Siesta Key, FL Homes

• 

  

  

  /61

  $1,375,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,073 Sq Ft

  704 Tropical Cir, Sarasota, FL 34242

  Nestled in one of Siesta Key’s most sought-after neighborhoods, this beautifully updated tropical retreat offers the perfect blend of coastal charm, modern comfort, and an active waterfront lifestyle. Whether you’re searching for a full-time residence or a private vacation escape, this home delivers an exceptional opportunity in an unbeatable location—just under a mile from the world-renowned

  Jeffrey Hinrichs MICHAEL SAUNDERS & COMPANY

  704 Tropical Cir, Sarasota, FL 34242
• 

  

  

  /21

  $5,370 Per Month

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

  6006 Midnight Pass Rd Unit 71, Sarasota, FL 34242

  Starting at $179/night! Welcome to your vibrant beachside retreat! This charming ground-level condo features a spacious bedroom with a king bed, a sleeper sofa in the living room, and a full bathroom—perfect for relaxation and adventure. Whip up delicious meals in the fully equipped kitchen and enjoy them in the cozy dining area nearby. Convenience is at your fingertips with your own private

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 71, Sarasota, FL 34242
• 

  

  

  /76

  $4,325,000 Sold Apr 17, 2026

  750 Siesta Key Cir, Sarasota, FL 34242

  • 4 Beds
  • 4.5 Baths
  • 4,213 Sq Ft
  • Built 2013

  Last Sold Summary

  • 11% Below List Price
  • $1,027/SF
  • 52 Days On Market

  Current Estimated Value $4,343,396

  Last Listing Agent Rich Polese COMPASS FLORIDA LLC

  750 Siesta Key Cir, Sarasota, FL 34242
• 

  

  

  /57

  Est $699,457 Not Listed For Sale

  6150 Midnight Pass Rd Unit 7, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1967

  6150 Midnight Pass Rd Unit 7, Sarasota, FL 34242

  Last Sold Summary

  • 11% Below List Price
  • $718/SF
  • 6 Days On Market

  • Last Sold Price $790,000
  • Jun 24, 2024

  Last Listing Agent Linda Stowe Michael Saunders
• 

  

  /2

  $6,800,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 5,400 Sq Ft

  44 Rockwell Ln, Sarasota, FL 34242

  Pre-Construction. To be built. Call for all details and plans.All info coming soon!

  Joseph Russo JOSEPH RUSSO, LICENSED R.E. BROKER

  44 Rockwell Ln, Sarasota, FL 34242
• 

  

  /26

  $9,225 Per Month

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Apartment for Rent

  1125 W Peppertree Dr Unit 402, Sarasota, FL 34242

  Stylish 2-Bedroom, 2-Bathroom Condo in Peppertree Bay - Siesta Key, FLLooking for the perfect vacation getaway? This stunning 2-bedroom, 2-bathroom condo in the desirable Peppertree Bay community is just what you need! Nestled on the fourth floor, this high-rise retreat offers tranquil pond views and a serene atmosphere.The unit features assigned covered parking under the building for

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1125 W Peppertree Dr Unit 402, Sarasota, FL 34242
• 

  /2

  $2,500,000 Sold Dec 04, 2025

  91 Avenida Veneccia, Sarasota, FL 34242

  • 5 Beds
  • 4 Baths
  • 2,498 Sq Ft
  • Built 1946

  Last Sold Summary

  • 28% Below List Price
  • $1,001/SF
  • 202 Days On Market

  Current Estimated Value $2,501,913

  Last Listing Agent Jay Travis RE/MAX ALLIANCE GROUP

  91 Avenida Veneccia, Sarasota, FL 34242
• 

  

  /61

  Est $697,479 Not Listed For Sale

  6150 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1967

  6150 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  Last Sold Summary

  • 13% Below List Price
  • $726/SF
  • 214 Days On Market

  • Last Sold Price $799,500
  • Jun 21, 2024

  Last Listing Agent Linda Stowe Michael Saunders
• 

  

  /31

  $8,750,000

  • 3 Beds
  • 4 Baths
  • 4,750 Sq Ft

  648 Beach Rd, Sarasota, FL 34242

  Welcome back to 648 Beach Road, you’ve seen it before, but it’s better than ever. Reconstructed, reimagined, and elevated in every detail, this extraordinary residence delivers the same breathtaking, front-row views you remember... with an entirely new feel that’s fresh, refined, and built for the way you live now. This expansive three-bedroom retreat lives like a private resort, with the space

