Siesta Key, FL Homes

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  /59

  $125,000

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

  915 Seaside Dr Unit 606, Weeks 14-17, 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 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 256-2943

  915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242
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  $9,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Condo for Rent

  1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242

  Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242
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  $645,000 Sold Jun 17, 2025

  6415 Midnight Pass Rd Unit 710, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 1975

  Last Sold Summary

  • 1% Below List Price
  • $500/SF
  • 3 Days On Market

  Current Estimated Value $647,741

  Last Listing Agent Karen Whitaker PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6415 Midnight Pass Rd Unit 710, Sarasota, FL 34242
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  /35

  Est $2,025,906 Not Listed For Sale

  6900 Bochi Cir, Sarasota, FL 34242

  • 4 Beds
  • 4.5 Baths
  • 3,774 Sq Ft
  • Built 2012

  6900 Bochi Cir, Sarasota, FL 34242

  Last Sold Summary

  • 5% Above List Price
  • $510/SF
  • 242 Days On Market

  • Last Sold Price $1,925,000
  • Jul 28, 2023

  Last Listing Agent Malia Smiley KELLY RIGHT REAL ESTATE
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  /99

  $635,000

  • Land
  • 11,325 Sq Ft
  • $2,442,308 per Acre

  5019 Commonwealth Dr, Sarasota, FL 34242

  PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 420-6220

  5019 Commonwealth Dr, Sarasota, FL 34242
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  /64

  $6,000 Per Month

  • 1 Bed
  • 2 Baths
  • Condo for Rent

  5400 Ocean Blvd, Sarasota, FL 34242

  SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it's best in this beautifully renovated, fifth-floor corner condo directly on world-renowned Siesta Beach, ranked #1 in the U.S. This turnkey furnished 1-bedroom, 1.5-bath retreat features floor-to-ceiling impact sliding glass doors opening to three private balconies, creating over 1,280

  5400 Ocean Blvd, Sarasota, FL 34242
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  /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 $1,487,763

  Last Listing Agent Janet Boyden PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4865 Featherbed Ln, Sarasota, FL 34242
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  /47

  Est $824,749 Not Listed For Sale

  1321 Dockside Place, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,307 Sq Ft
  • Built 1982

  1321 Dockside Place, Sarasota, FL 34242

  Last Sold Summary

  • 9% Below List Price
  • $692/SF
  • 3 Days On Market

  • Last Sold Price $905,000
  • Dec 18, 2023

  Last Listing Agent Tyler Shanahan COLDWELL BANKER REALTY
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  /50

  $48,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242

  Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 267-4718

  915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242
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  /16

  $3,200 Per Month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  4660 Ocean Blvd Unit P1, Sarasota, FL 34242

  Price Reduced! Turnkey Furnished Waterfront Condo on Siesta Key Enjoy stunning views of Big Pass and the Gulf from this beautifully updated condo in Sea Village. This light-filled unit features new floors, crown molding, hurricane-impact sliders, and an open living/dining layout. The kitchen offers wood cabinetry, granite countertops, a breakfast bar, and quality appliances. The primary suite

  Nelson Reyes SHOWTIME REALTY

  4660 Ocean Blvd Unit P1, Sarasota, FL 34242
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  $670,000 Sold May 28, 2025

  1113 Lake House Cir Unit C110, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1981

  Last Sold Summary

  • 3% Below List Price
  • $496/SF
  • 23 Days On Market

  Current Estimated Value $669,131

  Last Listing Agent Jennifer Putnam COLDWELL BANKER SARASOTA CENT.

  1113 Lake House Cir Unit C110, Sarasota, FL 34242
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  Est $6,965,783 Not Listed For Sale

  1250 Hidden Harbor Way, Sarasota, FL 34242

  • 5 Beds
  • 5.5 Baths
  • 7,506 Sq Ft
  • Built 2002

  1250 Hidden Harbor Way, Sarasota, FL 34242

  Last Sold Summary

  • 4% Below List Price
  • $966/SF
  • 502 Days On Market

  • Last Sold Price $7,250,000
  • Sep 20, 2024

  Last Listing Agent Kim Ogilvie Michael Saunders
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  /24

  $349,000

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  5641 Midnight Pass Rd Unit 904, Sarasota, FL 34242

  PRICE IMPROVEMENT. Exceptional Value on Siesta Key Rarely available and beautifully updated, this second-floor 1-bedroom, 1-bathroom residence in White Sands Village offers the perfect blend of coastal living and investment opportunity. Ideally located just across the street from Siesta Key Beach, the condo also enjoys a coveted view of the lush interior courtyard, providing a peaceful and serene

  

  Jim Gammello

  WILLIAM RAVEIS REAL ESTATE

  (941) 207-9258

  5641 Midnight Pass Rd Unit 904, Sarasota, FL 34242
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  $9,975 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Furnished, Yearly 4bd Home on Siesta Key

