$1,750,000
$40K PRICE DROP
- 4 Beds
- 3 Baths
- 2,838 Sq Ft
5334 Calle Florida, Sarasota, FL 34242
Joey Lamielle RE/MAX ALLIANCE GROUP
12,409
Homes in ZIP Code 34242
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5334 Calle Florida, Sarasota, FL 34242
-
$8,400 Per Month
- 4 Beds
- 4 Baths
- 2,134 Sq Ft
- House for Rent
1100 Point of Rocks Rd, Sarasota, FL 34242
1100 Point of Rocks Rd, Sarasota, FL 34242This is a short term rental. Listing price reflects off season rate, high season rates will be higher. Whether you’re seeking a relaxing beach escape or an adventure-filled vacation, Sanctuary at the Point offers the perfect home base. Its prime location, luxurious amenities, and proximity to both the beach and South Siesta Key Village make it an exceptional choice for creating unforgettable
Beth Dilley ASCENDIA REAL ESTATE
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$975,000
Sold Dec 09, 2025568 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 $1,082,031
Last Listing Agent Wade Stafford ALL FLORIDA PROPERTY GROUP,INC
568 Venice Ln, Sarasota, FL 34242 -
Est $661,912
Not Listed For Sale8735 Midnight Pass Rd Unit 406B, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
- Built 1980
Last Sold Summary
- 62 Days On Market
Last Listing Agent Suzy Kolaz KELLER WILLIAMS ON THE WATER S
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$895,000
$90K PRICE DROP- Land
- 11,325 Sq Ft
- $3,442,308 per Acre
8504 Heron Lagoon Cir, Sarasota, FL 34242
8504 Heron Lagoon Cir, Sarasota, FL 34242 -
$6,500 Per Month
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Condo for Rent
1215 S Portofino Dr Unit 202, Sarasota, FL 34242
1215 S Portofino Dr Unit 202, Sarasota, FL 34242BEAUTIFUL WATERFRONT CONDO ON SIESTA KEY AVAILABLE NOW AND the month of January! CANAL VIEW • BEACH ACCESS • BOAT SLIPS UPON AVAILABILITY - REASONABLY PRICED. Now available In Season and as an annual Rental! Private, beautifully furnished condo with a gorgeous view of the Harbor and Sailboat Water Canal in Siesta Harbor. Enjoy water views of the canal from your enclosed balcony and just a quick,
Rosie DiPasquale JUDITH GUZZI & ASSOCIATES LLC
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$869,000
Sold Mar 12, 2026795 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 $917,451
Last Listing Agent Stephanie Church COLDWELL BANKER REALTY
795 Plymouth St, Sarasota, FL 34242 -
Est $1,597,432
Not Listed For Sale1035 Seaside Dr Unit 310, Sarasota, FL 34242
- 3 Beds
- 2.5 Baths
- 1,747 Sq Ft
- Built 2023
Last Sold Summary
- 71 Days On Market
Last Listing Agent David Lehrman THE SARASOTA REAL ESTATE COMP.
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$4,650,000
- 4 Beds
- 3.5 Baths
- 2,518 Sq Ft
1035 Seaside Dr Unit 503, Sarasota, FL 34242
1035 Seaside Dr Unit 503, Sarasota, FL 34242David Lehrman THE SARASOTA REAL ESTATE COMP.
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$6,900 Per Month
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Condo for Rent
1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a
Andy Moore GULF COAST REALTY & MANAGEMENT
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$640,000
Sold Dec 08, 2025141 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 $648,909
Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP
141 Avenida Messina Unit 4, Sarasota, FL 34242 -
Not Listed For Sale
915 Seaside Dr Unit 511, Weeks 4-7, Sarasota, FL 34242
- 4 Beds
- 4 Baths
- 2,625 Sq Ft
- Built 2009
Last Sold Summary
- 13 Days On Market
Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN
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$799,999
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
6005 Midnight Pass Rd Unit N4, Sarasota, FL 34242
6005 Midnight Pass Rd Unit N4, Sarasota, FL 34242Linda Starcher, PA RE/MAX ALLIANCE GROUP
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$6,930 Per Month
- 2 Beds
- 2 Baths
- 1,190 Sq Ft
- House for Rent
6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242
6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242Villa A18 is updated and upgraded with all the amenities to enjoy your home away from home vacation stay! Just steps to the beach voted #1 twice by Dr. Beach. This villa allows up to 6 occupants. You can also enjoy the Florida sunshine just steps away from one of the largest pools located on Siesta Key! Located on the free trolley line you can take a ride into Siesta Key village or south to