  Inbal August DOUGLAS ELLIMAN

  648 Beach Rd, Sarasota, FL 34242
• 

  

  /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
• 

  /2

  $1,650,000 Sold Mar 26, 2026

  5348 Shadow Lawn Dr, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 2,477 Sq Ft
  • Built 1964

  Last Sold Summary

  • 8% Below List Price
  • $666/SF
  • 24 Days On Market

  Current Estimated Value $1,792,389

  Last Listing Agent Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5348 Shadow Lawn Dr, Sarasota, FL 34242
• 

  

  /57

  Est $707,843 Not Listed For Sale

  6140 Midnight Pass Rd Unit B1, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 1967

  6140 Midnight Pass Rd Unit B1, Sarasota, FL 34242

  Last Sold Summary

  • 14% Below List Price
  • $681/SF
  • 26 Days On Market

  • Last Sold Price $825,000
  • Nov 17, 2023

  Last Listing Agent Ned Sharpenter WATERSIDE REALTY LLC
• 

  

  /44

  $474,000

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  6157 Midnight Pass Rd Unit E24, Sarasota, FL 34242

  Elevated Living on the 4th Floor! Discover this well appointed 1-bedroom, 1-bath condo just minutes from the world-renowned Siesta Key Beach. This TURN KEY residence offers the ideal blend of relaxed Florida living and exceptional value. Step into a bright and airy space where natural light pours into the east-facing screened balcony, overlooking lush tropical landscaping. The interior features

  Ingrid Caruso COLDWELL BANKER REALTY

  6157 Midnight Pass Rd Unit E24, Sarasota, FL 34242
• 

  

  /61

  $12,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,511 Sq Ft
  • House for Rent

  307 Avenida de Paradisio, Sarasota, FL 34242

  Welcome to your dream escape on Siesta Key—a completely reimagined coastal retreat designed to make every moment unforgettable.Tucked away on a quiet stretch of Avenida de Parasido, this stunning 3-bedroom, 2-bath home has been fully remodeled from top to bottom with brand-new, designer furnishings. Everything is fresh, pristine, and waiting, be among the very first to experience it.Step

  Beth Dilley ASCENDIA REAL ESTATE

  307 Avenida de Paradisio, Sarasota, FL 34242
• 

  /2

  $625,000 Sold Sep 30, 2025

  1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft
  • Built 1988

  Last Sold Summary

  • 16% Below List Price
  • $553/SF
  • 115 Days On Market

  Current Estimated Value $621,617

  Last Listing Agent Marni Hayden CHROME REALTY LLC

  1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242
• 

  

  /21

  Est $557,244 Not Listed For Sale

  5128 Calle Minorga Unit 5128, Sarasota, FL 34242

  • 2 Beds
  • 1 Bath
  • 766 Sq Ft
  • Built 1965

  5128 Calle Minorga Unit 5128, Sarasota, FL 34242

  Last Sold Summary

  • 2% Above List Price
  • $717/SF
  • 4 Days On Market

  • Last Sold Price $549,000
  • Feb 05, 2024

  Last Listing Agent Frank Harris COAST 2 COAST HOME REALTY, PLLC
• 

  

  /60

  $425,000

  • 1 Bed
  • 1 Bath
  • 656 Sq Ft

  117 Pass Key Rd Unit 117, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower,

  Tim Yocum, Sr COLDWELL BANKER REALTY

  117 Pass Key Rd Unit 117, Sarasota, FL 34242
• 

  

  /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
• 

  /2

  $635,000 Sold Jan 30, 2026

  1255 E Peppertree Dr Unit 506, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,462 Sq Ft
  • Built 1972

  Last Sold Summary

  • 15% Below List Price
  • $434/SF
  • 256 Days On Market

  Current Estimated Value $646,397

  Last Listing Agent Patti O Grady WATERSIDE REALTY LLC

  1255 E Peppertree Dr Unit 506, Sarasota, FL 34242
• 

  

  /64

  Est $630,969 Not Listed For Sale

  225 Hourglass Way Unit 307, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1969

  225 Hourglass Way Unit 307, Sarasota, FL 34242

  Last Sold Summary

  • 1% Above List Price
  • $492/SF
  • 3 Days On Market

  • Last Sold Price $625,000
  • Jan 29, 2024

  Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY
• 

  

  /100

  $10,000,000

  • 5 Beds
  • 4.5 Baths
  • 5,458 Sq Ft

  4034 Roberts Point Rd, Sarasota, FL 34242

  A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with five bedrooms, four full bathrooms, and one half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property

