price
  • $329/SF
  • 299 Days On Market

  Current Estimated Value $508,846

  Last Listing Agent Mina Johnson MICHAEL SAUNDERS & COMPANY

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
• 

  /2

  Not Listed For Sale

  915 Seaside Dr Unit 606, Weeks 6-7, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft
  • Built 2009

  915 Seaside Dr Unit 606, Weeks 6-7, Sarasota, FL 34242

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN
• 

  

  /26

  $675,000

  $14K PRICE DROP

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

  5600 Beach Way Dr Unit 111, Sarasota, FL 34242

  Virtually Staged. Some photos have been virtually staged to illustrate the property's potential. Furnishings shown are for visualization purposes only and are not included in the sale.Welcome to Beach Way, where island living begins just steps from world-famous Siesta Key Beach! Perfectly positioned directly across from the powdery white quartz sands and turquoise Gulf waters, this

  Lisa Lococo KELLER WILLIAMS ON THE WATER S

  5600 Beach Way Dr Unit 111, Sarasota, FL 34242
• 

  

  /39

  $11,261

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 2,744 Sq Ft
  • Condo for Rent

  5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242

  The advertised rate of $11,262/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 18, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  5613 Cape Leyte Dr Unit SI ID1591441P, Siesta Key, FL 34242
• 

  /2

  $500,500

  Sold May 01, 2026

  1125 W Peppertree Dr Unit 302, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $430/SF
  • 25 Days On Market

  Current Estimated Value $520,639

  Last Listing Agent Christine Green COLDWELL BANKER REALTY

  1125 W Peppertree Dr Unit 302, Sarasota, FL 34242
• 

  

  /93

  Est $663,781

  Not Listed For Sale

  8764 Midnight Pass Rd Unit A301, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,396 Sq Ft
  • Built 1975

  8764 Midnight Pass Rd Unit A301, Sarasota, FL 34242

  Last Sold Summary

  • 63 Days On Market

  Last Listing Agent Marlene Marshall MICHAEL SAUNDERS & COMPANY
• 

  

  /60

  $1,999,999

  $249K PRICE DROP Pending

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

  5361 Siesta Ct, Sarasota, FL 34242

  PRICE IMPROVEMENT! 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

  David James CHARLES RUTENBERG REALTY INC

  5361 Siesta Ct, Sarasota, FL 34242
• 

  

  /20

  $5,773

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • Condo for Rent

  1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, FL 34242

  The advertised rate of $5,774/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 19, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  1037 W Peppertree Dr Unit SI FL3-ID1546456P, Sarasota, FL 34242
• 

  /2

  $570,000

  Sold May 01, 2026

  8767 Midnight Pass Rd Unit 403F, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,303 Sq Ft
  • Built 1979

  Last Sold Summary

  • 8% Below List Price
  • $437/SF
  • 123 Days On Market

  Current Estimated Value $574,816

  Last Listing Agent John Brink BRIGHT REALTY

  8767 Midnight Pass Rd Unit 403F, Sarasota, FL 34242
• 

  /2

  Est $800,717

  Not Listed For Sale

  1273 Dockside Place Unit 116, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,343 Sq Ft
  • Built 1982

  1273 Dockside Place Unit 116, Sarasota, FL 34242

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC
• 

  

  /77

  $15,900,000

  • 4 Beds
  • 4.5 Baths
  • 8,209 Sq Ft

  8132 Sanderling Rd, Sarasota, FL 34242

  Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of

  Joel Schemmel DOUGLAS ELLIMAN

  8132 Sanderling Rd, Sarasota, FL 34242
• 

  

  /20

  $6,789

  Total Monthly Price

  • 4 Beds
  • 3 Baths
  • 1,797 Sq Ft
  • Condo for Rent

  5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242

  The advertised rate of $6,789/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 30, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  5885 Midnight Pass Rd Unit SI FL2-ID1546103P, Siesta Key, FL 34242
• 