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
-
$690,000
Sold Feb 06, 2026204 Hourglass Way Unit V9, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,327 Sq Ft
- Built 1968
Last Sold Summary
- 8% Below List Price
- $520/SF
- 22 Days On Market
Current Estimated Value $696,301
Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY
204 Hourglass Way Unit V9, Sarasota, FL 34242 -
Not Listed For Sale
915 Seaside Dr Unit 501, Weeks 4-5, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,625 Sq Ft
- Built 2009
Last Sold Summary
- 9 Days On Market
Last Listing Agent Kelly Mooney DOUGLAS ELLIMAN
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$4,500,000
- 5 Beds
- 7 Baths
- 3,891 Sq Ft
1142 Windsong Ln Unit A, Sarasota, FL 34242
1142 Windsong Ln Unit A, Sarasota, FL 34242Rudy Dudon MICHAEL SAUNDERS & COMPANY
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$6,300 Per Month
- 2 Beds
- 1.5 Baths
- 840 Sq Ft
- House for Rent
6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242
6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242Starting at $210/night! Escape to coastal comfort in this charming 2-bedroom villa just steps from the beach. This beautifully furnished retreat boasts a bright and airy living space with vaulted ceilings, exposed wood beams, and abundant natural light. The open-concept living area features cozy seating, a large flat-screen TV, and stylish coastal décor that perfectly blends comfort with
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$599,000
Sold Nov 14, 20255911 Midnight Pass Rd Unit 504, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,447 Sq Ft
- Built 1984
Last Sold Summary
- 20% Below List Price
- $414/SF
- 314 Days On Market
Current Estimated Value $633,645
Last Listing Agent Katie Cintron COLDWELL BANKER REALTY
5911 Midnight Pass Rd Unit 504, Sarasota, FL 34242 -
Est $706,582
Not Listed For Sale5961 Midnight Pass Rd Unit 303, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 1,270 Sq Ft
- Built 1974
Last Sold Summary
- 0 Days On Market
Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY
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$8,500,000
$250K PRICE DROP- 3 Beds
- 4 Baths
- 4,750 Sq Ft
648 Beach Rd, Sarasota, FL 34242
648 Beach Rd, Sarasota, FL 34242Inbal August DOUGLAS ELLIMAN
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$10,000 Per Month
- 2 Beds
- 2 Baths
- 1,361 Sq Ft
- Condo for Rent
5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242
5780 Midnight Pass Rd Unit 609, Sarasota, FL 34242Welcome to Gulf Horizon, your luxurious coastal escape at the Gulf & Bay Club in beautiful Siesta Key. Professionally managed by Gulf Coast Vacations, this stunning 2-bedroom, 2-bathroom sixth-floor gulf-view condo offers the ultimate blend of elegance, comfort, and breathtaking scenery in one of the island’s most exclusive beachfront communities.From the moment you step into the elegant
Andy Moore GULF COAST REALTY & MANAGEMENT
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$450,000
Sold Nov 06, 20255669 Midnight Pass Rd Unit 308, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,012 Sq Ft
- Built 1975
Last Sold Summary
- 9% Below List Price
- $445/SF
- 152 Days On Market
Current Estimated Value $470,181
Last Listing Agent David Anthony MICHAEL SAUNDERS & COMPANY
5669 Midnight Pass Rd Unit 308, Sarasota, FL 34242 -
Est $671,850
Not Listed For Sale8776 Midnight Pass Rd Unit C103, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,338 Sq Ft
- Built 1975
Last Sold Summary
- 120 Days On Market
Last Listing Agent Joseph Kesslak COLDWELL BANKER REALTY
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$525,000
$20K PRICE DROP- 1 Bed
- 1 Bath
- 728 Sq Ft
5830 Midnight Pass Rd Unit 29, Sarasota, FL 34242
5830 Midnight Pass Rd Unit 29, Sarasota, FL 34242Cristina Campbell VUE REALTY, LLC
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$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
1001 Point of Rocks Rd Unit 508, Sarasota, FL 34242Villa 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
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$913,500
Sold Oct 10, 20255385 Avenida Del Mare, Sarasota, FL 34242
- 3 Beds
- 2 Baths
- 2,956 Sq Ft
- Built 1981
Last Sold Summary
- 39% Below List Price
- $309/SF
- 96 Days On Market
Current Estimated Value $1,049,962
Last Listing Agent Tracey Bodmer THE BREEZE REALTY GROUP INC
5385 Avenida Del Mare, Sarasota, FL 34242 -