  Faith Stutzman THE STUTZMAN REALTY GROUP, LLC

  4034 Roberts Point Rd, Sarasota, FL 34242
• 

  

  /31

  $8,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Apartment for Rent

  1055 W Peppertree Dr Unit 206AA, Sarasota, FL 34242

  2 BR - 2 BA - 6 person Max - Highrise - Pond View - Approx. 75 yards from beach This property is a 30 night minimum. Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The unit is in a gulf side high rise building on the 2nd floor. Assigned covered parking located in the parking garage under the building. A luxurious dining area greets you

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1055 W Peppertree Dr Unit 206AA, Sarasota, FL 34242
• 

  /2

  $520,000 Sold Apr 02, 2026

  1140 S Moonmist Ct Unit M5, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Below List Price
  • $451/SF
  • 118 Days On Market

  Current Estimated Value $542,003

  Last Listing Agent Heide Crino BLUESRQ REAL ESTATE INC

  1140 S Moonmist Ct Unit M5, Sarasota, FL 34242
• 

  

  /34

  Est $595,980 Not Listed For Sale

  4660 Ocean Blvd Unit F1, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1971

  4660 Ocean Blvd Unit F1, Sarasota, FL 34242

  Last Sold Summary

  • 8% Below List Price
  • $541/SF
  • 48 Days On Market

  • Last Sold Price $649,000
  • May 17, 2024

  Last Listing Agent Glenn Zakaria NEW DOOR REAL ESTATE LLC
• 

  

  /58

  $1,870,000

  • 4 Beds
  • 3 Baths
  • 2,838 Sq Ft

  5334 Calle Florida, Sarasota, FL 34242

  Fantastic opportunity to own a unique home on Palm Island, in this exceptional Siesta Key residence, ideally located at 5334 Calle Florida. Situated on a large lot and elevated approximately 10 feet above sea level, the main home has never flooded during any storms, offering peace of mind along with island luxury. This 4-bedroom, 3-bathroom home features 2,838 square feet of thoughtfully designed

  Niall Phelan LPT REALTY, LLC

  5334 Calle Florida, Sarasota, FL 34242
• 

  

  /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
• 

  /2

  $632,500 Sold Nov 12, 2025

  1200 E Peppertree Ln Unit 607, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1973

  Last Sold Summary

  • 27% Below List Price
  • $527/SF
  • 306 Days On Market

  Current Estimated Value $640,097

  Last Listing Agent Eliza Miller PEPPERTREE BAY REALTY INC

  1200 E Peppertree Ln Unit 607, Sarasota, FL 34242
• 

  

  /55

  Est $1,126,831 Not Listed For Sale

  6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft
  • Built 1977

  6342 Midnight Pass Rd Unit 425, Sarasota, FL 34242

  Last Sold Summary

  • 6% Below List Price
  • $988/SF
  • 87 Days On Market

  • Last Sold Price $1,200,000
  • Nov 30, 2023

  Last Listing Agent Tom Ward WATERSIDE REALTY LLC
• 

  

  /28

  $480,000

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  Unlisted Address

  Welcome to the World-famous Siesta Key Beach. Come check out This well maintained 2-bedroom 2 bath move in ready condo at Whitesands Village across the street from the public beach! Looking to enjoy living the beach lifestyle in Paradise at a great price. This property offers a heated swimming pool, sauna, nice club house, grills. Pet friendly! Siesta Key offers volleyball, pickle ball, yoga on

  Terry Millett GULF SHORES REALTY & RENTALS

  Unlisted Address
• 

  

  /31

  $8,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,345 Sq Ft
  • Condo for Rent

  1055 W Peppertree Dr Unit 405AA, Sarasota, FL 34242

  Nestled just a stone's throw from the pristine sands of Siesta Key beach, this midrise villa offers a luxurious retreat for those seeking a blend of comfort and convenience. With a 30-night minimum stay, guests can fully immerse themselves in the tranquil beach lifestyle. The villa boasts two bedrooms and two bathrooms, accommodating up to four guests, making it an ideal choice for families or

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  1055 W Peppertree Dr Unit 405AA, Sarasota, FL 34242
• 

  /2

  $1,150,000 Sold Aug 28, 2025

  5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,335 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $861/SF
  • 12 Days On Market

  Current Estimated Value $1,139,031

  Last Listing Agent Maurice Menager MICHAEL SAUNDERS & COMPANY

  5790 Midnight Pass Rd Unit 702, Sarasota, FL 34242
• 

  