  3919 Roberts Point Rd, Sarasota, FL 34232

  Located on Siesta Key with just a 3 minute walk to Shell Beach, this 2-story home is available NOW & FURNISHED for an ANNUAL LEASE.The kitchen flows seamlessly with an OPEN LAYOUT into the expansive living and dining areas filled with NATURAL LIGHT from the large sliding glass doors opening to the SCREENED-IN LANAI.The POOL & HOT TUB/SPA, also screened-in, are framed by lush

  3919 Roberts Point Rd, Sarasota, FL 34232
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  $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 $896,405

  Last Listing Agent Darlene Gamble FINE PROPERTIES

  4822 Ocean Blvd Unit 8D, Sarasota, FL 34242
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  /72

  Est $1,404,060 Not Listed For Sale

  22 Sandy Cove Rd Unit 502, Sarasota, FL 34242

  • 3 Beds
  • 3 Baths
  • 1,876 Sq Ft
  • Built 1969

  22 Sandy Cove Rd Unit 502, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $853/SF
  • 360 Days On Market

  • Last Sold Price $1,600,000
  • Oct 06, 2023

  Last Listing Agent Jackie Eberley COLDWELL BANKER REALTY
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  /53

  $450,000

  • 1 Bed
  • 1 Bath
  • 845 Sq Ft

  1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242

  Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your

  

  Jessica Ross, PA

  COLDWELL BANKER REALTY

  (941) 292-2778

  1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
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  $5,370 Per Month

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

  6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242

  Starting at $179/night! Welcome to your vibrant beachside retreat—a newly renovated 1-bedroom, 1-bathroom escape thoughtfully designed for modern comfort and coastal style. Featuring a luxurious king bed and a fully equipped kitchen with a cozy nearby dining space, this inviting getaway is your perfect base for both relaxation and adventure. Convenience begins with your own private carport just

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242
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  $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 $840,181

  Last Listing Agent Jaci Krawtschenko PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6140 Midnight Pass Rd Unit A10, Sarasota, FL 34242
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  Est $2,424,507 Not Listed For Sale

  304 Calle Miramar Unit 2, Sarasota, FL 34242

  • 4 Beds
  • 3.5 Baths
  • 3,236 Sq Ft
  • Built 2009

  304 Calle Miramar Unit 2, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $853/SF
  • 44 Days On Market

  • Last Sold Price $2,760,000
  • Aug 16, 2023

  Last Listing Agent Kristy Hall DALTON WADE INC
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  /83

  $1,949,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,657 Sq Ft

  4817 Ocean Blvd, Sarasota, FL 34242

  Under contract-accepting backup offers. Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart ofSiesta KeySet on a tranquil spring-fed lake just moments from Siesta Beach and the Village, thisflood resilient and meticulously maintained coastal residence offers year-roundenjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated,

  

  Gerard Healy

  WILLIAM RAVEIS REAL ESTATE

  (941) 541-8336

  4817 Ocean Blvd, Sarasota, FL 34242
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  /16

  $7,470 Per Month

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

  6020 Midnight Pass Rd Unit 4, Sarasota, FL 34242

  Villa 4 at Aloha Kai is the perfect beach getaway—light, bright, and designed to help you rest and relax. Spend your days lounging by the pool, soaking up the sun on the beach, or getting lost in a good book—the choice is yours. All you need is a willingness to unwind; everything else is provided for your comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 4, Sarasota, FL 34242
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  $650,000 Sold Sep 12, 2025

  6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft
  • Built 1975

  Last Sold Summary

  • 6% Below List Price
  • $505/SF
  • 11 Days On Market

  Current Estimated Value $626,342

  Last Listing Agent Mina Johnson MICHAEL SAUNDERS & COMPANY

  6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242
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  Est $2,312,541 Not Listed For Sale

  5408 Plaza Des Las Palmas, Sarasota, FL 34242

  • 5 Beds
  • 5 Baths
  • 2,689 Sq Ft
  • Built 1953

  5408 Plaza Des Las Palmas, Sarasota, FL 34242

  Last Sold Summary

  • 49% Above List Price
  • $576/SF
  • 273 Days On Market

  • Last Sold Price $1,550,000
  • Nov 18, 2024

  Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES
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  $595,800

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  6415 Midnight Pass Rd Unit 306, Sarasota, FL 34242

  Welcome to one of the best locations on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant

  

  Anthony DeLuca

  DELUCA REALTY INC

  (941) 203-3175

  6415 Midnight Pass Rd Unit 306, Sarasota, FL 34242
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  /40

  $6,500 Per Month

  • 3 Beds
  • 4 Baths
  • 2,168 Sq Ft
  • House for Rent

  1256 Riegels Landing Dr, Sarasota, FL 34242

  This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full

  Christopher Davenport STARLINK REALTY INC

  1256 Riegels Landing Dr, Sarasota, FL 34242
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  $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 $529,671

  Last Listing Agent Christine Green COLDWELL BANKER REALTY

  1125 W Peppertree Dr Unit 302, Sarasota, FL 34242
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  Est $1,199,121 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