  /2

  $1,075,000

  Sold Apr 13, 2026

  567 Venice Ln, Sarasota, FL 34242

  • 4 Beds
  • 2 Baths
  • 1,915 Sq Ft
  • Built 1971

  Last Sold Summary

  • 10% Below List Price
  • $561/SF
  • 100 Days On Market

  Current Estimated Value $1,093,140

  Last Listing Agent Conner Ashley PREFERRED SHORE LLC

  567 Venice Ln, Sarasota, FL 34242
• 

  /2

  Est $2,402,616

  Not Listed For Sale

  1035 Seaside Dr Unit 408, Sarasota, FL 34242

  • 2 Beds
  • 2.5 Baths
  • 1,646 Sq Ft
  • Built 2023

  1035 Seaside Dr Unit 408, Sarasota, FL 34242

  Last Sold Summary

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
• 

  

  /57

  $2,349,000

  $341K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,341 Sq Ft

  4508 Woodside Rd, Sarasota, FL 34242

  WHY SPEND 30–45 MINUTES IDLING THROUGH CANALS WHEN YOU CAN REACH SARASOTA BAY IN LESS THAN 3 MINUTES? Offering exceptional open-water access on Siesta Key under $2.4 million, this waterfront residence delivers approximately 95 feet of waterfront, a 75-foot dock and protected deep-water dockage designed for the serious boating enthusiast.For buyers who prioritize time on the water, this

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  4508 Woodside Rd, Sarasota, FL 34242
• 

  

  /20

  $2,095 Per Month

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

  8750 Midnight Pass Rd Unit 302c, Sarasota, FL 34242

  Tortuga Club offers an idyllic island sanctuary situated on the southern shores of Siesta Key, pairing relaxed coastal charm with resort-caliber amenities. This refined one-bedroom, one-bathroom residence features 791 square feet of comfortable living space highlighted by expansive diagonal tile flooring, crown molding, modern recessed and track lighting, and picturesque vistas overlooking lush

  8750 Midnight Pass Rd Unit 302c, Sarasota, FL 34242
• 

  /2

  $1,300,000

  Sold Jul 22, 2026

  9000 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  • 3 Beds
  • 2.5 Baths
  • 1,982 Sq Ft
  • Built 1982

  Last Sold Summary

  • 19% Below List Price
  • $656/SF
  • 107 Days On Market

  Current Estimated Value $1,236,201

  Last Listing Agent Eric Zitelli ZITELLI REALTY NETWORK LLC

  9000 Midnight Pass Rd Unit 5, Sarasota, FL 34242
• 

  /2

  Est $1,191,070

  Not Listed For Sale

  6312 Midnight Pass Rd Unit 301S, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,009 Sq Ft
  • Built 1968

  6312 Midnight Pass Rd Unit 301S, Sarasota, FL 34242

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Tom Ward WATERSIDE REALTY LLC
• 

  

  /92

  $3,995,000

  Open Sun 1PM - 5PM

  • 4 Beds
  • 3 Baths
  • 2,385 Sq Ft

  1035 Seaside Dr Unit 502, Sarasota, FL 34242

  Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten35 Seaside elevates island living with luxurious residences designed to highlight the area’s natural beauty. Gulf-view residence 502 offers four bedrooms, three baths and 2,385 square feet of thoughtfully designed living space.

  Ziad Sleit PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1035 Seaside Dr Unit 502, Sarasota, FL 34242
• 

  

  /20

  $7,881

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 2,055 Sq Ft
  • Condo for Rent

  349 Avenida Madera Unit SI ID1578360P, Siesta Key, FL 34242

  The advertised rate of $7,882/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 18, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  349 Avenida Madera Unit SI ID1578360P, Siesta Key, FL 34242
• 

  /2

  $800,000

  Sold Apr 21, 2026

  6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1967

  Last Sold Summary

  • 5% Below List Price
  • $749/SF
  • 38 Days On Market

  Current Estimated Value $798,699

  Last Listing Agent Kristina Waskom MICHAEL SAUNDERS & COMPANY

  6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242
• 

  /2

  Est $1,076,287

  Not Listed For Sale

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • Built 1973

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242

  Last Sold Summary

  • 117 Days On Market

  Last Listing Agent Christa Spalding COLDWELL BANKER REALTY

Showing Results 121 - 160, Page 4 of 18