  /40

  Est $498,092 Not Listed For Sale

  5681 Midnight Pass Rd Unit 103, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Built 1975

  5681 Midnight Pass Rd Unit 103, Sarasota, FL 34242

  Last Sold Summary

  • 9% Below List Price
  • $543/SF
  • 12 Days On Market

  • Last Sold Price $550,000
  • Jun 02, 2023

  Last Listing Agent Gail Runyon LLC COLDWELL BANKER REALTY
• 

  

  /66

  $639,000

  • 1 Bed
  • 1.5 Baths
  • 959 Sq Ft

  1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242

  Welcome to 1313 Siesta Bayside Drive in Gulf & Bay Club Bayside, a beautifully updated 2-bedroom, 1.5-bath condo offered turnkey furnished and ideally suited as a personal beach retreat or high-performing investment property with weekly rental flexibility and consistent future bookings already in place. This light-filled residence features tasteful coastal updates and a serene pond waterview,

  Shane Lewis MICHAEL SAUNDERS & COMPANY

  1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242
• 

  

  /21

  $8,970 Per Month

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 20, Sarasota, FL 34242

  Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 20, Sarasota, FL 34242
• 

  /2

  $800,000 Sold Apr 06, 2026

  37 Sandy Cove Rd Unit 3B, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,254 Sq Ft
  • Built 1967

  Last Sold Summary

  • 11% Below List Price
  • $638/SF
  • 0 Days On Market

  Current Estimated Value $886,871

  Last Listing Agent Mickey Kiernan MICHAEL SAUNDERS & COMPANY

  37 Sandy Cove Rd Unit 3B, Sarasota, FL 34242
• 

  /2

  Est $8,261,747 Not Listed For Sale

  241 Cedar Park Cir, Sarasota, FL 34242

  • 5 Beds
  • 8 Baths
  • 6,838 Sq Ft
  • Built 1998

  241 Cedar Park Cir, Sarasota, FL 34242

  Last Sold Summary

  • 20% Below List Price
  • $1,514/SF
  • 1 Day On Market

  • Last Sold Price $10,350,000
  • Dec 20, 2024

  Last Listing Agent Tammy Garner COLDWELL BANKER REALTY
• 

  

  /67

  $4,990,000 New Construction

  • 8 Beds
  • 8.5 Baths
  • 4,380 Sq Ft

  135 Avenida Veneccia, Sarasota, FL 34242

  Experience elevated coastal living just moments from the powdery sands of Siesta Key Beach and the heart of Siesta Village. This newly built island escape offers eight bedrooms and eight and a half baths, thoughtfully designed for style, comfort, and effortless group living.Step into your own resort-inspired backyard with a shimmering pool, relaxing spa, and a waterslide wrapped in tropical

  Curtis Ware KW COASTAL LIVING III

  135 Avenida Veneccia, Sarasota, FL 34242
• 

  

  /15

  $6,900 Per Month

  • 2 Beds
  • 1.5 Baths
  • 836 Sq Ft
  • House for Rent

  6154 Midnight Pass Rd Unit B07, Sarasota, FL 34242

  Welcome to Villa B07! This unit has been completely renovated with all new flooring, walls, windows, doors, kitchen cabinets, granite countertop, state-of-the-art stainless-steel appliances, a new full bath with walk-in shower and new vanity, new half bath with new vanity, and a new hot/cold shower on the outside of the villa. The two bedrooms sleep 4 comfortably but there is a queen-sized

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6154 Midnight Pass Rd Unit B07, Sarasota, FL 34242
• 

  /2

  $2,050,000 Sold May 04, 2026

  513 Venice Ln, Sarasota, FL 34242

  • 5 Beds
  • 3.5 Baths
  • 3,009 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Below List Price
  • $681/SF
  • 118 Days On Market

  Current Estimated Value $2,126,534

  Last Listing Agent Curtis Ware KW COASTAL LIVING III

  513 Venice Ln, Sarasota, FL 34242
• 

  /2

  Est $5,020,192 Not Listed For Sale

  5418 Siesta Cove Dr, Sarasota, FL 34242

  • 5 Beds
  • 5.5 Baths
  • 4,230 Sq Ft
  • Built 2020

  5418 Siesta Cove Dr, Sarasota, FL 34242

  Last Sold Summary

  • $1,182/SF
  • 5 Days On Market

  • Last Sold Price $5,000,000
  • Feb 07, 2025

  Last Listing Agent Adnan Dedic COMPASS FLORIDA LLC

Showing Results 401 - 440, Page 11 of 18