  • 7% Below List Price
  • $1,283/SF
  • 11 Days On Market

  • Last Sold Price $1,295,000
  • Mar 24, 2025

  Last Listing Agent Tom Ward WATERSIDE REALTY LLC
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  /52

  $75,000

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

  915 Seaside Dr Unit 504, Weeks 6-7, Sarasota, FL 34242

  Fractional Ownership. Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Package—featuring one-sixteenth ownership of an extraordinary Siesta Key Beach residence. Your dream of owning a new, high-end home on America’s #1 beach can now be a reality, offering an effortless way to enjoy the best of beachfront living without compromise. Step into an

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 279-2172

  915 Seaside Dr Unit 504, Weeks 6-7, Sarasota, FL 34242
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  $15,000 Per Month

  • 3 Beds
  • 2 Baths
  • 2,259 Sq Ft
  • House for Rent

  5516 Avenida Del Mare, Sarasota, FL 34242

  This is a short term rental. Listing reflects peak season rate. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kids downstairs and a relaxing haven for adults

  Beth Dilley ASCENDIA REAL ESTATE

  5516 Avenida Del Mare, Sarasota, FL 34242
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  $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 $1,150,488

  Last Listing Agent Conner Ashley PREFERRED SHORE LLC

  567 Venice Ln, Sarasota, FL 34242
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  Est $474,250 Not Listed For Sale

  6157 Midnight Pass Rd Unit E43, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1974

  6157 Midnight Pass Rd Unit E43, Sarasota, FL 34242

  Last Sold Summary

  • 1% Above List Price
  • $427/SF
  • 40 Days On Market

  • Last Sold Price $470,000
  • Apr 15, 2025

  Last Listing Agent Frank Harris COAST 2 COAST HOME REALTY, PLLC
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  /13

  $6,400,000

  • 8 Beds
  • 8.5 Baths
  • 5,313 Sq Ft

  5610 Avenida Del Mare, Sarasota, FL 34242

  Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence.

  

  Tonna Gruber

  COLDWELL BANKER REALTY

  (941) 841-7869

  5610 Avenida Del Mare, Sarasota, FL 34242
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  $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
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  $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 $826,986

  Last Listing Agent Kristina Waskom MICHAEL SAUNDERS & COMPANY

  6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242
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  Est $1,909,515 Not Listed For Sale

  340 Canal Rd Unit B, Sarasota, FL 34242

  • 4 Beds
  • 2.5 Baths
  • 2,234 Sq Ft
  • Built 2005

  340 Canal Rd Unit B, Sarasota, FL 34242

  Last Sold Summary

  • 2% Below List Price
  • $873/SF
  • 17 Days On Market

  • Last Sold Price $1,950,000
  • Mar 05, 2024

  Last Listing Agent Joseph Kesslak COLDWELL BANKER REALTY
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  /82

  $330,000

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242

  PRICE IMPROVEMENT: Affordable, Pet-Friendly Siesta Key Beach Condo Now Offered at $330,000 Experience the allure of coastal living at White Sands Village, ideally located along Midnight Pass Road on stunning Siesta Key. This beautifully furnished one-bedroom, one-bathroom residence is just a short walk from the world-famous Siesta Key Public Beach, making it an exceptional opportunity for beach

  

  Jim Gammello

  WILLIAM RAVEIS REAL ESTATE

  (941) 206-4956

  5641 Midnight Pass Rd Unit 902, Sarasota, FL 34242
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  /16

  $9,000 Per Month

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft
  • House for Rent

  6020 Midnight Pass Rd Unit 53, Sarasota, FL 34242

  Beach or pool today? Or perhaps you'd rather stay in and enjoy a good book on the charming porch of Villa 53 at Aloha Kai. This beautifully remodeled retreat features an updated kitchen and bath, paired perfectly with coastal-inspired furnishings that create a relaxing home away from home. The spacious bedroom offers generous closet space, ensuring comfort and convenience during your stay.

  Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

  6020 Midnight Pass Rd Unit 53, Sarasota, FL 34242
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  $2,650,000 Sold Oct 14, 2025

  512 Treasure Boat Way, Sarasota, FL 34242

  • 4 Beds
  • 4.5 Baths
  • 5,078 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $522/SF
  • 88 Days On Market

  Current Estimated Value $2,609,494

  Last Listing Agent Derek Edwards KELLER WILLIAMS ON THE WATER S

  512 Treasure Boat Way, Sarasota, FL 34242
• 

  /2

  Est $1,842,270 Not Listed For Sale

  3927 Somerset Dr, Sarasota, FL 34242

  • 3 Beds
  • 3.5 Baths
  • 2,758 Sq Ft
  • Built 1990

  3927 Somerset Dr, Sarasota, FL 34242

  Last Sold Summary

  • 12% Below List Price
  • $761/SF
  • 64 Days On Market

  • Last Sold Price $2,100,000
  • Apr 14, 2025

  Last Listing Agent Patrick Dipinto, III OCEAN REAL ESTATE LLC

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