Est $726,481
Not Listed For Sale1101 Lake House Cir Unit C-206, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,352 Sq Ft
- Built 1981
Last Sold Summary
- 154 Days On Market
Last Listing Agent Kenneth Ipox DOUGLAS ELLIMAN
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$2,350,000
$850K PRICE DROP- 3 Beds
- 3.5 Baths
- 3,795 Sq Ft
5331 Siesta Cove Dr, Sarasota, FL 34242
5331 Siesta Cove Dr, Sarasota, FL 34242Mary Tardi LOKATION
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$2,950 Per Month
- 2 Beds
- 1.5 Baths
- 860 Sq Ft
- Condo for Rent
1700 Cove II Place Unit 310, Sarasota, FL 34242
1700 Cove II Place Unit 310, Sarasota, FL 34242Available 2950.00 Monthly - April 20th 2026 through December 31st 2026... Not Available 2027 Jan through April 15th 2027 Stunning Water Views & Deeded Beach Access | Siesta Key plus taxes and fees. Live your Dream on Siesta Key for the Summer...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
Robert Bevington SHOWTIME REALTY
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$1,225,000
Sold Mar 30, 20266140 Midnight Pass Rd Unit 407, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,521 Sq Ft
- Built 1967
Last Sold Summary
- 4% Below List Price
- $805/SF
- 25 Days On Market
Current Estimated Value $1,268,680
Last Listing Agent Brian Partie DOUGLAS ELLIMAN
6140 Midnight Pass Rd Unit 407, Sarasota, FL 34242 -
Est $670,213
Not Listed For Sale8779 Midnight Pass Rd Unit 303 H, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,421 Sq Ft
- Built 1980
Last Sold Summary
- 0 Days On Market
Last Listing Agent Kristine Niehaus COLDWELL BANKER REALTY
-
$1,450,000
Open Sat 12AM - 4PM- 3 Beds
- 3 Baths
- 2,223 Sq Ft
6796 Sarasea Cir Unit 3, Sarasota, FL 34242
6796 Sarasea Cir Unit 3, Sarasota, FL 34242Michelle Shiver KELLER WILLIAMS ON THE WATER S
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$10,000 Per Month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Apartment for Rent
1125 W Peppertree Dr Unit 102, Sarasota, FL 34242
1125 W Peppertree Dr Unit 102, Sarasota, FL 34242A 3 month stay is preferred but will accept a 2 month stay, possible 1 month. Call the office for details.Luxuriously remodeled 2 bedroom 2 full bath unit on the first floor in a gulf side high-rise building.The unit has updated wood tiles throughout, ceiling fans in each room, recessed and updated lighting.The kitchen is fully updated with stainless steel appliances, gorgeous counter
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
-
$985,000
Sold Apr 22, 20264822 Ocean Blvd Unit 9A, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,435 Sq Ft
- Built 1973
Last Sold Summary
- 21% Below List Price
- $686/SF
- 68 Days On Market
Current Estimated Value $987,907
Last Listing Agent Darlene Gamble FINE PROPERTIES
4822 Ocean Blvd Unit 9A, Sarasota, FL 34242 -
Est $1,053,521
Not Listed For Sale5966 Midnight Pass Rd Unit G-92, Sarasota, FL 34242
- 1 Bed
- 1 Bath
- 816 Sq Ft
- Built 1970
Last Sold Summary
- 214 Days On Market
Last Listing Agent Robert Anderson Jr RE/MAX ALLIANCE GROUP
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$8,190,000
- 5 Beds
- 4.5 Baths
- 5,095 Sq Ft
4034 Roberts Point Rd, Sarasota, FL 34242
4034 Roberts Point Rd, Sarasota, FL 34242Faith Stutzman PHAM REALTY GROUP LLC
-
$8,900 Per Month
- 3 Beds
- 2 Baths
- 1,645 Sq Ft
- Condo for Rent
1275 Siesta Bayside Dr Unit 1275B, Sarasota, FL 34242
1275 Siesta Bayside Dr Unit 1275B, Sarasota, FL 34242Welcome to this stunning second-level condo nestled within the prestigious Gulf and Bay Club Bayside in the serene enclave of Siesta Key. Boasting breathtaking views of the shimmering lake, this meticulously designed residence offers the epitome of luxurious coastal living.As you step inside, you are greeted by an inviting ambiance that seamlessly blends modern elegance with coastal
Andy Moore GULF COAST REALTY & MANAGEMENT
-
$2,850,000
Sold Nov 24, 20251216 Northport Dr, Sarasota, FL 34242
- 4 Beds
- 3.5 Baths
- 3,579 Sq Ft
- Built 2014
Last Sold Summary
- $796/SF
Current Estimated Value $2,936,816
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
1216 Northport Dr, Sarasota, FL 34242 -
Est $733,145
Not Listed For Sale6266 Midnight Pass Rd Unit 204, Sarasota, FL 34242
- 2 Beds
- 2 Baths
- 1,263 Sq Ft
- Built 1980
Last Sold Summary
- 81 Days On Market
Last Listing Agent Jack McSweeney COLDWELL BANKER REALTY
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